check navigate-up navigate-left navigate-right expand mail svg-lightning svg-24hr
Welcome to the new VacationRentals.com! Use the new filters and search options to find your next vacation rental.

Winter Park Area Vacation Rentals (975)

  • 1 - 50 of 975
    • 1 BR
    • 1 BA
    • Sleeps 4
    65

    Confirmation within 24 hours

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

      • 2 BR
      • 2 BA
      • Sleeps 6
      19

      Confirmation within 24 hours

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

        • 4 BR
        • 3 BA
        • Sleeps 8
        2 Reviews

        Instant confirmation

        Your booking request will be confirmed immediately.

          • 2 BR
          • 2 BA
          • Sleeps 6
          25

          Confirmation within 24 hours

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

            • 2 BR
            • 2 BA
            • Sleeps 8
            30

            Instant confirmation

            Your booking request will be confirmed immediately.

              • 7 BR
              • 5 BA
              • 1 HF BA
              • Sleeps 24
              3

              Confirmation within 24 hours

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

                • 3 BR
                • 4 BA
                • Sleeps 12
                38

                Confirmation within 24 hours

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

                  • 1 BR
                  • 1 BA
                  • Sleeps 4
                  15

                  Confirmation within 24 hours

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

                    • 2 BR
                    • 2 BA
                    • Sleeps 10
                    8

                    Confirmation within 24 hours

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

                      • 4 BR
                      • 4 BA
                      • 1 HF BA
                      • Sleeps 14
                      4

                      Confirmation within 24 hours

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

                        • 4 BR
                        • 3 BA
                        • 1 HF BA
                        • Sleeps 12
                        43

                        Confirmation within 24 hours

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

                          • 5 BR
                          • 3 BA
                          • 1 HF BA
                          • Sleeps 20
                          38

                          Confirmation within 24 hours

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

                            • 5 BR
                            • 5 BA
                            • 1 HF BA
                            • Sleeps 18
                            38

                            Confirmation within 24 hours

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

                              • 3 BR
                              • 3 BA
                              • 1 HF BA
                              • Sleeps 12
                              32

                              Confirmation within 24 hours

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

                                • 3 BR
                                • 2 BA
                                • Sleeps 8
                                33

                                Confirmation within 24 hours

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

                                  • 2 BR
                                  • 2 BA
                                  • Sleeps 6
                                  61

                                  Confirmation within 24 hours

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

                                    • 6 BR
                                    • 4 BA
                                    • Sleeps 24
                                    7

                                    Confirmation within 24 hours

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

                                      • 3 BR
                                      • 2 BA
                                      • 1 HF BA
                                      • Sleeps 8
                                      20

                                      Confirmation within 24 hours

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

                                        • 2 BR
                                        • 2 BA
                                        • Sleeps 6
                                        11

                                        Confirmation within 24 hours

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

                                          • 4 BR
                                          • 4 BA
                                          • Sleeps 8
                                          12

                                          Instant confirmation

                                          Your booking request will be confirmed immediately.

                                            • 4 BR
                                            • 3 BA
                                            • 2 HF BA
                                            • Sleeps 20
                                            16

                                            Confirmation within 24 hours

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

                                              • 6 BR
                                              • 4 BA
                                              • Sleeps 30
                                              27

                                              Confirmation within 24 hours

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

                                                • 3 BR
                                                • 3 BA
                                                • Sleeps 8
                                                6

                                                Confirmation within 24 hours

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

                                                  • 3 BR
                                                  • 3 BA
                                                  • 1 HF BA
                                                  • Sleeps 8
                                                  1 Review

                                                  Instant confirmation

                                                  Your booking request will be confirmed immediately.

                                                    • 4 BR
                                                    • 3 BA
                                                    • 1 HF BA
                                                    • Sleeps 12
                                                    43

                                                    Confirmation within 24 hours

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

                                                      • 6 BR
                                                      • 3 BA
                                                      • 1 HF BA
                                                      • Sleeps 24
                                                      16

                                                      Confirmation within 24 hours

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

                                                        • 4 BR
                                                        • 4 BA
                                                        • 1 HF BA
                                                        • Sleeps 15
                                                        31

                                                        Confirmation within 24 hours

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

                                                          • Studio
                                                          • 1 BA
                                                          • Sleeps 4
                                                          9

                                                          Confirmation within 24 hours

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

                                                            • 4 BR
                                                            • 3 BA
                                                            • 1 HF BA
                                                            • Sleeps 12
                                                            23

                                                            Confirmation within 24 hours

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

                                                              • 5 BR
                                                              • 3 BA
                                                              • Sleeps 19
                                                              32

                                                              Confirmation within 24 hours

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

                                                                • 4 BR
                                                                • 3 BA
                                                                • Sleeps 20
                                                                24

                                                                Confirmation within 24 hours

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

                                                                  • 4 BR
                                                                  • 3 BA
                                                                  • 1 HF BA
                                                                  • Sleeps 13
                                                                  15

                                                                  Confirmation within 24 hours

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

                                                                    • 6 BR
                                                                    • 3 BA
                                                                    • Sleeps 18
                                                                    11

                                                                    Confirmation within 24 hours

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

                                                                      • 4 BR
                                                                      • 4 BA
                                                                      • Sleeps 12
                                                                      26

                                                                      Confirmation within 24 hours

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

                                                                        • 2 BR
                                                                        • 2 BA
                                                                        • Sleeps 8
                                                                        3

                                                                        Instant confirmation

                                                                        Your booking request will be confirmed immediately.

                                                                          • 1 BR
                                                                          • 1 BA
                                                                          • Sleeps 4
                                                                          13

                                                                          Instant confirmation

                                                                          Your booking request will be confirmed immediately.

                                                                            • 4 BR
                                                                            • 3 BA
                                                                            • 1 HF BA
                                                                            • Sleeps 12
                                                                            47

                                                                            Confirmation within 24 hours

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

                                                                              • 3 BR
                                                                              • 3 BA
                                                                              • 1 HF BA
                                                                              • Sleeps 8
                                                                              37

                                                                              Confirmation within 24 hours

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

                                                                                • 2 BR
                                                                                • 2 BA
                                                                                • 1 HF BA
                                                                                • Sleeps 8
                                                                                7

                                                                                Confirmation within 24 hours

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

                                                                                  • 2 BR
                                                                                  • 2 BA
                                                                                  • Sleeps 8
                                                                                  31

                                                                                  Confirmation within 24 hours

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

                                                                                    • 6 BR
                                                                                    • 3 BA
                                                                                    • 1 HF BA
                                                                                    • Sleeps 24
                                                                                    6

                                                                                    Confirmation within 24 hours

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

                                                                                      • 5 BR
                                                                                      • 4 BA
                                                                                      • 1 HF BA
                                                                                      • Sleeps 18
                                                                                      15

                                                                                      Confirmation within 24 hours

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

                                                                                        • 6 BR
                                                                                        • 6 BA
                                                                                        • 1 HF BA
                                                                                        • Sleeps 16
                                                                                        33

                                                                                        Confirmation within 24 hours

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

                                                                                          • 2 BR
                                                                                          • 1 BA
                                                                                          • Sleeps 6
                                                                                          2 Reviews

                                                                                          Confirmation within 24 hours

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

                                                                                            • 4 BR
                                                                                            • 4 BA
                                                                                            • 1 HF BA
                                                                                            • Sleeps 14
                                                                                            29

                                                                                            Confirmation within 24 hours

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

                                                                                              • 6 BR
                                                                                              • 5 BA
                                                                                              • 1 HF BA
                                                                                              • Sleeps 18
                                                                                              30

                                                                                              Confirmation within 24 hours

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

                                                                                                • 4 BR
                                                                                                • 2 BA
                                                                                                • 1 HF BA
                                                                                                • Sleeps 10
                                                                                                2 Reviews

                                                                                                Instant confirmation

                                                                                                Your booking request will be confirmed immediately.

                                                                                                  • 5 BR
                                                                                                  • 3 BA
                                                                                                  • 1 HF BA
                                                                                                  • Sleeps 14
                                                                                                  2 Reviews

                                                                                                  Instant confirmation

                                                                                                  Your booking request will be confirmed immediately.

                                                                                                    • 3 BR
                                                                                                    • 3 BA
                                                                                                    • 1 HF BA
                                                                                                    • Sleeps 10
                                                                                                    11

                                                                                                    Instant confirmation

                                                                                                    Your booking request will be confirmed immediately.

                                                                                                      • 9 BR
                                                                                                      • 8 BA
                                                                                                      • Sleeps 25
                                                                                                      3

                                                                                                      Confirmation within 24 hours

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

                                                                                                      • 1 - 50 of 975