Caribbean Vacation Rentals
Luxury Villa Rentals in Caribbean for 2+ people
$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
$2,422 - $6,280 /night
Celestial Villa
5 Bedroom Villa, 5 Bathrooms, Sleeps 10
The Tryall Club requires all villa and condo guests to become members during their stay via a Temporary Membership Fee ($) (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
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 pairs with the natural beauty of the ... more
$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 experience right on the beach – wi... 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
$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 - $5,143 /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 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
$2,354 - $8,325 /night
Following Seas
6 Bedroom Villa, 6 Bathrooms, Sleeps 12
The Tryall Club requires all villa and condo guests to become members during their stay via a Temporary Membership Fee ($) (plus a 15% service charge). Children between the ages of 13 and 15 pay at a discounted rate (plus a 15% service charge). Gu... more
$2,350 - $5,950 /night
Arrecife 30
6 Bedroom Apartment, 6 Bathrooms, Sleeps 14
Guests staying within Puntacana Resort & Club will have access to all resort amenities and facilities. Resort amenities and facilities include two golf courses ($), two beach clubs ($), Six Senses Spa ($), restaurants ($), bars ($) and tennis cent... more