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    Excellent! 4.5/5
    (11 reviews)
    avg/night
    • 2 BR
    • 2 BA
    • Sleeps 4
    House #450575vb
    11
    Viewed 28 times in the last 48 hours
      Excellent! 4.7/5
      (9 reviews)
      avg/night
      • 2 BR
      • 1 BA
      • Sleeps 3
      House #709825vb
      9
      Viewed 6 times in the last 48 hours
        Wonderful! 4.8/5
        (50 reviews)
        avg/night
        • 3 BR
        • 3 BA
        • Sleeps 10
        House #981770
        50
        Viewed 26 times in the last 48 hours
          Excellent! 4.5/5
          (4 reviews)
          avg/night
          • 2 BR
          • 1 BA
          • Sleeps 4
          Bungalow #780146vb
          4
          Viewed 25 times in the last 48 hours
            Exceptional! 5/5
            (14 reviews)
            avg/night
            • 1 BR
            • 1 BA
            • 1 HF BA
            • Sleeps 2
            Bungalow #444585vb
            14
            Viewed 15 times in the last 48 hours
              Excellent! 4.5/5
              (14 reviews)
              avg/night
              • 2 BR
              • 1 BA
              • Sleeps 3
              Bungalow #3993910
              14
              Viewed 22 times in the last 48 hours
                • 4 BR
                • 3 BA
                • 1 HF BA
                • Sleeps 8
                House #885924vb
                3
                Viewed 29 times in the last 48 hours
                  • 2 BR
                  • 1 BA
                  • Sleeps 5
                  Cottage #919138vb
                  2
                    Exceptional! 5/5
                    (10 reviews)
                    avg/night
                    • 3 BR
                    • 2 BA
                    • 1 HF BA
                    • Sleeps 6
                    House #823160vb
                    10
                    Viewed 24 times in the last 48 hours
                      Excellent! 4.7/5
                      (29 reviews)
                      avg/night
                      • 3 BR
                      • 2 BA
                      • Sleeps 9
                      House #929474
                      29
                      Viewed 36 times in the last 48 hours
                        Excellent! 4.7/5
                        (23 reviews)
                        avg/night
                        • 2 BR
                        • 2 BA
                        • Sleeps 5
                        Bungalow #322808vb
                        23
                        Viewed 15 times in the last 48 hours
                          Wonderful! 4.9/5
                          (7 reviews)
                          avg/night
                          • 1 BR
                          • 1 BA
                          • Sleeps 2
                          Apartment #683231vb
                          7
                          Viewed 5 times in the last 48 hours
                            Wonderful! 4.8/5
                            (18 reviews)
                            avg/night
                            • 4 BR
                            • 2 BA
                            • Sleeps 10
                            House #3023348
                            18
                            Viewed 12 times in the last 48 hours
                              • 2 BR
                              • 2 BA
                              • Sleeps 4
                              House #1027239vb
                                Exceptional! 5/5
                                (20 reviews)
                                avg/night
                                • 2 BR
                                • 2 BA
                                • Sleeps 4
                                Cottage #669117vb
                                20
                                Viewed 19 times in the last 48 hours
                                  Wonderful! 4.8/5
                                  (30 reviews)
                                  avg/night
                                  • 3 BR
                                  • 3 BA
                                  • 1 HF BA
                                  • Sleeps 9
                                  House #929471
                                  30
                                  Viewed 29 times in the last 48 hours
                                    Exceptional! 5/5
                                    (28 reviews)
                                    avg/night
                                    • 1 BR
                                    • 1 BA
                                    • Sleeps 2
                                    Studio #493118vb
                                    28
                                    Viewed 9 times in the last 48 hours
                                      avg/night
                                      • 3 BR
                                      • 2 BA
                                      • Sleeps 10
                                      House #985828
                                      1
                                      Viewed 21 times in the last 48 hours
                                        avg/night
                                        • 4 BR
                                        • 2 BA
                                        • Sleeps 8
                                        House #990123vb
                                        1
                                        Viewed 26 times in the last 48 hours
                                          avg/night
                                          • 1 BR
                                          • 1 BA
                                          • Sleeps 5
                                          House #952054vb
                                          3
                                          Viewed 24 times in the last 48 hours
                                            Wonderful! 4.9/5
                                            (11 reviews)
                                            avg/night
                                            • 3 BR
                                            • 2 BA
                                            • Sleeps 6
                                            House #243102
                                            11
                                            Viewed 13 times in the last 48 hours
                                              Excellent! 4.7/5
                                              (6 reviews)
                                              avg/night
                                              • 1 BR
                                              • 1 BA
                                              • Sleeps 2
                                              Studio #4245895
                                              6
                                              Viewed 37 times in the last 48 hours
                                                Excellent! 4.7/5
                                                (3 reviews)
                                                avg/night
                                                • 3 BR
                                                • 3 BA
                                                • Sleeps 8
                                                House #901305vb
                                                3
                                                Viewed 10 times in the last 48 hours
                                                  Wonderful! 4.8/5
                                                  (6 reviews)
                                                  avg/night
                                                  • 3 BR
                                                  • 1 BA
                                                  • Sleeps 7
                                                  House #3166620
                                                  6
                                                  Viewed 19 times in the last 48 hours
                                                    avg/night
                                                    • 3 BR
                                                    • 2 BA
                                                    • 1 HF BA
                                                    • Sleeps 6
                                                    House #4303470
                                                    6
                                                    Viewed 58 times in the last 48 hours
                                                      Exceptional! 5/5
                                                      (13 reviews)
                                                      avg/night
                                                      • 4 BR
                                                      • 4 BA
                                                      • Sleeps 8
                                                      Villa #305144vb
                                                      13
                                                      Viewed 33 times in the last 48 hours
                                                        Exceptional! 5/5
                                                        (12 reviews)
                                                        avg/night
                                                        • 3 BR
                                                        • 2 BA
                                                        • Sleeps 8
                                                        House #3023034
                                                        12
                                                        Viewed 5 times in the last 48 hours
                                                          Very Good! 4/5
                                                          (10 reviews)
                                                          View details for price
                                                          • 3 BR
                                                          • 3 BA
                                                          • Sleeps 6
                                                          House #502419vb
                                                          10
                                                            avg/night
                                                            • 3 BR
                                                            • 2 BA
                                                            • Sleeps 7
                                                            House #1030436vb
                                                            Viewed 8 times in the last 48 hours
                                                              avg/night
                                                              • 1 BR
                                                              • 1 BA
                                                              • Sleeps 6
                                                              Apartment #1046545vb
                                                              Viewed 37 times in the last 48 hours
                                                                avg/night
                                                                • 1 BR
                                                                • 1 BA
                                                                • Sleeps 2
                                                                Guest House #1033184vb
                                                                Viewed 8 times in the last 48 hours
                                                                  • 3 BR
                                                                  • 2 BA
                                                                  • Sleeps 6
                                                                  Condo #724660vb
                                                                  2
                                                                    • 2 BR
                                                                    • 2 BA
                                                                    • Sleeps 4
                                                                    House #1060352vb
                                                                      avg/night
                                                                      • 2 BR
                                                                      • 2 BA
                                                                      • Sleeps 4
                                                                      Apartment #1069352vb
                                                                      Viewed 16 times in the last 48 hours
                                                                        • 2 BR
                                                                        • 1 BA
                                                                        • Sleeps 4
                                                                        House #1056448vb
                                                                          • 4 BR
                                                                          • 2 BA
                                                                          • Sleeps 8
                                                                          House #319653vb
                                                                          10
                                                                            Exceptional! 5/5
                                                                            (9 reviews)
                                                                            avg/night
                                                                            • 2 BR
                                                                            • 1 BA
                                                                            • Sleeps 4
                                                                            House #338205vb
                                                                            9
                                                                            Viewed 9 times in the last 48 hours
                                                                              • 4 BR
                                                                              • 2 BA
                                                                              • Sleeps 10
                                                                              House #694235vb
                                                                              Viewed 15 times in the last 48 hours
                                                                                Excellent! 4.7/5
                                                                                (105 reviews)
                                                                                avg/night
                                                                                • 2 BR
                                                                                • 2 BA
                                                                                • Sleeps 6
                                                                                Hotel #3905183
                                                                                105
                                                                                Viewed 337 times in the last 48 hours
                                                                                  Wonderful! 4.8/5
                                                                                  (9 reviews)
                                                                                  avg/night
                                                                                  • 3 BR
                                                                                  • 2 BA
                                                                                  • Sleeps 6
                                                                                  House #792993vb
                                                                                  9
                                                                                  Viewed 49 times in the last 48 hours
                                                                                    Wonderful! 4.9/5
                                                                                    (89 reviews)
                                                                                    avg/night
                                                                                    • 3 BR
                                                                                    • 2 BA
                                                                                    • Sleeps 8
                                                                                    Condo #964487
                                                                                    89
                                                                                    Viewed 87 times in the last 48 hours
                                                                                      Wonderful! 4.8/5
                                                                                      (66 reviews)
                                                                                      avg/night
                                                                                      • 4 BR
                                                                                      • 3 BA
                                                                                      • Sleeps 10
                                                                                      Villa #34854vb
                                                                                      66
                                                                                      Viewed 315 times in the last 48 hours
                                                                                        Very Good! 4/5
                                                                                        (12 reviews)
                                                                                        avg/night
                                                                                        • 3 BR
                                                                                        • 2 BA
                                                                                        • Sleeps 6
                                                                                        House #507153vb
                                                                                        12
                                                                                        Viewed 30 times in the last 48 hours
                                                                                          Exceptional! 5/5
                                                                                          (24 reviews)
                                                                                          avg/night
                                                                                          • 3 BR
                                                                                          • 2 BA
                                                                                          • Sleeps 6
                                                                                          Villa #1869266
                                                                                          24
                                                                                          Viewed 40 times in the last 48 hours
                                                                                            Excellent! 4.5/5
                                                                                            (88 reviews)
                                                                                            avg/night
                                                                                            • 1 BR
                                                                                            • 1 BA
                                                                                            • Sleeps 4
                                                                                            Hotel #3905184
                                                                                            88
                                                                                            Viewed 145 times in the last 48 hours
                                                                                              Very Good! 4.1/5
                                                                                              (31 reviews)
                                                                                              avg/night
                                                                                              • Studio
                                                                                              • 1 BA
                                                                                              • Sleeps 4
                                                                                              Studio #911234vb
                                                                                              31
                                                                                              Viewed 140 times in the last 48 hours
                                                                                                Wonderful! 4.9/5
                                                                                                (34 reviews)
                                                                                                avg/night
                                                                                                • 5 BR
                                                                                                • 5 BA
                                                                                                • 1 HF BA
                                                                                                • Sleeps 10
                                                                                                Villa #331193
                                                                                                34
                                                                                                Viewed 146 times in the last 48 hours
                                                                                                  Wonderful! 4.9/5
                                                                                                  (12 reviews)
                                                                                                  avg/night
                                                                                                  • 2 BR
                                                                                                  • 1 BA
                                                                                                  • Sleeps 4
                                                                                                  Apartment #766809vb
                                                                                                  12
                                                                                                  Viewed 10 times in the last 48 hours
                                                                                                    Wonderful! 4.9/5
                                                                                                    (19 reviews)
                                                                                                    avg/night
                                                                                                    • 2 BR
                                                                                                    • 2 BA
                                                                                                    • Sleeps 4
                                                                                                    House #3614829
                                                                                                    19
                                                                                                    Viewed 119 times in the last 48 hours
                                                                                                      Excellent! 4.7/5
                                                                                                      (43 reviews)
                                                                                                      avg/night
                                                                                                      • 3 BR
                                                                                                      • 3 BA
                                                                                                      • 1 HF BA
                                                                                                      • Sleeps 6
                                                                                                      Townhome #3921871
                                                                                                      43
                                                                                                      Viewed 41 times in the last 48 hours
                                                                                                      • 1 - 50 of 300+

                                                                                                      Vacation Rentals in Winter Park, Florida (300+)