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  • 1 - 50 of 300+
Additional fees apply. Taxes may be added.
    Exceptional! 5.0/5
    (27 reviews)
    avg/night
    • 2 BR
    • 2 BA
    • Sleeps 6
    Condo #193467vb
    27
    Viewed 88 times in the last 48 hours
      $97
      avg/night
      • 2 BR
      • 2 BA
      • Sleeps 6
      Condo #4201425
      Viewed 18 times in the last 48 hours
        Wonderful! 4.8/5
        (15 reviews)
        avg/night
        • 2 BR
        • 1 BA
        • Sleeps 4
        Condo #328805vb
        15
        Viewed 27 times in the last 48 hours
          Wonderful! 4.8/5
          (12 reviews)
          avg/night
          • 4 BR
          • 3 BA
          • 1 HF BA
          • Sleeps 8
          Estate #632908vb
          12
          Viewed 9 times in the last 48 hours
            Exceptional! 5.0/5
            (9 reviews)
            avg/night
            • 1 BR
            • 1 BA
            • Sleeps 2
            Condo #608927vb
            9
            Viewed 25 times in the last 48 hours
              • 2 BR
              • 2 BA
              • Sleeps 8
              Cottage #895205vb
              4
                • 2 BR
                • 1 BA
                • Sleeps 6
                Cottage #906895vb
                1 Review
                  Wonderful! 4.8/5
                  (12 reviews)
                  avg/night
                  • 2 BR
                  • 2 BA
                  • Sleeps 5
                  Condo #587435vb
                  12
                    Wonderful! 4.9/5
                    (33 reviews)
                    avg/night
                    • 5 BR
                    • 4 BA
                    • 1 HF BA
                    • Sleeps 10
                    House #247100
                    33
                    Viewed 13 times in the last 48 hours
                      Exceptional! 5.0/5
                      (29 reviews)
                      avg/night
                      • 3 BR
                      • 2 BA
                      • Sleeps 6
                      House #503449vb
                      29
                      Viewed 9 times in the last 48 hours
                        Wonderful! 4.8/5
                        (9 reviews)
                        avg/night
                        • 4 BR
                        • 2 BA
                        • 1 HF BA
                        • Sleeps 10
                        House #3537338
                        9
                        Viewed 49 times in the last 48 hours
                          Wonderful! 4.9/5
                          (18 reviews)
                          avg/night
                          • 2 BR
                          • 2 BA
                          • 1 HF BA
                          • Sleeps 4
                          House #3995242
                          18
                          Viewed 9 times in the last 48 hours
                            Excellent! 4.7/5
                            (10 reviews)
                            avg/night
                            • 2 BR
                            • 2 BA
                            • Sleeps 6
                            Villa #55972vb
                            10
                            Viewed 10 times in the last 48 hours
                              Excellent! 4.5/5
                              (19 reviews)
                              avg/night
                              • 1 BR
                              • 1 BA
                              • Sleeps 6
                              Condo #3510391
                              19
                              Viewed 8 times in the last 48 hours
                                Exceptional! 5.0/5
                                (23 reviews)
                                avg/night
                                • 4 BR
                                • 2 BA
                                • Sleeps 10
                                House #488150vb
                                23
                                Viewed 6 times in the last 48 hours
                                  Wonderful! 4.8/5
                                  (11 reviews)
                                  avg/night
                                  • 6 BR
                                  • 5 BA
                                  • Sleeps 20
                                  House #312423
                                  11
                                  Viewed 22 times in the last 48 hours
                                    Wonderful! 4.9/5
                                    (17 reviews)
                                    avg/night
                                    • 2 BR
                                    • 2 BA
                                    • Sleeps 8
                                    Villa #247170
                                    17
                                    Viewed 5 times in the last 48 hours
                                      • 3 BR
                                      • 3 BA
                                      • 1 HF BA
                                      • Sleeps 10
                                      House #375240vb
                                      19
                                        Exceptional! 5.0/5
                                        (21 reviews)
                                        avg/night
                                        • 4 BR
                                        • Sleeps 12
                                        House #3006320
                                        21
                                        Viewed 19 times in the last 48 hours
                                          Wonderful! 4.8/5
                                          (13 reviews)
                                          avg/night
                                          • 3 BR
                                          • 2 BA
                                          • Sleeps 6
                                          House #3510257
                                          13
                                          Viewed 5 times in the last 48 hours
                                            Excellent! 4.6/5
                                            (18 reviews)
                                            avg/night
                                            • 2 BR
                                            • 2 BA
                                            • Sleeps 8
                                            Condo #478253vb
                                            18
                                              Wonderful! 4.8/5
                                              (21 reviews)
                                              avg/night
                                              • 1 BR
                                              • 1 BA
                                              • Sleeps 4
                                              Condo #348324
                                              21
                                              Viewed 12 times in the last 48 hours
                                                • 1 BR
                                                • 1 BA
                                                • Sleeps 4
                                                House #3190782
                                                  Wonderful! 4.9/5
                                                  (18 reviews)
                                                  avg/night
                                                  • 2 BR
                                                  • 2 BA
                                                  • Sleeps 5
                                                  Condo #662636vb
                                                  18
                                                  Viewed 14 times in the last 48 hours
                                                    Very Good! 4.0/5
                                                    (9 reviews)
                                                    avg/night
                                                    • 3 BR
                                                    • 3 BA
                                                    • Sleeps 7
                                                    Villa #1656843
                                                    9
                                                    Viewed 12 times in the last 48 hours
                                                      Wonderful! 4.8/5
                                                      (100 reviews)
                                                      avg/night
                                                      • 2 BR
                                                      • 2 BA
                                                      • Sleeps 6
                                                      Condo #240486
                                                      100
                                                      Viewed 31 times in the last 48 hours
                                                        Excellent! 4.7/5
                                                        (31 reviews)
                                                        avg/night
                                                        • 3 BR
                                                        • 2 BA
                                                        • Sleeps 8
                                                        House #3013714
                                                        31
                                                        Viewed 15 times in the last 48 hours
                                                          • 2 BR
                                                          • 2 BA
                                                          • Sleeps 6
                                                          Condo #3682828
                                                          4
                                                            Exceptional! 5.0/5
                                                            (24 reviews)
                                                            avg/night
                                                            • 2 BR
                                                            • 2 BA
                                                            • Sleeps 8
                                                            House #308831vb
                                                            24
                                                            Viewed 12 times in the last 48 hours
                                                              • 2 BR
                                                              • 2 BA
                                                              • 1 HF BA
                                                              • Sleeps 6
                                                              Townhome #793729vb
                                                              1 Review
                                                                Exceptional! 5.0/5
                                                                (12 reviews)
                                                                avg/night
                                                                • 5 BR
                                                                • 4 BA
                                                                • 2 HF BA
                                                                • Sleeps 10
                                                                House #373016vb
                                                                12
                                                                Viewed 6 times in the last 48 hours
                                                                  • 2 BR
                                                                  • 2 BA
                                                                  • Sleeps 6
                                                                  House #3231107
                                                                  1 Review
                                                                    • 3 BR
                                                                    • 2 BA
                                                                    • 1 HF BA
                                                                    • Sleeps 6
                                                                    House #834593vb
                                                                    3
                                                                      avg/night
                                                                      • 1 BR
                                                                      • 1 BA
                                                                      • Sleeps 5
                                                                      Condo #711671vb
                                                                      2 Reviews
                                                                      Viewed 20 times in the last 48 hours
                                                                        • 2 BR
                                                                        • 2 BA
                                                                        • Sleeps 6
                                                                        House #3231114
                                                                        4
                                                                          Wonderful! 4.8/5
                                                                          (44 reviews)
                                                                          avg/night
                                                                          • 2 BR
                                                                          • 1 BA
                                                                          • Sleeps 4
                                                                          House #110144vb
                                                                          44
                                                                          Viewed 9 times in the last 48 hours
                                                                            Wonderful! 4.8/5
                                                                            (5 reviews)
                                                                            avg/night
                                                                            • 1 BR
                                                                            • 1 BA
                                                                            • Sleeps 2
                                                                            Condo #588608vb
                                                                            5
                                                                            Viewed 20 times in the last 48 hours
                                                                              • 1 BR
                                                                              • 1 BA
                                                                              • Sleeps 4
                                                                              House #3190769
                                                                              1 Review
                                                                                • 1 BR
                                                                                • 1 BA
                                                                                • Sleeps 4
                                                                                House #3190752
                                                                                1 Review
                                                                                  Excellent! 4.6/5
                                                                                  (25 reviews)
                                                                                  avg/night
                                                                                  • 4 BR
                                                                                  • 2 BA
                                                                                  • 1 HF BA
                                                                                  • Sleeps 10
                                                                                  Condo #202380vb
                                                                                  25
                                                                                  Viewed 16 times in the last 48 hours
                                                                                    • 2 BR
                                                                                    • 2 BA
                                                                                    • Sleeps 4
                                                                                    Condo #401362vb
                                                                                    27
                                                                                      Wonderful! 4.8/5
                                                                                      (33 reviews)
                                                                                      avg/night
                                                                                      • 1 BR
                                                                                      • 1 BA
                                                                                      • Sleeps 4
                                                                                      Condo #318356vb
                                                                                      33
                                                                                      Viewed 12 times in the last 48 hours
                                                                                        • 2 BR
                                                                                        • 2 BA
                                                                                        • 1 HF BA
                                                                                        • Sleeps 6
                                                                                        Townhome #804550vb
                                                                                        5
                                                                                          • 1 BR
                                                                                          • 1 BA
                                                                                          • Sleeps 4
                                                                                          House #3190751
                                                                                          2 Reviews
                                                                                            Excellent! 4.7/5
                                                                                            (31 reviews)
                                                                                            avg/night
                                                                                            • 1 BR
                                                                                            • 1 BA
                                                                                            • Sleeps 4
                                                                                            House #57059vb
                                                                                            31
                                                                                            Viewed 6 times in the last 48 hours
                                                                                              • 2 BR
                                                                                              • 2 BA
                                                                                              • 1 HF BA
                                                                                              • Sleeps 4
                                                                                              Townhome #814050vb
                                                                                              3
                                                                                                avg/night
                                                                                                • 1 BR
                                                                                                • 1 BA
                                                                                                • Sleeps 4
                                                                                                Condo #928930vb
                                                                                                2 Reviews
                                                                                                Viewed 21 times in the last 48 hours
                                                                                                  • 2 BR
                                                                                                  • 2 BA
                                                                                                  • Sleeps 6
                                                                                                  Condo #936908vb
                                                                                                    avg/night
                                                                                                    • 3 BR
                                                                                                    • 2 BA
                                                                                                    • Sleeps 5
                                                                                                    House #930815vb
                                                                                                    Viewed 54 times in the last 48 hours
                                                                                                      • 1 BR
                                                                                                      • 2 BA
                                                                                                      • Sleeps 6
                                                                                                      House #716567vb
                                                                                                      8
                                                                                                      • 1 - 50 of 300+
                                                                                                       

                                                                                                      Recent Longboat Key Reviews

                                                                                                      Absolute Paradise!

                                                                                                      5 of 5
                                                                                                      The House and the Island were just what we were looking for! The pictures and descriptions here don't give it justice, a true must see to believe and experience. Will definitely rent this house again! Thank you so much to both Renae and Johnathan for opening the home and making the stay amazing! :)
                                                                                                      • Submitted: Dec 5, 2016
                                                                                                      • Stayed: Dec 2016

                                                                                                      Awesome stay!!

                                                                                                      5 of 5
                                                                                                      We have been going on vacation to Longboat Key for over 20 years and this home is by far our favorite place to stay! All the comforts of home and just steps to the beach. It is beautifully decorated, close to the grocery store and many fine restaurants, although we usually stayed in and grilled on one of the barbecue grills available. The pool, located on the side of the house was a plus. The pictures accurately show the beauty of the home that was clean and ready for our check in. The owner was a pleasure to work with and we hope to be in contact with him soon for another stay!
                                                                                                      • Submitted: Dec 4, 2016
                                                                                                      • Stayed: Nov 2016

                                                                                                      Perfect getaway

                                                                                                      5 of 5
                                                                                                      We had an amazing stay on longboat key. The property was fantastic for a family of four. The subtle touches like beach chairs and beach toys were truly hidden treasurs. Due to some breezy weather we spent one day at the mote aquarium which was a value with all of the wonderful attractions they offered. Additionally if you stay i suggest dining at the drydock grill, their food was out of this world. Diana was a pleasure to deal with and remained in constant communication. We will be back to long boat key and will stay at this property again.
                                                                                                      • Submitted: Nov 23, 2016
                                                                                                      • Stayed: Nov 2016