Caribbean Vacation Rentals
Luxury Villa Rentals in Caribbean for 2+ people
$795 - $2,150 /night
Cayman Sands Villa
5 Bedroom Villa, 5 Bathrooms, Sleeps 12
Cayman Sands is an oceanfront villa in Old Man Bay along the north coast. With an open, one-story design, Cayman Sands offers guests an intimate experience across 4,000 sq ft. of living space, plus a one-bedroom detached... more
Additional Fees: Departure Cleaning Fee $195.00 flat, Damage Waiver $299.00 flat, Cleaning | Security Deposit $1500.00 flat
Taxes: 28%
Taxes: 28%
$795 - $1,995 /night
Hidden Cove
6 Bedroom Villa, 5 Bathrooms, Sleeps 12
Hidden Cove offers a large family, or two smaller families, a home away from home with the amenities of a vacation resort. With a boat dock directly on a secluded cove, guests can launch kayaks, six come provided complim... more
Additional Fees: Departure Cleaning Fee $175.00 flat, Damage Waiver $299.00 flat, Cleaning | Damage Deposit $1500.00 flat
Taxes: 28%
Taxes: 28%
$795 - $2,719 /night
Bluebird
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
The Tryall Club requires all villa and condo guests to become members during their stay via a Temporary Membership Fee ($) (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%
$795 - $1,700 /night
Reeds House Penthouse 14
3 Bedroom Penthouse, 3 Bathrooms, Sleeps 6
Nearby beach construction may result in noise disturbances. For further details on how this might affect your stay, please reach out to a villa specialist.
Reeds House is ideally situated directly o... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 12.5%
Taxes: 12.5%
$795 - $2,295 /night
Kai Cove
4 Bedroom Villa, 5 Bathrooms, Sleeps 8
Kai Cove, formerly Sea Cove, is a newly renovated and redecorated beachfront home within the exclusive Cayman Kai area near Rum Point.
This stunning home features a new waterfront pool and veranda patio, along with a... more
Additional Fees: Cleaning | Damage Deposit $1500.00 flat, Departure Cleaning Fee $165.00 flat, Damage Waiver $299.00 flat
Taxes: 28%
Taxes: 28%
$795 - $2,195 /night
Tarasand
4 Bedroom Villa, 3 Bathrooms, Sleeps 8
Welcome to Tarasand! This two-story luxury villa sits on the waterfront in Cayman Kai, a short distance from the Rum Point Club along the north coast. Tarasand is a great family villa offering barefoot swimming off the s... more
Additional Fees: Departure Cleaning Fee $295.00 flat, Damage Waiver $299.00 flat, Cleaning | Damage Deposit $1500.00 flat
Taxes: 30.9%
Taxes: 30.9%
$794 - $1,940 /night
2 BDM Lanai Bungalow at Windsong Resort
2 Bedroom Bungalow, 2 Bathrooms, Sleeps 4
This 2 2-bedroom lanai Bungalow has a spacious, 625 sq. ft. private lanai -- perfect for outdoor entertaining. Accessed via sliding glass doors from the living room and master bedroom, the lanai features a BBQ grill, din... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 27%
Taxes: 27%
$794 /night
Driftwood Villa
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Driftwood is a stunning modern vacation villa with a private plunge pool in its bright and airy courtyard. There are 3 spacious luxurious bedrooms each with a bathroom en suite. Driftwood is a villa rental that may also ... more
Additional Fees: Damage Waiver $299.00 flat
$794 - $2,777 /night
La Suite Acajous
1 Bedroom Villa, 1 Bathrooms, Sleeps 2
Located on the heights of St. Jean, the vacation rental Suite Acajous is a haven of peace and beauty, ideal for a romantic stay or for a honeymoon in St. Barts. With a stunning view over the ocean and tropical vegetation... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%
$793 - $2,223 /night
Windsong Villa
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
The Tryall Club requires all villa and condo guests to become members during their stay via a Temporary Membership Fee ($) (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, Service Fee $50.00 flat
$790 - $999 /night
Moonshine
4 Bedroom Villa, 5 Bathrooms, Sleeps 8
A beautiful four-bedroom villa which opens out onto a lovely wooden deck with an infinity pool overlooking panoramic views of the Caribbean Sea.
One of Jamaica's most beautiful beaches, Silver Sands Beach is only a fe... more
Additional Fees: Damage Waiver $299.00 flat
$787 - $3,429 /night
Bikini
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Located in the Lorient area famous for its surf spot, the vacation rental Bikini is a three-bedroom property with a splendid ocean view. Comfortable and very well equipped, this vacation rental welcomes a group of friend... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 15%
Taxes: 15%