Caribbean Vacation Rentals
Luxury Villa Rentals in Caribbean for 2+ people
$714 - $1,929 /night
Bamboo
2 Bedroom Villa, 3 Bathrooms, Sleeps 4
This stunning two-bedroom contemporary villa is the perfect hideaway for a honeymoon couple, a small family, or two couples. The stylish grand entrance creates a dramatic stage for a breathtaking sea view - sunsets are p... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
Taxes: 10%
$714 - $2,214 /night
Mumbai
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Mumbai's exotic name reflects its exotic location, the private village of Cupecoy's Shore Pointe right on the French/Dutch Border. Like an exquisite miniature version of a gleaming white Greek island, the villas of Shore... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
Taxes: 10%
$714 - $3,000 /night
Maison de Reve
6 Bedroom Villa, 6 Bathrooms, Sleeps 12
The centerpiece of this very private estate property is an elegant 8,000 square foot, six-bedroom villa filled with spacious indoor and outdoor living. Lush and colorful tropical gardens, a grand entry courtyard, and exp... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
Taxes: 10%
$714 - $2,714 /night
Jali
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Villa Jali is modern. The polished concrete floors, complemented by a mainly matt colour scheme, give the Villa a minimalist look. In terms of furniture, the main room, with its open living room and kitchen, has a high c... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$714 - $2,500 /night
Petit Paradis
3 Bedroom Villa, 2 Bathrooms, Sleeps 6
Located in Grand Fond only a few minutes from Lorient, Salines and St. Jean, villa Petit Paradis is a charming and comfortable property nestled in the hills of St. Barths in a green, lush environment. This three air-cond... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$714 - $2,143 /night
Bahia Blue
4 Bedroom Villa, 5 Bathrooms, Sleeps 8
Villa Bahia Blue is a stunning vacation destination, nestled in the heart of a lush tropical forest with a gorgeous infinity pool overlooking the scenery.
The pool's different shades of blue are breathtaking to behold... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
Taxes: 10%
$714 - $3,333 /night
Les Acajous
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Located in St-Jean, the charming rental villa Les Acajous offers a breathtaking view over the bay and the surrounding islands. Nestled on a hillside in a quiet and very private environment, this vacation home is the perf... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$714 - $4,714 /night
Lina
2 Bedroom Villa, 2 Bathrooms, Sleeps 4
Located on the heights of Colombier, the rental villa Lina is a luxurious and very private vacation home in St-Barths. Surrounded by the lush tropical vegetation, this two-bedroom property with a splendid view over the o... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$714 - $2,571 /night
Caribbean Blue
5 Bedroom Villa, 6 Bathrooms, Sleeps 10
Caribbean Blue is a beachfront villa in Pelican Key. With five bedrooms and five and a half bathrooms, it is a perfect house for a family vacation. Caribbean Blue may be rented with use of either three, four, or five bed... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 14%
Taxes: 14%
$703 - $2,160 /night
Legacy Villa
2 Bedroom Villa, 2 Bathrooms, Sleeps 4
The Tryall Club requires all villa and condo guests to become members during their stay via a Temporary Membership Fee ($) (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%
$700 - $1,993 /night
Swedish House
2 Bedroom Apartment, 2 Bathrooms, Sleeps 4
These days, it is not so easy to find a historic place to stay in St. Barth. Often, that is a good thing. But for guests who crave a bit of history and a more personal connection to the island, there is the newly complet... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$700 - $1,200 /night
Villa Solis
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Villa Solis is a, newly renovated, 3-bedroom villa just steps from the white sands of Grace Bay Beach. A short 5-minute walk from Villa Solis brings you to a secluded section of Grace Bay Beach where you have access to S... more
Additional Fees: Damage Waiver $299.00 flat, Cleaning Fee $350.00 flat
Taxes: 12%
Taxes: 12%
$700 - $1,600 /night
Footprints South Cottage
3 Bedroom Cottage, 3 Bathrooms, Sleeps 6
The South Cottage sits just a minute from Alleyne Bay and is a private tropical oasis with a sleek and stylish finish. This luxury vacation villa can be rented separately, combined with The North Cottage or both cottages... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
Taxes: 12.5%
$700 - $18,571 /night
Dreams Come True
5 Bedroom Condo, 6 Bathrooms, Sleeps 10
As you enter the property, you will be greeted by the modern and sophisticated décor that runs throughout. The open-plan living and dining area is beautifully designed, with large windows that provide an abundance of na... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$700 - $1,800 /night
Breezy Palms Villa
4 Bedroom Villa, 3 Bathrooms, Sleeps 8
Breezy Palms Villa, which is set on the picturesque Chalk Sound, is a four-bedroom (sleeps ten), three-and-a-half bath property which has all of the modern amenities such as a Jacuzzi tub, a separate game room (with a po... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 17%
Taxes: 17%
$700 - $1,286 /night
Aventine Villa
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Aventine Villa is beautifully located on the peaceful, turquoise waters of Chalk Sound National Park. Swim out to one of the many small islands in the Sound, use the kayaks to visit Iguana Island, or snorkel the coral re... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 17%
Taxes: 17%
$700 - $1,900 /night
Loblolly
6 Bedroom Villa, 7 Bathrooms, Sleeps 12
Make your next Caribbean getaway an unforgettable experience in this luxurious rental villa steps from one of the most exquisite white sand beaches in the British Virgin Islands. Situated on the lush hillside, Loblolly i... more
Additional Fees: Security Deposit $299.00 flat
Taxes: 22%
Taxes: 22%
$700 - $1,625 /night
Galena
3 Bedroom Villa, 5 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.
Galena is a gorgeous 3-bedroom ... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
Taxes: 12.5%
$700 - $1,650 /night
Capri Manor
4 Bedroom Villa, 5 Bathrooms, Sleeps 8
Capri Manor is a charming four-bedroom luxury holiday villa located moments away from the world-famous Gibbes beach. The outdoor spaces feature lush tropical gardens, a Jacuzzi and a full-size swimming pool. In addition,... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
Taxes: 12.5%
$700 - $775 /night
Smugglers Nest
2 Bedroom Villa, 3 Bathrooms, Sleeps 4
Nestled atop a secluded cliffside overlooking the breathtaking Smuggler’s Cove in Cap Estate, Saint Lucia, Smuggler's Nest Villa offers an unrivalled retreat. This stunning 2-bed, 2.5-bath villa exudes romance and luxu... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 1.5%
Taxes: 1.5%
$700 - $4,571 /night
Kuban
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Nestled in the heights of Colombier, the charming villa Kuban is a relaxing haven of peace. With a stunning view over the ocean and Flamands bay, this three-bedroom property is ideal for a family or a group of friends va... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$700 - $1,200 /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%
$700 - $1,200 /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%
$700 - $2,200 /night
Jade Vine
4 Bedroom Villa, 5 Bathrooms, Sleeps 8
Nearby construction may result in noise disturbances. For further details on how this might affect your stay, please reach out to a villa specialist.
The Sugar Hill Resort community offers a n... more
Additional Fees: Security Deposit $2500.00 flat
Taxes: 12.5%
Taxes: 12.5%
$695 - $2,950 /night
The Sands #4
4 Bedroom Apartment, 5 Bathrooms, Sleeps 8
Experience luxury living at The Sands on Seven Mile Beach. Located just north of the Kimpton Resort, The Sands is convenient to grocery stores, gourmet restaurants, five-star resorts, and an array of snorkeling and scuba... more
Additional Fees: Cleaning | Damage Deposit $1500.00 flat
Taxes: 28%
Taxes: 28%
$695 - $2,950 /night
The Sands #3
4 Bedroom Villa, 5 Bathrooms, Sleeps 8
Experience luxury living at the property on Seven Mile Beach. Located just north of the Kimpton Resort, The property is convenient to grocery stores, gourmet restaurants, five-star resorts, and an array of snorkeling and... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 28%
Taxes: 28%
$695 - $2,950 /night
The Sands #1
4 Bedroom Villa, 5 Bathrooms, Sleeps 8
Experience luxury living on Seven Mile Beach. Located just north of the Kimpton Resort, the property is convenient to grocery stores, gourmet restaurants, five-star resorts, and an array of snorkeling and scuba excursion... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 28%
Taxes: 28%
$695 - $995 /night
Easy Living
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Enter this beautiful Spanish-style villa through a magnificent floral courtyard perfect for entertaining. Through the double door entry is a centrally located living room that spills out to the patio and pool area overlo... more
Additional Fees: Damage Waiver $299.00 flat
$695 - $1,995 /night
Willow Beach
4 Bedroom Villa, 4 Bathrooms, Sleeps 12
Along the quiet North Side of Grand Cayman is where you will find this newly-built and freshly decorated bespoke villa. Welcome to Willow Beach!
This spacious 4-bedroom, 4-bath villa sits on an elevated ridge overlook... more
Additional Fees: Departure Cleaning Fee $245.00 flat, Damage Waiver $299.00 flat
Taxes: 28%
Taxes: 28%
$695 - $2,150 /night
Casa Luna 17
3 Bedroom Villa, 4 Bathrooms, Sleeps 6
Welcome to Casa Luna, a luxurious and intimate residential resort nestled along the coastline just south of Seven Mile Beach.
Inspired by Tuscan architecture, Casa Luna blends modern luxury living with award-winning l... more
Additional Fees: Departure Cleaning Fee $295.00 flat, Damage Waiver $299.00 flat
Taxes: 30.9%
Taxes: 30.9%