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Old Town: Houses, Cottages & More (228)

  • 1 - 50 of 228
Additional fees apply. Taxes may be added.
    Excellent! 4.7/5
    (26 reviews)
    avg/night
    • 5 BR
    • 3 BA
    • 1 HF BA
    • Sleeps 16
    House #3650143
    26
    Viewed 33 times in the last 48 hours
      Exceptional! 5.0/5
      (66 reviews)
      avg/night
      • 2 BR
      • 2 BA
      • Sleeps 4
      House #420695vb
      66
      Viewed 13 times in the last 48 hours
        Excellent! 4.5/5
        (62 reviews)
        avg/night
        • Studio
        • 1 BA
        • Sleeps 2
        Condo #3650102
        62
        Viewed 24 times in the last 48 hours
          • 2 BR
          • 2 BA
          • Sleeps 4
          House #600102vb
          3
          Viewed 8 times in the last 48 hours
            Wonderful! 4.8/5
            (9 reviews)
            avg/night
            • 1 BR
            • 1 BA
            • Sleeps 3
            House #810549vb
            9
            Viewed 10 times in the last 48 hours
              Wonderful! 4.8/5
              (18 reviews)
              avg/night
              • 3 BR
              • 3 BA
              • Sleeps 8
              House #177596vb
              18
              Viewed 77 times in the last 48 hours
                Exceptional! 5.0/5
                (7 reviews)
                avg/night
                • 1 BR
                • 1 BA
                • Sleeps 4
                Cottage #481491vb
                7
                Viewed 24 times in the last 48 hours
                  Excellent! 4.7/5
                  (37 reviews)
                  avg/night
                  • Studio
                  • 1 BA
                  • Sleeps 2
                  Hotel #3937828
                  37
                  Viewed 26 times in the last 48 hours
                    Excellent! 4.6/5
                    (23 reviews)
                    avg/night
                    • Studio
                    • 1 BA
                    • Sleeps 2
                    Hotel #3937836
                    23
                    Viewed 27 times in the last 48 hours
                      Excellent! 4.5/5
                      (30 reviews)
                      avg/night
                      • Studio
                      • 1 BA
                      • Sleeps 2
                      Hotel #3937830
                      30
                      Viewed 49 times in the last 48 hours
                        Excellent! 4.5/5
                        (35 reviews)
                        avg/night
                        • 2 BR
                        • 2 BA
                        • Sleeps 4
                        House #475033vb
                        35
                        Viewed 8 times in the last 48 hours
                          Wonderful! 4.8/5
                          (51 reviews)
                          avg/night
                          • 1 BR
                          • 1 BA
                          • Sleeps 4
                          Cabin #137869vb
                          51
                          Viewed 10 times in the last 48 hours
                            Excellent! 4.7/5
                            (15 reviews)
                            avg/night
                            • 2 BR
                            • 2 BA
                            • Sleeps 6
                            Condo #4091149
                            15
                            Viewed 20 times in the last 48 hours
                              Excellent! 4.6/5
                              (14 reviews)
                              avg/night
                              • 2 BR
                              • 2 BA
                              • Sleeps 4
                              House #3957926
                              14
                              Viewed 30 times in the last 48 hours
                                Excellent! 4.4/5
                                (17 reviews)
                                avg/night
                                • 2 BR
                                • 2 BA
                                • Sleeps 6
                                Cottage #466459vb
                                17
                                Viewed 16 times in the last 48 hours
                                  Excellent! 4.4/5
                                  (66 reviews)
                                  avg/night
                                  • 1 BR
                                  • 1 BA
                                  • Sleeps 4
                                  Condo #3650101
                                  66
                                  Viewed 35 times in the last 48 hours
                                    Very Good! 4.0/5
                                    (29 reviews)
                                    avg/night
                                    • Studio
                                    • 1 BA
                                    • Sleeps 2
                                    Hotel #3937834
                                    29
                                    Viewed 54 times in the last 48 hours
                                      • 5 BR
                                      • 5 BA
                                      • 1 HF BA
                                      • Sleeps 12
                                      House #600556vb
                                      4
                                      Viewed 13 times in the last 48 hours
                                        Excellent! 4.5/5
                                        (21 reviews)
                                        avg/night
                                        • 2 BR
                                        • 1 BA
                                        • Sleeps 6
                                        Cottage #466457vb
                                        21
                                        Viewed 20 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 39 times in the last 48 hours
                                            Exceptional! 5.0/5
                                            (16 reviews)
                                            avg/night
                                            • 3 BR
                                            • 3 BA
                                            • 1 HF BA
                                            • Sleeps 8
                                            House #652839vb
                                            16
                                            Viewed 5 times in the last 48 hours
                                              Wonderful! 4.9/5
                                              (36 reviews)
                                              avg/night
                                              • 5 BR
                                              • 5 BA
                                              • 2 HF BA
                                              • Sleeps 12
                                              House #3934400
                                              36
                                              Viewed 43 times in the last 48 hours
                                                Wonderful! 4.9/5
                                                (14 reviews)
                                                avg/night
                                                • 3 BR
                                                • 3 BA
                                                • Sleeps 6
                                                Villa #754594vb
                                                14
                                                Viewed 39 times in the last 48 hours
                                                  avg/night
                                                  • 1 BR
                                                  • 1 BA
                                                  • Sleeps 4
                                                  Cottage #4094995
                                                  2
                                                  Viewed 14 times in the last 48 hours
                                                    avg/night
                                                    • 3 BR
                                                    • 2 BA
                                                    • Sleeps 6
                                                    House #915762vb
                                                    1
                                                    Viewed 33 times in the last 48 hours
                                                      • 2 BR
                                                      • 2 BA
                                                      • Sleeps 4
                                                      House #843708vb
                                                      Viewed 10 times in the last 48 hours
                                                        Exceptional! 5.0/5
                                                        (20 reviews)
                                                        avg/night
                                                        • 2 BR
                                                        • 2 BA
                                                        • Sleeps 6
                                                        Condo #3773904
                                                        20
                                                        Viewed 20 times in the last 48 hours
                                                          Excellent! 4.7/5
                                                          (54 reviews)
                                                          avg/night
                                                          • Studio
                                                          • 1 BA
                                                          • Sleeps 2
                                                          Studio #332511
                                                          54
                                                          Viewed 34 times in the last 48 hours
                                                            Excellent! 4.3/5
                                                            (29 reviews)
                                                            avg/night
                                                            • Studio
                                                            • 1 BA
                                                            • Sleeps 2
                                                            Hotel #3937831
                                                            29
                                                            Viewed 31 times in the last 48 hours
                                                              Very Good! 4.1/5
                                                              (7 reviews)
                                                              avg/night
                                                              • 1 BR
                                                              • 1 BA
                                                              • Sleeps 3
                                                              House #810548vb
                                                              7
                                                              Viewed 6 times in the last 48 hours
                                                                • Studio
                                                                • 1 BA
                                                                • Sleeps 2
                                                                Studio #4227875
                                                                Viewed 11 times in the last 48 hours
                                                                  • 9 BR
                                                                  • 9 BA
                                                                  • Sleeps 18
                                                                  Hotel #3940032
                                                                  Viewed 8 times in the last 48 hours
                                                                    Exceptional! 5.0/5
                                                                    (18 reviews)
                                                                    avg/night
                                                                    • 3 BR
                                                                    • 3 BA
                                                                    • 1 HF BA
                                                                    • Sleeps 8
                                                                    Townhome #3621703
                                                                    18
                                                                    Viewed 15 times in the last 48 hours
                                                                      Excellent! 4.4/5
                                                                      (61 reviews)
                                                                      avg/night
                                                                      • 1 BR
                                                                      • 1 BA
                                                                      • Sleeps 4
                                                                      Condo #3650166
                                                                      61
                                                                      Viewed 17 times in the last 48 hours
                                                                        Excellent! 4.7/5
                                                                        (13 reviews)
                                                                        avg/night
                                                                        • 2 BR
                                                                        • 2 BA
                                                                        • Sleeps 6
                                                                        Condo #4091151
                                                                        13
                                                                        Viewed 31 times in the last 48 hours
                                                                          Wonderful! 4.9/5
                                                                          (15 reviews)
                                                                          avg/night
                                                                          • 6 BR
                                                                          • 6 BA
                                                                          • Sleeps 16
                                                                          House #496751vb
                                                                          15
                                                                          Viewed 43 times in the last 48 hours
                                                                            Wonderful! 4.9/5
                                                                            (87 reviews)
                                                                            avg/night
                                                                            • 2 BR
                                                                            • 2 BA
                                                                            • Sleeps 6
                                                                            Condo #154612
                                                                            87
                                                                            Viewed 50 times in the last 48 hours
                                                                              • Studio
                                                                              • 1 BA
                                                                              • Sleeps 2
                                                                              Hotel #3937835
                                                                              41
                                                                                Excellent! 4.4/5
                                                                                (33 reviews)
                                                                                avg/night
                                                                                • Studio
                                                                                • 1 BA
                                                                                • Sleeps 2
                                                                                Hotel #3937837
                                                                                33
                                                                                Viewed 39 times in the last 48 hours
                                                                                  Wonderful! 4.8/5
                                                                                  (15 reviews)
                                                                                  avg/night
                                                                                  • 2 BR
                                                                                  • 2 BA
                                                                                  • Sleeps 6
                                                                                  Condo #4091146
                                                                                  15
                                                                                  Viewed 47 times in the last 48 hours
                                                                                    Exceptional! 5.0/5
                                                                                    (5 reviews)
                                                                                    avg/night
                                                                                    • 3 BR
                                                                                    • 3 BA
                                                                                    • Sleeps 6
                                                                                    Villa #692758vb
                                                                                    5
                                                                                    Viewed 42 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 12 times in the last 48 hours
                                                                                        Excellent! 4.7/5
                                                                                        (10 reviews)
                                                                                        avg/night
                                                                                        • 2 BR
                                                                                        • 2 BA
                                                                                        • Sleeps 6
                                                                                        Condo #4091155
                                                                                        10
                                                                                        Viewed 22 times in the last 48 hours
                                                                                          • 2 BR
                                                                                          • 2 BA
                                                                                          • Sleeps 6
                                                                                          Condo #4132811
                                                                                          3
                                                                                          Viewed 76 times in the last 48 hours
                                                                                            Wonderful! 4.8/5
                                                                                            (89 reviews)
                                                                                            avg/night
                                                                                            • 2 BR
                                                                                            • 3 BA
                                                                                            • Sleeps 6
                                                                                            House #904144
                                                                                            89
                                                                                            Viewed 20 times in the last 48 hours
                                                                                              Excellent! 4.5/5
                                                                                              (28 reviews)
                                                                                              avg/night
                                                                                              • Studio
                                                                                              • 1 BA
                                                                                              • Sleeps 2
                                                                                              Hotel #3937833
                                                                                              28
                                                                                              Viewed 36 times in the last 48 hours
                                                                                                • 2 BR
                                                                                                • 1 BA
                                                                                                • Sleeps 4
                                                                                                Cottage #4095022
                                                                                                Viewed 7 times in the last 48 hours
                                                                                                  Excellent! 4.7/5
                                                                                                  (32 reviews)
                                                                                                  avg/night
                                                                                                  • Studio
                                                                                                  • 1 BA
                                                                                                  • Sleeps 2
                                                                                                  Hotel #3937829
                                                                                                  32
                                                                                                  Viewed 9 times in the last 48 hours
                                                                                                    • 2 BR
                                                                                                    • 2 BA
                                                                                                    • Sleeps 6
                                                                                                    House #801638vb
                                                                                                    6
                                                                                                      Wonderful! 4.9/5
                                                                                                      (7 reviews)
                                                                                                      avg/night
                                                                                                      • 2 BR
                                                                                                      • 2 BA
                                                                                                      • Sleeps 7
                                                                                                      House #390179
                                                                                                      7
                                                                                                      Viewed 19 times in the last 48 hours
                                                                                                      • 1 - 50 of 228
                                                                                                       

                                                                                                      Recent Old Town Reviews

                                                                                                      Very comfortabe and great customer service

                                                                                                      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: Perfect location to bike anywhere and Jared had the BEST referrals for food and fun things to do!!! Thanks Jared! The property was spotless, did not see one bug and very comfy!! loved the patio and pool. We will be back!
                                                                                                      • Submitted: Dec 3, 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

                                                                                                      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