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  • Showing 951-1,000 of 300+
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Additional fees apply. Taxes may be added.
    Exceptional! 5/5
    (69 reviews)
    avg/night
    • 5 BR
    • 3 BA
    • Sleeps 10
    House #216122
    69
    Viewed 42 times in the last 48 hours
      Very Good! 4/5
      (28 reviews)
      $75
      avg/night
      • 2 BR
      • 2 BA
      • Sleeps 8
      Hotel #442427
      28
      Viewed 42 times in the last 48 hours
        Wonderful! 4.8/5
        (22 reviews)
        avg/night
        • 2 BR
        • 2 BA
        • Sleeps 6
        Condo #704188
        22
        Viewed 32 times in the last 48 hours
          Wonderful! 4.9/5
          (27 reviews)
          avg/night
          • 3 BR
          • 3 BA
          • 1 HF BA
          • Sleeps 6
          House #747404
          27
          Viewed 54 times in the last 48 hours
            avg/night
            • 4 BR
            • 2 BA
            • 1 HF BA
            • Sleeps 8
            House #4224753ha
            3
            Viewed 28 times in the last 48 hours
              Exceptional! 5/5
              (6 reviews)
              $90
              avg/night
              • 1 BR
              • 1 BA
              • Sleeps 2
              House #900194
              6
              Viewed 37 times in the last 48 hours
                Exceptional! 5/5
                (42 reviews)
                avg/night
                • 2 BR
                • 2 BA
                • Sleeps 6
                House #394277
                42
                Viewed 47 times in the last 48 hours
                  Wonderful! 4.9/5
                  (14 reviews)
                  avg/night
                  • 1 BR
                  • 1 BA
                  • Sleeps 2
                  Condo #7114631ha
                  14
                  Viewed 14 times in the last 48 hours
                    Wonderful! 4.9/5
                    (45 reviews)
                    avg/night
                    • 3 BR
                    • 2 BA
                    • Sleeps 6
                    House #510891
                    45
                    Viewed 20 times in the last 48 hours
                      • 3 BR
                      • 2 BA
                      • Sleeps 8
                      House #4028829ha
                      2
                      Viewed 30 times in the last 48 hours
                        View details for price
                        • 2 BR
                        • 2 BA
                        • Sleeps 4
                        Condo #772062
                        3
                        Viewed 6 times in the last 48 hours
                          • 2 BR
                          • 2 BA
                          • Sleeps 4
                          Condo #989733
                          1
                            Wonderful! 4.9/5
                            (44 reviews)
                            avg/night
                            • 3 BR
                            • 2 BA
                            • Sleeps 7
                            House #446734
                            44
                            Viewed 60 times in the last 48 hours
                              Excellent! 4.6/5
                              (18 reviews)
                              avg/night
                              • 1 BR
                              • 1 BA
                              • Sleeps 3
                              Villa #3501492ha
                              18
                              Viewed 55 times in the last 48 hours
                                Wonderful! 4.9/5
                                (37 reviews)
                                avg/night
                                • 6 BR
                                • 4 BA
                                • 1 HF BA
                                • Sleeps 16
                                House #469780
                                37
                                Viewed 72 times in the last 48 hours
                                  Very Good! 4.1/5
                                  (21 reviews)
                                  avg/night
                                  • 3 BR
                                  • 2 BA
                                  • 1 HF BA
                                  • Sleeps 8
                                  House #509518
                                  21
                                  Viewed 76 times in the last 48 hours
                                    Excellent! 4.4/5
                                    (33 reviews)
                                    avg/night
                                    • 2 BR
                                    • 1 BA
                                    • Sleeps 6
                                    House #570007
                                    33
                                    Viewed 70 times in the last 48 hours
                                      Wonderful! 4.8/5
                                      (23 reviews)
                                      avg/night
                                      • Studio
                                      • 1 BA
                                      • Sleeps 2
                                      Studio #4069924ha
                                      23
                                      Viewed 80 times in the last 48 hours
                                        Wonderful! 4.8/5
                                        (12 reviews)
                                        avg/night
                                        • 2 BR
                                        • 1 BA
                                        • Sleeps 4
                                        House #684977
                                        12
                                        Viewed 17 times in the last 48 hours
                                          Wonderful! 4.8/5
                                          (4 reviews)
                                          $86
                                          avg/night
                                          • 2 BR
                                          • 1 BA
                                          • Sleeps 4
                                          Bungalow #964319
                                          4
                                          Viewed 20 times in the last 48 hours
                                            Exceptional! 5/5
                                            (5 reviews)
                                            avg/night
                                            • 2 BR
                                            • 2 BA
                                            • Sleeps 4
                                            House #979340
                                            5
                                            Viewed 55 times in the last 48 hours
                                              Exceptional! 5/5
                                              (8 reviews)
                                              avg/night
                                              • 5 BR
                                              • 4 BA
                                              • Sleeps 10
                                              House #53500
                                              8
                                              Viewed 49 times in the last 48 hours
                                                Excellent! 4.3/5
                                                (19 reviews)
                                                avg/night
                                                • 2 BR
                                                • 2 BA
                                                • Sleeps 6
                                                Condo #604299
                                                19
                                                Viewed 27 times in the last 48 hours
                                                  Wonderful! 4.9/5
                                                  (44 reviews)
                                                  avg/night
                                                  • 3 BR
                                                  • 1 BA
                                                  • Sleeps 6
                                                  House #688993
                                                  44
                                                  Viewed 37 times in the last 48 hours
                                                    Exceptional! 5/5
                                                    (15 reviews)
                                                    avg/night
                                                    • 2 BR
                                                    • 2 BA
                                                    • Sleeps 6
                                                    Condo #775863
                                                    15
                                                    Viewed 20 times in the last 48 hours
                                                      Wonderful! 4.9/5
                                                      (14 reviews)
                                                      avg/night
                                                      • 2 BR
                                                      • 1 BA
                                                      • Sleeps 6
                                                      Condo #822504
                                                      14
                                                      Viewed 37 times in the last 48 hours
                                                        $79
                                                        avg/night
                                                        • 2 BR
                                                        • 1 BA
                                                        • Sleeps 4
                                                        Condo #995428
                                                        3
                                                        Viewed 27 times in the last 48 hours
                                                          Good! 3.7/5
                                                          (6 reviews)
                                                          $82
                                                          avg/night
                                                          • 2 BR
                                                          • 1 BA
                                                          • 1 HF BA
                                                          • Sleeps 6
                                                          House #1005077
                                                          6
                                                          Viewed 24 times in the last 48 hours
                                                            Wonderful! 4.8/5
                                                            (10 reviews)
                                                            avg/night
                                                            • 2 BR
                                                            • 2 BA
                                                            • Sleeps 5
                                                            Condo #98422
                                                            10
                                                            Viewed 14 times in the last 48 hours
                                                              Excellent! 4.6/5
                                                              (29 reviews)
                                                              $87
                                                              avg/night
                                                              • 1 BR
                                                              • 1 BA
                                                              • Sleeps 4
                                                              Apartment #118989ha
                                                              29
                                                              Viewed 27 times in the last 48 hours
                                                                Very Good! 4.2/5
                                                                (58 reviews)
                                                                avg/night
                                                                • 7 BR
                                                                • 4 BA
                                                                • 1 HF BA
                                                                • Sleeps 16
                                                                House #275056
                                                                58
                                                                Viewed 69 times in the last 48 hours
                                                                  Exceptional! 5/5
                                                                  (22 reviews)
                                                                  avg/night
                                                                  • 3 BR
                                                                  • 2 BA
                                                                  • Sleeps 8
                                                                  House #437267
                                                                  22
                                                                  Viewed 26 times in the last 48 hours
                                                                    Excellent! 4.3/5
                                                                    (7 reviews)
                                                                    avg/night
                                                                    • 2 BR
                                                                    • 2 BA
                                                                    • Sleeps 4
                                                                    House #3618147ha
                                                                    7
                                                                    Viewed 11 times in the last 48 hours
                                                                      Exceptional! 5/5
                                                                      (12 reviews)
                                                                      avg/night
                                                                      • 3 BR
                                                                      • 2 BA
                                                                      • Sleeps 6
                                                                      Cottage #3640624ha
                                                                      12
                                                                      Viewed 13 times in the last 48 hours
                                                                        $53
                                                                        avg/night
                                                                        • 2 BR
                                                                        • 1 BA
                                                                        • Sleeps 4
                                                                        Cottage #505720
                                                                        3
                                                                        Viewed 11 times in the last 48 hours
                                                                          Wonderful! 4.8/5
                                                                          (52 reviews)
                                                                          $95
                                                                          avg/night
                                                                          • 3 BR
                                                                          • 2 BA
                                                                          • Sleeps 10
                                                                          House #567887
                                                                          52
                                                                          Viewed 61 times in the last 48 hours
                                                                            Excellent! 4.5/5
                                                                            (29 reviews)
                                                                            $94
                                                                            avg/night
                                                                            • 2 BR
                                                                            • 2 BA
                                                                            • Sleeps 6
                                                                            Condo #3882228ha
                                                                            29
                                                                            Viewed 35 times in the last 48 hours
                                                                              avg/night
                                                                              • 4 BR
                                                                              • 5 BA
                                                                              • Sleeps 8
                                                                              House #711207
                                                                              4
                                                                              Viewed 49 times in the last 48 hours
                                                                                Wonderful! 4.9/5
                                                                                (19 reviews)
                                                                                avg/night
                                                                                • 5 BR
                                                                                • 4 BA
                                                                                • 1 HF BA
                                                                                • Sleeps 10
                                                                                House #793443
                                                                                19
                                                                                Viewed 45 times in the last 48 hours
                                                                                  Exceptional! 5/5
                                                                                  (8 reviews)
                                                                                  avg/night
                                                                                  • 4 BR
                                                                                  • 3 BA
                                                                                  • 1 HF BA
                                                                                  • Sleeps 8
                                                                                  House #834689
                                                                                  8
                                                                                  Viewed 18 times in the last 48 hours
                                                                                    avg/night
                                                                                    • 5 BR
                                                                                    • 3 BA
                                                                                    • Sleeps 12
                                                                                    House #4380962ha
                                                                                    2
                                                                                    Viewed 75 times in the last 48 hours
                                                                                      Excellent! 4.7/5
                                                                                      (19 reviews)
                                                                                      avg/night
                                                                                      • 4 BR
                                                                                      • 3 BA
                                                                                      • Sleeps 8
                                                                                      House #904814ha
                                                                                      19
                                                                                      Viewed 15 times in the last 48 hours
                                                                                        Exceptional! 5/5
                                                                                        (5 reviews)
                                                                                        avg/night
                                                                                        • 2 BR
                                                                                        • 1 BA
                                                                                        • Sleeps 6
                                                                                        Villa #8035229ha
                                                                                        5
                                                                                        Viewed 18 times in the last 48 hours
                                                                                          Exceptional! 5/5
                                                                                          (33 reviews)
                                                                                          avg/night
                                                                                          • 2 BR
                                                                                          • 2 BA
                                                                                          • Sleeps 5
                                                                                          Cottage #507299
                                                                                          33
                                                                                          Viewed 23 times in the last 48 hours
                                                                                            Exceptional! 5/5
                                                                                            (6 reviews)
                                                                                            $91
                                                                                            avg/night
                                                                                            • 2 BR
                                                                                            • 2 BA
                                                                                            • Sleeps 4
                                                                                            Condo #624886
                                                                                            6
                                                                                            Viewed 23 times in the last 48 hours
                                                                                              Wonderful! 4.9/5
                                                                                              (14 reviews)
                                                                                              avg/night
                                                                                              • 4 BR
                                                                                              • 3 BA
                                                                                              • Sleeps 10
                                                                                              Townhome #695540
                                                                                              14
                                                                                              Viewed 21 times in the last 48 hours
                                                                                                Wonderful! 4.9/5
                                                                                                (15 reviews)
                                                                                                avg/night
                                                                                                • 4 BR
                                                                                                • 4 BA
                                                                                                • Sleeps 8
                                                                                                House #452753ha
                                                                                                15
                                                                                                Viewed 43 times in the last 48 hours
                                                                                                  Wonderful! 4.9/5
                                                                                                  (26 reviews)
                                                                                                  avg/night
                                                                                                  • 3 BR
                                                                                                  • 2 BA
                                                                                                  • Sleeps 6
                                                                                                  Cottage #505708
                                                                                                  26
                                                                                                  Viewed 15 times in the last 48 hours
                                                                                                    Exceptional! 5/5
                                                                                                    (44 reviews)
                                                                                                    avg/night
                                                                                                    • 3 BR
                                                                                                    • 3 BA
                                                                                                    • Sleeps 6
                                                                                                    Condo #510418
                                                                                                    44
                                                                                                    Viewed 39 times in the last 48 hours
                                                                                                      Excellent! 4.4/5
                                                                                                      (19 reviews)
                                                                                                      avg/night
                                                                                                      • 3 BR
                                                                                                      • 2 BA
                                                                                                      • Sleeps 6
                                                                                                      House #3800703ha
                                                                                                      19
                                                                                                      Viewed 49 times in the last 48 hours
                                                                                                      • 951 - 1,000 of 300+
                                                                                                       

                                                                                                      Recent Longboat Key Reviews

                                                                                                      Wonderful Stay

                                                                                                      5 of 5
                                                                                                      We had a perfect vacation! The house was beautiful, exactly as described, and well equipped with anything we needed. Ann, from iTrip, even brought new pans to replace some that were not in the best of shape. We loved how nice the neighborhood was and the beautiful view of the golf course. We will be back to Sarasota, and will most likely choose the same home to rent. We had a wonderful stay!
                                                                                                      • Submitted: Jun 14, 2017
                                                                                                      • Stayed: Jun 2017

                                                                                                      Excellent stay in great place!

                                                                                                      5 of 5
                                                                                                      This unit is a great, quiet, well apportioned unit with all the amenities you need to make your stay comfortable. There is a screened in porch outside, as well as a room for games, the water gear and a full sized washer and dryer. It is in the perfect location to walk to the beach, the fishing dock, restaurants and bars. If you need a nice place to relax and feel at home, this place is for you.
                                                                                                      • Submitted: May 01, 2017
                                                                                                      • Stayed: Apr 2017