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Key West Vacation Rental with Pool - Backyard Poolside at a Key West Vacation Rental Luxury Key West Vacation Rental with Pool Backyard Pool at a Historic Hideaways Key West Vacatio Rental Outdoor Living Space at this Key West Vacation Rental Private Pool at this Key West Vacation Home Island Style Key West Vacation Rental Home Key West Vacation Rental with Pool House and Private Yard Light, Airy Design in this Key West Vacation Home Key West Vacation Rental Backyard Privacy

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Beautiful Key West Vacation Rentals

Rated excellent on TripAdvisor and FlipKey Historic Hideaways

Key West

Through Historic Hideaways, you can rent and enjoy a Key West Vacation Rental for the same amount of money…or less…than it costs to rent a hotel room! Choose from private and historic Key West Vacation Rental homes with private pools, or a cozy cottage, or condominiums or townhomes with a shared pool. Each of the unique and charming Key West Vacation Rentals on our website has a detailed description, along with great interior and exterior photos, a list of amenities, and a map location.

In addition to the convenience of our Online Booking and Real Time availability check, our website can answer your most Frequently Asked Questions. You can also get information on our Rental Rules and Procedures, see copies of our Rental Contracts, and even get some information on the benefits of the Travel Insurance we offer. We think you’ll enjoy looking through some of the beautiful Key West Vacation Rentals that Historic Hideaways is proud to offer!


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Key West Vacation Rentals Near the Southernmost Marker
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Key West Dog Friendly Vacation Rentals
New Town Midtown The Meadows Casa Marina Old Town Truman Annex