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 - $2,395 /night

Bella Vista

5 Bedroom Villa, 6 Bathrooms, Sleeps 12
Perched on a wide bluff above the deep blue Caribbean Sea, this exquisite 5-bedroom and 5.5 bath architectural masterpiece offers the ultimate in luxury island living. Bella Vista has no neighbors on either side and boas... more
Additional Fees: Damage Waiver $299.00 flat, Departure Cleaning Fee $195.00 flat
Taxes: 30.9%
$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
Welcome to Hidden Treasure, centrally located on the quiet southern coast. This luxurious five-bedroom beachfront estate sits on over 100 feet of sandy beach and iron shore with fabulous snorkeling and breathtaking sunri... more
Additional Fees: Departure Cleaning Fee $225.00 flat, Damage Waiver $299.00 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
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%
$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%
$886 - $1,193 /night

Etoile de Mer

4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Etoile de Mer is surrounded by palm trees on an acre of land on Sunset Bay one of the island's prettiest beaches and known for its privacy. Custom-designed to catch the leeward breezes which gently waft through the house... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12%
$885 - $3,570 /night

Villa Nirvana

6 Bedroom Villa, 6 Bathrooms, Sleeps 12
Step into a true haven of peace at Villa Nirvana, recently renovated and nestled in the heart of Terres Basses. This stunning six-bedroom villa perfectly blends Caribbean elegance, modern comfort, and a relaxed beach atm... 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%
$875 - $2,500 /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 - $1,127 /night

Beach Palm Villa

2 Bedroom Villa, 3 Bathrooms, Sleeps 4
Beach Palm Villa is a luxurious two-bedroom retreat literally steps away from one of the world’s best beaches – Meads Bay. This exceptional villa is within walking distance of many of the West End’s gourmet restaur... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 23%
$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 - $1,900 /night

Calabash Westside 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. The Westside Suites provide you with the quintessential bea... more
Additional Fees: Damage Waiver $299.00 flat
$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
Taxes: 28%
$874 - $3,513 /night

Teddy

2 Bedroom Villa, 2 Bathrooms, Sleeps 4
The rental villa Teddy is a charming two-bedroom property located in a quiet area in Dévé. The panoramic view over the ocean, Grand-Cul-de-Sac and Turtle Island is one of the many advantages of this very private vacati... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
$870 - $2,286 /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 you... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
$860 /night

Pool View Studio

1 Bedroom Studio, 1 Bathrooms, Sleeps 2
Situated in the central reception building and accessible via stairs, this spacious room with a pool view spans over 620 square feet. It features a lavish king-sized bed, a generously sized bathroom with a striking frost... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 28%
$860 /night

Garden Studio

1 Bedroom Hotel, 1 Bathrooms, Sleeps 2
Unwind and luxuriate in the magnificent tropical gardens enveloping you, while you soak up the invigorating sea breeze on the walk-out terrace of this generously proportioned 670 square foot room. Situated at the beach l... 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 - $2,045 /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 - $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 - $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 - $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%
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