Caribbean Vacation Rentals

Luxury Villa Rentals in Caribbean for 2+ people

Sort by
Show
$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%
$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%
$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%
$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%
$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%
$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%
$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%
$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%
$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%
$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%
$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%
$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%
$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%
$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%
$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%
$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%
$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%
$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%
$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%
$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%
$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%
$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%
$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%
$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%
$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%
$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%
$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%
$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%
$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%
$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%
$600 - $2,143 /night

Coco Paillette

4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Coco Paillette, a Luxurious Oasis in Terres Basses, St. Martin. Nestled in the exclusive enclave of Terres Basses on the picturesque island of St. Martin, Coco Paillette is a recently renovated gem that epitomizes lux... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
$600 - $830 /night

Villa Kessi

3 Bedroom Villa, 3 Bathrooms, Sleeps 6
The two-storey, spacious Villa Kessi is located on South Hill, in Cap Estate high above the island’s only 18-hole golf course, with views of both the Caribbean Sea and the Atlantic Ocean. Its high location, open archit... more
Additional Fees: Damage Waiver $299.00 flat, Service Fee $30.00 flat
$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%
$600 - $1,600 /night

Little Good Harbour

3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Little Good Harbour House is a charming three-bedroom villa located on the water's edge in the peaceful village of Sherman’s just five minutes north of Speightstown on the sought-after West Coast of Barbados. The prope... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
$600 - $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%
$600 - $1,200 /night

Aqua Vue

4 Bedroom Condo, 5 Bathrooms, Sleeps 8
Aqua Vue is a luxurious 2,400 square foot four-bedroom, four-and-a-half-bathroom condo with breathtaking views of the Caribbean Sea, Simpson Bay, and Porto Cupecoy marina. This spacious condo is perfect for friends trave... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 9%
$598 - $1,039 /night

Coral Cielo

3 Bedroom Apartment, 4 Bathrooms, Sleeps 6
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%
$595 - $1,395 /night

Wight Away

4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Experience laid-back luxury at Wight Away, where at-home comforts and captivating water views of the island's pristine mangroves await. This recently constructed waterfront villa boasts 4 bedrooms and 3 bathrooms, pro... more
Additional Fees: Damage Deposit | Excess Cleaning $1500.00 flat, Cleaning Fee $245.00 flat, Damage Waiver $299.00 flat
Taxes: 28%
$595 - $795 /night

2 BDM Penthouse | Coral Beach Club

2 Bedroom Apartment, 3 Bathrooms, Sleeps 4
Located mid-property, the two Bedroom Penthouse is located in the three-story tower along with Big Fish Restaurant. On the top floor, the penthouse is an elegant, spacious, well appointed, open-concept unit overlooking t... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 20%
$595 - $850 /night

La Mer

3 Bedroom Villa, 3 Bathrooms, Sleeps 6
La Mer's unassuming exterior only enhances the delight of the bright airy home that opens to a spacious pool deck with excellent views. This villa property consists of the main building with two air-conditioned en suite ... more
Additional Fees: Damage Waiver $299.00 flat, Service Fee $30.00 flat
$595 - $950 /night

Victoria Villa

3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Villa Victoria is a wonderful new Caribbean style villa located in the gated Oyster Pond Hillside. The villa is perched on a hilltop with stunning views of the ocean, surrounding hillsides, and Orient Bay. The villa�... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 9%
$595 - $1,195 /night

Brise De Mer

4 Bedroom Villa, 6 Bathrooms, Sleeps 8
Let the stunning vista and ocean view entice and captivate you. Welcome to Brise De Mer a three-floor villa situated at Saline Pointe in the exclusive Cap Estate community. This property comes equipped with a private poo... more
Additional Fees: Damage Waiver $299.00 flat, Service Fee $30.00 flat
$595 - $1,625 /night

Lone Palm Villa

3 Bedroom Villa, 3 Bathrooms, Sleeps 8
Welcome to Lone Palm! Nestled in Gun Bay along the East End, Lone Palm is a 3-bedroom, 3-bathroom award-winning home designed by renowned architect John Doak. An open concept living area with vaulted ceilings opens up to... more
Additional Fees: Departure Cleaning Fee $195.00 flat, Damage Waiver $299.00 flat, Cleaning | Damage Deposit $1000.00 flat
Taxes: 28%
$595 - $1,125 /night

Saline Reef

3 Bedroom Villa, 4 Bathrooms, Sleeps 6
The very private and secluded Saline Reef Villa in Cap Estate is bright and modern with a beach house feel and panoramic ocean views. The 3 BR, 3.5 BA villa seamlessly blends indoor and outdoor living, with numerous gate... more
Additional Fees: Damage Waiver $299.00 flat, Service Fee $30.00 flat
$594 - $1,540 /night

Schooner Bay 306 | Penthouse

3 Bedroom Condo, 3 Bathrooms, Sleeps 6
Located in the Schooner Bay Development, this well-appointed two-storey penthouse apartment offers an idyllic beachfront living experience. The floor plan, encompassing 3,322 square feet, has three air-conditioned bedroo... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
$593 - $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%
$590 - $1,257 /night

Joy Estate

5 Bedroom Villa, 7 Bathrooms, Sleeps 10
Situated at the top of Beethoven Drive, with one of the most impressive panoramic views, this three acre estate features massive 40 foot castle style rock walls with historic cannons. The recently renovated five bedro... more
Additional Fees: Cleaning Fee $280.00 flat, Damage Waiver $299.00 flat
Taxes: 10%
Sort by
Show