Caribbean Vacation Rentals
Luxury Villa Rentals in Caribbean for 2+ people
$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%
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%
Taxes: 17.5%
$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 r... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 17.5%
Taxes: 17.5%
$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 r... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 17.5%
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%
Taxes: 12.5%
$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 r... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 17.5%
Taxes: 17.5%
$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 r... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 17.5%
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%
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
$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 r... more
Additional Fees: Security Deposit $5000.00 flat
Taxes: 17.5%
Taxes: 17.5%
$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 r... more
Additional Fees: Security Deposit $3000.00 flat
Taxes: 17.5%
Taxes: 17.5%
$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 ($), Six Senses Spa ($), restau... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 18%
Taxes: 18%