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  • Showing 1-50 of 128
Additional fees apply. Taxes may be added.
    • 2 BR
    • 3 BA
    • Sleeps 5
    House #507385
    15
      Wonderful! 4.8/5
      (6 reviews)
      avg/night
      • 1 BR
      • 1 BA
      • Sleeps 3
      Condo #7021721
      6
      Viewed 23 times in the last 48 hours
        Exceptional! 5.0/5
        (5 reviews)
        avg/night
        • 2 BR
        • 2 BA
        • Sleeps 6
        Condo #7057904
        5
        Viewed 8 times in the last 48 hours
          avg/night
          • 3 BR
          • 2 BA
          • Sleeps 6
          Condo #7080067
          Viewed 28 times in the last 48 hours
            Wonderful! 4.9/5
            (20 reviews)
            avg/night
            • 4 BR
            • 2 BA
            • Sleeps 8
            House #13766
            20
            Viewed 8 times in the last 48 hours
              Wonderful! 4.8/5
              (24 reviews)
              avg/night
              • 2 BR
              • 2 BA
              • Sleeps 4
              Condo #7091127
              24
              Viewed 9 times in the last 48 hours
                Exceptional! 5.0/5
                (21 reviews)
                $74
                avg/night
                • 2 BR
                • 2 BA
                • Sleeps 4
                Multiple rentals Apartment #767074
                21
                Viewed 53 times in the last 48 hours
                  Exceptional! 5.0/5
                  (7 reviews)
                  avg/night
                  • 3 BR
                  • 2 BA
                  • Sleeps 6
                  House #4192564
                  7
                  Viewed 26 times in the last 48 hours
                    Exceptional! 5.0/5
                    (20 reviews)
                    avg/night
                    • 2 BR
                    • 1 BA
                    • Sleeps 4
                    House #7117636
                    20
                    Viewed 40 times in the last 48 hours
                      avg/night
                      • 4 BR
                      • 3 BA
                      • Sleeps 8
                      Condo #7106806
                      2
                      Viewed 13 times in the last 48 hours
                        Wonderful! 4.9/5
                        (23 reviews)
                        avg/night
                        • 1 BR
                        • 1 BA
                        • Sleeps 2
                        Cottage #7078925
                        23
                        Viewed 33 times in the last 48 hours
                          Wonderful! 4.9/5
                          (15 reviews)
                          avg/night
                          • 4 BR
                          • 4 BA
                          • Sleeps 8
                          House #452753
                          15
                          Viewed 50 times in the last 48 hours
                            Exceptional! 5.0/5
                            (32 reviews)
                            avg/night
                            • 2 BR
                            • 2 BA
                            • 1 HF BA
                            • Sleeps 4
                            Condo #37993
                            32
                            Viewed 8 times in the last 48 hours
                              avg/night
                              • 3 BR
                              • 3 BA
                              • Sleeps 6
                              Condo #7119642
                              4
                              Viewed 8 times in the last 48 hours
                                • 4 BR
                                • 2 BA
                                • 1 HF BA
                                • Sleeps 8
                                Villa #752894
                                10
                                  Exceptional! 5.0/5
                                  (8 reviews)
                                  avg/night
                                  • 2 BR
                                  • 2 BA
                                  • Sleeps 4
                                  Condo #7108156
                                  8
                                  Viewed 7 times in the last 48 hours
                                    Exceptional! 5.0/5
                                    (8 reviews)
                                    avg/night
                                    • 4 BR
                                    • 2 BA
                                    • 1 HF BA
                                    • Sleeps 8
                                    House #7053152
                                    8
                                    Viewed 27 times in the last 48 hours
                                      avg/night
                                      • 4 BR
                                      • 4 BA
                                      • 1 HF BA
                                      • Sleeps 8
                                      House #4021084
                                      Viewed 23 times in the last 48 hours
                                        • 4 BR
                                        • 4 BA
                                        • Sleeps 8
                                        Villa #851161
                                        Viewed 8 times in the last 48 hours
                                          avg/night
                                          • 4 BR
                                          • 3 BA
                                          • Sleeps 8
                                          House #7101144
                                          4
                                          Viewed 43 times in the last 48 hours
                                            avg/night
                                            • 2 BR
                                            • 2 BA
                                            • Sleeps 6
                                            Condo #7063065
                                            Viewed 23 times in the last 48 hours
                                              • 3 BR
                                              • 3 BA
                                              • Sleeps 6
                                              House #4209806
                                                avg/night
                                                • 4 BR
                                                • 2 BA
                                                • Sleeps 10
                                                Villa #7100381
                                                3
                                                Viewed 5 times in the last 48 hours
                                                  • 4 BR
                                                  • 3 BA
                                                  • 1 HF BA
                                                  • Sleeps 8
                                                  House #4230023
                                                    avg/night
                                                    • 5 BR
                                                    • 4 BA
                                                    • 2 HF BA
                                                    • Sleeps 10
                                                    House #3651234
                                                    10
                                                    Viewed 11 times in the last 48 hours
                                                      Wonderful! 4.9/5
                                                      (29 reviews)
                                                      avg/night
                                                      • 3 BR
                                                      • 2 BA
                                                      • Sleeps 6
                                                      House #789627
                                                      29
                                                      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 5 times in the last 48 hours
                                                          Wonderful! 4.9/5
                                                          (29 reviews)
                                                          avg/night
                                                          • 4 BR
                                                          • 3 BA
                                                          • Sleeps 10
                                                          House #1120669a
                                                          29
                                                          Viewed 25 times in the last 48 hours
                                                            Exceptional! 5.0/5
                                                            (22 reviews)
                                                            $95
                                                            avg/night
                                                            • 2 BR
                                                            • 2 BA
                                                            • Sleeps 4
                                                            Condo #7116288
                                                            22
                                                            Viewed 12 times in the last 48 hours
                                                              Exceptional! 5.0/5
                                                              (5 reviews)
                                                              avg/night
                                                              • 4 BR
                                                              • 2 BA
                                                              • 1 HF BA
                                                              • Sleeps 8
                                                              House #7113370
                                                              5
                                                              Viewed 7 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 12 times in the last 48 hours
                                                                  Exceptional! 5.0/5
                                                                  (8 reviews)
                                                                  avg/night
                                                                  • 3 BR
                                                                  • 2 BA
                                                                  • Sleeps 4
                                                                  Villa #7003916
                                                                  8
                                                                  Viewed 9 times in the last 48 hours
                                                                    • 3 BR
                                                                    • 3 BA
                                                                    • Sleeps 8
                                                                    House #820345vb
                                                                    Viewed 5 times in the last 48 hours
                                                                      avg/night
                                                                      • 2 BR
                                                                      • 2 BA
                                                                      • Sleeps 6
                                                                      Condo #7117823
                                                                      Viewed 7 times in the last 48 hours
                                                                        Wonderful! 4.8/5
                                                                        (14 reviews)
                                                                        avg/night
                                                                        • 2 BR
                                                                        • 2 BA
                                                                        • Sleeps 6
                                                                        Condo #326108
                                                                        14
                                                                        Viewed 21 times in the last 48 hours
                                                                          Excellent! 4.4/5
                                                                          (7 reviews)
                                                                          avg/night
                                                                          • 2 BR
                                                                          • 2 BA
                                                                          • Sleeps 4
                                                                          Condo #7118149
                                                                          7
                                                                          Viewed 8 times in the last 48 hours
                                                                            avg/night
                                                                            • 4 BR
                                                                            • 4 BA
                                                                            • Sleeps 12
                                                                            House #3025106
                                                                            Viewed 8 times in the last 48 hours
                                                                              Excellent! 4.6/5
                                                                              (10 reviews)
                                                                              avg/night
                                                                              • 2 BR
                                                                              • 2 BA
                                                                              • Sleeps 6
                                                                              Condo #3009068
                                                                              10
                                                                              Viewed 32 times in the last 48 hours
                                                                                $98
                                                                                avg/night
                                                                                • 2 BR
                                                                                • 2 BA
                                                                                • Sleeps 7
                                                                                Condo #7073276
                                                                                2
                                                                                Viewed 14 times in the last 48 hours
                                                                                  Wonderful! 4.9/5
                                                                                  (25 reviews)
                                                                                  avg/night
                                                                                  • 3 BR
                                                                                  • 2 BA
                                                                                  • 1 HF BA
                                                                                  • Sleeps 6
                                                                                  House #494922
                                                                                  25
                                                                                  Viewed 31 times in the last 48 hours
                                                                                    • 5 BR
                                                                                    • 3 BA
                                                                                    • Sleeps 10
                                                                                    House #7117262
                                                                                      • 3 BR
                                                                                      • Sleeps 6
                                                                                      House #2050363
                                                                                      3
                                                                                        • 2 BR
                                                                                        • 2 BA
                                                                                        • Sleeps 4
                                                                                        Condo #7010910
                                                                                          Exceptional! 5.0/5
                                                                                          (16 reviews)
                                                                                          avg/night
                                                                                          • 2 BR
                                                                                          • 2 BA
                                                                                          • Sleeps 4
                                                                                          Condo #7104341
                                                                                          16
                                                                                            Wonderful! 4.9/5
                                                                                            (15 reviews)
                                                                                            avg/night
                                                                                            • 1 BR
                                                                                            • 1 BA
                                                                                            • Sleeps 4
                                                                                            Condo #118704
                                                                                            15
                                                                                            Viewed 10 times in the last 48 hours
                                                                                              Wonderful! 4.9/5
                                                                                              (21 reviews)
                                                                                              avg/night
                                                                                              • 3 BR
                                                                                              • 2 BA
                                                                                              • Sleeps 8
                                                                                              Apartment #240760
                                                                                              21
                                                                                              Viewed 21 times in the last 48 hours
                                                                                                • 2 BR
                                                                                                • 2 BA
                                                                                                • Sleeps 6
                                                                                                Condo #7046868
                                                                                                  Excellent! 4.6/5
                                                                                                  (27 reviews)
                                                                                                  avg/night
                                                                                                  • 3 BR
                                                                                                  • 2 BA
                                                                                                  • Sleeps 8
                                                                                                  Condo #7061020
                                                                                                  27
                                                                                                  Viewed 51 times in the last 48 hours
                                                                                                    • 2 BR
                                                                                                    • 2 BA
                                                                                                    • Sleeps 6
                                                                                                    Condo #4334578
                                                                                                    Viewed 7 times in the last 48 hours
                                                                                                      Exceptional! 5.0/5
                                                                                                      (10 reviews)
                                                                                                      avg/night
                                                                                                      • 2 BR
                                                                                                      • 2 BA
                                                                                                      • Sleeps 4
                                                                                                      Condo #7016045
                                                                                                      10
                                                                                                      Viewed 8 times in the last 48 hours
                                                                                                      • 1 - 50 of 128

                                                                                                      Longboat Key: Luxury Vacation Rentals (128)

                                                                                                       

                                                                                                      Recent Longboat Key Reviews

                                                                                                      Recommend highly.

                                                                                                      5 of 5
                                                                                                      Staying at this villa was one of our best vacations. To start with, Sue, the owner, is very easy to communicate with and to get information relevant to the rental. The house and pool are very beautiful, very clean and very well maintained. The villa is stocked with many items that are not normally found in a rental unit. There are plenty of books to read, CD's, DVD's, games, towels, linens, glasses and dishes, detergents, beach chairs, bicycles, rafts, appliances, etc. The unit is close to all kinds of stores and restaurants and within a short distance to beaches. Anyone looking to rent a place should give this house serious consideration. My wife and I fell in love with this villa and will return next year.
                                                                                                      • Submitted: Nov 30, 2016
                                                                                                      • Stayed: Nov 2016

                                                                                                      the property is well maintain

                                                                                                      4 of 5
                                                                                                      The unit is a little different. What should be the master bedroom has a full and a single bed in it. I would not recommend this unit until the beds are replaced. The beds have to be at least 20 years old. You can only stand to sleep about 4 hours at a time.
                                                                                                      • Submitted: Nov 21, 2016
                                                                                                      • Stayed: Nov 2016

                                                                                                      Wonderful location! Beautiful Pool setting!

                                                                                                      5 of 5
                                                                                                      Will not disappoint anyone! The location on the island is perfect for privacy. We went on a charter with Captain Kim and it was awesome! I could have sat around pool on balcony all day. My only wish would be that the waterfall would continue a little later at night and we could maybe control that. The house could use a few more spatulas but other than that, had everything we needed. Minus food of course and laundry detergent but we knew that going in. Great owner to work with. Would love to return!! Thanks Jane!
                                                                                                      • Submitted: Nov 16, 2016
                                                                                                      • Stayed: Nov 2016