Caribbean Vacation Rentals
Luxury Villa Rentals in Caribbean for 2+ people
$2,300 - $10,500 /night
Alkera
5 Bedroom Villa, 5 Bathrooms, Sleeps 10
Dramatically situated on a hillside in Shoal Bay East, Alkera is an exquisite new luxury villa offering breathtaking views of one of Anguilla’s most famous world-class beaches. Guests can savor the intoxicating surroun... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 23%
Taxes: 23%
$2,300 - $7,500 /night
Beach Escape
5 Bedroom Villa, 6 Bathrooms, Sleeps 10
The lovely five-bedroom villa is nestled in lush tropical palms directly on the shimmering Caribbean, on Blowing Point.
The five elegant bedroom suites all have ensuite baths — two of the suites are in the modern ma... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 23%
Taxes: 23%
$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%
$2,300 - $5,200 /night
La Sultana
5 Bedroom Villa, 5 Bathrooms, Sleeps 10
All guests must register with the Casa de Campo Concierge office, and for a small daily fee ($30 per adult per night & $15 per child per night), are granted access to resort areas and amenities. Casa de Campo Res... more
Additional Fees: Damage Waiver $299.00 flat, Food & Beverage Deposit $500.00 flat
Taxes: 18%
Taxes: 18%
$2,299 - $7,500 /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 - $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 - $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 - $7,857 /night
Villa OTT
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
The luxury villa OTT in St-Barths is a magnificent four-bedroom property with panoramic views over St-Jean Bay up to Saline. Nestled in the heart of the tropical vegetation, this spacious vacation rental welcomes groups ... 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 - $12,143 /night
Jocapana
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Nestled in a very private area in Lurin, just a short distance from the vibrant capital Gustavia, the luxurious villa Jocapana is a lovely property offering panoramic views over the ocean and the glorious Saint-Barth’s... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$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 - $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 - $7,143 /night
la Vie en Rose
5 Bedroom Villa, 5 Bathrooms, Sleeps 10
Located in the private Domaine du Levant in Petit-Cul-de-Sac, the vacation rental villa La Vie En Rose is a haven of peace for your next stay in St Barthelemy. This spacious property is surrounded by a vast tropical gard... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$2,286 - $11,429 /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%
$2,271 - $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%
$2,252 - $8,474 /night
Karma Bay
6 Bedroom Villa, 6 Bathrooms, Sleeps 12
The Tryall Club requires all villa and condo guests to become members during their stay via a Temporary Membership Fee ($) (plus a 15% service charge). Children between the ages of 13 and 15 pay at a discounted r... more
Additional Fees: 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 - $3,800 /night
Alila
4 Bedroom Villa, 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.
Designed by accomplished archit... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
Taxes: 12.5%
$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 - $3,532 /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%
$2,240 - $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%