Caribbean Vacation Rentals
Luxury Villa Rentals in Caribbean for 2+ people
$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 - $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 with spectacular views over St Jean's... 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 - $6,400 /night
Sunset
5 Bedroom Villa, 5 Bathrooms, Sleeps 10
The Tryall Club requires all villa and condo guests to become members during their stay via a Temporary Membership Fee ($) (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
$2,425 - $4,410 /night
Heronetta
5 Bedroom House, 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.
Heronetta offers a commanding beachfront location, offering four a... 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
$2,399 /night
Tortuga B6
4 Bedroom Apartment, 4 Bathrooms, Sleeps 8
Guests staying within Puntacana Resort & Club will have access to all resort amenities and facilities. Resort amenities and facilities include two golf courses ($), two beach clubs ($), Six Senses Spa ($), restaurants ($), bars ($) and tennis cent... 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
$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 unparalleled experience of tropical living. Fr... more
$2,357 - $5,464 /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 with its neighboring sister villa – ... more
$2,354 - $6,727 /night
Little Hill
5 Bedroom Villa, 4 Bathrooms, Sleeps 10
The Tryall Club requires all villa and condo guests to become members during their stay via a Temporary Membership Fee ($) (plus a 15% service charge). Children between the ages of 13 and 15 pay at a discounted rate (plus a 15% service charge). Gu... more