Caribbean Vacation Rentals

Luxury Villa Rentals in Caribbean for 2+ people

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$1,200 - $5,143 /night

Tulum

2 Bedroom Villa, 2 Bathrooms, Sleeps 4
Villa Tulum is a charming Caribbean property located in Gustavia, nestled in a breathtaking setting. Close to the vibrant capital of St-Barths, this two-bedroom villa rental welcomes you with its swimming pool, its brigh... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
$1,200 - $3,000 /night

Turtle Beach

4 Bedroom Villa, 5 Bathrooms, Sleeps 10
Welcome to Turtle Beach, a luxury, open-concept 4-bedroom private villa on the oceanfront in Spotts, just 10 minutes from the airport. Turtle Beach appeals to seasoned travelers looking for a classic oceanfront villa ... more
Additional Fees: Departure Cleaning Fee $245.00 flat, Damage Waiver $299.00 flat
Taxes: 30.9%
$1,200 - $2,300 /night

One Old Trees

3 Bedroom Apartment, 4 Bathrooms, Sleeps 6
One Old Trees is a spacious ground-floor, luxury beachfront apartment on the West Coast of Barbados. This luxury home is a bright corner unit with high ceilings and its own private villa-style entrance. One Old Trees is ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
$1,200 - $4,286 /night

Villa Alma

4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Villa Alma is a stunning property! The location in Beacon Hill and proximity to Maho Beach make it an ideal vacation spot for those looking to enjoy the beautiful beaches of St. Maarten. The fact that it's a modern four-... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
$1,200 - $4,750 /night

The Villa at the St James

5 Bedroom Villa, 6 Bathrooms, Sleeps 10
Situated in a luxury development on the West Coast, this ground-floor condo provides an idyllic retreat for those seeking an exceptional Barbadian vacation. Overlooking Paynes Bay's pristine white sands and turquoise wat... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
$1,200 - $3,000 /night

Hacienda A13 | Buena Vida

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%
$1,200 - $3,200 /night

Sea Grapes

6 Bedroom Villa, 6 Bathrooms, Sleeps 12
Sea Grapes is a charming and well-appointed three-bedroom beach villa with a separate three-bedroom cottage. The villa is located on a private white sand beach on exclusive Fortlands Road in Discovery Bay. The two-st... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 5%
$1,200 - $5,000 /night

Ca Limbo

6 Bedroom Villa, 6 Bathrooms, Sleeps 12
Nestled within the renowned Sandy Lane Estates, Ca Limbo is perfectly situated along the popular west coast, just minutes away from fabulous restaurants, shops, and world-class beaches. As a guest, you’ll also have exc... more
Additional Fees: Security Deposit $2500.00 flat
Taxes: 12.5%
$1,200 - $6,000 /night

Zenaida Estate

7 Bedroom Estate, 7 Bathrooms, Sleeps 14
Zenaida Estate is a luxurious Anguilla villa rental retreat perched on a pristine, untouched beach on the south coast of Anguilla in Sandy Hill Bay. With breathtaking views of the azure sea and the islands of St. Martin ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 23%
$1,200 - $3,800 /night

Vistamar

6 Bedroom Villa, 7 Bathrooms, Sleeps 12
Guests staying within the world-famous Sandy Lane Estate will have complimentary access to all Clubhouse facilities including beach chairs, umbrellas and tennis courts. Located on the edge of the Sand... more
Additional Fees: Security Deposit $2500.00 flat
Taxes: 12.5%
$1,199 - $2,999 /night

La Cana H5

4 Bedroom Apartment, 5 Bathrooms, Sleeps 8
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%
$1,199 - $2,999 /night

Hacienda A57

4 Bedroom Apartment, 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%
$1,199 - $2,999 /night

Tortuga C7

4 Bedroom Villa, 5 Bathrooms, Sleeps 8
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%
$1,199 - $1,999 /night

Palm Villa

5 Bedroom Villa, 6 Bathrooms, Sleeps 10
Live the luxe life with a private swimming pool and covered outdoor living space at our Palm Villa. This two-story oceanfront villa features five bedrooms with king beds, en-suite bathrooms, private verandas, a fully... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 20%
$1,199 - $1,999 /night

Cottonwood Villa

5 Bedroom Villa, 6 Bathrooms, Sleeps 10
Treat the whole family to our five-bedroom Cottonwood Villa, where a private swimming pool and covered outdoor living space overlook the ocean. This exquisitely furnished villa features five bedrooms with king beds, ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 20%
$1,199 - $1,999 /night

Almond Villa

4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Plan a couple's vacation! The two-story oceanfront Almond Villa features four bedrooms with king-size beds and a private veranda. Highlights include a living room, dining area, billiard room, and outdoor covered livi... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 20%
$1,199 - $1,999 /night

Naseberry Villa

3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Spread out in our two-floor, three-bedroom, three-bathroom Naseberry Villa. Featuring a fully equipped kitchen, living room, dining area, bar, and powder room, as well as private verandas off of each bedroom, it’s ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 20%
$1,196 /night

Oasis Villa

6 Bedroom Villa, 7 Bathrooms, Sleeps 12
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%
$1,196 /night

Elegance Retreat

5 Bedroom Villa, 6 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%
$1,195 - $4,900 /night

Hacienda C14

6 Bedroom Apartment, 6 Bathrooms, Sleeps 16
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%
$1,195 - $1,995 /night

Villa Nautilus

3 Bedroom Apartment, 3 Bathrooms, Sleeps 6
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%
$1,195 - $4,150 /night

Olympus

5 Bedroom Villa, 6 Bathrooms, Sleeps 12
Welcome to Olympus, a landmark oceanfront estate in Rum Point. Recently acquired by new owners, this striking, architect-designed villa sits on an elevated shoreline, offering panoramic views of reef-protected waters and... more
Additional Fees: Departure Cleaning Fee $195.00 flat, Damage Waiver $299.00 flat
Taxes: 30.9%
$1,188 - $3,925 /night

Belle Fontaine

5 Bedroom Villa, 5 Bathrooms, Sleeps 10
The villa Belle Fontaine features an expansive deck with a stunning double pool. The larger pool is complemented by a smaller pool inset with a tiled table, creating a unique and inviting space for relaxation and enjoyme... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
$1,186 - $4,714 /night

Pajoma

3 Bedroom Villa, 3 Bathrooms, Sleeps 6
The luxury rental villa Pajoma is located in a secluded and private area on the heights of Lurin. Built on one level and hidden in a lavish tropical garden, the setting is idyllic and exotic for a beautiful and unforgett... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
$1,182 - $1,918 /night

1 BDM Garden Suite at Alexandra Resort

1 Bedroom Hotel, 1 Bathrooms, Sleeps 2
The One Bedroom Suites feature a balcony or terrace that overlooks the resort garden or pool. The primary bedroom offers a king bed, flat-screen television and a full ensuite bathroom with a stand-up shower and tub. The ... more
Additional Fees: Damage Waiver $299.00 flat
$1,180 - $3,143 /night

Mandalay

5 Bedroom Villa, 6 Bathrooms, Sleeps 10
Perched gracefully on the hillside within the prestigious enclave of Terres Basses, Villa Mandalay offers a breathtaking vantage point over the glittering Caribbean Sea and the golden sands of Baie aux Prunes. Recently r... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
$1,179 - $3,960 /night

Sunrise

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: 20%
$1,175 - $2,950 /night

Ixora

4 Bedroom Villa, 5 Bathrooms, Sleeps 8
Royal Westmoreland is one of the Caribbean's finest luxury golf communities. With the Full Membership ($), guests will have access to the gym, unlimited golf ($), driving range ($), tennis courts, Club House, bea... more
Additional Fees: Security Deposit $2500.00 flat
Taxes: 12.5%
$1,172 - $3,256 /night

Dreamin Blue

5 Bedroom Villa, 5 Bathrooms, Sleeps 10
Villa Dreamin Blue, the most beautiful view of Saint Martin, which offers you a breathtaking panoramic view of the Caribbean Sea, sunrise, and sunset. Villa Dreamin Blue is a luxurious property that offers a truly rem... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
$1,171 - $3,786 /night

Safari

2 Bedroom Villa, 2 Bathrooms, Sleeps 4
The vacation rental Safari is a true haven of peace with breathtaking views over the ocean and the sumptuous sunsets, for an idyllic stay in Saint Barths. Located in Pointe-Milou, this two-bedroom home is the perfect vac... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
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