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  • Showing 1-50 of 300+
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    Wonderful! 4.9/5
    (72 reviews)
    avg/night
    • 1 BR
    • 1 BA
    • Sleeps 2
    Condo #297241vb
    72
    Viewed 267 times in the last 48 hours
      Wonderful! 4.9/5
      (88 reviews)
      avg/night
      • 2 BR
      • 1 BA
      • Sleeps 4
      Condo #244472
      88
      Viewed 181 times in the last 48 hours
        Exceptional! 5.0/5
        (52 reviews)
        avg/night
        • 2 BR
        • 1 BA
        • Sleeps 4
        Condo #938538
        52
        Viewed 80 times in the last 48 hours
          Very Good! 4.2/5
          (57 reviews)
          avg/night
          • Studio
          • 1 BA
          • Sleeps 2
          Studio #3656402
          57
          Viewed 678 times in the last 48 hours
            Exceptional! 5.0/5
            (44 reviews)
            avg/night
            • 4 BR
            • 3 BA
            • Sleeps 8
            Townhome #220630
            44
            Viewed 310 times in the last 48 hours
              Wonderful! 4.9/5
              (12 reviews)
              avg/night
              • 2 BR
              • 2 BA
              • Sleeps 4
              House #3864846
              12
              Viewed 884 times in the last 48 hours
                Wonderful! 4.9/5
                (65 reviews)
                avg/night
                • 2 BR
                • 1 BA
                • Sleeps 4
                Condo #156723
                65
                Viewed 254 times in the last 48 hours
                  Wonderful! 4.8/5
                  (56 reviews)
                  avg/night
                  • 2 BR
                  • 1 BA
                  • Sleeps 4
                  Condo #261681
                  56
                  Viewed 121 times in the last 48 hours
                    Wonderful! 4.9/5
                    (87 reviews)
                    avg/night
                    • 2 BR
                    • 2 BA
                    • Sleeps 6
                    Condo #154612
                    87
                    Viewed 451 times in the last 48 hours
                      Wonderful! 4.9/5
                      (23 reviews)
                      avg/night
                      • 2 BR
                      • 1 BA
                      • Sleeps 4
                      Condo #4018549
                      23
                      Viewed 188 times in the last 48 hours
                        Excellent! 4.4/5
                        (49 reviews)
                        avg/night
                        • 3 BR
                        • 2 BA
                        • Sleeps 8
                        Cottage #959155
                        49
                        Viewed 278 times in the last 48 hours
                          Excellent! 4.7/5
                          (15 reviews)
                          avg/night
                          • 2 BR
                          • 2 BA
                          • Sleeps 6
                          Condo #4091151
                          15
                          Viewed 298 times in the last 48 hours
                            Excellent! 4.7/5
                            (15 reviews)
                            avg/night
                            • 2 BR
                            • 2 BA
                            • Sleeps 6
                            Condo #4091155
                            15
                            Viewed 228 times in the last 48 hours
                              Wonderful! 4.9/5
                              (27 reviews)
                              avg/night
                              • 2 BR
                              • 1 BA
                              • 1 HF BA
                              • Sleeps 5
                              Townhome #3552474
                              27
                              Viewed 122 times in the last 48 hours
                                Exceptional! 5.0/5
                                (30 reviews)
                                avg/night
                                • 3 BR
                                • 2 BA
                                • Sleeps 8
                                House #4095019
                                30
                                Viewed 271 times in the last 48 hours
                                  Wonderful! 4.9/5
                                  (42 reviews)
                                  avg/night
                                  • 1 BR
                                  • 1 BA
                                  • Sleeps 2
                                  Condo #934388
                                  42
                                  Viewed 44 times in the last 48 hours
                                    Wonderful! 4.9/5
                                    (31 reviews)
                                    avg/night
                                    • 2 BR
                                    • 2 BA
                                    • Sleeps 4
                                    Townhome #3813999
                                    31
                                    Viewed 94 times in the last 48 hours
                                      Excellent! 4.7/5
                                      (58 reviews)
                                      avg/night
                                      • Studio
                                      • 1 BA
                                      • Sleeps 2
                                      Studio #7052275
                                      58
                                      Viewed 151 times in the last 48 hours
                                        Excellent! 4.7/5
                                        (58 reviews)
                                        avg/night
                                        • Studio
                                        • 1 BA
                                        • Sleeps 2
                                        Studio #332511
                                        58
                                        Viewed 79 times in the last 48 hours
                                          Wonderful! 4.8/5
                                          (20 reviews)
                                          avg/night
                                          • 3 BR
                                          • 2 BA
                                          • Sleeps 6
                                          Cottage #987489
                                          20
                                          Viewed 102 times in the last 48 hours
                                            Wonderful! 4.8/5
                                            (21 reviews)
                                            avg/night
                                            • 1 BR
                                            • 1 BA
                                            • Sleeps 4
                                            Condo #712180vb
                                            21
                                            Viewed 116 times in the last 48 hours
                                              Wonderful! 4.9/5
                                              (62 reviews)
                                              avg/night
                                              • 1 BR
                                              • 1 BA
                                              • Sleeps 4
                                              Condo #433844vb
                                              62
                                              Viewed 114 times in the last 48 hours
                                                Wonderful! 4.8/5
                                                (18 reviews)
                                                avg/night
                                                • 2 BR
                                                • 1 BA
                                                • 1 HF BA
                                                • Sleeps 5
                                                Condo #3941286
                                                18
                                                Viewed 74 times in the last 48 hours
                                                  Excellent! 4.7/5
                                                  (24 reviews)
                                                  avg/night
                                                  • 2 BR
                                                  • 1 BA
                                                  • Sleeps 5
                                                  Condo #500949vb
                                                  24
                                                  Viewed 87 times in the last 48 hours
                                                    Wonderful! 4.8/5
                                                    (20 reviews)
                                                    avg/night
                                                    • 3 BR
                                                    • 3 BA
                                                    • Sleeps 8
                                                    House #177596vb
                                                    20
                                                    Viewed 93 times in the last 48 hours
                                                      • 2 BR
                                                      • 2 BA
                                                      • 1 HF BA
                                                      • Sleeps 6
                                                      Condo #653503vb
                                                      4
                                                      Viewed 59 times in the last 48 hours
                                                        Exceptional! 5.0/5
                                                        (6 reviews)
                                                        avg/night
                                                        • 2 BR
                                                        • 2 BA
                                                        • Sleeps 4
                                                        Villa #678768vb
                                                        6
                                                        Viewed 174 times in the last 48 hours
                                                          Wonderful! 4.8/5
                                                          (91 reviews)
                                                          avg/night
                                                          • 2 BR
                                                          • 3 BA
                                                          • Sleeps 6
                                                          House #904144
                                                          91
                                                          Viewed 90 times in the last 48 hours
                                                            Exceptional! 5.0/5
                                                            (27 reviews)
                                                            avg/night
                                                            • 4 BR
                                                            • 4 BA
                                                            • 1 HF BA
                                                            • Sleeps 10
                                                            House #3848808
                                                            27
                                                            Viewed 153 times in the last 48 hours
                                                              Excellent! 4.6/5
                                                              (22 reviews)
                                                              avg/night
                                                              • 2 BR
                                                              • 2 BA
                                                              • 1 HF BA
                                                              • Sleeps 4
                                                              Townhome #148626vb
                                                              22
                                                              Viewed 48 times in the last 48 hours
                                                                Very Good! 4.0/5
                                                                (23 reviews)
                                                                avg/night
                                                                • 1 BR
                                                                • 1 BA
                                                                • Sleeps 2
                                                                Studio #3789148
                                                                23
                                                                Viewed 122 times in the last 48 hours
                                                                  Wonderful! 4.8/5
                                                                  (6 reviews)
                                                                  avg/night
                                                                  • 3 BR
                                                                  • 2 BA
                                                                  • 1 HF BA
                                                                  • Sleeps 6
                                                                  Villa #677689vb
                                                                  6
                                                                  Viewed 71 times in the last 48 hours
                                                                    Excellent! 4.4/5
                                                                    (5 reviews)
                                                                    avg/night
                                                                    • 2 BR
                                                                    • 2 BA
                                                                    • Sleeps 6
                                                                    Condo #4132811
                                                                    5
                                                                    Viewed 108 times in the last 48 hours
                                                                      Excellent! 4.6/5
                                                                      (19 reviews)
                                                                      avg/night
                                                                      • 2 BR
                                                                      • 1 BA
                                                                      • Sleeps 6
                                                                      Townhome #3539485
                                                                      19
                                                                      Viewed 44 times in the last 48 hours
                                                                        Wonderful! 4.9/5
                                                                        (12 reviews)
                                                                        avg/night
                                                                        • 2 BR
                                                                        • 1 BA
                                                                        • Sleeps 6
                                                                        Condo #466455vb
                                                                        12
                                                                        Viewed 109 times in the last 48 hours
                                                                          Wonderful! 4.8/5
                                                                          (29 reviews)
                                                                          $93
                                                                          avg/night
                                                                          • 2 BR
                                                                          • 2 BA
                                                                          • Sleeps 6
                                                                          House #618900vb
                                                                          29
                                                                          Viewed 779 times in the last 48 hours
                                                                            Wonderful! 4.9/5
                                                                            (16 reviews)
                                                                            avg/night
                                                                            • 2 BR
                                                                            • 2 BA
                                                                            • Sleeps 4
                                                                            Condo #620942vb
                                                                            16
                                                                            Viewed 88 times in the last 48 hours
                                                                              Excellent! 4.5/5
                                                                              (66 reviews)
                                                                              avg/night
                                                                              • 2 BR
                                                                              • 2 BA
                                                                              • 1 HF BA
                                                                              • Sleeps 6
                                                                              Condo #3650155
                                                                              66
                                                                              Viewed 139 times in the last 48 hours
                                                                                Exceptional! 5.0/5
                                                                                (68 reviews)
                                                                                avg/night
                                                                                • 2 BR
                                                                                • 2 BA
                                                                                • Sleeps 4
                                                                                House #420695vb
                                                                                68
                                                                                Viewed 91 times in the last 48 hours
                                                                                  Excellent! 4.6/5
                                                                                  (8 reviews)
                                                                                  avg/night
                                                                                  • 2 BR
                                                                                  • 2 BA
                                                                                  • 1 HF BA
                                                                                  • Sleeps 6
                                                                                  Townhome #695754vb
                                                                                  8
                                                                                  Viewed 134 times in the last 48 hours
                                                                                    avg/night
                                                                                    • Studio
                                                                                    • 1 BA
                                                                                    • Sleeps 2
                                                                                    Studio #4251087
                                                                                    2
                                                                                    Viewed 102 times in the last 48 hours
                                                                                      Wonderful! 4.8/5
                                                                                      (28 reviews)
                                                                                      avg/night
                                                                                      • 2 BR
                                                                                      • 1 BA
                                                                                      • Sleeps 6
                                                                                      Condo #3624133
                                                                                      28
                                                                                      Viewed 89 times in the last 48 hours
                                                                                        Excellent! 4.4/5
                                                                                        (62 reviews)
                                                                                        avg/night
                                                                                        • Studio
                                                                                        • 1 BA
                                                                                        • Sleeps 2
                                                                                        Condo #3650109
                                                                                        62
                                                                                        Viewed 183 times in the last 48 hours
                                                                                          Exceptional! 5.0/5
                                                                                          (5 reviews)
                                                                                          avg/night
                                                                                          • 3 BR
                                                                                          • 3 BA
                                                                                          • Sleeps 6
                                                                                          Villa #692758vb
                                                                                          5
                                                                                          Viewed 130 times in the last 48 hours
                                                                                            Wonderful! 4.9/5
                                                                                            (9 reviews)
                                                                                            avg/night
                                                                                            • 1 BR
                                                                                            • 1 BA
                                                                                            • Sleeps 4
                                                                                            Condo #877318vb
                                                                                            9
                                                                                            Viewed 113 times in the last 48 hours
                                                                                              Excellent! 4.5/5
                                                                                              (67 reviews)
                                                                                              avg/night
                                                                                              • Studio
                                                                                              • 1 BA
                                                                                              • Sleeps 2
                                                                                              Condo #3650102
                                                                                              67
                                                                                              Viewed 104 times in the last 48 hours
                                                                                                Very Good! 4.2/5
                                                                                                (5 reviews)
                                                                                                avg/night
                                                                                                • 2 BR
                                                                                                • 2 BA
                                                                                                • 1 HF BA
                                                                                                • Sleeps 6
                                                                                                House #600101vb
                                                                                                5
                                                                                                Viewed 75 times in the last 48 hours
                                                                                                  Exceptional! 5.0/5
                                                                                                  (20 reviews)
                                                                                                  avg/night
                                                                                                  • 2 BR
                                                                                                  • 2 BA
                                                                                                  • Sleeps 6
                                                                                                  Condo #3773904
                                                                                                  20
                                                                                                  Viewed 173 times in the last 48 hours
                                                                                                    Wonderful! 4.8/5
                                                                                                    (85 reviews)
                                                                                                    avg/night
                                                                                                    • 3 BR
                                                                                                    • 2 BA
                                                                                                    • Sleeps 8
                                                                                                    Cottage #135603
                                                                                                    85
                                                                                                    Viewed 272 times in the last 48 hours
                                                                                                      Wonderful! 4.9/5
                                                                                                      (35 reviews)
                                                                                                      avg/night
                                                                                                      • 2 BR
                                                                                                      • 1 BA
                                                                                                      • 1 HF BA
                                                                                                      • Sleeps 5
                                                                                                      Villa #390205
                                                                                                      35
                                                                                                      Viewed 35 times in the last 48 hours
                                                                                                      • 1 - 50 of 300+

                                                                                                      Old Town: Houses, Condos & More (300+)

                                                                                                       

                                                                                                      Recent Old Town Reviews

                                                                                                      Great comfortable home.

                                                                                                      5 of 5
                                                                                                      Patty thought of everything. The house was immaculate. Truman axex is so close to everything but when you want quiet there it is! Must try"Charlie Max's". We ate there four times!!
                                                                                                      • Submitted: Jan 22, 2017
                                                                                                      • Stayed: Jan 2017

                                                                                                      Beautiful, clean, well-mained condo.

                                                                                                      5 of 5
                                                                                                      We're repeat guests for a reason --- excellent service. This condo has been refurnished recently with a wonderful comfy bed and beautiful living room/dining room furniture. Susan always checks to be sure everything is ok, and it is. She has given us great suggestions about Key West, which have added to our enjoyment. The bikes are a great addition to the condo. We used them daily.
                                                                                                      • Submitted: Jan 21, 2017
                                                                                                      • Stayed: Jan 2017

                                                                                                      Casa Caribe Condo Rental

                                                                                                      5 of 5
                                                                                                      Rating Details: The property manager was more than helpful. The vacation rental was very clean. 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: Pleased with everything about our stay. Condo,location, accommodations, cleanliness, quietness, and loved Key West completely. Highly recommended for a laid back vacation. When pricing your rental, do realize an additional $400 in fees and taxes will be added on to the final cost!
                                                                                                      • Submitted: Jan 19, 2017
                                                                                                      • Stayed: Jan 2017