Caribbean Vacation Rentals
Luxury Villa Rentals in Caribbean for 2+ people
$714 - $2,557 /night
Adal
2 Bedroom Villa, 2 Bathrooms, Sleeps 4
The vacation rental Adal is a charming property located in St-Jean in the Caribbean rolling hills. Overlooking the crystal-clear waters, this two-bedroom vacation home with heated pool offers a bright and modern decor, i... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$714 - $2,643 /night
Bonbonniere
2 Bedroom Villa, 2 Bathrooms, Sleeps 3
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%
$714 - $1,929 /night
Bamboo
2 Bedroom Villa, 3 Bathrooms, Sleeps 4
Villa Bamboo is a serene retreat where modern elegance meets natural beauty, a stunning two-bedroom contemporary hideaway designed for romance, relaxation, and refined Caribbean living. Perfect for a honeymoon couple, tw... 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 - $2,543 /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%
$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 - $2,571 /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: 20%
Taxes: 20%
$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 - $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 - $1,500 /night
Always Summer
3 Bedroom Villa, 2 Bathrooms, Sleeps 6
Always Summer Villa overlooks the peaceful Turtle Lake in Providenciales, Turks and Caicos. This exquisite three-bedroom lake view villa is the epitome of island luxury and serene comfort. The villa is situated in a prim... more
Additional Fees: Cleaning Fee $350.00 flat, Damage Waiver $299.00 flat
Taxes: 12%
Taxes: 12%
$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 - $1,625 /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 - $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 #2
4 Bedroom Villa, 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: Damage Waiver $299.00 flat
Taxes: 28%
Taxes: 28%
$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 - $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: Damage Waiver $299.00 flat, Departure Cleaning Fee $245.00 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 $275.00 flat, Damage Waiver $299.00 flat
Taxes: 30.9%
Taxes: 30.9%
$695 - $2,150 /night
Casa Luna 16
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 $275.00 flat, Damage Waiver $299.00 flat
Taxes: 30.9%
Taxes: 30.9%
$695 - $2,150 /night
Casa Luna 15
3 Bedroom Villa, 4 Bathrooms, Sleeps 6
Welcome to Casa Luna, a luxurious 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 landscape desi... more
Additional Fees: Departure Cleaning Fee $275.00 flat, Damage Waiver $299.00 flat
Taxes: 30.9%
Taxes: 30.9%
$695 - $2,250 /night
In Harmony
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Escape to In Harmony, a serene oceanfront villa in Bodden Town, just 20-25 minutes from the airport. This spacious 4-bedroom vacation villa is perfect for families and friends seeking an unforgettable getaway with at-hom... more
Additional Fees: Departure Cleaning Fee $225.00 flat, Damage Waiver $299.00 flat
Taxes: 28%
Taxes: 28%
$695 - $1,495 /night
Fingertip
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Fingertip sits directly on the waterfront at the end of a sandy point in Cayman Kai along the island's north coast. Walkable to the restaurants and waters ports at Rum Point Beach and The Kaibo, Fingertip is an excellent... more
Additional Fees: Damage Waiver $299.00 flat, Departure Cleaning Fee $195.00 flat
Taxes: 28%
Taxes: 28%
$695 - $1,300 /night
Claridges 10
3 Bedroom Villa, 4 Bathrooms, Sleeps 6
No. 10 Claridges is a luxurious 3-bedroom, 3.5-bathroom holiday villa located on the esteemed West Coast of Barbados, just moments away from the pristine white sands of Gibbs Beach.
Designed by renowned local architec... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
Taxes: 12.5%
$686 - $2,643 /night
Allegra
5 Bedroom Villa, 5 Bathrooms, Sleeps 10
Villa Allegra is luxury living at its finest. This exquisite five-bedroom villa is situated on the serene shores of the picturesque Simpson Bay Lagoon in Sint Maarten, with breathtaking views of the Caribbean Sea.
Bo... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
Taxes: 10%