Bodden Town, Cayman Islands Vacation Rentals

Explore 290 vacation rentals, homes, and villas in Bodden Town for your next getaway or business trip. Experience the privacy of a home with premium amenities such as Air Condition Homes, Homes with Pools and Homes with Free Parking, designed for a more comfortable and convenient stay. Every home is curated and professionally managed, with 24/7 local support, high-speed Wi-Fi, and premium linens included. With homes starting as low as $120 per night and featuring up to 12 bedrooms and 14 bathrooms, there's an option for every trip, from family vacations and group getaways to extended stays. However you're looking to experience your stay, Homes & Villas by Marriott has your next vacation home waiting. Marriott Bonvoy members can also earn and redeem points on every booking.

290 Vacation Rentals in Bodden Town

Evolution

Bodden Town, KY
7 Bedrooms 18 Guests
Sep 14 - 19
$2,243 night

*** PROPERTY OVERVIEW *** Welcome to Evolution, an oceanfront paradise with picture-perfect panoramic views of Grand Cayman’s south coast. Located mid-island, our guests are only 20-25 minutes away from the airport and Seven Mile Beach, the same distance to Rum Point, and 20 minutes to the best kite-boarding, wind-surfing, and scuba diving in the East End. Evolution was specifically designed to offer seven large bedroom suites and a massive vaulted great room, all on one floor and each with direct oceanfront views with walk-out access to the pool and spa. This is a great entertaining villa for hosting a large group. There is only one way to design such a villa… so Evolution is quite wide at 165+ feet. Evolution is situated on over 250’ of sandy beach, adjacent to Bodden Town’s cemetery beach. Choose from two primary suites, four queen suites, and a slumber party suite that sleeps 8 across two sets of full-over-full bunks and an Xbox One gaming console. **Sleeping Arrangements** (Sleeps 20 guests; 16 adults max.) -- Bedroom 1: ocean view, king bed, walk-out access to the pool deck, cable television, Apple TV, Sonos audio, room safe, ensuite with dual vanity, water closet, plus soaking tub and shower. -- Bedroom 2: ocean view, queen bed, walk-out access to the pool deck, cable television with Apple TV, Sonos sound system, ensuite with shower. -- Bedroom 3: ocean view, queen bed, walk-out access to the pool deck, cable television with Apple TV, Sonos sound system, ensuite with shower. -- Bedroom 4: ocean view, queen bed, walk-out access to the pool deck, cable television with Apple TV, Sonos sound system, ensuite with shower. -- Bedroom 5: ocean view, two full over full bunks, Xbox One console, walk-out access to the pool deck, cable television, Apple TV, Sonos audio, ensuite with shower bath. -- Bedroom 6: ocean view, queen bed, walk-out access to the pool deck, cable television with Apple TV, Sonos sound system, ensuite bath with shower. -- Bedroom 7: ocean view, king bed, walk-out access to the pool deck, cable television, Apple TV, Sonos audio, room safe, ensuite with dual vanity, water closet, plus soaking tub and shower. **Key Villa Features** -- Oceanfront great room with vaulted ceilings and stunning ocean views. Contemporary sectional sofa, modern decor, plus a large HD cable TV with a Sonos home audio system. -- The formal dining table seats 12 guests; the kitchen island seats another 7. -- Multiple outdoor dining tables and lounge areas. -- Modern kitchen with high-end appliances plus a full complement of dishware, cookware, cutlery, and small appliances. Our private chefs love this kitchen! -- Elevated pool deck with infinity pool and heated spa. -- Access to a members-only Fitness Studio 15 minutes away. -- Complimentary snorkel equipment is provided for all guests upon request. Wander the secluded shoreline and discover what it’s like to have the beach almost to yourself, or rub elbows with islanders at local spots like the Czech-Inn Grill, South Coast, or Grape Tree Café. *Note: All weekly stays receive a mid-stay light cleaning to be scheduled with the property manager upon arrival. **Single and tandem kayaks are available for discounted rental. A signed waiver is required. ===================== *** NEARBY ATTRACTIONS *** -- 0.5 miles to the Czech Inn Grill -- 4.2 miles to the grocery store, Foster’s Countryside -- 5.1 miles to Spotts Beach -- 6.3 miles from our Welcome Center -- 11.2 miles to Smith’s Barcadere -- 13.0 miles to Seven Mile Beach or shopping & dining at Camana Bay. -- 11.5 miles to La Casita and Tukka East -- 11.0 miles (24 min drive) from Owen Roberts Int’l Airport (GCM) -- 16.0 miles to the Rum Point Club, The Kaibo, or Starfish Point *** GETTING AROUND *** A rental car is highly recommended. Taxi cabs are unreliable and expensive outside of town and Seven Mile Beach. Plus, there is no Uber or Lyft on the island. For rental cars, we recommend Avis, Marshalls, or Hertz. *** RATE DETAILS *** -- 13% Occupancy Tax added to all rates. -- 12.90% Villa Concierge & Service Fee is added to all rates. -- A Departure Cleaning Fee is added to all rates. *** BOOKING RULES *** -- Christmas & New Year’s are split into two rental periods. Please inquire about your travel dates before booking. -- Shorter stays may be available but subject to a higher cleaning fee. Please inquire before booking. -- Must be 25 years or older to book and must occupy the property during the entire stay. -- Check-in is at 3:00 pm. -- Check-out is at 10:00 am. *** GUEST SERVICES PERKS *** The Villa Concierge & Service Fee includes your Guest Services Membership. ***Member Benefits*** -- Free snorkel equipment during your stay for all members of your group -- 10% early bird discount towards a private charter to Stingray City -- Guest Benefits Card for 10% discounts at restaurants, watersport rentals, excursions, and more -- Centralized on-island Welcome Center with guest-only gym and business hub -- Business Hub with iMacs, printer, scanner, & FedEx/DHL supplies -- Guest parcel receipt & hold for check-in -- Jacques Scott Wine & Spirits pre-order & hold for check-in -- Referral to preferred vendors, guest services desk assistance -- Airport arrival Fast-Track VIP Process (fee charged by CAA) -- Special event/dinner reservations At-Villa Benefits -- Welcome amenity basket of locally sourced treats -- Free baby gear for us during your stay: pack-n-plays, booster seats, & baby gates -- Complimentary early check-in, if no check-out on the same day -- Day-after-arrival guest services follow-up -- Gilchrist & Soames bath products -- Mid-stay light cleaning for weekly stays only -- Pre-stocking of groceries & beverages (delivery fee applies) -- Arrange chefs, cooks, babysitting & family photography -- $3,000 of Accidental Villa Damage Protection -- Additional single/tandem kayaks available for discounted rental* *Signed waiver required. *** VILLA CLEANING & SANITATION *** All villas are cleaned and sanitized before each guest’s arrival. We also ask our owners to provide a starter supply of extra cleaning products. Additional housekeeping services can be purchased after booking in 3-hour time blocks. Scheduling may be coordinated with your property manager upon arrival. ***BEACH NOTES*** All beaches in Grand Cayman are technically public since the Crown owns up to the high watermark. Please note that the beach or water entry behind your property may vary slightly from the images displayed due to changes in weather and tide patterns. The next-door beach is also always available for your use. We advise guests to wear foot protection (pool socks or aqua shoes) when entering the ocean to avoid injury on coral heads, ironshore, or rocks. ***SARGASSUM ADVISORY*** Beaches in Grand Cayman may also experience floating ocean debris and sargassum weed seasonally. Sargassum is a generally harmless floating seaweed that has increased in frequency in recent years. Although sargassum is an unsightly nuisance, it is largely seasonal in summer. Our owners do make efforts to remove heavy sargassum and will have the beach raked prior to your arrival--we try our best to work around Mother Nature.

Present Moment

Bodden Town, KY
4 Bedrooms 12 Guests
Sep 14 - 19
$955 night

***PROPERTY OVERVIEW*** Welcome to Present Moment, a stunning newly renovated beachfront villa on the outskirts of Bodden Town beach, designed to create unforgettable vacation memories with family and friends. This spacious villa sits directly on a gorgeous beach with sweeping ocean views. The shoreline is a delightful mix of soft sand and pebbles, perfect for beachcombing and relaxation. For water lovers, the ocean offers entry with water shoes, leading to a sandy bottom less than 100 yards from shore. The area is a snorkeler’s paradise, offering spectacular views of vibrant marine life just steps from the villa. After exploring the waters, rinse off in the brand-new outdoor shower, then enjoy the completely remodeled infinity pool. Relax on the Baja shelf with submerged loungers or ease into the freshly upgraded heated spa—ideal for melting your troubles away. The pool area also includes a raised sun deck overlooking the ocean and a redesigned outdoor kitchen featuring a propane grill, pizza oven, and prep area, perfect for hosting outdoor gatherings. Inside, the villa features expansive, light-filled living spaces with contemporary decor. A full wall of oceanfront windows offers panoramic views, blending indoor and outdoor living seamlessly. The open-concept design creates a welcoming space for family gatherings, whether sharing meals or enjoying a game night. After a day of island exploration, settle into the comfy sectional sofa for a movie or family board game. This single-story private residence comfortably sleeps up to 12 guests across four well-appointed bedroom suites, each with a private bath. ***Sleeping Arrangements*** (Sleeps 12 guests, 10 Adults max.) -- Bedroom 1: newly renovated primary suite, king bed, oceanfront, cable SmartTV + AppleTV, walk-in closet, ensuite with double vanity, bathtub, and separate shower. -- Bedroom 2: king bed, garden views, SmartTV, updated ensuite with shower. -- Bedroom 3: queen bed, garden views, SmartTV, updated ensuite with shower. -- Bedroom 4: 2 sets of twin over queen bunk beds, garden views, cable television, ensuite with shower bath. The formal indoor dining area seats 10 at the table and 2 at the kitchen counter, while the outdoor dining table accommodates 12 guests, offering ocean views under the stars. The upgraded kitchen is fully equipped with modern appliances, ideal for preparing everything from a quick snack to a gourmet meal. For an extra touch of luxury, you can also hire a private chef for a night of worry-free dining. For families, the villa provides a pack-n-play and highchair for your little ones. Present Moment is the perfect getaway for privacy, relaxation, and island adventure. Whether you’re soaking in the newly renovated hot tub or enjoying the numerous upgraded amenities, every aspect of this villa is designed to ensure a tranquil and memorable stay. *Note: A Cleaning Fee is included due to enhanced cleaning, sanitation, and inspection protocols. **Single and tandem kayaks are available for discounted rental. A signed waiver is required. ===================== ***RATE DETAILS*** -- 13% Occupancy tax added to all rates. -- 10% Guest Service Fee added to all rates. -- Accidental Damage Protection added to all rates. -- A Departure Cleaning Fee is added to all rates. ***BOOKING RULES*** -- Christmas & New Year’s are split into two rental periods. Please inquire directly about your travel dates prior to booking. -- Shorter stays may be available but subject to a higher cleaning fee. Please inquire before booking. -- Must be 25 years or older to book and must occupy the property during the entire stay. ***Grand Cayman Villas Guest Services*** The 10% Guest Service Fee includes your Guest Services Membership. **Member Benefits** -- Centralized on-island Guest Services & Welcome Center -- Unlimited use of Private Fitness Center (18+ yrs.) -- Business Center Access: computers, printer, scanner, & FedEx/DHL supplies -- Proprietary Guest benefit & discount card for savings at local businesses -- 10% advance booking discount for private charter -- Complimentary use of snorkel equipment -- Jacques Scott Wine & Spirits pre-order & hold for check-in -- Referral to preferred vendors, guest services desk assistance **At-Villa Benefits** -- Day-after-arrival guest services follow-up -- Complimentary early check-in, if no check-out on the same day -- Gilchrist & Soames bath products -- Arrange chefs, cooks, babysitting & family photography -- Complimentary pack-n-plays, booster seats, & baby gates -- Additional tandem kayaks available for discounted rental* *Signed waiver required ***Nearby Points of Interest*** -- 1.3 miles to the Czech Inn Grill -- 3.5 miles to the grocery store, Foster’s Countryside -- 4.5 miles to Spotts Beach -- 7.3 miles from our Welcome Center -- 10.4 miles to Smith’s Barcadere -- 12.5 miles to Seven Mile Beach and Shops at Camana Bay -- 12 miles to La Casita and Tukka East -- 10.3 miles (23 min drive) from Owen Roberts Airport (GCM) -- 17 miles to Rum Point Beach, The Kaibo, or Starfish Point ***Getting Around*** A rental car is highly recommended. Taxi cabs are unreliable and expensive outside of town and Seven Mile Beach. Plus, there is no Uber or Lyft on the island. For rental cars, we recommend Budget Cayman, Avis, or Marshalls. Guests will receive a promo code after booking for 20% off a rental car with Budget Cayman. ***Beach Notes*** All beaches in Grand Cayman are technically public since the Crown owns up to the high watermark. Be advised, the beach or water entry behind your property may vary slightly from the images displayed due to shifting weather and tide patterns. The next-door beach is also always available for your use. We advise guests to wear foot protection (pool socks or aqua shoes) when entering the ocean to avoid injury on coral heads, ironshore, or rocks. ***Ocean Debris & Sargassum Seaweed*** Beaches in Grand Cayman may also experience floating ocean debris and sargassum weed seasonally. Sargassum is a generally harmless floating seaweed that has increased in summer. Our owners do make efforts to remove heavy sargassum and will have the beach raked before your arrival. Should sargassum be extremely heavy behind your property, we will contact the owner for alternative solutions, which may include a partial refund or relocation. We try our best to work around Mother Nature.

On The Rocks

Savannah, KY
7 Bedrooms 14 Guests
Sep 14 - 19
$1,150 night

***Property Overview*** Perched along the rugged South Coast in the exclusive Beach Bay community, On The Rocks is a seven-bedroom gated estate blending low-country plantation charm with modern Caribbean living. Located just 20 minutes from the airport, it offers the perfect balance of secluded privacy and easy access to Grand Cayman’s best attractions. While the estate offers total tranquility, a sandy beach cove is just a five-minute walk away. This protected spot is a snorkeler’s paradise, teeming with lobster and tropical fish. Eventually, the Mandarin Oriental will build a five-star hotel here, but until then, it’s open to the public to enjoy. The heart of the villa is the expansive oceanfront pool deck, designed for an effortless indoor-outdoor lifestyle. Step from the central great room directly to your private freshwater pool, surrounded by a wide sundeck and comfortable sun beds. For a break from the sun, the lush Zoysia grass lawn feels like velvet underfoot, while mature palms provide natural shade. Outdoor living is anchored by a classic gazebo, an idyllic spot for al fresco dining by the sea. Whether you’re enjoying a quiet sunset at the gazebo or hosting a group of 12 under the shaded veranda lounge, the turquoise Caribbean sea remains your constant backdrop. Inside, the island-casual vibes continue with a gourmet kitchen and a spacious laundry room for effortless stays. The main level is built for connection, featuring a plush lounge and seamless access to the wrap-around veranda—a favorite for sunrise yoga or a quiet read. Multizone HVAC, high-speed Wi-Fi, and an HD cable TV will keep you cool and connected during your stay. The home’s seven bedrooms are spread across two levels, with four upstairs, two downstairs, and a detached studio suite above the garage. The studio suite is ideal for those who prefer to be under separate roofs from the rest of the group. ***Sleeping Arrangements*** (Sleeps 14 guests max.) -- Bedroom 1: primary suite, upper-level, king bed, ocean views, HD TV, walk-out access to a private balcony, ensuite with soaking tub and separate shower. -- Bedroom 2: upper-level, queen bed, ocean views, desk + chair, shares adjacent hall bathroom equipped with a shower bath. -- Bedroom 3: upper-level, two twin beds, garden views, shares adjacent hall bathroom equipped with a shower bath. -- Bedroom 4: upper-level, queen bed, garden views, shares adjacent hall bathroom equipped with a shower bath. -- Bedroom 5: lower-level, queen bed, ocean views, HD TV, walk-out access to the pool deck, shares connected bathroom equipped with a shower bath. -- Bedroom 6: lower-level, queen bed, shares connected bathroom equipped with a shower bath. -- Bedroom 7: detached studio suite above the garage, queen bed, air conditioning, kitchenette, living area, HD TV, AppleTV, Xbox 360, full bathroom with shower. For family fun, the expansive driveway doubles as a pickleball court, offering the perfect setup for a morning tournament before hitting the pool. Pack your competitive spirit, we’ll provide the paddles and balls. With heavy landscaping for enhanced privacy and a second upstairs den for the kids, On The Rocks is the premier choice for an upscale Caymanian family getaway. *Note: Single & tandem kayaks are available for discounted rental. A signed waiver is required. ================ ***Nearby Points of Interest*** -- 20 minutes from the airport, Owen Roberts International (GCM) -- 15 minutes from our Welcome Center -- 7-minute walk, quick drive, to Beach Bay -- 8 minutes to the nearest supermarket, Foster’s Countryside, and restaurants, Czech Inn Grill, Chicken! Chicken!, and Cimboco -- 10 minutes to Spotts Public Beach -- 17 minutes to Smith’s Barcadere or Heritage Beach -- 25 minutes east to La Casita taco & tequila bar, Tukka East restaurant, and the Cayman Parrot Sanctuary -- 25 minutes west to shopping, dining, and cinemas at Camana Bay -- 30 minutes east to The Italian Kitchen and restaurants at Morritt’s Resort -- 30 minutes west to Seven Mile Beach and North Sound Golf Course -- 35 minutes east to beachfront dining and watersports at the Rum Point Club -- 40 minutes east to the Kaibo Beach Bar & Grill and Starfish Point ***Getting Around*** A rental car is highly recommended. Taxi cabs are unreliable and expensive outside of town and Seven Mile Beach. Plus, there is no Uber or Lyft on the island. For rental cars, we recommend Budget Cayman, Avis, or Marshalls. ***Rate Details*** -- 13% Occupancy Tax added to all rates. -- 10% Guest Service Fee added to all rates. -- A Departure Cleaning Fee is added to all rates. ***Booking Rules*** -- Christmas & New Year’s dates are split into two rental periods. Please inquire about your travel dates before booking. -- Shorter stays are welcome but subject to a higher cleaning fee. Please inquire to book. -- Owner does not permit local rentals or staycations. -- Must be 25 or older to book and must occupy the property during the entire stay. ***Guest Services & Perks*** The 10% Guest Service Fee provides you with the following guest benefits: Member Benefits -- Complimentary snorkel gear for all members of your group -- Free convenience items for checkout: Bluetooth speakers, AppleTVs, coolers, and more -- Guest Benefit card for 10% discounts at restaurants and local businesses. -- 10% advance booking discount towards a private snorkel charter -- Centralized on-island Welcome Center with private gym and business center -- Jacques Scott Wine & Spirits pre-order & hold for check-in -- Referral to preferred vendors, guest services desk assistance At-Villa Benefits -- Complimentary pack-n-plays, booster seats, & baby gates -- Complimentary early check-in, if no check-out on the same day -- Gilchrist & Soames bath products provided -- Arrange chefs, cooks, babysitting & family photography -- Day-after-arrival guest services follow-up -- Pre-stocking of groceries & beverages (delivery fee applies) -- $1,500 of Accidental Villa Damage Protection *Signed waiver required. =================== ***Villa Cleaning & Sanitation*** All villas are cleaned and sanitized before each guest’s arrival. We also ask our owners to provide a starter supply of extra cleaning products. Additional housekeeping services can be purchased after booking in 3-hour time blocks. Scheduling may be coordinated with your property manager upon arrival. ***Beach Notes*** All beaches in Grand Cayman are technically public since the Crown owns up to the high watermark. Be advised that the beach or water entry behind your property may vary slightly from the images displayed due to shifting weather and tide patterns. The next-door beach is also always available for your use. We advise guests to wear foot protection (pool socks or aqua shoes) when entering the ocean to avoid injury on coral heads, ironshore, or rocks. ***Ocean Debris & Sargassum Seaweed*** Beaches in Grand Cayman may also experience floating ocean debris and sargassum weed seasonally. Sargassum is a generally harmless floating seaweed that has increased in frequency over the summer. Our owners do make efforts to remove heavy sargassum and will have the beach raked before your arrival. Should sargassum be extremely heavy behind your property, we will reach out to the owner for alternative solutions. We try our best to work around Mother Nature.

Peaceful Ocean Front Beach House in Bodden Town

Bodden Town, Bodden Town, KY
3 Bedrooms 12 Guests
Sep 14 - 18
$552 night

This property is one of few left on island to have a Caymanian Heritage House on the grounds, look out for it when you drive in. This little heritage house survived the hurricane of 2004! The house can sleep up to 12 people. Parties of more than 10 people will incur extra charges per person per night. $50 per person per night. The beach can experience seaweed being washed up. We do our best to keep in clear, but please be aware that depending on the weather, you may see some! Host charges a 5% credit card processing fee on Booking . com, OTA and direct bookings. 13% tourism tax will be added to all reservations. For bookings made through OTA, OTA, and Direct Booking: A rental agreement will be provided for the upcoming reservation, and the submission of credit card information is required to complete the payment process. If the agreement is not signed and payment details are not provided within 24 hours, we reserve the right to cancel the reservation due to non-payment. Standard Cancellation Policy: 14+ days before check-in: Full refund, less a 3.5% non-refundable credit card processing fee. 7-14 days before check-in: 50% refund, less a 3.5% non-refundable credit card processing fee. Less than 7 days before check-in: No refund. December & January Cancellation Policy: 60+ days before check-in: Full refund, less a 3.5% non-refundable credit card processing fee. 30-60 days before check-in: 50% refund, less a 3.5% non-refundable credit card processing fee. Less than 30 days before check-in: No refund. Travel Insurance We strongly recommend purchasing travel insurance that covers trip cancellations and interruptions due to hurricanes and other unforeseen events. Refer to our terms and conditions for detailed information about our hurricane policy. Please note that we do not offer refunds for circumstances beyond our control, such as weather conditions, beach erosion etc. We continuously update our website with the newest pictures to accurately represent any changes in our listings. With minimal public transportation on this quiet side of the island it is best to rent a vehicle during your stay.

Renovated 2 Bdr Beachfront Condo w/ Pool + Tennis

Bodden Town, Bodden Town, KY
2 Bedrooms 5 Guests
Sep 14 - 16
$162 night

Welcome to your tropical retreat at Moon Bay Condominiums in Bodden Town, Grand Cayman. This recently renovated, beachfront 2-bedroom, 2-bathroom condo offers breathtaking ocean views and modern comforts, making it the perfect escape for those seeking tranquility and an authentic island experience. Whether you spend your days lounging by the pool, exploring hidden gems, or indulging in fresh local cuisine, this beachfront paradise offers the perfect blend of relaxation and adventure. This beautifully updated condo is designed for comfort and relaxation. The master bedroom features a King-sized bed with stunning ocean views, while the second bedroom is equipped with two twin beds, making it ideal for families or friends traveling together. Both bedrooms, as well as the spacious living room, are equipped with flat-screen TVs, so you can unwind with your favorite shows after a day of island adventures. If you need extra sleeping space, there is also a queen sized sofa bed in the living room. The fully equipped kitchen provides everything you need to prepare home-cooked meals, and the in-unit laundry facilities make longer stays a breeze. The balcony is the perfect place to sip your morning coffee while enjoying the fresh Caribbean air and unobstructed ocean views and also comes equipped with a BBQ, exclusively for guest use. Whether you’re grilling up fresh local seafood or enjoying a laid-back family cookout with an ocean view, it’s the perfect way to end a sun-soaked day in paradise. Need to check in with the office or sneak in a few emails between beach walks? We’ve got you covered. The condo includes a dedicated workspace complete with a desk and printer—perfect for guests who need to mix a little business with their beach time. Work with a view, then close the laptop and head straight to the shoreline. Moon Bay Condominiums offers a variety of on-site amenities to enhance your stay. Lounge by the oceanfront pool deck, where you can soak up the sun with uninterrupted views of the sea. Step right into the water for some fantastic snorkeling, where vibrant marine life awaits just offshore. If you’re feeling active, enjoy a match on the on-site tennis or pickleball court or take a stroll along the beach. For those seeking shade and relaxation, the shaded beachfront area is the perfect spot to unwind with a good book or simply take in the soothing sounds of the waves. The condo is stocked with all the extras to make your stay even more fun and carefree. Guests are welcome to use the included pickleball gear, tennis gear, snorkeling sets, and fishing equipment—so whether you’re diving into the sea or playing a quick match on the court, you’re all set. Portable beach chairs and coolers are also included, perfect for a day spent soaking up the sun or exploring Grand Cayman’s beautiful coastline. Staying in Bodden Town allows you to experience the true essence of Grand Cayman. Unlike the busier tourist areas, this side of the island offers a more authentic Caribbean vibe, where you can immerse yourself in local culture and island hospitality. Just a short drive away, you’ll find a beachfront fish fry where you can indulge in freshly caught local seafood, or visit nearby local vendors offering everything from jerk chicken to tropical fruits. Just a short drive away, you’ll find some of the island’s best natural attractions, including the Crystal Caves, where you can explore breathtaking underground formations, and the Queen Elizabeth II Botanic Park, home to lush gardens and the famous Blue Iguanas. For those looking for adventure, head to Rum Point or East End, both just a short drive away, where you can enjoy watersports, boat tours, paddleboarding, and jet skiing. You’ll also find secluded beaches, oceanfront spas, and charming local restaurants, making it easy to plan a mix of relaxation and excitement during your stay. Despite its peaceful setting, Moon Bay is centrally located, providing easy access to everything you need. The condo is about 20-25 minutes from Owen Roberts International Airport, about 30-35 mins to Seven Mile Beach, and within minutes, you’ll find grocery stores, restaurants, and attractions to explore at your own pace. Whether you spend your days lounging by the pool, exploring hidden gems, or indulging in fresh local cuisine, this beachfront paradise offers the perfect blend of relaxation and adventure. Book your stay today and experience the best of Grand Cayman from the comfort of this stunning beachfront condo! To see live views of the beachfront from the rental’s balcony, please visit this link: https://www.cameraftp.com/Camera/Cameraplayer.aspx?parentID=409683676&shareID=18087795 Guest have exclusive access to the rental unit. Shared access to the pool, beachfront and tennis/pickleball court. Rent a vehicle during your stay, giving you more flexibility to explore the island on your own terms, without the high expense of renting taxis. Must Climb Stairs. We reserve the right to substitute equal or better accommodation in the event of a double booking or if the rental is unavailable for any reason, including but not limited to sale or repair.

Peace & Kai It

Rum Point, KY
3 Bedrooms 6 Guests
Nov 30 - Dec 5
$742 night

***Property Overview*** This redecorated and lively 3-bedroom, 2-bath beach cottage epitomizes easy island living in beautiful Cayman Kai. Located on the shores of Cayman’s Bioluminescent Bay, the new owners have updated just about everything and also provided complimentary kayaks! As you enter the home, your eyes are drawn through a wall of sliding glass doors to the shimmering turquoise blue waters. Coconut palm trees, an elevated sundeck, a private dock, and a seaside hammock beckon you to kick off your shoes and relax. Let the vacation begin! A spacious living room and large kitchen provide all the comforts of home with new furniture and modern appliances. Dual-zone air conditioning, fiber-optic wifi, and SmartTVs will keep everyone cool and connected across their devices. Work-from-home professionals will enjoy the home’s high-speed wifi providing fiber-optic speeds for multiple users and devices. This single-level home positions the primary suite on one side of the home with two additional bedrooms on the opposite end. ***Sleeping Arrangements*** (Sleeps 6 guests total) -- Primary Suite - king bed, water views, SmartTV, ceiling fan, walk-out access to the screened porch, ensuite with shower bath. -- Guest Bedroom #1 - king bed, water views, SmartTV, walk-out access to the screened porch, shares hall bathroom equipped with a walk-in shower. -- Guest Bedroom #2 - 2 extra-large twin beds, island views, SmartTV, shares hall bathroom equipped with a walk-in shower. Twin beds can be fitted into a king upon request only. The newly-renovated kitchen comes complete with modern stainless appliances and a breakfast bar with seating for 4. A separate bar complete with an under-counter beverage fridge and a high-speed blender will keep your favorite frozen cocktails flowing. A full laundry room sits adjacent to the kitchen. The full-width screened patio and raised sun deck are furnished with al-fresco dining tables and comfortable lounge seating. The screen porch has western-facing views to enjoy spectacular sunset viewings at cocktail hour. A charcoal grill comes provided for island cookouts. Enjoy outdoor dining for 8 on the screened patio with 180-degree water views. With sea breezes all year round, it really does not get much better than this! Guests are asked to respect the villa’s non-smoking policy which includes all screened areas. Owners provide kayaks on a complimentary basis for use during your stay. Additional kayaks can be rented at friendly rates. Launch off the home’s private dock to explore the glowing waters of Bioluminescent Bay on moonless nights. Book a private charter to Stingray City and have the captain collect and drop you off on the home’s private dock. Peace & Kai It is a great option for families and group getaways. The adjacent 4-bedroom property, S’Kai Blue, can be combined with Peace & Kai It to sleep a total of 17 guests, or 14 adults, with an added private pool! Please contact us for more info on this bundled configuration. ***IMPORTANT NOTES*** -- A Cleaning Fee may be required due to enhanced cleaning, sanitation, and inspection protocols. -- Additional kayaks and stand-up paddleboards (SUPs) are available for discounted rental. A signed waiver is required. ***Rate Details*** -- 13% Occupancy Tax added to all rates. -- 10% Guest Service Fee added to all rates. -- Accidental Damage Protection added to all rates. -- A cleaning fee is added to all rates. ***Booking Rules*** -- Christmas & New Year’s dates are split into two rental periods. Please inquire with your travel dates prior to booking. -- Shorter stays may be available but subject to a higher cleaning fee. Please inquire before booking. -- Must be 25 or older to book and must occupy the property during the entire stay. ***Property Manager Guest Services*** The 10% Guest Service Fee includes your Guest Services Membership. Member Benefits -- Centralized on-island Guest Services & Welcome Center -- Unlimited use of Private Fitness Center (18+ yrs.) -- Business Center Access: computers, printer, scanner, & FedEx/DHL supplies -- Proprietary Guest benefit & discount card -- 10% advance booking discount for private charter -- Complimentary use of snorkel equipment -- Complimentary pack-n-plays, booster seats, & baby gates -- Referral to preferred vendors, guest services desk assistance -- Complimentary early check-in, if no check-out on the same day -- $500 of Accidental Villa Damage Protection -- Additional kayaks and stand-up paddleboards (SUPs) available for discounted rental* *Signed waiver required. =================== ***Nearby Points of Interest*** -- Home is located on the island’s Bioluminescent Bay -- 15-minute walk to the Rum Point Club for snorkeling, watersports, and light dining. -- 10-minute walk to the Kaibo Beach Bar & Grill -- 12-minute walk south to Starfish Point -- 5.0 miles to the nearest general store, Chisholm’s Grocery -- 6.9 miles east to Over the Edge restaurant -- 7.4 miles east to Cayman Crystal Caves -- 9.4 miles from our Property Manager Welcome Center -- 13.2 miles to the nearest supermarket, Foster’s Market -- 26.2 miles (51-minute drive) from Owen Roberts Airport (GCM) ***Getting Around*** A rental car is highly recommended. Taxi cabs are unreliable and expensive outside of town and Seven Mile Beach. Plus, there is no Uber or Lyft on the island. For rental cars, we recommend Avis, Marshalls, or Budget. ***Villa Cleaning & Sanitation*** -- All villas are cleaned and sanitized before each guest’s arrival. We also ask our owners to provide a starter supply of extra cleaning products. Additional housekeeping services can be purchased after booking in 3-hour time blocks. Scheduling may be coordinated with your property manager upon arrival. ***Beach Notes*** All beaches in Grand Cayman are technically public since the Crown owns up to the high watermark. Be advised, the beach or water entry behind your property may vary slightly from the images displayed due to shifting weather and tide patterns. The next-door beach is also always available for your use. We advise guests to wear foot protection (pool socks or aqua shoes) when entering the ocean to avoid injury on coral heads, ironshore, or rocks. ***Ocean Debris & Sargassum Seaweed*** Beaches in Grand Cayman may also experience floating ocean debris and sargassum weed seasonally. Sargassum is a generally harmless floating seaweed that has increased in frequency in recent years. Although sargassum is an unsightly nuisance, it is largely seasonal in summer. Our owners do make efforts to remove heavy sargassum and will have the beach raked before your arrival. Should sargassum be extremely heavy behind your property, we will contact the owner for alternative solutions, which may include a partial refund or relocation. We try our best to work around Mother Nature.

Turtle Beach

Savannah, KY
4 Bedrooms 10 Guests
Sep 14 - 19
$1,380 night

***Property Overview*** Welcome to Turtle Beach, a luxury, open-concept 4-bedroom private villa on the oceanfront in Spotts, just 10 minutes from the airport. Turtle Beach appeals to seasoned travelers looking for a classic oceanfront villa with contemporary decor, resort-like amenities, and enhanced privacy. Elevated with tall masonry walls, Turtle Beach maintains its privacy from the nearby Spotts Beach, famous for swimming with sea turtles. Contemporary and modern, the home is also wired with fiber-optic internet, perfect for remote working professionals. The villa’s sandy beachfront spans 100 feet with excellent shallow snorkeling within a reef-protected coastline. Perfect for walks and beachcombing, and one of the few villas that offer barefoot water entry. In a marine environment, we still suggest water shoes for protection. Guests of all ages will enjoy the private pool and spa (spa heat provided complimentary Nov. 15 - Apr. 15). Sunbathers will find plenty of chaise lounges and a sunbed on which to soak up the Caribbean sun. Palm trees within the pool deck offer shade. Inside, Turtle Beach blends modern design with spacious gathering spaces that flow seamlessly through a wall of sliding glass doors into the outdoors. The kitchen flows into the great room and is equipped with modern appliances and breakfast bar seating. Gorgeous ocean views may be enjoyed throughout the first floor. Each of the four-bedroom suites enjoys elevated ceilings and scenic ocean views. Spacious modern ensuite bathrooms for all. The oceanview twin and queen suites each have an outdoor enclosed rock-walled private shower. Guests will find plenty of room throughout the villa to spread out and relax in style. Beach access from the pool deck is via a pair of Moroccan-painted doors leading to a private path under a canopy of sea grape trees, out onto barefoot white sand. ***Sleeping Arrangements*** (Licensed to sleep 8 adults max, 10 guests total) -- East Master Suite - king bed, oceanfront views, walk-out access to the pool deck, ensuite bath with double vanity and walk-in shower. -- East Twin Suite - 2 twin beds (can be converted to a king bed upon request), ocean views, ensuite bathroom with shower/tub combo, walkout access to a private outdoor shower, and footpath to the pool deck. -- West Master Suite - king bed, oceanfront views, walk-out access to the pool deck, ensuite bath with double vanity and walk-in shower. -- West Queen Suite - 2 queen beds, ocean views, ensuite bathroom with walk-in shower, walkout access to a private outdoor shower, and footpath to pool deck. Centrally located in Spotts, Turtle Beach is easily accessible to two groceries, western beaches, Camana Bay, Seven Mile Beach, Grand Harbour, and all the top attractions Grand Cayman has to offer. One complimentary tandem kayak comes with the home. Additional kayaks and Seaview boards--great for watching turtles!--are available for discounted rental with free delivery. Notes: Additional tandem kayaks are available for discounted rental. Signed waiver is required. ***Rate Details*** -- 13% Occupancy Tax added to all rates. -- 12.90% Villa Concierge & Service Fee is added to all rates. -- A Departure Cleaning Fee is added to all rates. ***Booking Rules*** -- Christmas & New Year’s dates are split into two rental periods. Please inquire about your travel dates before booking. -- Shorter stays are welcome but subject to a higher cleaning fee. Please inquire before booking. -- Must be 25 years or older to book and must occupy the home during the entire stay. -- Check-in is at 3:00 pm. -- Check-out is at 10:00 am. ***Property Manager Guest Services*** The Villa Concierge & Service Fee includes your Guest Services Membership. Member Benefits -- Centralized on-island Guest Services & Welcome Center -- Unlimited use of Private Fitness Center (18+ yrs.) -- Business Center Access: computers, printer, scanner, & FedEx/DHL supplies -- Proprietary Guest benefit & discount card -- 10% advance booking discount for private charters -- Complimentary use of snorkel equipment -- Guest parcel receipt & hold for check-in -- Jacques Scott Wine & Spirits pre-order & hold for check-in -- Referral to preferred vendors, guest services desk assistance -- Airport arrival Fast-Track VIP Process (fee charged by CAA) -- Special event/dinner reservations At-Villa Benefits -- Welcome amenity basket -- Complimentary early check-in, if no check-out on the same day -- Day-after-arrival guest services follow-up -- Gilchrist & Soames bath products -- Pre-stocking of groceries & beverages (delivery fee applies) -- Arrange chefs, cooks, babysitting & family photography -- $2,500 of Accidental Villa Damage Protection -- Complimentary pack-n-plays, booster seats, & baby gates -- Tandem kayaks available for discounted rental* *Signed waiver required. ***Beach Notes*** All beaches in Grand Cayman are technically public, since the Crown extends to the high-water mark. Be advised that the beach or water entry behind your property may vary slightly from the images displayed due to shifting weather and tide patterns. The next-door beach is also always available for your use. We advise guests to wear foot protection (pool socks or aqua shoes) when entering the ocean to avoid injury on coral heads, ironshore, or rocks. ***Ocean Debris & Sargassum Seaweed*** Beaches in Grand Cayman may also experience floating ocean debris and sargassum weed seasonally. Sargassum is a generally harmless floating seaweed that has increased in frequency in recent years. Although sargassum is an unsightly nuisance, it is largely seasonal in summer. Our owners do make efforts to remove heavy sargassum and will have the beach raked prior to your arrival. Should sargassum be extremely heavy behind your property, we will reach out to the owner for alternative solutions, which may include a partial refund or relocation. We try our best to work around Mother Nature.

Lux 3Bdr Penthouse Condo on Idyllic Spotts Beach

Savannah, George Town, KY
3 Bedrooms 7 Guests
Sep 22 - 25
$449 night

Luxury two-level beachfront penthouse condo on tranquil Spotts Beach, one of Cayman’s most beautiful locations, known for its clear turquoise water and frequent turtle sightings. This spacious 3BR/3BA end-unit offers 2,500 sq. ft. of airy living with soaring ceilings, beach and ocean views and a private balcony with BBQ, hammock, and full dining area. Three king bedrooms plus an upstairs den with sofa bed sleep up to 7. Tennis court onsite and world-class snorkeling just steps from your door. Welcome to Coral Bay Village Unit #24, a luxury three-bedroom penthouse-style beachfront condo on idyllic Spotts Beach, widely considered one of Cayman’s very best snorkeling beaches and famous for its resident green and hawksbill sea turtles. If you’re coming to Grand Cayman for calm turquoise water, soft white sand, and the chance to swim alongside turtles just offshore, this is exactly where you want to be. Set within Coral Bay Village, this spacious two-level residence offers 2,500 sq. ft. of relaxed coastal living with soaring ceilings, an open staircase, and natural light throughout. From the main living area and balcony, you’ll enjoy beautiful beach and ocean views framed by palms and sea grape trees, with the shoreline just steps away. As a desirable end unit bordered by lush, undeveloped land on one side, the condo enjoys one of the most private positions in the complex. With fewer neighboring sightlines and additional greenery beside you, your time on the balcony and inside the home feels peaceful and tucked away. The open-concept living and dining space is designed for gathering after long beach days. A large sectional anchors the living room, while expansive sliding doors open to the beachfront terrace, allowing the ocean breeze to flow through. The fully equipped kitchen features modern appliances, generous counter space, and a large island perfect for casual breakfasts or evening drinks. The dining table comfortably seats your entire group for relaxed meals at home. And if you’d rather not cook while on vacation, we’re happy to connect you with a private chef who can prepare and serve an unforgettable meal right here in the comfort of the condo. The balcony is truly the heart of the property. Outfitted with comfortable lounge seating, a hammock that sways gently in the sea breeze, a full outdoor dining table that seats all guests, and a private BBQ grill for exclusive use, it’s a space made for slow mornings and sunset drinks or dinners. Electric shutters provide adjustable sunshade and protection from tropical rain, allowing you to enjoy the terrace in comfort, rain or shine. All three bedrooms feature king-size beds, offering hotel-quality comfort for every guest. Each bedroom also includes a dedicated workspace with a desk, making extended stays or remote work seamless, many with inspiring beach and ocean views while you work. The upstairs den provides additional flexibility with a large built-in desk and a full-size sofa bed, allowing the space to function as both a hangout area and an additional sleeping option for a seventh guest when needed. The primary suite feels like a private retreat, complete with a spa-style ensuite bathroom featuring a double vanity and a large walk-in shower. The additional downstairs bathroom, located adjacent to the bedroom rather than ensuite, includes a tub and shower combination and is easily accessible from both the bedroom and the main living area. Upstairs, the third bedroom also features its own private ensuite with a tub and shower combo, perfect for enjoying a relaxing soak after a long day of snorkeling, beach walks, or exploring the island. For beach days, guests have access to two beach chairs with backpack straps and an umbrella, making it easy to set up comfortably on the sand at other beach locations you find while exploring the island. Within the community, guests are also welcome to use the tennis court for a casual match before dinner or an active break from the beach. Spend your mornings snorkeling straight from the beach. Spotts Beach is renowned for its calm, shallow waters and frequent hawksbill and green sea turtle sightings. Lounge on the sand, swim out to the reef, then return home to relax on your private balcony. Just a short drive from the airport, grocery stores, restaurants and attractions, you’ll experience the perfect balance of peaceful beachfront seclusion and convenient island access. Coral Bay Unit #24 offers the space of a private home, the privacy of an end unit surrounded by greenery, and the simple pleasure of waking up steps from one of Grand Cayman’s most beautiful beaches. Guest have exclusive access to the entire condo. Shared access to the pool, grounds and tennis court and beach. Rent a vehicle during your stay, giving you more flexibility to explore the island on your own terms, without the high expense of renting taxis. If the booking website does not collect it directly, a refundable security deposit of US$1000 will be collected by the property prior to your stay. Must climb stairs for access to condo as well as upstairs den and guest bedroom. The Tennis Court and Pool are located across the road on a separate parcel of land owned by Coral Bay Village. Care should be taken when crossing. During the months of July - October, there may be construction-related repairs taking place on the property. At this time, we do not have the exact dates, schedule, or scope of the work. Once additional details become available, we will provide an update and share further information with all affected guests. Please note that the A/C system in this rental is designed with a lower limit of 73°F and includes door sensors that turn off the A/C when doors are left open. Please ensure that the doors in the condo are closed at all times except when entering or exiting. These features are in place to ensure the system operates efficiently and to prevent issues such as mold, which can occur in humid environments near to the ocean. We appreciate your understanding and cooperation in adhering to these settings to maintain a comfortable and healthy environment during your stay. We reserve the right to substitute equal or better accommodation in the event of a double booking or if the rental is unavailable for any reason, including but not limited to sale or repair.

Rip Kai Villa

Rum Point, KY
9 Bedrooms 22 Guests
Sep 29 - Oct 4
$3,163 night

===> PROPERTY OVERVIEW <=== Welcome to Rip Kai Villa, an extraordinary oceanfront estate in Rum Point designed for unforgettable group getaways, extended family reunions, and milestone celebrations. Spanning over 8,000 square feet of seamless indoor and outdoor living, this private sanctuary offers complete luxury and privacy across five Great House suites, two detached Veranda Suites, and a separate two-bedroom Guest Cottage featuring its own living areas and kitchenette. The vacation experience begins with an airport greeting by a professional driver and a 28-seat mini-coach (7-night minimum stay required). Our on-island concierge can coordinate with your rental car company for delivery of your vehicles to the villa in advance. Pre-stocking the home with groceries and beverages is also a popular add-on, as is having our concierge coordinate in-villa chef or butler services for a few nights of stress-free gourmet dining. The crown jewel of Rip Kai is its expansive resort-style pool deck. Step out onto a private backyard paradise, lined with shaded pergolas, a tiered sundeck with 12 chaise lounges, and an invigorating pool and hot tub overlooking reef-protected waters. Perfect for alfresco dining, the large outdoor kitchen and entertainment pavilion features a built-in gas grill, bar seating, dual Smart TVs, and an outdoor dining table under the shade of the wraparound veranda. Steps away on the pool deck, guests of all ages can hang out in the fully equipped game room—complete with a ping pong table, dartboard, Smart TV, and full bathroom. Kids will love their own private paradise at the outdoor playground, equipped with a swing set, slide, and roofed play fort, while adults can enjoy a game on the beachfront volleyball court. Whether you are relaxing by the pool, cooking outdoors, or enjoying beach games, Rip Kai offers the ultimate luxury retreat on Grand Cayman. Inside, the home is crafted for ultimate comfort and entertainment. Prepare gourmet meals effortlessly in the chef’s kitchen and caterer-ready butler’s pantry, or gather at the indoor dining tables and breakfast bar with seating for up to 22 guests. Unwind at the intimate piano bar, enjoy high-speed fiber internet and whole-house SONOS audio throughout, or retreat to the home theater—a state-of-the-art media room seating up to 14 guests for movie nights or the big game. For added accessibility and convenience when moving luggage, the main house includes a private elevator. ***Sleeping Arrangements*** (Sleeps 24 guests total, 18 adults max) The 5-bedroom Great House sleeps 10 adults max, plus 2-4 children in bunk beds. -- Bedroom 1: primary suite, upper-level, king bed, oceanfront, vaulted ceilings, walk-out access to a furnished shared balcony, cable SmartTV, walk-in closet, ensuite with double vanity, beauty counter, and shower. -- Bedroom 2: upper-level, king bed, oceanfront, walk-out access to a furnished shared balcony, SmartTV, ensuite with shower. -- Bedroom 3: upper-level, king bed, oceanfront, walk-out access to a furnished shared balcony, SmartTV, ensuite with shower. -- Bedroom 4: upper-level, 2 sets of full-over-full bunk beds, ocean view, walk-out access to a private balcony, SmartTV, ensuite with double vanity, and shower bath. -- Bedroom 5: upper-level, 2 twin beds, ocean view, walk-out access to a private balcony, SmartTV, ensuite with double vanity, and shower; twin beds can be fitted into a king upon request. -- Bedroom 6: detached exterior suite with private entry, king bed, walk-out access under the west veranda, Smart TV, ensuite with double vanity, and shower. -- Bedroom 7: detached exterior suite with private entry, king bed, walk-out access under the east veranda, Smart TV, ensuite with double vanity, and shower. -- Bedroom 8: guest cottage with private entry, king bed, SmartTV, ensuite with shower. -- Bedroom 9: guest cottage with private entry, 2 twin beds, SmartTV, ensuite with shower; twin beds can be fitted into a king upon request. -- Additional bedding - queen sleeper sofa in the guest cottage living area for 2 children only. Rip Kai is remote enough to be private, but also convenient to local restaurants, beach bars, and water sports. Private transport options are available for restaurant dinners in the eastern districts. Access to our private fitness center is only 15 minutes away for active guests. NOTES: Bicycle and kayak rentals are available at discounted rates. A signed waiver is required. ===> RATE DETAILS <=== -- 13% Occupancy Tax added to all rates. -- 12.90% Service Fee is added to all rates. -- 3.50% Admin Fee added to all rates. -- A Departure Cleaning Fee is added to all rates. ==> BOOKING RULES <=== -- Guests must be 25 years or older to book and must occupy the unit during the entire stay. -- Check-in: 4:00 pm. -- Check-out: 10:00 am. ===> NEARBY POINTS OF INTEREST <=== -- 2 miles to Bioluminescent Bay and the Rum Point Club for food + drink, snorkeling, charter excursions, and water sport rentals. -- 2.5 miles to the Kaibo Beach Bar & Grill and Starfish Point -- 2.8 miles to the nearest general store, Chisholm’s Grocery -- 4.7 miles to Over the Edge restaurant -- 7.2 miles from our Property Manager Welcome Center -- 11 miles to the nearest supermarket, Foster’s Market -- 13 miles to Tukka East restaurant. -- 24.5 miles (45 min drive) from Owen Roberts Airport (GCM) ==> GETTING AROUND <== A rental car is highly recommended. Taxi cabs are unreliable and expensive outside of town and Seven Mile Beach. Plus, there is no Uber or Lyft on the island. For rental cars, we recommend Budget Cayman, Avis, Marshalls, or Hertz. ==> BEACH NOTES <== All beaches in Grand Cayman are technically public since the Crown owns up to the high watermark. Be advised, the beach or water entry behind your property may vary slightly from the images displayed due to shifting weather and tide patterns. The next-door beach is also always available for your use. We advise guests to wear foot protection--pool socks or aqua shoes--when entering the ocean to avoid injury on coral heads, ironshore, or rocks.

Fischers Reef

Rum Point, KY
8 Bedrooms 20 Guests
Nov 21 - 28
$6,089 night

***Property Overview*** Located just a mile from the famous Rum Point Club, Fischer’s Reef is a perfectly designed 8-bedroom oceanfront villa ideal for large families or group getaways. The villa’s unique floor plan allows guests to spread out in ample style with multiple living and sleeping areas. A wide staircase separates the floors meaning the noise from one floor won’t reach the others. Renovations completed include luxurious features such as an oceanfront infinity pool with optional heat, beach cabana, multiple indoor and outdoor dining areas, two separate 75-inch LED TVs, and a Sonos home theater system. For remote working professionals, a new high-speed fiber internet connection has been wired to the property. Multiple users and devices can now connect to the web to work or learn remotely with reliable speeds and increased bandwidth. All the attention to detail makes Fischer’s Reef a wonderful venue for entertaining and relaxation. ***Bedroom & Bathroom Layout*** (Sleeps 18 guests total, 14 adults max) -- King Suite #1: Main-level suite with a king bed, garden views, and an ensuite bath. -- King Suite #2: Main-level suite with a king bed, partial ocean views, and an ensuite bath. -- King Suite #3: Pool-level suite with a king bed, ocean views, and an ensuite bath. -- Queen Suite #1: Pool-level suite with a queen bed, ocean views, and an ensuite bath. -- Queen Suite #2: Pool-level suite with a queen bed, ocean views, and an ensuite bath. -- Queen Suite #3: Pool-level suite with a queen bed, garden views, and an ensuite bath with a shower tub combo. -- Twin Bunk Suite: Pool-level suite with two sets of twin over twin bunk beds and an ensuite bath with a shower tub combo. -- The living area also has a sleeper sofa. ***Fischer’s Reef Notable Amenities*** -- Fischer’s Reef is located within a designated marine park teeming with abundant marine life just steps off the infinity pool. Strap on your snorkel gear and go exploring, but please wear pool shoes for protection and avoid damaging the corals! -- Sandy beach with oceanside cabana and hammocks for hours of relaxing by the sea -- Wonderful sunrises and plenty of privacy -- Spectacular stargazing with minimal light interference -- The indoor living and dining areas upstairs are furnished with high-quality upholstered furniture and decor -- Large modern kitchen on the upper level with a spacious refrigerator, small upright freezer, gas range, microwave, two dishwashers, wine fridge, drip coffee makers, a Keurig, a Nespresso, and ample counter space -- Breakfast table for 8 and two large dining room tables seats 20; both with ocean views -- Oversized great room with multiple couches and living areas allow room for large families to spread out -- Exterior spiral staircase connects the balcony with the pool deck while providing wonderful elevated views of the beach and reef -- Pool-level living area features a kitchenette with a coffee center and microwave, dining table with seating for 6, plus a 75" LED TV for movies, games and sporting events -- Blu-Ray player and Apple TV on each level -- Laundry rooms upstairs and downstairs -- Fiber optic wifi connection with increased speed for multiple device streaming -- 7-zone central air conditioning -- Heated pool set to 88 degrees; additional heat to 88-92 degrees available during winter months for $500/week surcharge -- Home security system available -- Small deposit safe for guest valuables -- 1 single kayak & 1 tandem kayak included with the villa -- Additional tandem kayaks are available for discounted rental. Signed waiver is required. A local professional property manager resides on-site in the small cottage near the gated entrance. Manager’s cottage is heavily landscaped and separated from the villa. Close enough to reach out in case of emergency, but far enough away so as to respect your privacy. Owner requires Saturday-to-Saturday bookings unless otherwise pre-approved. ============== ***Rate Details*** -- 13% Occupancy Tax is added to all rates. -- 12.90% Villa Concierge & Service Fee is added to all rates. -- A Departure Cleaning Fee is added to all rates. ***Booking Rules*** -- Christmas & New Year’s dates are split into two rental periods. Please inquire with your travel dates prior to booking. -- Shorter stays may be available but subject to a higher cleaning fee. Please inquire before booking. -- Must be 25 years or older to book and must occupy the property during the entire stay. -- Check-in is at 3:00 pm. -- Check-out is at 10:00 am. ***Property Manager Guest Services*** The Villa Concierge & Service Fee includes your Guest Services Membership. Member Benefits -- Centralized on-island Guest Services & Welcome Center -- Unlimited use of Private Fitness Center (18+ yrs.) -- Business Center Access: computers, printer, scanner, & FedEx/DHL supplies -- Proprietary Guest benefit & discount card -- 10% advance booking discount for private charter -- Complimentary use of snorkel equipment -- Guest parcel receipt & hold for check-in -- Jacques Scott Wine & Spirits pre-order & hold for check-in -- Airport arrival Fast-Track VIP Process (fee charged by CAA) -- Arrange airport pick-up & rental vehicles (fee applies) -- Special event/dinner reservations At-Villa Benefits -- Welcome amenity basket/arrangement -- Complimentary early check-in, if no check-out on the same day -- Day-after-arrival & mid-week guest services follow-up -- Complimentary use of Apple TVs, BlueTooth speakers, beverage coolers -- Gilchrist & Soames bath products -- Pre-stocking of groceries & beverages (delivery fee applies) -- Arrange chefs, cooks, babysitting & family photography -- $2,500 of Accidental Villa Damage Protection -- Complimentary pack-n-plays, booster seats, & baby gates -- Additional kayaks available for discounted rental* *Signed waiver required. ============ ***Villa Cleaning & Sanitation*** All villas are cleaned and sanitized prior to each guest’s arrival. We also ask our owners to provide a starter supply of extra cleaning products. Additional housekeeping services can be purchased after booking in 3-hour time blocks. Scheduling may be coordinated with your property manager upon arrival. ***Beach Notes*** All beaches in Grand Cayman are technically public since the Crown owns up to the high watermark. Be advised, the beach or water entry behind your property may vary slightly from the images displayed due to shifting weather and tide patterns. The next-door beach is also always available for your use. We advise guests to wear foot protection (pool socks or aqua shoes) when entering the ocean to avoid injury on coral heads, ironshore, or rocks. ***Ocean Debris & Sargassum Seaweed*** Beaches in Grand Cayman may also experience floating ocean debris and sargassum weed seasonally. Sargassum is a generally harmless floating seaweed that has increased in frequency in recent years. Although sargassum is an unsightly nuisance, it is largely seasonal in summer. Our owners do make efforts to remove heavy sargassum and will have the beach raked prior to your arrival. We try our best to work around Mother Nature.

Cassava Point Villa 4D - 3BR Oceanfront at Sea Haven

Patricks Island, George Town, KY
3 Bedrooms 6 Guests
Oct 31 - Nov 3
$341 night

Cassava Point Villa 4D is a stunning 3 bedroom, 2.5 bath, two story oceanfront smart home villa with sweeping waterfront views in the Prospect/Sea Haven area. Overlooking the tranquil North Sound and surrounding waterways, it blends luxury finishes with a warm, welcoming feel in a quiet, family friendly dead end enclave. It’s an ideal choice for up to 6 guests seeking a peaceful, water oriented Cayman retreat with dock access, pool, and easy access to the island’s beaches and attractions. 3 Bedrooms | 2.5 Bathrooms | Sleeps up to 6 LIVING AREA & INTERIOR FEATURES • Fully equipped gourmet kitchen, ideal for preparing meals in or bringing in a private chef. • Drip coffee maker and Keurig coffee machine for your morning brew. • OTA Nest Hub smart display in the kitchen for recipes, music, and information. • Outdoor gas BBQ grill for casual grilling on the patio. • Comfortable living area with smart TV preloaded with apps so you can log into your own streaming services. • Complimentary high speed Wi Fi throughout the villa to support streaming, remote work, and staying connected. • Open plan layout that flows from kitchen to dining to living spaces, with water views and direct access to the outdoor areas. BEDROOMS & BATHROOMS The villa is a spacious two story retreat that comfortably accommodates up to 6 guests. • Master Bedroom (2nd floor, Bedroom #1) - Upstairs, the master bedroom features a king‑size bed, an en‑suite bathroom with a walk‑in shower and beautiful North Sound views, plus a OTA Nest Mini for music or ambient sound. • Bedroom #2 and #3 (2nd floor) - The second bedroom offers two twin beds that can be converted to a king on request and shares a full shower bathroom with the third bedroom, which has a queen‑size bed. In total, there are two full bathrooms on the upper level (primary en‑suite plus shared bath) and a convenient half bath on the main level. ESSENTIALS STARTER PACK INCLUDED To make arrival easy, a helpful starter pack is provided: • Kitchen essentials: Dishwashing liquid and/or dishwasher tabs, basic pantry items such as salt, pepper, and coffee filters to get you started. • Home essentials: Shampoo, hand soap, toilet paper, paper towels, garbage bags, laundry detergent, blow dryer, and iron with board. • Linens: Plenty of bath towels, bed linens, and beach towels. LOCATION & OVERVIEW • Set on the North Sound at Sea Haven Ocean Villas, with panoramic views over the water and canals. • Peaceful, upscale, low density neighborhood tucked at the end of a quiet lane, away from the main tourist strip. • Designed as a modern, comfortable base for families, couples traveling together, or boaters who want direct dock access plus easy driving distance to town. BEACH GEAR & RESORT STYLE AMENITIES • Shared Community Pool: • Community pool with patio, umbrellas, lounge chairs, and a large deck area. • Pool is shared with just three other condo units and is typically lightly used. • Beach Gear & Snorkel Sets: • Snorkel sets including masks, snorkels, and fins for exploring shallow reefs at nearby beaches (please clean after use and use at your own risk). • Four portable beach chairs and a beach umbrella, perfect for loading into your rental car and heading to the beach. • Fishing Gear: • One adult and one child size fishing pole, plus a basic tackle box. • Cast right off the dock just steps from the villa. 30 FT. BOAT DOCK & BOATING ACCESS • Private 30 foot boat dock directly in front of the villa. • Ideal for experienced boaters who wish to rent a 21–24 ft boat or jet skis by the day, partial week, or full week. • Excellent base for exploring the North Sound, visiting Stingray City, or heading out to the open Caribbean Sea. • Perfect pick up point for charter operators offering deep sea fishing trips and snorkel excursions to Stingray City and surrounding reefs. NEARBY BEACHES • Spotts Beach (5 minutes). Great for seeing turtles, lobsters and octopus. • Cemetery Beach (25 minutes). Excellent snorkel spot with easy entry, calm waters and great for beginners. • Smith’s Barcadere (10 minutes). Also known as Smith’s Cove. A beautiful cove, great snorkeling around the rocks, ideal for couples or small groups. • Seven Mile Beach (15 - 20 minutes). Iconic white sands and crystal waters. Perfect for sunbathing and swimming. • Governor’s Beach (15 - 20 minutes). A quieter spot along Seven Mile, with calm water and good snorkeling. • Eden Rock (15 minutes). A favourite snorkel spot. Incredible fish and reef formations. Swim right from Eden Rock Diving Centre. DINING & WHO THIS SUITS Cassava Point Villa 4D is best for guests who want a quiet, waterfront residential base with a dock and pool, and don’t mind driving out to restaurants, beaches, and nightlife. It works especially well for: • Boaters and water lovers planning North Sound and Stingray City trips. • Families or couples who prefer a peaceful villa neighborhood over the main strip. • Longer stay guests who will have a rental car and want easy access to both George Town and Seven Mile Beach. DINING ON SEVEN MILE BEACH (APPROX. 15–25 MINUTES BY CAR) From Cassava 4D in Prospect, it’s typically about a 15–25 minute drive (traffic dependent) to the main Seven Mile Beach dining corridor along West Bay Road. There, you’ll find a wide range of casual and mid range options, including: • Coconut Joe’s – Laid back open air spot for burgers, local dishes, and cocktails on West Bay Road. • Peppers Bar & Grill – Popular for jerk chicken, BBQ, and grilled meats with a lively bar scene and occasional live music. • Thai Orchid – Long standing favorite for Thai cuisine and sushi in a relaxed setting. • Southern Spice – Indian restaurant offering curries, tandoori dishes, and vegetarian options. • The Kitchen – Casual choice for hearty breakfasts, comfort food, and easy takeaway. • Island Naturals Café – Great for smoothies, vegetarian and vegan options, and a healthy breakfast or lunch. These are ideal for evenings when you feel like heading up to Seven Mile for dinner, drinks, or a casual night out. SHORT DRIVE – CAMANA BAY & UPPER SEVEN MILE (APPROX. 20–25 MINUTES) A short drive beyond central Seven Mile brings you to more dining variety, from fun and casual to date night upscale: • Casa 43 Mexican Kitchen & Tequila Bar – Lively local favorite with creative Mexican dishes and an excellent tequila selection. • Yoshi Sushi – Consistently popular sushi and Japanese spot with fresh fish and inventive rolls. • Ragazzi Restaurant & Pizzeria – Long time favorite for Italian classics, wood fired pizza, and a strong wine list. • Luca – Elegant, upscale Mediterranean inspired restaurant right on Seven Mile Beach, perfect for a special evening out. • XQ’s Pizza Bar & Grill – Casual, family friendly restaurant with pizzas, burgers, and cocktails at a good value. Camana Bay adds a mix of waterfront and courtyard dining—from higher end restaurants to laid back cafés, dessert spots, and a cinema—making it an easy “evening out” destination once you’re already up in the Seven Mile area. GROCERIES, SUNDAY CLOSURES & PRACTICAL DETAILS Foster’s and Kirk Market supermarkets are short drives away and offer all the necessary food and supplies as well as a large array of international food. Supermarkets are closed on Sundays in Cayman, though most restaurants and gas stations remain open, and some gas stations sell liquor on Sundays. Grocery items can also be pre-ordered and delivered before arrival. TRANSPORTATION • A rental car is highly recommended for this area so guests can easily explore Grand Cayman at their own pace. • Many guests book directly with trusted local providers such as Marshall’s Rent-A-Car, Andy’s Rent-A-Car, or compare options through Kayak. • Public transportation available close bye, however having a car offers the greatest convenience and flexibility. ACCESSIBILITY & PARKING • Accessibility: 2-Story villa • Parking: Reserved parking space included. PROMOTIONS Automatic discounts may apply based on travel dates, including seasonal Stay 7, Pay 6 offers from May 1 to November 1, along with last-minute deals, and extended-stay discounts. Eligible offers are applied automatically, cannot be combined with other promotions or Repeat Guest benefits, and may be subject to blackout dates from December 17 to January 3. CHECK IN & CHECK OUT After booking, you’ll receive detailed arrival information by email, and your unique door code before arrival. • Check in is any time after 4:00 PM with keyless entry; early check in may be possible depending on cleaning schedules and can be confirmed with the property manager closer to arrival. • Check out is self service at 11:00 AM, with clear instructions provided; late check out is only available if pre arranged, as time is needed to prepare for incoming guests. TRAVEL INSURANCE Travel insurance is recommended, especially during hurricane season from August through October, to help protect against trip interruptions and weather-related disruptions. Stay 7 Pay 6 Sea Haven

Pools of the Kai 3

Rum Point, KY
2 Bedrooms 4 Guests
Sep 21 - 26
$374 night

***Property Overview*** ===> All Guests Must Be Over 12 | No Small Children or Infants <==== Welcome to Pools of the Kai #3! This home has been thoughtfully renovated and redecorated. These unique villas bring the outdoors in with 18 feet of sliding glass doors. Walk barefoot to the Kaibo Yacht Club or drive 5 minutes to Rum Point for drinks and dinner, or take a kayak tour of Starfish Point and Bio-Bay. Staying at the Pools of the Kai puts you central to the best Cayman Kai has to offer. New furniture, finishes, countertops, and modern appliances give Pools #3 a bright sunny feel. The living area features sliding glass doors that open to a screened pool atrium complete with patio furniture and loungers. Soak in your own private pool and enjoy the stunning ocean views from the comfort of your home away from home. Optional pool heating is available year-round for a daily surcharge of $25. For work-from-home professionals, the home’s upgraded fiber internet connection can handle multiple users and streaming devices at once. Work or learn remotely from one of the Caribbean’s safest destinations. ***Bedroom & Bathroom Layout*** (Sleeps 4 guests total) -- Master Suite: lower-level, oceanfront, king bed, TV, direct pool access, ensuite bath with walk-in shower. -- Queen Suite: upper-level, oceanfront, queen bed, TV, balcony overlooking the pool, ensuite bath with walk-in shower. Pools of the Kai #3 sleeps four guests comfortably across 2-bedrooms. Owner includes one tandem kayak for guest gratis. Outdoor shower near the beach. The location and amenities at Pools of the Kai are perfect for travelers looking to escape the crowds of Seven Mile Beach. ***IMPORTANT NOTES*** -- A Cleaning Fee may be required due to enhanced cleaning, sanitation, and inspection protocols. -- Additional tandem kayaks and stand-up paddleboards (SUPs) are available for discounted rental. Signed waiver required. ***Rate Details*** -- 13% Occupancy Tax added to all rates. -- 10% Guest Service added to all rates. -- Accidental Damage Protection added to all rates. ***Booking Rules*** -- Christmas & New Year’s dates are split into two rental periods. Please inquire with your travel dates prior to booking. -- Shorter stays may be available but subject to a higher cleaning fee. Please inquire before booking. -- Must be 25 years or older to book and must occupy the property during the entire stay ***Property Manager Guest Services*** The 10% Guest Service Fee includes your Guest Services Membership. Member Benefits -- Centralized on-island Guest Services & Welcome Center -- Unlimited use of Private Fitness Center (18+ yrs.) -- Business Center Access: computers, printer, scanner, & FedEx/DHL supplies -- Proprietary Guest benefit & discount card -- 10% advance booking discount for private charter -- Complimentary use of snorkel equipment -- Complimentary pack-n-plays, booster seats, & baby gates -- Referral to preferred vendors, guest services desk assistance -- Complimentary early check-in, if no check-out on the same day -- Additional kayaks and stand-up paddleboards (SUPs) available for discounted rental* *Signed waiver required. ============================ ***Villa Cleaning & Sanitation*** All villas are cleaned and sanitized prior to each guest’s arrival. We also ask our owners to provide a starter supply of extra cleaning products. Additional housekeeping services can be purchased after booking in 3-hour time blocks. Scheduling may be coordinated with your property manager upon arrival. ***Beach Notes*** All beaches in Grand Cayman are technically public since the Crown owns up to the high watermark. Be advised, the beach or water entry behind your property may vary slightly from the images displayed due to shifting weather and tide patterns. The next-door beach is also always available for your use. We advise guests to wear foot protection (pool socks or aqua shoes) when entering the ocean to avoid injury on coral heads, ironshore, or rocks. ***Ocean Debris & Sargassum Seaweed*** Beaches in Grand Cayman may also experience floating ocean debris and sargassum weed seasonally. Sargassum is a generally harmless floating seaweed that has increased in frequency in recent years. Although sargassum is an unsightly nuisance, it is largely seasonal in summer. Our owners do make efforts to remove heavy sargassum and will have the beach raked prior to your arrival. Should sargassum be extremely heavy behind your property, we will reach out to the owner for alternative solutions which may include a partial refund or relocation. We try our best to work around mother nature.

Luxury 2Bdr Beachfront Condo on Spotts Beach

Savannah, George Town, KY
2 Bedrooms 5 Guests
Oct 19 - 22
$269 night

Luxury renovated beachfront condo on tranquil Spotts Beach, one of Cayman’s best turtle snorkeling beaches. This two-level 2BR/2BA retreat offers vaulted ceilings, open living, and expansive ocean views. Enjoy a screened beachfront patio with lounge seating and outdoor dining. The condo features a spacious kitchen with island seating, queen primary suite upstairs, and a guest room with two doubles and workspace. Sleeps up to 5 and is perfect for couples or families seeking a relaxing beach escape. Welcome to Coral Bay Village Unit #29, a beautifully renovated beachfront condo located on the peaceful shores of Spotts Beach, one of Cayman’s most beloved snorkeling beaches and a favorite spot for encountering green and hawksbill sea turtles just offshore. This thoughtfully designed two-bedroom, two-bathroom condo spans approximately 1,335 sq. ft. across two levels and sits on the second floor of the building, offering expansive unobstructed views of Spotts Beach and the Caribbean Sea. From the moment you step inside, the modern design, vaulted ceilings and open layout create a bright and inviting space where natural light and ocean views take center stage. The main level features a comfortable living area and a fully equipped kitchen with a large island that seats four guests, perfect for casual breakfasts or evening drinks after a day in the sun. The living room opens directly onto a screened beachfront patio, allowing you to enjoy the sights and sounds of the ocean while staying comfortably shaded from the sun and breeze. The patio includes both lounge seating and an outdoor dining table, creating a relaxing space for morning coffee, sunset cocktails, or meals with sweeping beach and ocean views. Also on the main level is the guest bedroom, which features two double beds and a dedicated workspace with desk, making it ideal for families or guests working remotely during their stay. A full bathroom with a walk-in shower is located nearby. Upstairs, the primary bedroom offers a peaceful retreat with a queen bed and its own ensuite bathroom, also featuring a walk-in shower. The split-level layout provides privacy and comfort, making the condo well suited for two couples or a family traveling with children. From the walls and finishes to the furniture and appliances, the entire condo has been meticulously renovated to create a stylish and comfortable beachfront retreat. Every detail has been thoughtfully considered to ensure guests can enjoy the luxury of being directly on the beach while still feeling relaxed and at home. Guests staying at Coral Bay Village enjoy direct access to Spotts Beach, where calm, shallow waters and an offshore reef make for excellent snorkeling and frequent turtle sightings. A tennis court is also available within the community for guests looking to stay active during their stay. With its stunning ocean views, screened beachfront patio, and beautifully updated interior, Coral Bay Unit #29 offers the perfect blend of comfort, privacy, and authentic island living on one of Grand Cayman’s most picturesque beaches. Guest have exclusive access to the entire condo. Shared access to the pool, grounds and tennis court and beach. Rent a vehicle during your stay, giving you more flexibility to explore the island on your own terms, without the high expense of renting taxis. If the booking website does not collect it directly, a refundable security deposit of US$500 will be collected by the property prior to your stay. Must climb stairs for access to condo as well as upstairs master bedroom. The Tennis Court and Pool are located across the road on a separate parcel of land owned by Coral Bay Village. Care should be taken when crossing. During the months July - October, there may be construction-related repairs taking place on the property. At this time, we do not have the exact dates, schedule, or scope of the work. Once additional details become available, we will provide an update and share further information with all affected guests. We reserve the right to substitute equal or better accommodation in the event of a double booking or if the rental is unavailable for any reason, including but not limited to sale or repair.

Timeless Paradise

Rum Point, KY
11 Bedrooms 28 Guests
Nov 7 - 12
$4,019 night

*** PROPERTY OVERVIEW *** Discover unparalleled Caribbean grandeur and indulge in luxurious island living at this exclusive vacation villa, nestled in the prestigious Rum Point neighborhood. This beachfront paradise is more than just a home; it’s an experience you won’t soon forget. Welcome to Timeless Paradise. This newly constructed, 3-story ocean estate stands 18 feet above sea level and spans an astounding 15,000 square feet. All 11 bedrooms and 13 bathrooms were meticulously designed with lavish fixtures and designer furnishings. Upon entering through the grand entryway, you’ll be greeted with elevated panoramic ocean views that will leave you breathless. The villa’s open floor plan, punctuated with eleven-foot ceilings and a stunning blue granite accent wall, offers seamless flow from the kitchen, dining, and living areas. The villa’s 11-bedroom suites are spread across 3 stories with 2 on the main level, 6 on the upper level, and 3 on the lower level. **Sleeping Arrangements** (Licensed to sleep 24 adults, 28 guests max.) -- Bedroom #1: main level, primary suite, ocean views, king platform bed, television + soundbar, walkout access to the veranda lounge and pool deck, ensuite with dual vanity, deep soaking tub, and glass shower with water wand plus rainfall shower head. -- Bedroom #2: main level, island views, four full-sized beds, ensuite with shower. -- Bedroom #3: upper level, ocean views, king bed, television, walkout access to the west veranda balcony, ensuite with dual vanity and walk-in shower. -- Bedroom #4: upper level, ocean views, king bed, television, walkout access to a shared balcony, ensuite with dual vanity and walk-in shower. -- Bedroom #5: upper level, ocean views, king bed, television, walkout access to a shared balcony, ensuite with dual vanity and walk-in shower. -- Bedroom #6: upper level, ocean views, king bed, television, walkout access to the east veranda balcony, ensuite with dual vanity and walk-in shower. -- Bedroom #7: upper level, island views, king bed, television, ensuite with walk-in shower. -- Bedroom #8: upper level, island views, king bed, television, ensuite with walk-in shower. -- Bedroom #9: lower level, king bed, television, ensuite with walk-in shower. -- Bedroom #10: lower level, king bed + queen daybed, television, ensuite with walk-in shower. -- Bedroom #11: lower level, king bed, television, shares downstairs full bathroom equipped with a walk-in shower. For resort-like features, this villa has it all. Bask along the freshwater pool and sun deck complete with plush loungers, day beds, and comfy lounge seating. The lower level features a 17-seat projection cinema with leather recliners, perfect for movie nights or big sporting events. The lower-level game room is sure to wow younger guests, complete with tabletop games (billiards, ping pong, and air hockey) and a video arcade. A fully-equipped gym with a sauna is also available for vacationing fitness enthusiasts. A 7-zone air conditioning system and high-speed wifi will keep everyone cool and connected throughout their stay. A state-of-the-art kitchen comes equipped with top-of-the-line Thor appliances, quartz countertops, and a full butler’s pantry. A second full kitchen is located on the lower level, complete with appliances, island seating, and a dining table for 10 guests. The outdoor kitchen pavilion along the pool deck will delight grill masters with a suite of appliances and a propane grill. Elevate your stay and hire a private gourmet chef for a night of fine dining or poolside brunch service. The formal dining area seats 14 guests, and the veranda dining tables seat 12. This unmatched beachfront estate is the epitome of luxury, comfort, and smart home technology, offering you an unforgettable vacation experience. *Note: Bike rentals and single/tandem kayaks are available for discounted rental. A signed waiver is required. ==================== *** RATE DETAILS *** -- 13% Occupancy Tax added to all rates. -- 12.90% Service Fee is added to all rates. -- A Departure Cleaning Fee is added to all rates. *** BOOKING RULES *** -- Christmas & New Year’s dates are split into two rental periods. Please inquire about your travel dates before booking. -- Shorter stays are welcome but subject to a higher cleaning fee. Please inquire before booking. -- Must be 25 years or older to book and must occupy the property during the entire stay. -- Check in is 4:00 pm; Check out is 10:00 am ***GCVC GUEST SERVICES*** The 12.90% Service Fee includes your Guest Services Membership. Member Benefits -- Platinum Concierge services - upon confirmation, before arrival, and during your stay. -- Centralized on-island Guest Services and Welcome Center. -- Complimentary use of snorkel equipment. -- 10% Advance Booking Discount towards a private charter. -- Guest benefit card for 10% discount at restaurants and local vendors. -- Unlimited use of our private Fitness Center (must be 18 or over). -- Business Center Access: computers, printer, scanner, & Fedex/DHL supplies. -- Airport fast-track VIP arrival (fee charged by CAA) -- Arrange airport pick-up & rental vehicles (fee applies) -- Guest parcel receipt & hold at check-in -- Jacques Scott Wine & Spirits pre-order & hold for check-in -- Special event/dinner reservations At-Villa Benefits -- Welcome amenity basket with local products. -- Pre-stocking of groceries & beverages (delivery fee applies). -- Complimentary early check-in, if no check-out on the same day. -- Complimentary (delivered) pack-n-plays, booster seats, & baby gates. -- Day-after-arrival & mid-week guest services follow-up. -- Complimentary use of Apple TVs, Bluetooth speakers, beverage coolers, and more. -- Gilchrist & Soames bath products. -- Complimentary memory foam roll-away bed delivery. -- Arrange private chefs, family-style cooks, babysitting, or group photography. -- $5,000 of Accidental Villa Damage Protection. -- Tandem kayaks available for discounted rental; signed waiver required. ***NEARBY ATTRACTIONS*** -- 3-minute drive to the nearest grocery store, Chisholm’s Grocery. -- 7-minute drive east to Over the Edge restaurant and Cayman Crystal Caves -- 6.2 miles from our Guest Services & Welcome Center -- 2.6 miles west to the Rum Point Club and Bioluminescent Bay -- 3.6 miles to the Kaibo Beach Bar & Grill & Starfish Point -- 10 miles east to the nearest supermarket, Foster’s Express, and the resorts at Morritts and Wyndham Reef Resort. -- 12.1 miles to Tukka East Restaurant & Bar and the Cayman Parrot Sanctuary -- 13 miles to La Casita Taco & Tequilla Bar -- 24 miles (45-minute drive) from Owen Roberts Airport (GCM) ***GETTING AROUND*** A rental car is highly recommended. Taxi cabs are unreliable and expensive outside of town and Seven Mile Beach. Plus, there is no Uber or Lyft on the island. For rental cars, we recommend Budget, Marshalls, or Hertz. *** BEACH NOTES *** All beaches in Grand Cayman are technically public, since the Crown extends to the high-water mark. Be advised that the beach or water entry behind your property may vary slightly from the images displayed due to shifting weather and tide patterns. The next-door beach is also always available for your use. We advise guests to wear foot protection (pool socks or aqua shoes) when entering the ocean to avoid injury on coral heads, ironshore, or rocks. *** OCEAN DEBRIS & SARGASSUM SEAWEED *** Beaches in Grand Cayman may also experience floating ocean debris and sargassum weed seasonally. Sargassum is a generally harmless floating seaweed that has increased in frequency in recent years. Although sargassum is an unsightly nuisance, it is largely seasonal in summer. Our owners do make efforts to remove heavy sargassum and will have the beach raked prior to your arrival. We try our best to work around Mother Nature.

Rum Point Resort #306

Rum Point, KY
3 Bedrooms 8 Guests
Sep 25 - 28
$672 night

*** PROPERTY DESCRIPTION *** 3rd Floor Condo | 2,250 sq. ft. All Rum Point Resort condos feature sleek finishes, designer decor, and an open-concept layout maximizing space, natural light, and stunning ocean views. All the comforts of home are included in this 2,250 sq. ft. 3-bedroom condo including gourmet kitchen appliances, quartz countertops, SmartTVs, and a private oceanfront balcony. All condos strike the perfect balance of modern luxury and seamless indoor/outdoor island living. Central air conditioning and high-speed wifi will keep you cool and connected during your stay. Beyond the entryway foyer, the home flows into a spacious open-concept great room encompassing the living, dining, and kitchen areas. Forever blue ocean views from the great room and primary suite will leave you breathless. Crisp coastal decor throughout accentuates the island scenery. The living area includes comfy sofa seating, a large SmartTV, a tray ceiling with ceiling fans, and stunning ocean views. Walk out from the living area onto the private roofed balcony overlooking the resort’s pool deck and beachfront. The gourmet kitchen features a suite of Thermador appliances, plus countertop appliances and a kitchen island with breakfast bar seating. Cookware, dishware, glassware, and cutlery also come provided. A formal indoor dining table just off the kitchen seats 6. For meals with sweeping oceanfront views, an outdoor dining table on the balcony seats 6 as well. The Rum Point Resort fits all condos with blackout window shades, the finest Egyptian cotton bedding, hypoallergenic pillows, duvets, and sumptuous robes. ***Sleeping Arrangements*** (Sleeps 8 guests, 6 adults max) -- Primary Suite: king bed, ocean views, walk-out access to a private roofed balcony, SmartTV, walk-in closet, ensuite with dual vanity, soaking tub, and shower. -- Guest Suite: king bed, ensuite with shower. -- Guest Suite #2: queen bed, SmartTV, walk-in closet, ensuite with shower bath. -- Additional bedding: sleeper sofa ideal for 2 children; crib or pack-n-play provided upon request. There is also a rarely used 5th-floor open-air owner’s terrace with dining tables and seating for sunset dinners with 270-degree island views of Cayman Kai, North Sound, and George Town in the distance. The terrace is also a serene setting for a quiet read with elevated island views. Trade the crowds of Seven Mile Beach for an escape to Cayman’s quieter side where life is easy and not so fast. ***Additional Resort Amenities*** -- 500 feet of beachfront with daily beach umbrella, chair, and towel service. -- Resort pool deck with heated infinity pool. -- Resort dock with cabana and ladder for gentle water entry for snorkeling and swimming. -- Our new on-resort restaurant, Blue Flame, is open from 11:00 a.m. to 11:00 p.m. for lunch and dinner service. -- Private chef dining options available*. -- Front desk staff for local recommendations, pre-arrival grocery stocking, chartered excursions, and more*. -- Access to the 5th-floor Owner’s Terrace for group events or sunset dinners*. -- On-site fitness center (18+ and over). -- On-site wellness suite for spa treatments or massage*. -- Xbox Gaming Console or DVD Player Available at the Front Desk+. -- Complimentary snorkel equipment provided during your stay+. -- Complimentary bike share for cruising the Cayman Kai neighborhood+. Discover why the Rum Point Resort is Cayman’s hidden 5-star gem! Resort Amenities Notes: * Pre-arrival reservations are required; additional fees apply. + Provided on a first-come, first-served basis. Cannot be reserved before arrival. *** RATE DETAILS *** -- 13% Occupancy Tax added to all rates. -- 10% Resort Fee is added to all rates. -- Accidental Damage Protection added to all rates. *** BOOKING RULES *** -- Christmas & New Year’s are split into two separate rental periods. Please inquire about your dates before booking for the holidays. -- Guests must be 25 years or older to book and occupy the unit during the entire stay. -- Check-in: 4:00 pm. -- Check-out: 11:00 am. *** NEARBY POINTS OF INTEREST *** -- The resort is next door to the Rum Point Club for food + drinks, snorkeling, watersport rentals, and Stingray City excursions. -- The resort is adjacent to Cayman’s Bioluminescent Bay for nighttime kayak tours. -- 1.2 miles to the Kaibo Beach Bar & Grill and The Kaibo Marina. -- 1.7 miles south to Starfish Point -- 4.4 miles to the nearest market, Chisholm’s Grocery. -- 6.2 miles east to Over the Edge restaurant -- 6.7 miles to Cayman Crystal Caves -- 12.5 miles to the nearest supermarket, Foster’s Market -- 26 miles (49-minute drive) from Owen Roberts Airport (GCM) *** GETTING AROUND *** A rental car is highly recommended. Taxi cabs are unreliable and expensive outside of town. Plus, there is no Uber or Lyft on the island. For rental cars, we recommend Budget, Avis, Marshalls, or Hertz. *** DAY TRIPPING *** Cayman Ferries operates daily water taxis departing from the Kaibo Marina to Camana Bay. Perfect for day trips to Seven Mile Beach or shopping excursions at Camana Bay. Download their app to purchase your tickets in advance. Just be sure to make it back for the return voyage across the sound!

The Mastic Cana Cottage | 2BR w/ Private Pool on 11 Acre North Side Estate

North Side, Grand Cayman, KY
2 Bedrooms 6 Guests
Oct 31 - Nov 3
$409 night

The Mastic Cana Luxury Cottage is a ground floor, 2 bedroom, 2 bath retreat set on an 11 acre private estate along the Cayman Mastic Trail on Grand Cayman’s North Side. This thoughtfully designed cottage combines modern amenities with Caribbean inspired architecture, high ceilings, and a synthetic thatch roof for a truly tropical feel. Surrounded by lush vegetation and featuring its own screened in private pool, it’s a tranquil, immersive escape—perfect for two couples or families seeking nature, privacy, and comfort. 2 Bedrooms | 2 Bathrooms | Sleeps 6 EXPERIENCE. EXPLORE. ESCAPE. The Mastic Cana Luxury Cottage at Mastic Cottages offers a warm and welcoming 2 bedroom layout that blends modern comforts with relaxed Caribbean design. High ceilings, a synthetic thatch roof, and lush landscaping create a tropical, indoor–outdoor vibe, while the layout works beautifully on its own or in combination with the nearby Mastic estate cottages for larger groups. MAIN COTTAGE ACCOMMODATION The main building is designed as a comfortable hub for cooking, dining, and relaxing. • Spacious open concept living area • Primary bedroom with king size bed and ensuite bathroom with large walk in shower • Fully equipped kitchen with modern stainless steel appliances • Dining area and cozy seating area with sofa and chaise lounge • Large flat screen smart TV with Netflix and Apple TV • Wi Fi available throughout the property SEPARATE SUITE ACCOMMODATION A covered breezeway connects the main cottage to a separate guest suite, adding privacy and flexibility. • Second bedroom with king size bed • Sitting area with queen sleeper sofa • Ensuite bathroom with spacious walk in shower • Flat screen TV in this suite as well This setup makes Cana Cottage ideal for two couples traveling together or families with older children who appreciate their own space. POOL, OUTDOOR LIVING & ENTERTAINMENT One of the highlights of Mastic Cana Cottage is its private screened in pool area and outdoor living spaces. • Screened in private pool (max depth 4 feet), reserved exclusively for Cana Cottage guests • Beach style entry for easy, relaxed use • Poolside bar and dining area for casual meals and evening cocktails • BBQ grill for outdoor cooking • Large covered palapa with comfortable seating and a hammock • Screened in porch offering a tranquil spot to unwind and enjoy the sounds of nature Inside, entertainment is easy: • Smart TVs in the living room and bedrooms with Netflix and Apple TV • Reliable Wi Fi to stay connected • Central air conditioning for comfort throughout INCLUSIONS & SERVICES Cana Cottage is stocked with practical comforts so guests can settle in quickly. • All linens provided, including bath towels and beach towels • Bathroom toiletries: shampoo, conditioner, and soap • Complimentary mid stay cleaning service for stays of seven nights or more • Complimentary bikes for guest use • Pack ’n play and high chair available on request for little ones • Parties and weddings require prior consent; please share details and obtain approval before planning events WHO THIS SUITS The Mastic Cana Luxury Cottage is especially well suited to: • Two couples who want separate sleeping spaces (main cottage + connected suite) and shared pool and living areas • Families with older children or teens who enjoy having a semi private suite connected by a breezeway • Nature lovers who want to be surrounded by greenery and close to the Mastic Trail rather than in a busy resort area • Guests seeking a quiet, character rich base that can be combined with other Mastic estate cottages for larger group stays LARGER GROUPS – ESTATE OPTIONS Have a bigger group or planning a family gathering? The connected Mastic estate properties can be combined to create flexible setups with both togetherness and privacy: • 5 bedrooms (up to 10 guests): Combine Sunnyhill Cottage (3BR) with either Mastic Chapel or Mastic Cana Cottage • 7 bedrooms (up to 14 guests): Reserve all three Mastic properties for the ultimate group retreat DINING & NEARBY AREA – NORTH SIDE & RUM POINT Old Man Bay and the North Side offer a laid back, local dining scene with some very popular spots within a short drive. VERY CLOSE (OLD MAN BAY / NORTH SIDE) • Over the Edge – Long time North Side favorite right on the water with Caribbean dishes, seafood, and a casual bar atmosphere. • The Caboose – Well reviewed local spot in Old Man Bay known for Caribbean flavors and easy, relaxed vibes. • Other local stands and cafes – Small, authentic stops for Caymanian bites along the North Side and into East End. RUM POINT & CAYMAN KAI (ABOUT 10–15 MINUTES) • Rum Point Club – Casual beachfront restaurant and bar with pizzas, beach fare, and the island famous Mudslide. • Kaibo Beach Restaurant & Upstairs Restaurant – Beachfront dining downstairs and a more refined experience upstairs, popular for sunset dinners and cocktails. You’re also within an easy drive of water based activities at Rum Point and Cayman Kai, including boat charters, snorkeling trips, and sandbar excursions. GETTING THERE Northside is roughly 30 km from Owen Roberts International Airport, typically about 30–40 minutes by car depending on traffic and stops along the way. GROCERIES, SUNDAY CLOSURES & PRACTICAL DETAILS Nearby grocery options such as Foster’s Express and Chisholm’s Grocery are about 10 minutes away by car. Larger supermarkets are also convenient stops on the drive from the airport. Supermarkets are closed on Sundays in Cayman, though most restaurants and gas stations remain open, and some gas stations sell liquor on Sundays. Grocery items can also be pre-ordered and delivered before arrival. Chisholm’s Market is on the Northside, and is open 7 days a week, and is well stocked with food, supplies, beer, wine & liquor. 10 minutes from the condo. TRANSPORTATION • A rental car is highly recommended for this area so guests can easily explore Grand Cayman at their own pace. • Many guests book directly with trusted local providers such as Marshall’s Rent-A-Car, Andy’s Rent-A-Car, or compare options through Kayak. • Due to limited public transportation in Northside, having a car offers the greatest convenience and flexibility. ACCESSIBILITY & PARKING • Accessibility: Ground floor condo • Parking: Complex parking available. PROMOTIONS Automatic discounts may apply based on travel dates, including early booking savings, and extended-stay discounts. Eligible offers are applied automatically, cannot be combined with other promotions or Repeat Guest benefits, and may be subject to blackout dates from December 17 to January 3. CHECK IN & CHECK OUT After booking, you’ll receive detailed arrival information by email, and your unique door code before arrival. Check in is any time after 4:00 PM with keyless entry; early check in may be possible depending on cleaning schedules and can be confirmed with the property manager closer to arrival. Check out is self service at 11:00 AM, with clear instructions provided; late check out is only available if pre arranged, as time is needed to prepare for incoming guests. TRAVEL INSURANCE Travel insurance is recommended, especially during hurricane season from August through October, to help protect against trip interruptions and weather-related disruptions. Mastic Chapel Cottages https://my.matterport.com/show/?m=c1fsEyHe8ZK&help=1&brand=0&nt=tab&title=0&guides=0&play=1 License number: CC-019

The Mastic Chapel Cottage | 2BR w/ Private Pool on 11 Acre North Side Estate

North Side, Grand Cayman, KY
2 Bedrooms 4 Guests
Oct 31 - Nov 3
$473 night

The Mastic Chapel Cottage is a unique 2 bedroom, 2 bath ground floor retreat set on an 11 acre private estate along the Cayman Mastic Trail on Grand Cayman’s North Side. This historic style chapel cottage blends modern comforts with old world charm—think vaulted ceilings, stained glass arched windows, and natural stone from the property itself. With its own private beach entry pool, lush surroundings, and access to nearby sister cottages, it’s an intimate, nature immersed escape ideal for two couples or families with older children. 2 Bedrooms | 2 Bathrooms | Sleeps 4 EXPERIENCE. EXPLORE. ESCAPE. Chapel Cottage at Mastic Cottages offers a one of a kind stay that combines history, design, and nature. Vaulted ceilings, natural stone, and historic stained glass from Keokuk, Iowa (crafted by Kokomo Glass in the late 1800s) give the space a distinctive character, while modern amenities keep it comfortable and easy to live in. A highlight of the property is the private sand entry pool, with a maximum depth of 4 feet, creating a shallow, beach like oasis just outside your door. MAIN COTTAGE ACCOMMODATION The main ground floor cottage is designed for relaxed, open concept living with easy flow between social spaces. • Spacious open plan living, dining, and kitchen area • Large primary suite with king size bed and generous ensuite bathroom • Living room with two sofas and a smart projection TV—perfect for movie nights • Modern, fully equipped kitchen with stainless steel appliances and a wine cooler SEPARATE COTTAGE ACCOMMODATION Just beside the main cottage, a smaller detached cottage adds privacy and flexibility. • Queen size bed • Flat screen smart TV • Ensuite bathroom with large walk in shower • Located next to the pool (better suited to couples or older children; not ideal for very small children who need constant supervision) The overall layout is fantastic for two couples who want both privacy and shared spaces, or families with older kids who enjoy having their own “mini cottage.” ENTERTAINMENT & COMFORT Mastic Chapel Cottage is set up for comfort, connection, and unplugging in nature—without giving up modern tech. • TVs in the living room and bedrooms with Netflix and Apple TV • Central air conditioning throughout the cottages • Wi Fi available across the property • Private sand bottom swimming pool with gentle beach style entry (exclusive to Chapel Cottage guests) • Outdoor BBQ and lounge area surrounded by native trees and greenery • Complimentary bikes for exploring the surrounding area INCLUSIONS & SERVICES You’ll arrive to a well prepared cottage with thoughtful essentials already in place. • All linens provided, including bath towels and beach towels • Bathroom toiletries: shampoo, conditioner, and soap • Pack ’n play and high chair available on request for little ones • Complimentary mid stay cleaning service for stays of seven nights or more • Parties and weddings are possible with prior consent—please share details and obtain approval before planning events Chapel Cottage offers a serene, private experience, making it ideal for guests who want a peaceful, nature focused stay rather than a traditional resort environment. WHO THIS SUITS The Mastic Chapel Cottage is especially well suited to: • Two couples who want separate sleeping spaces (main cottage + chapel cottage) and a shared pool and living area • Families with older children or teens who enjoy a bit of independence and unique spaces (separate cottage by the pool) • Nature lovers and hikers who want to be immersed in greenery, birdlife, and the Mastic Trail area rather than on a busy beach strip • Guests seeking a quiet, private, and character rich base for exploring North Side, East End, and the more untouched side of Grand Cayman LARGER GROUPS – ESTATE OPTIONS Have a bigger group or planning a family gathering? The connected Mastic estate properties can be combined to create flexible setups with both togetherness and privacy: • 5 bedrooms (up to 10 guests): Combine Sunnyhill Cottage (3BR) with either Mastic Chapel or Mastic Cana Cottage • 7 bedrooms (up to 14 guests): Reserve all three Mastic properties for the ultimate group retreat DINING & NEARBY AREA – NORTH SIDE & RUM POINT Old Man Bay and the North Side offer a laid back, local dining scene with some very popular spots within a short drive. VERY CLOSE (OLD MAN BAY / NORTH SIDE) • Over the Edge – Long time North Side favorite right on the water with Caribbean dishes, seafood, and a casual bar atmosphere. • The Caboose – Well reviewed local spot in Old Man Bay known for Caribbean flavors and easy, relaxed vibes. • Other local stands and cafes – Small, authentic stops for Caymanian bites along the North Side and into East End. RUM POINT & CAYMAN KAI (ABOUT 10–15 MINUTES) • Rum Point Club – Casual beachfront restaurant and bar with pizzas, beach fare, and the island famous Mudslide. • Kaibo Beach Restaurant & Upstairs Restaurant – Beachfront dining downstairs and a more refined experience upstairs, popular for sunset dinners and cocktails. You’re also within an easy drive of water based activities at Rum Point and Cayman Kai, including boat charters, snorkeling trips, and sandbar excursions. GETTING THERE North Side is roughly 30 km from Owen Roberts International Airport, typically about 30–40 minutes by car depending on traffic and stops along the way. GROCERIES, SUNDAY CLOSURES & PRACTICAL DETAILS Nearby grocery options such as Foster’s Express and Chisholm’s Grocery are about 10 minutes away by car. Larger supermarkets are also convenient stops on the drive from the airport. Supermarkets are closed on Sundays in Cayman, though most restaurants and gas stations remain open, and some gas stations sell liquor on Sundays. Grocery items can also be pre-ordered and delivered before arrival. Chisholm’s Market is on the North Side, and is open 7 days a week, and is well stocked with food, supplies, beer, wine & liquor. 10 minutes from the condo. TRANSPORTATION • A rental car is highly recommended for this area so guests can easily explore Grand Cayman at their own pace. • Many guests book directly with trusted local providers such as Marshall’s Rent-A-Car, Andy’s Rent-A-Car, or compare options through Kayak. • Due to limited public transportation in North Side, having a car offers the greatest convenience and flexibility. ACCESSIBILITY & PARKING • Accessibility: Ground floor condo • Parking: Complex parking available. PROMOTIONS Automatic discounts may apply based on travel dates, including early booking savings, and extended-stay discounts. Eligible offers are applied automatically, cannot be combined with other promotions or Repeat Guest benefits, and may be subject to blackout dates from December 17 to January 3. CHECK IN & CHECK OUT After booking, you’ll receive detailed arrival information by email, and your unique door code before arrival. Check in is any time after 4:00 PM with keyless entry; early check in may be possible depending on cleaning schedules and can be confirmed with the property manager closer to arrival. Check out is self service at 11:00 AM, with clear instructions provided; late check out is only available if pre arranged, as time is needed to prepare for incoming guests. TRAVEL INSURANCE Travel insurance is recommended, especially during hurricane season from August through October, to help protect against trip interruptions and weather-related disruptions. Mastic Chapel Cottages https://my.matterport.com/show/?m=c1fsEyHe8ZK&help=1&brand=0&nt=tab&title=0&guides=0&play=1 License number: CC-019

Fantasea

Rum Point, KY
3 Bedrooms 8 Guests
Sep 14 - 19
$719 night

==> PROPERTY DESCRIPTION <== Along the beachfront in Cayman Kai is where you will find a newly-renovated and refurnished villa, aptly named Fantasea. This spacious 2-bedroom main villa with a detached 1-bedroom guest cottage has undergone a complete makeover, both inside and out. Plus, the villa’s recently upgraded fiber internet connection provides reliable speeds for work-from-home professionals, as well as reliable streaming options. The renovation included 100% new tile, windows, furniture, kitchen, baths, and high-grade stainless appliances. With multiple large sliding glass doors to the screened veranda and pool deck, guests are never far from views of the water. A new freshwater pool and tiled deck are elevated for privacy and to take advantage of the sun setting directly over Cayman Kai Cove. Ample deck furniture, an outdoor shower, screened veranda, and an outdoor kitchen, complete with a propane grill, make for easy-island living. The spacious open-concept great room links the living area, dining area, and kitchen with breakfast counter seating and a built-in table with banquette seats. Sliding glass doors provide seamless indoor/outdoor living allowing you to open the great room to the outdoors. Quality furnishing and decor have been used throughout the property for an elegant and contemporary feel. ***Sleeping Arrangements*** (Sleeps 10 Guests total; 6 Adults max) -- North Suite - king bed, water views, cable television, walk-out access to the screened veranda, ensuite with double vanity, shower, and bathtub. -- South Suite - two sets of twin-over-queen bunk beds, water views, cable television, walk-out access to the screened veranda, and ensuite with shower. -- Guest Cottage - detached from the main villa with private entry, queen bed, water views, SmartTV, beverage bar, dresser, ensuite with shower. The cove water is shallow with a soft bottom, so recreational swimming and snorkeling are best enjoyed up the street at the Rum Point Club, just a 5-minute walk north. There you will also find watersport activities from wave runners to guided dives, plus a restaurant, beach bar & grill, and a gift shop. Combined with its central location on the Cayman Kai peninsula, walkable to water activities, family-friendly restaurants, and laid-back beach bars, this island getaway is sure to become a guest favorite. Come experience easy island living in beautiful Cayman Kai! *Notes: Cruiser bicycles, plus kayaks and stand-up paddleboards (SUPs) are available for discounted rental. A signed waiver is required. ==================== ==> WHAT’S NEARBY? <== -- Home is on the island’s Bioluminescent Bay -- 15-minute walk to Rum Point Beach -- 10-minute walk to the Kaibo Beach Bar & Grill -- 1.0 miles south to Starfish Point -- 5.0 miles to the nearest general store, Chisholm’s Grocery -- 6.9 miles east to Over the Edge restaurant -- 7.4 miles east to Cayman Crystal Caves -- 9.4 miles from Property Manager Welcome Center -- 13.2 miles to the nearest supermarket, Foster’s Market -- 26.2 miles (51-minute drive) from Owen Roberts Airport (GCM) ==> GETTING AROUND <== A rental car is highly recommended. Taxi cabs are unreliable and expensive outside of town and Seven Mile Beach. Plus, there is no Uber or Lyft on the island. For rental cars, we recommend Budget Cayman, Avis, Marshalls, or Hertz. ==> DAY TRIPPING <== Cayman Ferries operates daily water taxis departing from the Kaibo Marina to Camana Bay. Perfect for day trips to Seven Mile Beach or shopping excursions at Camana Bay. Download their app to purchase your tickets in advance. Just be sure to make it back for the return voyage across the sound! ============ ==> RATE DETAILS <== -- 13% Occupancy Tax added to all rates. -- A 10% Guest Service Fee is added to all rates. -- Accidental Damage Protection added to all rates. -- A Departure Cleaning Fee is added to all rates. ==> BOOKING RULES <== -- Christmas & New Year’s dates are split into two rental periods. Please inquire about your travel dates prior to booking. -- Shorter stays may be available but subject to a higher cleaning fee. Please inquire before booking. -- Must be 25 or older to book and must occupy the property during the entire stay. ==> GUEST SERVICES <== The 10% Guest Service Fee includes your Guest Services Membership. Member Benefits -- Complimentary use of snorkel equipment -- 10% Advance Booking Discount towards a private charter -- A guest savings card for 10% discounts at local businesses -- Centralized on-island Guest Services & Welcome Center -- Unlimited use of our Private Fitness Center (18+ yrs.) -- Business Center Access: computers, printer, scanner, & FedEx/DHL supplies -- Jacques Scott Wine & Spirits pre-order & hold for check-in -- Referral to preferred vendors, guest services desk assistance At-Villa Benefits -- Day-after-arrival guest services follow-up -- Complimentary early check-in, if no check-out on the same day -- Gilchrist & Soames bath products -- Pre-stocking of groceries & beverages (delivery fee applies) -- Arrange chefs, cooks, babysitting & family photography -- Complimentary pack-n-plays, booster seats, & baby gates -- Kayaks & Paddleboards (SUPs) available for discounted rental* *Signed waiver required =============== ==> VILLA CLEANING <== All villas are cleaned and sanitized prior to each guest’s arrival. We also ask our owners to provide a starter supply of extra cleaning products. Additional housekeeping services can be purchased after booking in 3-hour time blocks. Scheduling may be coordinated with your property manager upon arrival. ==> BEACH NOTES <== All beaches in Grand Cayman are technically public since the Crown owns up to the high watermark. Be advised, the beach or water entry behind your property may vary slightly from the images displayed due to shifting weather and tide patterns. The next-door beach is also always available for your use. We advise guests to wear foot protection (pool socks or aqua shoes) when entering the ocean to avoid injury on coral heads, ironshore, or rocks. ==> SARGASSUM <== Beaches in Grand Cayman may also experience floating ocean debris and sargassum weed seasonally. Sargassum is a generally harmless floating seaweed that has increased in frequency over the years during the summer. Our owners do make efforts to remove heavy sargassum and will have the beach raked prior to your arrival. We try our best to work around mother nature.

Twin Palms

Rum Point, KY
7 Bedrooms 14 Guests
Sep 14 - 19
$1,834 night

***Property Overview*** Twin Palms is directly oceanfront in the Rum Point district and enjoys a sandy beach and protective coral reef with excellent snorkeling. No neighbors on either side ensure guest privacy. This deceptively large 6,500 sq ft single-story home was built specifically for entertaining larger families. Twin Palms offers stunning ocean views with a modern open-concept design. The main house spans 6 bedrooms and 4.5 baths and includes an attached king studio suite with a private bath and kitchenette. This studio suite is ideal for nannies, grandparents, etc. The studio suite is accessible from the exterior as well as through the laundry room. ***Twin Palms Unique Features*** -- 100’ oceanfront covered veranda for protection from the sun. -- 56’ pool with integral heated infinity edge spa, LED lighting. -- Pool Table, Foosball, and Shuffle Board in the game room -- 2 kayaks available for rental -- Veranda offers an exterior half-bath so that guests need not walk inside as often with sand on their feet. -- Large, modern kitchen with breakfast bar, stainless steel appliances, 2 dishwashers (easy cleanup!), and tons of counter space for feeding a large group. -- Media room with large flatscreen TV, plenty of comfortable seating, and lots of tech-toys (Xbox One, Sonos, Apple TV, etc.) -- Multiple dining areas, all with gorgeous oceanfront views. Outdoor dining tables delivered in February. -- The main living area and media room each offer multiple reclining seat choices for watching sports, movies, or gaming. -- Large custom-made charcoal grill (guest needs to purchase charcoal) ***Twin Palm’s Sleeping Arrangements*** (Sleeps 16 guests total) -- Oceanfront Master Suite #1 - stunning ocean views, king bed, sliding glass doors to the pool deck, TV, and an ensuite bath with a walk-in shower. -- Oceanfront Master Suite #2 - stunning ocean views, king bed, sliding glass doors to the pool deck, and an ensuite bath with a walk-in shower. -- King Studio Suite - king suite with a kitchenette (oven, full-sized fridge, and microwave) and an ensuite bath with a combination tub/shower. -- Queen Bedroom #1 - queen bed, garden views, and shares a bathroom with Twin Bedroom #1 -- Twin Bedroom #1 - two twin over full bunk beds, garden views, and shares a bathroom with Queen Bedroom #1 -- Queen Bedroom #2 - queen bed, garden views, and shares a bathroom with Twin Bedroom #2 -- Twin Bedroom #2 - two twin beds, garden views, and shares a bathroom with Queen Bedroom #2 The owner does not charge an extra fee for spa heat. The pool itself is not heated; even the Ritz-Carlton and Westin hotels do not heat their pools in winter this far south. Weddings and events are permitted. An event fee and an additional refundable damage deposit apply. Notes: Additional kayaks are available for discounted rental. Signed waiver is required. ***Rate Details*** -- 13% Occupancy Tax added to all rates. -- 12.90% Villa Concierge & Service Fee is added to all rates. -- A Cleaning Fee is added to all rates. ***Booking Rules*** -- Christmas & New Year’s dates are split into two rental periods. Please inquire about your travel dates before booking. -- Shorter stays may be available but subject to a higher cleaning fee. Please inquire before booking. -- Weddings and events with a max of 50 guests permitted with prior written approval and a nonrefundable $2,500 event fee -- Must be 25 or older to book and must occupy the property during the entire stay. -- Check-in is at 3:00 pm. -- Check-out is at 10:00 am. ***Property Manager Guest Services*** The following perks are provided throughout your stay. Member Benefits -- Complimentary use of snorkel equipment -- Complimentary pack-n-plays, booster seats, & baby gates -- 10% Early Bird Discount towards a private charter -- Exclusive 10% guest discount card good at local restaurants and businesses -- Centralized on-island Guest Services & Welcome Center -- Unlimited use of Private Fitness Center (18+ yrs.) -- Business Center Access: computers, printer, scanner, & FedEx/DHL supplies -- Guest parcel receipt & hold for check-in -- Jacques Scott Wine & Spirits pre-order & hold for check-in -- Referral to preferred vendors, guest services desk assistance -- Airport arrival Fast-Track VIP Process (fee charged by CAA) -- Special event/dinner reservations At-Villa Benefits -- Welcome amenity basket -- Complimentary early check-in, if no check-out on the same day -- Day-after-arrival guest services follow-up -- Gilchrist & Soames bath products -- Pre-stocking of groceries & beverages (delivery fee applies) -- Arrange chefs, cooks, babysitting & family photography -- $2,500 of Accidental Villa Damage Protection -- Additional kayaks available for discounted rental* *Signed waiver required. ***Beach Notes*** All beaches in Grand Cayman are technically public, since the Crown extends to the high-water mark. Be advised that the beach or water entry behind your property may vary slightly from the images displayed due to shifting weather and tide patterns. The next-door beach is also always available for your use. We advise guests to wear foot protection (pool socks or aqua shoes) when entering the ocean to avoid injury on coral heads, ironshore, or rocks. ***Ocean Debris & Sargassum Seaweed*** Beaches in Grand Cayman may also experience floating ocean debris and sargassum weed seasonally. Sargassum is a generally harmless floating seaweed that has increased in frequency in recent years. Although sargassum is an unsightly nuisance, it is largely seasonal in summer. Our owners do make efforts to remove heavy sargassum and will have the beach raked before your arrival. Should sargassum be extremely heavy behind your property, we will reach out to the owner for alternative solutions, which may include a partial refund or relocation. We try our best to work around Mother Nature.

The Mastic Cottage Collection | 7BR Estate on North Side

North Side, Grand Cayman, KY
7 Bedrooms 14 Guests
Feb 28 - Mar 3
$1,357 night

The Mastic Cottage Collection is a private 7 bedroom, 6.5 bath estate on Grand Cayman’s peaceful North Side, combining three distinct cottages—Chapel, Cana, and Sunnyhill—across 11 lush acres. Designed for multi family vacations, reunions, and small retreats, this ground floor collection sleeps up to 14 guests and offers a tranquil, nature immersed setting just a short stroll from the Caribbean Sea and uncrowded beaches. With private pools, tropical architecture, and shared trails and outdoor spaces, it’s an exceptional choice for groups seeking privacy, space, and a slower island pace. ESTATE OVERVIEW THE MASTIC COTTAGE COLLECTION – 7 Bedrooms | 6.5 Bathrooms | Sleeps 14 Your exclusive estate includes: • Mastic Sunnyhill Cottage – 3 bedrooms, 2.5 bathrooms • Mastic Chapel Cottage – 2 bedrooms, 2 bathrooms • Mastic Cana Cottage – 2 bedrooms, 2 bathrooms Set within an 11 acre private, gated estate just off the Cayman Mastic Trail, the property is surrounded by native trees, birdlife, and walking paths. Guests can enjoy a private nature trail on the grounds, then venture out to explore the nearby Mastic Trail, North Side coastline, and beaches. The layout is ideal for larger families, multi generational trips, and groups who want to be together but still enjoy their own cottages and pools. EXPLORE THE COTTAGES THE MASTIC CHAPEL COTTAGE – 2BR | 2BA Chapel Cottage blends modern comfort with a unique, chapel inspired design. • Ground floor main cottage with open concept living, dining, and fully equipped kitchen (stainless appliances + wine cooler) • Large primary suite with king size bed and ensuite bathroom • Separate smaller cottage nearby with queen size bed, flat screen TV, and ensuite bath—ideal for a second couple or older children • Smart projection TV in living room, Netflix and Apple TV, central A/C, and Wi Fi • Private sand entry pool (up to 4 ft deep), BBQ, lounge area, and complimentary bikes Perfect for: two couples traveling together or families with older kids who want a mix of privacy and shared spaces. THE MASTIC CANA COTTAGE – 2BR | 2BA Cana Cottage combines Caribbean inspired architecture with modern amenities and a strong indoor–outdoor feel. • Main cottage with high ceilings, synthetic thatch roof, and tropical ambience • Primary bedroom with king size bed and ensuite bath with walk in shower • Open concept kitchen with stainless appliances, dining area, and cozy seating with large smart TV (Netflix, Apple TV) • Separate suite connected via covered breezeway: king size bed, queen sleeper sofa, ensuite bath, and its own TV • Screened in private pool (max depth 4 ft) with poolside bar, BBQ grill, hammock, covered palapa, and outdoor dining/seating • Wi Fi and complimentary bikes for exploring Perfect for: two couples, or a couple plus older children/teens who appreciate their own suite. THE MASTIC SUNNYHILL COTTAGE – 3BR | 2.5BA Sunnyhill is the main “family cottage,” with a more traditional home layout and flexible sleeping. • Primary bedroom with king size bed, flat screen smart TV, dressing room, and ensuite bath with walk in shower • Second bedroom with queen size bed • Third bedroom with twin bunk beds, ideal for children or two individuals sharing • Shared bathroom with walk in shower for bedrooms two and three • Additional half bath off the main living area • Den/office space for remote work or a quiet reading corner The main living area features: • Fully equipped modern kitchen • Comfortable living room with smart TV (Netflix, Apple TV) • Central air conditioning and Wi Fi throughout • Outdoor BBQ and lounge areas surrounded by tropical landscaping Perfect for: families with children, or the “hub” cottage for the group. AMENITIES & INCLUSIONS Each cottage is thoughtfully outfitted so large groups can focus on relaxing, not logistics. ACROSS THE ESTATE YOU’LL FIND: • High quality furnishings and linens • Bath towels and beach towels • Bathroom amenities: shampoo, conditioner, and soap • Fully equipped kitchens with stainless steel appliances • Air conditioning and Wi Fi • Smart TVs with Netflix and Apple TV in living rooms and primary bedrooms • Outdoor seating areas for relaxation and al fresco dining • BBQ grills and shaded lounging spaces • Complimentary bikes for guest use SERVICES & EXTRAS • Complimentary mid stay cleaning service for stays of seven nights or more • Children welcome; pack ’n play and high chair available on request • Parties and weddings require prior consent—please share details and obtain approval before planning events on the estate WHY CHOOSE THE MASTIC COTTAGE COLLECTION? This collection is designed for extended families, multi family groups, and friends traveling together who want: • Separate, self contained cottages for privacy, each with its own character and amenities • Shared outdoor spaces and private pools (for Chapel and Cana) that are close enough for connection but not on top of each other • A quiet, nature rich setting away from resort crowds, while still being a short drive to North Side and East End beaches and attractions • Flexible layouts that can accommodate up to 14 guests comfortably across 7 bedrooms DINING & NEARBY AREA – NORTH SIDE & RUM POINT Old Man Bay and the North Side offer a laid back, local dining scene with some very popular spots within a short drive. VERY CLOSE (OLD MAN BAY / NORTH SIDE) • Over the Edge – Long time North Side favorite right on the water with Caribbean dishes, seafood, and a casual bar atmosphere. • The Caboose – Well reviewed local spot in Old Man Bay known for Caribbean flavors and easy, relaxed vibes. • Other local stands and cafes – Small, authentic stops for Caymanian bites along the North Side and into East End. RUM POINT & CAYMAN KAI (ABOUT 10–15 MINUTES) • Rum Point Club – Casual beachfront restaurant and bar with pizzas, beach fare, and the island famous Mudslide. • Kaibo Beach Restaurant & Upstairs Restaurant – Beachfront dining downstairs and a more refined experience upstairs, popular for sunset dinners and cocktails. You’re also within an easy drive of water based activities at Rum Point and Cayman Kai, including boat charters, snorkeling trips, and sandbar excursions. GETTING THERE Northside is roughly 30 km from Owen Roberts International Airport, typically about 30–40 minutes by car depending on traffic and stops along the way. GROCERIES, SUNDAY CLOSURES & PRACTICAL DETAILS Nearby grocery options such as Foster’s Express and Chisholm’s Grocery are about 10 minutes away by car. Larger supermarkets are also convenient stops on the drive from the airport. Supermarkets are closed on Sundays in Cayman, though most restaurants and gas stations remain open, and some gas stations sell liquor on Sundays. Grocery items can also be pre-ordered and delivered before arrival. Chisholm’s Market is on the Northside, and is open 7 days a week, and is well stocked with food, supplies, beer, wine & liquor. 10 minutes from the condo. TRANSPORTATION • A rental car is highly recommended for this area so guests can easily explore Grand Cayman at their own pace. • Many guests book directly with trusted local providers such as Marshall’s Rent-A-Car, Andy’s Rent-A-Car, or compare options through Kayak. • Due to limited public transportation in Northside, having a car offers the greatest convenience and flexibility. ACCESSIBILITY & PARKING • Accessibility: Ground floor condo complex • Parking: Complex parking available. CHECK IN & CHECK OUT After booking, you’ll receive detailed arrival information by email, and your unique door code before arrival. Check in is any time after 4:00 PM with keyless entry; early check in may be possible depending on cleaning schedules and can be confirmed with the property manager closer to arrival. Check out is self service at 11:00 AM, with clear instructions provided; late check out is only available if pre arranged, as time is needed to prepare for incoming guests. TRAVEL INSURANCE Travel insurance is recommended, especially during hurricane season from August through October, to help protect against trip interruptions and weather-related disruptions. Mastic Chapel Cottages https://my.matterport.com/show/?m=PjLFDjYzi2u&help=1&brand=0&nt=tab&title=0&guides=0&play=1 License number: CC-019

Willow Beach

North Side, KY
4 Bedrooms 12 Guests
Sep 20 - 25
$799 night

*** PROPERTY OVERVIEW *** On the quiet North Side of Grand Cayman, you will find this newly built and freshly decorated bespoke villa. Welcome to Willow Beach! This spacious 4-bedroom, 4-bath villa sits on an elevated ridge overlooking a sandy beachfront with amazing backyard snorkeling. Water entry requires fins or pool shoes, as there are rocky ironshore areas along the waterline. Overlooking the ocean, the villa’s freshwater pool and tiled deck are elevated for enhanced privacy. Ample deck furniture, an outdoor shower, artificial grass terraces, plus an outdoor kitchen with a propane grill make for easy island living. The spacious open-concept great room links the living, dining, and kitchen areas with mesmerizing ocean views throughout. Quality furnishings and decor have been used throughout the property for an elegant and contemporary feel. The living area is furnished with a plush sectional sofa and high-definition Samsung Frame television with Cable programming & Sonos soundbar. Folding glass doors provide seamless indoor/outdoor living, allowing you to fill the great room with unobstructed oceanfront views. Each master suite has a vaulted ceiling, a king bed, and a large bathroom with ocean views! The gourmet kitchen comes equipped with modern appliances and everything needed to prep and serve a homemade meal. The formal dining table seats 10 guests easily, while the veranda dining table seats 6. The owner also provides a beachfront picnic table for seaside meals, with your toes in the sand. The villa’s 4-bedroom suites are separated by the great room, with 2 bedrooms on opposite ends of the home. **Sleeping Arrangements** (Licensed to sleep 12 guests or 8 adults max.) -- East Suite: oceanfront views, king bed, walkout access to the beach, vaulted ceilings, dual nightstands, ensuite with dual vanity, soaking tub, plus an open shower with water wand. -- Bunk Suite #1: queen bed + 2 upper twin bunk beds, island views, ensuite with shower. -- Bunk Suite #2: queen bed + 2 upper twin bunk beds, island views, ensuite with shower. -- West Suite: oceanfront views, king bed, walkout access to the beach, vaulted ceilings, dual nightstands, ensuite with dual vanity, soaking tub, plus an open shower with water wand. -- Bunk beds are suitable for children only. Willow Beach is equipped with high-speed internet for work-from-home professionals and multiple streaming devices. Only 10 minutes from the Rum Point Club to the west, Willow Beach is very convenient to a small grocery store, a handful of restaurants, and our Guest Services Welcome Center with a private fitness center. Click the Map tab for other nearby attractions. With its private pool, modern interiors, and central location on North Side, Willow Beach is an ideal home-away-from-home in the Caribbean, with plenty of style. *Note: Single and tandem kayaks are available for discounted rental. A signed waiver is required. ======= ***RATE DETAILS*** -- 13% Occupancy Tax added to all rates. -- 10% Guest Service Fee is added to all rates. -- Accidental Damage Protection added to all rates. -- A Departure Cleaning Fee is required for all stays. ***BOOKING RULES*** -- Christmas & New Year’s dates are split into two rental periods. Please inquire about your travel dates before booking. -- Shorter stays are welcome but subject to a higher cleaning fee. Please inquire to book. -- Must be 25 years or older to book and must occupy the property during the entire stay. *** GUEST SERVICES *** The Service Fee includes your Guest Services Membership. Member Benefits -- Complimentary use of snorkel equipment during your stay -- Complimentary pack-n-plays, booster seats, & baby gates -- 10% Advance Booking Discount towards a private charter -- Guest discount card for 10% savings with local vendors. -- Complimentary early check-in, if no check out on same day -- Centralized on-island Guest Services & Welcome Center -- Unlimited use of our private fitness center (18+ yrs.) -- Business Center Access: computers, printer, scanner, & Fedex/DHL supplies -- Referral to preferred vendors, guest services desk assistance -- Single or tandem kayaks available at discounted rates; signed waiver required. ================= ***Nearby Points of Interest*** -- 2-minute drive west to the nearest grocer, Chisholm’s Grocery -- 2-minute drive east to Over the Edge restaurant and Cayman Crystal Caves -- 3.5 miles from our Guest Services Welcome Center, plus Jacques Scott Wine & Spirits -- 6 miles west to the Rum Point Club and the Bioluminescent Bay -- 6.5 miles to the Kaibo Beach Bar & Grill & Starfish Point -- 7 miles east to the nearest supermarket, Foster’s Express, plus The Italian Kitchen, and two beach resorts, Morritt’s and The Reef. -- 9.5 miles to Tukka East Restaurant & Bar and the Cayman Parrot Sanctuary -- 10 miles to La Casita Taco & Tequilla Bar -- 21 miles (39-minute drive) to Owen Roberts Airport (GCM) ***Getting Around*** A rental car is highly recommended. Taxi cabs are unreliable and expensive outside of town and Seven Mile Beach. Plus, there is no Uber or Lyft on the island. For rental cars, we recommend Budget Cayman, Avis, or Marshalls. ***Beach Notes*** All beaches in Grand Cayman are technically public since the Crown owns up to the high watermark. Be advised, the beach or water entry behind your property may vary slightly from the images displayed due to shifting weather and tide patterns. The next-door beach is also always available for your use. We advise guests to wear foot protection (pool socks or aqua shoes) when entering the ocean to avoid injury on coral heads, ironshore, or rocks. ***Ocean Debris & Sargassum Seaweed*** Beaches in Grand Cayman may also experience floating ocean debris and sargassum weed seasonally. Sargassum is a harmless floating seaweed that has increased in frequency during the summer. Our owners make efforts to remove heavy sargassum and will have the beach raked prior to your arrival. Should sargassum weed be extremely heavy behind your property, we will reach out to the owner for alternative solutions which may include a partial refund or relocation. We try our best to work around Mother Nature.

SunRays Villa

Rum Point, KY
8 Bedrooms 22 Guests
Sep 21 - 26
$3,393 night

===> PROPERTY OVERVIEW <=== Welcome to SunRays, a newly built, luxury oceanfront estate located directly on a barefoot beach with calm waters and sunset views. This magnificent new villa lacks nothing and checks just about every box imaginable for a sumptuous island vacation. The vacation experience for our Luxury Platinum Collection villas begins with a group airport greeting by a professional chauffeur and a 28-seat mini-coach (7-day min stay). Our on-island hospitality team can coordinate the delivery of your rental vehicles to the villa in advance. The villa’s driveway has plenty of off-street and covered parking for 4-5 vehicles. Located in the resort neighborhood of Cayman Kai, guests can expect very light vehicle traffic and short walking distances to the Rum Point Club, and the Kaibo. A luxe beach dining destination, Kaibo provides casual beachfront dining or elegant fine dining across two restaurants. Kaibo also features watersport rentals and ferry service to Camana Bay for day trips. Pre-stocking the villa with groceries and beverages is also a popular choice by our guests, as is having our team coordinate in-villa dining with a private chef, or family-style cook, for a few nights. Brunch service can also be arranged. SunRays is a three-story villa measuring 7,200 square feet indoors with another 5,000 square feet of outdoor living and entertaining areas. The oceanfront lanai overlooks the pool and white-sandy beachfront with a private dock and putting green. Hone your chipping and putting game amid sunny oceanfront views. The outdoor kitchen and dining area are screened. The pool and spa areas are elevated to offer privacy from any passersby on the beach as well as amazing sunset views at cocktail hour while sitting on the submerged bench seats in the pool or spa (the spa is heated Nov 15 - Apr 15). SunRays offers privacy, luxury amenities, and convenience as well as a quintessential barefoot swimming beach and private dock all with on-island hospitality support. ***Sleeping Arrangements*** (Licensed to sleep 22 Guests; 18 Adults max.) -- Bedroom Suite #1 - lower level, ocean views, king bed, SmartTV, walk-out access to the pool deck, walk-in closet, grand ensuite with double vanity, walk-in tiled shower, soaking tub, and walk-out stone-walled outdoor shower. -- Bedroom Suite #2 - lower-level, island views, two queen beds, SmartTV, closet, ensuite with single vanity, and walk-in shower with shower wand and rainfall shower head; sleeps 4. -- Bedroom Suite #3 - upper-level, elevated ocean views, king bed, walk-out access to a shared balcony, SmartTV, walk-in closet, guest safe, grand ensuite bathroom with double vanity, walk-in tiled shower with rainfall shower head, and soaking tub. -- Bedroom Suite #4 - upper-level, elevated ocean views, king bed, walk-out access to a shared balcony, walk-in closet, SmartTV, grand ensuite bathroom with double vanity, walk-in tiled shower, and soaking tub. -- Bedroom Suite #5 - upper-level, island views, king bed, double closets, SmartTV, ensuite bath with single vanity, and large shower/tub combo. -- Bedroom Suite #6 - upper-level, island views, queen bed, walk-in closet, SmartTV, ensuite bath with single vanity, and shower. -- Bedroom Suite #7 - upper-level, island views, two sets of full-over-full bunks, dresser, closet, SmartTV, beanbag chairs, ensuite bath with single vanity, and tiled shower; ideal for 6 children or 2 adults max. -- Bedroom Suite #8 - loft level via a private staircase, elevated ocean views, king bed, walk-out access to a private balcony, SmartTV, desk with chair, small coffee and beverage station, ensuite with double vanity, and tiled shower. ***INCLUDED SERVICES*** -- Airport greeting, baggage assistance, and group transportation by motorcoach upon arrival and departure (7-night stay required) -- At-villa property manager greeting day of arrival -- Mid-week light housekeeping (7-day stay min), linen-change weekly -- Silver Thatch services for pre-planning and concierge items -- Access to a private fitness center at Silver Thatch (Guests and Owners only) -- On-island manager for any maintenance or equipment operating questions -- In-villa chefs, cooks, servers, masseuses, and yoga instructors are available for private hire. ***IMPORTANT NOTES*** -- A Cleaning Fee is included due to enhanced cleaning, sanitation, and inspection protocols. -- Additional tandem kayaks and stand-up paddleboards (SUPs) are available for discounted rental. A signed waiver is required. ===> RATE DETAILS <=== -- 13% Occupancy Tax added to all rates. -- 12.90% Service Fee added to all rates. -- 3.50% Admin Fee added to all rates. -- A Departure Cleaning Fee is added to all rates. -- Owner requires a $2,500 refundable excess cleaning and damage deposit. -- The refundable deposit will be processed 30 days prior to arrival and released back to the card provided 7 days after departure pending any damages. ==> BOOKING RULES <=== -- Guests must be 25 years or older to book and must occupy the unit during the entire stay. -- Check-in: 4:00 pm. -- Check-out: 10:00 am. ===> NEARBY POINTS OF INTEREST <=== -- Across the street from the island’s Bioluminescent Bay -- Short walk up the road to Rum Point Club -- 1.1 miles south to the Kaibo Beach Bar & Grill -- 1.6 miles south to Starfish Point -- 4.4 miles to the nearest general store, Chisholm’s Grocery -- 6.2 miles east to Over the Edge restaurant -- 9 miles from Property Manager Welcome Center -- 12.6 miles to the nearest supermarket, Foster’s Market -- 26 miles (50 min drive) from Owen Roberts Airport (GCM) ==> GETTING AROUND <== A rental car is highly recommended. Taxi cabs are unreliable and expensive outside of town and Seven Mile Beach. Plus, there is no Uber or Lyft on the island. For rental cars, we recommend Budget Cayman, Avis, Marshalls, or Hertz. ==> DAY TRIPPING <== Cayman Ferries operates daily water taxis departing from the Kaibo Marina to Camana Bay. Perfect for day trips to Seven Mile Beach or shopping excursions at Camana Bay. Download their app to purchase your tickets in advance. Just be sure to make it back for the return voyage across the sound! ==> BEACH NOTES <== All beaches in Grand Cayman are technically public since the Crown owns up to the high watermark. Be advised, the beach or water entry behind your property may vary slightly from the images displayed due to shifting weather and tide patterns. The next-door beach is also always available for your use. We advise guests to wear foot protection (pool socks or aqua shoes) when entering the ocean to avoid injury on coral heads, ironshore, or rocks.

Coastal Charm

North Side, KY
3 Bedrooms 9 Guests
Sep 14 - 19
$604 night

***Property Description*** Welcome to Coastal Charm, a newly constructed 3-bedroom home nestled along Grand Cayman’s tranquil North Side. Thoughtfully designed with modern coastal elegance, this inviting retreat offers the perfect blend of comfort, style, and island serenity—ideal for families or small groups seeking a relaxing Caribbean escape. Step inside to an airy open-concept living space where floor-to-ceiling glass doors frame sweeping ocean views, filling the home with natural light. The seamless flow between the living area, dining area, and gourmet kitchen creates a welcoming gathering space. The kitchen features high-end appliances, a spacious island with seating, and everything needed to prepare meals with ease—whether you’re enjoying a casual breakfast indoors or an island cookout at sunset. The living area is designed for both comfort and style, with plush seating, warm natural textures, and calming neutral tones that reflect the beauty of the surrounding coastline. The home is equipped with central air conditioning, fiber optic wifi, and cable SmartTVs to keep you cool and connected during your stay. Just beyond, the tropical outdoors invites you to unwind, with a private pool, lounge seating, and reef-protected snorkeling in the crystal-clear Caribbean waters—perfect for swimming, kayaking, or simply soaking in the view. Coastal Charm offers three well-appointed bedroom suites designed for cloud-nine comfort. Each room provides a peaceful retreat after a day in the sun, with quality furnishings and a soothing coastal aesthetic. **Sleeping Arrangements** (Sleeps 9 guests, 6 adults max) -- Bedroom 1: lower level, ocean view, king bed, HD TV, walk-out access to pool deck, ensuite with double vanity and shower. -- Bedroom 2: upper level, ocean view, king bed, HD TV, ensuite with shower. -- Bedroom 3: upper level, ocean view, twin over queen bunk bed, HD TV, ensuite with shower. -- Additional Bedding: sleeper sofa in upper den, suitable for 2 children only. Located in the peaceful North Side, Coastal Charm offers a more secluded island experience while still being within easy driving distance of local attractions, dining, and adventure. Spend your days at the Rum Point Club snorkeling along the pier, dining with your toes in the sand, or staying in for a relaxing day in your oceanfront oasis. Whether you’re seeking quiet mornings by the water, memorable family antics, or a stylish island getaway, Coastal Charm delivers a refined yet laid-back Caribbean experience you won’t forget. *Notes: 1) Housekeeping can be added after booking; 2) Cruiser bikes for adults and kids, plus kayaks, are available for discounted rental. A signed waiver is required. =================== ***NEARBY ATTRACTIONS*** -- 2-minute drive east to the nearest grocery, Chisholm’s Grocery. -- 6-minute drive east to Over the Edge restaurant and Cayman Crystal Caves -- 7-minute drive west to Rum Point Beach and Bioluminescent Bay -- 9-minute drive west to the Kaibo Beach Bar & Grill & Starfish Point -- 10-minute drive from our Welcome Center -- 15-minute drive to the nearest supermarket, Foster’s Express -- 19-minute drive to Tukka East Restaurant & Bar and the Cayman Parrot Sanctuary -- 21-minute drive to La Casita Taco & Tequilla Bar -- 45-minute drive from Owen Roberts Airport (GCM) ***GETTING AROUND*** The entire island is only 22 miles wide, so you are never too far from anywhere on Grand Cayman. However, a rental car is highly recommended. Taxis are unreliable and expensive beyond Seven Mile Beach. Plus, there is no Uber or Lyft on the island. For rental cars, we recommend Budget Cayman, Avis, or Marshalls. We’ll provide a 20% promo code for any rentals at Budget Cayman after booking. You can also rent kids’ or adult bikes to cruise the shoreline. Helmets and locks provided. ***RATE DETAILS*** -- 13% Occupancy Tax added to rates. -- 10% Guest Service Fee added to rates. -- Accidental Damage Protection added to rates. -- A Departure Cleaning Fee is required for all stays. ***BOOKING RULES*** -- Christmas & New Year’s dates are split into two rental periods. Please inquire about your travel dates before booking. -- Shorter stays are welcome but subject to a higher cleaning fee. Please inquire to book. -- Must be 25 years or older to book and must occupy the property during the entire stay. ***VILLA CLEANING*** All villas are cleaned and sanitized before each guest’s arrival. We also ask our owners to provide a starter supply of extra cleaning products. Additional housekeeping services can be purchased after booking in 3-hour time blocks. Scheduling will be coordinated with your property manager on arrival. ***BEACH NOTES*** All beaches in Grand Cayman are technically public since the Crown owns up to the high-water mark. The shoreline quality behind your property may vary slightly from the images on our website due to shifting tides and weather patterns. The beach next door is also always available for your use. The homes on the oceanfront in Rum Point offer great reef-protected snorkeling. The beaches usually have plenty of white sand, but can also have spots of rocky “ironshore”. We recommend wearing pool shoes or fins for foot protection. The big draw to this area is the Rum Point Club, a public beachfront destination with beach service, food + drinks, a gift shop, excursions, and snorkeling. Also nearby is the Kaibo, another seaside dining spot with a cafe, beach bar & grill, and a fine dining restaurant. ***OCEAN DEBRIS & SARGASSUM*** Beaches in Grand Cayman may also experience floating ocean debris and sargassum weed seasonally. Sargassum is a generally harmless floating seaweed that has increased in frequency in recent years. Although sargassum is an unsightly nuisance, it is largely seasonal in summer. Our owners do make efforts to remove heavy sargassum and will have the beach raked prior to your arrival-- we try our best to work around Mother Nature.

Kailypso

Rum Point, KY
3 Bedrooms 8 Guests
Sep 14 - 19
$719 night

***Property Overview*** Welcome to Kailypso, a newly renovated 3-bedroom beachfront villa in Cayman Kai located on Bio Bay. Measuring over 2,800 square feet with spectacular outdoor spaces, renovated interiors, and a secluded beach, this popular villa is the perfect destination for family vacations and group getaways. Nestled among tall palm trees and lush tropical plants, Kailypso’s waterfront pool and patio create a tropical oasis. Plenty of loungers dot the pool deck for sunbathers to kick back and work on their tans. After hours under the sun, cool off with a refreshing dip in the pool or seek shade on the screened-in porch. A concrete pathway leads you down from the pool deck onto a soft sandy beach with a private boat dock. Beach lovers will love this slice of paradise. Take full advantage of the villa’s private dock by booking a charter to Stingray City. Request to be picked up and dropped off right on your dock for the ultimate charter experience! Two single kayaks are provided during your stay. During the day, launch from the dock and explore the calm surrounding waters of Cayman Kai. Then, on moonless nights, take the kayaks out and watch the water glow with light as you paddle. Bio Bay is one of the few bioluminescent bays in the world making it an unforgettable experience. Kailypso’s three bedrooms include a primary suite with an ensuite bathroom and two additional bedrooms with a shared bathroom between them. ***Sleeping Arrangements*** (Sleeps 8 guests total, 6 adults max) -- Bedroom 1: primary suite, king bed, waterfront views, television, walk-out access to the screened porch, ensuite with double vanity and shower. -- Bedroom 2: king bed, waterfront views, television, walk-out access to the screened porch, shares hall bathroom furnished with shower. -- Bedroom 3: queen bed + bunk bed for kids (not pictured), garden views, shares hall bathroom furnished with shower. Kailypso’s interiors feature an open-concept great room with living and dining areas furnished in light tropical decor. The formal dining table seats 6 and is adjacent to the kitchen with waterfront views. A galley kitchen comes equipped with modern appliances including a microwave and dishwasher, plus cookware, dishes, glassware, and cutlery. A full-width screened porch sits off the great room leading out to the pool deck. The porch is furnished with comfortable seating areas and a patio dining table with seating for 8. A propane grill and outdoor dining table, with seating for 6, sit on the pool deck and are perfect for island cookouts under the stars. Finally, Kailypso’s location puts it at the center of all the best that Cayman Kai has to offer, minus the crowds. Guests can walk to the Rum Point Club, The Kaibo, or Starfish Point. With a great location and fabulous outdoor amenities, it’s easy to see why guests love Kailypso! ***IMPORTANT NOTES*** -- The boat photographed at the dock is not included with the villa, however, a boat rental can be arranged. -- Cruiser bicycles, plus additional kayaks and stand-up paddleboards (SUPs) are available for discounted rental. Signed waiver required. ================ **Nearby Attractions*** -- Villa is located on Cayman’s Bioluminescent Bay -- 13-minute walk to beachfront dining at the Rum Point Club or The Kaibo Beach Bar & Grill -- 20-minute walk to Starfish Point -- 5 miles to the nearest grocery store, Chisholm’s Grocery -- 6 miles to Over the Edge restaurant -- 7 miles to Cayman Crystal Caves -- 9 miles to our Property Manager Welcome Center -- 13 miles to the nearest supermarket, Foster’s Express -- 26.5 miles (50 min drive) from Owen Roberts Airport (GCM) ***Getting Around*** A rental car is highly recommended. Taxi cabs are unreliable and expensive outside of town and Seven Mile Beach. Plus, there is no Uber or Lyft on the island. For rental cars, we recommend Budget Cayman, Avis, or Marshalls. ***Day Tripping*** Cayman Ferries operates daily water taxis departing from the Kaibo Marina to Camana Bay. Perfect for day trips to Seven Mile Beach or shopping excursions at Camana Bay. Download their app to purchase your tickets in advance. Just be sure to make it back for the return voyage across the sound! ================ ***Rate Details*** -- 13% Occupancy Tax added to all rates. -- 10% Guest Service added to all rates. -- Accidental Damage Protection added to all rates. -- A Departure Cleaning Fee is added to all stays. ***Booking Rules*** -- Christmas & New Year’s dates are split into two rental periods. Please inquire about your travel dates before booking. -- Shorter stays may be available but subject to a higher cleaning fee. Please inquire before booking. -- Must be 25 or older to book and must occupy the property during the entire stay. ***Property Manager Guest Services*** The 10% Guest Service Fee includes your Guest Services Membership. Member Benefits -- Free snorkel equipment (mask, fins, & snorkel) during your stay -- Complimentary pack-n-plays, booster seats, & baby gates -- 10% Advance Booking Discount towards a private Stingray City snorkel charter -- Guest Benefit Card for 10% discounts at local restaurants, bars, watersports providers, and more! -- Complimentary early check-in, if no check-out on the same day -- Centralized on-island Guest Services & Welcome Center -- Unlimited use of Private Fitness Center (18+ yrs.) -- Business Center Access: computers, printer, scanner, & FedEx/DHL supplies -- Referral to preferred vendors, guest services desk assistance -- Additional kayaks and stand-up paddleboards (SUPs) available for discounted rental* *Signed waiver required. =================== ***Villa Cleaning & Sanitation*** All villas are cleaned and sanitized before each guest’s arrival. We also ask our owners to provide a starter supply of extra cleaning products. Additional housekeeping services can be purchased after booking in 3-hour time blocks. Scheduling may be coordinated with your property manager upon arrival. ***Beach Notes*** All beaches in Grand Cayman are technically public since the Crown owns up to the high watermark. Be advised, the beach or water entry behind your property may vary slightly from the images displayed due to shifting weather and tide patterns. The next-door beach is also always available for your use. We advise guests to wear foot protection (pool socks or aqua shoes) when entering the ocean to avoid injury on coral heads, ironshore, or rocks. ***Ocean Debris & Sargassum Seaweed*** Beaches in Grand Cayman may also experience floating ocean debris and sargassum weed seasonally. Sargassum is a generally harmless floating seaweed that has increased in frequency in recent years. Although sargassum is an unsightly nuisance, it is largely seasonal in summer. Our owners do make efforts to remove heavy sargassum and will have the beach raked prior to your arrival. We try our best to work around Mother Nature.

Vacation Rentals in Bodden Town by Amenities & Features

Get to Know Bodden Town

Bodden Town, nestled on the southern coast of Grand Cayman in the Cayman Islands, is a destination that offers travelers a serene escape with a touch of historical charm. As the first capital of the Cayman Islands, Bodden Town is steeped in history, with remnants of its past still visible today. Visitors can explore the Mission House, a site that provides insight into the lives of early Caymanian settlers and their cultural heritage. For those who seek a connection with nature, Bodden Town does not disappoint. The town is close to some of the most beautiful beaches on the island, where the crystal-clear waters of the Caribbean Sea invite snorkeling, swimming, and sunbathing. The nearby Mastic Trail is a highlight for eco-tourists, offering a hike through a native mangrove swamp and ancient dry forest, which is home to a variety of endemic flora and fauna. Culinary enthusiasts will enjoy the local eateries that serve up traditional Caymanian dishes, including fresh seafood and savory stews. The town's laid-back atmosphere extends to its dining experiences, where you can enjoy a meal with your feet in the sand, overlooking the ocean. Art and culture are also part of Bodden Town's allure. The town has a growing arts scene, with local artisans showcasing their work, from traditional crafts to contemporary art pieces. Visitors can take a piece of Caymanian culture home with them by visiting the local galleries and craft shops. For those interested in diving, Bodden Town is conveniently located near some of the island's best dive sites, including the famous shipwrecks and coral reefs that make the Cayman Islands a world-class diving destination. The clear waters and abundant marine life provide an underwater spectacle that is both exhilarating and serene. Bodden Town's charm lies in its quiet, unassuming character, offering a more authentic and peaceful experience compared to the bustling tourist hotspots. It's a place where travelers can slow down, immerse themselves in local culture, and enjoy the natural beauty of the Cayman Islands. Whether you're looking to delve into the island's history, relax on pristine beaches, or embark on an eco-adventure, Bodden Town is a destination that promises a memorable and enriching experience.
Bodden Town, nestled on the tranquil shores of the Cayman Islands, offers a quintessential tropical climate that is warm and inviting year-round. The weather here is characterized by a wet and a dry season, with consistent temperatures that make it a delightful destination for sun-seekers and beach enthusiasts. The dry season, running from November to April, is the most popular time to visit. During these months, you can expect warm, sunny days with average temperatures ranging from 75°F to 85°F (24°C to 29°C). Humidity is lower, and the breezes are gentle, making it the perfect climate for lounging on the beach, snorkeling, or exploring the island's natural and historical sites. The wet season, from May to October, sees higher humidity and increased rainfall, with short, intense showers typically occurring in the afternoons. Despite this, temperatures remain warm, hovering between 80°F and 90°F (27°C to 32°C). The rain often comes in quick bursts and is usually followed by sunshine, allowing for continued enjoyment of outdoor activities. This season also brings the possibility of tropical storms or hurricanes, particularly from August to October, so it's wise to keep an eye on weather forecasts if traveling during this period. The peak of pleasant weather is often found in the shoulder months of May and November. These times offer a blend of the dry season's warmth with fewer tourists and often more competitive travel rates. The water temperatures are also consistently warm, making any time a good time for swimming and water sports. For those looking to avoid the crowds and experience Bodden Town's natural beauty with optimal weather conditions, planning a trip during the late dry season, from March to April, is ideal. The weather is sublime, with plenty of sunshine and a lower chance of rain, allowing visitors to fully immerse themselves in the outdoor adventures and relaxation that the Cayman Islands are famous for.
Bodden Town, the former capital of the Cayman Islands, offers a serene and culturally rich experience for travelers interested in the arts, history, and local customs. This coastal town, nestled on the southern side of Grand Cayman, provides a more laid-back and authentic experience compared to the bustling Seven Mile Beach area. Begin your cultural exploration at the Mission House, a historic site that gives insight into the lives of early Caymanian settlers and their way of life. The house has been restored to reflect the 18th and 19th centuries, offering a glimpse into the island's missionary and educational history. Art enthusiasts will appreciate the local galleries where they can admire and purchase works by Caymanian artists. These galleries showcase a range of art forms, from traditional to contemporary, reflecting the vibrant and diverse culture of the islands. The visual arts scene in Bodden Town is intimate yet burgeoning, with local artists often drawing inspiration from the stunning natural beauty and cultural heritage of the Cayman Islands. For those interested in live music, Bodden Town is a place where you can enjoy the soothing sounds of calypso, reggae, and other Caribbean rhythms. Local venues and events often feature live bands and musicians, providing an authentic soundtrack to your Cayman Islands experience. History buffs will find the Bodden Town Pirates Caves intriguing. These limestone caves were once believed to be hideouts for pirates and are steeped in local lore. A visit here combines the natural geological wonders with the island's colorful past. Local customs are best experienced during traditional Caymanian events and festivals, which Bodden Town actively participates in. Travelers can immerse themselves in events such as the Pirates Week Festival, where the entire island celebrates its pirate legends with parades, music, and dance. The Taste of Cayman Food and Drink Festival is another event where one can indulge in local cuisine and learn about the culinary customs of the island. While Bodden Town may not have the extensive range of museums and art galleries found in larger cities, its charm lies in its authentic representation of Caymanian culture. The town's slower pace allows visitors to deeply engage with the local community, learn about the island's history firsthand, and experience the arts in a setting that is both tranquil and beautiful.
Bodden Town, nestled on the tranquil shores of Grand Cayman, offers a treasure trove of activities that are sure to delight children and provide a memorable family vacation. This historic town, once the capital of the Cayman Islands, combines cultural heritage with beachside fun, ensuring that young travelers have both educational and playful experiences. Begin your family adventure at the Mission House, where kids can learn about the Caymanian way of life in the 18th and 19th centuries. This cultural site provides a glimpse into the past with engaging tours that often captivate children's imaginations. For those looking to explore the natural beauty of the Cayman Islands, the Mastic Trail is a fantastic option. This 2.3-mile trail winds through a native mangrove swamp and a dry subtropical forest, offering families the chance to spot unique wildlife and learn about the island's diverse ecosystems. Guided tours are available and are particularly recommended for families, as they provide valuable insights into the flora and fauna along the way. The beaches near Bodden Town are perfect for a day of sun and sand. Cozy Cove, with its calm waters and soft sands, is an ideal spot for little ones to paddle and play. Families can also enjoy snorkeling in the clear waters, where children can marvel at the colorful marine life just offshore. For a truly unique experience, take a short drive to the Cayman Turtle Centre, where kids can encounter sea turtles in various stages of life. The center offers interactive programs that allow children to learn about conservation efforts and even hold young turtles. It's an educational and fun outing that emphasizes the importance of protecting marine life. If your children are fascinated by pirates and tales of treasure, don't miss the Pirates Caves in Bodden Town. These limestone caves were once believed to be hideouts for pirates, and today, they provide an exciting adventure for young explorers. The caves feature interesting formations, local lore, and the chance to imagine the life of a pirate in the Caribbean. After a day of exploration, families can enjoy local Caribbean cuisine at family-friendly restaurants in Bodden Town, where the menus often feature dishes that appeal to younger palates. In Bodden Town, the combination of cultural heritage, natural wonders, and beachside activities creates a family-friendly destination that is both educational and entertaining, ensuring that children leave with cherished memories and a deeper appreciation for the Cayman Islands.
Bodden Town, nestled on the southern coast of Grand Cayman, offers a serene escape into nature's embrace, with a wealth of outdoor activities and natural wonders that are sure to captivate any nature enthusiast. Begin your adventure at the Mastic Trail, a 2.3-mile path that takes you through a native mangrove swamp and a 2 million-year-old woodland area. This hike is not just a journey through the lush flora of the Cayman Islands but also a trip back in time, as you walk among the same landscapes that the island's earliest settlers might have seen. The trail is a haven for birdwatchers, with the chance to spot rare species such as the Grand Cayman parrot and the West Indian woodpecker. For those who love the water, Bodden Town's proximity to the Caribbean Sea means that snorkeling and diving are exceptional. The nearby reefs are teeming with life, offering a kaleidoscope of colorful fish and intricate coral formations. Dive spots like the Bodden Town Cemetery Reef provide an easily accessible and rewarding underwater experience. The Mission House is a historical site set in a tranquil garden, where you can learn about the island's past while enjoying the peaceful surroundings. Although not a natural wonder, it complements the outdoor experience with its lush gardens and the opportunity to spot local wildlife. Just a short drive away, the Queen Elizabeth II Botanic Park is a showcase of the island's native plants and animals. Stroll through the Woodland Trail, and you might catch a glimpse of the endangered Blue Iguana, which is found only in the Cayman Islands. The park's floral displays, including the captivating orchid garden, are a delight for nature lovers. For a truly unique experience, venture to the nearby Blow Holes, where the sea forces water through the rocky shoreline, creating spectacular natural fountains. This display of nature's power is a photographer's dream and a must-see for any visitor to Bodden Town. Kayaking and paddleboarding are also popular activities, with the calm waters of the Caribbean providing the perfect backdrop for a peaceful day on the water. Glide over the clear blue sea and enjoy the tranquility that comes with being surrounded by nature. In Bodden Town, the natural beauty of the Cayman Islands is on full display, offering outdoor enthusiasts a diverse range of activities to connect with the environment. Whether you're hiking through ancient forests, exploring underwater wonders, or simply enjoying the coastal views, Bodden Town is a destination that truly celebrates the great outdoors.
Bodden Town, nestled on the southern coast of Grand Cayman in the Cayman Islands, is a charming destination that offers a blend of historical allure and serene beach escapes. Travelers typically arrive on Grand Cayman through Owen Roberts International Airport, located in George Town, which is a short drive from Bodden Town. From the airport, visitors can opt for taxis, car rentals, or shuttle services to reach their accommodations. For those who prefer the sea, Grand Cayman is a popular port of call for cruise ships, with the George Town cruise terminal serving as the gateway to the island. From the terminal, Bodden Town is easily accessible by taxi or through excursions often offered by cruise lines. Getting around Bodden Town and the rest of Grand Cayman can be a delightful experience. While the town itself is relatively small and can be explored on foot, to fully enjoy the island's attractions, renting a car is highly recommended. Driving on Grand Cayman is on the left-hand side, and the roads are well-maintained, making for a comfortable driving experience. Car rentals are available at the airport and throughout the island, providing flexibility for visitors to discover hidden beaches, dine at local eateries, and visit points of interest at their own pace. Public transportation on Grand Cayman is limited to a bus system that operates routes connecting George Town with other districts, including Bodden Town. Buses are a cost-effective way to travel, but they may not offer the convenience or frequency that some travelers desire. Taxis are also available, but fares can add up quickly, especially for longer journeys. For those who enjoy cycling, the island has several bike rental shops, and the relatively flat terrain makes for an enjoyable ride. However, cycling infrastructure is not as developed as in some other destinations, so caution is advised when sharing the road with vehicles. In terms of walkability, Bodden Town's compact size makes it easy to stroll around the historic sites, local shops, and beach areas. However, to explore attractions outside of Bodden Town, such as the famous Seven Mile Beach, the Crystal Caves, or the Queen Elizabeth II Botanic Park, transportation will be necessary. In summary, Bodden Town and Grand Cayman offer a range of transportation options suitable for different preferences and budgets. Whether you choose to rent a car for maximum freedom, use the local buses for an authentic experience, or simply enjoy the town on foot, you'll find getting around to be part of the charm of this Caribbean gem.

Bodden Town FAQs

Bodden Town offers a variety of activities for visitors. You can explore the Mission House, which provides a glimpse into the island's history, or visit the Bodden Town Pirates Caves for a touch of adventure. Enjoy the beautiful beaches like Coe Wood Beach for relaxation or snorkeling. Dive sites are also abundant, with the nearby wreck of the Genevieve offering an underwater exploration opportunity. For those interested in art, the local galleries showcase Caymanian craftsmanship. Don't miss out on the culinary delights, with local restaurants serving fresh seafood and traditional dishes.
The best time to visit Bodden Town is from November to April during the dry season when the weather is warm and pleasant. This is also the peak tourist season, so expect more crowds and higher prices. If you prefer a quieter visit, consider traveling during the shoulder months of May or November.
Yes, Bodden Town hosts several cultural events and festivals throughout the year. One of the most notable is the Pirates Week Festival, which usually takes place in November and features parades, music, street dances, and mock pirate invasions. The Taste of Cayman Food and Drink Festival is another popular event that showcases local cuisine and takes place annually.
Bodden Town offers a range of accommodation options to suit various budgets and preferences. Visitors can choose from beachfront resorts, boutique hotels, vacation rentals, and guesthouses. While there are fewer large resorts compared to other parts of the island, the available accommodations provide a more authentic and intimate experience of Caymanian hospitality.
Absolutely, Bodden Town is family-friendly with activities suitable for all ages. The beaches are perfect for children to play on, and many of the local attractions, such as the Pirates Caves, are exciting for kids. Additionally, several accommodations offer amenities like pools and are located close to the beach, making it convenient for families.
Rental cars are the most convenient way to get around Bodden Town and the Cayman Islands, offering flexibility to explore at your own pace. There is also a public bus system that runs through Bodden Town and connects to other districts. Taxis are available, but they can be expensive for longer distances. For those staying in the area, walking or cycling can be pleasant options for shorter distances.
Yes, Bodden Town is a great spot for snorkeling and diving. The waters are clear and home to a variety of marine life. There are several accessible shore snorkeling spots, and dive operators offer trips to nearby reefs and wrecks, including the aforementioned Genevieve wreck. Both beginners and experienced divers can find suitable dive sites in and around Bodden Town.

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Vacation Rentals Near Bodden Town

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