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Old Town: Houses, Cottages & More (229)

  • 1 - 50 of 229
Additional fees apply. Taxes may be added.
    Wonderful! 4.9/5
    (87 reviews)
    avg/night
    • 2 BR
    • 2 BA
    • Sleeps 6
    Condo #154612
    87
    Viewed 71 times in the last 48 hours
      Excellent! 4.7/5
      (12 reviews)
      avg/night
      • 2 BR
      • 2 BA
      • Sleeps 6
      Condo #4091151
      12
      Viewed 68 times in the last 48 hours
        Excellent! 4.7/5
        (15 reviews)
        avg/night
        • 2 BR
        • 2 BA
        • Sleeps 6
        Condo #4091149
        15
        Viewed 21 times in the last 48 hours
          Excellent! 4.7/5
          (10 reviews)
          avg/night
          • 2 BR
          • 2 BA
          • Sleeps 6
          Condo #4091155
          10
          Viewed 21 times in the last 48 hours
            Wonderful! 4.8/5
            (15 reviews)
            avg/night
            • 2 BR
            • 2 BA
            • Sleeps 6
            Condo #4091146
            15
            Viewed 40 times in the last 48 hours
              • Studio
              • 1 BA
              • Sleeps 2
              Studio #4227875
              Viewed 24 times in the last 48 hours
                Wonderful! 4.8/5
                (6 reviews)
                avg/night
                • 2 BR
                • 2 BA
                • Sleeps 6
                House #801638vb
                6
                Viewed 30 times in the last 48 hours
                  Excellent! 4.7/5
                  (54 reviews)
                  avg/night
                  • Studio
                  • 1 BA
                  • Sleeps 2
                  Studio #332511
                  54
                  Viewed 54 times in the last 48 hours
                    Exceptional! 5.0/5
                    (5 reviews)
                    avg/night
                    • 3 BR
                    • 3 BA
                    • Sleeps 6
                    Villa #692758vb
                    5
                    Viewed 58 times in the last 48 hours
                      Wonderful! 4.8/5
                      (89 reviews)
                      avg/night
                      • 2 BR
                      • 3 BA
                      • Sleeps 6
                      House #904144
                      89
                      Viewed 61 times in the last 48 hours
                        Exceptional! 5.0/5
                        (20 reviews)
                        avg/night
                        • 2 BR
                        • 2 BA
                        • Sleeps 6
                        Condo #3773904
                        20
                        Viewed 43 times in the last 48 hours
                          Wonderful! 4.8/5
                          (86 reviews)
                          avg/night
                          • 3 BR
                          • 2 BA
                          • 1 HF BA
                          • Sleeps 8
                          House #3650170
                          86
                          Viewed 90 times in the last 48 hours
                            Wonderful! 4.8/5
                            (18 reviews)
                            avg/night
                            • 3 BR
                            • 3 BA
                            • Sleeps 8
                            House #177596vb
                            18
                            Viewed 66 times in the last 48 hours
                              Wonderful! 4.9/5
                              (14 reviews)
                              avg/night
                              • 3 BR
                              • 3 BA
                              • Sleeps 6
                              Villa #754594vb
                              14
                              Viewed 25 times in the last 48 hours
                                Excellent! 4.5/5
                                (62 reviews)
                                avg/night
                                • Studio
                                • 1 BA
                                • Sleeps 2
                                Condo #3650102
                                62
                                Viewed 74 times in the last 48 hours
                                  • 2 BR
                                  • 2 BA
                                  • Sleeps 6
                                  Condo #4132811
                                  3
                                  Viewed 79 times in the last 48 hours
                                    Excellent! 4.4/5
                                    (60 reviews)
                                    avg/night
                                    • 1 BR
                                    • 1 BA
                                    • Sleeps 4
                                    Condo #3650166
                                    60
                                    Viewed 33 times in the last 48 hours
                                      Excellent! 4.6/5
                                      (16 reviews)
                                      avg/night
                                      • 2 BR
                                      • 2 BA
                                      • Sleeps 6
                                      Cottage #466459vb
                                      16
                                      Viewed 55 times in the last 48 hours
                                        • 6 BR
                                        • 4 BA
                                        • 2 HF BA
                                        • Sleeps 14
                                        Estate #4203245
                                        1 Review
                                        Viewed 16 times in the last 48 hours
                                          Exceptional! 5.0/5
                                          (66 reviews)
                                          avg/night
                                          • 2 BR
                                          • 2 BA
                                          • Sleeps 4
                                          House #420695vb
                                          66
                                          Viewed 34 times in the last 48 hours
                                            • 2 BR
                                            • 1 BA
                                            • Sleeps 4
                                            Cottage #4095022
                                            Viewed 9 times in the last 48 hours
                                              • 2 BR
                                              • 1 BA
                                              • Sleeps 4
                                              House #653132vb
                                              2 Reviews
                                                Wonderful! 4.9/5
                                                (36 reviews)
                                                avg/night
                                                • 5 BR
                                                • 5 BA
                                                • 2 HF BA
                                                • Sleeps 12
                                                House #3934400
                                                36
                                                Viewed 73 times in the last 48 hours
                                                  Wonderful! 4.9/5
                                                  (15 reviews)
                                                  avg/night
                                                  • 6 BR
                                                  • 6 BA
                                                  • Sleeps 16
                                                  House #496751vb
                                                  15
                                                  Viewed 73 times in the last 48 hours
                                                    • 5 BR
                                                    • 5 BA
                                                    • 1 HF BA
                                                    • Sleeps 12
                                                    House #600556vb
                                                    4
                                                    Viewed 41 times in the last 48 hours
                                                      Excellent! 4.3/5
                                                      (67 reviews)
                                                      avg/night
                                                      • 1 BR
                                                      • 1 BA
                                                      • Sleeps 4
                                                      Condo #3650100
                                                      67
                                                      Viewed 29 times in the last 48 hours
                                                        Excellent! 4.6/5
                                                        (20 reviews)
                                                        avg/night
                                                        • 2 BR
                                                        • 1 BA
                                                        • Sleeps 6
                                                        Cottage #466457vb
                                                        20
                                                        Viewed 46 times in the last 48 hours
                                                          Excellent! 4.6/5
                                                          (9 reviews)
                                                          avg/night
                                                          • 1 BR
                                                          • 1 BA
                                                          • Sleeps 2
                                                          House #653141vb
                                                          9
                                                          Viewed 25 times in the last 48 hours
                                                            • 3 BR
                                                            • 3 BA
                                                            • Sleeps 8
                                                            House #3592461
                                                            19
                                                              Excellent! 4.4/5
                                                              (66 reviews)
                                                              avg/night
                                                              • 1 BR
                                                              • 1 BA
                                                              • Sleeps 4
                                                              Condo #3650101
                                                              66
                                                              Viewed 31 times in the last 48 hours
                                                                • 3 BR
                                                                • 3 BA
                                                                • Sleeps 6
                                                                House #3650142
                                                                4
                                                                  avg/night
                                                                  • 1 BR
                                                                  • 1 BA
                                                                  • Sleeps 4
                                                                  Apartment #732456vb
                                                                  1 Review
                                                                  Viewed 6 times in the last 48 hours
                                                                    Exceptional! 5.0/5
                                                                    (7 reviews)
                                                                    avg/night
                                                                    • 1 BR
                                                                    • 1 BA
                                                                    • Sleeps 4
                                                                    Cottage #3469621
                                                                    7
                                                                    Viewed 11 times in the last 48 hours
                                                                      • 2 BR
                                                                      • 1 BA
                                                                      • Sleeps 4
                                                                      House #493451vb
                                                                      7
                                                                        • 2 BR
                                                                        • 1 BA
                                                                        • 1 HF BA
                                                                        • Sleeps 6
                                                                        Apartment #762022vb
                                                                        1 Review
                                                                          Exceptional! 5.0/5
                                                                          (5 reviews)
                                                                          avg/night
                                                                          • 1 BR
                                                                          • 1 BA
                                                                          • Sleeps 2
                                                                          Condo #766877vb
                                                                          5
                                                                          Viewed 7 times in the last 48 hours
                                                                            avg/night
                                                                            • 1 BR
                                                                            • 1 BA
                                                                            • Sleeps 4
                                                                            Cottage #4094995
                                                                            2 Reviews
                                                                            Viewed 34 times in the last 48 hours
                                                                              Wonderful! 4.9/5
                                                                              (13 reviews)
                                                                              avg/night
                                                                              • 3 BR
                                                                              • 3 BA
                                                                              • 1 HF BA
                                                                              • Sleeps 6
                                                                              Townhome #637828vb
                                                                              13
                                                                              Viewed 9 times in the last 48 hours
                                                                                Exceptional! 5.0/5
                                                                                (11 reviews)
                                                                                avg/night
                                                                                • 3 BR
                                                                                • 2 BA
                                                                                • Sleeps 8
                                                                                House #3751472
                                                                                11
                                                                                Viewed 15 times in the last 48 hours
                                                                                  Excellent! 4.3/5
                                                                                  (29 reviews)
                                                                                  avg/night
                                                                                  • Studio
                                                                                  • 1 BA
                                                                                  • Sleeps 2
                                                                                  Hotel #3937831
                                                                                  29
                                                                                  Viewed 77 times in the last 48 hours
                                                                                    Excellent! 4.5/5
                                                                                    (32 reviews)
                                                                                    avg/night
                                                                                    • Studio
                                                                                    • 1 BA
                                                                                    • Sleeps 2
                                                                                    Hotel #3937837
                                                                                    32
                                                                                    Viewed 82 times in the last 48 hours
                                                                                      Excellent! 4.5/5
                                                                                      (30 reviews)
                                                                                      avg/night
                                                                                      • Studio
                                                                                      • 1 BA
                                                                                      • Sleeps 2
                                                                                      Hotel #3937830
                                                                                      30
                                                                                      Viewed 58 times in the last 48 hours
                                                                                        Excellent! 4.3/5
                                                                                        (41 reviews)
                                                                                        avg/night
                                                                                        • Studio
                                                                                        • 1 BA
                                                                                        • Sleeps 2
                                                                                        Hotel #3937835
                                                                                        41
                                                                                        Viewed 15 times in the last 48 hours
                                                                                          Excellent! 4.7/5
                                                                                          (37 reviews)
                                                                                          avg/night
                                                                                          • Studio
                                                                                          • 1 BA
                                                                                          • Sleeps 2
                                                                                          Hotel #3937828
                                                                                          37
                                                                                          Viewed 44 times in the last 48 hours
                                                                                            Excellent! 4.7/5
                                                                                            (6 reviews)
                                                                                            avg/night
                                                                                            • 3 BR
                                                                                            • 2 BA
                                                                                            • Sleeps 6
                                                                                            House #390211
                                                                                            6
                                                                                            Viewed 5 times in the last 48 hours
                                                                                              • 3 BR
                                                                                              • 3 BA
                                                                                              • 1 HF BA
                                                                                              • Sleeps 6
                                                                                              House #3877640
                                                                                              3
                                                                                                Very Good! 4.0/5
                                                                                                (29 reviews)
                                                                                                avg/night
                                                                                                • Studio
                                                                                                • 1 BA
                                                                                                • Sleeps 2
                                                                                                Hotel #3937834
                                                                                                29
                                                                                                Viewed 86 times in the last 48 hours
                                                                                                  • 3 BR
                                                                                                  • 3 BA
                                                                                                  • Sleeps 6
                                                                                                  House #4153241
                                                                                                  2 Reviews
                                                                                                  Viewed 10 times in the last 48 hours
                                                                                                    Wonderful! 4.8/5
                                                                                                    (14 reviews)
                                                                                                    avg/night
                                                                                                    • 1 BR
                                                                                                    • 1 BA
                                                                                                    • Sleeps 2
                                                                                                    Studio #392129
                                                                                                    14
                                                                                                      Excellent! 4.7/5
                                                                                                      (32 reviews)
                                                                                                      avg/night
                                                                                                      • Studio
                                                                                                      • 1 BA
                                                                                                      • Sleeps 2
                                                                                                      Hotel #3937829
                                                                                                      32
                                                                                                      Viewed 34 times in the last 48 hours
                                                                                                      • 1 - 50 of 229
                                                                                                       

                                                                                                      Recent Old Town Reviews

                                                                                                      Great location

                                                                                                      5 of 5
                                                                                                      Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: We Will differently come back here nice location near the marina which is where we like to be.
                                                                                                      • Submitted: Dec 2, 2016
                                                                                                      • Stayed: Nov 2016

                                                                                                      Mixed feelings

                                                                                                      4 of 5
                                                                                                      Rating Details: The property manager was adequately helpful. The vacation rental was spotless. I was very happy with the location. I was more than satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Room 6 was fine except for a 1.5" gap netween the air conditioner and window frame where you could see outside and that could let bugs into the room. Not good. I did point it out and hope they fix it. Breakfast during the week is ok. Last time I stayed on the weekend and had a lovely breakfast cooked to order. Had to drive around in the drizzle for a while looking for a parking spot but finally found one about a block-and-a-half away. I asked for a receipt when I checked out but was told they don't give them. Asked if they had any bottled water and was told no. Not overly friendly. So different than my first stay. I would probably look for another place to stay next time I'm in Key West.
                                                                                                      • Submitted: Dec 2, 2016
                                                                                                      • Stayed: Nov 2016

                                                                                                      Curry House

                                                                                                      4 of 5
                                                                                                      Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Loved our stay here. The only downsides were 1) very poor wifi in the rooms and 2) breakfast could have been better. I wish there had at least been a little more fruit, or really anything more than just bread. Overall I thought the place was in a great location and was very nice.
                                                                                                      • Submitted: Nov 30, 2016
                                                                                                      • Stayed: Nov 2016