Caribbean Vacation Rentals
Luxury Villa Rentals in Caribbean for 2+ people
$760 - $2,200 /night
Bee Happy
2 Bedroom Villa, 2 Bathrooms, Sleeps 4
The Tryall Club requires all villa and condo guests to become members during their stay via a Temporary Membership Fee ($) (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
$757 - $2,140 /night
Ocean's One
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Villa Ocean's One offers overlooking views of Orient Bay Park and the island of Pinel and Tintamarre
This magnificent four-bedroom villa offers the ideal setting for an unforgettable vacation in Saint-Martin. Nestled in a privileged location, it offers... more
$757 - $3,571 /night
Nita
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Located on the heights of Lorient, vacation rental Nita is a charming, peaceful and very private property with a stunning view over the ocean and the sumptuous Saint Barths’ sunsets. Only a few minutes from Lorient Beach, this beautiful three-bedroom va... more
$757 - $2,643 /night
Terre Azure
4 Bedroom Villa, 5 Bathrooms, Sleeps 8
This beautiful residence has all the modern amenities and features over 5,000 square feet (500 square metres) of luxurious interiors, including four bedrooms and four and a half bathrooms, a large living room, a media room, an office, and a fully equipped... more
$751 - $2,598 /night
Little Palm
2 Bedroom Villa, 2 Bathrooms, Sleeps 4
The Tryall Club requires all villa and condo guests to become members during their stay via a Temporary Membership Fee ($) (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
$750 - $1,499 /night
Paradise Palms
6 Bedroom Apartment, 6 Bathrooms, Sleeps 12
This brand new, fully renovated, 6 bedroom, 6 bathroom property is the newest luxury rental in St. Thomas.
Perched over Tutu Bay, this spacious property includes a large pool, hot tub with incredible views, game room and large kitchen to accommodate yo... more
$750 - $1,750 /night
Old Trees 2 | Azzurro
2 Bedroom Apartment, 2 Bathrooms, Sleeps 4
Indulge in the ultimate beachfront living experience at this fully upgraded luxury apartment, where every detail reflects the serene beauty of its Caribbean surroundings. Step through your private front door from the grand entrance foyer, where natural fi... more
$750 - $1,500 /night
Pool View Cottage 1 BDM Suite
1 Bedroom Cottage, 1 Bathrooms, Sleeps 2
The Cottage Suites all feature pool and garden views. Each suite has a separate master bedroom with an en-suite bathroom. The generous living area opens onto a spacious terrace. The Pool View Cottage 1 Bedroom Suite with pool and garden view, separate bed... more
$750 - $1,550 /night
Rock Ridge
3 Bedroom Villa, 5 Bathrooms, Sleeps 6
Welcome to Rock Ridge! Just a mere 10 minutes’ walk to the renowned Gibbs Beach in St. Peter.
This two-storey villa has two bedrooms on the ground floor with the master suite occupying the entire first floor. An open-plan kitchen leads to the covered... more
$750 - $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
$750 - $1,900 /night
Milord Sunsets
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Please note the beach experiences seasonal fluctuations in its accessibility.
Experience all that luxury beach living has to offer at Milord Sunsets. Located on Barbados’ coveted West Coast in Fitts Village, this newly-renovated vi... more
$750 - $1,950 /night
Casabella
6 Bedroom Villa, 5 Bathrooms, Sleeps 12
Introducing Casabella, a luxurious six-bedroom villa nestled along the picturesque West Coast of Barbados, offering breathtaking views of the Caribbean Sea. Perched elegantly on a breezy ridge front, this holiday haven boasts not only the main house but a... more