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Winter Park Area: Condos, Houses & More (900+)

  • 1 - 50 of 900+
Additional fees apply. Taxes may be added.
    • 1 BR
    • 1 BA
    • Sleeps 4
    69
      • 2 BR
      • 2 BA
      • Sleeps 6
      22
        • 2 BR
        • 2 BA
        • Sleeps 6
        27
          • 2 BR
          • 2 BA
          • Sleeps 6
          17
            • 1 BR
            • 1 BA
            • Sleeps 4
            15
              • 4 BR
              • 3 BA
              • Sleeps 8
              3
                • 2 BR
                • 2 BA
                • Sleeps 8
                64
                  • 7 BR
                  • 5 BA
                  • 1 HF BA
                  • Sleeps 24
                  3
                    • 2 BR
                    • 2 BA
                    • Sleeps 8
                    32
                      • 2 BR
                      • 2 BA
                      • Sleeps 8
                      64
                        • 3 BR
                        • 4 BA
                        • Sleeps 12
                        39
                          • 2 BR
                          • 2 BA
                          • Sleeps 10
                          8
                            Wonderful! 4.9/5
                            (34 reviews)
                            avg/night
                            • 3 BR
                            • 2 BA
                            • Sleeps 8
                            34
                              • 5 BR
                              • 3 BA
                              • 1 HF BA
                              • Sleeps 20
                              39
                                • 4 BR
                                • 3 BA
                                • 1 HF BA
                                • Sleeps 12
                                44
                                  • 4 BR
                                  • 3 BA
                                  • 1 HF BA
                                  • Sleeps 12
                                  43
                                    Exceptional! 5.0/5
                                    (22 reviews)
                                    avg/night
                                    • 3 BR
                                    • 2 BA
                                    • 1 HF BA
                                    • Sleeps 8
                                    22
                                      NEW!
                                      • 4 BR
                                      • 4 BA
                                      • 1 HF BA
                                      • Sleeps 14
                                      5
                                        • 2 BR
                                        • 2 BA
                                        • Sleeps 6
                                        12
                                          • 6 BR
                                          • 4 BA
                                          • Sleeps 24
                                          7
                                            • 2 BR
                                            • 2 BA
                                            • Sleeps 6
                                            61
                                              Excellent! 4.6/5
                                              (14 reviews)
                                              avg/night
                                              • 4 BR
                                              • 4 BA
                                              • Sleeps 8
                                              14
                                                • Studio
                                                • 1 BA
                                                • Sleeps 4
                                                9
                                                  • 4 BR
                                                  • 3 BA
                                                  • 2 HF BA
                                                  • Sleeps 20
                                                  16
                                                    • 3 BR
                                                    • 3 BA
                                                    • Sleeps 8
                                                    7
                                                      • 5 BR
                                                      • 3 BA
                                                      • Sleeps 19
                                                      32
                                                        • 4 BR
                                                        • 3 BA
                                                        • 1 HF BA
                                                        • Sleeps 13
                                                        15
                                                          Exceptional! 5.0/5
                                                          (27 reviews)
                                                          avg/night
                                                          • 6 BR
                                                          • 4 BA
                                                          • Sleeps 30
                                                          27
                                                            • 4 BR
                                                            • 3 BA
                                                            • Sleeps 20
                                                            27
                                                              • 4 BR
                                                              • 3 BA
                                                              • 1 HF BA
                                                              • Sleeps 12
                                                              24
                                                                • 3 BR
                                                                • 3 BA
                                                                • 1 HF BA
                                                                • Sleeps 8
                                                                2 Reviews
                                                                  • 4 BR
                                                                  • 4 BA
                                                                  • 1 HF BA
                                                                  • Sleeps 15
                                                                  31
                                                                    • 4 BR
                                                                    • 4 BA
                                                                    • Sleeps 12
                                                                    26
                                                                      NEW!
                                                                      • 2 BR
                                                                      • 2 BA
                                                                      • Sleeps 8
                                                                      1 Review
                                                                        • 6 BR
                                                                        • 3 BA
                                                                        • 1 HF BA
                                                                        • Sleeps 24
                                                                        16
                                                                          • 3 BR
                                                                          • 3 BA
                                                                          • 1 HF BA
                                                                          • Sleeps 12
                                                                          23
                                                                            • 2 BR
                                                                            • 2 BA
                                                                            • Sleeps 8
                                                                            3
                                                                              • 4 BR
                                                                              • 3 BA
                                                                              • 1 HF BA
                                                                              • Sleeps 12
                                                                              48
                                                                                • 1 BR
                                                                                • 1 BA
                                                                                • Sleeps 4
                                                                                13
                                                                                  • 6 BR
                                                                                  • 3 BA
                                                                                  • 1 HF BA
                                                                                  • Sleeps 24
                                                                                  6
                                                                                    • 2 BR
                                                                                    • 2 BA
                                                                                    • Sleeps 8
                                                                                    32
                                                                                      • 5 BR
                                                                                      • 4 BA
                                                                                      • 1 HF BA
                                                                                      • Sleeps 18
                                                                                      17
                                                                                        NEW!
                                                                                        • 2 BR
                                                                                        • 2 BA
                                                                                        • Sleeps 8
                                                                                          • 3 BR
                                                                                          • 3 BA
                                                                                          • 1 HF BA
                                                                                          • Sleeps 8
                                                                                          37
                                                                                            • 2 BR
                                                                                            • 2 BA
                                                                                            • 1 HF BA
                                                                                            • Sleeps 8
                                                                                            7
                                                                                              Wonderful! 4.9/5
                                                                                              (31 reviews)
                                                                                              avg/night
                                                                                              • 4 BR
                                                                                              • 4 BA
                                                                                              • 1 HF BA
                                                                                              • Sleeps 22
                                                                                              31
                                                                                                • 2 BR
                                                                                                • 2 BA
                                                                                                • Sleeps 8
                                                                                                33
                                                                                                  Exceptional! 5.0/5
                                                                                                  (29 reviews)
                                                                                                  avg/night
                                                                                                  • 4 BR
                                                                                                  • 4 BA
                                                                                                  • 1 HF BA
                                                                                                  • Sleeps 14
                                                                                                  29
                                                                                                    Wonderful! 4.9/5
                                                                                                    (35 reviews)
                                                                                                    avg/night
                                                                                                    • 6 BR
                                                                                                    • 6 BA
                                                                                                    • 1 HF BA
                                                                                                    • Sleeps 16
                                                                                                    35
                                                                                                      NEW!
                                                                                                      • 2 BR
                                                                                                      • 2 BA
                                                                                                      • Sleeps 8
                                                                                                      • 1 - 50 of 900+
                                                                                                       

                                                                                                      Recent Winter Park Area Reviews

                                                                                                      The description of property is accurate overall

                                                                                                      4 of 5
                                                                                                      It is an up-to-date property and spacious with modern conveniences like the washer and dryer, and a pretty large flat screen TV, which we enjoyed watching some college football! It's right across the street from the Winter Park resort with a beautiful view on the fourth floor and especially from the deck. A plus for me is that it was pet friendly, however on the fourth floor, thus not convenient for having to take the dog out because you need to go down the internal stairs or elevator, and the elevator is pretty far away, to get to the first floor. We usually took the stairs nearby and got some extra exercise :-) The hot tub is outside and huge with brilliant star gazing opportunities! Overall it was a great place for my 3 boys, dog and me to stay for a 2-night get away from Aurora, CO!
                                                                                                      • Submitted: Sep 27, 2016
                                                                                                      • Stayed: Sep 2016

                                                                                                      Big property, great for multiple families!

                                                                                                      5 of 5
                                                                                                      We had a group of 5 couples all with young children, and this property met our needs perfectly! We were in Winter Park over the summer so getting to the mountain wasn't a concern, but the property was close to downtown and only a five minute drive to the ski area. The bedrooms are large, perfect for pack and plays if needed. You can tell the owners actually live there part of the year as the kitchen was well stocked with things that are sometimes a rarity in rental properties. The owners were quick to respond to all my questions and help ensure this was the best space for our group. All in all a great experience!
                                                                                                      • Submitted: Sep 12, 2016
                                                                                                      • Stayed: Sep 2016

                                                                                                      excellent property!

                                                                                                      5 of 5
                                                                                                      This property is first class from the amenities to the location and stunning mountain views. Highly recommended! The property management person is very responsive and accommodating.
                                                                                                      • Submitted: Aug 31, 2016
                                                                                                      • Stayed: Aug 2016