Caribbean Vacation Rentals
Luxury Villa Rentals in Caribbean for 2+ people
$400 - $929 /night
Bashert Cottage
2 Bedroom Cottage, 2 Bathrooms, Sleeps 4
Bashert Cottage is a two-bed, two-bath villa located right on the water in the beautiful Chalk Sound National Park.
This villa has its own small private beach and is located about two minutes away from Sapodilla Bay and Taylor Bay beaches. Taylor Bay i... more
$400 - $2,143 /night
Kaloo
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
The vacation rental villa Kaloo is a charming and recent three-bedroom property located in Pointe Milou’s residential area. Built-in a typical traditional architecture, villa Kaloo gently mixes refinement and authenticity. Inside its two buildings, the ... more
$400 - $1,143 /night
La Dorade
2 Bedroom Villa, 2 Bathrooms, Sleeps 4
Located on the heights of Colombier, La Dorade is a charming Caribbean-style villa with a panoramic view over the ocean and the glorious sunsets. Very well equipped and close to all amenities, this two-bedroom vacation rental welcomes families or couples ... more
$395 - $775 /night
KiToCay
3 Bedroom Villa, 2 Bathrooms, Sleeps 6
Welcome to KiToCay! This 3,000 sq. ft. home is located in the village of Old Man Bay on the island's beautiful North Side.
KiToCay boasts a panoramic oceanfront living area with spectacular views, plus an over-the-water deck with a tiled cabana. Guest... more
$365 - $690 /night
Waterside 101
2 Bedroom Apartment, 2 Bathrooms, Sleeps 4
Waterside 101 is a beautiful beachfront, executive ground floor condo located on the Platinum Coast of the island.
This luxury condo offers two air-conditioned ensuite bedrooms equipped with ceiling fans, a fully equipped kitchen and a living area with... more
$350 - $1,500 /night
Forest Hills 35 | Bajan Sunset
2 Bedroom Apartment, 2 Bathrooms, Sleeps 4
Royal Westmoreland is one of the Caribbean's finest luxury golf communities. With the $10 per person per day fee, guests will have access to the gym ($), golf course ($), tennis courts ($), Club House ($), beach facilities at Mullins Beach Club ($... more
$350 - $995 /night
Papaya Cottage
2 Bedroom Villa, 2 Bathrooms, Sleeps 4
The Papaya Cottage is part of the Sea Orchard Retreat. Guests staying in the Papaya Cottage have access to all the amenities and services provided by Membership. More Information below.
Papaya Cottage is a two-bedroom oceanfront home i... more
$350 - $995 /night
Mango Cottage
2 Bedroom Villa, 2 Bathrooms, Sleeps 4
Guests of Mango Cottage have access to the Sea Orchard Retreat. Retreat amenities include an oceanfront pool and hot tub, poolside chaise lounges, umbrellas and sunbed and fitness centre.
Mango Cottage is a two-bedroom oceanfront home ... more
$350 - $1,500 /night
La Perla Sky
3 Bedroom Penthouse, 3 Bathrooms, Sleeps 6
Are you keen on being in the heart of the action but without sacrificing privacy and sweeping 360 views? There's no need to choose, La Perla Sky has it all! The spacious Penthouse is in one of the island’s most sought-after areas where you can tour, sho... more
$350 - $995 /night
Castle Guesthouse
2 Bedroom Villa, 2 Bathrooms, Sleeps 6
Castle Guesthouse is directly oceanfront on an elevated cliff. While it shares a two-acre gated lot and private beach with the larger Cayman Castle, it is quite private, tucked over 70 feet (more than the combined setbacks between most oceanfront neighbou... more
$275 - $1,150 /night
Cassia Heights 14
3 Bedroom Apartment, 3 Bathrooms, Sleeps 6
Royal Westmoreland is one of the Caribbean's finest luxury golf communities. With the Social Membership included in this villa, guests will have access to the gym ($), golf course ($), tennis courts ($), Club House ($), beach facilities at Mullins... more