check navigate-up navigate-left navigate-right expand mail svg-lightning svg-24hr svg-house svg-sleeps svg-bedrooms svg-bathrooms svg-stay svg-toilet calendar
Cancel Clear Filters Apply Filters

Property Type

Booking Options

Location Type

Even More Filters

Features

Managed By

Cancel Clear Filters Apply Filters
Use filters to narrow your search results!
  • 1 - 50 of 139
Additional fees apply. Taxes may be added.
    • 2 BR
    • 1 BA
    • 1 HF BA
    • Sleeps 6
    17
      NEW!
      • 3 BR
      • 2 BA
      • Sleeps 6
      1 Review
        • 3 BR
        • 2 BA
        • Sleeps 6
        1 Review
          • Studio
          • 1 BA
          • Sleeps 4
          78
            • 1 BR
            • 1 BA
            • Sleeps 4
              • 1 BR
              • 1 BA
              • Sleeps 2
              9
                • Studio
                • 1 BA
                • Sleeps 4
                86
                  • 1 BR
                  • 1 BA
                  • Sleeps 4
                  54
                    • 2 BR
                    • 2 BA
                    • Sleeps 6
                    3
                      • 2 BR
                      • 2 BA
                      • Sleeps 4
                        • 1 BR
                        • 2 BA
                        • Sleeps 6
                        3
                          • 2 BR
                          • 2 BA
                          • Sleeps 6
                            Excellent! 4.7/5
                            (6 reviews)
                            avg/night
                            • 2 BR
                            • 2 BA
                            • Sleeps 6
                            6
                              • 2 BR
                              • 2 BA
                              • Sleeps 4
                                • 1 BR
                                • 1 BA
                                • 1 HF BA
                                • Sleeps 2
                                  • 2 BR
                                  • 2 BA
                                  • Sleeps 4
                                  1 Review
                                    • 1 BR
                                    • 1 BA
                                    • Sleeps 4
                                    35
                                      • 2 BR
                                      • 2 BA
                                      • Sleeps 6
                                        • 3 BR
                                        • 2 BA
                                        • Sleeps 6
                                        10
                                          Excellent! 4.3/5
                                          (12 reviews)
                                          avg/night
                                          • 2 BR
                                          • 1 BA
                                          • Sleeps 4
                                          12
                                            • 1 BR
                                            • 1 BA
                                            • 1 HF BA
                                            • Sleeps 4
                                            4
                                              • 2 BR
                                              • 2 BA
                                              • Sleeps 6
                                                • 2 BR
                                                • 2 BA
                                                • Sleeps 4
                                                  • 2 BR
                                                  • 2 BA
                                                  • Sleeps 4
                                                    • 2 BR
                                                    • 2 BA
                                                    • Sleeps 4
                                                      • 2 BR
                                                      • 2 BA
                                                      • Sleeps 4
                                                      10
                                                        Excellent! 4.3/5
                                                        (15 reviews)
                                                        avg/night
                                                        • 2 BR
                                                        • 2 BA
                                                        • Sleeps 6
                                                        15
                                                          • 2 BR
                                                          • 2 BA
                                                          • Sleeps 4
                                                            • 3 BR
                                                            • 2 BA
                                                            • 1 HF BA
                                                            • Sleeps 8
                                                            5
                                                              • 2 BR
                                                              • 2 BA
                                                              • Sleeps 4
                                                                • 2 BR
                                                                • 2 BA
                                                                • Sleeps 4
                                                                  • 2 BR
                                                                  • 2 BA
                                                                  • Sleeps 6
                                                                    • 2 BR
                                                                    • 2 BA
                                                                    • Sleeps 4
                                                                    2 Reviews
                                                                      • 2 BR
                                                                      • 2 BA
                                                                      • Sleeps 4
                                                                        • 1 BR
                                                                        • 2 BA
                                                                        • Sleeps 4
                                                                        21
                                                                          • 2 BR
                                                                          • 1 BA
                                                                          • Sleeps 4
                                                                          21
                                                                            • 2 BR
                                                                            • 1 BA
                                                                            • Sleeps 4
                                                                            21
                                                                              • 2 BR
                                                                              • 1 BA
                                                                              • Sleeps 4
                                                                              25
                                                                                • 2 BR
                                                                                • 2 BA
                                                                                • Sleeps 6
                                                                                1 Review
                                                                                  • 2 BR
                                                                                  • 2 BA
                                                                                  • Sleeps 4
                                                                                    • 2 BR
                                                                                    • 2 BA
                                                                                    • Sleeps 4
                                                                                    1 Review
                                                                                      NEW!
                                                                                      • 2 BR
                                                                                      • 1 BA
                                                                                      • Sleeps 6
                                                                                      8
                                                                                        NEW!
                                                                                        • Studio
                                                                                        • 1 BA
                                                                                        • Sleeps 2
                                                                                        1 Review
                                                                                          • 2 BR
                                                                                          • 2 BA
                                                                                          • Sleeps 6
                                                                                          2 Reviews
                                                                                            • 2 BR
                                                                                            • 1 BA
                                                                                            • Sleeps 6
                                                                                            3
                                                                                              • 2 BR
                                                                                              • 2 BA
                                                                                              • Sleeps 4
                                                                                              1 Review
                                                                                                • Studio
                                                                                                • 1 BA
                                                                                                • Sleeps 8
                                                                                                  • 1 BR
                                                                                                  • 1 BA
                                                                                                  • Sleeps 4
                                                                                                  1 Review
                                                                                                    • 3 BR
                                                                                                    • 2 BA
                                                                                                    • Sleeps 6
                                                                                                    2 Reviews
                                                                                                      • 2 BR
                                                                                                      • 2 BA
                                                                                                      • Sleeps 4
                                                                                                      • 1 - 50 of 139
                                                                                                       

                                                                                                      Recent Osprey Reviews

                                                                                                      Wonderful! We were very comfortable here.

                                                                                                      5 of 5
                                                                                                      It was a great pick for my husband and myself. It had everything we needed. It would be large enough for a couple additional people, Nice place, inviting, clean and short drive to the beach. We saw and did a lot in Sarasota and were able to get to most places in a few minutes. The owner was super easy to deal with and helpful. We would stay here again or recommend to others.
                                                                                                      • Submitted: Sep 24, 2016
                                                                                                      • Stayed: Sep 2016

                                                                                                      Comfortable room

                                                                                                      4 of 5
                                                                                                      Rating Details: The property manager was very helpful. The vacation rental was spotless. I was happy with the location. I was more than satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Our room was very clean and had nearly everything we needed. The bed was very comfortable, but the pillows were pretty flat, and they had no pillow cases - only pillow shams, which weren't pleasant to sleep on. The bathroom could use books for clothing and towels.
                                                                                                      • Submitted: Sep 17, 2016
                                                                                                      • Stayed: Sep 2016

                                                                                                      Beautiful and charming

                                                                                                      5 of 5
                                                                                                      The unit was beautifully remodeled, very efficiently furnished and had everything our family needed for our week stay. The overall grounds of the property were very well kept and clean. We were very happy with our stay and eager to visit again next year.
                                                                                                      • Submitted: Sep 6, 2016
                                                                                                      • Stayed: Aug 2016