Caribbean Vacation Rentals
Luxury Villa Rentals in Caribbean for 2+ people
$2,286 - $7,857 /night
Villa OTT
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
The luxury villa OTT in St-Barths is a magnificent four-bedroom property with panoramic views over St-Jean Bay up to Saline. Nestled in the heart of the tropical vegetation, this spacious vacation rental welcomes groups of up to eight people in a privileg... more
$2,286 - $6,071 /night
Azalea
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Located in Saint-Jean, rental villa Azalea offers a splendid view over the crystal-clear waters of the bay. Indoor and outdoor space design creates a delightful atmosphere of well-being. This four-air-conditioned-bedroom vacation home Azalea welcomes a fa... more
$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 rate (plus a 15% service charge). Gu... more
$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, villa Angelique is a sumptuous prope... more
$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 Eye", this 6-acre gated estate lux... more
$2,286 - $7,143 /night
la Vie en Rose
5 Bedroom Villa, 5 Bathrooms, Sleeps 10
Located in the private Domaine du Levant in Petit-Cul-de-Sac, the vacation rental villa La Vie En Rose is a haven of peace for your next stay in St Barthelemy. This spacious property is surrounded by a vast tropical garden that gently goes down to the oce... more
$2,286 - $11,429 /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, Villa K is an outstanding four-bedroo... more
$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 design, the villa opens onto a panor... more
$2,252 - $8,474 /night
Karma Bay
6 Bedroom Villa, 6 Bathrooms, Sleeps 12
The Tryall Club requires all villa and condo guests to become members during their stay via a Temporary Membership Fee ($) (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
$2,250 - $4,490 /night
Premier Oceanfront 3 BDM Suite
3 Bedroom Hotel, 4 Bathrooms, Sleeps 6
The ultimate in luxury and amenities with 3800 square feet of living space, located on the top floor with unsurpassed views of the beach and ocean from 2 balconies, as well as a unique island view from a third balcony. This suite provides the utmost in l... more
$2,250 - $5,400 /night
Windward
5 Bedroom Villa, 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.
Windward - a luxurious two-story villa on Cooper Hill within San... more
$2,245 - $3,568 /night
Timbuktu By The Sea
5 Bedroom Villa, 6 Bathrooms, Sleeps 10
Timbuktu is a modern, contemporary villa with the most beautiful seafront. The entrance is through handsomely carved doors that lead into the main living area. A covered verandah and dining area lead out to the pool with numerous dining and sitting spaces... more