Caribbean Vacation Rentals

Luxury Villa Rentals in Caribbean for 2+ people

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$1,950 - $6,750 /night

Evolution

7 Bedroom Villa, 8 Bathrooms, Sleeps 18
Welcome to Evolution, an oceanfront paradise with picture-perfect panoramic views of Grand Cayman's south coast. Located mid-island, our guests are only 20-25 minutes away from the airport and Seven Mile Beach, the sa... more
Additional Fees: Departure Cleaning Fee $495.00 flat, Damage Waiver $299.00 flat
Taxes: 30.9%
$1,950 - $4,200 /night

Saramanda

5 Bedroom Villa, 5 Bathrooms, Sleeps 10
Guests staying within the world-famous Sandy Lane Estate will have complimentary access to all Clubhouse facilities including beach chairs, umbrellas and tennis courts. Nestled in the exclusive Sandy ... more
Additional Fees: Security Deposit $2500.00 flat
Taxes: 12.5%
$1,950 - $2,200 /night

Klairan

4 Bedroom House, 4 Bathrooms, Sleeps 8
Guests staying within the world-famous Sandy Lane Estate will have complimentary access to all Clubhouse facilities including beach chairs, umbrellas and tennis courts. Set in over an acre and a half ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
$1,950 - $8,950 /night

Sun Salutations

6 Bedroom Villa, 6 Bathrooms, Sleeps 18
Nearby construction may result in noise disturbances. For further details on how this might affect your stay, please reach out to a villa specialist. Embark on an unparalleled five-star luxury vacatio... more
Additional Fees: Departure Cleaning Fee $395.00 flat, Damage Waiver $299.00 flat, Cleaning | Damage Deposit $2500.00 flat
Taxes: 34.4%
$1,929 - $7,071 /night

Ti Moun

3 Bedroom Villa, 3 Bathrooms, Sleeps 6
The rental villa St-Barts Ti Moun is a charming rental property offering breathtaking views of the ocean and harbour. Ideally located in Lurin, this vacation home with a private pool welcomes up to six guests in ultimate... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
$1,929 - $6,000 /night

Aqua Dream

6 Bedroom Villa, 6 Bathrooms, Sleeps 12
Nestled in the picturesque coastal enclave of Indigo Bay on the captivating island of Sint Maarten, Villa Aqua Dream stands as a testament to modernity and luxury. This six-bedroom villa is a true masterpiece of contempo... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
$1,929 - $6,000 /night

Aqua Vista

6 Bedroom Villa, 6 Bathrooms, Sleeps 12
Nestled harmoniously alongside its sister property, Aqua Vista is a modern masterpiece in its own right, offering an unparalleled fusion of contemporary elegance and island luxury. This magnificent six-bedroom villa, loc... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
$1,921 - $5,410 /night

Sweet Spot

6 Bedroom Villa, 7 Bathrooms, Sleeps 12
Located on a wide sandy beach, Sweet Spot is like a pretty jewel box next to the sea. Its remarkable location is the best of all worlds. A 6,000-square-foot private home with a huge lawn and beach. Interiors at Sweet ... more
Additional Fees: Damage Waiver $299.00 flat, Service Fee $50.00 flat
$1,920 - $12,000 /night

Sunset Corail

1 Bedroom Villa, 1 Bathrooms, Sleeps 2
Sunset Corail is a Caribbean-designed villa located on the Gypsea Beach Club property, in the popular Saint Jean neighbourhood. The villa features a living room with a fully equipped kitchen opening onto a terrace wit... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
$1,920 - $4,500 /night

Tortuga C19 | Good Vibes

8 Bedroom Villa, 9 Bathrooms, Sleeps 16
Construction is taking place nearby and may create some noise issues. Contact a Rental Escapes villa specialist for more information about how this may impact your stay. Guests staying within ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 18%
$1,914 - $11,429 /night

Tourmaline

3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Villa Tourmaline is a splendid three-bedroom property ideally located in Grand-Cul-de-Sac, facing the crystal-clear waters of the lagoon. Along with villas Larimar, Lazuli, and Quartz, these four properties form a luxuri... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
$1,914 - $11,429 /night

Quartz

3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Villa Quartz is a sumptuous vacation rental in St-Barths, offering a breathtaking view over Grand-Cul-de-Sac. Spacious and bright, this three-bedroom property with a heated pool offers upscale amenities in a peaceful and... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
$1,900 - $5,170 /night

Leeward Jewel Villa

7 Bedroom Villa, 7 Bathrooms, Sleeps 14
Leeward Jewel Villa is a New Unique Luxury Villa on the breathtakingly beautiful Island of Providenciales in the Turks and Caicos Islands. With famous stretches of uncrowded beaches and vibrant coral reefs, you’ll rela... more
Additional Fees: Damage Waiver $299.00 flat, Cleaning Fee $1000.00 flat
Taxes: 12%
$1,900 - $4,200 /night

Twin Palms Villas

5 Bedroom Villa, 6 Bathrooms, Sleeps 10
Twin Palms Villas is undoubtedly one of Anguilla’s most conveniently situated vacation homes. For larger parties, a two-bedroom Beach Palm Villa can be combined with a three-bedroom Coconut Palm Villa to create a spaci... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 23%
$1,900 - $4,500 /night

Cool Wind

6 Bedroom Villa, 6 Bathrooms, Sleeps 14
The Fairmont Royal Pavilion is one of the most prestigious resorts in Barbados. Guests will have complimentary access to the Pavilion Beach Club and restaurants ($). Cool Wind has a show-stopping, e... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
$1,900 - $4,800 /night

La Villa Salee

6 Bedroom Villa, 6 Bathrooms, Sleeps 14
Stay in style and luxury at our six-bedroom villa on the Dutch side, perched on St. Maarten’s Pelican peninsula, surrounded by stunning mountains and ocean views of the Caribbean and the Atlantic. (The Villa also has a... more
Additional Fees: Security Deposit $5000.00 flat
Taxes: 10%
$1,900 - $5,000 /night

The Cottage At Meads Bay

3 Bedroom Cottage, 4 Bathrooms, Sleeps 6
The Cottage at Meads Bay is an ideal beachfront villa in Anguilla situated right on the vibrant coastline of northwest Anguilla’s renowned Meads Bay. This iconic locale is celebrated for its luxurious ambiance and brea... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 23%
$1,900 - $5,567 /night

Villa Lolita

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 r... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 20%
$1,895 - $2,595 /night

Villa Coquina

4 Bedroom Villa, 5 Bathrooms, Sleeps 8
Being just steps away from Dawn Beach, you'll enjoy the mesmerizing ocean views from the Beachfront Villa. Luxury furnishings throughout the villa will make you feel pampered, happy, and relaxed, especially as you enjoy ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 20%
$1,875 /night

Las Canas 50

4 Bedroom Apartment, 5 Bathrooms, Sleeps 10
All guests must register with the Casa de Campo Concierge office, and for a small daily fee ($30 per adult per night & $15 per child per night), are granted access to resort areas and amenities. Casa de Campo Res... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 8%
$1,875 - $3,000 /night

Calabash Penthouse

1 Bedroom Villa, 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 Penthouse Suite is our signature suite at the Calabash,... more
Additional Fees: Damage Waiver $299.00 flat
$1,872 /night

Caribbean Sunset Retreat

5 Bedroom Villa, 5 Bathrooms, Sleeps 10
All guests must register with the Casa de Campo Concierge office, and for a small daily fee ($30 per adult per night & $15 per child per night), are granted access to resort areas and amenities. Casa de Campo Res... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 18%
$1,865 - $6,727 /night

Little Hill

5 Bedroom Villa, 4 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 r... more
Additional Fees: Security Deposit $5000.00 flat
Taxes: 20%
$1,860 - $5,000 /night

Tortuga C12 | Atalaya

6 Bedroom Villa, 6 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%
$1,860 - $4,580 /night

Arrecife SB5 | 3 Palmeras

6 Bedroom Villa, 7 Bathrooms, Sleeps 14
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%
$1,860 - $4,580 /night

Arrecife EFG4 | Yellow Bear

6 Bedroom Villa, 6 Bathrooms, Sleeps 14
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%
$1,857 - $10,000 /night

Reef Point

3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Nestled on a hillside at the quietest and farthest end of St.Jean Bay, the luxurious rental villa Reef Point is a superb property located in a private and very quiet domain. Built on a single level, Reef Point offers one... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
$1,857 - $7,143 /night

Mamiami

3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Nestled on a hillside in the quiet Vitet neighbourhood, the luxury rental villa Mamiami in St-Barths is a beautiful new property, which perfectly combines the charm of a classic island-inspired architecture with a refine... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
$1,857 - $6,714 /night

Dzir

3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Located in Colombier, the luxury vacation villa D'Zir is a recent property that offers a breathtaking view of the Caribbean Sea and the port of Gustavia. This architectural gem and sun-soaked paradise is the ideal home f... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
$1,857 - $10,000 /night

Alhena

3 Bedroom Villa, 4 Bathrooms, Sleeps 6
Alhéna is situated in Lurin. Very private, it offers a stunning view on Saint Jean bay. The large living and the kitchen open onto the terrace and the long pool. The decoration is contemporary and comfortable. One bedro... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
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