Caribbean Vacation Rentals
Luxury Villa Rentals in Caribbean for 2+ people
$795 - $2,150 /night
Cayman Sands Villa
5 Bedroom Villa, 5 Bathrooms, Sleeps 12
Cayman Sands is an oceanfront villa in Old Man Bay along the north coast. With an open, one-story design, Cayman Sands offers guests an intimate experience across 4,000 sq ft. of living space, plus a one-bedroom detached... more
Additional Fees: Departure Cleaning Fee $195.00 flat, Damage Waiver $299.00 flat
Taxes: 28%
Taxes: 28%
$795 - $1,995 /night
Hidden Cove
6 Bedroom Villa, 5 Bathrooms, Sleeps 12
Hidden Cove offers a large family, or two smaller families, a home away from home with the amenities of a vacation resort. With a boat dock directly on a secluded cove, guests can launch kayaks, six come provided complim... more
Additional Fees: Departure Cleaning Fee $175.00 flat, Damage Waiver $299.00 flat
Taxes: 28%
Taxes: 28%
$795 - $1,700 /night
Reeds House Penthouse 14
3 Bedroom Penthouse, 3 Bathrooms, Sleeps 6
Nearby beach construction may result in noise disturbances. For further details on how this might affect your stay, please reach out to a villa specialist.
Reeds House is ideally situated directly o... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
Taxes: 12.5%
$795 - $2,495 /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 li... more
Additional Fees: Departure Cleaning Fee $195.00 flat, Damage Waiver $299.00 flat
Taxes: 28%
Taxes: 28%
$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%
$793 - $2,384 /night
Windsong Villa
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
The Tryall Club requires all villa and condo guests to become members during their stay via a Temporary Membership Fee ($) (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
$786 - $2,714 /night
Davalia
2 Bedroom Villa, 2 Bathrooms, Sleeps 4
Villa Davalia is a charming two-bedroom rental property with a private pool, perched on the scenic heights of Toiny. Boasting breathtaking ocean views, this vacation home for four welcomes you into a soft, poetic ambianc... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$786 - $2,571 /night
Remi
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
This spacious villa has three bedrooms and three bathrooms, offering comfortable and private space for guests. You can enjoy the heated pool while admiring the panoramic view of Gustavia and the sea. The terrace surround... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$786 - $5,000 /night
Kaz
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
The holiday rental villa Kaz is a three-bedroom property nestled in the heights of Grand-Cul-de-Sac. Spacious and bright in the rolling hills of St-Barths, this vacation home with swimming pool offers a stunning ocean vi... 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 - $2,271 /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 - $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%
$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
Villa OSun
4 Bedroom Villa, 5 Bathrooms, Sleeps 8
Welcome to Villa OSun, a fully renovated, luxurious villa located in the prestigious Terres Basses neighborhood of Saint-Martin.
Perched on a cliffside, the villa offers spectacular views of the turquoise waters of th... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
Taxes: 10%
$780 /night
Tropical Oasis Villa
4 Bedroom Villa, 5 Bathrooms, Sleeps 8
In the heart of Bavaro is Cocotal Golf & Country Club, Punta Cana's premier gated community. Guests staying within Cocotal have access to all Club facilities including the swimming pools, restaurants ($) and bars... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 18%
Taxes: 18%
$775 - $1,845 /night
Bit of Heaven
3 Bedroom Villa, 3 Bathrooms, Sleeps 8
Welcome to Bit of Heaven! This bright thee-bedroom, three-bath beachfront cottage epitomizes a tropical island living in the resort neighborhood of Cayman Kai.
Upon entering a bit of Heaven, your eyes can't help but ... more
Additional Fees: Departure Cleaning Fee $195.00 flat, Damage Waiver $299.00 flat
Taxes: 28%
Taxes: 28%
$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%
$775 - $2,150 /night
Reeds House 1
4 Bedroom Condo, 5 Bathrooms, Sleeps 8
Nearby construction may result in noise disturbances. For further details on how this might affect your stay, please reach out to a villa specialist.
Please note: The beach experiences seasonal fluctu... more
Additional Fees: Damage Waiver $299.00 flat, Cleaning Fee $150.00 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: 20%
Taxes: 20%
$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
Tucked behind coral-stone walls and framed by vibrant, flamboyant trees, Villa La Pinta welcomes you into a secluded world of elegance and calm. The long private driveway opens to a sun-drenched courtyard, where the gent... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
Taxes: 10%