Caribbean Vacation Rentals
Luxury Villa Rentals in Caribbean for 2+ people
$929 - $4,571 /night
Always
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
The vacation rental Always is a superb property ideally located in the Colombier district, the perfect place to enjoy an unforgettable stay in St-Barths. The panoramic view over Corossol Bay and Gustavia is breathtaking, with stunning sunsets creating a d... more
$929 - $4,286 /night
Ocean Vibes
2 Bedroom Villa, 2 Bathrooms, Sleeps 4
Located on the heights of Vitet in the Dévé neighbourhood, the vacation rental Villa Ocean Vibes is a superb property opening onto an impressive panorama over the ocean, from Grand-Cul-de-Sac to Toiny, and the glowing sunrise of St-Barths. This charming... more
$929 - $5,000 /night
Adharra
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Ideally located on the heights of Pointe Milou, the luxurious villa rental Adharra offers a spectacular view over the ocean, Lorient Bay and the surrounding islands. You’ll enjoy the glorious St-Barths sunsets from the terrace while nestled in the lush ... more
$929 - $2,000 /night
Sheherazade
1 Bedroom Villa, 1 Bathrooms, Sleeps 2
Nestled on the Corossol hillside, the vacation rental Sheherazade is a splendid property opening onto a spectacular view over Gustavia Harbour and Corossol Bay. This very private oriental-inspired house is the ideal destination for a honeymoon in St. Bart... more
$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 - $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 - $2,500 /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. Ma... 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
$928 - $2,275 /night
Cliffside Cottage
5 Bedroom Villa, 5 Bathrooms, Sleeps 10
The Tryall Club requires all villa and condo guests to become members during their stay via a Temporary Membership Fee ($) (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
$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
$914 - $2,400 /night
Villa Dulce
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Sea view, tropical serenity, and effortless elegance: welcome to Villa Dulce.
Perched on the peaceful heights of Hope Hill in Orient Bay, Villa Dulce is a haven of calm where time slows down, and the ocean becomes your daily backdrop. From the moment y... 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