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  • Showing 1-50 of 94
Additional fees apply. Taxes may be added.
    Wonderful! 4.9/5
    (18 reviews)
    avg/night
    • 2 BR
    • 2 BA
    • 1 HF BA
    • Sleeps 6
    Townhome #715244vb
    18
    Viewed 140 times in the last 48 hours
      Very Good! 4.2/5
      (5 reviews)
      avg/night
      • 2 BR
      • 2 BA
      • Sleeps 8
      Townhome #4061374
      5
      Viewed 88 times in the last 48 hours
        Excellent! 4.7/5
        (24 reviews)
        avg/night
        • 3 BR
        • 2 BA
        • Sleeps 8
        Townhome #3875872
        24
        Viewed 57 times in the last 48 hours
          Excellent! 4.7/5
          (22 reviews)
          avg/night
          • 3 BR
          • 2 BA
          • Sleeps 8
          Townhome #3875875
          22
          Viewed 40 times in the last 48 hours
            • 2 BR
            • 2 BA
            • 1 HF BA
            • Sleeps 6
            Townhome #793729vb
            1
            Viewed 34 times in the last 48 hours
              Wonderful! 4.9/5
              (27 reviews)
              avg/night
              • 2 BR
              • 2 BA
              • 1 HF BA
              • Sleeps 5
              Townhome #809819vb
              27
              Viewed 92 times in the last 48 hours
                Excellent! 4.7/5
                (74 reviews)
                avg/night
                • 2 BR
                • 2 BA
                • 1 HF BA
                • Sleeps 6
                Townhome #247872
                74
                Viewed 39 times in the last 48 hours
                  Exceptional! 5.0/5
                  (18 reviews)
                  avg/night
                  • 2 BR
                  • 2 BA
                  • Sleeps 6
                  Townhome #126696
                  18
                  Viewed 36 times in the last 48 hours
                    Wonderful! 4.9/5
                    (16 reviews)
                    avg/night
                    • 2 BR
                    • 2 BA
                    • Sleeps 6
                    Townhome #734089vb
                    16
                    Viewed 53 times in the last 48 hours
                      • 2 BR
                      • 2 BA
                      • Sleeps 4
                      Townhome #828854vb
                      Viewed 16 times in the last 48 hours
                        Excellent! 4.7/5
                        (14 reviews)
                        avg/night
                        • 2 BR
                        • 2 BA
                        • 1 HF BA
                        • Sleeps 6
                        Townhome #3867578
                        14
                        Viewed 5 times in the last 48 hours
                          Excellent! 4.3/5
                          (9 reviews)
                          avg/night
                          • 3 BR
                          • 2 BA
                          • Sleeps 8
                          Townhome #3717174
                          9
                          Viewed 112 times in the last 48 hours
                            Wonderful! 4.9/5
                            (41 reviews)
                            avg/night
                            • 2 BR
                            • 2 BA
                            • Sleeps 8
                            Townhome #337573vb
                            41
                            Viewed 47 times in the last 48 hours
                              Wonderful! 4.8/5
                              (18 reviews)
                              avg/night
                              • 2 BR
                              • 2 BA
                              • 1 HF BA
                              • Sleeps 4
                              Townhome #401486vb
                              18
                              Viewed 64 times in the last 48 hours
                                Wonderful! 4.8/5
                                (19 reviews)
                                avg/night
                                • 4 BR
                                • 3 BA
                                • 1 HF BA
                                • Sleeps 10
                                Townhome #3781753
                                19
                                Viewed 154 times in the last 48 hours
                                  Wonderful! 4.9/5
                                  (19 reviews)
                                  avg/night
                                  • 2 BR
                                  • 3 BA
                                  • Sleeps 8
                                  Townhome #853790vb
                                  19
                                  Viewed 48 times in the last 48 hours
                                    Exceptional! 5.0/5
                                    (22 reviews)
                                    avg/night
                                    • 3 BR
                                    • 3 BA
                                    • 2 HF BA
                                    • Sleeps 8
                                    Townhome #274808
                                    22
                                    Viewed 59 times in the last 48 hours
                                      Wonderful! 4.9/5
                                      (9 reviews)
                                      avg/night
                                      • 3 BR
                                      • 3 BA
                                      • Sleeps 10
                                      Townhome #3997288
                                      9
                                      Viewed 51 times in the last 48 hours
                                        Exceptional! 5.0/5
                                        (13 reviews)
                                        avg/night
                                        • 2 BR
                                        • 2 BA
                                        • 1 HF BA
                                        • Sleeps 6
                                        Townhome #667367vb
                                        13
                                        Viewed 28 times in the last 48 hours
                                          • 2 BR
                                          • 2 BA
                                          • Sleeps 4
                                          Townhome #979419
                                          1
                                          Viewed 39 times in the last 48 hours
                                            Wonderful! 4.9/5
                                            (18 reviews)
                                            avg/night
                                            • 2 BR
                                            • 2 BA
                                            • Sleeps 6
                                            Townhome #3497900
                                            18
                                            Viewed 19 times in the last 48 hours
                                              Wonderful! 4.9/5
                                              (12 reviews)
                                              avg/night
                                              • 2 BR
                                              • 2 BA
                                              • Sleeps 6
                                              Townhome #3497799
                                              12
                                              Viewed 10 times in the last 48 hours
                                                Wonderful! 4.8/5
                                                (21 reviews)
                                                avg/night
                                                • 3 BR
                                                • 2 BA
                                                • 1 HF BA
                                                • Sleeps 8
                                                Townhome #240758
                                                21
                                                Viewed 20 times in the last 48 hours
                                                  avg/night
                                                  • 2 BR
                                                  • 1 BA
                                                  • Sleeps 6
                                                  Townhome #959473vb
                                                  Viewed 29 times in the last 48 hours
                                                    • 2 BR
                                                    • 2 BA
                                                    • 1 HF BA
                                                    • Sleeps 4
                                                    Townhome #814050vb
                                                    3
                                                      Wonderful! 4.8/5
                                                      (29 reviews)
                                                      avg/night
                                                      • 2 BR
                                                      • 2 BA
                                                      • 1 HF BA
                                                      • Sleeps 6
                                                      Townhome #443368vb
                                                      29
                                                      Viewed 48 times in the last 48 hours
                                                        Exceptional! 5.0/5
                                                        (10 reviews)
                                                        avg/night
                                                        • 2 BR
                                                        • 2 BA
                                                        • 1 HF BA
                                                        • Sleeps 6
                                                        Townhome #618122vb
                                                        10
                                                        Viewed 17 times in the last 48 hours
                                                          avg/night
                                                          • 2 BR
                                                          • 2 BA
                                                          • 1 HF BA
                                                          • Sleeps 6
                                                          Townhome #731780vb
                                                          4
                                                          Viewed 24 times in the last 48 hours
                                                            Wonderful! 4.8/5
                                                            (22 reviews)
                                                            avg/night
                                                            • 3 BR
                                                            • 2 BA
                                                            • 1 HF BA
                                                            • Sleeps 8
                                                            Townhome #218634
                                                            22
                                                            Viewed 23 times in the last 48 hours
                                                              avg/night
                                                              • 3 BR
                                                              • 3 BA
                                                              • 1 HF BA
                                                              • Sleeps 6
                                                              Townhome #4222101
                                                              Viewed 6 times in the last 48 hours
                                                                avg/night
                                                                • 3 BR
                                                                • 2 BA
                                                                • 1 HF BA
                                                                • Sleeps 6
                                                                Townhome #4284318
                                                                Viewed 23 times in the last 48 hours
                                                                  Excellent! 4.7/5
                                                                  (6 reviews)
                                                                  avg/night
                                                                  • 2 BR
                                                                  • 2 BA
                                                                  • Sleeps 4
                                                                  Townhome #857268vb
                                                                  6
                                                                  Viewed 19 times in the last 48 hours
                                                                    • 3 BR
                                                                    • 2 BA
                                                                    • 1 HF BA
                                                                    • Sleeps 6
                                                                    Townhome #3897034
                                                                    3
                                                                    Viewed 5 times in the last 48 hours
                                                                      Exceptional! 5.0/5
                                                                      (6 reviews)
                                                                      avg/night
                                                                      • 2 BR
                                                                      • 2 BA
                                                                      • 1 HF BA
                                                                      • Sleeps 6
                                                                      Townhome #804550vb
                                                                      6
                                                                      Viewed 20 times in the last 48 hours
                                                                        Exceptional! 5.0/5
                                                                        (14 reviews)
                                                                        avg/night
                                                                        • 3 BR
                                                                        • 3 BA
                                                                        • 2 HF BA
                                                                        • Sleeps 8
                                                                        Townhome #3561036
                                                                        14
                                                                        Viewed 34 times in the last 48 hours
                                                                          Exceptional! 5.0/5
                                                                          (14 reviews)
                                                                          avg/night
                                                                          • 4 BR
                                                                          • 3 BA
                                                                          • 1 HF BA
                                                                          • Sleeps 12
                                                                          Townhome #177153
                                                                          14
                                                                          Viewed 33 times in the last 48 hours
                                                                            Excellent! 4.7/5
                                                                            (21 reviews)
                                                                            avg/night
                                                                            • 3 BR
                                                                            • 2 BA
                                                                            • Sleeps 6
                                                                            Townhome #151436
                                                                            21
                                                                            Viewed 11 times in the last 48 hours
                                                                              avg/night
                                                                              • 3 BR
                                                                              • 2 BA
                                                                              • 1 HF BA
                                                                              • Sleeps 8
                                                                              Townhome #765771vb
                                                                              Viewed 6 times in the last 48 hours
                                                                                • 2 BR
                                                                                • 2 BA
                                                                                • 1 HF BA
                                                                                • Sleeps 4
                                                                                Townhome #4243963
                                                                                3
                                                                                Viewed 13 times in the last 48 hours
                                                                                  • 6 BR
                                                                                  • 4 BA
                                                                                  • Sleeps 15
                                                                                  Townhome #886903vb
                                                                                  Viewed 43 times in the last 48 hours
                                                                                    Exceptional! 5.0/5
                                                                                    (28 reviews)
                                                                                    avg/night
                                                                                    • 2 BR
                                                                                    • 2 BA
                                                                                    • Sleeps 6
                                                                                    Townhome #606162vb
                                                                                    28
                                                                                    Viewed 14 times in the last 48 hours
                                                                                      Wonderful! 4.9/5
                                                                                      (15 reviews)
                                                                                      avg/night
                                                                                      • 3 BR
                                                                                      • 2 BA
                                                                                      • 1 HF BA
                                                                                      • Sleeps 6
                                                                                      Townhome #3577386
                                                                                      15
                                                                                      Viewed 22 times in the last 48 hours
                                                                                        Excellent! 4.7/5
                                                                                        (6 reviews)
                                                                                        avg/night
                                                                                        • 4 BR
                                                                                        • 3 BA
                                                                                        • Sleeps 8
                                                                                        Townhome #342862
                                                                                        6
                                                                                        Viewed 53 times in the last 48 hours
                                                                                          Excellent! 4.6/5
                                                                                          (5 reviews)
                                                                                          avg/night
                                                                                          • 2 BR
                                                                                          • 2 BA
                                                                                          • 1 HF BA
                                                                                          • Sleeps 6
                                                                                          Townhome #723693vb
                                                                                          5
                                                                                          Viewed 7 times in the last 48 hours
                                                                                            avg/night
                                                                                            • 3 BR
                                                                                            • 2 BA
                                                                                            • Sleeps 8
                                                                                            Townhome #4272860
                                                                                            Viewed 28 times in the last 48 hours
                                                                                              avg/night
                                                                                              • 1 BR
                                                                                              • 2 BA
                                                                                              • Sleeps 4
                                                                                              Townhome #777756vb
                                                                                              2
                                                                                              Viewed 18 times in the last 48 hours
                                                                                                avg/night
                                                                                                • 3 BR
                                                                                                • 2 BA
                                                                                                • 1 HF BA
                                                                                                • Sleeps 6
                                                                                                Townhome #442300vb
                                                                                                4
                                                                                                Viewed 37 times in the last 48 hours
                                                                                                  View details for price
                                                                                                  • 2 BR
                                                                                                  • 3 BA
                                                                                                  • Sleeps 6
                                                                                                  Townhome #858697vb
                                                                                                  Viewed 6 times in the last 48 hours
                                                                                                    • 3 BR
                                                                                                    • 3 BA
                                                                                                    • 1 HF BA
                                                                                                    • Sleeps 8
                                                                                                    Townhome #4266740
                                                                                                    Viewed 20 times in the last 48 hours
                                                                                                      • 2 BR
                                                                                                      • 2 BA
                                                                                                      • Sleeps 6
                                                                                                      Townhome #954545vb
                                                                                                      1
                                                                                                      Viewed 11 times in the last 48 hours
                                                                                                      • 1 - 50 of 94
                                                                                                       

                                                                                                      Recent Osprey Reviews

                                                                                                      Fantastic vacation!

                                                                                                      5 of 5
                                                                                                      Great location and lovely home. Thanks for everything we'll be back for sure
                                                                                                      • Submitted: Jan 17, 2017
                                                                                                      • Stayed: Jan 2017

                                                                                                      Home Away From Home

                                                                                                      5 of 5
                                                                                                      We recently had a wonderful vacation over Christmas and New Year’s. We have been coming to Longboat Key for many years. There is something about this area that keeps drawing you back. It is our favorite place to vacation, and even though we have just left we cannot wait to return. Each time we have come down we have stayed at the condo. It is beautiful, comfortable, extremely clean and so cozy. It is situated in the right spot within the resort. As said, it truly feels like a home away from home. The condo is beautifully decorated. Everything you need is at your fingertips. It is so well appointed. Peggy and Neville are a treat to deal with. So friendly, their attention to detail is shown through-out the condo. They make your stay a special one. The pride of ownership really shows from the moment you arrive. They really make the experience an enjoyable one. If you don’t want to go very far, there is a great pool and tennis courts right on the premise. Not to mention a restaurant and tikki bar as well. The area has wonderful beaches, restaurants and so much more to take in. The condo itself, is equipped with a guide book with information to help you out. We are looking forward to returning as soon as we can! Peggy and Neville are wonderful! The Anthony Family
                                                                                                      • Submitted: Jan 17, 2017
                                                                                                      • Stayed: Dec 2016

                                                                                                      We loved the location and condo! Must stay if you love Siesta Key!

                                                                                                      5 of 5
                                                                                                      We loved the location, just minutes from the most beautiful beach in America. We loved coming back to Sarasota and Siesta Key! Thea was a great owner, and great to work with. If you want to truly relax in a very quiet place then this location is a must stay! We will be back a bunch moving forward! Thank you!
                                                                                                      • Submitted: Jan 16, 2017
                                                                                                      • Stayed: Jan 2017