Caribbean Vacation Rentals

Luxury Villa Rentals in Caribbean for 2+ people

Sort by
Show
$1,500 - $2,300 /night

Villa Moonshadow

5 Bedroom Villa, 4 Bathrooms, Sleeps 10
Villa Moonshadow combines stunning oceanfront views, a comfortable open floor plan, a pool and all of the conveniences of home. Protected by lush gardens surrounding the property, you and your friends and family will fee... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12%
$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 - $2,700 /night

Frangipani

4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Frangipani is the newest of luxury villas on the historic Prospect Estate. The spacious living room is equipped with a satellite TV, VCR, telephone, and stereo system. The central veranda leads out to a large pool with a... more
Additional Fees: Damage Waiver $299.00 flat
$1,500 - $7,714 /night

Bellissima

3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Nearby construction may result in noise disturbances. For further details on how this might affect your stay, please reach out to a Rental Escapes villa specialist. Ideally located on the heights of G... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
$1,500 - $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%
$1,500 - $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%
$1,500 - $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%
$1,495 - $4,295 /night

Cayman Castle & Guesthouse

7 Bedroom Villa, 8 Bathrooms, Sleeps 20
Cayman Castle and Guesthouse sits directly oceanfront on a private 2-acre gated estate and enjoys a wide white-sandy beach with fabulous snorkeling, kayaking, and sunbathing. Two private pools, multi-tiered ocean terr... more
Additional Fees: Departure Cleaning Fee $250.00 flat, Damage Waiver $299.00 flat, Cleaning | Damage Deposit $2500.00 flat
Taxes: 30.9%
$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%
Inquire for Rates

Mullion Cove

6 Bedroom Villa, 5 Bathrooms, Sleeps 12
Perched thirty feet above the sea with commanding views, Mullion Cove is the original prototype for Bluefields Bay Villas. The villa features a cool veranda, tropical flower garden, outdoor tub off the primary bathroom, ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
$1,470 - $2,398 /night

Deluxe 1 BDM Oceanfront Suite at Alexandra Resort

1 Bedroom Hotel, 1 Bathrooms, Sleeps 2
Newly renovated One Bedroom Suite featuring a balcony or terrace with direct ocean views facing Grace Bay Beach. The primary bedroom offers a king bed, flat screen television and a full ensuite bathroom standup shower. T... more
Additional Fees: Damage Waiver $299.00 flat
$1,466 - $3,549 /night

Wheel House

6 Bedroom Villa, 6 Bathrooms, Sleeps 12
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%
$1,465 /night

Casa Macoris

3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Casa Macoris is in one of the most charming locales in Santo Domingo's Colonial City. The house was part of the historical Convento de los Dominicos, which still stands today just a few steps away. Here time passes with ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 28%
$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 - $4,140 /night

Villa Aurora

5 Bedroom Villa, 6 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: 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 - $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 - $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, Cleaning | Damage Deposit $2500.00 flat
Taxes: 30.9%
$1,450 - $3,375 /night

Balinese Villa

3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Villa Balinese is a luxury oceanfront villa located on the south shore of Providenciales in Turks & Caicos. Its unique design creates an exciting architectural coupling of the finest in Caribbean style and exquisite Bali... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12%
$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%
$1,450 /night

Sandy Cove 302 | The Pearl

3 Bedroom Condo, 3 Bathrooms, Sleeps 6
The Pearl at Sandy Cove is an elegantly furnished three bedroom apartment nicely situated on the third floor of the well maintained and privately owned Sandy Cove residential development and boasts breath-taking views of... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 17.5%
$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 - $3,380 /night

Arrecife 39

5 Bedroom Apartment, 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%
$1,430 - $3,380 /night

Hacienda A33 | Reino

5 Bedroom Villa, 6 Bathrooms, Sleeps 12
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%
$1,430 - $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 - $2,500 /night

Segura Villa

5 Bedroom Apartment, 6 Bathrooms, Sleeps 10
Segura takes luxury to new levels. A modern interior layout and polished concrete floors grace the entire villa, including the large kitchen with a custom-made dining room table and indoor entertaining and dining areas. ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 27%
Sort by
Show