LOCATION: Leeward Canal, Leeward

Escape to paradise in style at this stunning five bedroom luxury Caribbean villa in the exclusive neighborhood of Leeward. Just a short drive or ten minute walk to world-famous Grace Bay Beach to the west, or Blue Haven Marina to the east, this picturesque vacation rental villa is sure to create lasting memories.



Designed by world-famous architect Ron Shaw, this elegant villa features trendy modern decor and an unforgettable pool which extends under the living room floor. The interior is outfitted in chic furniture and designed with tasteful modern flair; white furnishings frame the island’s turquoise and green colors. Prepare lavish meals in the fully outfitted kitchen or use your gas BBQ to grill freshly caught local seafood. The spacious master suite features a private office, king bed with ensuite bath and a large private terrace with elevated views of the grounds, pool and canal. The main house includes two additional bedroom suites with king beds, while the private guest house offers two bedrooms with queen beds and a shared bathroom.

The Windermere features generous outdoor space for dining al fresco under a shaded canopy overlooking the tropical grounds or mixing drinks at the poolside wet bar. Take The Windermere’s kayaks and paddleboards from your private dock out along the canal to the nearby marina and sea. Bicycles are also included; watercraft and boats are available for rent at the nearby marina.


The villa is fully staffed to the highest standards with daily housekeeping. Chef and butler services are also available on request.