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Winter Park Area Vacation Rentals (953)

  • 1 - 50 of 953
Additional fees apply. Taxes may be added.
    • 1 BR
    • 1 BA
    • Sleeps 4
    69

    Confirmation within 24 hours

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

      • 2 BR
      • 2 BA
      • Sleeps 6
      21

      Confirmation within 24 hours

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

        • 2 BR
        • 2 BA
        • Sleeps 6
        27

        Confirmation within 24 hours

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

          • 4 BR
          • 3 BA
          • Sleeps 8
          3

          Instant confirmation

          Your booking request will be confirmed immediately.

            • 1 BR
            • 1 BA
            • Sleeps 4
            15

            Confirmation within 24 hours

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

              • 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.

                • 2 BR
                • 2 BA
                • Sleeps 8
                32

                Instant confirmation

                Your booking request will be confirmed immediately.

                  • 3 BR
                  • 4 BA
                  • Sleeps 12
                  39

                  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.

                      • 3 BR
                      • 2 BA
                      • Sleeps 8
                      34

                      Confirmation within 24 hours

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

                        • 5 BR
                        • 3 BA
                        • 1 HF BA
                        • Sleeps 20
                        39

                        Confirmation within 24 hours

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

                          • 4 BR
                          • 3 BA
                          • 1 HF BA
                          • Sleeps 12
                          44

                          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
                              • 5 BA
                              • 1 HF BA
                              • Sleeps 18
                              39

                              Confirmation within 24 hours

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

                                • 2 BR
                                • 2 BA
                                • Sleeps 6
                                12

                                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
                                    22

                                    Confirmation within 24 hours

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

                                      • 4 BR
                                      • 4 BA
                                      • 1 HF BA
                                      • Sleeps 14
                                      5

                                      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.

                                          • Studio
                                          • 1 BA
                                          • Sleeps 4
                                          9

                                          Confirmation within 24 hours

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

                                            • 4 BR
                                            • 4 BA
                                            • Sleeps 8
                                            14

                                            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.

                                                • 3 BR
                                                • 3 BA
                                                • Sleeps 8
                                                7

                                                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
                                                    • 1 HF BA
                                                    • Sleeps 13
                                                    15

                                                    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.

                                                        • 4 BR
                                                        • 3 BA
                                                        • 1 HF BA
                                                        • Sleeps 12
                                                        24

                                                        Confirmation within 24 hours

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

                                                          • 4 BR
                                                          • 3 BA
                                                          • Sleeps 20
                                                          27

                                                          Confirmation within 24 hours

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

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

                                                            Instant confirmation

                                                            Your booking request will be confirmed immediately.

                                                              • 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.

                                                                • 4 BR
                                                                • 4 BA
                                                                • Sleeps 12
                                                                26

                                                                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.

                                                                    • 2 BR
                                                                    • 2 BA
                                                                    • Sleeps 8
                                                                    3

                                                                    Instant confirmation

                                                                    Your booking request will be confirmed immediately.

                                                                      • 4 BR
                                                                      • 3 BA
                                                                      • 1 HF BA
                                                                      • Sleeps 12
                                                                      48

                                                                      Confirmation within 24 hours

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

                                                                        • 1 BR
                                                                        • 1 BA
                                                                        • Sleeps 4
                                                                        13

                                                                        Instant confirmation

                                                                        Your booking request will be confirmed immediately.

                                                                          • 5 BR
                                                                          • 4 BA
                                                                          • 1 HF BA
                                                                          • Sleeps 18
                                                                          17

                                                                          Confirmation within 24 hours

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

                                                                            • 2 BR
                                                                            • 2 BA
                                                                            • Sleeps 8
                                                                            32

                                                                            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.

                                                                                • 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.

                                                                                  • 4 BR
                                                                                  • 4 BA
                                                                                  • 1 HF BA
                                                                                  • Sleeps 22
                                                                                  31

                                                                                  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.

                                                                                      • 2 BR
                                                                                      • 2 BA
                                                                                      • Sleeps 8
                                                                                      33

                                                                                      Confirmation within 24 hours

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

                                                                                        • 6 BR
                                                                                        • 6 BA
                                                                                        • 1 HF BA
                                                                                        • Sleeps 16
                                                                                        35

                                                                                        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.

                                                                                            • 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
                                                                                              12

                                                                                              Instant confirmation

                                                                                              Your booking request will be confirmed immediately.

                                                                                                • 6 BR
                                                                                                • 5 BA
                                                                                                • 1 HF BA
                                                                                                • Sleeps 18
                                                                                                8

                                                                                                Confirmation within 24 hours

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

                                                                                                  • 9 BR
                                                                                                  • 8 BA
                                                                                                  • Sleeps 25
                                                                                                  3

                                                                                                  Confirmation within 24 hours

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

                                                                                                    • 7 BR
                                                                                                    • 8 BA
                                                                                                    • Sleeps 16

                                                                                                    Confirmation within 24 hours

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

                                                                                                      • 1 BR
                                                                                                      • 1 BA
                                                                                                      • Sleeps 4
                                                                                                      • 1 - 50 of 953