Notable for its famous guests, and popular with families and fishing enthusiasts, this plantation-style retreat occupies 27 acres of Upper Matecumbe Key in Islamorada. Guests enjoy a saltwater lagoon, family pool, and lap pool for adults; a 5,000-square-foot health spa provides a Vichy shower, steam rooms, and customized skincare treatments. Tropical decor and ceiling fans add island style to guestrooms with pillowtop mattresses, DVD players, plasma TVs, wireless Internet access, and coffeemakers.