Verified Review icon 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 svg-report-flag pet-dog svg-multiunit Default Owner Icon heart-filled
  • Showing 1-50 of 300+
  View map Map
Additional fees apply. Taxes may be added.
    Excellent! 4.7/5
    (10 reviews)
    avg/night
    House #3537338
    • 4 BR
    • 2 BA
    • 1 HF BA
    • Sleeps 10
    10
    Viewed 724 times in the last 48 hours

    Instant confirmation

    Your booking request will be confirmed immediately.

      Wonderful! 4.9/5
      (43 reviews)
      avg/night
      Condo #193467vb
      • 2 BR
      • 2 BA
      • Sleeps 6
      43
      Viewed 74 times in the last 48 hours

      Confirmation within 24 hours

      Your booking request will be confirmed or denied within 24 hours.

        Excellent! 4.6/5
        (13 reviews)
        $75
        avg/night
        Condo #616161vb
        • 2 BR
        • 1 BA
        • Sleeps 4
        13
        Viewed 40 times in the last 48 hours

        Confirmation within 24 hours

        Your booking request will be confirmed or denied within 24 hours.

          avg/night
          Condo #901524vb
          • 2 BR
          • 2 BA
          • Sleeps 6
          1
          Viewed 79 times in the last 48 hours

          Confirmation within 24 hours

          Your booking request will be confirmed or denied within 24 hours.

            Excellent! 4.7/5
            (33 reviews)
            avg/night
            Condo #3510391
            • 1 BR
            • 1 BA
            • Sleeps 6
            33
            Viewed 92 times in the last 48 hours

            Confirmation within 24 hours

            Your booking request will be confirmed or denied within 24 hours.

              Wonderful! 4.9/5
              (18 reviews)
              avg/night
              House #3510257
              • 3 BR
              • 2 BA
              • Sleeps 6
              18
              Viewed 20 times in the last 48 hours

              Confirmation within 24 hours

              Your booking request will be confirmed or denied within 24 hours.

                Cottage #906895vb
                • 2 BR
                • 1 BA
                • Sleeps 6
                2
                Viewed 11 times in the last 48 hours

                Confirmation within 24 hours

                Your booking request will be confirmed or denied within 24 hours.

                  Wonderful! 4.8/5
                  (16 reviews)
                  avg/night
                  House #632908vb
                  • 4 BR
                  • 3 BA
                  • 1 HF BA
                  • Sleeps 8
                  16
                  Viewed 36 times in the last 48 hours

                  Confirmation within 24 hours

                  Your booking request will be confirmed or denied within 24 hours.

                    Exceptional! 5/5
                    (25 reviews)
                    avg/night
                    House #3995242
                    • 2 BR
                    • 2 BA
                    • 1 HF BA
                    • Sleeps 4
                    25
                    Viewed 43 times in the last 48 hours

                    Confirmation within 24 hours

                    Your booking request will be confirmed or denied within 24 hours.

                      Wonderful! 4.8/5
                      (28 reviews)
                      avg/night
                      Condo #328805vb
                      • 2 BR
                      • 1 BA
                      • Sleeps 4
                      28
                      Viewed 100 times in the last 48 hours

                      Instant confirmation

                      Your booking request will be confirmed immediately.

                        Wonderful! 4.8/5
                        (8 reviews)
                        avg/night
                        Bungalow #4061442
                        • 3 BR
                        • 2 BA
                        • Sleeps 5
                        8
                        Viewed 22 times in the last 48 hours

                        Confirmation within 24 hours

                        Your booking request will be confirmed or denied within 24 hours.

                          avg/night
                          Condo #784678vb
                          • 2 BR
                          • 2 BA
                          • Sleeps 4
                          3
                          Viewed 31 times in the last 48 hours

                          Confirmation within 24 hours

                          Your booking request will be confirmed or denied within 24 hours.

                            Wonderful! 4.8/5
                            (110 reviews)
                            avg/night
                            Condo #240486
                            • 2 BR
                            • 2 BA
                            • Sleeps 6
                            110
                            Viewed 104 times in the last 48 hours

                            Confirmation within 24 hours

                            Your booking request will be confirmed or denied within 24 hours.

                              Condo #781932vb
                              • 2 BR
                              • 2 BA
                              • Sleeps 6
                              1
                              Viewed 11 times in the last 48 hours

                              Confirmation within 24 hours

                              Your booking request will be confirmed or denied within 24 hours.

                                Excellent! 4.6/5
                                (5 reviews)
                                avg/night
                                Townhome #793729vb
                                • 2 BR
                                • 2 BA
                                • 1 HF BA
                                • Sleeps 6
                                5
                                Viewed 39 times in the last 48 hours

                                Confirmation within 24 hours

                                Your booking request will be confirmed or denied within 24 hours.

                                  Wonderful! 4.9/5
                                  (8 reviews)
                                  avg/night
                                  Cottage #895205vb
                                  • 2 BR
                                  • 2 BA
                                  • Sleeps 8
                                  8
                                  Viewed 17 times in the last 48 hours

                                  Confirmation within 24 hours

                                  Your booking request will be confirmed or denied within 24 hours.

                                    avg/night
                                    Condo #3922817
                                    • 2 BR
                                    • 2 BA
                                    • Sleeps 4
                                    2
                                    Viewed 7 times in the last 48 hours

                                    Confirmation within 24 hours

                                    Your booking request will be confirmed or denied within 24 hours.

                                      Excellent! 4.6/5
                                      (8 reviews)
                                      avg/night
                                      House #271096vb
                                      • 3 BR
                                      • 2 BA
                                      • Sleeps 8
                                      8
                                      Viewed 31 times in the last 48 hours

                                      Confirmation within 24 hours

                                      Your booking request will be confirmed or denied within 24 hours.

                                        Exceptional! 5/5
                                        (42 reviews)
                                        avg/night
                                        House #503449vb
                                        • 3 BR
                                        • 2 BA
                                        • Sleeps 6
                                        42
                                        Viewed 32 times in the last 48 hours

                                        Confirmation within 24 hours

                                        Your booking request will be confirmed or denied within 24 hours.

                                          Exceptional! 5/5
                                          (23 reviews)
                                          avg/night
                                          House #488150vb
                                          • 4 BR
                                          • 2 BA
                                          • Sleeps 10
                                          23
                                          Viewed 48 times in the last 48 hours

                                          Confirmation within 24 hours

                                          Your booking request will be confirmed or denied within 24 hours.

                                            Exceptional! 5/5
                                            (21 reviews)
                                            avg/night
                                            House #375240vb
                                            • 3 BR
                                            • 3 BA
                                            • 1 HF BA
                                            • Sleeps 10
                                            21
                                            Viewed 55 times in the last 48 hours

                                            Confirmation within 24 hours

                                            Your booking request will be confirmed or denied within 24 hours.

                                              Excellent! 4.7/5
                                              (15 reviews)
                                              avg/night
                                              Condo #450275vb
                                              • 2 BR
                                              • 2 BA
                                              • Sleeps 6
                                              15
                                              Viewed 55 times in the last 48 hours
                                                Wonderful! 4.9/5
                                                (25 reviews)
                                                avg/night
                                                Condo #176941
                                                • 1 BR
                                                • 1 BA
                                                • Sleeps 4
                                                25
                                                Viewed 28 times in the last 48 hours
                                                  Wonderful! 4.9/5
                                                  (17 reviews)
                                                  avg/night
                                                  House #570768vb
                                                  • 4 BR
                                                  • 3 BA
                                                  • 1 HF BA
                                                  • Sleeps 8
                                                  17
                                                  Viewed 11 times in the last 48 hours
                                                    Condo #48305vb
                                                    • 2 BR
                                                    • 2 BA
                                                    • Sleeps 6
                                                    1
                                                    Viewed 9 times in the last 48 hours
                                                      Excellent! 4.7/5
                                                      (39 reviews)
                                                      avg/night
                                                      House #3013714
                                                      • 3 BR
                                                      • 2 BA
                                                      • Sleeps 6
                                                      39
                                                      Viewed 78 times in the last 48 hours

                                                      Confirmation within 24 hours

                                                      Your booking request will be confirmed or denied within 24 hours.

                                                        Excellent! 4.7/5
                                                        (6 reviews)
                                                        avg/night
                                                        Villa #414334vb
                                                        • 2 BR
                                                        • 2 BA
                                                        • Sleeps 6
                                                        6
                                                        Viewed 8 times in the last 48 hours

                                                        Confirmation within 24 hours

                                                        Your booking request will be confirmed or denied within 24 hours.

                                                          Condo #919724vb
                                                          • 2 BR
                                                          • 2 BA
                                                          • Sleeps 4
                                                          1
                                                          Viewed 14 times in the last 48 hours

                                                          Confirmation within 24 hours

                                                          Your booking request will be confirmed or denied within 24 hours.

                                                            avg/night
                                                            Condo #911972vb
                                                            • 2 BR
                                                            • 2 BA
                                                            • Sleeps 6
                                                            3
                                                            Viewed 8 times in the last 48 hours

                                                            Confirmation within 24 hours

                                                            Your booking request will be confirmed or denied within 24 hours.

                                                              Excellent! 4.7/5
                                                              (53 reviews)
                                                              avg/night
                                                              House #110144vb
                                                              • 2 BR
                                                              • 1 BA
                                                              • Sleeps 4
                                                              53
                                                              Viewed 44 times in the last 48 hours

                                                              Confirmation within 24 hours

                                                              Your booking request will be confirmed or denied within 24 hours.

                                                                avg/night
                                                                Condo #763430vb
                                                                • 2 BR
                                                                • 2 BA
                                                                • Sleeps 4
                                                                4
                                                                Viewed 6 times in the last 48 hours

                                                                Confirmation within 24 hours

                                                                Your booking request will be confirmed or denied within 24 hours.

                                                                  $61
                                                                  avg/night
                                                                  Condo #4035926
                                                                  • 1 BR
                                                                  • 1 BA
                                                                  • Sleeps 4
                                                                  3
                                                                  Viewed 6 times in the last 48 hours

                                                                  Confirmation within 24 hours

                                                                  Your booking request will be confirmed or denied within 24 hours.

                                                                    avg/night
                                                                    Condo #712060vb
                                                                    • 2 BR
                                                                    • 2 BA
                                                                    • Sleeps 4
                                                                    Viewed 14 times in the last 48 hours

                                                                    Confirmation within 24 hours

                                                                    Your booking request will be confirmed or denied within 24 hours.

                                                                      $68
                                                                      avg/night
                                                                      Condo #4082889
                                                                      • 2 BR
                                                                      • 2 BA
                                                                      • Sleeps 6
                                                                      1
                                                                      Viewed 11 times in the last 48 hours

                                                                      Confirmation within 24 hours

                                                                      Your booking request will be confirmed or denied within 24 hours.

                                                                        Condo #4424708
                                                                        • 2 BR
                                                                        • 2 BA
                                                                        • Sleeps 4
                                                                        2

                                                                        Confirmation within 24 hours

                                                                        Your booking request will be confirmed or denied within 24 hours.

                                                                          Excellent! 4.6/5
                                                                          (36 reviews)
                                                                          avg/night
                                                                          House #447571vb
                                                                          • 3 BR
                                                                          • 2 BA
                                                                          • 1 HF BA
                                                                          • Sleeps 10
                                                                          36
                                                                          Viewed 42 times in the last 48 hours

                                                                          Confirmation within 24 hours

                                                                          Your booking request will be confirmed or denied within 24 hours.

                                                                            Exceptional! 5/5
                                                                            (5 reviews)
                                                                            $51
                                                                            avg/night
                                                                            Studio #920123vb
                                                                            • 1 BR
                                                                            • 1 BA
                                                                            • Sleeps 2
                                                                            5
                                                                            Viewed 22 times in the last 48 hours

                                                                            Confirmation within 24 hours

                                                                            Your booking request will be confirmed or denied within 24 hours.

                                                                              Wonderful! 4.9/5
                                                                              (19 reviews)
                                                                              avg/night
                                                                              Apartment #43584
                                                                              • 2 BR
                                                                              • 2 BA
                                                                              • Sleeps 4
                                                                              19
                                                                              Viewed 148 times in the last 48 hours
                                                                                Exceptional! 5/5
                                                                                (3 reviews)
                                                                                View details for price
                                                                                Condo #109450
                                                                                • 1 BR
                                                                                • 1 BA
                                                                                • Sleeps 4
                                                                                3
                                                                                Viewed 9 times in the last 48 hours
                                                                                  Excellent! 4.7/5
                                                                                  (15 reviews)
                                                                                  avg/night
                                                                                  Condo #487577
                                                                                  • 2 BR
                                                                                  • 2 BA
                                                                                  • Sleeps 6
                                                                                  15
                                                                                  Viewed 25 times in the last 48 hours

                                                                                  Confirmation within 24 hours

                                                                                  Your booking request will be confirmed or denied within 24 hours.

                                                                                    Excellent! 4.5/5
                                                                                    (15 reviews)
                                                                                    avg/night
                                                                                    House #3025347
                                                                                    • 3 BR
                                                                                    • 3 BA
                                                                                    • Sleeps 7
                                                                                    15
                                                                                    Viewed 45 times in the last 48 hours

                                                                                    Confirmation within 24 hours

                                                                                    Your booking request will be confirmed or denied within 24 hours.

                                                                                      Excellent! 4.4/5
                                                                                      (21 reviews)
                                                                                      avg/night
                                                                                      Condo #478253vb
                                                                                      • 2 BR
                                                                                      • 2 BA
                                                                                      • Sleeps 8
                                                                                      21
                                                                                      Viewed 8 times in the last 48 hours

                                                                                      Confirmation within 24 hours

                                                                                      Your booking request will be confirmed or denied within 24 hours.

                                                                                        Exceptional! 5/5
                                                                                        (13 reviews)
                                                                                        avg/night
                                                                                        Condo #320426vb
                                                                                        • 2 BR
                                                                                        • 2 BA
                                                                                        • Sleeps 6
                                                                                        13
                                                                                        Viewed 32 times in the last 48 hours

                                                                                        Confirmation within 24 hours

                                                                                        Your booking request will be confirmed or denied within 24 hours.

                                                                                          avg/night
                                                                                          Condo #940294vb
                                                                                          • 2 BR
                                                                                          • 2 BA
                                                                                          • Sleeps 6
                                                                                          2
                                                                                          Viewed 6 times in the last 48 hours

                                                                                          Confirmation within 24 hours

                                                                                          Your booking request will be confirmed or denied within 24 hours.

                                                                                            $45
                                                                                            avg/night
                                                                                            Condo #4102639
                                                                                            • 2 BR
                                                                                            • 2 BA
                                                                                            • Sleeps 4
                                                                                            1
                                                                                            Viewed 5 times in the last 48 hours

                                                                                            Confirmation within 24 hours

                                                                                            Your booking request will be confirmed or denied within 24 hours.

                                                                                              avg/night
                                                                                              House #930815vb
                                                                                              • 3 BR
                                                                                              • 2 BA
                                                                                              • Sleeps 5
                                                                                              3
                                                                                              Viewed 16 times in the last 48 hours

                                                                                              Confirmation within 24 hours

                                                                                              Your booking request will be confirmed or denied within 24 hours.

                                                                                                Excellent! 4.6/5
                                                                                                (21 reviews)
                                                                                                $86
                                                                                                avg/night
                                                                                                Condo #314469vb
                                                                                                • 1 BR
                                                                                                • 1 BA
                                                                                                • Sleeps 4
                                                                                                21
                                                                                                Viewed 23 times in the last 48 hours

                                                                                                Instant confirmation

                                                                                                Your booking request will be confirmed immediately.

                                                                                                  Wonderful! 4.8/5
                                                                                                  (13 reviews)
                                                                                                  avg/night
                                                                                                  House #3176261
                                                                                                  • 3 BR
                                                                                                  • 3 BA
                                                                                                  • Sleeps 8
                                                                                                  13
                                                                                                  Viewed 69 times in the last 48 hours

                                                                                                  Confirmation within 24 hours

                                                                                                  Your booking request will be confirmed or denied within 24 hours.

                                                                                                    Wonderful! 4.8/5
                                                                                                    (20 reviews)
                                                                                                    avg/night
                                                                                                    Townhome #715244vb
                                                                                                    • 2 BR
                                                                                                    • 2 BA
                                                                                                    • 1 HF BA
                                                                                                    • Sleeps 6
                                                                                                    20
                                                                                                    Viewed 79 times in the last 48 hours

                                                                                                    Confirmation within 24 hours

                                                                                                    Your booking request will be confirmed or denied within 24 hours.

                                                                                                      Wonderful! 4.9/5
                                                                                                      (35 reviews)
                                                                                                      avg/night
                                                                                                      Cottage #395073vb
                                                                                                      • 1 BR
                                                                                                      • 1 BA
                                                                                                      • Sleeps 3
                                                                                                      35
                                                                                                      Viewed 23 times in the last 48 hours

                                                                                                      Confirmation within 24 hours

                                                                                                      Your booking request will be confirmed or denied within 24 hours.

                                                                                                      • 1 - 50 of 300+

                                                                                                      Longboat Key Vacation Rentals (300+)