Old Town (Key West, Florida) Vacation Rentals

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Harbor Walk Hideaways is a private, gated compound with two one-bedroom suites and one two-bedroom suite, sleeping a maximum of eight people. Each suite is self-contained and has its own porch and entrance. The two-bedroom suite has a queen-sized bed ...

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THE EXPERIENCE..."Easy Living in Key West Perfect from start to finish! The house is very clean and tidy. There was even lovely music playing when we arrived. The outdoor shower and salt water soaking pool are dreamy. We never even used the showers ...

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Perfect location and great for entertaining! In the heart of Old Town Key West just steps from restaurants, bars, theaters and shops, this sprawling six bedroom, seven bath compound has two private heated swimming pools, endless porches, terraces and a ...

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Dos Casas can be the answer to your fabulous Old Town Key West vacation. We've been renting to discriminating travelers for over 10 years. Our guests come back over and over, finding the comfortable spaces, stocked with amenitites and ideal location the ...

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924 Southard Street... an Old Town cottage made famous by Country Home magazine! Featured in Country Home , in June 2001, this one-of-a-kind cottage was formerly owned and decorated by well known decorator Mary Emmerling. Southard Comfort is perfect for ...

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IMPORTANT: A Phone Number Is Required for service. By providing your phone number, we can offer you a weekly stay at a rate equivalent to 5 nights rent. Inquiries without a phone number will not qualify for any discounts.With so much fraud and so many ...

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This Luxury 6 BR, 5.5 BA Ocean View Private Pool Home is one of the finest rentals to ever become available in Key West and is crawling distance to everything you are coming to Key West for, including just one home away from entering Fort Zachary Taylor ...

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IMPORTANT: A Phone Number Is Required for service. By providing your phone number, we can offer you a weekly stay at a rate equivalent to 5 nights rent. Inquiries without a phone number will not qualify for any discounts.With so much fraud and so many ...

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Welcome to Key West and the Shipyard section of the Truman Annex. You have many choices of accommodations and since I am not a real estate salesman or property manager, allow me let the photos and description speak for themselves. My oversized two bedroom, ...

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IMPORTANT: A Phone Number Is Required for service. By providing your phone number, we can offer you a weekly stay at a rate equivalent to 5 nights rent. Inquiries without a phone number will not qualify for any discounts.With so much fraud and so many ...

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The Jungle Breeze condo at LaBrisa Condominiums is a 1 bedroom, 1 bath apartment with a king size bed in the bedroom and a queen size sleeper sofa in the living area. It accommodates 2-4 people. This is not a hotel; it is a privately owned condo facing ...

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This Simonton Studio is neat, sweet and complete. This pet friendly accommodation is the perfect location for exploring Key West. So, get out there and live it up in Key West and come home to a king size bed and everything you need to fix your own cocktails ...

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IMPORTANT: A Phone Number Is Required for service. By providing your phone number, we can offer you a weekly stay at a rate equivalent to 5 nights rent. Inquiries without a phone number will not qualify for any discounts.With so much fraud and so ...

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About this property

IMPORTANT: A Phone Number Is Required for service. By providing your phone number, we can offer you a weekly stay at a rate equivalent to 5 nights rent. Inquiries without a phone number will not qualify for any discounts.With so much fraud and so many ...

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About this property

IMPORTANT: A Phone Number Is Required for service. By providing your phone number, we can offer you a weekly stay at a rate equivalent to 5 nights rent. Inquiries without a phone number will not qualify for any discounts.With so much fraud and so many ...

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About this property

IMPORTANT: A Phone Number Is Required for service. By providing your phone number, we can offer you a weekly stay at a rate equivalent to 5 nights rent. Inquiries without a phone number will not qualify for any discounts.With so much fraud and so many ...

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This Studio is a lovely charmer nestled in a 6 unit compound in a residential neighborhood in the center of Old Town Key West. This pet friendly accommodation is the perfect location for exploring Key West. You can walk to the Hemmingway House, the Butterfly ...

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About this property

IMPORTANT: A Phone Number Is Required for service. By providing your phone number, we can offer you a weekly stay at a rate equivalent to 5 nights rent. Inquiries without a phone number will not qualify for any discounts.With so much fraud and so many ...

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Forget that 'been there, done that' hotel room; enjoy the comforts of home in Old Town Key West at the Seashell Cottage. Located on a quiet lane, just 1 block to Duval Street, walk to the grocery store, restaurants, museums, beach, and 'Sunset Celebration'. ...

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