Caribbean Vacation Rentals
Luxury Villa Rentals in Caribbean for 2+ people
$643 - $5,000 /night
Mirande
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Ideally located in Pointe Milou, the charming rental villa Mirande offers a spectacular view over the ocean, Lorient bay and the surrounding islands. It is the perfect place to enjoy the unforgettable St. Barts sunsets. ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$643 - $1,786 /night
Hurakan
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
The vacation villa rental Hurakan is a charming property located in Colombier’s tropical beauty. Ideally facing west, this holiday home with a swimming pool is the perfect place to enjoy the glorious sunsets over the o... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$642 - $1,714 /night
Sea Haven
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Located on a private waterfront acre, Sea Haven is a traditional West Indian cottage dressed in charming periwinkle blue. It sits directly on the edge of beautiful Discovery Bay.
The living room is bright and airy wi... more
Additional Fees: Damage Waiver $299.00 flat, Service Fee $50.00 flat
$640 - $2,000 /night
La Rose Du Desert
5 Bedroom Villa, 5 Bathrooms, Sleeps 10
Immerse yourself in tropical elegance with Villa La Rose du Désert, a luxury oasis in Saint Martin's Terres Basses, where every moment becomes an unforgettable getaway.
Welcome to the Mediterranean elegance of Villa ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
Taxes: 10%
$640 - $1,200 /night
Alfresco
3 Bedroom Villa, 4 Bathrooms, Sleeps 6
A wonderful luxury secluded property within a private hillside estate overlooking the beautiful Long Bay Beach. This Caribbean villa rental has two pavilions that offer spacious living & plenty of deck space for you to ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$636 - $1,500 /night
Little Caramba
1 Bedroom Villa, 1 Bathrooms, Sleeps 2
Little Caramba is situated on the hillside of Pointe Milou. Facing west, the wild side it offers a gorgeous view on the sea. This one-bedroom villa with a sober and chic decoration is perfect for a couple. It is a real p... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$635 - $1,536 /night
Jasmine Villa
2 Bedroom Villa, 2 Bathrooms, Sleeps 4
Jasmine Villa is located in the northwestern part of Anguilla and offers a fantastic location. It is just a five-minute walk or three-minute drive to spectacular Meads Bay public beach, a mile-long crescent of white sand... more
Additional Fees: Damage Waiver $299.00 flat
$630 - $1,600 /night
Sunrise
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Villa Sunrise is an amazing place to stay! Perched on a mountainside, it offer breathtaking views of the surrounding area. Being able to see the sunrise over the ocean and the nearby islands of Pinel, Tintamarre, and St ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
Taxes: 10%
$629 - $2,429 /night
Ti Voyage
2 Bedroom Villa, 3 Bathrooms, Sleeps 4
Located on the heights of Colombier, the vacation rental villa Ti Voyage is a charming two-bedroom property with a beautiful view over the hills and the deep blue ocean. Villa Ti Voyage is a most comfortable and well-equ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$629 - $3,143 /night
Carmen
3 Bedroom Villa, 2 Bathrooms, Sleeps 6
Located on the heights of Vitet, the sumptuous villa Carmen welcomes guests in the heart of the island of St-Barths. In a lush tropical vegetation setting with palm and banana trees, this vacation rental is the perfect s... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$626 - $2,050 /night
Ouanalao
2 Bedroom Villa, 1 Bathrooms, Sleeps 4
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.
Vacation rental Ouanalao is nestled... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$625 - $1,600 /night
Royal Villa 1 | Swansway
3 Bedroom Villa, 4 Bathrooms, Sleeps 6
Royal Villa 1 is a modern 2 storey, coral stone home that has been superbly maintained and stylishly decorated. There is an impressive private swimming pool, sea views and complimentary access to a 7-seater vehicle. The ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
Taxes: 12.5%
$625 - $1,695 /night
Kailypso
3 Bedroom Villa, 2 Bathrooms, Sleeps 8
Welcome to Kailypso, a 3-bedroom beachfront villa in Cayman Kai located on Bio Bay.
Measuring over 2,800 square feet with spectacular outdoor spaces, cozy interiors, and a secluded beach, this popular villa is the per... more
Additional Fees: Departure Cleaning Fee $295.00 flat, Damage Waiver $299.00 flat
Taxes: 28%
Taxes: 28%
$625 - $1,600 /night
Solandra
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Guests staying within the world famous Sandy Lane Estate will have complimentary access to all Clubhouse facilities including beach chairs, umbrellas and tennis courts.
Set within a beautifully landsc... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
Taxes: 12.5%
$625 - $1,595 /night
Fantasea
3 Bedroom Villa, 3 Bathrooms, Sleeps 10
The beachfront in Cayman Kai is where you will find a newly-renovated and refurnished villa, aptly named Fantasea.
This spacious 2-bedroom main villa with a detached 1-bedroom guest cottage has undergone a complete m... more
Additional Fees: Departure Cleaning Fee $195.00 flat, Damage Waiver $299.00 flat
Taxes: 28%
Taxes: 28%
$624 /night
Villa Coral Breeze
5 Bedroom Apartment, 3 Bathrooms, Sleeps 10
Villa Coral Breeze is a 5-bedroom, 3 bath, 2-story, beachfront penthouse condo with unbeatable beach and ocean views! NOTE: Access to the condo requires climbing one flight of stairs, as there is no elevator available.
... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 18%
Taxes: 18%
$621 - $1,573 /night
Moments
2 Bedroom Villa, 2 Bathrooms, Sleeps 4
The Tryall Club requires all villa and condo guests to become members during their stay via a Temporary Membership Fee ($) (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%
Taxes: 20%
$614 - $2,071 /night
Ride
2 Bedroom Villa, 3 Bathrooms, Sleeps 4
Nestled on a hillside above Anse des Cayes, the charming villa Ride is the perfect vacation spot for a family stay or for two couples travelling together in St. Barths. Very comfortable and private, this home is called R... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$614 - $2,500 /night
La Magnifica
2 Bedroom Villa, 2 Bathrooms, Sleeps 4
Nestled on a hillside in Dévé quiet area, the charming rental villa La Magnifica is a high-standard home facing the splendid ocean view and the sparkling sunrises. This two-bedroom vacation home is the ideal spot for a... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$608 - $1,243 /night
3 BDM Casita with Rooftop
3 Bedroom Hotel, 4 Bathrooms, Sleeps 6
While sitting on the ample terrace or deck, indulge in the daily breakfast a la carte selections or schedule a lunch or dinner set-up to be served in the privacy of your casita. Stay on the second level featuring a three... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 28%
Taxes: 28%
$605 - $1,786 /night
Costa Nova
2 Bedroom Villa, 2 Bathrooms, Sleeps 4
Costa Nova is situated on the hillside of Gouverneur. It has an amazing view of the ocean. Costa Nova, surrounded by greenery, is a quiet piece of heaven. You will fall in love with this amazing view of the sunsets while... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$605 - $1,700 /night
Tamarind Villa
7 Bedroom Villa, 7 Bathrooms, Sleeps 14
Indulge in the epitome of luxury at Tamarind Villa, a prestigious haven in the heart of Cap Estate. Boasting seven resplendent bedrooms and an equal number of sumptuous baths, this rental villa transcends expectations, o... more
Additional Fees: Damage Waiver $299.00 flat, Service Fee $30.00 flat
$604 - $1,080 /night
Arcadia
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Villa Arcadia is a welcoming and tranquil four-bedroom, four-bathroom hillside villa with a heated pool in the beautiful Villas of Oyster Pond (a private gated community) located on the Dutch side of the island and close... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 9%
Taxes: 9%
$600 - $900 /night
Villa Aria
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Villa Aria is a modern 3-bedroom, 2.5-bathroom villa located in the heart of Grace Bay, offering an ideal blend of luxury and convenience. This stunning villa is just a short walk from Grace Bay Beach, consistently ranke... more
Additional Fees: Cleaning Fee $400.00 flat, Damage Waiver $299.00 flat
Taxes: 12%
Taxes: 12%
$600 - $1,200 /night
Porters Place 15
3 Bedroom Apartment, 3 Bathrooms, Sleeps 6
Welcome to Porters Place 15, your retreat in the heart of Barbados' most exclusive development. Our villa seamlessly combines modern comfort with Caribbean warmth.
From the moment you arrive, you'll be greeted by sle... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
Taxes: 12.5%
$600 - $900 /night
JK Villa
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
JK Villa is a contemporary, three-bedroom, 2.5-bathroom villa located in the heart of Grace Bay. This villa is a short walk to restaurants, shopping plazas, casinos, and Grace Bay Beach. Guests can use the provided bicyc... more
Additional Fees: Damage Waiver $299.00 flat, Cleaning Fee $400.00 flat
Taxes: 12%
Taxes: 12%
$600 - $1,350 /night
Ascot 3 Villa
4 Bedroom Apartment, 5 Bathrooms, Sleeps 8
Ascot 3 Villa is a beautiful traditional style, very open and inviting villa, located a stones’ throw away from the spectacular Gibbs Beach, and a short drive to all other West Coast amenities such as shopping, superma... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 17.5%
Taxes: 17.5%
$600 - $2,143 /night
Coco Paillette
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Nestled in the exclusive enclave of Terres Basses on the picturesque island of St. Martin, Coco Paillette is a recently renovated gem that epitomizes luxury and tropical elegance. This stunning four-bedroom villa with a ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
Taxes: 10%
$600 - $930 /night
Golf Villa 8
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
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%
Taxes: 18%
$600 - $1,200 /night
Palm Beach 204
3 Bedroom Villa, 4 Bathrooms, Sleeps 6
Discover the epitome of tropical luxury at Palm Beach 204, an exquisite beachfront three-bedroom, three-bathroom condominium ideally situated on the second floor, showcasing breathtaking vistas of the stunning South Coas... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
Taxes: 12.5%