Caribbean Vacation Rentals

Cayman Castle and Guesthouse sits directly oceanfront on a private 2-acre gated estate and enjoys a wide white-sandy beach with fabulous snorkeling, kayaking, and sunbathing. Two private pools, multi-tiered ocean terr... more

The most nature-integrated villa, Cottonwood Cottage has two-bedroom suites on four beachfront acres surrounded by dense tropical foliage. The Treehouse, located below Cottonwood, is a bar, living, and dining space overl... more

Perfect for families or groups, Villa la Percha offers a one-of-a-kind escape. From the mesmerizing views from each bedroom, to the spectacular patio and pool deck, to kayaking in the pristine waters of Taylor Bay, this ... more

Newly renovated One Bedroom Suite featuring a balcony or terrace with direct ocean views facing Grace Bay Beach. The primary bedroom offers a king bed, flat screen television and a full ensuite bathroom standup shower. T... more

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

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 ... more

This impeccable 2,400 sq. ft. three-bed beach front apartment is situated on the 2nd floor on the northern end of the ideally positioned Coral Cove apartment building and enjoys the best of sea, beach and classic Caribbe... more

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 ... more

Experience the epitome of luxury in our spacious 1,900-square-foot Ocean Front Luxury Two-bedroom Suite. With breathtaking, uninterrupted views of Grace Bay from large bay windows and a spacious terrace, this suite comfo... more

Welcome to Kaiku, a lavishly landscaped, beachfront gated estate in Cayman Kai. This sprawling villa sits on a double lot consisting of a six-bedroom, two-story main house plus an optional detached two-bedroom guest ... more

The Sugar Hill Resort community offers a number of resort amenities. Guests will have access to the Clubhouse, restaurant, resort swimming pools and tennis courts. Illusion, a bespoke private villa re... more

Nearby construction may result in noise disturbances. For further details on how this might affect your stay, please reach out to a villa specialist. The Sugar Hill Resort community offers a n... more