Fishing Off the Pier
Cheeca Lodge & Spa  

Islamorada, Florida Keys, Florida

The 114-room Cheeca Lodge was one of the original luxury properties on Islamorada, dating back to 1946 and earning plenty of celebrity cachet over the years (high-profile guests have included George W. Bush). The lush grounds are especially pretty at night, and the hotel offers a great private fishing pier with free rod rentals. The hotel also offers free bike rentals for those looking to explore the key.

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