Caribbean Vacation Rentals

Luxury Villa Rentals in Caribbean for 2+ people

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$1,950 - $8,950 /night

Sun Salutations

6 Bedroom Villa, 6 Bathrooms, Sleeps 18
Embark on an unparalleled five-star luxury vacation experience at Sun Salutations, an exquisite oceanfront estate in the posh Cayman Kai neighborhood. This home seamlessly blends minimalist design with a tranquil ambi... more
Additional Fees: Departure Cleaning Fee $395.00 flat, Damage Waiver $299.00 flat, Cleaning | Damage Deposit $2500.00 flat
Taxes: 34.4%
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Providence House

3 Bedroom Villa, 4 Bathrooms, Sleeps 6
Providence House sits on the calmest slice of the Bay. At sea level, 46-steps away, is a cave with hammock, lounge chairs and dining area. The main house features three nearly identical master bedroom suites, a living ro... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 20%
$1,929 - $9,286 /night

Esprit De Roche

3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Villa Esprit De Roche is a sumptuous three-bedroom property with a swimming pool located on a hillside in Colombier. Facing the amazing show of the glorious sunsets over the ocean, this vacation rental offers wide spaces... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
$1,929 - $6,000 /night

The Penthouse

3 Bedroom Penthouse, 3 Bathrooms, Sleeps 6
The Penthouse is a beautiful apartment built on two levels located in front of the Gustavia harbour. A short walking distance from Shell Beach, restaurants and shops, this three-bedroom luxurious apartment is ideal for f... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
$1,929 - $2,620 /night

Wine Down

5 Bedroom Villa, 7 Bathrooms, Sleeps 12
This home does not have air-conditioning A beautiful family home built in 2017 to include all of the luxurious amenities to make your vacation a memorable, relaxing and completely rejuvenating one. L... more
Additional Fees: Damage Waiver $299.00 flat
$1,929 - $4,400 /night

Ma Moura

4 Bedroom Villa, 4 Bathrooms, Sleeps 8
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: 17.5%
$1,921 - $5,092 /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 - $7,200 /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 - $10,714 /night

Lazuli

4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Lazuli is a luxurious four-bedroom vacation rental with a heated swimming pool, ideally located facing the Grand-Cul-de-Sac lagoon. Boasting an exceptional location, this spacious and bright holiday rental welcomes up to... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
$1,914 - $10,714 /night

Larimar

4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Villa Larimar is a sumptuous four-bedroom property facing the crystal-clear waters of Grand-Cul-de-Sac lagoon. Enjoying a privileged location, this prestigious vacation rental offers bright spaces in a most refined setti... 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 stunning luxury villa with a private pool located on the breathtaking island of Providenciales in the Turks and Caicos Islands. This exclusive retreat offers an unparalleled experience of serenit... more
Additional Fees: Damage Waiver $299.00 flat, Cleaning Fee $1000.00 flat
Taxes: 12%
$1,900 - $4,500 /night

Cool Wind

5 Bedroom Villa, 6 Bathrooms, Sleeps 12
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 a sublime beachfront oasis situated on the pristine white sands of northwest Anguilla's renowned Meads Bay – an iconic locale celebrated as Anguilla's premier hotspot. Strategically desig... 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: 17.5%
$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%
$1,886 - $9,429 /night

Hill House

4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Located on the heights of Camaruche in Lorient, villa Hill House is a lovely property facing a breathtaking ocean view. Spacious and bright, this four-bedroom vacation home offers the finest amenities in a lush environme... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
$1,886 - $4,084 /night

Beachcomber

5 Bedroom Villa, 5 Bathrooms, Sleeps 11
Beachcomber Villa provides five fully air-conditioned bedrooms featuring en suite bathrooms with indoor and outdoor showers. The main pavilion offers over 1,000 square feet of living space with a dining table that seats ... more
Additional Fees: Security Deposit $299.00 flat
Taxes: 22%
$1,880 - $6,100 /night

Jamoon

7 Bedroom House, 7 Bathrooms, Sleeps 14
Jamoon is a charming and private two-story home set on landscaped gardens in the established Sandy Lane Estate on the West Coast of Barbados. Conveniently located a short distance to duty-free shopping, pristine beaches,... more
Additional Fees: Security Deposit $2500.00 flat
Taxes: 12.5%
$1,875 /night

Las Canas 50

4 Bedroom Apartment, 5 Bathrooms, Sleeps 10
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: 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 - $6,000 /night

Hacienda B18 | Escondida

5 Bedroom Apartment, 7 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: Security Deposit $3000.00 flat
Taxes: 18%
$1,870 - $3,750 /night

Casa Saman

4 Bedroom Villa, 4 Bathrooms, Sleeps 8
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%
$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 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%
$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 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%
$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 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%
$1,857 - $6,786 /night

Blue Vista

6 Bedroom Villa, 7 Bathrooms, Sleeps 12
Villa Blue Vista is a spectacular oceanfront retreat, offering a private beach at low tide in the scenic Turtle Tail area of Providenciales, Turks and Caicos. This newly built, modern villa features six spacious bedrooms... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12%
$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 - $6,429 /night

D'Zir

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%
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