Verified Review icon check navigate-up navigate-left navigate-right expand mail svg-lightning svg-24hr svg-house svg-sleeps svg-bedrooms svg-bathrooms svg-stay svg-toilet calendar svg-report-flag pet-dog svg-multiunit Default Owner Icon heart-filled
    Wonderful! 4.8/5
    (49 reviews)
    $77
    avg/night
    Condo #3672041
    • 1 BR
    • 1 BA
    • Sleeps 5
    49
    Viewed 83 times in the last 48 hours

    Confirmation within 24 hours

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

      Wonderful! 4.9/5
      (38 reviews)
      avg/night
      Condo #642245vb
      • 3 BR
      • 2 BA
      • Sleeps 10
      38
      Viewed 31 times in the last 48 hours

      Confirmation within 24 hours

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

        Wonderful! 4.8/5
        (49 reviews)
        avg/night
        Condo #87556vb
        • 1 BR
        • 1 BA
        • Sleeps 5
        49
        Viewed 26 times in the last 48 hours

        Confirmation within 24 hours

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

          Wonderful! 4.9/5
          (44 reviews)
          avg/night
          Condo #475530vb
          • 3 BR
          • 2 BA
          • Sleeps 8
          44
          Viewed 65 times in the last 48 hours

          Confirmation within 24 hours

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

            Wonderful! 4.9/5
            (51 reviews)
            avg/night
            Condo #145433vb
            • 2 BR
            • 2 BA
            • Sleeps 8
            51
            Viewed 34 times in the last 48 hours

            Confirmation within 24 hours

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

              Exceptional! 5/5
              (6 reviews)
              avg/night
              House #860363vb
              • 7 BR
              • 5 BA
              • 1 HF BA
              • Sleeps 24
              6
              Viewed 113 times in the last 48 hours

              Confirmation within 24 hours

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

                Excellent! 4.4/5
                (12 reviews)
                $50
                avg/night
                Condo #390156vb
                • Studio
                • 1 BA
                • Sleeps 4
                12
                Viewed 69 times in the last 48 hours

                Confirmation within 24 hours

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

                  Exceptional! 5/5
                  (43 reviews)
                  $68
                  avg/night
                  Condo #200525vb
                  • 1 BR
                  • 1 BA
                  • Sleeps 4
                  43
                  Viewed 49 times in the last 48 hours

                  Confirmation within 24 hours

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

                    Wonderful! 4.9/5
                    (38 reviews)
                    $88
                    avg/night
                    Condo #847044vb
                    • 1 BR
                    • 1 BA
                    • Sleeps 6
                    38
                    Viewed 29 times in the last 48 hours

                    Instant confirmation

                    Your booking request will be confirmed immediately.

                      Wonderful! 4.9/5
                      (51 reviews)
                      $70
                      avg/night
                      Studio #649556vb
                      • Studio
                      • 1 BA
                      • Sleeps 4
                      51
                      Viewed 26 times in the last 48 hours

                      Confirmation within 24 hours

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

                        Wonderful! 4.8/5
                        (45 reviews)
                        $85
                        avg/night
                        Condo #252429vb
                        • 2 BR
                        • 2 BA
                        • Sleeps 8
                        45
                        Viewed 44 times in the last 48 hours

                        Confirmation within 24 hours

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

                          Wonderful! 4.9/5
                          (40 reviews)
                          avg/night
                          Lodge #377410vb
                          • 6 BR
                          • 5 BA
                          • 1 HF BA
                          • Sleeps 18
                          40
                          Viewed 40 times in the last 48 hours

                          Confirmation within 24 hours

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

                            Exceptional! 5/5
                            (16 reviews)
                            avg/night
                            Condo #4371646
                            • 3 BR
                            • 2 BA
                            • Sleeps 9
                            16
                            Viewed 34 times in the last 48 hours

                            Confirmation within 24 hours

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

                              Exceptional! 5/5
                              (30 reviews)
                              avg/night
                              House #973869
                              • 6 BR
                              • 4 BA
                              • Sleeps 25
                              30
                              Viewed 106 times in the last 48 hours

                              Confirmation within 24 hours

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

                                Wonderful! 4.8/5
                                (40 reviews)
                                $85
                                avg/night
                                Condo #328589vb
                                • 2 BR
                                • 1 BA
                                • Sleeps 5
                                40
                                Viewed 47 times in the last 48 hours

                                Confirmation within 24 hours

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

                                  Wonderful! 4.9/5
                                  (18 reviews)
                                  avg/night
                                  House #3634714
                                  • 4 BR
                                  • 3 BA
                                  • 2 HF BA
                                  • Sleeps 18
                                  18
                                  Viewed 57 times in the last 48 hours

                                  Confirmation within 24 hours

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

                                    Wonderful! 4.8/5
                                    (22 reviews)
                                    avg/night
                                    Condo #638855vb
                                    • 2 BR
                                    • 2 BA
                                    • Sleeps 6
                                    22
                                    Viewed 18 times in the last 48 hours

                                    Confirmation within 24 hours

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

                                      Wonderful! 4.9/5
                                      (41 reviews)
                                      avg/night
                                      House #703715vb
                                      • 3 BR
                                      • 2 BA
                                      • Sleeps 9
                                      41
                                      Viewed 60 times in the last 48 hours

                                      Confirmation within 24 hours

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

                                        Excellent! 4.3/5
                                        (14 reviews)
                                        avg/night
                                        Condo #981756vb
                                        • 1 BR
                                        • 1 BA
                                        • Sleeps 6
                                        14
                                        Viewed 15 times in the last 48 hours

                                        Confirmation within 24 hours

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

                                          Wonderful! 4.8/5
                                          (12 reviews)
                                          avg/night
                                          Townhome #657790vb
                                          • 3 BR
                                          • 3 BA
                                          • Sleeps 8
                                          12
                                          Viewed 13 times in the last 48 hours

                                          Confirmation within 24 hours

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

                                            Wonderful! 4.9/5
                                            (35 reviews)
                                            avg/night
                                            Townhome #627065vb
                                            • 3 BR
                                            • 3 BA
                                            • Sleeps 10
                                            35
                                            Viewed 35 times in the last 48 hours

                                            Confirmation within 24 hours

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

                                              Wonderful! 4.8/5
                                              (25 reviews)
                                              avg/night
                                              Condo #404993vb
                                              • 2 BR
                                              • 1 BA
                                              • 1 HF BA
                                              • Sleeps 6
                                              25
                                              Viewed 47 times in the last 48 hours

                                              Confirmation within 24 hours

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

                                                Wonderful! 4.9/5
                                                (37 reviews)
                                                $64
                                                avg/night
                                                Studio #507797vb
                                                • Studio
                                                • 1 BA
                                                • Sleeps 4
                                                37
                                                Viewed 22 times in the last 48 hours

                                                Confirmation within 24 hours

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

                                                  Exceptional! 5/5
                                                  (50 reviews)
                                                  avg/night
                                                  House #620548vb
                                                  • 3 BR
                                                  • 3 BA
                                                  • 1 HF BA
                                                  • Sleeps 12
                                                  50
                                                  Viewed 49 times in the last 48 hours

                                                  Instant confirmation

                                                  Your booking request will be confirmed immediately.

                                                    Wonderful! 4.9/5
                                                    (26 reviews)
                                                    avg/night
                                                    Condo #474823vb
                                                    • 2 BR
                                                    • 2 BA
                                                    • Sleeps 6
                                                    26
                                                    Viewed 17 times in the last 48 hours

                                                    Instant confirmation

                                                    Your booking request will be confirmed immediately.

                                                      Wonderful! 4.9/5
                                                      (24 reviews)
                                                      avg/night
                                                      Condo #502513vb
                                                      • 1 BR
                                                      • 1 BA
                                                      • Sleeps 6
                                                      24
                                                      Viewed 31 times in the last 48 hours

                                                      Confirmation within 24 hours

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

                                                        Wonderful! 4.9/5
                                                        (16 reviews)
                                                        $83
                                                        avg/night
                                                        Townhome #776386vb
                                                        • 2 BR
                                                        • 2 BA
                                                        • 1 HF BA
                                                        • Sleeps 6
                                                        16
                                                        Viewed 25 times in the last 48 hours

                                                        Confirmation within 24 hours

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

                                                          View details for price
                                                          Condo #776992vb
                                                          • 2 BR
                                                          • 2 BA
                                                          • Sleeps 6
                                                          1

                                                          Instant confirmation

                                                          Your booking request will be confirmed immediately.

                                                            Wonderful! 4.9/5
                                                            (44 reviews)
                                                            avg/night
                                                            Condo #488453vb
                                                            • 2 BR
                                                            • 2 BA
                                                            • Sleeps 7
                                                            44
                                                            Viewed 21 times in the last 48 hours

                                                            Confirmation within 24 hours

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

                                                              Wonderful! 4.9/5
                                                              (9 reviews)
                                                              avg/night
                                                              House #714264vb
                                                              • 6 BR
                                                              • 3 BA
                                                              • 1 HF BA
                                                              • Sleeps 24
                                                              9
                                                              Viewed 83 times in the last 48 hours

                                                              Confirmation within 24 hours

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

                                                                Excellent! 4.4/5
                                                                (20 reviews)
                                                                $94
                                                                avg/night
                                                                Apartment #480285vb
                                                                • 3 BR
                                                                • 2 BA
                                                                • Sleeps 10
                                                                20
                                                                Viewed 28 times in the last 48 hours

                                                                Confirmation within 24 hours

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

                                                                  Wonderful! 4.9/5
                                                                  (14 reviews)
                                                                  avg/night
                                                                  House #957062vb
                                                                  • 3 BR
                                                                  • 2 BA
                                                                  • 1 HF BA
                                                                  • Sleeps 10
                                                                  14
                                                                  Viewed 38 times in the last 48 hours

                                                                  Confirmation within 24 hours

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

                                                                    Excellent! 4.7/5
                                                                    (25 reviews)
                                                                    $79
                                                                    avg/night
                                                                    Condo #46493vb
                                                                    • 2 BR
                                                                    • 2 BA
                                                                    • Sleeps 6
                                                                    25
                                                                    Viewed 42 times in the last 48 hours

                                                                    Confirmation within 24 hours

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

                                                                      Wonderful! 4.9/5
                                                                      (11 reviews)
                                                                      avg/night
                                                                      House #714254vb
                                                                      • 6 BR
                                                                      • 4 BA
                                                                      • Sleeps 24
                                                                      11
                                                                      Viewed 67 times in the last 48 hours

                                                                      Confirmation within 24 hours

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

                                                                        Exceptional! 5/5
                                                                        (21 reviews)
                                                                        avg/night
                                                                        Condo #789737vb
                                                                        • 1 BR
                                                                        • 1 BA
                                                                        • Sleeps 4
                                                                        21
                                                                        Viewed 5 times in the last 48 hours

                                                                        Confirmation within 24 hours

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

                                                                          Exceptional! 5/5
                                                                          (8 reviews)
                                                                          avg/night
                                                                          Townhome #871602vb
                                                                          • 4 BR
                                                                          • 4 BA
                                                                          • Sleeps 10
                                                                          8
                                                                          Viewed 25 times in the last 48 hours

                                                                          Confirmation within 24 hours

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

                                                                            Exceptional! 5/5
                                                                            (40 reviews)
                                                                            avg/night
                                                                            Condo #411415vb
                                                                            • 2 BR
                                                                            • 2 BA
                                                                            • Sleeps 6
                                                                            40
                                                                            Viewed 18 times in the last 48 hours

                                                                            Confirmation within 24 hours

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

                                                                              Wonderful! 4.9/5
                                                                              (18 reviews)
                                                                              $72
                                                                              avg/night
                                                                              Condo #602128vb
                                                                              • 2 BR
                                                                              • 2 BA
                                                                              • Sleeps 8
                                                                              18
                                                                              Viewed 8 times in the last 48 hours

                                                                              Confirmation within 24 hours

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

                                                                                Excellent! 4.7/5
                                                                                (32 reviews)
                                                                                avg/night
                                                                                Cabin #652641vb
                                                                                • 2 BR
                                                                                • 1 BA
                                                                                • Sleeps 6
                                                                                32
                                                                                Viewed 26 times in the last 48 hours

                                                                                Confirmation within 24 hours

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

                                                                                  Excellent! 4.6/5
                                                                                  (20 reviews)
                                                                                  $71
                                                                                  avg/night
                                                                                  Studio #3810013
                                                                                  • Studio
                                                                                  • 1 BA
                                                                                  • Sleeps 4
                                                                                  20
                                                                                  Viewed 20 times in the last 48 hours

                                                                                  Confirmation within 24 hours

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

                                                                                    Wonderful! 4.8/5
                                                                                    (37 reviews)
                                                                                    avg/night
                                                                                    Condo #107307vb
                                                                                    • 2 BR
                                                                                    • 2 BA
                                                                                    • Sleeps 8
                                                                                    37
                                                                                    Viewed 9 times in the last 48 hours

                                                                                    Confirmation within 24 hours

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

                                                                                      Excellent! 4.4/5
                                                                                      (27 reviews)
                                                                                      $86
                                                                                      avg/night
                                                                                      Condo #620609vb
                                                                                      • 2 BR
                                                                                      • 2 BA
                                                                                      • Sleeps 8
                                                                                      27
                                                                                      Viewed 13 times in the last 48 hours

                                                                                      Confirmation within 24 hours

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

                                                                                        Wonderful! 4.9/5
                                                                                        (25 reviews)
                                                                                        avg/night
                                                                                        House #152394
                                                                                        • 4 BR
                                                                                        • 3 BA
                                                                                        • Sleeps 18
                                                                                        25
                                                                                        Viewed 90 times in the last 48 hours

                                                                                        Confirmation within 24 hours

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

                                                                                          Exceptional! 5/5
                                                                                          (73 reviews)
                                                                                          avg/night
                                                                                          Condo #272886vb
                                                                                          • 2 BR
                                                                                          • 2 BA
                                                                                          • Sleeps 6
                                                                                          73
                                                                                          Viewed 31 times in the last 48 hours

                                                                                          Confirmation within 24 hours

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

                                                                                            Condo #990103vb
                                                                                            • 1 BR
                                                                                            • 1 BA
                                                                                            • Sleeps 4
                                                                                            4
                                                                                            Viewed 23 times in the last 48 hours

                                                                                            Confirmation within 24 hours

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

                                                                                              Wonderful! 4.9/5
                                                                                              (40 reviews)
                                                                                              avg/night
                                                                                              Condo #568198vb
                                                                                              • Studio
                                                                                              • 1 BA
                                                                                              • Sleeps 4
                                                                                              40
                                                                                              Viewed 17 times in the last 48 hours

                                                                                              Confirmation within 24 hours

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

                                                                                                Wonderful! 4.9/5
                                                                                                (44 reviews)
                                                                                                avg/night
                                                                                                House #160402vb
                                                                                                • 5 BR
                                                                                                • 5 BA
                                                                                                • 1 HF BA
                                                                                                • Sleeps 18
                                                                                                44
                                                                                                Viewed 64 times in the last 48 hours

                                                                                                Confirmation within 24 hours

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

                                                                                                  Wonderful! 4.8/5
                                                                                                  (13 reviews)
                                                                                                  avg/night
                                                                                                  Townhome #386745vb
                                                                                                  • 3 BR
                                                                                                  • 3 BA
                                                                                                  • Sleeps 8
                                                                                                  13
                                                                                                  Viewed 9 times in the last 48 hours

                                                                                                  Confirmation within 24 hours

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

                                                                                                    Wonderful! 4.8/5
                                                                                                    (44 reviews)
                                                                                                    avg/night
                                                                                                    House #5064vb
                                                                                                    • 3 BR
                                                                                                    • Sleeps 8
                                                                                                    44
                                                                                                    Viewed 30 times in the last 48 hours

                                                                                                    Confirmation within 24 hours

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

                                                                                                      Excellent! 4.7/5
                                                                                                      (21 reviews)
                                                                                                      $88
                                                                                                      avg/night
                                                                                                      Condo #493373vb
                                                                                                      • 2 BR
                                                                                                      • 2 BA
                                                                                                      • Sleeps 6
                                                                                                      21
                                                                                                      Viewed 18 times in the last 48 hours

                                                                                                      Confirmation within 24 hours

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

                                                                                                      • 1 - 50 of 300+

                                                                                                      Winter Park Vacation Rentals (300+)