Caribbean Vacation Rentals
Luxury Villa Rentals in Caribbean for 2+ people
$2,000 - $4,500 /night
Mangle 15
5 Bedroom Apartment, 6 Bathrooms, Sleeps 10
Guests staying within Puntacana Resort & Club will have access to some resort amenities and facilities. Resort amenities and facilities include two golf courses ($), two beach clubs ($), Six Senses Spa ($), resta... more
Additional Fees: Security Deposit $2000.00 flat
Taxes: 18%
Taxes: 18%
$2,000 - $4,000 /night
Agave Villa
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Centrally located in South Hill, Villa Agave is just a short drive from many of Anguilla’s top beaches and restaurants. A brief hike or drive down the hill brings you to Sandy Ground Bay, a stunning mile-long beach dot... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 23%
Taxes: 23%
$2,000 - $4,500 /night
Hacienda A46
6 Bedroom Apartment, 7 Bathrooms, Sleeps 12
Guests staying within Puntacana Resort & Club will have access to some resort amenities and facilities. Resort amenities and facilities include two golf courses ($), two beach clubs ($), Six Senses Spa ($), resta... more
Additional Fees: Security Deposit $3000.00 flat
Taxes: 18%
Taxes: 18%
$2,000 - $4,500 /night
Hacienda A97
5 Bedroom Apartment, 7 Bathrooms, Sleeps 12
Guests staying within Puntacana Resort & Club will have access to some resort amenities and facilities. Resort amenities and facilities include two golf courses ($), two beach clubs ($), Six Senses Spa ($), resta... more
Additional Fees: Security Deposit $3000.00 flat
Taxes: 18%
Taxes: 18%
$2,000 - $10,000 /night
Dolce Vita
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Dolce Vita is a magnificent villa located in Gouverneur in front of a beautiful ocean view. Its large spaces and upscale amenities create a relaxing atmosphere in a paradise environment. Coming with a heated swimming poo... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$2,000 - $7,000 /night
Infinity Blue
6 Bedroom Villa, 6 Bathrooms, Sleeps 12
Villa Infinity Blue in Saint Martin offers a breathtaking view of the ocean's shades of blue and the neighboring islands. Also, enjoy its unique and direct private access to the beach of Baie Rouge.
This six-bedroom p... more
Additional Fees: Security Deposit $5000.00 flat
Taxes: 10%
Taxes: 10%
$2,000 - $3,642 /night
BougainVilla on Spring Farm
5 Bedroom Villa, 6 Bathrooms, Sleeps 10
Guests of BougainVilla on Spring Farm receive complimentary access to the Rose Hall Club. Benefits include discounted green fees at Cinnamon Hill and White Witch Golf Courses. Cart and caddie fees are separate. C... more
Additional Fees: Damage Waiver $299.00 flat, Service Fee $50.00 flat
$2,000 - $11,429 /night
Casa Minotto
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
The luxury rental villa Casa Minotto is a very private paradise in the heart of the island of St-Barts, with a beautiful view of the ocean in the distance. Located in Pointe-Milou, this contemporary villa built on severa... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$2,000 - $8,143 /night
White Sun
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
The luxurious villa White Sun is the perfect combination of luxury, calm and beauty. Located on a hillside in Petite Saline, this outstanding rental home in St. Barth is fully air-conditioned and offers a range of high-q... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$2,000 - $6,000 /night
Round Rock Estate
6 Bedroom Villa, 9 Bathrooms, Sleeps 12
Round Rock Estate is a contemporary six-bedroom villa on the idyllic island of Anguilla. Completely renovated in 2019, no expense was spared to make the most of the breathtaking waterfront location. Located in a quiet pa... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 23%
Taxes: 23%
$2,000 - $3,679 /night
Villa Rosa
5 Bedroom Villa, 7 Bathrooms, Sleeps 10
Guests of Villa Rosa receive complimentary access to the Rose Hall Club. Benefits include discounted green fees at Cinnamon Hill and White Witch Golf Courses. Cart and caddie fees are separate. Caddies are mandat... more
Additional Fees: Damage Waiver $299.00 flat, Service Fee $50.00 flat
$2,000 - $6,500 /night
Limin' Da Coconut
6 Bedroom Villa, 7 Bathrooms, Sleeps 12
Limin’ Da Coconut is a stunning modern villa perched above Anguilla’s Little Harbour, set on a secluded stretch of coastline with turquoise waters and breathtaking blue skies, perfect for those seeking luxury villas.... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 23%
Taxes: 23%
$2,000 - $6,500 /night
Cocomaya at Apes Hill Club
5 Bedroom Villa, 6 Bathrooms, Sleeps 10
Refresh your body and soul at Apes Hill Golf & Beach Club. Guests will have complimentary access to all Club facilities including the Beach Club, swimming pool, Pool Club, tennis courts, restaurants and bars.... more
Additional Fees: Security Deposit $2500.00 flat
Taxes: 12.5%
Taxes: 12.5%
$2,000 - $7,357 /night
Alpaka
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Nestled on the hillside of Flamands and close to the white sandy beach, the luxury vacation rental Alpaka is a true gem for your next vacation in St-Barths. Built recently in a contemporary style and a refined decoration... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$2,000 - $8,571 /night
la Danse du Soleil
5 Bedroom Villa, 5 Bathrooms, Sleeps 10
Nestled on the heights of Vitet in the private neighbourhood of Dévé, the rental villa La Danse du Soleil is a superb new property with a spectacular panoramic view over Toiny Bay and the entire wild coast of the islan... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$2,000 - $3,429 /night
Beach Dreams
4 Bedroom Villa, 5 Bathrooms, Sleeps 8
Fantasy Caribbean beach vacations become realities at this stunning rental residence on the seashore in Virgin Gorda. Beach Dreams offers tranquility and abundant natural beauty on a stunningly-beautiful white sand beach... more
Additional Fees: Security Deposit $299.00 flat
Taxes: 22%
Taxes: 22%
$2,000 - $4,643 /night
Cielo
5 Bedroom Villa, 5 Bathrooms, Sleeps 10
The Tryall Club requires all villa and condo guests to become members during their stay via a Temporary Membership Fee ($) (plus a 15% service charge). Children between the ages of 13 and 15 pay at a discounted r... more
Additional Fees: Security Deposit $2500.00 flat
Taxes: 20%
Taxes: 20%
$2,000 - $12,500 /night
Aliseo at Sandy Lane
9 Bedroom Villa, 9 Bathrooms, Sleeps 18
Guests staying within the world-famous Sandy Lane Estate will have complimentary access to all Clubhouse facilities including beach chairs, umbrellas and tennis courts.
Discover this stunning tropic... more
Additional Fees: Security Deposit $2500.00 flat
Taxes: 12.5%
Taxes: 12.5%
$2,000 - $5,143 /night
Tichka
2 Bedroom Villa, 2 Bathrooms, Sleeps 4
Villa Tichka will captivate you! It is perfectly located above Flamands beach, facing the sunset. Not too near the beautiful beach, just enough to give you privacy, but at a stone's throw distance to go down the stairs i... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$1,999 - $5,999 /night
Tortuga C17
7 Bedroom Apartment, 8 Bathrooms, Sleeps 14
Guests staying within Puntacana Resort & Club will have access to some resort amenities and facilities. Resort amenities and facilities include two golf courses ($), two beach clubs ($), Six Senses Spa ($), resta... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 18%
Taxes: 18%
$1,995 - $3,121 /night
Sea Palms
4 Bedroom Villa, 5 Bathrooms, Sleeps 8
Guests of Sea Palms villa are greeted by a paradise-like setting. The main house features a bright and airy great room with multiple areas for sitting and entertaining. The space has cool tile floors and high, wood-beam ... more
Additional Fees: Security Deposit $299.00 flat
Taxes: 27%
Taxes: 27%
$1,995 - $7,995 /night
Villa Mora
7 Bedroom Villa, 8 Bathrooms, Sleeps 17
Welcome to Villa Mora. This luxurious 7-bedroom 7.5-bath gated ocean estate sits on over 200 feet of beachfront with fabulous snorkeling and breathtaking sunset views of tranquil South Sound.
Spanning over 8,000 sq. ... more
Additional Fees: Departure Cleaning Fee $295.00 flat, Damage Waiver $299.00 flat
Taxes: 30.9%
Taxes: 30.9%
$1,986 - $4,400 /night
Ma Moura
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
The Tryall Club requires all villa and condo guests to become members during their stay via a Temporary Membership Fee ($) (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: 20%
Taxes: 20%
$1,971 /night
Oasis Palms
5 Bedroom Apartment, 5 Bathrooms, Sleeps 10
strong>Nestled in the exclusive community of Cap Cana is Eden Roc, a luxury beach resort along the Caribbean Sea. Guests will have access to all Eden Roc resort facilities including a lagoon-style swimming pool, restaura... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 18%
Taxes: 18%
$1,964 - $5,175 /night
Sugar Bay
5 Bedroom Villa, 6 Bathrooms, Sleeps 10
On its own sugary white sand beach lapped by the turquoise waters of Discovery Bay sits the exquisite home Sugar Bay. Interiors have just been refreshed throughout and are distinguished by elegant custom-designed furnitu... more
Additional Fees: Damage Waiver $299.00 flat, Service Fee $50.00 flat
$1,950 - $10,950 /night
Rip Kai
9 Bedroom Villa, 11 Bathrooms, Sleeps 24
A luxurious gated and walled ocean estate, available in either a 7-bedroom or 5-bedroom configuration, with a deep array of home technology, resort-like amenities, and optional staffing options gives Rip Kai a micro-reso... more
Additional Fees: Departure Cleaning Fee $595.00 flat, Damage Waiver $299.00 flat
Taxes: 34.4%
Taxes: 34.4%
$1,950 - $5,000 /night
Hacienda B15 | Casa Calma
5 Bedroom Villa, 6 Bathrooms, Sleeps 12
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%
$1,950 - $9,400 /night
Villa Skyline
5 Bedroom Villa, 6 Bathrooms, Sleeps 10
Welcome to this serene hillside villa in one of the most beautiful places on the island.
Villa Skyline is a unique hideaway, resting atop Blue Mountain with breathtaking lookouts across the island and the ocean. Lik... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 22%
Taxes: 22%
$1,950 - $7,143 /night
Villa Tamarind
6 Bedroom Villa, 7 Bathrooms, Sleeps 14
Tamarind Villa is a luxurious six-bedroom villa located directly on the beach at Smith’s Reef, western Grace Bay Beach. Each grand bedroom features an ensuite bathroom, and master suites have private balconies.
Exte... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12%
Taxes: 12%
$1,950 - $4,950 /night
Champagne Shores
5 Bedroom Villa, 6 Bathrooms, Sleeps 10
This luxury villa in Anguilla promises to be one of the destinations you'll want to visit time and again. Designed to highlight its oceanfront location, it offers an indoor and outdoor living experience like no other. Wh... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 23%
Taxes: 23%