Caribbean Vacation Rentals
Luxury Villa Rentals in Caribbean for 2+ people
$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 s... more
Additional Fees: Departure Cleaning Fee $295.00 flat, Damage Waiver $299.00 flat
Taxes: 30.9%
Taxes: 30.9%
$794 - $2,777 /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... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$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 r... more
Additional Fees: Damage Waiver $299.00 flat, Service Fee $50.00 flat
$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 fe... more
Additional Fees: Damage Waiver $299.00 flat
$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 frien... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$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, an... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$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 s... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
Taxes: 10%
$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 decorat... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$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 ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
Taxes: 10%
$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 pa... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$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 proper... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$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 surro... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 9%
Taxes: 9%
$786 - $2,271 /night
Grain de Folie
2 Bedroom Villa, 2 Bathrooms, Sleeps 4
Located in Colombier, villa Grain de Folie offers a fabulous view over the ocean and the glorious sunsets. Perfect for a family or a group of friends, it is also the ideal choice for a couple wishing to spend a romantic ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$786 - $1,857 /night
Suite Harbour
3 Bedroom Villa, 2 Bathrooms, Sleeps 6
Ideally located above Gustavia Harbour, the apartment Suite Harbour offers high-quality services for a very private vacation in Saint Barths. This three air-conditioned-bedroom apartment comfortably welcomes a family or ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$786 - $4,321 /night
Mirande
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Ideally located in Pointe Milou, the charming rental villa Mirande offers a spectacular view over the ocean, Lorient bay and the surrounding islands. It is the perfect place to enjoy the unforgettable St. Barts sunsets. ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$786 - $1,429 /night
Manon
2 Bedroom Villa, 2 Bathrooms, Sleeps 4
Located on the heights of Colombier, the holiday rental villa Manon is a beautiful property with a magnificent view over the ocean and glorious sunsets. Nestled in the heart of a very private environment, this two-bedroo... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$786 - $3,857 /night
Belombre
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Located in Marigot, the rental villa Bel Ombre opens onto an outstanding view over the bay and the ocean from every room on the property. Close to the beaches and shops, this one-level vacation home is ideal for families... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$785 - $2,000 /night
Cliffside Cottage
5 Bedroom Villa, 5 Bathrooms, Sleeps 10
The Tryall Club requires all villa and condo guests to become members during their stay via a Temporary Membership Fee ($) (plus a 15% service charge). Children between the ages of 13 and 15 pay at a discounted r... more
Additional Fees: Damage Waiver $299.00 flat, Service Fee $50.00 flat
$780 /night
Pura Elegancia
4 Bedroom Apartment, 5 Bathrooms, Sleeps 8
In the heart of Bavaro is Cocotal Golf & Country Club, Punta Cana's premier gated community. Guests staying within Cocotal have access to all Club facilities including the swimming pools, restaurants ($) and bars... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 18%
Taxes: 18%
$780 - $950 /night
Tres Vistas
2 Bedroom Villa, 2 Bathrooms, Sleeps 4
Enjoy breathtaking ocean views from this four-tiered home's multi-level deck and indoor/outdoor living space. This property in Turks and Caicos boasts unparalleled views and a private dock and sandy beach for launching w... more
Additional Fees: Cleaning Fee $350.00 flat, Damage Waiver $299.00 flat
Taxes: 12%
Taxes: 12%
$780 - $2,100 /night
Fields of Ambrosia
4 Bedroom Villa, 5 Bathrooms, Sleeps 8
Welcome to Fields of Ambrosia, a stunning 4-bedroom luxury villa located in the exclusive area of Terres Basses on the island of St. Martin.
This cliff-side villa offers amazing views of the Simpson Lagoon and the gor... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
Taxes: 10%
$775 - $1,829 /night
Bashert
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Do you believe in fate? Then perhaps you will be drawn to Villa Bashert, whose name means 'meant to be'.
Perched atop coral reefs and surrounded by the breathtaking turquoise waters of Chalk Sound National Park, Villa... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 17%
Taxes: 17%
$775 - $2,500 /night
Innisfree
4 Bedroom House, 4 Bathrooms, Sleeps 8
Guests staying within the world famous Sandy Lane Estate will have complimentary access to all Clubhouse facilities including beach chairs, umbrellas and tennis courts.
Innisfree is located on two acr... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
Taxes: 12.5%
$774 - $2,598 /night
Little Palm
2 Bedroom Villa, 2 Bathrooms, Sleeps 4
The Tryall Club requires all villa and condo guests to become members during their stay via a Temporary Membership Fee ($) (plus a 15% service charge). Children between the ages of 13 and 15 pay at a discounted r... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 17.5%
Taxes: 17.5%
$772 - $1,166 /night
Surf Lodge
5 Bedroom Villa, 5 Bathrooms, Sleeps 10
Surf Lodge is a beautiful and tranquil five-bedroom villa with a pool and rooftop deck. It is located on the south side of Providenciales in the very exclusive Long Bay Beach neighbourhood, surrounded by multi-million-d... more
Additional Fees: Cleaning Fee $350.00 flat, Damage Waiver $299.00 flat
Taxes: 12%
Taxes: 12%
$771 - $1,129 /night
Infinity at Ocean Edge
3 Bedroom Villa, 4 Bathrooms, Sleeps 6
Come take advantage of this luxury property located at the end of the Beacon Hill peninsula, ensconced on all sides by the inviting Caribbean Sea!
This splendid three-bedroom private paradise has all the amenities to... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
Taxes: 10%
$770 - $2,450 /night
La Pinta
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Down the long driveway lined with coral stone walls, you arrive in the courtyard of this elegant Creole-style villa. It is a quiet, private oasis that sets the stage for relaxing outdoor living and a lush tropical view t... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
Taxes: 10%
$765 - $2,218 /night
Poinciana
2 Bedroom Villa, 2 Bathrooms, Sleeps 4
The Tryall Club requires all villa and condo guests to become members during their stay via a Temporary Membership Fee ($) (plus a 15% service charge). Children between the ages of 13 and 15 pay at a discounted r... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 17.5%
Taxes: 17.5%
$763 - $6,667 /night
Manonjul
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Located on a hilltop above Devé, the rental villa in St. Barths Manonjul is a beautiful property with fantastic views over the ocean and glorious sunsets. This very private and comfortable three air-conditioned-bedroom ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$762 - $1,764 /night
Monte Verde
4 Bedroom Villa, 5 Bathrooms, Sleeps 8
Villa Monte Verde – a lavish four-bedroom villa in Orient Bay in St Martin, where breathtaking ocean views and unparalleled serenity beckon.
Nestled high above Orient Bay in Saint-Martin, Villa Monte Verde is a symb... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
Taxes: 10%