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Additional fees apply. Taxes may be added.
    Excellent! 4.6/5
    (18 reviews)
    $157
    avg/night
    Condo #731887vb
    • 3 BR
    • 2 BA
    • Sleeps 6
    18
    Viewed 285 times in the last 48 hours
    This property does not have any reviews yet.

    Confirmation within 24 hours

    Your booking request will be confirmed or denied within 24 hours.
      Excellent! 4.6/5
      (46 reviews)
      $126
      avg/night
      Condo #249241vb
      • 2 BR
      • 2 BA
      • Sleeps 6
      46
      Viewed 91 times in the last 48 hours
      This property does not have any reviews yet.

      Confirmation within 24 hours

      Your booking request will be confirmed or denied within 24 hours.
        Excellent! 4.6/5
        (46 reviews)
        $126
        avg/night
        Condo #7005721
        • 2 BR
        • 2 BA
        • Sleeps 6
        46
        Viewed 110 times in the last 48 hours
        This property does not have any reviews yet.

        Confirmation within 24 hours

        Your booking request will be confirmed or denied within 24 hours.
          Exceptional! 5/5
          (31 reviews)
          $117
          avg/night
          House #393812
          • 3 BR
          • 2 BA
          • Sleeps 8
          31
          Viewed 76 times in the last 48 hours
          This property does not have any reviews yet.

          Confirmation within 24 hours

          Your booking request will be confirmed or denied within 24 hours.
            Wonderful! 4.8/5
            (14 reviews)
            $187
            avg/night
            Condo #714154vb
            • 2 BR
            • 2 BA
            • Sleeps 6
            14
            Viewed 167 times in the last 48 hours
            This property does not have any reviews yet.

            Confirmation within 24 hours

            Your booking request will be confirmed or denied within 24 hours.
              Wonderful! 4.9/5
              (11 reviews)
              $814
              avg/night
              House #919922vb
              • 4 BR
              • 4 BA
              • Sleeps 13
              11
              Viewed 150 times in the last 48 hours
              This property does not have any reviews yet.

              Confirmation within 24 hours

              Your booking request will be confirmed or denied within 24 hours.
                Exceptional! 5/5
                (42 reviews)
                $176
                avg/night
                Condo #45661vb
                • 2 BR
                • 2 BA
                • Sleeps 6
                42
                Viewed 100 times in the last 48 hours
                This property does not have any reviews yet.

                Confirmation within 24 hours

                Your booking request will be confirmed or denied within 24 hours.
                  Exceptional! 5/5
                  (42 reviews)
                  $163
                  avg/night
                  Condo #7011103
                  • 2 BR
                  • 2 BA
                  • Sleeps 6
                  42
                  Viewed 77 times in the last 48 hours
                  This property does not have any reviews yet.

                  Confirmation within 24 hours

                  Your booking request will be confirmed or denied within 24 hours.
                    Excellent! 4.5/5
                    (18 reviews)
                    $117
                    avg/night
                    House #3629537
                    • 4 BR
                    • 2 BA
                    • Sleeps 8
                    18
                    Viewed 76 times in the last 48 hours
                    This property does not have any reviews yet.

                    Confirmation within 24 hours

                    Your booking request will be confirmed or denied within 24 hours.
                      Excellent! 4.4/5
                      (34 reviews)
                      $183
                      avg/night
                      Condo #612090vb
                      • 4 BR
                      • 2 BA
                      • Sleeps 12
                      34
                      Viewed 214 times in the last 48 hours
                      This property does not have any reviews yet.

                      Confirmation within 24 hours

                      Your booking request will be confirmed or denied within 24 hours.
                        Excellent! 4.7/5
                        (47 reviews)
                        $109
                        avg/night
                        Villa #342421
                        • 1 BR
                        • 1 BA
                        • Sleeps 4
                        47
                        Viewed 64 times in the last 48 hours
                        This property does not have any reviews yet.

                        Confirmation within 24 hours

                        Your booking request will be confirmed or denied within 24 hours.
                          Wonderful! 4.8/5
                          (19 reviews)
                          $155
                          avg/night
                          House #683647vb
                          • 3 BR
                          • 2 BA
                          • Sleeps 6
                          19
                          Viewed 39 times in the last 48 hours
                          This property does not have any reviews yet.

                          Confirmation within 24 hours

                          Your booking request will be confirmed or denied within 24 hours.
                            Excellent! 4.7/5
                            (30 reviews)
                            $133
                            avg/night
                            Condo #714372vb
                            • 2 BR
                            • 2 BA
                            • Sleeps 6
                            30
                            Viewed 61 times in the last 48 hours
                            This property does not have any reviews yet.

                            Confirmation within 24 hours

                            Your booking request will be confirmed or denied within 24 hours.
                              Wonderful! 4.8/5
                              (45 reviews)
                              $232
                              avg/night
                              Condo #474014vb
                              • 2 BR
                              • 2 BA
                              • Sleeps 6
                              45
                              Viewed 78 times in the last 48 hours
                              This property does not have any reviews yet.

                              Confirmation within 24 hours

                              Your booking request will be confirmed or denied within 24 hours.
                                Good! 3.7/5
                                (7 reviews)
                                $283
                                avg/night
                                Cottage #791623vb
                                • 4 BR
                                • 4 BA
                                • Sleeps 14
                                7
                                Viewed 79 times in the last 48 hours
                                This property does not have any reviews yet.

                                Confirmation within 24 hours

                                Your booking request will be confirmed or denied within 24 hours.
                                  Excellent! 4.6/5
                                  (48 reviews)
                                  $111
                                  avg/night
                                  Villa #3003070
                                  • 1 BR
                                  • 1 BA
                                  • Sleeps 4
                                  48
                                  Viewed 43 times in the last 48 hours
                                  This property does not have any reviews yet.

                                  Confirmation within 24 hours

                                  Your booking request will be confirmed or denied within 24 hours.
                                    Excellent! 4.4/5
                                    (15 reviews)
                                    $109
                                    avg/night
                                    Townhome #4061374
                                    • 2 BR
                                    • 2 BA
                                    • Sleeps 8
                                    15
                                    Viewed 128 times in the last 48 hours
                                    This property does not have any reviews yet.

                                    Confirmation within 24 hours

                                    Your booking request will be confirmed or denied within 24 hours.
                                      Wonderful! 4.8/5
                                      (52 reviews)
                                      $220
                                      avg/night
                                      House #339739
                                      • 3 BR
                                      • 2 BA
                                      • 1 HF BA
                                      • Sleeps 8
                                      52
                                      Viewed 79 times in the last 48 hours
                                      This property does not have any reviews yet.

                                      Confirmation within 24 hours

                                      Your booking request will be confirmed or denied within 24 hours.
                                        Exceptional! 5/5
                                        (10 reviews)
                                        $150
                                        avg/night
                                        House #889004vb
                                        • 2 BR
                                        • 1 BA
                                        • Sleeps 5
                                        10
                                        Viewed 54 times in the last 48 hours
                                        This property does not have any reviews yet.

                                        Confirmation within 24 hours

                                        Your booking request will be confirmed or denied within 24 hours.
                                          Wonderful! 4.9/5
                                          (12 reviews)
                                          $136
                                          avg/night
                                          Condo #934168vb
                                          • 2 BR
                                          • 1 BA
                                          • 1 HF BA
                                          • Sleeps 6
                                          12
                                          Viewed 49 times in the last 48 hours
                                          This property does not have any reviews yet.

                                          Confirmation within 24 hours

                                          Your booking request will be confirmed or denied within 24 hours.
                                            Excellent! 4.7/5
                                            (34 reviews)
                                            $244
                                            avg/night
                                            Cottage #213515
                                            • 1 BR
                                            • 1 BA
                                            • Sleeps 2
                                            34
                                            Viewed 126 times in the last 48 hours
                                            This property does not have any reviews yet.

                                            Confirmation within 24 hours

                                            Your booking request will be confirmed or denied within 24 hours.
                                              Wonderful! 4.9/5
                                              (47 reviews)
                                              $139
                                              avg/night
                                              Villa #441464vb
                                              • 2 BR
                                              • 1 BA
                                              • Sleeps 4
                                              47
                                              Viewed 32 times in the last 48 hours
                                              This property does not have any reviews yet.

                                              Confirmation within 24 hours

                                              Your booking request will be confirmed or denied within 24 hours.
                                                Excellent! 4.5/5
                                                (8 reviews)
                                                $179
                                                avg/night
                                                Condo #927448vb
                                                • 2 BR
                                                • 2 BA
                                                • Sleeps 6
                                                8
                                                Viewed 89 times in the last 48 hours
                                                This property does not have any reviews yet.

                                                Confirmation within 24 hours

                                                Your booking request will be confirmed or denied within 24 hours.
                                                  Exceptional! 5/5
                                                  (33 reviews)
                                                  $569
                                                  avg/night
                                                  House #581268vb
                                                  • 5 BR
                                                  • 4 BA
                                                  • 1 HF BA
                                                  • Sleeps 10
                                                  33
                                                  Viewed 82 times in the last 48 hours
                                                  This property does not have any reviews yet.

                                                  Confirmation within 24 hours

                                                  Your booking request will be confirmed or denied within 24 hours.
                                                    Wonderful! 4.8/5
                                                    (44 reviews)
                                                    $164
                                                    avg/night
                                                    Condo #15838vb
                                                    • 2 BR
                                                    • 2 BA
                                                    • Sleeps 5
                                                    44
                                                    Viewed 50 times in the last 48 hours
                                                    This property does not have any reviews yet.

                                                    Confirmation within 24 hours

                                                    Your booking request will be confirmed or denied within 24 hours.
                                                      $167
                                                      avg/night
                                                      Condo #904482vb
                                                      • 2 BR
                                                      • 2 BA
                                                      • Sleeps 5
                                                      3
                                                      Viewed 19 times in the last 48 hours
                                                      This property does not have any reviews yet.

                                                      Confirmation within 24 hours

                                                      Your booking request will be confirmed or denied within 24 hours.
                                                        Excellent! 4.6/5
                                                        (18 reviews)
                                                        $113
                                                        avg/night
                                                        Condo #288214vb
                                                        • 2 BR
                                                        • 1 BA
                                                        • 1 HF BA
                                                        • Sleeps 4
                                                        18
                                                        Viewed 43 times in the last 48 hours
                                                        This property does not have any reviews yet.

                                                        Confirmation within 24 hours

                                                        Your booking request will be confirmed or denied within 24 hours.
                                                          Exceptional! 5/5
                                                          (27 reviews)
                                                          $232
                                                          avg/night
                                                          Condo #616211vb
                                                          • 2 BR
                                                          • 2 BA
                                                          • Sleeps 6
                                                          27
                                                          Viewed 42 times in the last 48 hours
                                                          This property does not have any reviews yet.

                                                          Confirmation within 24 hours

                                                          Your booking request will be confirmed or denied within 24 hours.
                                                            Wonderful! 4.9/5
                                                            (19 reviews)
                                                            $286
                                                            avg/night
                                                            Apartment #4139925
                                                            • 2 BR
                                                            • 1 BA
                                                            • 1 HF BA
                                                            • Sleeps 5
                                                            19
                                                            Viewed 45 times in the last 48 hours
                                                            This property does not have any reviews yet.

                                                            Confirmation within 24 hours

                                                            Your booking request will be confirmed or denied within 24 hours.
                                                              Wonderful! 4.8/5
                                                              (16 reviews)
                                                              $77
                                                              avg/night
                                                              Condo #734306vb
                                                              • 1 BR
                                                              • 1 BA
                                                              • Sleeps 4
                                                              16
                                                              Viewed 34 times in the last 48 hours
                                                              This property does not have any reviews yet.

                                                              Confirmation within 24 hours

                                                              Your booking request will be confirmed or denied within 24 hours.
                                                                Excellent! 4.6/5
                                                                (15 reviews)
                                                                $109
                                                                avg/night
                                                                Condo #3918048
                                                                • 2 BR
                                                                • 2 BA
                                                                • Sleeps 6
                                                                15
                                                                Viewed 43 times in the last 48 hours
                                                                This property does not have any reviews yet.

                                                                Confirmation within 24 hours

                                                                Your booking request will be confirmed or denied within 24 hours.
                                                                  Excellent! 4.5/5
                                                                  (34 reviews)
                                                                  $199
                                                                  avg/night
                                                                  Condo #382819vb
                                                                  • 3 BR
                                                                  • 2 BA
                                                                  • 1 HF BA
                                                                  • Sleeps 8
                                                                  34
                                                                  Viewed 207 times in the last 48 hours
                                                                  This property does not have any reviews yet.

                                                                  Confirmation within 24 hours

                                                                  Your booking request will be confirmed or denied within 24 hours.
                                                                    Excellent! 4.7/5
                                                                    (29 reviews)
                                                                    $214
                                                                    avg/night
                                                                    Townhome #3875875
                                                                    • 3 BR
                                                                    • 2 BA
                                                                    • Sleeps 8
                                                                    29
                                                                    Viewed 36 times in the last 48 hours
                                                                    This property does not have any reviews yet.

                                                                    Confirmation within 24 hours

                                                                    Your booking request will be confirmed or denied within 24 hours.
                                                                      Exceptional! 5/5
                                                                      (37 reviews)
                                                                      $471
                                                                      avg/night
                                                                      Cottage #3968149
                                                                      • 3 BR
                                                                      • 3 BA
                                                                      • Sleeps 7
                                                                      37
                                                                      Viewed 52 times in the last 48 hours
                                                                      This property does not have any reviews yet.

                                                                      Instant confirmation

                                                                      Your booking request will be confirmed immediately.
                                                                        Excellent! 4.5/5
                                                                        (96 reviews)
                                                                        $79
                                                                        avg/night
                                                                        Apartment #3487792
                                                                        • Studio
                                                                        • 1 BA
                                                                        • Sleeps 4
                                                                        96
                                                                        Viewed 48 times in the last 48 hours
                                                                        This property does not have any reviews yet.

                                                                        Confirmation within 24 hours

                                                                        Your booking request will be confirmed or denied within 24 hours.
                                                                          Wonderful! 4.8/5
                                                                          (47 reviews)
                                                                          $150
                                                                          avg/night
                                                                          Condo #387889vb
                                                                          • 2 BR
                                                                          • 2 BA
                                                                          • Sleeps 5
                                                                          47
                                                                          Viewed 74 times in the last 48 hours
                                                                          This property does not have any reviews yet.

                                                                          Confirmation within 24 hours

                                                                          Your booking request will be confirmed or denied within 24 hours.
                                                                            Wonderful! 4.8/5
                                                                            (42 reviews)
                                                                            $357
                                                                            avg/night
                                                                            House #589863vb
                                                                            • 4 BR
                                                                            • 3 BA
                                                                            • Sleeps 13
                                                                            42
                                                                            Viewed 83 times in the last 48 hours
                                                                            This property does not have any reviews yet.

                                                                            Confirmation within 24 hours

                                                                            Your booking request will be confirmed or denied within 24 hours.
                                                                              Excellent! 4.6/5
                                                                              (19 reviews)
                                                                              $93
                                                                              avg/night
                                                                              Condo #628925vb
                                                                              • 2 BR
                                                                              • 2 BA
                                                                              • Sleeps 6
                                                                              19
                                                                              Viewed 61 times in the last 48 hours
                                                                              This property does not have any reviews yet.

                                                                              Confirmation within 24 hours

                                                                              Your booking request will be confirmed or denied within 24 hours.
                                                                                Wonderful! 4.9/5
                                                                                (21 reviews)
                                                                                $124
                                                                                avg/night
                                                                                Villa #4087190
                                                                                • 1 BR
                                                                                • 1 BA
                                                                                • Sleeps 2
                                                                                21
                                                                                Viewed 22 times in the last 48 hours
                                                                                This property does not have any reviews yet.

                                                                                Confirmation within 24 hours

                                                                                Your booking request will be confirmed or denied within 24 hours.
                                                                                  Very Good! 4.2/5
                                                                                  (21 reviews)
                                                                                  $152
                                                                                  avg/night
                                                                                  Condo #612091vb
                                                                                  • 2 BR
                                                                                  • 2 BA
                                                                                  • Sleeps 6
                                                                                  21
                                                                                  Viewed 22 times in the last 48 hours
                                                                                  This property does not have any reviews yet.

                                                                                  Confirmation within 24 hours

                                                                                  Your booking request will be confirmed or denied within 24 hours.
                                                                                    Wonderful! 4.8/5
                                                                                    (12 reviews)
                                                                                    $157
                                                                                    avg/night
                                                                                    Condo #816730vb
                                                                                    • 2 BR
                                                                                    • 2 BA
                                                                                    • Sleeps 6
                                                                                    12
                                                                                    Viewed 46 times in the last 48 hours
                                                                                    This property does not have any reviews yet.

                                                                                    Confirmation within 24 hours

                                                                                    Your booking request will be confirmed or denied within 24 hours.
                                                                                      Wonderful! 4.9/5
                                                                                      (89 reviews)
                                                                                      $157
                                                                                      avg/night
                                                                                      Cottage #931257
                                                                                      • 1 BR
                                                                                      • 1 BA
                                                                                      • Sleeps 2
                                                                                      89
                                                                                      Viewed 42 times in the last 48 hours
                                                                                      This property does not have any reviews yet.

                                                                                      Confirmation within 24 hours

                                                                                      Your booking request will be confirmed or denied within 24 hours.
                                                                                        Excellent! 4.6/5
                                                                                        (77 reviews)
                                                                                        $132
                                                                                        avg/night
                                                                                        Condo #359425
                                                                                        • 3 BR
                                                                                        • 2 BA
                                                                                        • 1 HF BA
                                                                                        • Sleeps 6
                                                                                        77
                                                                                        Viewed 34 times in the last 48 hours
                                                                                        This property does not have any reviews yet.

                                                                                        Confirmation within 24 hours

                                                                                        Your booking request will be confirmed or denied within 24 hours.
                                                                                          Very Good! 4.1/5
                                                                                          (18 reviews)
                                                                                          $354
                                                                                          avg/night
                                                                                          Castle #59299vb
                                                                                          • 4 BR
                                                                                          • 4 BA
                                                                                          • Sleeps 12
                                                                                          18
                                                                                          Viewed 193 times in the last 48 hours
                                                                                          This property does not have any reviews yet.

                                                                                          Confirmation within 24 hours

                                                                                          Your booking request will be confirmed or denied within 24 hours.
                                                                                            Wonderful! 4.8/5
                                                                                            (22 reviews)
                                                                                            $198
                                                                                            avg/night
                                                                                            House #507780vb
                                                                                            • 3 BR
                                                                                            • 2 BA
                                                                                            • 1 HF BA
                                                                                            • Sleeps 8
                                                                                            22
                                                                                            Viewed 213 times in the last 48 hours
                                                                                            This property does not have any reviews yet.

                                                                                            Confirmation within 24 hours

                                                                                            Your booking request will be confirmed or denied within 24 hours.
                                                                                              Excellent! 4.7/5
                                                                                              (37 reviews)
                                                                                              $214
                                                                                              avg/night
                                                                                              Townhome #3875872
                                                                                              • 3 BR
                                                                                              • 2 BA
                                                                                              • Sleeps 8
                                                                                              37
                                                                                              Viewed 50 times in the last 48 hours
                                                                                              This property does not have any reviews yet.

                                                                                              Confirmation within 24 hours

                                                                                              Your booking request will be confirmed or denied within 24 hours.
                                                                                                Excellent! 4.7/5
                                                                                                (15 reviews)
                                                                                                $118
                                                                                                avg/night
                                                                                                Condo #641714vb
                                                                                                • 2 BR
                                                                                                • 2 BA
                                                                                                • Sleeps 6
                                                                                                15
                                                                                                Viewed 38 times in the last 48 hours
                                                                                                This property does not have any reviews yet.

                                                                                                Confirmation within 24 hours

                                                                                                Your booking request will be confirmed or denied within 24 hours.
                                                                                                  Excellent! 4.6/5
                                                                                                  (23 reviews)
                                                                                                  $108
                                                                                                  avg/night
                                                                                                  Condo #612088vb
                                                                                                  • 1 BR
                                                                                                  • 1 BA
                                                                                                  • Sleeps 4
                                                                                                  23
                                                                                                  Viewed 96 times in the last 48 hours
                                                                                                  This property does not have any reviews yet.

                                                                                                  Confirmation within 24 hours

                                                                                                  Your booking request will be confirmed or denied within 24 hours.
                                                                                                    Excellent! 4.3/5
                                                                                                    (6 reviews)
                                                                                                    $357
                                                                                                    avg/night
                                                                                                    House #4459832
                                                                                                    • 4 BR
                                                                                                    • 5 BA
                                                                                                    • Sleeps 12
                                                                                                    6
                                                                                                    Viewed 44 times in the last 48 hours
                                                                                                    This property does not have any reviews yet.

                                                                                                    Confirmation within 24 hours

                                                                                                    Your booking request will be confirmed or denied within 24 hours.
                                                                                                      Wonderful! 4.8/5
                                                                                                      (30 reviews)
                                                                                                      $190
                                                                                                      avg/night
                                                                                                      Condo #572733vb
                                                                                                      • 2 BR
                                                                                                      • 2 BA
                                                                                                      • Sleeps 5
                                                                                                      30
                                                                                                      Viewed 33 times in the last 48 hours
                                                                                                      This property does not have any reviews yet.

                                                                                                      Confirmation within 24 hours

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

                                                                                                      • 1 - 50 of 300+

                                                                                                      Siesta Key Vacation Rentals (300+)

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