Caribbean Vacation Rentals
Luxury Villa Rentals in Caribbean for 2+ people
$2,286 - $5,600 /night
Tradewinds on the Sea
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
The Tryall Club requires all villa and condo guests to become members during their stay via a Temporary Membership Fee ($) (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%
$2,286 - $6,900 /night
Sugar Hill
8 Bedroom Villa, 8 Bathrooms, Sleeps 16
The Tryall Club requires all villa and condo guests to become members during their stay via a Temporary Membership Fee ($) (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%
$2,286 - $8,325 /night
Following Seas
6 Bedroom Villa, 6 Bathrooms, Sleeps 12
The Tryall Club requires all villa and condo guests to become members during their stay via a Temporary Membership Fee ($) (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%
$2,286 - $11,429 /night
Angelique
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Nearby construction may result in noise disturbances. For further details on how this might affect your stay, please reach out to a Rental Escapes villa specialist.
A true haven of peace and luxury, v... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$2,286 - $4,000 /night
Golden Clouds
15 Bedroom Estate, 17 Bathrooms, Sleeps 30
Golden Clouds Country Estate is a spectacular waterfront villa located in the picturesque village of Oracabessa.
Fifteen minutes from Ocho Rios, on Jamaica's fabled North Coast and neighboring Ian Fleming’s "Golden... more
Additional Fees: Damage Waiver $299.00 flat
$2,286 - $9,286 /night
Villa K
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Located on the beach of Anse les Cayes, the sumptuous rental Villa K is a very modern property nestled in the heart of coconut trees behind the dune. A true gem designed by the architectural company Patrick Raffeneau, Vi... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$2,279 - $5,869 /night
Someday Soon
5 Bedroom Villa, 5 Bathrooms, Sleeps 10
The Tryall Club requires all villa and condo guests to become members during their stay via a Temporary Membership Fee ($) (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%
$2,271 - $13,929 /night
Cap Au Vent
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Located at the very tip of Pointe-Milou, the vacation rental villa Cap Au Vent is an emblematic villa in St-Barthelemy with multi-pavilion architecture. Built into a charming mix of both a Mediterranean and a Caribbean d... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$2,270 - $3,670 /night
Miramar
7 Bedroom Villa, 7 Bathrooms, Sleeps 12
Miramar is a one-of-a-kind luxurious mansion in a private estate perched on a bluff overlooking the Caribbean Sea. The former Appleton Estate, featured in Elite Traveler's 2017 Top Ten Villas in the Caribbean, is a villa... more
Additional Fees: Damage Waiver $299.00 flat, Cleaning Fee $625.00 flat
Taxes: 17.5%
Taxes: 17.5%
$2,251 - $6,300 /night
Hyde Park
6 Bedroom Villa, 9 Bathrooms, Sleeps 12
The Tryall Club requires all villa and condo guests to become members during their stay via a Temporary Membership Fee ($) (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%
$2,250 - $8,000 /night
Onyx
5 Bedroom Villa, 6 Bathrooms, Sleeps 10
Please note the beach experiences seasonal fluctuations in its accessibility.
Experience the soulful side of Onyx, a private five-bedroom luxury villa located on one of the most soothing West Coast be... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
Taxes: 12.5%
$2,250 - $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%
Taxes: 12%