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Welcome to Pirate’s Dream—a relaxed, seaside retreat on Cayman Brac where days move a little slower and the views do the talking. Set on a generous 0.96-acre sea-to-bluff parcel with 1950 sq ft of living space, this home is designed for easy island living, entertaining, and hosting guests.
The spacious main level offers soaring ceilings and amazing views. There are 2 bedrooms and 2 baths, with a comfortable flow that opens out to a wraparound porch—the perfect spot for morning coffee, sunset wind-downs, and soaking in the surrounding scenery. Step outside and you’ll find an inground pool for sunny afternoons, plus a beach cabana perfect to enjoy the shoreline and outdoor living from sunrise to stargazing.
A standout feature is the separate lower-level bedroom and bath with its own entrance, ideal for added privacy and flexibility—think visiting friends, extended stays, or a dedicated guest suite setup. On the bluff side, practical storage is covered with a boat shed and garage, giving you room for water gear, tools, and island essentials.
Tucked in a setting that feels quiet, private, and peaceful, Pirate’s Dream also carries the benefit of being currently used as an Airbnb, offering an opportunity for those interested in a home that can support personal enjoyment as well as rental income. If you’re looking for a Cayman Brac property with space, views, and a true indoor-outdoor lifestyle, this one deserves a closer look.
Cayman Brac is the second largest of the three Cayman Islands. A convenient 30-minute flight from Grand Cayman, “The Brac” is home to a number of charming coastal villages including West End, Watering Place, Cotton Tree Bay, Creek and Spot Bay. Recent announcements in relation to proposed future development on Cayman Brac promise a very bright future for this small but growing community. Commonly referred to as the “Sister...
