Caribbean Vacation Rentals
Luxury Villa Rentals in Caribbean for 2+ people
$1,100 - $1,600 /night
Shoestring
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Please note that due to the passage of Hurricane Beryl, this property may have limited beachfront access.
Nestled among the beachfront neighbourhood of Gibbs, St Peter, Shoestring is one of the newest... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
Taxes: 12.5%
$1,100 - $2,500 /night
Seagrace Villa
5 Bedroom Villa, 4 Bathrooms, Sleeps 10
Seagrace Villa is nestled on the canal in the gated community of Leeward, just moments away from Salt Bar and Grill. This spectacular villa comes with everything you need for the perfect island vacation. The villa stocks... more
Additional Fees: Cleaning Fee $550.00 flat, Damage Waiver $299.00 flat
Taxes: 12%
Taxes: 12%
$1,100 - $4,600 /night
The One at the St James
5 Bedroom Villa, 6 Bathrooms, Sleeps 10
Please note that due to the passage of Hurricane Beryl, this property may have limited beachfront access.
Nestled along the exclusive West Coast of Barbados, just south of the renowned Sandy Lane Hote... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
Taxes: 12.5%
$1,100 - $2,700 /night
Tortuga B10
4 Bedroom Villa, 5 Bathrooms, Sleeps 10
Guests staying within Puntacana Resort & Club will have access to all resort amenities and facilities. Resort amenities and facilities include two golf courses ($), two beach clubs ($), Six Senses Spa ($), restau... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 18%
Taxes: 18%
$1,100 - $2,600 /night
Seascape Villa
4 Bedroom Villa, 5 Bathrooms, Sleeps 8
Seascape, an exquisite four-bedroom beachfront villa, is the quintessential destination for an unforgettable island getaway with your loved ones. Situated on the picturesque Gibbes Beach along the prestigious platinum co... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
Taxes: 12.5%
$1,100 - $3,300 /night
La Josephine
5 Bedroom Villa, 6 Bathrooms, Sleeps 10
Villa La Josephine is a memorable place to immerse yourself in a visit to St. Martin. Located in the private residential community of Terres Basses, its views over gorgeous Baie Longue Beach and the sea beyond will leave... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
Taxes: 10%
$1,095 - $2,395 /night
Wind Upon the Waves
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Welcome to Wind Upon the Waves, a newly built, single-level home on the island's South Coast. The owners have designed this 5,000-square-foot gated residence for privacy and exceptional panoramic views of the south coast... more
Additional Fees: Departure Cleaning Fee $295.00 flat, Damage Waiver $299.00 flat, Cleaning | Damage Deposit $2500.00 flat
Taxes: 30.9%
Taxes: 30.9%
$1,095 - $2,845 /night
Kai-Yak Cove
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Kai-yak Cove is a newly-built luxury Caribbean-style villa in the tranquil resort neighbourhood of Cayman Kai. Guests will enjoy many unique features, including a wrap-around veranda, a pool with a heated spa, an outdoor... more
Additional Fees: Departure Cleaning Fee $395.00 flat, Damage Waiver $299.00 flat, Damage Deposit | Excess Cleaning $2500.00 flat
Taxes: 30.9%
Taxes: 30.9%
$1,095 - $2,845 /night
White Dahlia
5 Bedroom Villa, 5 Bathrooms, Sleeps 10
Welcome to White Dahlia. This multi-windowed, open-concept floor-plan offers up to 10 guests an opportunity to spend their vacation free of clutter with smart home technology and luxurious amenities.
Soaring ceilings,... more
Additional Fees: Departure Cleaning Fee $245.00 flat, Damage Waiver $299.00 flat, Damage Deposit | Excess Cleaning $2500.00 flat
Taxes: 30.9%
Taxes: 30.9%
$1,095 - $2,895 /night
Kai Vista
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Welcome to Kai Vista, a recently remodeled 4-bedroom, 4-bath villa perched on an elevated ridge in Rum Point with a private pool and heated spa.
Grab your nice shades and head down to the beachfront sundeck lined with... more
Additional Fees: Departure Cleaning Fee $295.00 flat, Damage Waiver $299.00 flat, Cleaning | Damage Deposit $2500.00 flat
Taxes: 30.9%
Taxes: 30.9%
$1,092 - $2,358 /night
Serenity by the Sea
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Serenity is one of the most beloved and often revisited villas on Jamaica's beautiful north coast. Its prize location is a waterfront acre 8 miles west of Montego Bay. Grounds include a shared tennis court, basketball ho... more
Additional Fees: Damage Waiver $299.00 flat, Service Fee $50.00 flat
$1,090 - $2,018 /night
Oceanfront Studio at Alexandra Resort
1 Bedroom Hotel, 1 Bathrooms, Sleeps 2
Oceanfront Studios overlooks Grace Bay Beach and affords ocean views from the balcony or terrace. Each Studio feature a king bed, bathroom with stand-up shower, air-conditioning and ceiling fan, flat screen television wi... more
Additional Fees: Damage Waiver $299.00 flat
$1,086 - $6,429 /night
Rose Dog
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Located on a hillside in Dévé, the vacation rental Rose Dog is a superb four-bedroom property with spectacular views over the Caribbean Sea from Petit-Cul-De-Sac to Toiny Bay. Very private and equipped with utmost comf... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$1,080 - $2,360 /night
Hacienda 82
4 Bedroom Villa, 5 Bathrooms, Sleeps 10
Guests staying within Puntacana Resort & Club will have access to all resort amenities and facilities. Resort amenities and facilities include two golf courses ($), two beach clubs ($), Six Senses Spa ($), restau... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 18%
Taxes: 18%
$1,080 - $2,700 /night
Hacienda A13 | Buena Vida
4 Bedroom Villa, 5 Bathrooms, Sleeps 10
Guests staying within Puntacana Resort & Club will have access to all resort amenities and facilities. Resort amenities and facilities include two golf courses ($), two beach clubs ($), Six Senses Spa ($), restau... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 18%
Taxes: 18%
$1,077 - $3,429 /night
Encore
6 Bedroom Villa, 7 Bathrooms, Sleeps 12
You arrive at Encore along a long, inviting drive filled with palms, exotic tropical flowers, trees, and shrubs. Beautiful gardens fill the entry courtyard and completely surround the villa. The Moorish inspired soaring ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
Taxes: 10%
$1,074 - $2,330 /night
Coconut Palm Villa
3 Bedroom Villa, 4 Bathrooms, Sleeps 6
Coconut Palm Villa is a luxurious three-bedroom oasis literally steps away from one of the world’s best beaches – Meads Bay. This exceptional villa is within easy walking distance of many of the West End’s gourmet ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 23%
Taxes: 23%
$1,071 - $3,000 /night
Ocean Breeze Villas
4 Bedroom Villa, 6 Bathrooms, Sleeps 8
Experience luxury living at its finest in these stunning Villas nestled in the exclusive Indigo Bay, Sint Maarten.
Step outside to your private oasis at Ocean Breeze Villa B featuring a heated pool, BBQ area, and sun-... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
Taxes: 10%
$1,071 - $3,929 /night
Kailio
3 Bedroom Villa, 2 Bathrooms, Sleeps 6
Located on the heights of Colombier, the beautiful vacation Villa Kailio in St. Barths offers a breathtaking view over the ocean and the glowing sunsets. Close to Flamands Beach and restaurants, this three-bedroom vacati... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$1,071 - $5,000 /night
Roy
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Villa Roy in St. Barths is a magnificent four-bedroom property overlooking the lagoon and the ocean, in the heart of a green environment. Located in Vitet, it offers a high level of services, making it the ideal place fo... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$1,071 - $3,571 /night
Fun and Sun
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Fun and Sun is a brand new villa in St Jean. Good walkers will go to the beach, shops and restaurants on foot. The long heated pool overlooks the pond and St Jean Bay. Two of the bedrooms are accessible by the living, th... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$1,071 - $7,143 /night
La Bella Casa
12 Bedroom Villa, 12 Bathrooms, Sleeps 24
La Bella Casa is a charming Caribbean estate surrounded by lush tropical gardens and sprawling green lawns. The views overlooking the elegant La Samanna Hotel, Baie Longue Beach, and the deep blue Caribbean dazzle mornin... more
Additional Fees: Security Deposit $5000.00 flat
Taxes: 10%
Taxes: 10%
$1,071 - $3,571 /night
Sand Castle
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Villa Sand Castle is a beautiful holiday rental located on the white sandy beach of Lorient. Very bright and comfortable, this four-bedroom beach house is the perfect vacation spot for a group of friends wishing to enjoy... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$1,071 - $3,571 /night
Flamands Bay
2 Bedroom Villa, 2 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.
Located only a few steps away from ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$1,071 - $3,857 /night
Clementine
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Located on the heights of Vitet, the villa rental Clementine is a three-bedroom property with a swimming pool and breathtaking ocean views. Spacious and comfortable, this vacation home in St-Barths offers luxurious, brig... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$1,071 - $3,960 /night
Sunrise
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
The Tryall Club requires all villa and condo guests to become members during their stay via a Temporary Membership Fee ($) (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%
$1,071 - $3,214 /night
Luz
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Vacation villa Luz is a charming four-bedroom property facing the ocean. Located in Lorient, it offers splendid views over the sunsets, in the heart of Saint Barths hills. This charming four-bedroom villa is the perfect ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$1,070 - $2,500 /night
Azure Wish Villa
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
A short drive from Spanish Town along the stunning Nail Bay road takes visitors to the beautiful and exclusive villas of the Nail Bay Resort. Guests arriving at Azure Wish are welcomed to an expansive driveway, surround... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 22%
Taxes: 22%
$1,069 - $1,749 /night
Bahia Mar Villa
2 Bedroom Villa, 3 Bathrooms, Sleeps 4
Featuring garden, ocean and oceanfront views, our stylish two-bedroom, two-and-a-half-bath Bahia Mar luxury villas average 2,315 square feet, spread out over two levels. The first floor features the bedrooms and en-suite... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 30%
Taxes: 30%
$1,066 - $4,929 /night
Minou
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Located in Grand-Cul-de-Sac near the beaches and shops, the charming rental villa Minou opens onto a splendid view over the ocean, the bay and the hills. In an enchanting environment, this four-bedroom vacation home is p... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%