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Private Vacation Homes in Florida Keys

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Florida Keys Cabin Rentals

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Vacation Condos in Florida Keys

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All Vacation Rentals in Florida Keys

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Florida Keys Vacation Rentals

When you tell people you’ll be taking your vacation in Florida, it’s hard to say what they’ll imagine. Depending on which part of the state they’ve visited (or if they’ve visited at all), the name might conjure up anything from beachfront high-rise condos to epic Cuban food to giant swamps full of alligators and airboats. If pristine white sand beaches, communities of loveable weirdos, and free-roaming iguanas come to mind, however, you’ll know they’ve been to the Florida Keys. Get to know The Keys like an insider yourself with our Florida Keys vacation rentals.

The Local Life

Yes, it’s certainly different down here in the southeastern-most point of the United States. Will that mean choosing to ride the pedi-taxi with the most bling and loudest boombox blaring Bahamanian Calypso music? Ordering an extra margarita when your favorite Jimmy Buffet song inevitably hits the jukebox in a barefoot bar? Dancing to the beat of your own drum (or to that of an impromptu drum circle)? For Keys locals, it all depends on what day of the week it is.

Your adventures may also depend on which of the 1,700 islands and inlets you decide to explore. Many visitors stick to the sights on the Overseas Highway that connects the largest of the islands, but when you book a vacation rental, the options are endless. Stay at the Pelican Cove Resort & Marina, for example, and ride a bike from island to island along the highway-side pathway—or island-hop the traditional way by climbing aboard a boat and exploring some of the 113 mangrove and sandbar islands that aren’t connected by bridge.

Looking for Florida Keys hotels? When you book a short-term rental with Travelocity instead, you get to travel without feeling like you’ve left home sweet home. That brings a whole new meaning to the term “armchair traveler,” now doesn’t it?

Save Big on Vacation Rental Packages

Casa Ria Luxury House w Private Pool
Bel Air Luxury Mansion
Beautiful 2br, South Beach!!!
The Tides Ocean Luxury Suites
Topsider Resort by Capital Vacations