Caribbean Vacation Rentals
Luxury Villa Rentals in Caribbean for 2+ people
$795 - $2,295 /night
Kai Cove
4 Bedroom Villa, 5 Bathrooms, Sleeps 8
Kai Cove is a newly renovated beachfront home within the exclusive Cayman Kai area near Rum Point. Blending beach house vibes with Balinese decor, Kai Cove's redesign has been profiled in Real Life Caribbean, a luxury lifestyle magazine.
This stunning... more
$795 - $2,195 /night
Tarasand
4 Bedroom Villa, 3 Bathrooms, Sleeps 8
Welcome to Tarasand! This two-story luxury villa sits on the waterfront in Cayman Kai, a short distance from the Rum Point Club along the north coast. Tarasand is a great family villa offering barefoot swimming off the shores of the home's palm-shaded bea... more
$793 - $2,223 /night
Windsong Villa
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
The Tryall Club requires all villa and condo guests to become members during their stay via a Temporary Membership Fee ($) (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
$790 - $999 /night
Moonshine
4 Bedroom Villa, 5 Bathrooms, Sleeps 8
A beautiful four-bedroom villa which opens out onto a lovely wooden deck with an infinity pool overlooking panoramic views of the Caribbean Sea.
One of Jamaica's most beautiful beaches, Silver Sands Beach is only a few minutes walk or a quick butler-dr... more
$787 - $3,429 /night
Bikini
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Located in the Lorient area, famous for its surf spot, the vacation rental Bikini is a three-bedroom property with a splendid ocean view. Comfortable and very well equipped, this vacation rental welcomes a group of friends or a family in the heart of lush... more
$786 - $2,000 /night
Les Palmiers
2 Bedroom Villa, 3 Bathrooms, Sleeps 4
Although it is not directly on the beach, Villa Les Palmiers is in many ways the quintessential beach house. Relaxed, modern, and organic in style, the luxury rental property evokes that same serenity, effortlessness, and warmth of a day by the seashore. ... more
$786 - $2,714 /night
Grand Bleu
4 Bedroom Villa, 5 Bathrooms, Sleeps 8
A vibrant blue gate sets the stage for mesmerizing sea views, photogenic sunsets, unique water features, and stylish tropical living straight out of a design magazine. Entering through the courtyard, a pebbled tropical stream flows invitingly around the u... more
$786 - $2,714 /night
O Pure
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Located in a private housing estate on the heights of Lurin, O Pure is an authentic paradise for a delightful vacation in St Barths. This charming one level property is a classic West Indies design home with warm decoration mixing wood and noble materials... more
$786 - $2,143 /night
Imagine
5 Bedroom Villa, 5 Bathrooms, Sleeps 10
Villa Imagine is a stunning property with its five equally spacious bedrooms, each featuring its own ensuite bathroom, it offers both comfort and privacy for guests. The addition of an infinity pool further enhances the beauty of the villa, providing a lu... more
$786 - $3,143 /night
South Wave
2 Bedroom Villa, 2 Bathrooms, Sleeps 4
The holiday rental villa South Wave is a new property ideally located in Toiny in front of the ocean. Spacious and comfortable, this two-bedroom house with a swimming pool is nestled in a tropical setting planted with palm trees and local shrubs. Featurin... more
$786 - $2,357 /night
Ipanema
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Located only a few steps from the beautiful Flamands beach, the charming vacation villa Ipanema in St-Barths offers a splendid view over the ocean, the beach and the surrounding islands. The house is one of the 12 properties in the very private subdivisio... more
$786 - $2,000 /night
Bougainvillea
6 Bedroom Villa, 6 Bathrooms, Sleeps 12
Villa Bougainvillea, located in Dawn Beach Estates, is a very stylish villa with fabulous views overlooking Dawn Beach & St. Barths. Every attention to detail has been made in this new deluxe villa. The property is surrounded by natural rock walls.
Th... more