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  • 1 - 50
Additional fees apply. Taxes may be added.
    Wonderful! 4.9/5
    (30 reviews)
    avg/night
    • 3 BR
    • 2 BA
    • Sleeps 8
    30
      • 3 BR
      • 3 BA
      • Sleeps 6
      5
        • 4 BR
        • 3 BA
        • 1 HF BA
        • Sleeps 10
          • 3 BR
          • 3 BA
          • Sleeps 10
          2 Reviews
            NEW!
            • 2 BR
            • 2 BA
            • Sleeps 6
              Wonderful! 4.8/5
              (17 reviews)
              avg/night
              • 3 BR
              • 2 BA
              • Sleeps 6
              17
                • 3 BR
                • 2 BA
                • 1 HF BA
                • Sleeps 6
                3
                  • 3 BR
                  • 2 BA
                  • Sleeps 6
                    NEW!
                    • 2 BR
                    • 2 BA
                    • Sleeps 4
                      • 3 BR
                      • 3 BA
                      • Sleeps 6
                      11
                        • 2 BR
                        • 2 BA
                        • Sleeps 6
                        1 Review
                          • 4 BR
                          • 4 BA
                          • Sleeps 12
                          1 Review
                            • 3 BR
                            • 2 BA
                            • Sleeps 6
                              Wonderful! 4.8/5
                              (17 reviews)
                              avg/night
                              • 3 BR
                              • 2 BA
                              • Sleeps 6
                              17
                                • 4 BR
                                • 2 BA
                                • Sleeps 7
                                4
                                  • 3 BR
                                  • 2 BA
                                  • Sleeps 8
                                    • 3 BR
                                    • 4 BA
                                    • Sleeps 6
                                    1 Review
                                      NEW!
                                      • 2 BR
                                      • 1 BA
                                      • Sleeps 4
                                        • 2 BR
                                        • 2 BA
                                        • Sleeps 4
                                          NEW!
                                          • 3 BR
                                          • 2 BA
                                          • 1 HF BA
                                          • Sleeps 7
                                            Exceptional! 5.0/5
                                            (5 reviews)
                                            avg/night
                                            • 3 BR
                                            • 3 BA
                                            • Sleeps 6
                                            5
                                              • 2 BR
                                              • 2 BA
                                              • Sleeps 4
                                                • 2 BR
                                                • 2 BA
                                                • Sleeps 6
                                                  • 2 BR
                                                  • 2 BA
                                                  • Sleeps 6
                                                  1 Review
                                                    • 2 BR
                                                    • 2 BA
                                                    • Sleeps 6
                                                    1 Review
                                                      Exceptional! 5.0/5
                                                      (7 reviews)
                                                      avg/night
                                                      • 2 BR
                                                      • 2 BA
                                                      • Sleeps 5
                                                      7
                                                        • 3 BR
                                                        • 2 BA
                                                        • Sleeps 6
                                                          • 3 BR
                                                          • 2 BA
                                                          • Sleeps 8
                                                          4
                                                            • 3 BR
                                                            • 2 BA
                                                            • Sleeps 8
                                                              Exceptional! 5.0/5
                                                              (11 reviews)
                                                              avg/night
                                                              • 2 BR
                                                              • 2 BA
                                                              • Sleeps 6
                                                              11
                                                                • 3 BR
                                                                • 2 BA
                                                                • Sleeps 6
                                                                4
                                                                  NEW!
                                                                  • 3 BR
                                                                  • 2 BA
                                                                  • Sleeps 6
                                                                    • 2 BR
                                                                    • 2 BA
                                                                    • Sleeps 4
                                                                    3
                                                                      • 1 BR
                                                                      • 1 BA
                                                                      • Sleeps 2
                                                                      8
                                                                        NEW!
                                                                        • 4 BR
                                                                        • 4 BA
                                                                        • 1 HF BA
                                                                        • Sleeps 8
                                                                          NEW!
                                                                          • 3 BR
                                                                          • 3 BA
                                                                          • Sleeps 8
                                                                          3
                                                                            • Studio
                                                                            • 2 BA
                                                                            • Sleeps 4
                                                                              • 2 BR
                                                                              • 2 BA
                                                                              • Sleeps 5
                                                                                • 2 BR
                                                                                • 2 BA
                                                                                • Sleeps 4
                                                                                  • 3 BR
                                                                                  • 2 BA
                                                                                  • Sleeps 7
                                                                                    • 2 BR
                                                                                    • 2 BA
                                                                                    • Sleeps 6
                                                                                      NEW!
                                                                                      • 2 BR
                                                                                      • 2 BA
                                                                                      • Sleeps 6
                                                                                        • 2 BR
                                                                                        • 2 BA
                                                                                        • Sleeps 4
                                                                                          • 1 BR
                                                                                          • 1 BA
                                                                                          • Sleeps 3
                                                                                            • 2 BR
                                                                                            • 2 BA
                                                                                            • Sleeps 4
                                                                                              • 3 BR
                                                                                              • 2 BA
                                                                                              • Sleeps 6
                                                                                              8
                                                                                                Wonderful! 4.8/5
                                                                                                (13 reviews)
                                                                                                avg/night
                                                                                                • 2 BR
                                                                                                • 2 BA
                                                                                                • Sleeps 4
                                                                                                13
                                                                                                  • 3 BR
                                                                                                  • 2 BA
                                                                                                  • 1 HF BA
                                                                                                  • Sleeps 6
                                                                                                  1 Review
                                                                                                    • 2 BR
                                                                                                    • 2 BA
                                                                                                    • Sleeps 4
                                                                                                      • 2 BR
                                                                                                      • 1 BA
                                                                                                      • 1 HF BA
                                                                                                      • Sleeps 6
                                                                                                      17
                                                                                                      • 1 - 50
                                                                                                       

                                                                                                      Recent Osprey Reviews

                                                                                                      quiet, vintage hideaway

                                                                                                      5 of 5
                                                                                                      I had some business to attend to in Sarasota, and this quiet, modest retreat allowed me the peace of mind to do what i had to do . .. Jane was welcoming at my arrival, and immediately responsive when there were plumbing issues . .. .after some days of rain, i was happy to be close to Siesta Key . . . i can easily recommend this listing to anyone who values peace and privacy . .. . Reva W.
                                                                                                      • Submitted: Aug 25, 2016
                                                                                                      • Stayed: Aug 2016

                                                                                                      Excellent Vacation Property

                                                                                                      5 of 5
                                                                                                      My family of three enjoyed a vacation at the house, during the last two weeks of July 2016. The pictures do not do the house justice, we found the property to be clean spacious and well kept. The estate/neighbourhood was great, you are not overlooked at the rear elevation, which enjoys the sun all day. We found ourselves relaxing more than we thought by the pool. The house is well stocked with beach chairs, cool boxes and bikes. The owners are massively helpful and respond to questions very quickly. We were first time visitors to the Sarasota area, we found the location of the house to be excellent. There really is something for everybody, Walmart and Target close by, Westfield mall around ten minutes away, with a Costco, which allowed us entry on our English card. Outlet mall and more upmarket University town centre mall around a 20 to 30 minute drive, great beaches, bars and restaurants. The legacy walking/biking trail, is an added bonus to those who feel active.(can be accessed within five minutes from your doorstep.) Cannot recommend enough! We are looked at going back next year.
                                                                                                      • Submitted: Aug 21, 2016
                                                                                                      • Stayed: Jul 2016

                                                                                                      The Perfect Vacation Home

                                                                                                      5 of 5
                                                                                                      We loved our stay at the Casey Key home; everyone wants to come back next year. We are a family of three generations and found lots of things to do, like walking on the beach just across the street, so close that we heard the waves crashing through the open windows. When the ocean got too rough the kids jumped into the pool. And so much was provided: fishing rods, kayak, bikes, board games, lots of beach towels, a kitchen stocked with the essentials and much, much more. Wow! Thanks for our great vacation!
                                                                                                      • Submitted: Apr 20, 2016
                                                                                                      • Stayed: Apr 2016