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This lovely home is located just a block off Duval Street by the Historic City Hall and world famous Sloppy Joe's bar. Be amidst it all, yet just far enough away from the noise of Duval, Ann Street Ga...
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This c. 1890's Bahamian Colonial home is located on a small lane just off Duval Street. Rose Cottage is what old Key West is about, beautiful swaying palm trees in the large nicely landscaped backyard...
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Under the shade of the Royal Poinciana tree stands this wonderfully restored "Conch" cottage. Just half a block from the Ernest Hemingway home and Duval Street, everything is within walking distance. ...
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Located in Old Town on a charming street, this beautifully decorated home is airy and tropical. This home is sure to please our guests whether they like the comfort of the air conditioning or the heat...
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Located just steps from famous Duval Street, this two-story condo is located on the second floor in Duval Square. You are within walking distance to most of what Key West has to offer. Although close ...
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This beautiful five bedroom, four bath home is located just a block away from the Southernmost Point in the continental USA. Beaches are just across the street, but you may also enjoy your very own 30...
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| Monthly Rentals | | Discounts may be available for non-transient monthly rentals. Monthly rentals will have a cap on utilities such as electric, water, and propane. You retain the right to use, possession and enjoyment of the home during the entire period. However, in order to comply with City rental regulations the following applies: 1) Only friends and family known to Historic Hideaways prior to rental may occupy the unit during the monthly period. And 2) No sub-leasing is permitted. |
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Located just one and a half blocks from Duval Street, this charming unit is an easy walk to most that Key West has to offer. Enjoy your days by the heated pool and your nights relaxing on the private ...
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The lovely Campbell Courtyard compound is just a block and a half from Duval Street. Here you will find this beautifully appointed second-story one bedroom condo. Campbell Suite is also located only a...
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Experience the best of old Key West and today's vibrant arts community in this little jewel of a rental with its own shady, porch and garden. Tucked behind an award winning home, this c. 1898 first fl...
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Filled with the artwork of artist and illustrator Kathryn Leonard (kathrynleonard.com) this Old Town studio is centrally located. Sure to inspire, this home is part of the old Wilhelmina Harvey House,...
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This brightly renovated "Conch" cottage was recently featured on HGTV. It's located in a quiet Old Town neighborhood around the corner from a number of the locals' favorite restaurants, a gourmet gro...
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Located just one and a half blocks from Duval Street, this charming unit is an easy walk to most that Key West has to offer. Enjoy your days by the heated pool and your nights relaxing on the poolside...
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Located in the heart of Old Town, this tree-top studio is nestled in mature gumbo limbo trees. Includes newly-renovated kitchen and bathroom, generous backyard porch, access to large hot tub, central...
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Relax and enjoy the sights and smells of a private, magnificent tropical garden paradise. Enjoy the beauty of the birds-of-paradise and lush vegetation from the comfort of your lounge chair or from yo...
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A charming renovation, this pink house sits atop "Solares Hill" in the heart of Old Town on a quiet street lined with well maintained historic homes. Quilted Giraffe is a lovely two bedroom, two bath ...
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This light and airy town home will delight. Decorated in pastels and wicker, this home is a charming base from which to enjoy your Key West vacation. There are two bedrooms and a bath upstairs plus a ...
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Located just 1 block from the shops, restaurants, galleries and everything else world famous Duval Street has to offer, Simonton Place has one of the best locations on the island. You can relax on the...
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Relax and enjoy the sights and smells of a private, magnificent tropical garden paradise. Enjoy the beauty of the birds-of-paradise and lush vegetation from the comfort of your lounge chair or from yo...
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Our guests will find this impressively detailed treasure in the Historic Seaport District. Circa mid 1850's, this home is in the center of the most historic section of Key West. We need not comment on...
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Seclusion, privacy, charm; have it all with your own 'cottage bungalow' with all amenities including parking. Perfect for entertaining! Formal dining room opens to pool and tropical foliage. Features ...
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Stress melts away in this fully renovated and expanded beautiful Conch house in the heart of Old Town. Nestled down a tiny, quiet lane, Casa Invierno affords total privacy, yet is just a short walk to...
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Nestled on a quiet street between Eaton and Fleming, this Historic 1840's home is just three blocks from famous Duval Street. This elegantly decorated home's first floor features a home office, master...
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This classic 1920's Conch house is just four blocks from the North end of Duval Street. Relax on the front porch or float in the pool. The house features four bedrooms, a front porch with rockers, har...
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Nestled on a small, quiet lane off William and Caroline Streets, yet just 3 blocks from the action of Duval Street, this well-appointed and classic-styled home features many modern amenities. It is on...
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The Casa Royale is the epitome of modern Key West. This four bedroom, four and a half bath beautiful home has an extra large balcony overlooking its private heated pool, sun bathing area and poolside ...
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