Sunset Key Cottages, a Luxury Collection Resort

Upon arrival at the porte-cochere, an aptly named Island Ambassador will swoop in to transport guests (via luxury golf cart, of course) to a ferry, which carries them to Sunset Key, a secluded, 27-acre private island near Key West that is home to a collection of 40 white-washed cottages. Guests feel right at home in these spacious abodes, where each morning sees a basket full of fresh fruit and baked goods delivered to their front porch. The hotel's spa, restaurant, tropical pool, tennis court, and private beach will make it hard to leave—and the resort is set far enough off the beaten path that it would be easy to stay put. But when guests want it, Key West is just a quick ferry ride away.