Cayman Islands Vacation Rentals

Welcome to Kailypso, a 3-bedroom beachfront villa in Cayman Kai located on Bio Bay. Measuring over 2,800 square feet with spectacular outdoor spaces, cozy interiors, and a secluded beach, this popular villa is the perfect destination for family vacatio... more

The beachfront in Cayman Kai is where you will find a newly-renovated and refurnished villa, aptly named Fantasea. This spacious 2-bedroom main villa with a detached 1-bedroom guest cottage has undergone a complete makeover, both inside and out. Plus,... more

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, providing spacious comfort for a large... more

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 a full-width beachfront veranda wi... more

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, there are rarely any currents or waves ... more

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 perfect vacation retreat. Whether y... more

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 freshwater pool, and--of course--excellent ... more

This luxe Seafire Residences studio presents an elegant getaway for choosy couples. Here, the interior design’s beauty rivals that of the Caribbean (which is on full display from your private, 5th-floor balcony!). Inside and out, this stunning studio... more

Just For Fun has all the amenities for a truly fun getaway including an outdoor grill, a private pool, and a palm-thatched hammock cabana. Located on one of the world's few bioluminescent bays, guests staying at Just For Fun can observe the phosphorescen... more

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 couples. The sandy beach is perf... more

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

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