Epic Stays: The 17 Dreamiest Island Airbnbs

Off the coast of Florida

Where to Stay: Florida Islands

The 17 Dreamiest Island Airbnbs Off the Coast of Florida

Florida has more islands than you might expect — thousands of keys, barrier islands, and tucked-away inlets line its coast. While popular destinations like Key West and Sanibel steal much of the spotlight, the state is sprinkled with smaller, quieter islands that are just as alluring. From the pastel cottages of Anna Maria to the driftwood-strewn shores of Cedar Key, these are the kinds of places where time slows down, roads stay narrow, and beaches stretch for miles.

Key Largo:Elegant overwater bungalow just off the coast
Anna Maria Island: Updated old Florida cottage with beach access
​A​melia Island: Private beachfront lighthouse seconds from the shoreline
Key West: Secluded Key West stay with a private pool, steps from the art scene
Cedar Key: Spacious Cedar Key home with a rooftop deck and water views
Hutchinson Island: Side-by-side beach houses with room for the whole crew

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