Large group vacation rentals in Bodden Town, Cayman Islands

Explore 288 large group vacation rentals, homes, and villas in Bodden Town for your next getaway or business trip. With space for everyone, enjoy the comfort and privacy of a home designed for gathering, alongside premium amenities such as Air Condition Homes, Homes with Pools and Homes with Free Parking. Throughout your stay, spend time together, share meals, and relax in spacious living areas that make group travel feel cohesive. With options starting as low as $30 per night and homes offering up to 12 bedrooms and 14 bathrooms, it's easy to book a stay that fits your group. And with 24/7 local support and high-speed Wi-Fi, everyone stays connected and protected. Marriott Bonvoy members enjoy the added benefit of earning points on every stay, making each trip more rewarding than the last. Book your next group getaway with Homes & Villas by Marriott.

288 Great for Groups in Bodden Town

Present Moment

Bodden Town, KY
4 Bedrooms 12 Guests
Aug 23 - 28
$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.

Evolution

Bodden Town, KY
7 Bedrooms 18 Guests
Aug 23 - 28
$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 peaks in summer. Our owners 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.

On The Rocks

Savannah, KY
7 Bedrooms 14 Guests
Aug 23 - 28
$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
Aug 23 - 27
$760 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, VRBO and direct bookings. 13% tourism tax will be added to all reservations. For bookings made through VRBO, Booking.com, 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.

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. ***Grand Cayman Villas & Condos 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 Grand Cayman Villas & Condos 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.

Renovated 2 Bdr Beachfront Condo w/ Pool + Tennis

Bodden Town, Bodden Town, KY
2 Bedrooms 5 Guests
Aug 23 - 25
$163 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.

White Cottage

East End, KY
5 Bedrooms 11 Guests
Aug 30 - Sep 4
$950 night

*** PROPERTY OVERVIEW *** Welcome to White Cottage. This contemporary, open-concept villa offers guests an opportunity to spend their vacation amid sumptuous interiors with smart-home technology, gated privacy, and scenic Caribbean views. An oceanfront wall of glass and a screened porch blend stunning views with protected, intimate spaces for quintessential indoor-outdoor island living. With heavy landscaping and no neighbors on either side, White Cottage will be your private oasis after a day in the sun and water. A 100-foot private dock with a thatched cabana provides a relaxing spot above the waves. Enjoy sunsets, happy hour, or alfresco dining above the waves. Intrepid snorkelers can use the dock ladder for gentle water entry before exploring the nearby reefs. All guests receive free snorkel gear upon check-in at our Welcome Center. Inside, the home’s kitchen comes fully equipped with an electric cooktop, dual ovens, a built-in refrigerator, microwave, dishwasher, and twin wine/beverage fridges. Prepare a home-style dinner or hire a private chef for a night of in-villa fine dining. A large formal indoor dining table seats 8 guests. The outdoor dining table on the screened porch seats 8 guests for meals with oceanfront views. White Cottage’s 5 bedrooms are spread across the home’s upper and lower levels. ***Sleeping Arrangements*** (Sleeps 11 guests total; 10 adults max.) -- Bedroom 1: primary suite, king bed, ocean views, walk-out access to the porch, SmartTV, SONOS audio, ensuite with dual vanity, oversized tub, and separate shower featuring a full body shower spa. -- Bedroom 2: king bed, ocean views, walk-out access to the porch and pool deck, SmartTV, SONOS audio, shares the adjacent bathroom equipped with a shower bath. -- Bedroom 3: twin-over-twin bunk beds with a third twin trundle bed, SmartTV, SONOS audio, shares the adjacent bathroom equipped with a shower bath. -- Bedroom 4: upper-level, queen bed, SmartTV, desk + chair, shares adjacent hall bathroom equipped with full-body shower spa. -- Bedroom 5: upper-level, queen bed, SmartTV, sofa chair, shares adjacent hall bathroom equipped with full-body shower spa. ***White Cottage’s Notable Features*** -- 50-foot, lap-style pool with sundeck furnished with table & chairs, sun loungers, and a large shade umbrella -- Barefoot beachfront with access to shallow water; deeper water requires pool shoes or fins -- L-shaped screened oceanfront porch with dining table, and sitting area -- High-speed fiber internet plus a desk + chair for remote professionals -- SmartTVs in the living area and all bedrooms -- SONOS audio system throughout -- Soft evening LED lighting throughout Located in the middle of the island, you are only 8 minutes from the Botanical Gardens, Cayman Crystal Caves, and the fitness studio at our Welcome Center. Restaurants and 5-star diving experiences in the East End are only 10 minutes away! Note: Additional single/tandem kayaks are available for discounted rental. Signed waiver 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. -- 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. *** GRAND CAYMAN VILLAS & CONDOS 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 -- 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 -- $3,000 of Accidental Villa Damage Protection -- Complimentary pack-n-plays, booster seats, & baby gates -- Single & Tandem kayaks are available for discounted rental (signed waiver required). ====================== ***NEARBY POINTS OF INTEREST*** -- 31 minutes from Owen Roberts Airport (GCM) -- 4 minutes from our Grand Cayman Villas & Condos Welcome Center -- 18 minutes to the nearest supermarket, Foster’s Countryside -- 10 minutes to La Casita restaurant -- 13 minutes to Tukka East restaurant -- 16 minutes to The Italian Kitchen restaurant -- 1 minute to Heritage Beach -- 18 minutes to Spotts Public Beach -- 20 minutes to Rum Point Beach (temporarily closed) -- 24 minutes 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, 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.

Turtle Beach

Savannah, KY
4 Bedrooms 10 Guests
Aug 23 - 28
$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. ***Grand Cayman Villas & Condos 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.

Fantasea

Rum Point, KY
3 Bedrooms 8 Guests
Aug 29 - Sep 3
$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: A Cleaning Fee is added to all rates due to enhanced cleaning, sanitation, and inspection protocols. **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. -- 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 ==> 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 Grand Cayman Villas & Condos 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! =============== ==> 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.

Rum Point Resort Penthouse #504

Rum Point, KY
3 Bedrooms 8 Guests
Aug 31 - Sep 3
$841 night

*** PROPERTY DESCRIPTION *** Fifth Floor Penthouse | 2,620 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 2,620 sq. ft. penthouse condo including gourmet kitchen appliances, quartz countertops, SmartTVs throughout, and a private open-air 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. Vaulted ceilings and crisp coastal decor throughout accentuate the island scenery. The living area includes a comfy sectional sofa, a large SmartTV, a tray ceiling with a ceiling fan, and coastal decor. Walk out from the living area onto the private balcony overlooking the resort’s pool deck and beachfront. The balcony is also equipped with a retractable sunshade above an aluminum pergola for relief from the island sun. 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. An outdoor dining table with seating for 6 is furnished on the private balcony for meals with sweeping oceanfront views. 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 open-air balcony, SmartTV, walk-in closet, desk + chair, ensuite with dual vanity, soaking tub, and shower. -- Guest Suite: king bed, SmartTV, walk-in closet, ensuite with soaking tub and shower. -- Guest Suite #2: queen bed, SmartTV, ensuite with shower. -- Additional bedding: sleeper sofa in the living area suitable for kids. Crib or pack-n-play provided upon request; children under 2 do not count towards occupancy. 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!

Luxury 2Bdr Beachfront Condo on Spotts Beach

Savannah, George Town, KY
2 Bedrooms 5 Guests
Oct 19 - 22
$312 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.

Abita Kai

Rum Point, KY
5 Bedrooms 14 Guests
Aug 29 - Sep 3
$1,374 night

***Property Overview*** Welcome to Abita Kai (pronounced A-bit-a Kai), a spacious oceanfront villa with a detached guest cottage, plus a private pool, dock, and sandy backyard beach. The calm, shallow waters behind this home offer a wide palette of blue and turquoise colors along with glowing orange sunsets. The most unique feature of Abita Kai is that the villa, pool deck, and beach are wheelchair-accessible. The elevator, pool lift, and beach wheelchair are available upon request. It is the only large luxury villa that offers this level of accessibility. The estate includes a 3 bedroom, 4 bath main villa with a detached 2 bedroom, 2 bath guest cottage above the garage. With a galley kitchen and living area, the guest cottage is a great option for teenagers, grandparents, or live-in staff to reside on-premises yet maintain privacy under separate roofs. The estate is licensed by the Cayman Islands Department of Tourism to sleep 16 guests total, or 12 adults max. Children under 2 do not count against occupancy. Pack-n-plays and baby gear are provided complimentary through our Guest Services team. Sleeping Arrangements (Sleeps 16 guests total, 12 adults max) -- Bedroom 1: primary suite, upper level, waterfront views, king bed, cable HD television, walk-out access to a shared screened balcony, ensuite with dual vanity, large roll-in shower with dual showerheads, bench, and handrails. -- Bedroom 2: upper level, waterfront views, two queen beds, walk-out access to a shared screened balcony, ensuite with shower bath and separate shower. -- Bedroom 3: lower level, waterfront views, king bed, walk-out access to a screened atrium, ensuite with shower. -- Bedroom 4: detached guest cottage, partial ocean view, king bed, private furnished balcony, ensuite with shower. -- Bedroom 5: detached guest cottage, two pairs of bunk beds (queen-over-queen + twin-over-twin), ensuite with shower bath. The oceanfront two-story screened atrium spans the entire width of the main house, allowing guests to savor tropical Caribbean views from all 3 oceanfront bedroom suites, including the living room and kitchen. ***Abita Kai’s Notable Features*** -- Oceanfront infinity pool & sundeck. -- Pool heat is available in winter for a $35 daily surcharge. -- Private dock for boat and jet ski rentals or dockside service for private charters. -- 1 kayak and 1 paddleboard are provided. -- Outdoor shower to prevent sand from tracking indoors. -- Home security system for peace of mind during your stay (activated upon request). -- Barefoot beach stretching half a mile in either direction for walks along the shore. -- Dual-filtered water equipped at each kitchen sink -- Propane grill for island cookouts. -- 70-inch HD cable television with AppleTV in the main house -- HD television with AppleTV only in the guest cottage. This home ticks all the boxes for a large, active family looking for the privacy of a luxury villa within walking distance of watersports and dining options at the Kaibo and Rum Point Club. The Kaibo sits across the street and offers watersport rentals, gourmet dining, casual beachfront dining, take-out service, and a coffee shop. A passenger ferry operated by Cayman Ferries departs to Camana Bay & Seven Mile Beach from the Kaibo Marina. The famous Rum Point Club is also only a short walk away from the villa offering sandy beaches, watersport rentals, an open-air bar, and a casual dining restaurant for lunch or dinner. ***IMPORTANT NOTES*** --Cruiser bicycles, kayaks, and stand-up paddleboards (SUPs) available for discounted rental. Signed waiver required. ***Rate Details*** -- 13% Occupancy Tax added to all rates. -- 12.90% Villa Concierge & Service Fee added to all rates. -- A Departure Cleaning Fee is added to all rates. ***Booking Rules*** -- Christmas & New Year’s stays are split into two rental periods. Please inquire about your travel dates to book. -- Must be 25 or older to book and must occupy the property during the entire stay. -- Check-in is 3:00 pm. -- Check-out is 10:00 am. ***Guest Services*** The Villa Concierge & Service Fee includes your Guest 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 Silver Guest Services Discount Card for savings at local businesses -- 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 -- 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 -- Additional tandem kayaks & paddleboards available for discounted rental* *Signed waiver required. ***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.

Rip Kai Villa

Rum Point, KY
9 Bedrooms 22 Guests
Aug 23 - 28
$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 Grand Cayman Villas & Condos 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.

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
$411 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
$475 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

Olympus Villa

Rum Point, KY
5 Bedrooms 12 Guests
Aug 26 - 31
$1,374 night

***Property Overview*** Welcome to Olympus, a landmark oceanfront estate in Rum Point. Recently acquired by new owners, this striking, architect-designed villa sits on an elevated shoreline, offering panoramic views of reef-protected waters and direct access to world-class snorkeling. With a bold abstract design, a three-level layout, and seamless indoor-outdoor living, Olympus is a masterpiece of modern island luxury. The heart of the home is the main-level great room, where 40 feet of floor-to-ceiling sliding glass opens to a sun-drenched terrace and L-shaped freshwater pool. The pool, heated seasonally from Thanksgiving through mid-April, is flanked by tiled patios and cool artificial turf for barefoot comfort. The home’s angular design provides natural shade throughout the day, creating relaxing outdoor retreats. A sandy backyard stretches to the water’s edge, while a half-bath with exterior entry serves guests enjoying the pool. Indoors, a floating staircase and tropical wood accents lead into a stylish, open-concept space. The living area features a sectional sofa, large HD cable television with Apple TV for streaming, and a PS4, plus an adjacent reading nook for quieter moments. Hidden roll-down shades and five independent A/C zones ensure comfort throughout. The expansive kitchen boasts quartz countertops, top-of-the-line appliances, and a large island ideal for chef-hosted dinners or casual meals. A breakfast bar seats four, while the main dining table accommodates ten. Five well-appointed bedrooms sleep up to 12 guests, 10 adults max. There’s a family suite and bunk room on the lower level, plus three king suites on the upper level. *Sleeping Arrangements* (Sleeps 12 guests total, 10 adults max) -- Bedroom 1: family suite, lower level, king bed, sleeper sofa for 2 small children, television, walkout access to the pool deck, coffee station with minifridge, ensuite with shower. -- Bedroom 2: lower level, twin-over-full bunk bed, television, uses adjacent half bathroom. -- Bedroom 3: primary suite, upper level, floor-to-ceiling oceanfront windows, king bed, television, desk + chair, walkout access to the east + west terraces, ensuite with soaking tub and rainfall shower. -- Bedroom 4: upper level, king bed, television, walkout access to the west terrace, ensuite with shower. -- Bedroom 5: upper level, king bed, television, walkout access to the west terrace, makeup vanity, ensuite with shower. The third-floor rooftop terrace elevates outdoor living with 360-degree island views, an alfresco dining veranda seating 8–10 people, plus a sun deck for daytime tanning and a lounge area for late-night stargazing. An outdoor prep kitchen makes sunset dinners unforgettable. Additional amenities include a private home office with wifi, a full laundry room with detergent and extra linens, a propane Rinnai water system for continuous hot water, two propane grills, and heavy tropical landscaping for privacy. A home security system is available upon request, and mid-week housekeeping is included with 7-night stays. Whether relaxing poolside, enjoying a surf-n-turf cookout on the beach, or late-night stargazing from the rooftop terrace, Olympus offers a one-of-a-kind Cayman experience designed for privacy, comfort, and spectacular views. ========= ***Rate Details*** -- 13% Occupancy Tax added to all rates. -- 12.90% Villa Concierge & Service 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. -- Must be 25 years or older to book and must occupy the villa during the entire rental period. -- Check-in is at 3:00 pm; check-out is at 10:00 am. ***Grand Cayman Villas & Condos Guest Services*** The Villa Concierge & Service Fee includes your Guest Services Membership. Member Benefits -- Centralized on-island Guest Services Team & Welcome Center -- Free snorkel gear for all members of your group -- Free access to our private fitness center (18+ yrs.) -- Complimentary business center access: computers, printer, scanner, & FedEx/DHL supplies -- Guest benefit card for 10% discounts at select restaurants and preferred vendors -- 10% Discount towards a private Stingray City snorkel charter -- 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 coordination and dinner reservations At-Villa Benefits -- Welcome amenity basket with locally sourced goods -- Free baby gear including pack-n-plays, booster seats, & baby gates -- Complimentary use of Apple TVs, Bluetooth speakers, beach coolers, and more -- Complimentary early check-in, if no check-out on the same day -- Day-after-arrival & mid-week 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. =================== ***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. Sargassum is a harmless seaweed that is largely seasonal in the summer months. Our owners will remove heavy sargassum and will have the beach raked ahead of 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.

Pools of the Kai 6

Rum Point, KY
2 Bedrooms 4 Guests
Aug 23 - 28
$374 night

***Property Overview*** Welcome to Pools of the Kai! Pools #6 is one of the nicest 2-bedroom, 2-bath homes in this beachfront oasis. The condo has been fully renovated and redecorated down to the tile around the enclosed pool and both en-suites. New furniture, finishes, granite countertops, and modern kitchen appliances give Pools #6 a sophisticated 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 water views from the comfort of your home away from home. Optional pool heat is available year-round for a $25 daily surcharge. 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. **Sleeping Arrangements** (Sleeps 4 guests total) -- Bedroom 1: lower-level, water views, two twin beds, cable television, walkout access to the pool deck, ensuite with shower; twin beds can be fitted into a king bed upon request before arrival. -- Bedroom 2: primary suite, upper-level, water views, king bed, cable television, furnished balcony, ensuite with shower. Finally, the location cannot be beat. Walk barefoot to The Kaibo for drinks and dinner, or take a kayak tour of Starfish Point and Bio-Bay. Staying at the Pools puts you at the center of the best Cayman Kai has to offer. The location and amenities at Pools of the Kai are perfect for travelers looking to escape the crowds of Seven Mile Beach. Notes: Kayaks, stand-up paddleboards, and bicycles are available for discounted rental after booking. A signed waiver is required. ***Nearby Attractions*** -- 5-minute walk to Starfish Point and the Kaibo Beach Bar & Grill -- 20-minute walk to Rum Point Beach and Bioluminescent Bay -- 5.6 miles to the nearest grocery store, Chisholm’s Grocery -- 7.4 miles to Over the Edge restaurant -- 10 miles from our Grand Cayman Villas & Condos Welcome Center -- 13.7 miles to the nearest supermarket, Foster’s Market -- 27 miles (53-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, or Marshalls. ***Rate Details*** -- 13% Occupancy Tax added to all rates. -- 10% Guest Service added to all rates. -- Departure Cleaning Fee 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 about your travel dates before booking. -- Shorter stays may be available but are 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. ***Grand Cayman Villas & Condos Guest Services*** The 10% Guest Service Fee includes your Guest Services Membership. Member Benefits -- Free snorkel gear during your stay -- Free pack-n-plays, booster seats, & baby gates -- Free convenience items to enhance your stay--bluetooth speakers, AppleTVs, beach coolers, shower chairs, etc. -- Guest Benefit Card for 10% off at select restaurants and small businesses across the island -- 10% Early Bird discount towards a private charter -- Centralized on-island Welcome Center with guest-only gym (18 or older) and business center (iMacs, printer/scanner, & FedEx/DHL supplies) -- Referral to preferred vendors, guest services desk assistance -- Complimentary early check-in, if no check-out on the same day -- Additional kayaks, paddleboards, and cruiser bicycles 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 that the beach or water entry behind your property may vary slightly from the images displayed due to shifting weather and tide patterns. The beach next door 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 has increased in frequency in the summer months. Our owners do make efforts to remove heavy sargassum and will have the beach raked before your arrival. This rarely affects the homes in the Cayman Kai area.

Coastal Charm

North Side, KY
3 Bedrooms 9 Guests
Aug 23 - 28
$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 experience floating ocean debris and sargassum. Sargassum is a harmless seaweed that has increased due to warming waters. 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.

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, ensuite bath, 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. ***Grand Cayman Villas & Condos 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. 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.

Timeless Paradise

Rum Point, KY
11 Bedrooms 28 Guests
Aug 23 - 28
$3,444 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 before your arrival.

Hidden Cove

Rum Point, KY
6 Bedrooms 12 Guests
Aug 23 - 28
$914 night

***Property Overview*** Welcome to Hidden Cove, a family vacation hideaway tucked back in a quiet corner in the beautiful Cayman Kai neighborhood. Hidden Cove offers a large family, or two smaller families, a home away from home with the amenities of a vacation resort. With a boat dock on a secluded cove, guests can launch kayaks for a day of exploring above the waves. 3 single kayaks and 3 tandem kayaks are provided complimentary during your stay. Better yet, you can even rent jet skis and keep them docked behind the house! Guests wanting to stay on land can use the 15 adult bikes and 4 child bikes included with the home to explore the neighborhood. Round up the entire family for a group bike ride to The Kaibo for a bite to eat or head to the Rum Point Club and Starfish Point- all about a 5-minute ride away. Training wheels, helmets, and a pump are also available. The newly renovated swimming pool and sun deck will be a hit with sun-seeking families. Lounge poolside with your fancy shades on and soak up the sunshine while the kids splish-splash in the freshwater pool. Fire up the propane grill for an island cookout and enjoy a bite to eat under the poolside gazebo or alfresco dining area off the pool deck. Inside, plenty of windows overlooking the pool allow natural sunlight to fill the spacious family room. Complete with a living area and a large formal dining table, the family room is the perfect gathering spot after a long day of fun under the sun. *** Sleeping Arrangements *** (Sleeps 12 guests total) -- Bedroom 1: primary suite, lower-level, king bed, water views, walk-out access to the pool deck, television, ensuite with dual vanity, shower, and whirlpool bathtub. -- Bedroom 2: lower-level, queen bed, garden views, ensuite with shower bath. -- Bedroom 3: lower-level, 2 twin beds, garden views, shares hall bath equipped with shower bath; twin beds can be fitted into a king bed upon request. -- Bedroom 4: lower-level, queen bed, garden views, shares hall bath equipped with shower bath. -- Bedroom 5: upper-level, queen bed, elevated partial water views, shares hall bath equipped with dual vanity and shower. -- Bedroom 6: upper-level, 2 twin beds, elevated partial water views, shares hall bath equipped with dual vanity and shower; twin beds can be fitted into a king bed upon request. *** Hidden Cove’s Notable Features *** -- Great snorkeling nearby! -- The property is wired with a fiber internet connection perfect for remote working professionals. -- Directly across the street, sandy access provides kayaking in Cayman Kai Cove and North Sound. To the east, one can kayak across Little Sound to meander through mangrove passages and enjoy the bioluminescent cove on a moonless evening. -- A short walk to the Rum Point Club for watersports, snorkeling, plus food + drinks. -- A quiet sitting room and an overflow dining area just off the kitchen. -- Outdoor shower. -- 3 single kayaks and 3 tandem kayaks included. -- 12 complimentary bicycles, 8 adult & 4 child bikes, are included with the villa. -- 2 Pack-n-Plays are also available. Come, relax, and enjoy the island life at Hidden Cove! ***IMPORTANT NOTES*** -- A Cleaning Fee may be required due to enhanced cleaning and sanitation protocols. -- Additional kayaks 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*** -- 4 nights minimum stay required. -- 6 nights minimum and full occupancy required over Thanksgiving week. -- 7 nights minimum stay and full occupancy rate required over Christmas and New Year’s week. -- 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 years or older to book and occupy the property during the entire stay. ***Grand Cayman Villas & Condos 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 -- 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 -- Additional kayaks available for discounted rental* *Signed waiver required. ***Nearby Points of Interest*** -- The home is adjacent to the island’s Bioluminescent Bay -- 10-minute walk to the Kaibo Beach Bar & Grill -- 14-minute walk to the Rum Point Club -- 1.0 mile south to Starfish Point -- 5.0 miles to the nearest grocer, Chisholm’s Grocery -- 7.0 miles east to Over the Edge restaurant -- 7.4 miles east to Cayman Crystal Caves -- 9.4 miles from our Welcome Center -- 13.2 miles to the nearest supermarket, Foster’s Market -- 26.2 miles (50-minute drive) from Owen Roberts Int’l 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! ***Villa Cleaning & Sanitation*** All villas are cleaned and sanitized before every 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 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.

Wind Upon The Waves

East End, KY
3 Bedrooms 8 Guests
Aug 30 - Sep 4
$1,259 night

***Property Overview*** Welcome to Wind Upon the Waves, a newly built, single-level home on the island’s South Coast. The owners have designed this 5,000-square-foot gated residence for privacy and exceptional panoramic views of the south coast. For travelers seeking ample living space, home technology, and a contemporary design, Wind Upon The Waves checks all the boxes. Being only 5 minutes from Cayman Health City makes this home a convenient home base for patients seeking cardiac, orthopedic, or stem-cell treatments nearby. The single-level design also makes this villa wheelchair-accessible. The open-concept great room is the central focal point of the home with modern furniture, a formal dining table, and a dreamy gourmet kitchen. The vaulted ceilings dramatically accentuate the space while allowing natural light to fill the room. In-ceiling speakers with Sonos audio keep the vibe going throughout the great room, primary suite, fitness room, and outdoor lanai. Multiple walls of glass windows and doors frame the stunning ocean views from virtually every angle while providing convenient walk-out access to the pool deck. A formal dining table with seating for 8 separates the living area from the gourmet kitchen. Top-of-the-line kitchen appliances are perfect for hiring a private chef or pre-stocking the home with your choice of groceries and beverages. A propane grill and outdoor dining table sit on the pool deck for alfresco sunset dinners. All three bedrooms are oceanfront suites with private attached bathrooms, televisions, and walk-out access to the pool deck. ***Sleeping Arrangements*** (Licensed to sleep 6 adults max, 8 guests total.) -- Primary Suite - king bed, oceanfront, television, walk-out access to the pool deck, ensuite bath with dual vanity, water closet, and walk-in oceanview shower with rainfall shower head. -- West Suite - queen bed, oceanfront, television, walk-out access to the pool deck, ensuite bath with walk-in shower. -- Middle Suite - two twin beds, oceanfront, television, walk-out access to the pool deck, ensuite bath with shower/tub combo. Twin beds can be fitted into a king bed upon request. -- Additional sleeping - queen sleeper sofa in the media room, television, walk-out access to the pool deck, shares hall full bathroom with shower. The villa enjoys fiber-optic internet for streaming devices and remote professionals. The media room, adjacent to the middle suite, comes equipped with a large television and a surround sound audio system perfect for sporting events or family movie nights. Adjacent to the primary suite, the fitness room is a workout paradise with ocean views and the following equipment: -- Freemotion Dual Cable Cross Lite Machine -- Concept2 Rower + Schwinn Airdyne AD7 Bike -- Kettlebells + Dumbbells + Fixed Barbells -- Flat & Adjustable Bench -- Medicine + Bosu + Exercise balls -- Ab Roller + Resistance Bands -- Agility Ladder -- Battle + Jump Rope -- Exercise Mat + Stretching Strap + Yoga Block -- Due to liability concerns, the barbell, plate weights, and treadmill are not available to guests. For the adventurous, the best SCUBA diving can be found in the East End. Meaning you’re only 15 minutes away from some of the best dive sites and operators in the Caribbean. Take the plunge and cross some amazing dives off your bucket list! ============ ***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 may be available but are 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. -- Check-in is at 3:00 pm. -- Check-out is at 10:00 am. ***Grand Cayman Villas & Condos 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* -- 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 -- $3,000 of Accidental Villa Damage Protection -- Complimentary pack-n-plays, booster seats, & baby gates *Signed waiver required. ***Beach Notes*** Wind Upon the Waves sits on an elevated, iron-shore shelf overlooking the Caribbean Sea. The villa has a sandy backyard beachfront; however, you cannot enter the ocean from the back of the home. Jagged rocks and rough tides make water entry here perilous. Instead, guests should visit nearby Heritage Beach or Colliers Public Beach. 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 seaweed 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.

Rum Point Resort #408

Rum Point, KY
2 Bedrooms 4 Guests
Aug 23 - 26
$575 night

*** PROPERTY DESCRIPTION *** Fourth Floor Condo | 1,350 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 1-bedroom + den condo, totaling 1,350 sq. ft., including gourmet kitchen appliances, quartz countertops, SmartTVs for streaming, 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 a comfy sofa, a large SmartTV, and stunning ocean views. Walk out from the living area onto the private open-air balcony overlooking the oceanfront. The gourmet kitchen features a suite of Thermador appliances, plus countertop appliances. Cookware, dishware, glassware, and cutlery also come provided. An outdoor dining table is furnished on the private balcony for meals with sweeping oceanfront views. An indoor dining table is also furnished just off the kitchen area. 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 6 guests; 4 adults max.) -- Primary Suite: king bed, ocean views, walk-out access to the balcony, SmartTV, ensuite with soaking tub and shower. -- Bunk Den: full-over-full bunk beds, SmartTV, ensuite with shower. 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!

Vacation Rentals in Bodden Town by Amenities & Features

More space, more privacy, more points with every home rental.

What makes Homes & Villas by Marriott Bonvoy a unique home rental experience? Unlike other home rental sites like AirBNB, when you book a vacation rental with Homes & Villas by Marriott Bonvoy you always have the whole place to yourself. Plus, as a member of Marriott Bonvoy, you can earn points towards free nights with every stay.

Vacation Rentals Near Bodden Town

Saved Home Image
Sign in or join now to view and save the homes you love