Caribbean Vacation Rentals

Luxury Villa Rentals in Caribbean for 2+ people

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$743 - $2,357 /night

Les Basses

2 Bedroom Villa, 3 Bathrooms, Sleeps 4
The villa rental Les Basses is a lovely property located on Lorient beach. Facing a breathtaking ocean view, this two-bedroom vacation home with a swimming pool welcomes its guests to a paradisiacal setting. Featuring private beach access and beautiful, b... more
$743 - $2,857 /night

Just in Paradise

3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Lush gardens are filled with the fragrance of jasmine, colorful allemande, and vivid bougainvillea anchored with magnificent palms. The covered walkway is flanked on either side with small pools planted with tropical water foliage. Enter the double do... more
$743 - $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 rate (plus a 15% service charge). Gu... more
$742 - $8,211 /night

Rainbow's End

3 Bedroom Apartment, 4 Bathrooms, Sleeps 6
Rainbow’s End’s spacious cathedral-ceilinged great room includes a living area with an entertainment center offering panoramic views from Bitter End Yacht Club to Saba Rock Resort. Ideally suited for intimate island getaways with family and close grou... more
$740 - $3,000 /night

Vista Villa

4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Vista is an idyllic, luxury four-bedroom contemporary villa superbly located on the waterfront, offering magnificent views of neighbouring St Martin in the distance, seemingly at the touch of the hand, but for the turquoise, crystal azure water which sepa... more
$740 - $2,460 /night

Sea Winds Villa

3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Seawinds is a beautifully designed Caribbean-style waterfront villa sitting in almost an acre of tropical gardens. Located on the seafront, it nestles behind a protective reef which forms the ecologically important Little Harbour. The sea views across the... more
$735 - $1,720 /night

Waverly One

3 Bedroom Villa, 2 Bathrooms, Sleeps 6
Nearby construction may result in noise disturbances. For further details on how this might affect your stay, please reach out to a Rental Escapes villa specialist. Please note that due to the passage of Hurricane Beryl, this p... more
$735 - $1,720 /night

Waverly House

3 Bedroom Villa, 2 Bathrooms, Sleeps 6
Please note that due to the passage of Hurricane Beryl, this property may have limited beachfront access. Nearby construction may result in noise disturbances. For further details on how this might affect your stay, please reac... more
$730 - $3,409 /night

Les Acajous

3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Located in St-Jean, the charming rental villa Les Acajous offers a breathtaking view over the bay and the surrounding islands. Nestled on a hillside in a quiet and very private environment, this vacation home is the perfect place for a stay in St-Barths w... more
$720 - $2,500 /night

Villa Amber

4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Villa Amber in St. Martin is a luxurious vacation rental located in the secluded Terres Basses community. The villa has a beautiful wrap-around terrace that offers a breathtaking view of the sea and the island, making it an ideal setting for a relaxing... more
$720 - $2,541 /night

1 BDM Oceanfront Suite at Windsong Resort

1 Bedroom Hotel, 1 Bathrooms, Sleeps 2
Exquisite Grace Bay views, expansive interiors, luxury finishes, and British West Indies-inspired furnishings define this spacious suite. Double, sliding glass doors from the living room and dining area/kitchen, pocket into the walls--extending the traver... more
$715 - $1,286 /night

Ocean Pearl

6 Bedroom Villa, 4 Bathrooms, Sleeps 14
Location, location, location: You’ll never get tired of the ocean views, all the way to St. Barths and Anguilla, or on land, Oysterpond and Dawn Beach. You’ll always hear the distant sound of waves and feel the breeze and the vacation vibe during y... more
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