Caribbean Vacation Rentals

Luxury Villa Rentals in Caribbean for 2+ people

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$1,500 - $7,714 /night

Bellissima

3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Ideally located on the heights of Gouverneur, the vacation rental villa Bellissima is a magnificent three-bedroom property with an exceptional view over the ocean and the sumptuous sunsets. Between sky and sea, villa Bellissima welcomes families and group... more
$1,500 - $5,900 /night

Jamoon

7 Bedroom House, 7 Bathrooms, Sleeps 14
Jamoon is a charming and private two-story home set on landscaped gardens in the established Sandy Lane Estate on the West Coast of Barbados. Conveniently located a short distance to duty-free shopping, pristine beaches, and an array of dining options, th... more
$1,500 - $6,143 /night

Captain Cook

4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Located in Pointe-Milou, the luxurious vacation home Captain Cook in Saint Barths offers high-quality amenities for your next Caribbean vacation. Built on two levels, the luxury rental Captain Cook has a large air-conditioned living room that opens ont... more
$1,500 - $4,286 /night

Ushuaia

4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Located in the district of Flamands, towards Petite Anse, at the entrance to the road to Colombier Beach, villa Ushuaia offers a sumptuous view of the sea and the neighbouring islands off St Barthélemy. Composed of four bedrooms, the Ushuaia rental vi... more
$1,485 - $4,500 /night

Lagos 4

6 Bedroom Apartment, 7 Bathrooms, Sleeps 14
Guests staying within Puntacana Resort & Club will have access to all resort amenities and facilities. Resort amenities and facilities include two golf courses ($), two beach clubs ($), Six Senses Spa ($), restaurants ($), bars ($) and tennis cent... more
$1,485 - $2,950 /night

Villa la Percha

4 Bedroom Villa, 5 Bathrooms, Sleeps 8
Perfect for families or groups, Villa la Percha offers a one-of-a-kind escape. From the mesmerizing views from each bedroom, to the spectacular patio and pool deck, to kayaking in the pristine waters of Taylor Bay, this expansive villa has it all. Nestled... more
$1,471 - $4,800 /night

Seaspray

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 rate (plus a 15% service charge). Gu... more
$1,464 - $6,286 /night

Feyrouz

5 Bedroom Villa, 5 Bathrooms, Sleeps 10
Ideally located on the heights of Vitet in St-Barths, the luxurious rental villa Feyrouz opens onto an amazing view over the ocean, the hills and the lagoon of Grand-Cul-de-Sac. This modern five-bedroom house is the perfect place for a family vacation or ... more
$1,463 - $3,108 /night

2 BDM Oceanfront Suite at Windsong Resort

2 Bedroom Hotel, 2 Bathrooms, Sleeps 4
Travertine marble floors, ten-foot ceilings, and stunning water views welcome guests upon entry to casually elegant interiors. From this vantage, the living room, dining area and fully-equipped, gourmet kitchen open to a spacious, wrap-around oceanfront t... more
$1,462 - $2,198 /night

Deluxe Oceanfront Studio at Alexandra Resort

1 Bedroom Hotel, 1 Bathrooms, Sleeps 2
Newly renovated spacious studio with direct ocean views facing Grace Bay Beach. Features a king bed, balcony or terrace, bathroom with stand-up shower, air-conditioning and ceiling fan, flat screen television with international channels, in-room electroni... more
$1,462 - $2,198 /night

1 BDM Oceanfront Suite at Alexandra Resort

1 Bedroom Hotel, 1 Bathrooms, Sleeps 2
Enjoy a breathtaking ocean view facing Grace Bay Beach from the One Bedroom Suite featuring a balcony or terrace. The primary bedroom offers a king bed, flat screen television and a full ensuite bathroom with tub and shower. The separate living room comes... more
$1,458 - $4,050 /night

Blue Beach

4 Bedroom Villa, 4 Bathrooms, Sleeps 8
This breathtaking setting is a beach lover's dream. Entering the fabulous coral stone drive and courtyard, the first thing you see are iconic sea grapes and tropical shrubs topped by the brilliant blue sky; the first thing you hear is the sound of waves c... more
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