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Key West Vacation Rentals

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    C$443 Average
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    Travellers to Key West are booking December dates now. Secure your vacation rental today, and have the perfect trip.
    6 Matching Rentals in Key WestView all 412 rentals
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    Truman Annex Irish Condo Innisfree1 / 33
    (5)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    A Touch of Bermuda in Key West1 / 38
    (17)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Shipyard 106-2 1 Bedroom newly renovated Condo1 / 17
    (45)Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    The Water's Edge1 / 25
    (2)Excellent
    3 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Balcony
    • Cable/satellite TV
    • Private Outdoor Pool (Heated)
    • Internet Access
    • Washer
    • Grill
    • DVD Player
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 March 2017
    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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    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...
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    Location Information
    Key West, Florida Keys 33040
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 8
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    Artist Cottage in Truman Annex1 / 42
    (12)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • DVD Player
    • Air Conditioning
    • Waterfront
    • Patio
    • Grill
    • Cable/satellite TV
    • Internet Access
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
    Reviewed 26 December 2015
    Nice accommodations, good price, quiet, great location, nice pool. Within walking distance of everything in the old part of town. Owners friendly and helpful.
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    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...
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    Location Information
    Key West, Florida Keys 33040
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Paradise Found  2 Bedroom Condo with a Shared Pool Completely Renovated1 / 16
    (55)Very good
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • Internet Access
    • Parking
    • Balcony
    • Shared Outdoor Pool (Unheated)
    • Washer
    • Air Conditioning
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
    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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    About this property
    Completely renovated, 7 night minimum rental. This condo has everything you want and more. Paradise is definitely found in this Non-Smoking, first floor end unit condo only two short blocks off of 'happening' Duval Street in Old Town Key West. Located in the upscale, gated community of Truman Annex...
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    Location Information
    Key West, Florida Keys 33040
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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