Caribbean Vacation Rentals
Luxury Villa Rentals in Caribbean for 2+ people
$714 - $3,571 /night
Palm
2 Bedroom Villa, 2 Bathrooms, Sleeps 4
Modern, Palm is located in Grand Cul de Sac not far from the beach and the restaurants. This two bedroom villa offers a nice view over the ocean and the shades of blue. Very well equipped, this villa is perfect for a sta... 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 - $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 - $850 /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 - $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 - $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: 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%
$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 $295.00 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 $295.00 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%
$686 - $1,786 /night
Maison Dodo
2 Bedroom Villa, 2 Bathrooms, Sleeps 4
Ideally located on the heights of Pointe Milou, the charming vacation rental Maison Dodo opens onto a spectacular view over the ocean, the bay of Lorient and the surrounding islands, the perfect place to enjoy the unforg... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$686 - $2,500 /night
Z'Abricot
6 Bedroom Villa, 4 Bathrooms, Sleeps 12
Welcome to Villa Z'Abricot, a charming and versatile property offering an array of amenities for a delightful and diverse stay. With six bedrooms and four bathrooms, this villa provides ample space and comfort for guests... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
Taxes: 10%
$675 - $1,500 /night
Leamington Beach Cottage
1 Bedroom Villa, 2 Bathrooms, Sleeps 2
Please note the beach experiences seasonal fluctuations in its accessibility.
Welcome to Leamington Beach Cottage, an intimate retreat, well-suited for couples and honeymooners seeking an enchanting e... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
Taxes: 12.5%
$675 - $1,300 /night
Merlin Bay 6 | Firefly
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Merlin Bay is a delightful Mediterranean-style beachfront development located within the exclusive area of The Garden, St. James. Firefly is one of just eight townhouses surrounding a lagoon-style swimming pool and offer... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
Taxes: 12.5%