Caribbean Vacation Rentals

Luxury Villa Rentals in Caribbean for 2+ people

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$899 - $1,999 /night

Seagrape Villa

1 Bedroom Villa, 1 Bathrooms, Sleeps 2
Dine in the fragrant tranquility of your private walled garden in our one-bedroom, one-bathroom Seagrape Villa. This spacious retreat has a living room, a full kitchen, a primary bedroom with a king-size bed, and a share... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 20%
$895 - $3,971 /night

Tortuga C35

5 Bedroom Villa, 6 Bathrooms, Sleeps 14
Guests staying within Puntacana Resort & Club will have access to all resort amenities and facilities. Resort amenities and facilities include two golf courses ($), two beach clubs ($), Six Senses Spa ($), restau... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 18%
$895 - $2,295 /night

Hidden Treasure

5 Bedroom Villa, 5 Bathrooms, Sleeps 14
Guests of this accommodation can take advantage of the benefits included in the Silver Thatch Membership. Contact a Rental Escapes villa specialist for the full list of benefits. Premium amenities are available f... more
Additional Fees: Departure Cleaning Fee $225.00 flat, Damage Waiver $299.00 flat, Damage Deposit | Excess Cleaning $1500.00 flat
Taxes: 28%
$895 - $1,520 /night

Ashiana Villa

5 Bedroom Villa, 5 Bathrooms, Sleeps 11
Perched atop a picturesque hillside with commanding views of the historic Marigot Bay, Villa Ashiana invites you to experience the epitome of Caribbean luxury living. This elegant two-story retreat boasts five spacious b... more
Additional Fees: Damage Waiver $299.00 flat, Service Fee $30.00 flat
$895 - $2,795 /night

Gypsy

4 Bedroom Villa, 4 Bathrooms, Sleeps 10
Welcome to Gypsy, a luxurious island getaway! This elegant renovated villa is a true tropical paradise with a private elevated oceanfront pool and sandy beach. Prior to renovation in 2022, Gypsy was very popular with adu... more
Additional Fees: Departure Cleaning Fee $225.00 flat, Damage Waiver $299.00 flat, Cleaning | Damage Deposit $2500.00 flat
Taxes: 30.9%
$893 - $2,500 /night

Coconut Grove

5 Bedroom Apartment, 6 Bathrooms, Sleeps 12
Experience unique and serine Virgin Gorda in a stunning rental villa by the sea. Whether you’re looking to relax in the lap of luxury or celebrate a special event and explore one of the most beautiful islands in the BV... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 22%
$890 - $2,100 /night

Coral Cove Penthouse 15

3 Bedroom Penthouse, 3 Bathrooms, Sleeps 6
Please note that due to the passage of Hurricane Beryl, this property may have limited beachfront access. Coral Cove 15 is a luxurious three-bedroom, four-bathroom penthouse in the Coral Cove developm... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
$887 - $1,635 /night

Turquoze

4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Welcome to Villa Turquoze, a modern and contemporary haven offering a stunning vista of the turquoise sea and the islands of Pinel and Tintamarre. This luxurious property features four bedrooms and four bathrooms, provid... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
$885 - $2,095 /night

Pool View Junior Suite at The Shore Club

1 Bedroom Condo, 1 Bathrooms, Sleeps 2
Stylish and convenient, the sumptuous Pool View suites feature king-size beds with custom-made, premium bed linens and deluxe bathrooms stocked with the best products and accessories. Their sitting areas include a full-s... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 27%
$880 - $2,100 /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%
$880 - $2,300 /night

Villa Uchi

3 Bedroom Villa, 3 Bathrooms, Sleeps 6
All guests must register with the Villa Owners Club, and for a small daily fee ($25 per adult per night & $12 per child per night), are granted access to resort areas and amenities. Casa de Campo Resort facilitie... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 18%
$875 - $2,800 /night

Fiddlesticks

3 Bedroom Apartment, 4 Bathrooms, Sleeps 6
The Sugar Hill Resort community offers a number of resort amenities. Guests will have access to the Clubhouse, restaurant, resort swimming pools and tennis courts. Explore Fiddlesticks, a stunning Ba... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
$875 - $1,950 /night

Oceanfront Luxury 1 BDM Suite

1 Bedroom Hotel, 1 Bathrooms, Sleeps 2
1500 square feet and located on the first through the 5th floors. Each Room offers a large terrace facing the ocean. The living room, dining for 6 and kitchen are all oceanfront. The primary bedroom features an ocean ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 27%
$875 - $2,295 /night

Kai Conut

5 Bedroom Villa, 4 Bathrooms, Sleeps 10
Kai Conut sits facing the sound on the shores of the southern peninsula in beautiful Cayman Kai. Sitting at the end of Water Cay Road, with vacant lots on both sides, guests can enjoy blissful privacy for the duration of... more
Additional Fees: Departure Cleaning Fee $245.00 flat, Damage Waiver $299.00 flat, Cleaning | Damage Deposit $2500.00 flat
Taxes: 28%
$860 - $1,690 /night

Pool View Studio

1 Bedroom Studio, 1 Bathrooms, Sleeps 2
Located in the main reception building, accessed only by stairs, the 620 square foot pool view room features a king bed, expansive bathroom with a frosted glass shower in the middle of the room, kitchenette (stove not in... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 28%
$860 - $2,571 /night

Mille Fleurs

4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Nestled in the prestigious Terres Basses neighborhood on the French side of Saint Martin, Villa Mille Fleurs embodies Caribbean elegance in a lush green setting. This exclusive estate spans over 2.5 hectares of meticu... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
$860 - $2,150 /night

Tortuga C33

4 Bedroom Villa, 5 Bathrooms, Sleeps 10
Guests staying within Puntacana Resort & Club will have access to all resort amenities and facilities. Resort amenities and facilities include two golf courses ($), two beach clubs ($), Six Senses Spa ($), restau... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 18%
$860 - $2,150 /night

Tortuga B53

4 Bedroom Villa, 5 Bathrooms, Sleeps 10
Guests staying within Puntacana Resort & Club will have access to all resort amenities and facilities. Resort amenities and facilities include two golf courses ($), two beach clubs ($), Six Senses Spa ($), restau... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 18%
$860 - $2,150 /night

Schooner Bay 207 | Innisfree

3 Bedroom Condo, 4 Bathrooms, Sleeps 6
Please note: The beach experiences seasonal fluctuations in its accessibility. The beach experiences seasonal fluctuations in its accessibility. Schooner Bay 207's central hub is the open-plan living room and kitch... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
$857 - $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%
$857 - $2,357 /night

Sun 2

3 Bedroom Villa, 2 Bathrooms, Sleeps 6
The villa rental Sun 2 is a charming property ideally located above Grand-Cul-de-Sac lagoon in an enchanting environment. In front of the view over the crystal-clear waters, villa Sun 2 offers beautiful, bright spaces in... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
$857 - $2,857 /night

Crush

4 Bedroom Villa, 4 Bathrooms, Sleeps 8
The holiday rental villa Crush is a fantastic four-bedroom property located in Grand-Cul-de-Sac in an enchanting environment. Spacious and modern, this vacation rental with a swimming pool and jacuzzi offers upscale amen... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
$857 - $3,571 /night

Mao

2 Bedroom Villa, 2 Bathrooms, Sleeps 4
The vacation villa rental Mao is a luxury villa ideally located on the heights of Vitet in an enchanting environment. In front of the breathtaking view over the lagoon and the ocean, this two-bedroom vacation home with a... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
$857 - $3,571 /night

Ti Rock

3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Villa Ti Rock is a beautiful Caribbean property with swimming pool and jacuzzi offering a breathtaking view over Grand-Cul-de-Sac lagoon. Nestled in the heart of St-Barths’ lush vegetation, this spacious vacation renta... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
$857 - $6,429 /night

Seastar

5 Bedroom Villa, 5 Bathrooms, Sleeps 10
The vacation rental villa Sea Star is a magnificent five-bedroom property located on the heights of Devet. The outstanding view over Petit-Cul-de-Sac Bay creates a heavenly atmosphere in front of the sparkling waters of ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
$857 - $2,143 /night

Mellow Mood

2 Bedroom Villa, 2 Bathrooms, Sleeps 4
Villa Mellow Mood is a charming Caribbean-style property located in Corossol in front of the sparkling ocean. In the heart of a lush environment, this two-bedroom vacation rental offers upscale amenities for an unforgett... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
$857 - $2,857 /night

Angel Rock

2 Bedroom Villa, 2 Bathrooms, Sleeps 4
Located on the heights of Colombier, the vacation rental villa Angel Rock is a contemporary property with a splendid ocean view. Luxurious and functional, this two-bedroom house offers upscale services in a magnificent n... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
$857 - $3,571 /night

Coucher de Soleil

2 Bedroom Villa, 2 Bathrooms, Sleeps 4
Located above Corossol Bay, villa Coucher de Soleil offers a breathtakingly beautiful panorama with an amazing view over the Caribbean Sea and the harbor of Gustavia. In the heart of the Caribbean, this two-bedroom prope... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
$857 - $4,571 /night

Ocean

3 Bedroom Villa, 3 Bathrooms, Sleeps 6
The charming rental villa Ocean is ideally located in Pointe Milou and opens onto a stunning view over the ocean, the Lorient bay and the surrounding islands. It is the perfect place to enjoy the unforgettable sunsets of... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
$857 - $3,086 /night

La Vue

3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Located in Vitet in the quiet area of Dévé, the vacation rental villa La Vue offers a spectacular view over the Caribbean Sea and its turquoise waters. Comfortable and very functional, this luxurious three-bedroom prop... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
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