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Key West Waterfront Vacation Rentals Vacation Rentals(142)

142 Results
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7 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 10
#317093
    (39)
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    3 - 7 night minimum stay
    • 2 BR,
    • 2 BA,
    • Sleeps 6
    #260572
      (80)
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      7 night minimum stay
      • 2 BR,
      • 2 BA,
      • Sleeps 6
      #315267
        (36)
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        30 night minimum stay
        • 3 BR,
        • 2 BA,
        • Sleeps 6
        #277391
          (23)
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          3 - 5 night minimum stay
          • 1 BR,
          • 1 BA,
          • Sleeps 4
          #3472045
            (23)
            7 night minimum stay
            • 2 BR,
            • 2 BA,
            • Sleeps 6
            #390175
              (43)
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              3 - 4 night minimum stay
              • 3 BR,
              • 3 BA,
              • Sleeps 10
              #367100
                (15)
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                3 night minimum stay
                • 2 BR,
                • 2 BA,
                • Sleeps 6
                #557096vb
                  (12)
                  4 night minimum stay
                  • 5 BR,
                  • 4 BA,
                  • Sleeps 14
                  #390212
                    (46)
                    7 night minimum stay
                    • 2 BR,
                    • 2 BA,
                    • 1 HF BA,
                    • Sleeps 6
                    #390190
                      (20)
                      7 night minimum stay
                      • 2 BR,
                      • 2 BA,
                      • 1 HF BA,
                      • Sleeps 6
                      #390177
                        (19)
                        7 night minimum stay
                        • 3 BR,
                        • 2 BA,
                        • Sleeps 6
                        #390173
                          (16)
                          7 night minimum stay
                          • 2 BR,
                          • 2 BA,
                          • 1 HF BA,
                          • Sleeps 6
                          #904145
                            (38)
                            7 night minimum stay
                            • 3 BR,
                            • 2 BA,
                            • Sleeps 6
                            #390183
                              (15)
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                              28 night minimum stay
                              • 2 BR,
                              • 2 BA,
                              • Sleeps 6
                              #3498085
                                (7)
                                4 night minimum stay
                                • 4 BR,
                                • 3 BA,
                                • 1 HF BA,
                                • Sleeps 12
                                #3622321
                                  (23)
                                  4 night minimum stay
                                  • 4 BR,
                                  • 3 BA,
                                  • 1 HF BA,
                                  • Sleeps 12
                                  #3644639
                                    (19)
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                                    2 - 3 night minimum stay
                                    • 3 BR,
                                    • 2 BA,
                                    • Sleeps 6
                                    #3727837
                                      (7)
                                      28 night minimum stay
                                      • 3 BR,
                                      • 3 BA,
                                      • Sleeps 6
                                      #390182
                                        (12)
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                                        5 night minimum stay
                                        • 2 BR,
                                        • 1 BA,
                                        • Sleeps 6
                                        #487491vb
                                          (5)
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                                          3 - 7 night minimum stay
                                          • 2 BR,
                                          • 2 BA,
                                          • Sleeps 8
                                          #929000
                                            (6)
                                            28 night minimum stay
                                            • 3 BR,
                                            • 3 BA,
                                            • 1 HF BA,
                                            • Sleeps 8
                                            #390196
                                              (5)
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                                              3 - 4 night minimum stay
                                              • 1 BR,
                                              • 1 BA,
                                              • Sleeps 2
                                              #931332
                                                (3)
                                                3 - 6 night minimum stay
                                                • 3 BR,
                                                • 2 BA,
                                                • Sleeps 10
                                                #903627
                                                  (21)
                                                  28 night minimum stay
                                                  • 2 BR,
                                                  • 2 BA,
                                                  • Sleeps 4
                                                  #390198
                                                    (4)
                                                    28 night minimum stay
                                                    • 3 BR,
                                                    • 3 BA,
                                                    • 1 HF BA,
                                                    • Sleeps 8
                                                    #3793538
                                                      (5)
                                                      28 night minimum stay
                                                      • 3 BR,
                                                      • 2 BA,
                                                      • Sleeps 8
                                                      #3549915
                                                        1 Review
                                                        28 night minimum stay
                                                        • 3 BR,
                                                        • 2 BA,
                                                        • Sleeps 8
                                                        #390180
                                                          (3)
                                                          • 2 BR,
                                                          • 2 BA,
                                                          • Sleeps 4
                                                          #229193
                                                            (25)
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                                                            Recent Key West Reviews

                                                            PERFECT FOR A LARGE GROUP

                                                            5 of 5
                                                            The property and property manager were great. We loved the location and rented bikes to access all Key West has to offer. It was perfect for a large group including children. Swimming, fishing and relaxing were top on our list and this property offered all that and more. Shel was very helpful finding great places to eat and things to do. There was plenty of room to escape the group and a large kitchen with a great dining area on the deck to have a meal. The pool was perfect for our 3 children to play and the adults to soak. I would highly recommend this property to anyone looking to get away from the hustle of Duval St. but have the option to get there just 5 blocks away. We loved it and would stay there again in the future.
                                                            • Submitted: Jul 17, 2014
                                                            • Stayed: Apr 2014

                                                            PERFECT VACATION!

                                                            5 of 5
                                                            The house is the perfect getaway for a Key West vacation. The location is ideal - close enough to be a comfortable bike ride or short drive to the action in Old Town, but far enough to stay away from the fray. My family stayed there for a birthday celebration and the set up for the house was so comfortable for everyone. This place is perfect and Shel is a wonderful host. The house is very clean, comfortable and well-stocked with everything you need. Take his advice on where to eat if you decide to go out - his suggestions were delicious. But the full kitchen and grill let us enjoy Key West without dealing with the crowded restaurants on some nights. I can't wait to go back!
                                                            • Submitted: Jul 17, 2014
                                                            • Stayed: Jul 2014

                                                            A BACHLORETTE PARTY TO REMEMBER!

                                                            5 of 5
                                                            Myself and 12 other women stayed at the Captain's Annex this June 2014 for a bachlorette party. Most of us were in our late 20s with a few in their mid 50s and we all had an amazing time! The house is absolutely breath taking and HUGE! We loved the privacy of not being directly on Duval but also loved that it was a short bike ride away (I definitely recommend renting bikes -which you can do through their free concierge service- it was an adventure in itself). The house was immaculate and the pool area was a great hang out spot! I can't speak more positively about the house or our time there! Thank you Shel for being more than accomodating and making our stay absolutely magical!! <3
                                                            • Submitted: Jul 17, 2014
                                                            • Stayed: Jun 2014