Vacation rentals in North Side, Cayman Islands with a pool

Explore 16 vacation rentals, homes, and villas with pools in North Side for your next getaway or business trip. Step outside to your own private or shared pool and into a home filled with premium amenities such as Air Condition Homes, Homes with Free Parking and Best Affordable Homes. Throughout your stay, unwind poolside, soak up the sun, and enjoy an outdoor space designed for relaxation. 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 comfortable, personalized stay. You'll also have access to high-speed Wi-Fi and 24/7 local support, creating a more secure, connected atmosphere for your trip. Marriott Bonvoy members enjoy the added benefit of earning points on every stay, so each trip's more rewarding than the last. Book your next poolside escape with Homes & Villas by Marriott.

16 Homes with Pools in North Side

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

Coastal Charm

North Side, KY
3 Bedrooms 9 Guests
Aug 21 - 26
$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.

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

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.

Cayman Sands

Old Man Bay, KY
5 Bedrooms 14 Guests
Aug 21 - 26
$914 night

***Property Overview*** Cayman Sands is an oceanfront villa in Old Man Bay along the north coast. This popular villa is one of only 2-3 homes that offer shore scuba diving off the famous Cayman Wall. With an open, one-story design, Cayman Sands offers guests an intimate experience across 4,000 sq ft. of living space, plus a one-bedroom guest cottage. The main house features 4 bedroom suites (king, queen, 2 twin beds, and 4 bunk beds) with ensuite baths that have been completely re-tiled and renovated. For parties with more than 4 adult guests, the 2 twin beds can be converted to a king upon request. Both oceanfront suites have french doors that open up onto the screened pool atrium and sun deck. Cayman Sands was thoughtfully designed to be opened up on cool winter nights when A/C isn’t necessary. The oceanfront freshwater pool is protected by a screened atrium keeping local wildlife and insects at bay from ruining your stay. Optional pool heat is available in the winter months for an additional surcharge. The pool atrium comes furnished with a sectional sofa and dining table perfect for evening cocktails or outdoor dining. The view of the large sandy beach is framed by the two wings of the house, an oceanfront gazebo, and two hammocks ideal for long afternoons relaxing with a book or simply enjoying the views. An oceanfront vaulted great room floods the villa with natural light and stunning views through 30 feet of sliding glass doors. A recently upgraded kitchen offers all the modern appliances you would expect, as well as dishware, cookware, and cutlery. The living area is furnished with a wall-mounted flat-screen TV, plush couches, and a sleeper sofa for small children only. ***Bedroom & Bathroom Layout*** (Sleeps 10 adults max., 14 guests total) Primary Suite: ocean views, king bed, desk + chair, walkout access to the pool atrium and sun deck, footpath to the ocean gazebo, ensuite with shower and water wand. Queen Suite: ocean views, queen bed, desk + chair, walkout access to the pool atrium and sun deck, ensuite with shower. Twin Suite: garden views, 2 twin beds, ensuite with shower bath; Beds can be fitted into a king bed upon request. Bunk Suite: garden views, 2 sets of bunk beds, ensuite with a shower bath. Guest Cottage: detached cottage, queen bed, kitchenette, television, screened porch, ensuite with shower. Additional Sleeping: sleeper sofa in the TV den for small children only. The guest cottage is NEVER rented separately to unrelated guests during your stay--it is there if you need it. ***IMPORTANT NOTES*** -- A Cleaning Fee may be required due to enhanced cleaning, sanitation, and inspection protocols. -- Additional tandem kayaks 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*** -- 5-night minimum stay required. -- 6 nights minimum and full occupancy required over Thanksgiving week. -- 7-night 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 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 -- 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. ================== ***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.

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.

Pools of the Kai 6

Rum Point, KY
2 Bedrooms 4 Guests
Aug 21 - 26
$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.

Spacious 3-Bedroom 3-Bathroom Beachfront Condo with Heated Pool

North Side, North Side, KY
3 Bedrooms 6 Guests
Feb 6 - 12
$525 night

Tranquility in the Tropics, relax by the pool or dig your toes into the white sand beach catching some rays! This is what you’ll find greeting you at On the Bay! Enjoy our comfortable slice of heaven on Cayman’s lush North Side. The view from your balcony is priceless, the sound of the waves waking you up in the morning is surreal. This 3-bedroom beachfront condominium located in Old Man Bay on the North Side of Grand Cayman exudes the charm of traditional Caribbean architecture. The interiors are adorned with rustic wooden furnishings and artisanal decor that creates a cozy and inviting atmosphere. Each bedroom is furnished with plush beds and premium linens that offer ultimate comfort, while the living area boasts stunning ocean views and plush seating. Each bedroom in this house comes equipped with its own bathroom for added convenience. As you enter the master bedroom, you’ll be greeted by a spacious and elegant room with a king-sized bed. Connected to the master bedroom is a private bathroom that boasts a jetted tub. You can indulge in a soothing soak after a long day, as the tub is designed to provide an exquisite spa-like experience. Moving on to the second bedroom, you’ll find a comfortable queen-sized bed awaiting you. Adjacent to the second bedroom is its dedicated bathroom, ensuring privacy and convenience for its occupants. In the third bedroom of this house, you’ll find a cozy double bed, perfect for a comfortable night’s sleep. The room also has its own dedicated bathroom. The fully equipped kitchen features modern appliances and all the essential cookware and utensils for preparing delicious meals, while the spacious balcony offers breathtaking views of the turquoise waters and gentle sea breeze. Entire condo, shared heated pool and beach. To fully embrace the serene ambiance of the North Side, we recommend renting a car for convenient transportation, as public options may be limited. With George Town approximately 50 minutes away, having a car will grant you the freedom to explore the area’s hidden treasures and embrace the picturesque beauty at your own leisurely pace. A restaurant, bar, liquor store and gas station are within walking distance. 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. 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.

Pools of the Kai 3

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

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

Kaia Kamina

Rum Point, KY
7 Bedrooms 18 Guests
Aug 21 - 26
$3,393 night

*** PROPERTY DESCRIPTION *** Welcome to Kaia Kamina, a luxury oceanfront estate among the swaying palm trees and tropical vistas of beautiful Cayman Kai. The vacation experience for our Luxury Platinum Collection villas begins with a group airport greeting by a professional chauffeur and a 28-seat mini-coach (7-night min. stay required). Our on-island hospitality team can coordinate the delivery of your rental vehicles to the villa in advance. The villa’s driveway has plenty of off-street and covered parking for 4-5 vehicles. Kaia Kamina is a true seaside majesty. This remarkable beachfront villa offers 8,000 square feet of modern West Indies living space that will have you feeling as if you are on your own boutique resort! Explore the private, child-friendly beach and gentle Caribbean waters by kayak, paddleboard, or snorkel. The heated beachfront infinity pool and protected location ensure your privacy and comfort while swimming year-round. You will find plenty of spaces to either cool down from the sun or work on one’s tan. Kaia Kamina sleeps 18 across seven bedrooms. ***Sleeping Arrangements*** (Licensed to sleep 14 adults max, 18 guests total) -- Primary Suite - upper-level, ocean views, king bed, walk-out access to a shared oceanfront balcony, television with Apple TV, walk-in closet, small room safe, ensuite bathroom with dual vanity, deep soaking tub, and separate walk-in shower. -- East Suite - upper-level, ocean views, king bed, walk-out access to a shared oceanfront balcony, television with Apple TV, ensuite bathroom with dual vanity, soaking tub, and walk-in shower. -- West Suite - upper-level, ocean views, king bed, walk-out access to a shared oceanfront balcony, television with Apple TV, ensuite bathroom with dual vanity, soaking tub, and walk-in shower. -- Twin Suite - upper-level, garden views, two twin beds, television with Apple TV, ensuite bathroom with dual vanity, and shower/tub combo; twin beds can be fitted into a king bed upon request. -- Bunk Suite - upper-level, garden views, four full bunk beds, television with Apple TV, ensuite bath with walk-in shower. -- Cottage Suite #1 - detached guesthouse, upper-level, garden views, king bed, television with Apple TV, small room safe, kitchenette, washer & dryer, plus ensuite bath with shower/tub combo. -- Cottage Suite #2 - detached guesthouse, upper-level, garden views, king bed, television with Apple TV, small room safe, kitchenette, washer & dryer, plus ensuite bath with shower/tub combo. -- Additional bedding - lower level media room with queen sleeper sofa, garden views, television with Apple TV, XBOX One console, and mini-fridge. As the sun sets, a decision awaits: do we enjoy cocktail hour and dinner at home? Or, do we walk over to The Kaibo restaurants for a sunset dinner? A third choice is to hire our 32-foot World Cat boat for a private charter to Camana Bay or Morgan’s Harbour for dinner with cocktails on the way over. Start your day by visiting Kaibo Beach Espresso for a cup of organic coffee and breakfast. Or, stroll or bike ride to the Rum Point Club, it takes just minutes. Stop by to enjoy the white sands and clear, shallow waters, or explore the shoreline by kayak, paddleboard, swim fins, or jet ski. Although quiet and peaceful, Cayman Kai livens up in the evening. You’ll notice your neighbors making their way to spots like the Kaibo Beach Bar or Kaibo Upstairs for great food and company. Barefoot Beach BBQs, Luna Del Mar dinners, and themed chef-tasting dinners are popular. Little ones will love exploring Starfish Point Beach. Starfish dot the tideline at this pristine spot with gentle waters. ***IMPORTANT NOTES*** -- A Cleaning Fee is included due to enhanced cleaning, sanitation, and inspection protocols. -- Additional tandem kayaks and stand-up paddleboards (SUPs) are available for discounted rental. A signed waiver is required. *** RATE DETAILS *** -- 13% Occupancy Tax added to all rates. -- 12.90% Service Fee 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 permitted but subject to a higher cleaning fee. -- 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 ***Grand Cayman Villas & Condos Guest Services*** The 12.90% Service Fee includes your Guest Services Membership. Member Benefits -- Group arrival & departure airport transfer via motorcoach (7-night stay required) -- VIP fast-track airport arrival through Immigration & Customs (fee charged by CIAA) -- Assistance with rental car reservations with at-villa delivery -- Centralized on-island guest services & welcome center -- Unlimited use of Private Fitness Center (18+ yrs.) -- Business center access: computers, printer, scanner, & FedEx/DHL courier supplies -- Guest benefit & discount card for savings at Preferred Vendors -- 10% Advance Booking Discount for private scuba and snorkel charters -- Complimentary use of snorkel equipment -- Guest parcel receipt & hold for check-in -- Jacques Scott Wine & Spirits pre-order & hold for check-in -- Coordinate special events, private dinners & private transportation -- Referral to preferred vendors, restaurants, and watersports At-Villa Benefits -- At-villa meet & greet with your property manager on the day of arrival -- Complimentary convenience items: baby equipment, snorkel gear, Apple TVs, Bluetooth speakers, etc. -- Welcome amenity gift basket: champagne, locally-sourced products -- One-time light weekday housekeeping (7-night stay required) -- Luxury linens, towels, & robes provided -- Gilchrist & Soames soaps, body wash, lotion, shampoo & conditioner per bathroom -- Complimentary early check-in or late check-out -- Arrange chefs, cooks, babysitting, massage, or family photography services -- $5,000 of Accidental Damage Protection for the villa (indoor items & decor) -- 2 complimentary tandem kayaks and 2 paddleboards provided* -- Additional kayaks, SeaView boards, & paddleboards are available for discounted rental & free delivery* *Signed waiver required. ================== *** NEARBY ATTRACTIONS *** -- 53 minutes (27 miles) from Owen Roberts Airport (GCM) -- 11 minutes to the nearest grocer, Chisholm’s Grocery -- 2-minute walk to the Kaibo Beach Bar & Grill and Kaibo Marina. -- 5-minute walk to Starfish Point. -- 10-minute walk to Cayman’s Bioluminescent Bay -- 5-minute drive to the Rum Point Club -- 15-minute drive east to Over the Edge restaurant & Cayman Crystal Caves -- 18-minute drive to our Welcome Center *** 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 & 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. Sargassum is not an issue for homes in the Cayman Kai neighborhood.

Blue Vista Villa - Oceanfront 5 Bedroom Pool Home

Old Man Bay, North Side, KY
5 Bedrooms 16 Guests
Sep 8 - 12
$1,183 night

Blue Vista Villa is a spacious 5 bedroom, 4.5 bath oceanfront retreat in the peaceful community of Old Man Bay on Grand Cayman’s North Side, with sweeping sea views, a private saltwater pool, and sleeping space for up to 16 guests. The property combines a 4 bedroom main villa and a separate oceanfront guesthouse, creating the ideal setup for families, multi generational groups, or friends who want both shared gathering spaces and extra privacy. 5 Bedrooms | 4.5 Bathrooms | Sleeps 16 LIVING AREA & ENTERTAINMENT • Large sunken living room with plush seating, 65" flat panel HDTV, DVD player, and Roku for streaming and movie nights. • Bright, open interior with ocean views from the main living areas, high ceilings, and Caribbean inspired décor for a breezy, relaxed feel. • Dedicated Games Room featuring classic Pac Man and Atari arcade machines plus Nintendo systems on the TV—always a hit with kids and grown ups alike. BEDROOMS & BATHROOMS Main Villa (4 Bedrooms – Sleeps up to 12) • Oceanfront Primary Suite: King size bed, en suite bathroom with walk in shower. • Second Oceanfront Bedroom: King size bed, shares a Jack and Jill bathroom with the garden view queen bedroom. • Garden View Bedroom: Queen size bed, shares Jack and Jill bathroom. • Large Bunk/Family Bedroom: Two queen size beds plus two twin single beds, with a private en suite bathroom featuring a shower/tub combo. Guesthouse (1 Bedroom + Bonus Bunks – Sleeps up to 4) • King Bedroom: King size bed with en suite bathroom and beautiful oceanfront view. • Bonus Sleeping: Twin bunk bed in the guesthouse living area, plus its own kitchen and dining space—perfect for friends, grandparents, or a family that wants some extra privacy. In total, Blue Vista can accommodate up to 16 guests in beds. FULLY EQUIPPED KITCHENS & DINING • Main villa gourmet kitchen with dual sinks, refrigerator/freezer, dishwasher, oven, ceramic cooktop, microwave, blender, and a Presto Cool Daddy deep fryer. • Oceanfront dining room seating 6, plus a separate breakfast area with teak seating for 6 more. • Guesthouse includes its own kitchen and dining area, ideal for early risers, separate family units, or added flexibility when traveling with a group. ESSENTIALS STARTER PACK INCLUDED Your stay includes a convenient starter supply of: • Shampoo, bath soap, and hand soap. • Laundry detergent and dishwashing liquid/tabs for the dishwasher. • Toilet paper, paper towels, blow dryer, iron, and ironing board. BEACH GEAR & PROPERTY AMENITIES • Private oceanfront saltwater pool with wide deck space for sunbathing and lounging. • Large screened in patio for shaded outdoor dining, card games, or relaxing with a book out of the sun. • Beachfront gazebo with hammocks and loungers for afternoon naps, sunset views, or quiet morning coffees by the sea. • Family friendly extras including beach toys, pool floats, board games, pack ’n play, and high chairs. • Direct access to the shoreline for beachcombing, plus excellent snorkeling on a nearby reef just a short walk down the beach. BEACH & WATER ACCESS Blue Vista Villa sits directly on the shoreline in Old Man Bay, with wide ocean views and a private saltwater pool overlooking the Caribbean Sea. The immediate beachfront in this area is a natural North Side shoreline, with a mix of sand and coral underfoot, making it great for relaxing by the water, beachcombing, and enjoying the view. Just a short walk down the beach, you’ll find a shallow sandy cove near the On The Bay condos that is ideal for wading and swimming on calmer days. Excellent coral reef snorkeling is also available roughly 100 yards along the shore, where the reef protects the water and offers plenty of marine life for confident swimmers and snorkelers. For comfort and safety, water shoes or fins are recommended anywhere you enter over rock or coral, and guests should always check daily sea conditions before heading into the sea. Guests who prefer classic, soft sand beach time can also explore North Side and East End public beach areas, as well as Rum Point and Kaibo, all a short drive away and offering easier walk in swimming and beach club style amenities. BEACH CONDITIONS Properties on the North Side and East End of Grand Cayman may occasionally see sargassum (seaweed) wash ashore, mostly between May and August. This is a natural, seasonal occurrence throughout the Caribbean, and conditions can vary day to day. Grand Cayman offers gorgeous beaches, great snorkeling, and plenty to enjoy island-wide, so we don’t anticipate it impacting your trip, just a heads-up in case you notice it during your visit. LOCATION & ACCESSIBILITY Blue Vista Villa is located in Old Man Bay on Grand Cayman’s quiet North Side, about a 30–40 minute drive from Owen Roberts International Airport in George Town under typical traffic conditions. The home sits between the Rum Point/Kaibo area and East End, putting you in a convenient spot for exploring both the laid back North Side and the dive friendly East End coastline. Old Man Bay Beach is just steps from the villa, while a shallow cove suitable for wading and swimming lies a short walk away down the shoreline. Popular nearby spots such as the Mastic Trail, Barefoot Beach, Queen Elizabeth II Botanical Garden, and the East End resort area are all within an easy drive. A rental car is strongly recommended here, as public transportation is limited and driving is the easiest way to reach supermarkets, restaurants, Rum Point, Kaibo, and Seven Mile Beach DINING & NEARBY ACTIVITIES • Over the Edge Café – About a 5–10 minute drive east along North Side Road for casual local dining with classic waterfront views. • Rum Point Club & Restaurant – Usually 15–20 minutes away for oceanfront dining, beach bar favorites, hammocks, and a relaxed beach club vibe. • Red Sail Sports at Rum Point – Also around 15–20 minutes by car for Stingray City trips, snorkeling, diving, paddleboarding, and kayak rentals. • Kaibo Beach Bar & Grill – Roughly 15–20 minutes’ drive for casual beachfront lunches, wood fired pizzas, and sunset cocktails. • Upstairs at Kaibo – Upscale fine dining above Kaibo Beach Bar, also about 15–20 minutes away. • Kaibo coffee spot – In the same Kaibo complex, typically 15–20 minutes away, great for coffee, pastries, and easy breakfast starts. • La Casita (East End) – Around a 20–25 minute drive toward East End for Mexican fare in a relaxed setting. • Tukka East & Eagle Ray’s – Approximately 20–25 minutes away for East End seafood, lionfish dishes, and island style menus overlooking the reef. • Morritt’s / East End resort area – Also about 20–25 minutes by car, with additional restaurants, beach bars, and oceanfront dining options. NEARBY ATTRACTIONS & HIGHLIGHTS • Starfish Point – Typically 15–20 minutes by car via the Kaibo/Rum Point area, popular for shallow water and starfish viewing. • Stingray City sandbar – Reached by boat tours departing from Kaibo or Rum Point. • Cayman Crystal Caves – About a 10–15 minute drive inland from the North Side/Old Man Bay area. • Queen Elizabeth II Botanical Garden – Generally 15–20 minutes away via Frank Sound Road, with nature trails, iguanas, and tropical gardens. GROCERIES, SUNDAY CLOSURES & PRACTICAL DETAILS Nearby grocery options such as Foster’s Express and Chisholm’s Grocery are about 15 to 20 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. 15 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. • Public transportation is a short walk away, having a car offers the greatest convenience and flexibility. ACCESSIBILITY & PARKING Accessibility: Single-level home with minimal steps Parking: Ample on-site parking is available for guest use PROMOTIONS Automatic discounts may apply based on travel dates, including seasonal Stay 7, Pay 6 offers from May 1 to November 1, along with last-minute deals, 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. Stay 7 Pay 6 Blue Vista Villa

Coconut Walk

West Bay, KY
7 Bedrooms 18 Guests
Aug 21 - 26
$6,613 night

***PROPERTY OVERVIEW*** Coconut Walk is a grand, gated sanctuary that redefines Caribbean elegance. Furnished by the island’s premier Design Studio, this 7,400-square-foot Spanish-tiled estate is a masterpiece of luxe resort casual living. For those staying seven nights or more, the experience begins with a professional chauffeur greeting and private mini-coach transfer for your entire group, ensuring your arrival is as effortless as a tropical breeze. The estate’s crown jewel is the expansive outdoor living space, where 3,000 square feet of multi-level decking transitions into the soft white sands of Seven Mile Beach. The large, heated freshwater pool is strategically elevated, offering an ideal vantage point for sunset cocktails while maintaining absolute privacy from the beach below. Surrounded by double-chaise loungers and shaded by swaying palms, the pool deck serves as an intimate retreat for sun-drenched afternoons. For the adventurous, the villa provides private stand-up paddleboards and tandem kayaks, with dedicated mooring balls for those arriving by private charter or renting jet skis. Inside, the villa’s architecture balances grand social spaces with quiet comfort. The North Wing features a gourmet chef’s kitchen and formal dining, while the South Wing is an entertainment hub with a music room and a sprawling game lounge. ***Sleeping Arrangements*** -- Bedroom 1: upper-level, California king bed, ocean view, HD TV, deposit safe, ensuite with double vanity, water closet, soaking tub, and separate shower. -- Bedroom 2: upper-level, garden views, 2 full beds, HD TV, deposit safe, shares ensuite equipped with shower bath. -- Bedroom 3: upper-level, garden views, king bed, HD TV, deposit safe, shares ensuite equipped with shower bath. -- Bedroom 4: primary suite, upper-level, oceanfront, king bed, private balcony, HD TV, walk-in closet, deposit safe, ensuite with double vanity, water closet, bidet, soaking tub, and separate shower. -- Bedroom 5: upper-level, garden views, king bed, HD TV, deposit safe, ensuite with shower bath. -- Bedroom 6: upper-level, garden views, king bed, HD TV, deposit safe, ensuite with shower bath. -- Bedroom 7: lower-level, garden views, 2 queen beds, HD TV, shares hall bath equipped with a shower. Throughout your stay, a dedicated on-island manager and professional housekeeping ensure a bespoke experience. From arranging private in-villa yoga to coordinating five-star catering for an intimate event, Coconut Walk offers a level of service and privacy that exceeds the island’s most famous luxury resorts. While the estate offers total seclusion, its location within the island’s elite tourism corridor is unmatched. You are perfectly positioned just moments from the Cayman Islands’ peak experiences. Golf enthusiasts will appreciate being minutes away from the island’s championship course, while a short stroll or drive places you at the doorstep of five-star dining destinations and the sophisticated boutiques of Camana Bay. Whether you are seeking a lazy morning on the beach, teeing off for a round of golf, a tasting menu from a world-class chef, or a high-end shopping excursion, the best of the island’s peak experiences is easily at your fingertips. *Note: Additional kayaks, stand-up paddleboards (SUPs), plus kids and adult bikes are available for discounted rental with free delivery. A signed waiver is required. **Owner welcomes destination weddings or events on a case-by-case basis. Separate fees and deposits will apply. ==================== ***NEARBY ATTRACTIONS*** -- Next door to Cemetery Beach for snorkeling. -- 1-minute drive south to the Cayman Pickleball Tennis Academy. -- 1-minute drive north to the nearest supermarket Foster’s Republix, and Jacques Scott for wine & spirits. -- 4-minute drive south to the Kimpton Seafire Resort & Spa. -- 4-minute drive to the Cayman Islands Yacht Club for chartered excursions, plus food + drink at Morgan’s Seafood or Bacaro. -- 5-minute drive northeast to Dolphin Cove Cayman, plus food + drinks at Tukka West or Calypso Grill. -- 7-minute drive north to the Cayman Turtle Center, plus food + drinks at the Cracked Conch. -- 8-minute drive northeast to Ristorante Pappagallo, ATV Cayman, and KiteSurf Cayman. -- 9-minute drive south to restaurants, cinemas, and shops at Camana Bay; the North Sound Golf Club is along the way. -- 16 minutes, or 7 miles, from Owen Roberts International Airport (GCM). ***GETTING AROUND*** Taxi service is reliable along Seven Mile Beach, but can run expensive if you are the exploring type. Plus, there is no Uber or Lyft on the island. A rental car is recommended if you plan on venturing beyond Seven Mile Beach. For rental cars, we recommend Budget Cayman, Avis, or Marshalls. ***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*** -- 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. -- Weddings and events permitted with approval; additional deposits and fees may apply. -- Must be 25 years or older to book and must occupy the villa during the entire stay. ***Grand Cayman Villas & Condos Guest Services*** The 12.90% 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) -- 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 -- $5,000 of Accidental Villa Damage Protection -- Complimentary pack-n-plays, booster seats, & baby gates -- Additional kayaks and stand-up paddleboards (SUPs) available for discounted rental* *Signed waiver required. ***Villa Cleaning & Sanitation*** All villas are cleaned and sanitized before each guest’s arrival. We also ask our owners to provide a starter supply of extra cleaning products. Additional housekeeping services can be purchased after booking in 3-hour time blocks. Scheduling may be coordinated with your property manager upon arrival.

Luxury 5 Bdr Ocean View Home w/ Pool + Hot Tub

East End, East End, KY
5 Bedrooms 12 Guests
Aug 25 - 28
$316 night

Indulge in the ultimate vacation experience with Southwinds Vacation Home, a stunning luxury retreat boasting 4 bedrooms and 3.5 baths main house plus separate studio apartment, perched perfectly on the East End with proximity to a myriad of attractions, activities, and top-rated dining destinations. Ideal for families and groups of friends, this residence offers an abundance of space, including a serene outdoor oasis complete with a gazebo, sparkling pool, hot tub, and even a hammock to bask in the calming ocean sounds and warm Caribbean sun. Sleeps up to 12 Guests. This beautiful nautical-inspired home boasts stunning ocean views from nearly every angle and is adorned with charming coastal accents throughout. Offering more than 3,550 sq. ft. of living space in the main house, plus an additional 400 sq. ft. in the attached studio, this spacious two-story retreat is designed for comfort, relaxation, and making lasting memories with family and friends. Guests frequently comment that the home feels even larger and more impressive in person than the photos suggest, making it an ideal choice for family gatherings, multi-generational vacations, and group getaways. Nestled in the peaceful East End of Grand Cayman, this private oasis offers a welcome escape from the crowds of Seven Mile Beach while still providing easy access to the island’s top attractions. Surrounded by tropical landscaping and featuring breathtaking ocean views, the property is the perfect place to unwind and embrace the slower pace of island life. The first floor features a large, fully equipped kitchen, dining area, bar, inviting living room, laundry area with a half bath, and a primary bedroom with an ensuite bathroom. Upstairs, you’ll find three additional bedrooms: one with two twin beds, one with a queen bed, and one with a king bed and ensuite bathroom. A large shared bathroom with a shower and tub serves the remaining two upstairs bedrooms. The thoughtful layout makes the home especially well-suited for families traveling together, allowing everyone to spread out while still enjoying plenty of shared gathering spaces. The outdoor living area is often the highlight of guests’ stays. Spend your days cooling off in the private pool, relaxing in the spacious hot tub, or lounging poolside with a tropical drink in hand. Whether you’re enjoying a morning coffee while watching the sunrise over the ocean or gathering with loved ones for an evening under the stars, the outdoor spaces were designed for making vacation memories. The home is exceptionally well-equipped for extended stays and family vacations, with a fully stocked kitchen, beach essentials, and thoughtful touches throughout to help you feel at home from the moment you arrive. Families traveling with young children will also appreciate the property’s spacious layout and family-friendly amenities. For groups larger than 9 guests, the studio apartment may be added to your reservation, accommodating up to 2 additional adults or up to 3 additional guests when one is a child under 12 years old. The studio is ideal for couples, grandparents, teenagers, or anyone in your group who would appreciate a little extra privacy while remaining just steps away from the main house and all shared gathering spaces. The studio itself is a welcoming retreat, thoughtfully designed for comfort and convenience. It features a cozy king-size bed, a comfortable sofa, and a Smart TV for entertainment. The kitchenette includes essentials such as a mini fridge and microwave, while the kitchen island with seating for two serves as the perfect spot for casual dining or catching up on emails, though we highly recommend unplugging and embracing island time. The spacious bathroom features a walk-in shower, while the outdoor deck offers lounge chairs, outdoor seating, a BBQ grill, and a hammock, perfect for enjoying a morning coffee, an afternoon nap, or the gentle Caribbean breeze. Located just steps from the famous East End Blow Holes and a short drive from restaurants, beaches, and North Side attractions, this property offers the perfect balance of seclusion, comfort, and convenience. Whether you’re planning a family reunion, celebrating a special occasion, or simply seeking a peaceful Caribbean escape, this exceptional home provides everything you need for an unforgettable Grand Cayman vacation. Guests will have exclusive access to all indoor and outdoor living spaces, including the studio when booking for groups larger than 9 guess. Please be aware that there is a cat residing outside the property and is not allowed inside the home. To make the most of your stay in East End, we highly recommend renting a car for convenient transportation and the freedom to explore at your own pace. With George Town approximately 50 minutes away, having a car allows you to discover the area’s hidden treasures and embrace the picturesque beauty on your own schedule. Enjoy the convenience and flexibility that a car rental provides during your East End getaway. While this property is not directly situated on the waterfront, it offers breathtaking and unobstructed views of the nearby ocean from its elevated position on the hill. Nearby beaches can be reached with a short drive of 1-5 minutes. To preserve the privacy and exclusivity of the property, the studio apartment is reserved exclusively for larger groups and is only made available when occupancy of the main house exceeds 9 guests. The studio is never rented separately to unrelated guests, ensuring that all reservations enjoy exclusive use of the property and grounds throughout their stay. There will be a separate Cleaning Fee of US$150 charged for bookings that utilize the studio. If the booking website does not collect it directly, a refundable security deposit of US$750 will be collected by the property prior to your stay. We reserve the right to substitute equal or better accommodation in the event of a double booking or if the rental is unavailable for any reason, including but not limited to sale or repair.

Stepping Stone 4 BR East End Luxury Oceanfront

East End, East End, KY
4 Bedrooms 8 Guests
Aug 21 - 26
$1,113 night

Discover Stepping Stone, a breathtaking 4 bedroom, 4.5 bath luxury oceanfront villa in Grand Cayman’s scenic East End, welcoming up to 8 guests. Nestled on a private triple sized lot with a pristine sugar sand beach, this Balinese inspired retreat blends elegant architecture, modern amenities, and eco conscious design. With panoramic Caribbean views, seamless indoor outdoor living, and resort style features, it’s ideal for families, couples traveling together, or intimate celebrations—including destination weddings, vow renewals, and multi day events in a dramatic yet intimate oceanfront setting. 4 bedrooms | 4.5 bathrooms | Sleeps up to 8 SPECTACULAR DESIGN & MODERN LUXURY Stepping Stone is thoughtfully designed with globally sourced materials and a strong indoor outdoor connection, creating a calm, contemporary sanctuary on the sea. • Balinese inspired architecture with stone and natural hardwoods • Large pocket sliding doors for true indoor outdoor living • Panoramic Caribbean Sea views from main living areas • Contemporary yet warm ambiance with high end finishes throughout BEDROOMS & BATHROOMS Elegant accommodations make this villa ideal for four couples or an extended family who value privacy and comfort. • Ground floor primary suite: spacious oceanfront sanctuary with king size bed • Three upper floor guest bedrooms: each with a queen size bed • Ensuite bathrooms for each bedroom, plus an additional half bath • Secure safe in every bedroom KITCHEN, DINING & ESSENTIALS The villa is fully equipped for everything from casual breakfasts to celebratory dinners, with a generous starter pack so you can settle in right away. • State of the art kitchen with quartz countertops and stainless steel appliances • Multiple refrigeration options: large refrigerator, full size freezer with ice maker, mini fridge, and two wine coolers • Spacious dining area seating up to 12 with breathtaking ocean views • Kitchen essentials provided: dishwashing liquid and/or dishwasher tabs, basic pantry items (salt, pepper, spices), and coffee filters • Home essentials provided: shampoo, hand soap, toilet paper, paper towels, garbage bags, laundry detergent, blow dryer, iron and ironing board • Ample bath towels, linens, and beach towels for all guests OUTDOOR PARADISE & WATER ADVENTURES The outdoor spaces are designed to make the most of the East End’s beauty, from sun soaked days to starlit evenings. OUTDOOR PARADISE • Private infinity pool overlooking the turquoise Caribbean • Hot tub for relaxing under the stars • Private sugar sand beach with direct ocean access • World class snorkeling right from the dock BEACH CONDITIONS Properties on the North Side and East End of Grand Cayman may occasionally see sargassum (seaweed) wash ashore, mostly between May and August. This is a natural, seasonal occurrence throughout the Caribbean, and conditions can vary day to day. Grand Cayman offers gorgeous beaches, great snorkeling, and plenty to enjoy island-wide, so we don’t anticipate it impacting your trip, just a heads-up in case you notice it during your visit. WATER ADVENTURES & BEACH GEAR • Coral reef snorkeling just steps from shore • Nearby water sports rentals: jet skis, kayaks, paddleboards (via White Sand Water Sports) • Complimentary beach chairs, umbrellas, coolers, and sand toys • Additional snorkel gear, kayaks, and fishing equipment available to rent through local providers such as White Sand Water Sports and Bait A Hook a short distance away. WEDDINGS & SPECIAL EVENTS Stepping Stone is available to host intimate and larger destination weddings, vow renewals, and multi day family events. The combination of dramatic oceanfront setting, generous outdoor space, and stylish interiors makes it an exceptional venue. Please inquire with your specific event details and requests so arrangements and approvals can be tailored to your needs. WHO THIS SUITS Stepping Stone is tailored for guests who want a private, design forward villa experience in a quieter, more authentic part of Grand Cayman. • Families or multi generational groups who value space, privacy, and a safe, swimmable beachfront setting. • Couples traveling together who appreciate four real bedrooms with ensuite baths and resort style outdoor amenities. • Small destination wedding groups, elopements, and vow renewals seeking a dramatic yet intimate oceanfront backdrop. • Retreats or special occasion trips where guests want an elevated, villa style experience rather than a traditional resort. • Ocean and reef lovers who want easy access to snorkeling, kayaking, and water sports right from (or very close to) the property. DINING & NEARBY ACTIVITIES – EAST END The Penthouse at The Cottages is in the scenic East End district, close to beaches, watersports, and a cluster of popular local restaurants and bars. WITHIN WALKING DISTANCE OR A SHORT DRIVE: • Italian Kitchen at Morritt’s Plaza – Casual Italian inspired fare and pizzas. • David’s Restaurant (Morritt’s) – Sit down dining with seafood and steaks. • Mimi’s Dock Bar (Morritt’s) – Laid back dock bar for drinks and bites over the water. • Tides, Subway, and Coffee Bar at the Wyndham – Additional dining, grab and go, and coffee options. SHORT DRIVE (APPROX. 5–15 MINUTES): • Vivine’s Kitchen – Classic Caymanian home cooking with sea views. • Eagle Ray Grill – Burgers, tacos, and casual fare overlooking the reef. • Big Tree BBQ & other local spots – Authentic roadside barbecue and island dishes. • La Casita – Mexican restaurant where guests receive 10% off, with pick up options available. Guests are also close to watersports and tours, including Stingray City trips, kayak rentals, jet skis, diving, and snorkelling excursions, available through White Sand Water Sports and other local suppliers. 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 East End, having a car offers the greatest convenience and flexibility. ACCESSIBILITY & PARKING Accessibility: Two-story property, access via steps - no elevator Parking: Complex parking or car spaces available for up to 8 cars maximum. PROMOTIONS Automatic discounts may apply based on travel dates, including seasonal Stay 7, Pay 6 offers from May 1 to November 1, along with last-minute deals, 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. Stay 7 Pay 6

Faroway Luxury Ocean & Beach Villa - South Sound 4BR Oceanfront Estate

George Town, George Town, KY
4 Bedrooms 8 Guests
Oct 31 - Nov 5
$2,563 night

Faroway Luxury Villa is a 5,000 sq ft single story 4 bedroom, 4.5 bath oceanfront estate on a wide sandy beach in Grand Cayman’s peaceful South Sound, about a 10–12 minute drive from Owen Roberts International Airport. Blending elevated comfort with relaxed tropical luxury, it features a private oceanfront pool, dock with thatched cabana, expansive lawn, and indoor outdoor living spaces—ideal for family vacations, couples’ getaways, just minutes from George Town and Seven Mile Beach. 4 Bedrooms | 4.5 Bathrooms | Sleeps 8 | Single Story Estate LIVING AREA & INTERIOR FEATURES • Grand entrance leading into soaring vaulted ceilings, marble floors, and panoramic views of the Caribbean Sea. • Open concept “great room” combining formal dining, a plush living room, and the gourmet kitchen, all framed by oversized windows and tall glass doors for true indoor outdoor flow. • Main living area includes a large flat screen TV, ample seating, and a built in sound system that easily connects to your own devices for music or movies. GOURMET KITCHEN & ENTERTAINING • Chef designed kitchen with granite countertops, gas range, double ovens, and substantial cookware and utensils. • Island with bar seating for 4, perfect for breakfast, casual snacks, or chatting with the chef while meals are prepared. • Three coffee makers to suit every preference: Keurig, Hamilton Beach drip machine, and an espresso machine (starter supplies provided). • Formal dining table seating 6, with additional outdoor dining space for larger gatherings. • Integrated sound system extends throughout the villa and pool area for seamless entertaining; Apple TV available in the main living area. ESSENTIAL STARTER PACK Your stay includes a comprehensive starter pack so you can settle in immediately: • Kitchen essentials: Dishwashing liquid and/or dishwasher tabs, basic pantry items such as salt, pepper, and coffee filters. • Home essentials: Shampoo, conditioner, hand soap, toilet paper, paper towels, garbage bags, laundry detergent, hair dryer, and iron with ironing board. • Towels, linens, and beach towels provided, plus spa robes and slippers for added comfort. BEDROOMS & BATHROOMS (SLEEPS UP TO 8 GUESTS) • Bedroom 1 – Oceanfront Master: King bed, en suite bathroom, and direct access to the pool deck with ocean views. • Bedroom 2: King bed, en suite bathroom, garden view. • Bedroom 3: King bed, en suite bathroom, garden view. • Bedroom 4: King bed, en suite bathroom, garden view. • All bedrooms feature flat screen TVs, luxurious bedding, and hotel style finishes for a restful night’s sleep. • Additional half bath in the main living area for guest convenience. OUTDOOR LIVING & AMENITIES • Oceanfront pool with ample lounge seating and umbrellas for sunbathing or shaded relaxation. • Spacious lawn for games, sunbathing, or kids to run around, all with sea views. • Shaded outdoor dining area with seating for 6+ for al fresco breakfasts and sunset dinners. • Outdoor kitchen and bar with grill, fridge, sink, and mounted TV—perfect for poolside grilling and game nights. • Private dock with thatched cabana, ideal for morning coffee, sunset cocktails, or simply watching the water. • Three kayaks and two paddleboards available for guest use (waiver required), giving easy access to the calm South Sound waters. • Outdoor showers and easy entry into the sea for swimming and snorkeling. • Coral reef just offshore offers excellent snorkeling; pool shoes or fins are recommended for safe entry over the reef. ADDITIONAL INCLUSIONS & SERVICES • Mid week housekeeping included with your stay. • High speed Wi Fi throughout the property. • Gaming equipment and entertainment options for downtime. • High end cosmetics and amenities plus personal safe for valuables. • Optional services such as grocery pre stocking, private chefs, and additional housekeeping can be arranged on request. • Small events may be permitted with prior homeowner approval (ideal for intimate celebrations). LOCATION, DINING & NEARBY ATTRACTIONS • Located in the quiet, upscale South Sound neighborhood, within a short drive of George Town and Seven Mile Beach. • Minutes from George Town’s restaurants, waterfront shops, and nightlife; close to local grocery stores and liquor outlets. • Nearby attractions include Smith’s Cove, Spotts Beach, Eden Rock Diving, and Grand Old House for fine waterfront dining. • Taxi services are readily available for guests who prefer not to rent a car, though a rental car is recommended for maximum flexibility. Nearby Dining – South Sound & George Town Faroway sits in upscale South Sound, giving you quick access to local favourites, historic waterfront dining, and the full George Town restaurant scene within about 3–15 minutes’ drive. Very close – South Sound (3–6 minutes) • Mr. P’s Kitchen (≈3–5 minutes) – Small Jamaican spot serving jerk chicken, stews, and other island comfort dishes in a simple, very local setting. • Top Taste (≈3–5 minutes) – Another popular Jamaican café with generous portions and daily specials, ideal for a casual takeaway meal. • Grand Old House (≈5–6 minutes) – Landmark fine dining restaurant in a historic waterfront building, known for upscale Caymanian and international cuisine, an extensive wine cellar, and beautiful sunsets. George Town waterfront & town centre (6–10 minutes) • Casanova by the Sea (≈8–10 minutes) – Italian restaurant right on the water, serving pasta, seafood, and pizza in a lively, family friendly atmosphere. • Lobster Pot (≈8–10 minutes) – Long time favourite for fresh seafood and classic Cayman dishes overlooking the harbour. • Cayman Cabana (≈8–10 minutes) – Casual oceanfront spot with Caribbean inspired plates, tacos, and cocktails, great for sunset drinks and live music evenings. • Eden Rock area cafés (≈6–8 minutes) – Simple cafés and snack spots near the Eden Rock dive site, perfect for a quick bite or coffee before or after a shore dive. Seven Mile Beach & Camana Bay (10–15 minutes) • Chicken! Chicken! (≈10–12 minutes) – Rotisserie chicken and Caribbean style sides in a relaxed, counter service setting; very popular with locals. • Peppers Bar & Grill (≈10–12 minutes) – Lively Seven Mile strip restaurant known for jerk chicken, BBQ, grilled meats, and a fun, casual bar atmosphere. • Ragazzi & other Seven Mile favourites (≈12–15 minutes) – Italian, sushi, burger, and café options spread along Seven Mile Beach and at Camana Bay, all a short drive from South Sound. GROCERIES, SUNDAY CLOSURES & PRACTICAL DETAILS Foster’s and Kirk Market supermarkets are short drives away and offer all the necessary food and supplies as well as a large array of international food. Supermarkets are closed on Sundays in Cayman, though most restaurants and gas stations remain open, and some gas stations sell liquor on Sundays. Grocery items can also be pre-ordered and delivered before arrival. TRANSPORTATION • A rental car is highly recommended for this area so guests can easily explore Grand Cayman at their own pace. • Many guests book directly with trusted local providers such as Marshall’s Rent-A-Car, Andy’s Rent-A-Car, or compare options through Kayak. • Public transportation is a short walk away, having a car offers the greatest convenience and flexibility. ACCESSIBILITY & PARKING • Single-story villa (step-free inside, pool deck access from master suite) • Parking: Large private driveway and ample on-site parking 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. Faroway Villa License number: 65433

Mahogany Villa 2-A - 4BR Canal Front Villa & Pool | Sea Haven

Patricks Island, George Town, KY
4 Bedrooms 8 Guests
Sep 3 - 8
$593 night

Mahogany Villa #2 A at Sea Haven Ocean Villas is a stunning 4 bedroom, 3.5 bath, two story canal front smart home villa with water views in the Prospect / Patrick’s Island area of George Town. Nestled on the tranquil North Sound in a quiet, upscale residential enclave, it blends luxury finishes, private pool, and dock access with a calm, family friendly atmosphere. It’s ideal for up to 8 guests seeking a high end, waterside base within easy driving distance of beaches, shopping, and dining. 4 Bedrooms | 3.5 Bathrooms | Sleeps up to 8 LOCATION & SETTING Mahogany Villa #2 A sits on a canal leading into the North Sound, with peaceful water and mangrove views from the pool deck and dock. The villa is part of a new, low density development in a quiet, family friendly neighborhood on a dead end street, away from the resort strip but within a short drive of supermarkets, restaurants, and town. Quiet hours are observed from 10 PM to 7 AM, making this an excellent choice for guests who value a relaxed, residential setting. LIVING AREA & INTERIOR FEATURES • Fully equipped gourmet kitchen, ideal for preparing meals at home or working with a private chef. • Generous prep space, modern appliances, and all the cookware and serveware needed for family dinners or entertaining. • Comfortable open plan living and dining area flowing from the kitchen, with water views and direct access to the covered terrace and pool deck. • Smart TVs throughout with preloaded apps so guests can log into their own streaming accounts. • Complimentary high speed Wi Fi available throughout the villa for streaming, remote work, and staying connected. BEDROOMS & BATHROOMS The villa is a spacious two story retreat that comfortably accommodates up to 8 guests. • 1st Floor – Bedroom #1: Queen size bed, smart TV with sounder, and en suite bathroom with walk in shower. • 2nd Floor – Owner’s Suite (Bedroom #2): King size bed, smart TV, portable Sonos speaker, and en suite bathroom with walk in shower. • 2nd Floor – Bedroom #3: Queen size bed and smart TV with sounder, sharing a Jack and Jill bathroom (tub/shower combo) with Bedroom 4. • 2nd Floor – Bedroom #4: Queen size bed and smart TV, connected to the shared Jack and Jill bathroom. There is also a convenient half bath (powder room) off the main living area, giving the villa ample bathroom space for families and groups. ESSENTIALS STARTER PACK INCLUDED To make arrival easy, Mahogany Villa #2 A includes a practical starter pack: • Kitchen essentials: Dishwashing liquid and/or dishwasher tabs, plus basic pantry items such as salt, pepper, and coffee filters. • Home essentials: Shampoo, hand soap, toilet paper, paper towels, garbage bags, laundry detergent, blow dryer, and iron with board. • Linens: Ample towels, bed linens, and beach towels. INCLUSIONS & FAMILY GEAR • Beach toys, beach towels, beach chairs, and a beach umbrella for days on the sand. • Pack ’n Play available on request—great for families traveling with a little one. • Local partners can help arrange additional items or services you may need during your stay. PRIVATE POOL & OUTDOOR LIVING • Private pool with a generously covered waterfront patio and large deck area. • Pool is approximately 8.5 ft wide by 14 ft long and about 5 ft deep, with a comfortable sitting ledge on one end. • Shaded seating and lounging options make the outdoor space a natural gathering spot from morning coffee to evening drinks. 30 FT BOAT DOCK & BOATING ACCESS • Private 30 ft boat dock directly behind the villa. • Ideal for seasoned boaters who wish to rent a 21–24 ft boat or jet skis for a day, part of a week, or an entire stay. • Excellent launch point for exploring the North Sound, visiting Stingray City, or heading out to the open Caribbean Sea. • Convenient pick up location for charter operators offering deep sea fishing and snorkel excursions. ROOFTOP TERRACE • Spectacular shared 3rd floor rooftop terrace with panoramic views over the North Sound and surrounding waterways. • Shared only with the neighbouring villa (owner occupied rather than a rental, and used sparingly). • Furnished with a dining table and chairs, outdoor lounge furniture, gas BBQ grill, and beverage refrigerator—perfect for sunset dinners or evening cocktails. BEHAVIORAL GUIDELINES Mahogany Villas are not a party destination; the focus is on luxury, tranquility, and a peaceful daily lifestyle. Loud or disruptive parties that disturb neighbors are not tolerated. Guests are expected to respect the neighborhood and quiet hours, and behavior that violates these standards may result in eviction with no refund. NEARBY AMENITIES & DRIVING TIMES Mahogany Villa #2 A is conveniently located for exploring Grand Cayman by car while enjoying a calm, waterfront base: • Supermarket, liquor store, and local shopping/dining: roughly 10 minutes’ drive. • Seven Mile Beach, Owen Roberts International Airport, and central George Town: typically about 12–15 minutes by car, depending on traffic. This villa offers a luxurious and comfortable experience for guests looking to soak up the beauty of the North Sound, relax by their own pool, and still be within easy reach of the island’s beaches, restaurants, and activities. BEACHES & WATER ACCESS Mahogany Villa #2 A sits directly on a canal leading into the North Sound, so you have waterfront views and a private dock rather than a walk in sandy beach directly in front of the villa. Most guests: • Use the dock as a launch point for boat trips and Stingray City/snorkel excursions. • Drive to nearby public beaches and Seven Mile Beach for classic sand and sea days. TYPICAL DRIVE TIMES TO POPULAR BEACHES (APPROXIMATE) • Spotts Beach: around 10–12 minutes by car – a favourite for turtle sightings in calm conditions. • Smith’s Barcadere (Smith’s Cove): roughly 10–15 minutes – small cove with good snorkeling around the rocks and a very local feel. • Central Seven Mile Beach: about 15–20 minutes – iconic long stretch of soft sand and clear water, great for swimming and walking. • Governor’s Beach / northern Seven Mile: around 18–25 minutes – quieter sections of Seven Mile with calm water and occasional snorkelling close to shore. Guests who choose Mahogany 2 A typically love coming “home” to the peaceful canal front setting and private pool after beach days and dinners out, so it’s a strong fit if you value space, quiet, and water access as much as being close to the sand. DINING & WHO THIS SUITS Mahogany Villa #2 A is ideal for guests who want a quiet, waterfront residential base with a private pool and dock, and who are happy to drive out for beaches, restaurants, and nightlife. It works especially well for: • Boaters and water lovers planning North Sound and Stingray City trips. • Families or couples who prefer a peaceful villa neighborhood over the main resort strip. • Longer stay guests with a rental car who want easy access to both George Town and Seven Mile Beach while returning home to a calm, upscale setting. NEARBY DINING (APPROX. 5–15 MINUTES BY CAR) Within about a 5–15 minute drive from Mahogany 2 A, you’ll find a variety of casual and mid range options in and around George Town and along the start of the Seven Mile corridor, including: • Local cafés and coffee shops for breakfast and light lunches. • Takeaway friendly spots offering burgers, pizzas, Caribbean dishes, and grills. • Family friendly restaurants and pub style venues suitable for relaxed dinners after a day on the water or at the beach. FURTHER AFIELD – SEVEN MILE BEACH & CAMANA BAY (APPROX. 15–25 MINUTES) A slightly longer drive brings you to the main dining hubs along Seven Mile Beach and at Camana Bay, where you can choose from: • Casual jerk and BBQ spots, beach bars, and sports bars. • Sushi, Italian, Mexican, and contemporary international restaurants. • Upscale beachfront dining for special occasions, plus waterfront and courtyard restaurants, cafés, dessert spots, and a cinema at Camana Bay. GROCERIES, SUNDAY CLOSURES & PRACTICAL DETAILS Foster’s and Kirk Market supermarkets are short drives away and offer all the necessary food and supplies as well as a large array of international food. Supermarkets are closed on Sundays in Cayman, though most restaurants and gas stations remain open, and some gas stations sell liquor on Sundays. Grocery items can also be pre-ordered and delivered before arrival. TRANSPORTATION • A rental car is highly recommended for this area so guests can easily explore Grand Cayman at their own pace. • Many guests book directly with trusted local providers such as Marshall’s Rent-A-Car, Andy’s Rent-A-Car, or compare options through Kayak. • Public transportation available close bye, however having a car offers the greatest convenience and flexibility. ACCESSIBILITY & PARKING • Accessibility: 2-Story villa • Parking: Reserved parking space included. PROMOTIONS Automatic discounts may apply based on travel dates, including seasonal Stay 7, Pay 6 offers from May 1 to November 1, along with last-minute deals, 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. Sea Haven

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