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Vacation Rentals in Key West, FL

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    1 / 33
    5 of 5 bubbles (5) Excellent
    Studio, 1 Bathroom, Sleeps 4 | Quick View
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    1 / 24
    4.5 of 5 bubbles (8) Very good
    Studio, 2 Bathrooms, Sleeps 4 | Quick View
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    1 / 28
    4.5 of 5 bubbles (4) Very good
    Studio, 1 Bathroom, Sleeps 4 | Quick View
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    1 / 29
    4 of 5 bubbles (5) Very good
    Studio, 1 Bathroom, Sleeps 4 | Quick View
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    Amenities & Details
    • Air Conditioning
    • Terrace
    • Shared Outdoor Pool...
    • Satellite TV
    • Internet Access
    • DVD Player
    • Balcony
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    ***Due to licensing restrictions, this property requires a minimum stay of 7 nights.*** Located in Truman Annex, a secure enclave of historic and exclusive residences, Truman Annex is the most exclusive and magnificent development in Old Town Key West with wide streets lined with multi-million... View all property information
    Location Information
    Key West, Florida Keys 33040
    4 of 5 bubbles Reviewed 24 November 2012
    Arrived with spouse and our 2 adult children. This condo was clean, had all the amenities that we could have hoped for. Nice quiet neighborhood, yet close to Duval St. Everything...
    5 of 5 bubbles Reviewed 6 February 2011
    Close to Duval St, and Mallory Square - within a 10 min walk with small kids. Amenities were great - kitchen, washer/dryer, family room. Access to pool. Looking forward to a...
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    1 / 25
    5 of 5 bubbles (2) Excellent
    3 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    Amenities & Details
    • Balcony
    • Satellite TV
    • Private Outdoor...
    • Internet Access
    • Washer
    • Grill
    • DVD Player
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Three bedroom, four bathroom private home with heated pool stocked with massage water jets and special colored lighting. Breathtaking sunsets can be seen from third floor deck overlooking the Ocean. High definition plasma TV and surround stereo throughout the home. High Speed internet and faxing... View all property information
    Location Information
    Key West, Florida Keys 33040
    5 of 5 bubbles Reviewed 3 weeks ago
    The house was gorgeous, and the sunset view from the balcony lived up to expectations... Short walk to Duval Street... Totally recommended
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    1 / 17
    4.5 of 5 bubbles (45) Very good
    Studio, 1 Bathroom, Sleeps 4 | Quick View
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    Amenities & Details
    • DVD Player
    • Satellite TV
    • Shared Outdoor Pool...
    • Internet Access
    • Air Conditioning
    • Balcony
    • Terrace
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Located in a very quiet corner of Truman Annex, this condo is a perfect getaway. This one bedroom and one bathroom unit has a spacious balcony on the 2nd floor deck. In case you would like to work on vacation the unit has a wireless DSL connection. There is one assigned parking space per unit.... View all property information
    Location Information
    Key West, Florida Keys 33040
    5 of 5 bubbles Reviewed 26 June 2016
    This rental is near the back of the Truman Annex, just past the security booth on the left. These coordinates on Google Maps should land on the rental: 24°33'08.1"N...
    5 of 5 bubbles Reviewed 17 June 2016
    From the cleanliness on our arrival to the friendly people staying on the complex we found it a perfect spot for our Honeymoon. 106-2 was available early for our check in that...
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    1 / 19
    5 of 5 bubbles (15) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Amenities & Details
    • Satellite TV
    • DVD Player
    • Internet Access
    • Air Conditioning
    • Washer
    • Patio
    • Grill
    • Porch
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Now onto my cottage. . Envision yourself unwinding and getting into the casual clothes we wear in Key West while you look around and know you are in Paradise as our island is called. Then ask anyone and they will tell you the best place to stay in Key West is the Truman Annex. My Bermuda-style... View all property information
    Location Information
    Key West, Florida Keys 33040
    5 of 5 bubbles Reviewed 19 September 2016
    My third trip to Key West this year. And question - WHY I did not stay here before??!!#@$ Great place, great location...two blocks of Duval, 100 feet to swimming pool and 5 min...
    5 of 5 bubbles Reviewed 1 June 2016
    We were married in Key West in May 2016. We chose the Touch of Bermuda, not only because of its charm and location, but the owner, Jack, who was always responsive and truly cared...
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    1 / 16
    4 of 5 bubbles (55) Very good
    Studio, 1 Bathroom, Sleeps 4 | Quick View
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    Amenities & Details
    • Air Conditioning
    • Satellite TV
    • Internet Access
    • Patio
    • Shared Outdoor Pool...
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Families are welcomed in our vacation rentals. Student groups are not permitted. Our minimum age requirement to rent is 25 years old. Everyone in your party must be 25 years old to check in unless accompanied by a parent. 7 night minimum rental.Paradise is definitely found in this Non-Smoking,... View all property information
    Location Information
    Key West, Florida Keys 33040
    5 of 5 bubbles Reviewed 27 April 2014
    Our rental was clean, with plenty of supplies and towels. It was in a gated area and we always felt very safe. I loved sitting on the patio outside, enclosed by foliage so it...
    5 of 5 bubbles Reviewed 2 September 2013
    It was close to walk to Duval Street and short drive or walk if you like to Fort Zachary Taylor state park for swimming at the beach.
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    1 / 21
    4.5 of 5 bubbles (13) Very good
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    Amenities & Details
    • DVD Player
    • Air Conditioning
    • Waterfront
    • Patio
    • Grill
    • Satellite TV
    • Internet Access
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Truman Annex Best Location in Town!! 2 Bedroom 1 Bath ground floor Shipyard Condo. This beautiful condo sits on a private quiet walking lane and is just a 5 minute walk to downtown where you will find Key West's famous bars and shopping. Also a 10 minute walk to Ft. Zachary Taylor, our beautiful... View all property information
    Location Information
    Key West, Florida Keys 33040
    3 of 5 bubbles Reviewed 1 week ago
    This unit would have been terrific if it was a one bedroom unit. When they made it two bedrooms, the rooms are so small that it's hard to move around. The half bath is a joke. You...
    5 of 5 bubbles Reviewed 15 December 2016
    Susan and Tevis couldn't have been more wonderful to us. From the beginning of the booking with helpful ideas and a list of "must do" we navigated our first trip to Key West like...
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