Cancel Clear Filters Apply Filters

Property Type

Booking Options

Location Type

Even More Filters

Features

Managed By

Cancel Clear Filters Apply Filters
Use filters to narrow your search results!

Narrow Results

Winter Park: Houses, Bungalows & More (170)

  • 1 - 30 of 170
    • 3 BR
    • 2 BA
    • Sleeps 6
    8
    Request to Book View Details
    24 hrs Confirmation within 24 hours
      • 3 BR
      • 2 BA
      • Sleeps 8
      33
      Request to Book View Details
      24 hrs Confirmation within 24 hours
        • 3 BR
        • 2 BA
        • 2 HF BA
        • Sleeps 8
        9
          • 3 BR
          • 2 BA
          • Sleeps 5
          11
            • 3 BR
            • 3 BA
            • Sleeps 10
            16
            Request to Book View Details
            24 hrs Confirmation within 24 hours
              • 3 BR
              • 3 BA
              • 1 HF BA
              • Sleeps 8
              24
              Request to Book View Details
              24 hrs Confirmation within 24 hours
                • 4 BR
                • 2 BA
                • 1 HF BA
                • Sleeps 8
                7
                Request to Book View Details
                24 hrs Confirmation within 24 hours
                  • 3 BR
                  • 2 BA
                  • Sleeps 9
                  15
                  Request to Book View Details
                  24 hrs Confirmation within 24 hours
                    • 2 BR
                    • 2 BA
                    • Sleeps 6
                    14
                    Request to Book View Details
                    24 hrs Confirmation within 24 hours
                      • 3 BR
                      • 3 BA
                      • Sleeps 10
                      35
                      Request to Book View Details
                      24 hrs Confirmation within 24 hours
                        • 3 BR
                        • 3 BA
                        • Sleeps 6
                        9
                        Request to Book View Details
                        24 hrs Confirmation within 24 hours
                          • 4 BR
                          • 2 BA
                          • Sleeps 10
                          5
                          Request to Book View Details
                          24 hrs Confirmation within 24 hours
                            • 5 BR
                            • 2 BA
                            • Sleeps 12
                            2 Reviews
                            Request to Book View Details
                            24 hrs Confirmation within 24 hours
                              $250
                              avg/night
                              • 3 BR
                              • 1 BA
                              • Sleeps 7
                              5
                              Request to Book View Details
                              24 hrs Confirmation within 24 hours
                                • 5 BR
                                • 5 BA
                                • Sleeps 10
                                Request to Book View Details
                                24 hrs Confirmation within 24 hours
                                  • 3 BR
                                  • 2 BA
                                  • Sleeps 6
                                  Request to Book View Details
                                  24 hrs Confirmation within 24 hours
                                    • 2 BR
                                    • 1 BA
                                    • Sleeps 3
                                    2 Reviews
                                    Request to Book View Details
                                    24 hrs Confirmation within 24 hours
                                      • 3 BR
                                      • 3 BA
                                      • Sleeps 8
                                      21
                                      Request to Book View Details
                                      24 hrs Confirmation within 24 hours
                                        • 1 BR
                                        • 1 BA
                                        • 1 HF BA
                                        • Sleeps 2
                                        9
                                        Request to Book View Details
                                        24 hrs Confirmation within 24 hours
                                          • 2 BR
                                          • 1 BA
                                          • Sleeps 3
                                          6
                                          Request to Book View Details
                                          24 hrs Confirmation within 24 hours
                                            • 3 BR
                                            • 2 BA
                                            • 1 HF BA
                                            • Sleeps 6
                                            2 Reviews
                                            Request to Book View Details
                                            24 hrs Confirmation within 24 hours
                                              • 2 BR
                                              • 2 BA
                                              • Sleeps 5
                                              20
                                              Request to Book View Details
                                              24 hrs Confirmation within 24 hours
                                                • 3 BR
                                                • 2 BA
                                                • Sleeps 6
                                                17
                                                Request to Book View Details
                                                24 hrs Confirmation within 24 hours
                                                  • 2 BR
                                                  • 1 BA
                                                  • Sleeps 4
                                                  9
                                                  Request to Book View Details
                                                  24 hrs Confirmation within 24 hours
                                                    • 2 BR
                                                    • 2 BA
                                                    • Sleeps 4
                                                    7
                                                      • 2 BR
                                                      • 1 BA
                                                      • Sleeps 4
                                                      Request to Book View Details
                                                      24 hrs Confirmation within 24 hours
                                                        • 4 BR
                                                        • 2 BA
                                                        • Sleeps 8
                                                        10
                                                          • 3 BR
                                                          • 3 BA
                                                          • 1 HF BA
                                                          • Sleeps 6
                                                            • 4 BR
                                                            • 2 BA
                                                            • Sleeps 10
                                                            Request to Book View Details
                                                            24 hrs Confirmation within 24 hours
                                                              • 6 BR
                                                              • 5 BA
                                                              • 1 HF BA
                                                              • Sleeps 14
                                                              7
                                                              • 1 - 30 of 170
                                                               

                                                              Recent Winter Park Reviews

                                                              Gorgeous Home in Upscale Winter Park Location !

                                                              5 of 5
                                                              Our family enjoy staying in this spacious home. The house is beautiful and we felt at home during our stay. It is so close to everything and all the places we wanted to visit in Orlando. The Florida weather allowed us to enjoy the pool every day and the kids loved it!. Thank you Sebastian for helping us with the reservation process in such a short notice. It was our pleasure doing business with you. We will recommend your lovely home to all our friends. We will definitely come back next year to your property! Cheers...Five Stars *****
                                                              • Submitted: Apr 28, 2016
                                                              • Stayed: Apr 2016

                                                              Wonderful vacation home

                                                              5 of 5
                                                              We had a wonderful stay. I would definitely recommend this to anyone.
                                                              • Submitted: Apr 15, 2016
                                                              • Stayed: Mar 2016

                                                              Beautiful Home

                                                              5 of 5
                                                              The house was beautiful & comfortably fit all 10 of us. Juan was great & addressed all the questions we had. This home has all the comforts of home. My twin 7 year old boys have autism so it was extremely important for us to make sure they were comfortable, which they were in this house. The backyard was perfect. We would definitely stay here again & would recommend it to friends.
                                                              • Submitted: Apr 15, 2016
                                                              • Stayed: Apr 2016