Cayman Islands Vacation Rentals
Luxury Villa Rentals in Cayman Islands for 2+ people
$595 - $1,395 /night
Wight Away
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Experience laid-back luxury at Wight Away, where at-home comforts and captivating water views of the island's pristine mangroves await.
This recently constructed waterfront villa boasts 4 bedrooms and 3 bathrooms, pro... more
Additional Fees: Cleaning Fee $245.00 flat, Damage Waiver $299.00 flat
Taxes: 28%
Taxes: 28%
$595 - $1,625 /night
Lone Palm Villa
3 Bedroom Villa, 3 Bathrooms, Sleeps 8
Welcome to Lone Palm! Nestled in Gun Bay along the East End, Lone Palm is a 3-bedroom, 3-bathroom award-winning home designed by renowned architect John Doak. An open concept living area with vaulted ceilings opens up to... more
Additional Fees: Departure Cleaning Fee $195.00 flat, Damage Waiver $299.00 flat
Taxes: 28%
Taxes: 28%
$575 - $1,250 /night
Babylon Reef
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Welcome to Babylon Reef, a freshly renovated oceanfront villa, complete with a sundeck and private pool, situated directly on one of the best shallow snorkeling sites on the entire island. Protected by a coral reef, ther... more
Additional Fees: Departure Cleaning Fee $145.00 flat, Damage Waiver $299.00 flat
Taxes: 28%
Taxes: 28%
$550 - $1,395 /night
Villa Caymanas
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Welcome to Villa Caymanas! This beautiful oceanfront villa is located in Old Man Bay along the north coast.
Boasting four-bedroom suites, an oceanfront freshwater pool, and an expansive balcony, Villa Caymanas is the ... more
Additional Fees: Departure Cleaning Fee $145.00 flat, Damage Waiver $299.00 flat, Cleaning | Damage Deposit $500.00 flat
Taxes: 28%
Taxes: 28%
$550 - $1,450 /night
Christmas Palms
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Welcome to Christmas Palms! This spectacular villa sits directly oceanfront in Old Man Bay on the north coast.
The villa's luxurious interiors are complemented by beautiful multi-windowed views, an oceanfront freshwat... more
Additional Fees: Departure Cleaning Fee $125.00 flat, Damage Waiver $299.00 flat
Taxes: 28%
Taxes: 28%
$450 - $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... more
Additional Fees: Departure Cleaning Fee $145.00 flat, Damage Waiver $299.00 flat
Taxes: 18%
Taxes: 18%
$450 - $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 Cottag... more
Additional Fees: Departure Cleaning Fee $145.00 flat, Damage Waiver $299.00 flat
Taxes: 18%
Taxes: 18%
$425 - $895 /night
Cayman Dream
2 Bedroom Villa, 2 Bathrooms, Sleeps 6
Cayman Dream sits directly oceanfront in Rum Point along the north coast. Featuring Caribbean-style architecture and a sizable oceanfront pool, Cayman Dream is a great getaway for small families or a pair of vacationing ... more
Additional Fees: Departure Cleaning Fee $125.00 flat, Damage Waiver $299.00 flat
Taxes: 28%
Taxes: 28%
$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-wa... more
Additional Fees: Departure Cleaning Fee $295.00 flat, Damage Waiver $299.00 flat
Taxes: 28%
Taxes: 28%
$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 setbac... more
Additional Fees: Departure Cleaning Fee $125.00 flat, Damage Waiver $299.00 flat
Taxes: 28%
Taxes: 28%