Caribbean Vacation Rentals
Luxury Villa Rentals in Caribbean for 2+ people
$1,950 - $5,200 /night
Hemingway House
4 Bedroom Villa, 5 Bathrooms, Sleeps 8
Nearby construction may result in noise disturbances. For further details on how this might affect your stay, please reach out to a villa specialist.
Please note: The beach experiences seasonal fluct... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
Taxes: 12.5%
$1,950 - $4,310 /night
Cliff Penthouse Suite
1 Bedroom Villa, 2 Bathrooms, Sleeps 2
Oil Nut Bay’s Cliff Penthouse is the epitome of exclusivity paired with island chic. With its spacious floor plan that seamlessly extends outdoors onto a wraparound terrace and large infinity pool, this is one of our m... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 31%
Taxes: 31%
$1,950 - $5,500 /night
Kai Kala
10 Bedroom Estate, 10 Bathrooms, Sleeps 22
Guests should be aware that part of the villa is perched near a large cliff that can be dangerous for small children and large groups. Please take this into consideration when making your booking.
... more
Additional Fees: Damage Waiver $299.00 flat
$1,950 - $2,200 /night
Klairan
4 Bedroom House, 4 Bathrooms, Sleeps 8
Guests staying within the world-famous Sandy Lane Estate will have complimentary access to all Clubhouse facilities including beach chairs, umbrellas and tennis courts.
Set in over an acre and a half ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
Taxes: 12.5%
$1,950 - $8,950 /night
Sun Salutations
6 Bedroom Villa, 6 Bathrooms, Sleeps 18
Embark on an unparalleled five-star luxury vacation experience at Sun Salutations, an exquisite oceanfront estate in the posh Cayman Kai neighborhood.
This home seamlessly blends minimalist design with a tranquil ambi... more
Additional Fees: Departure Cleaning Fee $395.00 flat, Damage Waiver $299.00 flat, Cleaning | Damage Deposit $2500.00 flat
Taxes: 34.4%
Taxes: 34.4%
Inquire for Rates
Providence House
3 Bedroom Villa, 4 Bathrooms, Sleeps 6
Providence House sits on the calmest slice of the Bay. At sea level, 46-steps away, is a cave with hammock, lounge chairs and dining area. The main house features three nearly identical master bedroom suites, a living ro... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 20%
Taxes: 20%
$1,929 - $9,286 /night
Esprit De Roche
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Villa Esprit De Roche is a sumptuous three-bedroom property with a swimming pool located on a hillside in Colombier. Facing the amazing show of the glorious sunsets over the ocean, this vacation rental offers wide spaces... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$1,929 - $6,000 /night
The Penthouse
3 Bedroom Penthouse, 3 Bathrooms, Sleeps 6
The Penthouse is a beautiful apartment built on two levels located in front of the Gustavia harbour. A short walking distance from Shell Beach, restaurants and shops, this three-bedroom luxurious apartment is ideal for f... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$1,929 - $8,571 /night
la Case Créole
6 Bedroom Villa, 5 Bathrooms, Sleeps 12
Ideally located on the heights of St.Jean, the luxurious holiday rental villa Case Creole combines a subtle blend of refinement and tropical authenticity in the heart of a magnificent tropical garden.
This recently re... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$1,929 - $4,400 /night
Ma Moura
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
The Tryall Club requires all villa and condo guests to become members during their stay via a Temporary Membership Fee ($) (plus a 15% service charge). Children between the ages of 13 and 15 pay at a discounted r... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 17.5%
Taxes: 17.5%
$1,929 - $5,185 /night
Hidden Bay by the Sea
6 Bedroom Villa, 7 Bathrooms, Sleeps 12
The extraordinary location of this unique cliffside home is absolutely stunning. Planted firmly on a rock ledge high above the sea, the precipice may be daunting to some. While a low stone wall wraps most of the waterfro... more
Additional Fees: Damage Waiver $299.00 flat, Service Fee $50.00 flat
$1,921 - $5,092 /night
Sweet Spot
6 Bedroom Villa, 7 Bathrooms, Sleeps 12
Located on a wide sandy beach, Sweet Spot is like a pretty jewel box next to the sea. Its remarkable location is the best of all worlds. A 6,000-square-foot private home with a huge lawn and beach.
Interiors at Sweet ... more
Additional Fees: Damage Waiver $299.00 flat, Service Fee $50.00 flat
$1,920 - $5,885 /night
1 BDM Ocean View Penthouse at The Palms Turks & Caicos
1 Bedroom Penthouse, 1 Bathrooms, Sleeps 2
The magnificent and spacious ocean-view penthouses at The Palms Turks and Caicos deliver a 5-Star experience on Grace Bay beach. The master bedroom features a king-sized bed, a luxurious ensuite with an array of quality... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 27%
Taxes: 27%
$1,920 - $4,500 /night
Tortuga C19 | Good Vibes
8 Bedroom Villa, 9 Bathrooms, Sleeps 16
Construction is taking place nearby and may create some noise issues. Contact a Rental Escapes villa specialist for more information about how this may impact your stay.
Guests staying within ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 18%
Taxes: 18%
$1,914 - $10,714 /night
Lazuli
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Lazuli is a luxurious four-bedroom vacation rental with a heated swimming pool, ideally located facing the Grand-Cul-de-Sac lagoon. Boasting an exceptional location, this spacious and bright holiday rental welcomes up to... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$1,914 - $10,714 /night
Larimar
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Villa Larimar is a sumptuous four-bedroom property facing the crystal-clear waters of Grand-Cul-de-Sac lagoon. Enjoying a privileged location, this prestigious vacation rental offers bright spaces in a most refined setti... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$1,900 - $5,170 /night
Leeward Jewel Villa
7 Bedroom Villa, 7 Bathrooms, Sleeps 14
Leeward Jewel Villa is a stunning luxury villa with a private pool located on the breathtaking island of Providenciales in the Turks and Caicos Islands. This exclusive retreat offers an unparalleled experience of serenit... more
Additional Fees: Damage Waiver $299.00 flat, Cleaning Fee $1000.00 flat
Taxes: 12%
Taxes: 12%
$1,900 - $4,500 /night
Cool Wind
5 Bedroom Villa, 6 Bathrooms, Sleeps 12
The Fairmont Royal Pavilion is one of the most prestigious resorts in Barbados. Guests will have complimentary access to the Pavilion Beach Club and restaurants ($).
Cool Wind has a show-stopping, e... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
Taxes: 12.5%
$1,900 - $4,800 /night
La Villa Salee
6 Bedroom Villa, 6 Bathrooms, Sleeps 14
Stay in style and luxury at our six-bedroom villa on the Dutch side, perched on St. Maarten’s Pelican peninsula, surrounded by stunning mountains and ocean views of the Caribbean and the Atlantic. (The Villa also has a... more
Additional Fees: Security Deposit $5000.00 flat
Taxes: 10%
Taxes: 10%
$1,900 - $5,000 /night
The Cottage At Meads Bay
3 Bedroom Cottage, 4 Bathrooms, Sleeps 6
The Cottage at Meads Bay is an ideal beachfront villa in Anguilla situated right on the vibrant coastline of northwest Anguilla’s renowned Meads Bay. This iconic locale is celebrated for its luxurious ambiance and brea... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 23%
Taxes: 23%
$1,900 - $7,500 /night
Modena
5 Bedroom Villa, 5 Bathrooms, Sleeps 10
Italian charm with a modern twist boast this incredible villa that looks out upon the Caribbean Sea. An interconnected open design with over 25 000 total square feet which flows seamlessly into the interior spaces. All t... more
Additional Fees: Tourist Tax $3.00 guest daily, Damage Waiver $299.00 flat
Taxes: 23%
Taxes: 23%
$1,900 - $5,567 /night
Villa Lolita
5 Bedroom Villa, 5 Bathrooms, Sleeps 10
The Tryall Club requires all villa and condo guests to become members during their stay via a Temporary Membership Fee ($) (plus a 15% service charge). Children between the ages of 13 and 15 pay at a discounted r... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 17.5%
Taxes: 17.5%
$1,895 /night
Outrigger
6 Bedroom Apartment, 7 Bathrooms, Sleeps 12
Located on a ridge 300 ft. above town, the recently renovated Outrigger Villa, formerly Outrigger House, affords views of the mesmerizing Charlotte Amalie harbor with cruise ships on the Caribbean Sea, yachts, marine por... more
Additional Fees: Cleaning Fee $650.00 flat, Damage Waiver $299.00 flat
Taxes: 12.5%
Taxes: 12.5%
$1,895 - $2,595 /night
Villa Coquina
4 Bedroom Villa, 5 Bathrooms, Sleeps 8
Being just steps away from Dawn Beach, you'll enjoy the mesmerizing ocean views from the Beachfront Villa. Luxury furnishings throughout the villa will make you feel pampered, happy, and relaxed, especially as you enjoy ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 20%
Taxes: 20%
$1,886 - $4,084 /night
Beachcomber
5 Bedroom Villa, 5 Bathrooms, Sleeps 11
Beachcomber Villa provides five fully air-conditioned bedrooms featuring en suite bathrooms with indoor and outdoor showers. The main pavilion offers over 1,000 square feet of living space with a dining table that seats ... more
Additional Fees: Security Deposit $299.00 flat
Taxes: 22%
Taxes: 22%
$1,880 - $6,100 /night
Jamoon
7 Bedroom House, 7 Bathrooms, Sleeps 14
Guests staying within the world famous Sandy Lane Estate will have complimentary access to all Clubhouse facilities including beach chairs, umbrellas and tennis courts.
Jamoon is a charming and priv... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
Taxes: 12.5%
$1,875 - $9,800 /night
Villa Paradise
7 Bedroom Villa, 6 Bathrooms, Sleeps 14
Villa Paradise is an exquisite seven bedroom, gated 7,000 square foot seaside property that sits on three and a half acre landscaped estate. The villa built of white stucco and shaped like a yacht combines natural beauty... more
Additional Fees: Tourist Tax $3.00 guest daily, Damage Waiver $299.00 flat
Taxes: 23%
Taxes: 23%
$1,872 - $6,000 /night
Hacienda B18 | Escondida
5 Bedroom Apartment, 7 Bathrooms, Sleeps 14
Guests staying within Puntacana Resort & Club will have access to all resort amenities and facilities. Resort amenities and facilities include two golf courses ($), two beach clubs ($), Six Senses Spa ($), restau... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 18%
Taxes: 18%
$1,870 - $3,750 /night
Casa Saman
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
All guests must register with the Villa Owners Club, and for a small daily fee ($25 per adult per night & $12 per child per night), are granted access to resort areas and amenities. Casa de Campo Resort facilitie... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 18%
Taxes: 18%
$1,860 - $5,000 /night
Tortuga C12 | Atalaya
6 Bedroom Villa, 6 Bathrooms, Sleeps 12
Guests staying within Puntacana Resort & Club will have access to all resort amenities and facilities. Resort amenities and facilities include two golf courses ($), two beach clubs ($), Six Senses Spa ($), restau... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 18%
Taxes: 18%