Caribbean Vacation Rentals
Luxury Villa Rentals in Caribbean for 2+ people
$2,300 - $6,400 /night
Hawksbill Beach House
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
A traditional beach house that combines old-world charm and contemporary comfort. A little pocket in time where you can experience the Caribbean of yesteryear, Hawksbill Beach House preserves all its original architect... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 22%
Taxes: 22%
$2,300 - $7,714 /night
Moh
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Located in Lurin, the sumptuous Villa Moh is a dream come true. Nestled in the heart of the lush vegetation of St Barths, this luxury home offers a breathtaking view over the ocean, and welcomes you in four beautiful air... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$2,299 - $4,999 /night
Arrecife 32
8 Bedroom Villa, 9 Bathrooms, Sleeps 18
One day, someone decided to build in paradise a massive and impressive property to host large groups of friends and families with many members. The word became flesh and the result is this stunning 8-bedroom villa hoiste... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 18%
Taxes: 18%
$2,290 - $5,150 /night
Corales 27 | Sophia
4 Bedroom Villa, 5 Bathrooms, Sleeps 8
Guests staying within Puntacana Resort & Club will have access to all resort amenities and facilities. Resort amenities and facilities include two golf courses ($), two beach clubs ($), Six Senses Spa ($), restau... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 18%
Taxes: 18%
$2,286 - $9,000 /night
Bonnie
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
The villa rental Bonnie is a beautiful three-bedroom property overlooking the bay of St-Jean. With its luxurious amenities, bright living spaces and sparkling pool, this vacation rental in St. Barths offers an exceptiona... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$2,286 - $11,429 /night
Aloha
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
The holiday villa rental Aloha is a prestigious property located in Vitet facing an amazing ocean view. Modern in design and luxuriously equipped, this vacation home with an infinity heated pool and a fitness room offers... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$2,286 - $9,286 /night
Nureyev
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Located in Toiny in front of a breathtaking ocean view, Nureyev is a sumptuous four-bedroom property in the heart of the Caribbean wild beauty. As the famous dancer Rudolf Nureyev who lived here and left his artistic mar... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$2,286 - $9,286 /night
Jnana
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Villa Jnana is a sumptuous property located in St Jean with a stunning ocean view. Spacious, bright and equipped with upscale amenities, this four-bedroom vacation rental with heated swimming pool welcomes groups of frie... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$2,286 - $5,714 /night
Breakaway Villa
7 Bedroom Villa, 7 Bathrooms, Sleeps 16
Breakaway Villa, completed in the summer of 2022, is a new addition to the Runaway Bay, luxury villa line-up. This beautiful seven bedroom, beachfront villa is located in the Salem area, just east of Runaway Bay. The mod... more
Additional Fees: Damage Deposit $2500.00 flat
Taxes: 10%
Taxes: 10%
$2,286 - $8,571 /night
Honu
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
The rental villa Honu is a beautiful property located on St-Jean hill. Spacious and bright, this contemporary vacation home offers panoramic views over the ocean and Bonhomme and Frégate islands, as well as upscale amen... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$2,286 - $11,429 /night
Kyr
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Ideally located in Lurin, the charming rental villa Kyr is a modern property built in Caribbean architecture, a subtle mix of authenticity and refinement in St-Barths. The decoration is pure and bright with an Asian infl... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$2,286 - $7,143 /night
Lao
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
The luxurious rental villa Lao is located on the heights of Corossol, facing a breathtaking panorama over the ocean and the neighbouring islands. You will be amazed by the beauty of the glowing sunsets that can be enjoye... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$2,286 - $6,071 /night
Azalea
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Located in Saint-Jean, rental villa Azalea offers a splendid view over the crystal-clear waters of the bay. Indoor and outdoor space design creates a delightful atmosphere of well-being. This four-air-conditioned-bedroom... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$2,286 - $6,727 /night
Little Hill
5 Bedroom Villa, 4 Bathrooms, Sleeps 10
The Tryall Club requires all villa and condo guests to become members during their stay via a Temporary Membership Fee ($) (plus a 15% service charge). Children between the ages of 13 and 15 pay at a discounted r... more
Additional Fees: Security Deposit $5000.00 flat
Taxes: 17.5%
Taxes: 17.5%
$2,286 - $5,600 /night
Tradewinds on the Sea
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
The Tryall Club requires all villa and condo guests to become members during their stay via a Temporary Membership Fee ($) (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%
$2,286 - $6,900 /night
Sugar Hill
8 Bedroom Villa, 8 Bathrooms, Sleeps 16
The Tryall Club requires all villa and condo guests to become members during their stay via a Temporary Membership Fee ($) (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%
$2,286 - $8,325 /night
Following Seas
6 Bedroom Villa, 6 Bathrooms, Sleeps 12
The Tryall Club requires all villa and condo guests to become members during their stay via a Temporary Membership Fee ($) (plus a 15% service charge). Children between the ages of 13 and 15 pay at a discounted r... more
Additional Fees: Security Deposit $3000.00 flat
Taxes: 17.5%
Taxes: 17.5%
$2,286 - $11,429 /night
Angelique
4 Bedroom Villa, 4 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 Rental Escapes villa specialist.
A true haven of peace and luxury, v... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$2,286 - $4,000 /night
Golden Clouds
15 Bedroom Estate, 17 Bathrooms, Sleeps 30
Golden Clouds Country Estate is a spectacular waterfront villa located in the picturesque village of Oracabessa.
Fifteen minutes from Ocho Rios, on Jamaica's fabled North Coast and neighboring Ian Fleming’s "Golden... more
Additional Fees: Damage Waiver $299.00 flat
$2,286 - $9,286 /night
Villa K
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Located on the beach of Anse les Cayes, the sumptuous rental Villa K is a very modern property nestled in the heart of coconut trees behind the dune. A true gem designed by the architectural company Patrick Raffeneau, Vi... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$2,280 - $4,000 /night
La Sultana
5 Bedroom Villa, 5 Bathrooms, Sleeps 10
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%
$2,279 - $5,869 /night
Someday Soon
5 Bedroom Villa, 5 Bathrooms, Sleeps 10
The Tryall Club requires all villa and condo guests to become members during their stay via a Temporary Membership Fee ($) (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%
$2,271 - $13,929 /night
Cap Au Vent
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Located at the very tip of Pointe-Milou, the vacation rental villa Cap Au Vent is an emblematic villa in St-Barthelemy with multi-pavilion architecture. Built into a charming mix of both a Mediterranean and a Caribbean d... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$2,270 - $3,670 /night
Miramar
7 Bedroom Villa, 7 Bathrooms, Sleeps 12
Miramar is a one-of-a-kind luxurious mansion in a private estate perched on a bluff overlooking the Caribbean Sea. The former Appleton Estate, featured in Elite Traveler's 2017 Top Ten Villas in the Caribbean, is a villa... more
Additional Fees: Damage Waiver $299.00 flat, Cleaning Fee $625.00 flat
Taxes: 17.5%
Taxes: 17.5%
$2,251 - $6,300 /night
Hyde Park
6 Bedroom Villa, 9 Bathrooms, Sleeps 12
The Tryall Club requires all villa and condo guests to become members during their stay via a Temporary Membership Fee ($) (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%
$2,250 - $8,000 /night
Onyx
5 Bedroom Villa, 6 Bathrooms, Sleeps 10
Please note the beach experiences seasonal fluctuations in its accessibility.
Experience the soulful side of Onyx, a private five-bedroom luxury villa located on one of the most soothing West Coast be... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
Taxes: 12.5%
$2,250 - $4,490 /night
Premier Oceanfront 3 BDM Suite
3 Bedroom Hotel, 4 Bathrooms, Sleeps 6
The ultimate in luxury and amenities with 3800 square feet of living space, located on the top floor with unsurpassed views of the beach and ocean from 2 balconies, as well as a unique island view from a third balcony. ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 27%
Taxes: 27%
$2,250 - $5,400 /night
Windward
5 Bedroom Villa, 6 Bathrooms, Sleeps 10
Guests staying within the world famous Sandy Lane Estate will have complimentary access to all Clubhouse facilities including beach chairs, umbrellas and tennis courts.
Windward - a luxurious two-st... more
Additional Fees: Security Deposit $2500.00 flat
Taxes: 12.5%
Taxes: 12.5%
$2,245 - $3,350 /night
Timbuktu By The Sea
5 Bedroom Villa, 5 Bathrooms, Sleeps 10
Timbuktu is a modern, contemporary villa with the most beautiful seafront. The entrance is through handsomely carved doors that lead into the main living area. A covered verandah and dining area lead out to the pool with... more
Additional Fees: Damage Waiver $299.00 flat, Service Fee $50.00 flat
$2,240 - $5,300 /night
2 BDM Pool View Suite at The Palms Turks & Caicos
2 Bedroom Hotel, 3 Bathrooms, Sleeps 4
With a generous 2,000 square feet, the two-bedroom suites at The Palms Turks & Caicos offer a primary bedroom with a king bed, a second bedroom with a king bed and full-size sleeper sofa, two and a half bathrooms with qu... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 27%
Taxes: 27%