Caribbean Vacation Rentals

Luxury Villa Rentals in Caribbean for 2+ people

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$1,029 - $5,571 /night

Ocean's 21

4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Ocean’s 21 is a magnificent 4-bedroom villa located in the quiet district of Petit Cul de Sac. With beautiful sea views, it offers an idyllic setting for a peaceful, relaxing stay with family or friends. The villa’s interior design is both soft and... more
$1,029 - $3,714 /night

Enzuma

3 Bedroom Villa, 2 Bathrooms, Sleeps 6
The charming holiday rental villa Enzuma is located in the heights of Toiny and opens onto an amazing view over the beautiful ocean. The wild coastline is one of the quietest areas in St-Barths and a playground for runners and walkers along the waterfront... more
$1,029 - $2,886 /night

Paradiso

6 Bedroom Villa, 7 Bathrooms, Sleeps 12
Situated in the lush green hills of Sint Maarten in the exclusive area of Oyster Pond Estates is Paradiso, a six-bedroom, six-and-a-half bath villa. It is truly a gem of a villa. The minute you walk through the magnificent front doors, the astounding pano... more
$1,024 - $3,007 /night

No Problem

3 Bedroom Villa, 3 Bathrooms, Sleeps 6
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
$1,022 - $2,985 /night

Farniente

4 Bedroom Villa, 5 Bathrooms, Sleeps 8
Villa Farniente is a stunning beachfront retreat located within the exclusive gated community of Shore Pointe on Cupecoy Beach, St. Maarten. Blending contemporary luxury with tropical charm, this exceptional villa offers the perfect balance of privacy, el... more
$1,020 - $3,600 /night

Villa Baltazar

5 Bedroom Villa, 6 Bathrooms, Sleeps 10
Villa Baltazar in Saint Martin is a stunning waterfront property that offers a panoramic sea view over the bay of Cul de Sac. It is located facing the beautiful Pinel islet, providing a picturesque setting for an unforgettable vacation. This renovated ... more
$1,012 - $2,415 /night

Villa Fleur de Lys

4 Bedroom Villa, 3 Bathrooms, Sleeps 8
Villa Fleur de Lys is a stunning retreat nestled in the serene Hope Hill area of St. Martin, offering breathtaking ocean views that create a perfect backdrop for a luxurious getaway. The interior of Villa Fleur de Lys is a harmonious blend of classic F... more
$1,000 - $2,640 /night

Alize Villa

4 Bedroom Villa, 5 Bathrooms, Sleeps 8
Alize Villa is a modern 4-bedroom property with a private pool, tropical gardens, and direct access via a private pathway to the white sands and crystal-clear waters of Long Bay Beach. In addition, the guest has access to the shared tennis court in the... more
$1,000 - $4,050 /night

Casa Bliss

4 Bedroom Apartment, 4 Bathrooms, Sleeps 8
All guests must register with the Casa de Campo Concierge office, and for a small daily fee ($30 per adult per night & $15 per child per night), are granted access to resort areas and amenities. Casa de Campo Resort facilities and amenities includ... more
$1,000 - $3,643 /night

Le Dahu

3 Bedroom Villa, 3 Bathrooms, Sleeps 6
The villa rental Le Dahu is a charming property overlooking the Grand-Cul-de-Sac lagoon. With three bedrooms, a swimming pool and a jacuzzi, this vacation rental invites you to enjoy ultimate comfort in a setting combining both Caribbean inspirations and ... more
$1,000 - $2,860 /night

Tortuga B19

5 Bedroom Villa, 5 Bathrooms, Sleeps 12
Guests staying within Puntacana Resort & Club will have access to some resort amenities and facilities. Resort amenities and facilities include two golf courses ($), two beach clubs ($), Six Senses Spa ($), restaurants ($), bars ($) and tennis cen... more
$1,000 - $3,857 /night

Mayflower

3 Bedroom Villa, 4 Bathrooms, Sleeps 6
Taking its name from one of the best-known sailing vessels in history, Villa Mayflower is inspired by the ideas of travel, discovery, history, and the marriage of the old and new worlds. The newly renovated luxury rental property in Marigot has a St. Bart... more
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