Beautiful Key West Vacation Rentals

Through Historic Hideaways, you can rent and enjoy our Key West rentals 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, a cozy cottage, vacation houses, 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. Whether you’re looking for an oceanfront rental, an Old Town vacation rental or a house in one of the residential areas of the island like Casa Marina, we have you covered.

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 Vacation Rentals in Key West that Historic Hideaways is proud to represent. Once you’ve found your perfect vacation home, book securely online with us.