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.
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About Us
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Historic Hideaways LLC has been in the vacation home business in Key West for over 25 years. We offer quality Key West vacation home rentals that include villas, condos, townhomes, and private rental homes. We specialize in Weekly as well as Monthly and Seasonal Key West Vacation Rentals. All of our vacation home properties are located on the island of Key West itself.most in the Old Town Historic District.
Vacation Rentals
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Vacation rentals in Key West are perfect places to experience this special island. Every Key West rental has its own distinct charm. As one of Key West's first property management companies, we represent some of the best rentals in Key West's diverse communities. Many of our historic homes, villas, and condos come complete with private pools and beautiful outdoor areas that are great for singles, couples and families alike. We work closely with our guests to ensure that you receive personal service throughout your Key West Vacation.
Nightly & Weekly Rentals
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Historic Hideaways offers some of the most comfortable and well-appointed nightly and weekly vacation rentals in Key West, many with private pools and lush Keys-style landscaping. Most of our weekly vacation rentals have a 5 - 7 night minimum during season, and a 2 - 3 night minimum (excluding Truman Annex) during the off season.
Monthly & Seasonal Rentals
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Key West Monthly and Seasonal Rentals are the perfect option for an extended stay in Paradise. Historic Hideaways offers numerous options to make your stay hassle-free and filled with the best that Key West and the Florida Keys have to offer. Monthly/Seasonal Rentals have 30 day minimums. Except for Jan - March, they are not restricted to calendar months.
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