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
    Excellent! 4.5/5
    (11 reviews)
    avg/night
    House #450575vb
    • 2 BR
    • 2 BA
    • Sleeps 4
    11
    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
      (9 reviews)
      avg/night
      House #709825vb
      • 2 BR
      • 1 BA
      • Sleeps 3
      9
      Viewed 16 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 #243102
        • 3 BR
        • 2 BA
        • Sleeps 6
        11
        Viewed 20 times in the last 48 hours

        Instant confirmation

        Your booking request will be confirmed immediately.

          Exceptional! 5/5
          (15 reviews)
          avg/night
          House #466067vb
          • 3 BR
          • 2 BA
          • Sleeps 5
          15
          Viewed 6 times in the last 48 hours
            Wonderful! 4.8/5
            (50 reviews)
            avg/night
            House #981770
            • 3 BR
            • 3 BA
            • Sleeps 10
            50
            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
              (14 reviews)
              avg/night
              Bungalow #444585vb
              • 1 BR
              • 1 BA
              • 1 HF BA
              • Sleeps 2
              14
              Viewed 22 times in the last 48 hours

              Confirmation within 24 hours

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

                Excellent! 4.5/5
                (14 reviews)
                avg/night
                Bungalow #3993910
                • 2 BR
                • 1 BA
                • Sleeps 3
                14
                Viewed 32 times in the last 48 hours

                Confirmation within 24 hours

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

                  Excellent! 4.5/5
                  (4 reviews)
                  avg/night
                  Bungalow #780146vb
                  • 2 BR
                  • 1 BA
                  • Sleeps 4
                  4
                  Viewed 9 times in the last 48 hours

                  Confirmation within 24 hours

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

                    Cottage #919138vb
                    • 2 BR
                    • 1 BA
                    • Sleeps 5
                    2

                    Confirmation within 24 hours

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

                      Exceptional! 5/5
                      (10 reviews)
                      avg/night
                      House #823160vb
                      • 3 BR
                      • 2 BA
                      • 1 HF BA
                      • Sleeps 6
                      10
                      Viewed 38 times in the last 48 hours

                      Confirmation within 24 hours

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

                        House #885924vb
                        • 4 BR
                        • 3 BA
                        • 1 HF BA
                        • Sleeps 8
                        3
                        Viewed 11 times in the last 48 hours

                        Confirmation within 24 hours

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

                          Excellent! 4.7/5
                          (29 reviews)
                          avg/night
                          House #929474
                          • 3 BR
                          • 2 BA
                          • Sleeps 9
                          29
                          Viewed 16 times in the last 48 hours

                          Confirmation within 24 hours

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

                            Excellent! 4.7/5
                            (23 reviews)
                            avg/night
                            Bungalow #322808vb
                            • 2 BR
                            • 2 BA
                            • Sleeps 5
                            23
                            Viewed 11 times in the last 48 hours

                            Confirmation within 24 hours

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

                              Wonderful! 4.9/5
                              (7 reviews)
                              avg/night
                              Apartment #683231vb
                              • 1 BR
                              • 1 BA
                              • Sleeps 2
                              7
                              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
                                (17 reviews)
                                avg/night
                                House #3023348
                                • 4 BR
                                • 2 BA
                                • Sleeps 10
                                17
                                Viewed 18 times in the last 48 hours

                                Confirmation within 24 hours

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

                                  avg/night
                                  House #1027239vb
                                  • 2 BR
                                  • 2 BA
                                  • Sleeps 4
                                  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
                                    (20 reviews)
                                    avg/night
                                    Cottage #669117vb
                                    • 2 BR
                                    • 2 BA
                                    • Sleeps 4
                                    20
                                    Viewed 6 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
                                      (30 reviews)
                                      avg/night
                                      House #929471
                                      • 3 BR
                                      • 3 BA
                                      • 1 HF BA
                                      • Sleeps 9
                                      30
                                      Viewed 24 times in the last 48 hours

                                      Confirmation within 24 hours

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

                                        Exceptional! 5/5
                                        (28 reviews)
                                        avg/night
                                        Studio #493118vb
                                        • 1 BR
                                        • 1 BA
                                        • Sleeps 2
                                        28
                                        Viewed 6 times in the last 48 hours

                                        Confirmation within 24 hours

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

                                          avg/night
                                          House #985828
                                          • 3 BR
                                          • 2 BA
                                          • Sleeps 10
                                          1
                                          Viewed 13 times in the last 48 hours

                                          Confirmation within 24 hours

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

                                            avg/night
                                            House #990123vb
                                            • 4 BR
                                            • 2 BA
                                            • Sleeps 8
                                            1
                                            Viewed 10 times in the last 48 hours

                                            Instant confirmation

                                            Your booking request will be confirmed immediately.

                                              avg/night
                                              House #952054vb
                                              • 1 BR
                                              • 1 BA
                                              • Sleeps 5
                                              2
                                              Viewed 25 times in the last 48 hours

                                              Confirmation within 24 hours

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

                                                Excellent! 4.7/5
                                                (6 reviews)
                                                $74
                                                avg/night
                                                Studio #4245895
                                                • 1 BR
                                                • 1 BA
                                                • Sleeps 2
                                                6
                                                Viewed 23 times in the last 48 hours

                                                Instant confirmation

                                                Your booking request will be confirmed immediately.

                                                  Excellent! 4.7/5
                                                  (3 reviews)
                                                  avg/night
                                                  House #901305vb
                                                  • 3 BR
                                                  • 3 BA
                                                  • Sleeps 8
                                                  3
                                                  Viewed 7 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
                                                    (6 reviews)
                                                    avg/night
                                                    House #3166620
                                                    • 3 BR
                                                    • 1 BA
                                                    • Sleeps 7
                                                    6
                                                    Viewed 14 times in the last 48 hours

                                                    Confirmation within 24 hours

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

                                                      avg/night
                                                      House #4303470
                                                      • 3 BR
                                                      • 2 BA
                                                      • 1 HF BA
                                                      • Sleeps 6
                                                      6
                                                      Viewed 39 times in the last 48 hours

                                                      Instant confirmation

                                                      Your booking request will be confirmed immediately.

                                                        Exceptional! 5/5
                                                        (13 reviews)
                                                        avg/night
                                                        Villa #305144vb
                                                        • 4 BR
                                                        • 4 BA
                                                        • Sleeps 8
                                                        13
                                                        Viewed 24 times in the last 48 hours

                                                        Confirmation within 24 hours

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

                                                          Exceptional! 5/5
                                                          (12 reviews)
                                                          avg/night
                                                          House #3023034
                                                          • 3 BR
                                                          • 2 BA
                                                          • Sleeps 8
                                                          12
                                                          Viewed 8 times in the last 48 hours

                                                          Confirmation within 24 hours

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

                                                            Very Good! 4/5
                                                            (10 reviews)
                                                            View details for price
                                                            House #502419vb
                                                            • 3 BR
                                                            • 3 BA
                                                            • Sleeps 6
                                                            10

                                                            Confirmation within 24 hours

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

                                                              House #1030436vb
                                                              • 3 BR
                                                              • 2 BA
                                                              • Sleeps 7

                                                              Instant confirmation

                                                              Your booking request will be confirmed immediately.

                                                                Guest House #1033184vb
                                                                • 1 BR
                                                                • 1 BA
                                                                • Sleeps 2

                                                                Confirmation within 24 hours

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

                                                                  Condo #724660vb
                                                                  • 3 BR
                                                                  • 2 BA
                                                                  • Sleeps 6
                                                                  2

                                                                  Confirmation within 24 hours

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

                                                                    House #1060352vb
                                                                    • 2 BR
                                                                    • 2 BA
                                                                    • Sleeps 4

                                                                    Confirmation within 24 hours

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

                                                                      avg/night
                                                                      Apartment #1069352vb
                                                                      • 2 BR
                                                                      • 2 BA
                                                                      • Sleeps 4
                                                                      Viewed 5 times in the last 48 hours

                                                                      Instant confirmation

                                                                      Your booking request will be confirmed immediately.

                                                                        House #1056448vb
                                                                        • 2 BR
                                                                        • 1 BA
                                                                        • Sleeps 4
                                                                        Viewed 7 times in the last 48 hours

                                                                        Instant confirmation

                                                                        Your booking request will be confirmed immediately.

                                                                          House #319653vb
                                                                          • 4 BR
                                                                          • 2 BA
                                                                          • Sleeps 8
                                                                          10

                                                                          Confirmation within 24 hours

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

                                                                            House #338205vb
                                                                            • 2 BR
                                                                            • 1 BA
                                                                            • Sleeps 4
                                                                            9

                                                                            Confirmation within 24 hours

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

                                                                              House #694235vb
                                                                              • 4 BR
                                                                              • 2 BA
                                                                              • Sleeps 10
                                                                              Viewed 13 times in the last 48 hours

                                                                              Instant confirmation

                                                                              Your booking request will be confirmed immediately.

                                                                                avg/night
                                                                                Apartment #1046545vb
                                                                                • 1 BR
                                                                                • 1 BA
                                                                                • Sleeps 6
                                                                                Viewed 30 times in the last 48 hours

                                                                                Instant confirmation

                                                                                Your booking request will be confirmed immediately.

                                                                                  House #1069947vb
                                                                                  • 1 BR
                                                                                  • 1 BA
                                                                                  • Sleeps 2

                                                                                  Confirmation within 24 hours

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

                                                                                    Excellent! 4.7/5
                                                                                    (101 reviews)
                                                                                    $92
                                                                                    avg/night
                                                                                    Hotel #3905183
                                                                                    • 2 BR
                                                                                    • 2 BA
                                                                                    • Sleeps 6
                                                                                    101
                                                                                    Viewed 333 times in the last 48 hours

                                                                                    Instant confirmation

                                                                                    Your booking request will be confirmed immediately.

                                                                                      Excellent! 4.6/5
                                                                                      (35 reviews)
                                                                                      avg/night
                                                                                      Condo #4141115
                                                                                      • 3 BR
                                                                                      • 2 BA
                                                                                      • Sleeps 10
                                                                                      35
                                                                                      Viewed 156 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
                                                                                        (9 reviews)
                                                                                        avg/night
                                                                                        House #792993vb
                                                                                        • 3 BR
                                                                                        • 2 BA
                                                                                        • Sleeps 6
                                                                                        9
                                                                                        Viewed 33 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
                                                                                          (67 reviews)
                                                                                          avg/night
                                                                                          Villa #34854vb
                                                                                          • 4 BR
                                                                                          • 3 BA
                                                                                          • Sleeps 10
                                                                                          67
                                                                                          Viewed 190 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
                                                                                            (89 reviews)
                                                                                            avg/night
                                                                                            Condo #964487
                                                                                            • 3 BR
                                                                                            • 2 BA
                                                                                            • Sleeps 8
                                                                                            89
                                                                                            Viewed 68 times in the last 48 hours

                                                                                            Confirmation within 24 hours

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

                                                                                              Very Good! 4/5
                                                                                              (12 reviews)
                                                                                              avg/night
                                                                                              House #507153vb
                                                                                              • 3 BR
                                                                                              • 2 BA
                                                                                              • Sleeps 6
                                                                                              12
                                                                                              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
                                                                                                (24 reviews)
                                                                                                avg/night
                                                                                                Villa #1869266
                                                                                                • 3 BR
                                                                                                • 2 BA
                                                                                                • Sleeps 6
                                                                                                24
                                                                                                Viewed 20 times in the last 48 hours

                                                                                                Confirmation within 24 hours

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

                                                                                                  Excellent! 4.5/5
                                                                                                  (87 reviews)
                                                                                                  avg/night
                                                                                                  Hotel #3905184
                                                                                                  • 1 BR
                                                                                                  • 1 BA
                                                                                                  • Sleeps 4
                                                                                                  87
                                                                                                  Viewed 183 times in the last 48 hours

                                                                                                  Instant confirmation

                                                                                                  Your booking request will be confirmed immediately.

                                                                                                    Very Good! 4.1/5
                                                                                                    (31 reviews)
                                                                                                    $87
                                                                                                    avg/night
                                                                                                    Studio #911234vb
                                                                                                    • Studio
                                                                                                    • 1 BA
                                                                                                    • Sleeps 4
                                                                                                    31
                                                                                                    Viewed 124 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
                                                                                                      (34 reviews)
                                                                                                      avg/night
                                                                                                      Villa #331193
                                                                                                      • 5 BR
                                                                                                      • 5 BA
                                                                                                      • 1 HF BA
                                                                                                      • Sleeps 10
                                                                                                      34
                                                                                                      Viewed 93 times in the last 48 hours

                                                                                                      Instant confirmation

                                                                                                      Your booking request will be confirmed immediately.

                                                                                                      • 1 - 50 of 300+

                                                                                                      Winter Park Vacation Rentals (300+)