Caribbean Vacation Rentals
Luxury Villa Rentals in Caribbean for 2+ people
$829 - $3,500 /night
Bayugita
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Located in Pointe-Milou, the magnificent rental villa Bayugita in St-Barths offers a breathtaking view over the sparkling ocean and the glorious sunsets. Nestled in a tropical environment, the property is built on two levels in a colonial style and is tas... more
$829 - $3,429 /night
Maracuja
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Villa Maracuja is a luxurious three-bedroom property with panoramic views over Grand-Cul-de-Sac lagoon and Turtle Island. Nestled in the heights of Vitet, this vacation house with swimming pool offers spacious, bright spaces and upscale amenities for a pe... more
$829 - $2,857 /night
Caribbean Breeze
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
It’s little surprise that Villa Caribbean Breeze is a case of truth in advertising. Thanks to its location, above Anse des Lézards Bay, the luxury rental property has a sunny terrace that is kept comfortable by the trade winds. And inside, the style is... more
$826 - $2,129 /night
Genia
1 Bedroom Villa, 1 Bathrooms, Sleeps 2
Villa Genia is a charming property located in Grand-Cul-de-Sac, close to the crystal-clear waters of the lagoon. Nestled in a lovely tropical garden with colourful flowers, this one-bedroom rental villa with swimming pool welcomes guests in a cozy decor. ... more
$825 - $2,195 /night
Coconut Beach Villa
6 Bedroom Villa, 6 Bathrooms, Sleeps 12
Coconut Beach is an oceanfront family-friendly oasis located in the picturesque Rum Point community along Grand Cayman's north coast. This large, one-story beach villa spans 4 200 square feet and can sleep 12 guests across five bedrooms in the main house,... more
$821 - $3,214 /night
Giselle
5 Bedroom Villa, 5 Bathrooms, Sleeps 10
Villa Giselle is a stunning five-bedroom villa located within walking distance of Plum Bay Beach. This fabulous property offers five ensuite bathrooms, ensuring privacy and convenience for each guest.
As you step through the entrance of Villa Giselle, ... more
$819 - $2,719 /night
Bluebird
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
The Tryall Club requires all villa and condo guests to become members during their stay via a Temporary Membership Fee ($) (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
$814 - $2,100 /night
Taniko
3 Bedroom Villa, 2 Bathrooms, Sleeps 6
Located in a private domain on the heights of Colombier, the vacation rental Taniko offers a breathtaking view over the sunsets. This three-air-conditioned bedroom home equipped with upscale services is the perfect place for a dream stay with family or fr... more
$811 - $2,841 /night
La Suite Acajous
1 Bedroom Villa, 1 Bathrooms, Sleeps 2
Located on the heights of St. Jean, the vacation rental Suite Acajous is a haven of peace and beauty, ideal for a romantic stay or for a honeymoon in St. Barts. With a stunning view over the ocean and tropical vegetation, and equipped with upscale ameniti... more
$807 - $3,571 /night
Aya
2 Bedroom Villa, 2 Bathrooms, Sleeps 4
Located in Saint Jean, nestled on a hillside, Aya offers an amazing view over the bay and the deep blue ocean. Close to the beaches and shops, this charming two-bedroom vacation home is the ideal place for a fantastic stay in the Caribbean with family or ... more
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Villa Turrasann
3 Bedroom Villa, 4 Bathrooms, Sleeps 6
Villa Turrasann is an enchanting beachfront villa located in Runaway Bay, Jamaica, 70 kilometers east and approximately a 60-minute drive from Montego Bay airport. Spanning an impressive 4,000 square feet, our property was designed for optimum enjoyment, ... more
$800 - $1,500 /night
Schooner Bay 305
3 Bedroom Apartment, 3 Bathrooms, Sleeps 6
Located in the heart of charming Speightstown, Schooner Bay 305 is a beautifully appointed three-bedroom residence within a private, gated beachfront community on Queen Street. From the moment you enter, you're greeted with breathtaking ocean views that c... more