Caribbean Vacation Rentals
Luxury Villa Rentals in Caribbean for 2+ people
$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 - $3,571 /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
$825 - $2,295 /night
Caribe Sun
5 Bedroom Villa, 4 Bathrooms, Sleeps 10
Welcome to Caribe Sun, a newly constructed 5-bedroom, 4-bathroom villa in the serene Cayman Kai neighborhood.
Designed with a calming blue color scheme, this modern retreat offers a seamless blend of luxury and island charm, accommodating up to 10 gues... more
$825 - $1,995 /night
Willow Beach
4 Bedroom Villa, 4 Bathrooms, Sleeps 12
Along the quiet North Side of Grand Cayman is where you will find this newly-built and freshly decorated bespoke villa. Welcome to Willow Beach!
This spacious 4-bedroom, 4-bath villa sits on an elevated ridge overlooking a sandy beachfront with amazing... more
$822 - $3,572 /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
$814 - $2,686 /night
Little Palm
2 Bedroom Villa, 2 Bathrooms, Sleeps 4
The Tryall Club requires all villa and condo guests to become members during their stay via a Temporary Membership Fee ($) (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
$807 - $2,400 /night
Poinciana
2 Bedroom Villa, 2 Bathrooms, Sleeps 4
The Tryall Club requires all villa and condo guests to become members during their stay via a Temporary Membership Fee ($) (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
$807 - $4,000 /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
$800 - $2,572 /night
Jasper
3 Bedroom Villa, 4 Bathrooms, Sleeps 6
Villa Jasper has an interesting past. This unique island home was once the property of its namesake, the artist Jasper Johns, and was designed and built in the mid-70s by the celebrated post-modern architect Philip Johnson. The property has recently under... more
$800 - $1,715 /night
Amateras
4 Bedroom Villa, 5 Bathrooms, Sleeps 8
Pure tranquility and unparalleled views await at this one-of-a-kind residence for rent in BVI. Perched on 1.5 acres of the hilltop at Princess Quarters and set among the magnificent boulders found only in Virgin Gorda, Amateras Villa offers a breathtaking... more
$800 - $4,071 /night
Habitation Saint Louis
4 Bedroom House, 4 Bathrooms, Sleeps 8
Nestled on a hillside above Corossol fishing port, the charming rental villa Habitation Saint Louis offers a magnificent panoramic view over Corossol Bay and the ocean. This charming four-bedroom property is the perfect place for a family or group of frie... more