Caribbean Vacation Rentals
Luxury Villa Rentals in Caribbean for 2+ people
$2,429 - $16,071 /night
Paulista
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
The holiday rental Paulista is a sumptuous property located in Petit-Cul-de-Sac in Levant private estate. Combining gracefully indoor and outdoor spaces, this vacation rental home offers upscale amenities for an exceptional stay on the cliffside overlooki... more
$2,429 - $13,571 /night
Only You
5 Bedroom Villa, 5 Bathrooms, Sleeps 10
Located in Petit-Cul-de-Sac in the private development Domaine du Levant, the luxury villa Only You is a recent and very modern property. It is built in a colonial style and organized over several pavilions around two lovely swimming pools and a large dec... more
$2,429 - $13,571 /night
Coco
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
The splendid luxury vacation villa Coco is located on the heights of Lorient in Saint Barths and offers a spectacular sunset vista, as well as panoramic views over Lorient Bay and the nearby islands. It is very private and elegant, bright and uncluttered:... more
$2,429 - $15,000 /night
Belle Etoile
5 Bedroom Villa, 5 Bathrooms, Sleeps 10
Tucked into the hills of the lovely and pristine area of Dévé, the magnificent luxury villa Belle Étoile is a contemporary and stylish vacation rental property in St-Barths, with a 28-meter pool overlooking a breathtaking panoramic view. With its 5 bed... more
$2,429 - $17,143 /night
Ginger
5 Bedroom Villa, 5 Bathrooms, Sleeps 10
Located at the top of the private Domaine des Pairs in Petite Saline, the magnificent vacation rental Ginger offers a breathtaking and panoramic view over the islands of St. Martin, Anguilla, Saba, and the islets of Fourchue and Bonhomme. This five-bedroo... more
$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 rental is the ideal place for a st... more
$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 you can hear the waves crashing on... more
$2,428 - $6,400 /night
Sunset
5 Bedroom Villa, 5 Bathrooms, Sleeps 10
The Tryall Club requires all villa and condo guests to become members during their stay via a Temporary Membership Fee ($) (plus a 15% service charge). Children between the ages of 13 and 15 pay at a discounted rate (plus a 15% service charge). Gu... more
$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 situated directly on the exclusive Sandy L... more
$2,400 - $9,000 /night
Shiloh Estate
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Shiloh Estate, a luxurious four-bedroom Anguilla villa rental, is nestled within the lush landscapes of Aurora Anguilla Resort & Golf Club. Situated in Anguilla's exclusive West End in Rendezvous Bay, this stunning estate combines pristine white architect... more
$2,400 - $6,900 /night
Sugar Hill
8 Bedroom Villa, 8 Bathrooms, Sleeps 16
The Tryall Club requires all villa and condo guests to become members during their stay via a Temporary Membership Fee ($) (plus a 15% service charge). Children between the ages of 13 and 15 pay at a discounted rate (plus a 15% service charge). Gu... more
$2,363 - $6,300 /night
Hyde Park
6 Bedroom Villa, 9 Bathrooms, Sleeps 12
The Tryall Club requires all villa and condo guests to become members during their stay via a Temporary Membership Fee ($) (plus a 15% service charge). Children between the ages of 13 and 15 pay at a discounted rate (plus a 15% service charge). Gu... more