
To save you from scrolling through hundreds of listings on your own, here are seven of our favorite Airbnbs in Key West.
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As you sunbathe with a copy of The Old Man and the Sea and a Hemingway daiquiri, you just might wonder how to apply for Conch Republic citizenship. While there are plenty of hotels and resorts crowded onto the island’s roughly five square miles, there’s no better way to truly feel like a salty-dog local than to post up in a vacation rental, including a waterfront condo, a historic bungalow, or even a sailboat.

These days, you can still while away lazy days in the island’s historic gardens and museums or string together a pub crawl of Duval Street’s many dive bars and saloons. Best Boone NC Airbnb In-Town Spacious Apartment with Private Hot Tub. Key West is famous for its historic charm and old town center. When results are available, navigate with the up and down arrow keys or explore. Truman, and Tennessee Williams, who were drawn here by its trademark brand of nautically tinged, edge-of-the-world quirkiness. Our historic Key West vacation rentals are located in the heart of Old Town Key West. RentByOwner makes it easy and safe to find and compare vacation rentals in Key West with prices often at a 30-40 discount versus the price of a hotel. Places to stay near Key West are 849.19 ft² on average, with prices averaging 528 a night. For generations, the continental U.S.’s southernmost town has attracted the likes of Ernest Hemingway, Harry S. You can find vacation rentals by owner (RBOs), and other popular Airbnb-style properties in Key West.

In many ways, the compact island city feels more like a free-spirited Caribbean micronation than a part of the United States. This great vacation rental features amenities including an ocean view and a boat.

Key West is about 130 miles from Miami, as the gull flies, and only 110 from Havana. Make Condo In Old Town Key Wests Truman Annex your home for a week or more.
