Caribbean Vacation Rentals
Luxury Villa Rentals in Caribbean for 2+ people
$643 - $2,571 /night
Cute
2 Bedroom Villa, 2 Bathrooms, Sleeps 4
Located on the heights of Toiny, the charming vacation rental Cute is a true haven of peace in the heart of the tropical vegetation. Bright and well-equipped, it offers a splendid view over the ocean and the hills. With ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$643 - $2,000 /night
Claire
2 Bedroom Villa, 3 Bathrooms, Sleeps 4
The villa rental Claire is a charming property ideally located in Lorient, facing a breathtakingly beautiful view. Modern and bright, villa Claire offers the amazing spectacle of the deep-blue ocean, in the heart of the ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$643 - $2,286 /night
Sucrier
2 Bedroom Villa, 2 Bathrooms, Sleeps 4
Located on the heights of Lorient in the heart of a beautiful tropical garden, the vacation rental SUCRIER offers a spectacular ocean view. In a peaceful and private setting, this charming two-bedroom vacation home is th... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$643 - $2,071 /night
Mademoiselle
2 Bedroom Villa, 2 Bathrooms, Sleeps 4
Located on the heights of Petit-Cul-de-Sac, the luxurious rental villa Mademoiselle is the charming haven of peace you’re looking for on your next vacation in St.Barths. Perfect for two couples travelling together, thi... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$643 - $2,857 /night
Marigot Bay
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Overlooking Marigot Bay, the charming rental villa Marigot Bay welcomes you for an idyllic vacation in St Barths in a chic and contemporary decoration by the designer Christian Liaigre. Only a few minutes walk from the b... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$643 - $1,414 /night
Camille
1 Bedroom Villa, 1 Bathrooms, Sleeps 2
Apartment Camille is a modern 1-bedroom apartment located in Gustavia within a short walk of the beach and shopping.
Surrounded by lush vegetation, this apartment has indoor and outdoor living areas furnished with sof... 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 - $1,715 /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%
$636 - $2,857 /night
Nocean
2 Bedroom Villa, 2 Bathrooms, Sleeps 4
Located in the private and secluded gated domain of Mont-Jean, the rental villa Nocean is a true haven of peace and beauty, with stunning views over Marigot Bay and the surrounding hills. The property is built on a singl... 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%
$630 - $1,950 /night
Todmorden
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Set within the quiet residential community of Gibbes Glade in Barbados, Todmorden is a traditionally styled three-bedroom coral stone villa, designed so that all of the bedroom and living areas can enjoy the cooling trop... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
Taxes: 12.5%
$629 - $3,000 /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%
$625 - $1,095 /night
Bit of Heaven
3 Bedroom Villa, 3 Bathrooms, Sleeps 8
Welcome to Bit of Heaven! This bright thee-bedroom, three-bath beachfront cottage epitomizes a tropical island living in the resort neighborhood of Cayman Kai.
Upon entering a bit of Heaven, your eyes can't help but ... more
Additional Fees: Departure Cleaning Fee $195.00 flat, Damage Waiver $299.00 flat, Damage Deposit | Excess Cleaning $1000.00 flat
Taxes: 28%
Taxes: 28%
$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, Damage Deposit | Excess Cleaning $1000.00 flat
Taxes: 28%
Taxes: 28%
$625 - $1,200 /night
Seawards
3 Bedroom Villa, 4 Bathrooms, Sleeps 6
Welcome to Seawards, an exquisite three-bedroom vacation rental villa nestled on the serene shores of the west coast of Barbados. This stunning villa is a true gem, offering a perfect blend of luxury, comfort, and natura... 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: Damage Deposit | Excess Cleaning $1000.00 flat, Departure Cleaning Fee $195.00 flat, Damage Waiver $299.00 flat
Taxes: 28%
Taxes: 28%
$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: 17.5%
Taxes: 17.5%
$621 - $1,979 /night
Apiano
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Nestled in the heights of Grand Fond, the charming rental villa Apiano is a four-bedroom property with a beautiful view over the Grand Fond valley and the sparkling ocean in the distance. Set in the heart of the lush tro... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$614 - $1,850 /night
Bonbonniere
1 Bedroom Villa, 1 Bathrooms, Sleeps 2
The vacation rental La Bonbonniere is a charming home in Saint-Barths, as sweet as its name is. This luxury property for two guests is truly ideal for a honeymoon or a romantic getaway. Located in the private area of Poi... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$614 - $1,971 /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%
$610 - $1,040 /night
Dahouët
1 Bedroom Villa, 1 Bathrooms, Sleeps 2
Nestled at the end of Saint Jean beach, Dahouët offers an idyllic location. Guests have the option to stroll or swim to the beach. From your lounge chair set in the heart of a lush tropical garden, you can relish the me... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$610 - $1,040 /night
Cap Fréhel
1 Bedroom Villa, 1 Bathrooms, Sleeps 2
Nestled at the end of Saint Jean beach, Cap Frehel offers an idyllic location. Guests have the option to stroll or swim to the beach. From your lounge chair set in the heart of a lush tropical garden, you can relish the ... 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
$600 - $1,371 /night
Be Happy
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Nestled between two of Saint Martin’s most stunning beaches, Friar's Bay and Happy Bay, Villa Be Happy is a true gem offering breathtaking views of the Caribbean Sea. Ideally located in a peaceful and natural setting, ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
Taxes: 10%
$600 - $1,371 /night
Villa Chez Paulette
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Nestled between the natural gems of Friar’s Bay and Happy Bay, Villa Chez Paulette embodies elegance and refinement in an idyllic setting. This exceptional villa offers breathtaking panoramic views of the turquoise wat... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
Taxes: 10%
$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%