Cayman Islands Vacation Rentals

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

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

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

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

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