Caribbean Vacation Rentals
Luxury Villa Rentals in Caribbean for 2+ people
$1,029 - $2,886 /night
Paradiso
6 Bedroom Villa, 7 Bathrooms, Sleeps 12
Situated in the lush green hills of Sint Maarten in the exclusive area of Oyster Pond Estates is Paradiso, a six-bedroom, six-and-a-half bath villa. It is truly a gem of a villa. The minute you walk through the magnifice... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 9%
Taxes: 9%
$1,024 - $2,763 /night
No Problem
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
The Tryall Club requires all villa and condo guests to become members during their stay via a Temporary Membership Fee ($) (plus a 15% service charge). Children between the ages of 13 and 15 pay at a discounted r... more
Additional Fees: Security Deposit $2500.00 flat
Taxes: 20%
Taxes: 20%
$1,022 - $2,985 /night
Farniente
4 Bedroom Villa, 5 Bathrooms, Sleeps 8
Villa Farniente is a stunning beachfront retreat located within the exclusive gated community of Shore Pointe on Cupecoy Beach, St. Maarten. Blending contemporary luxury with tropical charm, this exceptional villa offers... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
Taxes: 10%
$1,020 - $3,600 /night
Villa Baltazar
5 Bedroom Villa, 6 Bathrooms, Sleeps 10
Villa Baltazar in Saint Martin is a stunning waterfront property that offers a panoramic sea view over the bay of Cul de Sac. It is located facing the beautiful Pinel islet, providing a picturesque setting for an unforge... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
Taxes: 10%
$1,012 - $2,415 /night
Villa Fleur de Lys
4 Bedroom Villa, 3 Bathrooms, Sleeps 8
Villa Fleur de Lys is a stunning retreat nestled in the serene Hope Hill area of St. Martin, offering breathtaking ocean views that create a perfect backdrop for a luxurious getaway.
The interior of Villa Fleur de Lys... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
Taxes: 10%
$1,000 - $3,857 /night
Oceane
2 Bedroom Villa, 2 Bathrooms, Sleeps 4
Villa Oceane is a lovely two-bedroom property offering breathtaking views over Gouverneur Bay and the ocean. With its ultra-comfortable amenities and charming decor, this St-Barths villa with pool welcomes you for a fant... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$1,000 - $4,300 /night
Villa Agama
5 Bedroom Villa, 5 Bathrooms, Sleeps 10
Discover the stunning Villa Agama and its breathtaking views.
Recently renovated and ideally located in the heart of the prestigious Terres Basses gated community, this villa perfectly blends elegance and comfort.
... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
Taxes: 10%
$1,000 - $2,860 /night
Tortuga B19
5 Bedroom Villa, 5 Bathrooms, Sleeps 12
Guests staying within Puntacana Resort & Club will have access to some resort amenities and facilities. Resort amenities and facilities include two golf courses ($), two beach clubs ($), Six Senses Spa ($), resta... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 18%
Taxes: 18%
$1,000 - $3,857 /night
Mayflower
3 Bedroom Villa, 4 Bathrooms, Sleeps 6
Taking its name from one of the best-known sailing vessels in history, Villa Mayflower is inspired by the ideas of travel, discovery, history, and the marriage of the old and new worlds. The newly renovated luxury rental... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$1,000 - $7,857 /night
Takamaka
2 Bedroom Villa, 2 Bathrooms, Sleeps 4
The vacation rental villa rental Takamaka is a superb two-bedroom property ideally located in Grand-Cul-de-Sac, overlooking the breathtaking ocean view. Facing the sparkling ocean in a privileged environment, this vacati... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$1,000 - $4,571 /night
Ocean Palm
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Ocean Palm is nestled on the heights of Gouverneur. The view is breathtaking.
Newly built, the villa has a modern kitchen and a comfortable bright living room. The terrace offers a dining area as well as an outdoor lo... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$1,000 - $3,143 /night
Hill
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Villa Hill is a charming three-bedroom property located in St-Jean in front of a fantastic view over the bay and the ocean. Nestled in the heart of the green rolling hills, Villa Hill is a true haven of peace, a most rel... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$1,000 - $3,200 /night
Villa Alexis
4 Bedroom Villa, 5 Bathrooms, Sleeps 10
Sunny Bay Estates is located on a peninsula overlooking the warm waters of Silly Creek. This gated community offers four spectacularly appointed luxury vacation villas, white sandy beaches, private pools, kayaks, paddle ... more
Additional Fees: Cleaning Fee $750.00 flat, Damage Waiver $299.00 flat
Taxes: 12%
Taxes: 12%
$1,000 - $4,400 /night
Sugar Apple Villa
4 Bedroom Villa, 5 Bathrooms, Sleeps 8
On the Leeward Settlement, minutes from Leeward Beach and famed Grace Bay, Sugar Apple is a well-proportioned contemporary villa located on the peaceful, canal-side cul-de-sac of Kira Island.
Sitting directly on the Blu... more
Taxes: 22%
$1,000 - $3,429 /night
Le Rocher
5 Bedroom Villa, 6 Bathrooms, Sleeps 10
The stunning Villa Le Rocher is a five-bedroom jewel, it sits in the hills of the Terres Basses area of St. Martin and offers visitors stunning views of Simpson Bay as well as uninterrupted views of both the Atlantic and... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
Taxes: 10%
$1,000 - $5,000 /night
Nature
2 Bedroom Villa, 3 Bathrooms, Sleeps 4
Located in Vitet, the rental villa Nature is a magnificent two-bedroom house ideal for a family or a group of friends. With a stunning view over the Caribbean Sea and the neighbouring islets, nestled in a lush environmen... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$1,000 - $7,143 /night
Terre Indigo
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Nestled on the heights of St. Jean, rental villa Terre Indigo overlooks Nikki Beach, Eden Rock and Pelican Beach. With its fantastic view over the ocean and the neighbouring islets, this four-bedroom vacation home is the... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$1,000 - $1,850 /night
Emerald Beach 5 | Aspicia
3 Bedroom Apartment, 3 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 ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
Taxes: 12.5%
$1,000 - $1,850 /night
Emerald Beach 3 | Ixoria
3 Bedroom Apartment, 3 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 ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
Taxes: 12.5%
$1,000 - $1,850 /night
Emerald Beach 2 | Allamanda
3 Bedroom Apartment, 3 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 ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
Taxes: 12.5%
$1,000 - $1,575 /night
Rosso di Sera
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
As you ascend the native stone stairs and stroll through a lush, colourful garden, you’ll know you have reached your own secluded sanctuary.
Your island home awaits you, complete with your every need and even a fe... more
Additional Fees: Cleaning Fee $300.00 flat, Damage Waiver $299.00 flat
Taxes: 22%
Taxes: 22%
$1,000 - $3,571 /night
Golden View
2 Bedroom Villa, 2 Bathrooms, Sleeps 4
The vacation rental Golden View is a luxurious property located in Vitet in front of a breathtakingly beautiful panorama. Nestled on the hillside, it overlooks Lorient bay and the neighbouring islands lightened in the ev... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$1,000 - $5,286 /night
Lenalee
4 Bedroom Villa, 5 Bathrooms, Sleeps 8
Located on the heights of Flamands, villa Lenalee is a sumptuous four-bedroom property with a splendid panoramic view over the ocean and the hills. This luxurious house is the perfect place for a family or a group of fri... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$1,000 - $3,429 /night
Good Vibrations
2 Bedroom Villa, 2 Bathrooms, Sleeps 4
Nearby construction may result in noise disturbances. For further details on how this might affect your stay, please reach out to a villa specialist.
Located on the heights of St.Jean and close to all... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$1,000 - $2,645 /night
On the Rocks Estate
7 Bedroom Villa, 4 Bathrooms, Sleeps 14
Welcome to On The Rocks. This oceanfront gated estate is conveniently located 20 minutes from the airport in the planned residential community of Beach Bay.
The dozen or so homes along this rugged coastline share a k... more
Additional Fees: Departure Cleaning Fee $195.00 flat, Damage Waiver $299.00 flat
Taxes: 28%
Taxes: 28%
$1,000 - $3,187 /night
Coach House at Good Hope
7 Bedroom Villa, 8 Bathrooms, Sleeps 14
The Coach House at Good Hope is a fantastic informal gathering place for families, retreats, and friends - with space for togetherness, space for discovering nature, and space for alone time. Like traveling through a tim... more
Additional Fees: Service Fee $50.00 flat, Damage Waiver $299.00 flat
Taxes: 10%
Taxes: 10%
$1,000 - $1,850 /night
Emerald Beach 4 | Plumbago
3 Bedroom Villa, 4 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 ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
Taxes: 12.5%
$1,000 - $3,143 /night
Passage
2 Bedroom Villa, 2 Bathrooms, Sleeps 4
Located above Corossol Beach, villa Le Passage is a luxurious contemporary property with stunning ocean views. Spacious and bright, this vacation home with a heated swimming pool welcomes guests in the utmost calm and na... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$1,000 - $4,714 /night
Lina
2 Bedroom Villa, 2 Bathrooms, Sleeps 4
Located on the heights of Colombier, the rental villa Lina is a luxurious and very private vacation home in St-Barths. Surrounded by the lush tropical vegetation, this two-bedroom property with a splendid view over the o... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$1,000 - $2,430 /night
Hacienda A18 | Tranquila
4 Bedroom Villa, 5 Bathrooms, Sleeps 10
Guests staying within Puntacana Resort & Club will have access to some resort amenities and facilities. Resort amenities and facilities include two golf courses ($), two beach clubs ($), Six Senses Spa ($), resta... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 18%
Taxes: 18%