Caribbean Vacation Rentals

Luxury Villa Rentals in Caribbean for 2+ people

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$2,429 - $13,571 /night

Vesper

4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Located in a private domain on the heights of Lurin, the beautiful rental Villa Vesper provides upscale services for an unforgettable vacation in St Barths. This splendid house has been designed in contemporary décor wi... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
$2,429 - $9,286 /night

Floating Garden

3 Bedroom Villa, 3 Bathrooms, Sleeps 6
The prestigious holiday rental villa Floating Garden welcomes you in the Lurin area for an unforgettable stay in St Barths. In front of a splendid view over the ocean and the glorious sunsets, this three-bedroom vacation... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
$2,428 - $4,714 /night

CliffHouse

4 Bedroom Apartment, 5 Bathrooms, Sleeps 8
CliffHouse is located in lower Peter Bay, a gated neighborhood on the North shore of St. John. It is 12,000SF and sits on 3 acres directly next to the National Park for ultimate privacy. At 100 feet up from the shoreline... more
Additional Fees: Cleaning Fee $600.00 flat, Damage Waiver $299.00 flat
Taxes: 17.5%
$2,420 - $6,500 /night

Landmark

6 Bedroom House, 7 Bathrooms, Sleeps 12
Nearby construction may result in noise disturbances. For further details on how this might affect your stay, please reach out to a villa specialist. Landmark House is one of only three villas situate... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
$2,400 - $9,000 /night

Shiloh Estate

4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Nestled on a lush golf course in Aurora Anguilla Resort & Golf Club, amid Anguilla's skies and waters, Shiloh Estate is a four-bedroom luxury villa with pristine white architecture, with its white color palette, which pa... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 25%
$2,400 - $7,500 /night

Big Chill

6 Bedroom Villa, 7 Bathrooms, Sleeps 12
Big Chill is an expansive, modern home located in Leeward’s prestigious canal system with close proximity to some of the best beaches in Turks and Caicos. The living, dining and kitchen area combine for one large �... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12%
$2,400 - $5,100 /night

Sandcastle Beach House

4 Bedroom House, 4 Bathrooms, Sleeps 8
The newly added Beach House just next door to the SandCastle Villa offers exceptional service and privacy on Anguilla. The Beach House brings modern comfort for the ultimate beach lovers, providing an organic living e... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 23%
$2,399 /night

Tortuga B6

4 Bedroom Apartment, 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%
$2,362 - $7,200 /night

Ambiance Sea Salt

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%
$2,357 - $6,400 /night

Sunset

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%
$2,357 - $8,571 /night

Amandara

5 Bedroom Villa, 6 Bathrooms, Sleeps 10
Nestled on the picturesque island of Saint Martin in the Caribbean, Amandara stands as a testament to luxury, elegance, and tranquility. This magnificent 5-bedroom villa is a paradisiacal haven that offers an unparallele... more
Additional Fees: Food and Beverage Deposit $4000.00 flat, Security Deposit $4000.00 flat
Taxes: 10%
$2,357 - $5,143 /night

Keela Wee

6 Bedroom Villa, 7 Bathrooms, Sleeps 12
Located on a private coral cove, this pretty yellow stone villa overlooks one of Jamaica's loveliest bodies of water, Discovery Bay. On its own private coral cove, this property can be rented alone, or in combination wit... more
Additional Fees: Damage Waiver $299.00 flat, Service Fee $50.00 flat
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