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)
    $75
    avg/night
    Condo #3672041
    • 1 BR
    • 1 BA
    • Sleeps 5
    49
    Viewed 80 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)
      avg/night
      Condo #642245vb
      • 3 BR
      • 2 BA
      • Sleeps 10
      37
      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)
        $93
        avg/night
        Condo #87556vb
        • 1 BR
        • 1 BA
        • Sleeps 5
        49
        Viewed 20 times in the last 48 hours

        Confirmation within 24 hours

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

          Wonderful! 4.9/5
          (44 reviews)
          avg/night
          Condo #475530vb
          • 3 BR
          • 2 BA
          • Sleeps 8
          44
          Viewed 61 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 18 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 75 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 130 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)
                  $69
                  avg/night
                  Condo #200525vb
                  • 1 BR
                  • 1 BA
                  • Sleeps 4
                  43
                  Viewed 36 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)
                    $87
                    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 22 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)
                        $84
                        avg/night
                        Condo #252429vb
                        • 2 BR
                        • 2 BA
                        • Sleeps 8
                        44
                        Viewed 36 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 26 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 36 times in the last 48 hours

                            Confirmation within 24 hours

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

                              Exceptional! 5/5
                              (30 reviews)
                              avg/night
                              House #973869
                              • 6 BR
                              • 4 BA
                              • Sleeps 25
                              30
                              Viewed 94 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 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
                                  (40 reviews)
                                  $85
                                  avg/night
                                  Condo #328589vb
                                  • 2 BR
                                  • 1 BA
                                  • Sleeps 5
                                  40
                                  Viewed 37 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
                                    House #703715vb
                                    • 3 BR
                                    • 2 BA
                                    • Sleeps 9
                                    40
                                    Viewed 36 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 9 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
                                        (23 reviews)
                                        $99
                                        avg/night
                                        Condo #502513vb
                                        • 1 BR
                                        • 1 BA
                                        • Sleeps 6
                                        23
                                        Viewed 22 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 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 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
                                              (50 reviews)
                                              avg/night
                                              House #620548vb
                                              • 3 BR
                                              • 3 BA
                                              • 1 HF BA
                                              • Sleeps 12
                                              50
                                              Viewed 35 times in the last 48 hours

                                              Instant confirmation

                                              Your booking request will be confirmed immediately.

                                                Wonderful! 4.8/5
                                                (25 reviews)
                                                avg/night
                                                Condo #404993vb
                                                • 2 BR
                                                • 1 BA
                                                • 1 HF BA
                                                • Sleeps 6
                                                25
                                                Viewed 39 times in the last 48 hours

                                                Confirmation within 24 hours

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

                                                  Wonderful! 4.9/5
                                                  (37 reviews)
                                                  $64
                                                  avg/night
                                                  Studio #507797vb
                                                  • Studio
                                                  • 1 BA
                                                  • Sleeps 4
                                                  37
                                                  Viewed 20 times in the last 48 hours

                                                  Confirmation within 24 hours

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

                                                    Wonderful! 4.9/5
                                                    (11 reviews)
                                                    avg/night
                                                    House #714254vb
                                                    • 6 BR
                                                    • 4 BA
                                                    • Sleeps 24
                                                    11
                                                    Viewed 68 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
                                                      Condo #474823vb
                                                      • 2 BR
                                                      • 2 BA
                                                      • Sleeps 6
                                                      25
                                                      Viewed 17 times in the last 48 hours

                                                      Instant confirmation

                                                      Your booking request will be confirmed immediately.

                                                        Wonderful! 4.9/5
                                                        (15 reviews)
                                                        $83
                                                        avg/night
                                                        Townhome #776386vb
                                                        • 2 BR
                                                        • 2 BA
                                                        • 1 HF BA
                                                        • Sleeps 6
                                                        15
                                                        Viewed 16 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 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
                                                              (9 reviews)
                                                              avg/night
                                                              House #714264vb
                                                              • 6 BR
                                                              • 3 BA
                                                              • 1 HF BA
                                                              • Sleeps 24
                                                              9
                                                              Viewed 71 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 46 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)
                                                                  $92
                                                                  avg/night
                                                                  Apartment #480285vb
                                                                  • 3 BR
                                                                  • 2 BA
                                                                  • Sleeps 10
                                                                  20
                                                                  Viewed 25 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 37 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)
                                                                      $97
                                                                      avg/night
                                                                      Condo #107307vb
                                                                      • 2 BR
                                                                      • 2 BA
                                                                      • Sleeps 8
                                                                      37
                                                                      Viewed 11 times in the last 48 hours

                                                                      Confirmation within 24 hours

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

                                                                        Condo #789737vb
                                                                        • 1 BR
                                                                        • 1 BA
                                                                        • Sleeps 4
                                                                        21

                                                                        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 16 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)
                                                                            $73
                                                                            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.

                                                                              Excellent! 4.7/5
                                                                              (32 reviews)
                                                                              avg/night
                                                                              Cabin #652641vb
                                                                              • 2 BR
                                                                              • 1 BA
                                                                              • Sleeps 6
                                                                              32
                                                                              Viewed 16 times in the last 48 hours

                                                                              Confirmation within 24 hours

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

                                                                                Excellent! 4.6/5
                                                                                (19 reviews)
                                                                                $71
                                                                                avg/night
                                                                                Studio #3810013
                                                                                • Studio
                                                                                • 1 BA
                                                                                • Sleeps 4
                                                                                19
                                                                                Viewed 20 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! 4.8/5
                                                                                    (13 reviews)
                                                                                    avg/night
                                                                                    Townhome #386745vb
                                                                                    • 3 BR
                                                                                    • 3 BA
                                                                                    • Sleeps 8
                                                                                    13
                                                                                    Viewed 10 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 32 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 79 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 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
                                                                                            (18 reviews)
                                                                                            $72
                                                                                            avg/night
                                                                                            Condo #602128vb
                                                                                            • 2 BR
                                                                                            • 2 BA
                                                                                            • Sleeps 8
                                                                                            18
                                                                                            Viewed 15 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 25 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.

                                                                                                  Wonderful! 4.9/5
                                                                                                  (40 reviews)
                                                                                                  avg/night
                                                                                                  Condo #568198vb
                                                                                                  • Studio
                                                                                                  • 1 BA
                                                                                                  • Sleeps 4
                                                                                                  40
                                                                                                  Viewed 12 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)
                                                                                                    $86
                                                                                                    avg/night
                                                                                                    Condo #493373vb
                                                                                                    • 2 BR
                                                                                                    • 2 BA
                                                                                                    • Sleeps 6
                                                                                                    21
                                                                                                    Viewed 30 times in the last 48 hours

                                                                                                    Confirmation within 24 hours

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

                                                                                                      Exceptional! 5/5
                                                                                                      (10 reviews)
                                                                                                      avg/night
                                                                                                      Condo #1003742vb
                                                                                                      • 3 BR
                                                                                                      • 2 BA
                                                                                                      • Sleeps 8
                                                                                                      10
                                                                                                      Viewed 20 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+)