Caribbean Vacation Rentals

Luxury Villa Rentals in Caribbean for 2+ people

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$1,500 - $5,714 /night

La Dacha

5 Bedroom Villa, 6 Bathrooms, Sleeps 10
Villa La Dacha is an exquisite and luxurious retreat situated in the prestigious community of Les Terres Basses, known for its exclusivity and breathtaking natural beauty. This stunning five-bedroom cliffside villa is... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
$1,500 - $3,975 /night

Atelier House

4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Sitting on a ridge above the west coast of Barbados with dramatic views out to the ocean, Atelier House is a stunning Caribbean retreat. The design was conceptualized in close collaboration with the interior architect/ow... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
$1,500 - $7,714 /night

Bellissima

3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Ideally located on the heights of Gouverneur, the vacation rental villa Bellissima is a magnificent three-bedroom property with an exceptional view over the ocean and the sumptuous sunsets. Between sky and sea, villa Bel... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
$1,500 - $5,900 /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%
$1,500 - $6,143 /night

Captain Cook

4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Located in Pointe-Milou, the luxurious vacation home Captain Cook in Saint Barths offers high-quality amenities for your next Caribbean vacation. Built on two levels, the luxury rental Captain Cook has a large air-con... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
$1,500 - $4,286 /night

Ushuaia

4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Located in the district of Flamands, towards Petite Anse, at the entrance to the road to Colombier Beach, villa Ushuaia offers a sumptuous view of the sea and the neighbouring islands off St Barthélemy. Composed of f... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
$1,485 - $4,500 /night

Lagos 4

6 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: Damage Waiver $299.00 flat
Taxes: 18%
$1,485 - $2,950 /night

Villa la Percha

4 Bedroom Villa, 5 Bathrooms, Sleeps 8
Perfect for families or groups, Villa la Percha offers a one-of-a-kind escape. From the mesmerizing views from each bedroom, to the spectacular patio and pool deck, to kayaking in the pristine waters of Taylor Bay, this ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12%
$1,480 - $3,500 /night

Tortuga D8

5 Bedroom Villa, 5 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%
$1,471 - $4,800 /night

Seaspray

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%
$1,464 - $6,286 /night

Feyrouz

5 Bedroom Villa, 5 Bathrooms, Sleeps 10
Ideally located on the heights of Vitet in St-Barths, the luxurious rental villa Feyrouz opens onto an amazing view over the ocean, the hills and the lagoon of Grand-Cul-de-Sac. This modern five-bedroom house is the perf... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
$1,463 - $3,108 /night

2 BDM Oceanfront Suite at Windsong Resort

2 Bedroom Hotel, 2 Bathrooms, Sleeps 4
Travertine marble floors, ten-foot ceilings, and stunning water views welcome guests upon entry to casually elegant interiors. From this vantage, the living room, dining area and fully-equipped, gourmet kitchen open to a... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 27%
$1,462 - $2,198 /night

Deluxe Oceanfront Studio at Alexandra Resort

1 Bedroom Hotel, 1 Bathrooms, Sleeps 2
Newly renovated spacious studio with direct ocean views facing Grace Bay Beach. Features a king bed, balcony or terrace, bathroom with stand-up shower, air-conditioning and ceiling fan, flat screen television with intern... more
Additional Fees: Damage Waiver $299.00 flat
$1,462 - $2,198 /night

1 BDM Oceanfront Suite at Alexandra Resort

1 Bedroom Hotel, 1 Bathrooms, Sleeps 2
Enjoy a breathtaking ocean view facing Grace Bay Beach from the One Bedroom Suite featuring a balcony or terrace. The primary bedroom offers a king bed, flat screen television and a full ensuite bathroom with tub and sho... more
Additional Fees: Damage Waiver $299.00 flat
$1,458 - $4,050 /night

Blue Beach

4 Bedroom Villa, 4 Bathrooms, Sleeps 8
This breathtaking setting is a beach lover's dream. Entering the fabulous coral stone drive and courtyard, the first thing you see are iconic sea grapes and tropical shrubs topped by the brilliant blue sky; the first thi... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
$1,456 /night

Palm Paradise

4 Bedroom Villa, 5 Bathrooms, Sleeps 8
Guests staying within Cap Cana will have access to all resort amenities and facilities. Resort amenities and facilities include a golf course ($), spa ($), restaurants ($), bars ($), fitness centre ($) and tennis... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 18%
$1,456 /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%
$1,452 - $4,400 /night

Palm Ridge 10 | Benjoli Breeze

5 Bedroom Villa, 6 Bathrooms, Sleeps 10
Nestled along the 16th Fairway, Benjoli Breeze is a colonial-style five-bedroom residence which offers breathtaking views of the golf course and western coastline. The grand entrance opens to a spacious lobby area which ... more
Additional Fees: Damage Waiver $299.00 flat, Security Monitoring $120.00 daily
Taxes: 12.5%
$1,450 - $3,900 /night

Monkey Ridge

4 Bedroom Apartment, 4 Bathrooms, Sleeps 8
Discover Monkey Ridge, a stunning new-build luxury villa located in the exclusive neighbourhood of Carlton Ridge, on Barbados' platinum West Coast. This beautifully designed 4-bedroom, 4-bathroom villa offers elegant ope... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
$1,450 - $4,560 /night

Arrecife 27 | Yaya

5 Bedroom Villa, 7 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%
$1,450 - $2,200 /night

Coral Cove 9 | Beachi

3 Bedroom Apartment, 3 Bathrooms, Sleeps 6
This impeccable 2,400 sq. ft. three-bed beach front apartment is situated on the 2nd floor on the northern end of the ideally positioned Coral Cove apartment building and enjoys the best of sea, beach and classic Caribbe... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
$1,450 - $3,000 /night

Porta Azul

4 Bedroom Villa, 4 Bathrooms, Sleeps 8
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, Food & Beverage Deposit $500.00 flat
Taxes: 18%
$1,450 - $4,750 /night

Mango Walk

6 Bedroom Villa, 8 Bathrooms, Sleeps 12
Mango Walk is a luxurious and imposing villa, situated on the West Coast of Barbados in the prestigious Royal Westmoreland Golf Resort. Electric gates invite you to a long, sweeping driveway, lined with mature gardens an... more
Additional Fees: Service Fee $10.00 guest daily, Security Deposit $3500.00 flat
Taxes: 12.5%
$1,450 - $3,000 /night

Oceanfront Luxury 2 BDM Suite

2 Bedroom Hotel, 3 Bathrooms, Sleeps 4
Experience the epitome of luxury in our spacious 1,900-square-foot Ocean Front Luxury Two-bedroom Suite. With breathtaking, uninterrupted views of Grace Bay from large bay windows and a spacious terrace, this suite comfo... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 27%
$1,450 - $4,750 /night

Kaiku

6 Bedroom Villa, 5 Bathrooms, Sleeps 12
Welcome to Kaiku, a lavishly landscaped, beachfront gated estate in Cayman Kai. This sprawling villa sits on a double lot consisting of a six-bedroom, two-story main house plus an optional detached two-bedroom guest ... more
Additional Fees: Departure Cleaning Fee $495.00 flat, Damage Waiver $299.00 flat
Taxes: 30.9%
$1,450 - $4,200 /night

Illusion

4 Bedroom Villa, 5 Bathrooms, Sleeps 8
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. Illusion, a bespoke private villa re... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
$1,450 - $5,900 /night

Go Easy

6 Bedroom Villa, 7 Bathrooms, Sleeps 12
Nearby construction may result in noise disturbances. For further details on how this might affect your stay, please reach out to a villa specialist. The Sugar Hill Resort community offers a n... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
$1,430 - $2,960 /night

Cayuco 3

4 Bedroom Apartment, 5 Bathrooms, Sleeps 10
Guests staying within Cap Cana will have access to all resort amenities and facilities. Resort amenities and facilities include a golf course ($), spa ($), restaurants ($), bars ($) and tennis centre ($).... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 18%
$1,430 - $3,150 /night

Arrecife 23

4 Bedroom Villa, 4 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%
$1,429 - $5,000 /night

Nahma

4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Villa Nahma is a luxurious property nestled in the beautiful natural environment of St-Barths. Spacious and very private, this four-bedroom home with a swimming pool offers upscale amenities for a fantastic Caribbean get... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
$1,429 - $2,729 /night

Eden Waters

5 Bedroom Villa, 7 Bathrooms, Sleeps 10
Luxury and serenity await guests at Eden Waters Villa. This oceanview holiday rental in Little Trunk Bay blends into its natural environment, providing guests with a beautiful and serene setting just steps from a pristin... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 27%
$1,429 - $8,857 /night

Voyage

5 Bedroom Villa, 5 Bathrooms, Sleeps 10
Villa Voyage is a luxurious and comfortable five-bedroom property with a swimming pool and Jacuzzi. Comfortable and refined, this vacation rental in St-Barths offers spacious living areas with spectacular views over the ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
$1,429 - $5,000 /night

YOLO

3 Bedroom Villa, 3 Bathrooms, Sleeps 6
The vacation rental villa YOLO is a beautiful property located in Grand-Cul-de-Sac in front of the crystal-clear waters of St. Barths. Spacious and luxurious, this three-bedroom holiday home offers a wide range of upscal... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
$1,429 - $5,714 /night

Aliza

3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Villa Aliza is a splendid three-bedroom property ideally located in St. Jean in front of a stunning ocean view. Close to all amenities, this spacious and bright vacation rental is the perfect haven of peace for a stay wi... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
$1,429 - $7,857 /night

La Isla

5 Bedroom Villa, 5 Bathrooms, Sleeps 10
Villa La Isla is a luxurious property ideally located in Marigot in a lovely tropical environment in front of the bay. Very spacious and swept by the gentle ocean breeze, this four-bedroom vacation rental is the perfect ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
$1,429 - $4,500 /night

Villa Marris

3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Marris is situated on the hillside of Lurin. This villa offers an extraordinary panoramic view on St Jean’s bay. The outside area is very pleasant and comfortable. A covered terrace overlooking the sea. A gazebo, wi... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
$1,429 - $7,143 /night

Genevieve

3 Bedroom Villa, 4 Bathrooms, Sleeps 6
Nestled in the heights of Lurin, vacation rental villa Genevieve is the perfect place for a stay in the Caribbean. Mixing creole style with an original decor, it opens onto a breathtaking ocean view, an idyllic setting f... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
$1,429 - $6,857 /night

Pointe Milou

4 Bedroom Villa, 4 Bathrooms, Sleeps 8
The vacation rental Pointe Milou is a beautiful property which offers breathtaking views over the ocean, the Lorient Bay and the glorious sunsets. Surrounded by lush vegetation in a very private setting, this four-bedroo... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
$1,429 - $5,714 /night

Azetes

4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Nestled on a hillside in the quiet Petite Saline neighbourhood, the vacation villa Azetes is a charming property with breathtaking views over Lorient Bay, the islands of St. Martin and Anguilla, and the glorious sunsets.... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
$1,429 - $3,929 /night

Mango

3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Located in a private area in Colombier, the charming rental villa Mango is a superb colonial-style property, offering a breathtaking view over Gustavia's harbour and the bay. Nestled on a hillside and built on three leve... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
$1,429 /night

Salamandres

2 Bedroom Villa, 3 Bathrooms, Sleeps 4
Salamandres is a two bedroom luxury villa located in Vitet. The well-appointed villa is surrounded by a beautiful tropical garden. The property features a modern kitchen that is beautifully equipped with all you'll need.... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
$1,429 - $2,607 /night

Anniversary House

4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Nestled on the lush hillside above Leverick Bay, Anniversary House features unmatched panoramic sunrise and sunset views of the North Sound and surrounding islands, including Necker and Anegada. The villa offers a seclud... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 22%
$1,428 - $4,713 /night

Endless Summer

7 Bedroom Villa, 7 Bathrooms, Sleeps 14
Endless Summer is a turreted mansion with views of the Caribbean Sea. From the porte-cochere, bevelled glass doors open to a dramatic 80-foot columned space. A sweeping white stone staircase curves gracefully from the fo... more
Additional Fees: Damage Waiver $299.00 flat, Service Fee $50.00 flat
$1,420 - $3,250 /night

Tortuga C41

5 Bedroom Apartment, 5 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%
$1,400 - $3,950 /night

Villa Solara

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, Food & Beverage Deposit $500.00 flat
Taxes: 18%
$1,400 /night

Casa de los Mapas

3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Located on the grounds of the former Dominican Monastery, the original structure dates to the Spanish colonial era. It has been completely renovated and decorated with antique maps and plantation-style furniture for a co... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 28%
$1,400 - $3,300 /night

Hacienda A96 | Hacienda Las Hamacas

5 Bedroom Apartment, 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%
$1,400 - $4,930 /night

La Hacienda

7 Bedroom Villa, 7 Bathrooms, Sleeps 14
Located in Terres Basses, St. Martin, the elegant Spanish-Caribbean-style Villa La Hacienda is designed to capture the views and maximize outdoor living. The covered courtyard entrance with its Old World wooden doors, ti... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
$1,400 - $8,400 /night

Villa Sas

2 Bedroom Villa, 2 Bathrooms, Sleeps 4
Villa SAS is a vacation rental ideally located in St-Jean in front of the crystal-clear waters of the bay. As it watches the ocean view, this two-bedroom villa with a swimming pool offers a high level of services in the ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
$1,400 - $3,200 /night

Hacienda 82

5 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%
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