Caribbean Vacation Rentals
Luxury Villa Rentals in Caribbean for 2+ people
$1,800 - $5,000 /night
Amarilla
5 Bedroom Villa, 5 Bathrooms, Sleeps 10
Amarilla Villa in Searocks offers a breathtaking escape with its infinity pool overlooking the endless Caribbean blue. Situated on one of Anguilla’s most stunning reefs, this Anguilla villa rental epitomizes the island... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 23%
Taxes: 23%
$1,800 - $6,571 /night
Beach Villa Paprika
5 Bedroom Villa, 6 Bathrooms, Sleeps 12
Rejuvenate in Caribbean classical grandeur at an elegant three-story beachfront estate on Grace Bay Beach. Grace Bay is voted the world's top beach year after year. Everyone is happy with the room selection at Beach Vill... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12%
Taxes: 12%
$1,800 - $7,903 /night
Hanover Grange
6 Bedroom Villa, 6 Bathrooms, Sleeps 12
The Tryall Club requires all villa and condo guests to become members during their stay via a Temporary Membership Fee ($) (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%
Taxes: 17.5%
$1,800 - $3,200 /night
The Westerings
6 Bedroom Villa, 6 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: Damage Waiver $299.00 flat
Taxes: 12.5%
Taxes: 12.5%
$1,800 - $8,571 /night
Lagon Bleu
7 Bedroom Villa, 7 Bathrooms, Sleeps 14
The rental villa Lagon Bleu is an enchanting vacation home in a tropical paradise. Located in Petit-Cul-de-Sac, Domaine du Levant in Saint-Barths, this sumptuous Caribbean-style home offers a splendid view over the ocean... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$1,800 - $4,500 /night
Lelant
5 Bedroom Villa, 5 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
Taxes: 12.5%
Taxes: 12.5%
$1,800 - $5,400 /night
Eden
5 Bedroom Villa, 6 Bathrooms, Sleeps 10
Guests of Eden will have access to the Sugar Hill Beach Facility at the Fairmont Royal Pavilion Hotel. Onsite amenities include a clubhouse with a large pool, restaurant and gym and the David Lloyd Tennis Facilit... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
Taxes: 12.5%
$1,787 - $5,225 /night
Sea Breeze
5 Bedroom Villa, 6 Bathrooms, Sleeps 10
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.
This stunning and very private villa... more
Additional Fees: Security Deposit $5000.00 flat
Taxes: 12.5%
Taxes: 12.5%
$1,786 - $9,286 /night
Tourmaline
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Villa Tourmaline is a splendid three-bedroom property ideally located in Grand-Cul-de-Sac, facing the crystal-clear waters of the lagoon. Along with villas Larimar, Lazuli, and Quartz, these four properties form a luxuri... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$1,786 - $9,286 /night
Quartz
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Villa Quartz is a sumptuous vacation rental in St-Barths, offering a breathtaking view over Grand-Cul-de-Sac. Spacious and bright, this three-bedroom property with a heated pool offers upscale amenities in a peaceful and... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$1,786 - $10,714 /night
Poppy
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Nestled in the heights of the private Montjean area, Villa Poppy is a prestigious property with panoramic ocean views. Spacious and bright, this vacation rental welcomes six guests in utmost luxury, around a large swimmi... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$1,786 - $3,727 /night
Sandcastle
5 Bedroom Apartment, 6 Bathrooms, Sleeps 10
The great room at Sandcastle Villa evokes island charm and old-world elegance, featuring a fully-appointed gourmet kitchen with ample space to gather, dine, and celebrate with your guests. The upstairs master bedroom/off... more
Additional Fees: Security Deposit $299.00 flat
Taxes: 22%
Taxes: 22%
$1,786 - $3,571 /night
Beach Dreams
4 Bedroom Villa, 5 Bathrooms, Sleeps 8
Fantasy Caribbean beach vacations become realities at this stunning rental residence on the seashore in Virgin Gorda. Beach Dreams offers tranquility and abundant natural beauty on a stunningly-beautiful white sand beach... more
Additional Fees: Security Deposit $299.00 flat
Taxes: 22%
Taxes: 22%
$1,786 - $4,000 /night
Three Little Birds
4 Bedroom Villa, 5 Bathrooms, Sleeps 8
The Tryall Club requires all villa and condo guests to become members during their stay via a Temporary Membership Fee ($) (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%
Taxes: 17.5%
$1,786 - $3,358 /night
White Owl
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
The Tryall Club requires all villa and condo guests to become members during their stay via a Temporary Membership Fee ($) (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%
Taxes: 17.5%
$1,786 - $5,071 /night
Pasha
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Located in a private estate on the hillside of Lurin, the rental villa Pasha is a beautiful four-bedroom property with splendid views over the ocean and the surrounding hills. Built in a colonial style over several pavil... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$1,775 - $5,000 /night
Champagne Shores
5 Bedroom Villa, 6 Bathrooms, Sleeps 10
This luxury villa in Anguilla promises to be one of the destinations you'll want to visit time and again. Designed to highlight its oceanfront location, it offers an indoor and outdoor living experience like no other. Wh... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 23%
Taxes: 23%
$1,770 - $4,710 /night
Villa Alpha
4 Bedroom Apartment, 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%
Taxes: 18%
$1,769 - $2,624 /night
Lucayan Villa
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
This spacious three-bedroom, three-bath luxury Lucayan Villa averages 2,730 square feet. Two bedrooms with en-suite private marble bathrooms are located on the first floor. The master bedroom offers a private terrace ove... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 30%
Taxes: 30%
$1,768 /night
Scandinavian Serenity Retreat
8 Bedroom Villa, 9 Bathrooms, Sleeps 16
In the heart of Bavaro is Cocotal Golf & Country Club, Punta Cana's premier gated community. Guests staying within Cocotal have access to all Club facilities including the swimming pools, restaurants ($) and bars... more
Additional Fees: Security Deposit $299.00 flat
Taxes: 18%
Taxes: 18%
$1,760 - $5,100 /night
Villa Isabel
6 Bedroom Villa, 6 Bathrooms, Sleeps 12
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%
Taxes: 18%
$1,750 - $3,500 /night
Villa Opal
4 Bedroom Villa, 5 Bathrooms, Sleeps 8
Discover your perfect getaway at this brand-new villa located in the serene Long By area, in Providenciales. This luxurious retreat boasts 4 spacious bedrooms, each with its own en-suite bathroom, walk-in closets and an ... more
Additional Fees: Cleaning Fee $500.00 flat, Damage Waiver $299.00 flat
Taxes: 12%
Taxes: 12%
$1,750 - $3,500 /night
Villa Topaz
4 Bedroom Villa, 5 Bathrooms, Sleeps 8
Discover your perfect getaway at this brand-new villa located in the serene Long By area, in Providenciales. This luxurious retreat boasts 4 spacious bedrooms, each with its own en-suite bathroom, walk-in closets and an ... more
Additional Fees: Cleaning Fee $500.00 flat, Damage Waiver $299.00 flat
Taxes: 12%
Taxes: 12%
$1,750 - $3,500 /night
Villa Emerald
4 Bedroom Villa, 5 Bathrooms, Sleeps 8
Discover your perfect getaway at this brand-new villa located in the serene Long By area, in Providenciales. This luxurious retreat boasts 4 spacious bedrooms, each with its own en-suite bathroom, walk-in closets and an ... more
Additional Fees: Cleaning Fee $500.00 flat, Damage Waiver $299.00 flat
Taxes: 12%
Taxes: 12%
$1,750 - $4,750 /night
Schooner Bay 305
5 Bedroom Apartment, 6 Bathrooms, Sleeps 10
No 305 is an immaculate five-bedroom penthouse apartment at the exclusive beachfront community of Schooner Bay, Queen Street, St Peter. Laid out on three levels (second, third floors and rooftop of 880 sq ft) totaling ab... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
Taxes: 12.5%
$1,750 - $3,600 /night
Windfall
5 Bedroom Apartment, 6 Bathrooms, Sleeps 10
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.
What first strikes you about Windfal... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
Taxes: 12.5%
$1,750 - $4,650 /night
Portobello Villa
4 Bedroom Villa, 6 Bathrooms, Sleeps 8
Named after one of the most stylish roads in West London is Portobello Villa, the latest luxury holiday rental villa on the West Coast of Barbados. This beachfront pad includes 5 ensuite bedrooms, all of which offer mesm... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
Taxes: 12.5%
$1,750 - $3,255 /night
Ocean View Ridge 1 BDM Suite B
1 Bedroom Apartment, 1 Bathrooms, Sleeps 2
The Oceanview Ridge One Bedroom features stunning ocean views, a primary bedroom with a California king size bed, well appointed bathroom with an indoor and outdoor shower, standalone tub, a spacious kitchen, living area... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 27%
Taxes: 27%
$1,750 - $2,500 /night
Villa Mimosa
5 Bedroom Villa, 8 Bathrooms, Sleeps 10
The Mimosa: it’s a fragrant tropical plant, a favorite cocktail, and your welcome drink when you arrive at Villa Mimosa in Discovery Bay, Jamaica. Take your first refreshing sips in paradise as you explore this ultra-l... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 25%
Taxes: 25%
$1,750 - $5,500 /night
Rose of Sharon
6 Bedroom Villa, 6 Bathrooms, Sleeps 12
Rose of Sharon is located within the prestigious Sandy Lane Estate. Guests have access to Clubhouse facilities, beach chairs, cushions, umbrellas and tennis courts.
Named after the naturally beautif... more
Additional Fees: Security Deposit $2500.00 flat
Taxes: 12.5%
Taxes: 12.5%