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Additional fees apply. Taxes may be added.
    Excellent! 4.6/5
    (42 reviews)
    $126
    avg/night
    Condo #249241vb
    • 2 BR
    • 2 BA
    • Sleeps 6
    42
    Viewed 233 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
      (42 reviews)
      $126
      avg/night
      Condo #7005721
      • 2 BR
      • 2 BA
      • Sleeps 6
      42
      Viewed 157 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 156 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)
          $185
          avg/night
          Condo #714154vb
          • 2 BR
          • 2 BA
          • Sleeps 6
          14
          Viewed 397 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
            (10 reviews)
            $814
            avg/night
            House #919922vb
            • 4 BR
            • 4 BA
            • Sleeps 13
            10
            Viewed 263 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
              (17 reviews)
              $157
              avg/night
              Condo #731887vb
              • 3 BR
              • 2 BA
              • Sleeps 6
              17
              Viewed 377 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
                (45 reviews)
                $109
                avg/night
                Villa #342421
                • 1 BR
                • 1 BA
                • Sleeps 4
                45
                Viewed 139 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
                  (14 reviews)
                  $100
                  avg/night
                  Townhome #4061374
                  • 2 BR
                  • 2 BA
                  • Sleeps 8
                  14
                  Viewed 297 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
                    (31 reviews)
                    $218
                    avg/night
                    Condo #612090vb
                    • 4 BR
                    • 2 BA
                    • Sleeps 12
                    31
                    Viewed 265 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)
                      $133
                      avg/night
                      Condo #714372vb
                      • 2 BR
                      • 2 BA
                      • Sleeps 6
                      29
                      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! 4.5/5
                        (17 reviews)
                        $117
                        avg/night
                        House #3629537
                        • 4 BR
                        • 2 BA
                        • Sleeps 8
                        17
                        Viewed 105 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.
                          $283
                          avg/night
                          Cottage #791623vb
                          • 4 BR
                          • 4 BA
                          • Sleeps 14
                          4
                          Viewed 165 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
                            (38 reviews)
                            $163
                            avg/night
                            Condo #7011103
                            • 2 BR
                            • 2 BA
                            • Sleeps 6
                            38
                            Viewed 81 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
                              (38 reviews)
                              $176
                              avg/night
                              Condo #45661vb
                              • 2 BR
                              • 2 BA
                              • Sleeps 6
                              38
                              Viewed 69 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)
                                $111
                                avg/night
                                Villa #3003070
                                • 1 BR
                                • 1 BA
                                • Sleeps 4
                                46
                                Viewed 88 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
                                  (8 reviews)
                                  $136
                                  avg/night
                                  Condo #934168vb
                                  • 2 BR
                                  • 1 BA
                                  • 1 HF BA
                                  • Sleeps 6
                                  8
                                  Viewed 135 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)
                                    $232
                                    avg/night
                                    Condo #474014vb
                                    • 2 BR
                                    • 2 BA
                                    • Sleeps 6
                                    44
                                    Viewed 155 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
                                      (8 reviews)
                                      $150
                                      avg/night
                                      House #889004vb
                                      • 2 BR
                                      • 1 BA
                                      • Sleeps 5
                                      8
                                      Viewed 149 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
                                        (51 reviews)
                                        $271
                                        avg/night
                                        House #339739
                                        • 3 BR
                                        • 2 BA
                                        • 1 HF BA
                                        • Sleeps 8
                                        51
                                        Viewed 139 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
                                          (18 reviews)
                                          $155
                                          avg/night
                                          House #683647vb
                                          • 3 BR
                                          • 2 BA
                                          • Sleeps 6
                                          18
                                          Viewed 59 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
                                            (32 reviews)
                                            $235
                                            avg/night
                                            Cottage #213515
                                            • 1 BR
                                            • 1 BA
                                            • Sleeps 2
                                            32
                                            Viewed 178 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.
                                              $107
                                              avg/night
                                              House #881010vb
                                              • 3 BR
                                              • 2 BA
                                              • Sleeps 6
                                              Viewed 145 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
                                                (46 reviews)
                                                $139
                                                avg/night
                                                Villa #441464vb
                                                • 2 BR
                                                • 1 BA
                                                • Sleeps 4
                                                46
                                                Viewed 51 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
                                                  (32 reviews)
                                                  $568
                                                  avg/night
                                                  House #581268vb
                                                  • 5 BR
                                                  • 4 BA
                                                  • 1 HF BA
                                                  • Sleeps 10
                                                  32
                                                  Viewed 108 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)
                                                    $129
                                                    avg/night
                                                    Villa #4087190
                                                    • 1 BR
                                                    • 1 BA
                                                    • Sleeps 2
                                                    21
                                                    Viewed 53 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
                                                      (17 reviews)
                                                      $93
                                                      avg/night
                                                      Condo #628925vb
                                                      • 2 BR
                                                      • 2 BA
                                                      • Sleeps 6
                                                      17
                                                      Viewed 130 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.
                                                        $176
                                                        avg/night
                                                        Condo #904482vb
                                                        • 2 BR
                                                        • 2 BA
                                                        • Sleeps 5
                                                        2
                                                        Viewed 41 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)
                                                          $184
                                                          avg/night
                                                          Condo #927448vb
                                                          • 2 BR
                                                          • 2 BA
                                                          • Sleeps 6
                                                          8
                                                          Viewed 125 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
                                                            (9 reviews)
                                                            $114
                                                            avg/night
                                                            Condo #887361vb
                                                            • 2 BR
                                                            • 2 BA
                                                            • Sleeps 5
                                                            9
                                                            Viewed 26 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
                                                              (18 reviews)
                                                              $286
                                                              avg/night
                                                              Apartment #4139925
                                                              • 2 BR
                                                              • 1 BA
                                                              • 1 HF BA
                                                              • Sleeps 5
                                                              18
                                                              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.
                                                                Exceptional! 5/5
                                                                (33 reviews)
                                                                $471
                                                                avg/night
                                                                Cottage #3968149
                                                                • 3 BR
                                                                • 3 BA
                                                                • Sleeps 7
                                                                33
                                                                Viewed 112 times in the last 48 hours
                                                                This property does not have any reviews yet.

                                                                Instant confirmation

                                                                Your booking request will be confirmed immediately.
                                                                  Wonderful! 4.8/5
                                                                  (43 reviews)
                                                                  $165
                                                                  avg/night
                                                                  Condo #15838vb
                                                                  • 2 BR
                                                                  • 2 BA
                                                                  • Sleeps 5
                                                                  43
                                                                  Viewed 85 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
                                                                    (17 reviews)
                                                                    $127
                                                                    avg/night
                                                                    Condo #288214vb
                                                                    • 2 BR
                                                                    • 1 BA
                                                                    • 1 HF BA
                                                                    • Sleeps 4
                                                                    17
                                                                    Viewed 71 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
                                                                      (88 reviews)
                                                                      $157
                                                                      avg/night
                                                                      Cottage #931257
                                                                      • 1 BR
                                                                      • 1 BA
                                                                      • Sleeps 2
                                                                      88
                                                                      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.
                                                                        Wonderful! 4.8/5
                                                                        (37 reviews)
                                                                        $171
                                                                        avg/night
                                                                        Condo #597967vb
                                                                        • 2 BR
                                                                        • 2 BA
                                                                        • Sleeps 6
                                                                        37
                                                                        Viewed 51 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
                                                                          (36 reviews)
                                                                          $214
                                                                          avg/night
                                                                          Townhome #3875872
                                                                          • 3 BR
                                                                          • 2 BA
                                                                          • Sleeps 8
                                                                          36
                                                                          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.
                                                                            Exceptional! 5/5
                                                                            (24 reviews)
                                                                            $232
                                                                            avg/night
                                                                            Condo #616211vb
                                                                            • 2 BR
                                                                            • 2 BA
                                                                            • Sleeps 6
                                                                            24
                                                                            Viewed 99 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
                                                                              (17 reviews)
                                                                              $350
                                                                              avg/night
                                                                              Castle #59299vb
                                                                              • 4 BR
                                                                              • 4 BA
                                                                              • Sleeps 12
                                                                              17
                                                                              Viewed 525 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
                                                                                (33 reviews)
                                                                                $199
                                                                                avg/night
                                                                                Condo #382819vb
                                                                                • 3 BR
                                                                                • 2 BA
                                                                                • 1 HF BA
                                                                                • Sleeps 8
                                                                                33
                                                                                Viewed 186 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 197 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
                                                                                    (94 reviews)
                                                                                    $79
                                                                                    avg/night
                                                                                    Apartment #3487792
                                                                                    • Studio
                                                                                    • 1 BA
                                                                                    • Sleeps 4
                                                                                    94
                                                                                    Viewed 116 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
                                                                                      (46 reviews)
                                                                                      $350
                                                                                      avg/night
                                                                                      Cottage #3683130
                                                                                      • 2 BR
                                                                                      • 2 BA
                                                                                      • Sleeps 6
                                                                                      46
                                                                                      Viewed 121 times in the last 48 hours
                                                                                      This property does not have any reviews yet.

                                                                                      Instant confirmation

                                                                                      Your booking request will be confirmed immediately.
                                                                                        Wonderful! 4.8/5
                                                                                        (41 reviews)
                                                                                        $357
                                                                                        avg/night
                                                                                        House #589863vb
                                                                                        • 4 BR
                                                                                        • 3 BA
                                                                                        • Sleeps 13
                                                                                        41
                                                                                        Viewed 108 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.
                                                                                            Very Good! 4.2/5
                                                                                            (19 reviews)
                                                                                            $128
                                                                                            avg/night
                                                                                            Condo #612091vb
                                                                                            • 2 BR
                                                                                            • 2 BA
                                                                                            • Sleeps 6
                                                                                            19
                                                                                            Viewed 40 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.
                                                                                              $66
                                                                                              avg/night
                                                                                              Condo #850294vb
                                                                                              • 1 BR
                                                                                              • 2 BA
                                                                                              • Sleeps 4
                                                                                              1
                                                                                              Viewed 94 times in the last 48 hours
                                                                                              This property does not have any reviews yet.

                                                                                              Instant confirmation

                                                                                              Your booking request will be confirmed immediately.
                                                                                                Excellent! 4.7/5
                                                                                                (28 reviews)
                                                                                                $214
                                                                                                avg/night
                                                                                                Townhome #3875875
                                                                                                • 3 BR
                                                                                                • 2 BA
                                                                                                • Sleeps 8
                                                                                                28
                                                                                                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.
                                                                                                  Excellent! 4.6/5
                                                                                                  (14 reviews)
                                                                                                  $109
                                                                                                  avg/night
                                                                                                  Condo #3918048
                                                                                                  • 2 BR
                                                                                                  • 2 BA
                                                                                                  • Sleeps 6
                                                                                                  14
                                                                                                  Viewed 95 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)
                                                                                                    $77
                                                                                                    avg/night
                                                                                                    Condo #734306vb
                                                                                                    • 1 BR
                                                                                                    • 1 BA
                                                                                                    • Sleeps 4
                                                                                                    15
                                                                                                    Viewed 37 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
                                                                                                      (50 reviews)
                                                                                                      $126
                                                                                                      avg/night
                                                                                                      Condo #381251vb
                                                                                                      • 1 BR
                                                                                                      • 2 BA
                                                                                                      • Sleeps 5
                                                                                                      50
                                                                                                      Viewed 112 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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