Caribbean Vacation Rentals
Luxury Villa Rentals in Caribbean for 2+ people
$929 - $2,857 /night
Wish
2 Bedroom Villa, 2 Bathrooms, Sleeps 4
Located in Colombier, the charming vacation home WISH offers an amazing view of the ocean and the glowing sunsets. Comfortable and very modern, this luxurious villa is ideal for a family or two couples vacationing together in St. Barths. Built in a tradit... more
$929 - $4,714 /night
Citron Vert
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Villa Citron Vert is a charming three-bedroom property ideally located on the heights of Toiny. This spacious and bright Caribbean-inspired vacation home offers upscale amenities in an idyllic setting, the perfect place for a romantic stay in St. Barth wi... more
$929 - $3,429 /night
Ker Anna
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
With a wonderful panoramic view over St Jean Bay, Villa Ker Anna is a colour-filled dream both inside and out. The blue Atlantic Ocean stretches off toward Sint Maarten on the horizon, the green leaves of palm and guaiac sway in the breeze, and the interi... more
$929 - $2,985 /night
Etoile de Mer
4 Bedroom Villa, 5 Bathrooms, Sleeps 8
Etoile de Mer enjoys a privileged location at the water’s edge within the exclusive gated community of Shore Pointe. Here, you truly experience the best of both worlds: direct oceanfront living with the sparkling Caribbean Sea at your doorstep, and just... more
$929 - $2,500 /night
Karukera
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Located on the heights of Orient Bay, Villa Karukera offers a breathtaking 180° view of Orient Bay, Anguilla and St. Barts in the distance.
This beautiful, recently renovated, contemporary four-bedroom villa is the perfect place to vacation in St. Mar... more
$929 /night
Milonga
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Nestled on the Marigot hillside, the rental villa Milonga is a beautiful colonial-style property with breathtaking views over Marigot Bay, Turtle Island and Mont Jean hills. Conveniently located only a few minutes from the best restaurants and water activ... more
$929 - $3,571 /night
Matajagui
2 Bedroom Villa, 2 Bathrooms, Sleeps 4
Built on the hills of Flamands, the sumptuous rental villa Matajagui offers a high range of services in a refined and modern atmosphere. Located only a few steps away from the Flamands beach, this charming property is built over two storeys and has an ope... more
$929 - $1,643 /night
Mongoose Run
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Embark on a getaway under the Caribbean sun at Villa Mongoose Run, where Caribbean luxury meets breathtaking sea views.
Treat yourself to an unforgettable vacation experience in this magnificent Caribbean villa with a modern twist, offering breathtakin... more
$925 - $3,050 /night
Harmony House
3 Bedroom Villa, 4 Bathrooms, Sleeps 6
Please note the beach experiences seasonal fluctuations in its accessibility.
Nearby construction may result in noise disturbances. For further details on how this might affect your stay, please reach out to a Rental Escapes vi... more
$915 - $2,038 /night
2 BDM Lanai Bungalow at Windsong Resort
2 Bedroom Bungalow, 2 Bathrooms, Sleeps 4
This 2 2-bedroom lanai Bungalow has a spacious, 625 sq. ft. private lanai -- perfect for outdoor entertaining. Accessed via sliding glass doors from the living room and master bedroom, the lanai features a BBQ grill, dining level fire pit and verdant land... more
$914 - $1,571 /night
Villa Francais
5 Bedroom Villa, 5 Bathrooms, Sleeps 10
In late 2022, this spacious villa was completely repainted, the pool deck was replaced, and all new furnishings were added throughout!
This magnificent Spanish-style family villa boasts five bedrooms, each with its own ensuite bathroom, a guest bathroo... more
$900 - $1,375 /night
Turnstone
3 Bedroom Apartment, 4 Bathrooms, Sleeps 8
The new Turnstone Villa is a one-of-a-kind island sanctuary nestled among lush tropical vegetation and Virgin Gorda’s iconic granite boulders. Set on over an acre of land, this villa offers an unparalleled sense of peace and privacy. From its spacious d... more