If you're one who prefers to rent a whole house instead of just a room when you vacation, the Apes Hill Club is an ideal place to go. Located in the center of the island, the Club is set on 470 acres, 1,000 feet above the shoreline, affording it great views of both the west and east coasts. The rental properties include a number of polo field- and championship golf course-hugging villas, as well as a massive 10,000 square foot mansion with 5 bedrooms, an infinity pool, and a host of other amenities. There's a restaurant and lounge located in the golf club house, as well as another restaurant and bar located at the yacht club just a few minutes west. Like what you see? Luckily, there are plenty of properties available for sale — so if you have the cash, you don't really ever have to go home.