Caribbean Vacation Rentals

Luxury Villa Rentals in Caribbean for 2+ people

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$1,500 /night

Casa Las Brisas

5 Bedroom Villa, 5 Bathrooms, Sleeps 10
This expansive two-story, five-bedroom villa is impeccably maintained and stylishly decorated with guest’s comfort in mind, from high-quality sheets and window treatments that let in just the right amount of light. Thr... more
Additional Fees: Damage Waiver $299.00 flat
$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%
$1,471 - $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
Royal Westmoreland is one of the Caribbean's finest luxury golf communities. With the $10 per person per day fee, guests will have access to the gym ($), golf course ($), tennis courts ($), Club House ($), beach ... 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 - $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
Royal Westmoreland is one of the Caribbean's finest luxury golf communities. With the $10 per person per day fee, guests will have access to the gym ($), golf course ($), tennis courts ($), Club House ($), beach ... more
Additional Fees: Security Deposit $3500.00 flat
Taxes: 12.5%
$1,450 - $2,750 /night

Villa Saiz

5 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, Food & Beverage Deposit $500.00 flat
Taxes: 18%
$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 - $6,200 /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 - $3,150 /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%
$1,430 - $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%
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