Caribbean Vacation Rentals
Luxury Villa Rentals in Caribbean for 2+ people
$1,375 - $2,450 /night
Calabash Pool Suite
1 Bedroom Apartment, 1 Bathrooms, Sleeps 2
Calabash Luxury Boutique Hotel & Spa combines five-star service and luxury within a relaxed and intimate environment to create the ultimate Caribbean escape.
Luxuriously styled, our pool suites are designed for ultimate privacy, a haven for couples and... more
$1,370 - $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
$1,370 - $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
$1,365 - $1,774 /night
Peeniwalli
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Pure and uniform, Peeniwalli’s white and neutral-toned appearance balances against a spellbinding backdrop of blue sky, rolling sea and lush vegetation. The colors come from living. It’s in the furniture and people, nature and the outdoors, rather tha... more
$1,360 - $2,981 /night
Avalon
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
The Tryall Club requires all villa and condo guests to become members during their stay via a Temporary Membership Fee ($) (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
$1,357 - $4,286 /night
Villa Jsa
2 Bedroom Villa, 2 Bathrooms, Sleeps 4
Located on the heights of Lurin, vacation rental JSA is a true paradise nestled on the hillside. In the heart of lush tropical vegetation, this two-bedroom vacation home is the perfect place for a family vacation or a honeymoon in St. Barths, with breatht... more
$1,357 - $5,000 /night
Sea Weed
2 Bedroom Villa, 2 Bathrooms, Sleeps 4
Villa Sea Weed is a two-bedroom property ideally located in Pointe-Milou in front of the ocean and the glowing sunsets. Spacious and very private, this vacation rental home offers bright spaces in a luxurious scenery. With a lovely swimming pool and two b... more
$1,357 - $5,700 /night
Casa Paraiso
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Located in Public, the luxury villa rental in Saint-Barths Villa Casa Paraiso is a haven of beauty, only a few minutes from Gustavia and the main activities. It is a beautiful view, combined with luxurious architecture, that makes it the ideal holiday spo... more
$1,357 - $6,429 /night
Bibi
5 Bedroom Villa, 5 Bathrooms, Sleeps 10
The holiday villa rental, Bibi villa, is a beautiful four-bedroom property overlooking the crystal-clear waters of Grand-Cul-de-Sac. Nestled on the heights of Vitet, this spacious and comfortable vacation home welcomes up to ten guests in a heavenly atmos... more
$1,357 - $4,286 /night
Arawak
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Ideally located on the heights of Pointe Milou, the luxury holiday rental Arawak offers a spectacular view over the ocean, the bay of Lorient and the surrounding islands. You can admire the unforgettable St. Barths sunsets from the terrace nestled in a lu... more
$1,357 - $4,286 /night
Always
6 Bedroom Villa, 6 Bathrooms, Sleeps 13
Villa Always is a stunning and luxurious property with a spacious and open living area that allows for the refreshing natural breeze to flow through. The bedrooms are beautifully decorated in a modern yet eclectic style and each one features its own en su... more
$1,357 - $3,715 /night
Allamanda
5 Bedroom Villa, 5 Bathrooms, Sleeps 10
A special amenity available to guests in this villa is its complimentary membership with The Tryall Club. This membership enhances your stay with exclusive access to The Tryall Club's prestigious amenities and services. Enjoy a wealth of luxurious... more