check navigate-up navigate-left navigate-right expand mail svg-lightning svg-24hr svg-house svg-sleeps svg-bedrooms svg-bathrooms svg-stay svg-toilet calendar svg-report-flag
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!
  • Showing 1-50 of 233
Additional fees apply. Taxes may be added.
    Excellent! 4.7/5
    (7 reviews)
    avg/night
    • 2 BR
    • 1 BA
    • Sleeps 3
    House #709825vb
    7
    Viewed 17 times in the last 48 hours
      Wonderful! 4.9/5
      (10 reviews)
      avg/night
      • 3 BR
      • 2 BA
      • Sleeps 6
      House #243102
      10
      Viewed 12 times in the last 48 hours
        Exceptional! 5.0/5
        (10 reviews)
        avg/night
        • 3 BR
        • 2 BA
        • 2 HF BA
        • Sleeps 8
        House #3023034
        10
        Viewed 49 times in the last 48 hours
          Wonderful! 4.8/5
          (21 reviews)
          avg/night
          • 3 BR
          • 3 BA
          • Sleeps 10
          House #943873
          21
          Viewed 20 times in the last 48 hours
            Excellent! 4.7/5
            (44 reviews)
            avg/night
            • 3 BR
            • 3 BA
            • Sleeps 10
            House #981770
            44
            Viewed 28 times in the last 48 hours
              Excellent! 4.5/5
              (10 reviews)
              avg/night
              • 2 BR
              • 2 BA
              • Sleeps 4
              House #450575vb
              10
              Viewed 6 times in the last 48 hours
                Exceptional! 5.0/5
                (11 reviews)
                avg/night
                • 4 BR
                • 2 BA
                • 1 HF BA
                • Sleeps 8
                House #3670851
                11
                Viewed 18 times in the last 48 hours
                  • 3 BR
                  • 3 BA
                  • Sleeps 6
                  House #502419vb
                  10
                    Wonderful! 4.8/5
                    (11 reviews)
                    avg/night
                    • 4 BR
                    • 2 BA
                    • Sleeps 10
                    House #3023348
                    11
                    Viewed 42 times in the last 48 hours
                      Exceptional! 5.0/5
                      (6 reviews)
                      avg/night
                      • 3 BR
                      • 2 BA
                      • 1 HF BA
                      • Sleeps 6
                      House #823160vb
                      6
                      Viewed 57 times in the last 48 hours
                        Excellent! 4.7/5
                        (22 reviews)
                        avg/night
                        • 3 BR
                        • 2 BA
                        • Sleeps 9
                        House #929474
                        22
                        Viewed 5 times in the last 48 hours
                          Wonderful! 4.9/5
                          (11 reviews)
                          avg/night
                          • 3 BR
                          • 2 BA
                          • 1 HF BA
                          • Sleeps 8
                          House #367326vb
                          11
                          Viewed 20 times in the last 48 hours
                            • 4 BR
                            • 3 BA
                            • 1 HF BA
                            • Sleeps 8
                            House #885924vb
                            Viewed 22 times in the last 48 hours
                              Wonderful! 4.8/5
                              (25 reviews)
                              avg/night
                              • 3 BR
                              • 3 BA
                              • 1 HF BA
                              • Sleeps 9
                              House #929471
                              25
                              Viewed 11 times in the last 48 hours
                                Wonderful! 4.8/5
                                (6 reviews)
                                avg/night
                                • 3 BR
                                • 1 BA
                                • Sleeps 7
                                House #3166620
                                6
                                Viewed 21 times in the last 48 hours
                                  • 4 BR
                                  • 2 BA
                                  • Sleeps 10
                                  House #694235vb
                                    avg/night
                                    • 3 BR
                                    • 2 BA
                                    • 1 HF BA
                                    • Sleeps 6
                                    House #4303470
                                    2 Reviews
                                    Viewed 46 times in the last 48 hours
                                      • 3 BR
                                      • 3 BA
                                      • Sleeps 8
                                      House #901305vb
                                      1 Review
                                      Viewed 7 times in the last 48 hours
                                        avg/night
                                        • 1 BR
                                        • 1 BA
                                        • Sleeps 5
                                        House #952054vb
                                        Viewed 24 times in the last 48 hours
                                          avg/night
                                          • 3 BR
                                          • 3 BA
                                          • Sleeps 6
                                          House #869308vb
                                          Viewed 6 times in the last 48 hours
                                            avg/night
                                            • 5 BR
                                            • 5 BA
                                            • Sleeps 10
                                            House #457981vb
                                            Viewed 8 times in the last 48 hours
                                              Wonderful! 4.8/5
                                              (27 reviews)
                                              $89
                                              avg/night
                                              • 4 BR
                                              • 2 BA
                                              • 1 HF BA
                                              • Sleeps 8
                                              House #8063170
                                              27
                                              Viewed 37 times in the last 48 hours
                                                Wonderful! 4.8/5
                                                (26 reviews)
                                                avg/night
                                                • 4 BR
                                                • 2 BA
                                                • Sleeps 10
                                                House #4079570
                                                26
                                                Viewed 55 times in the last 48 hours
                                                  • 3 BR
                                                  • 2 BA
                                                  • Sleeps 8
                                                  House #3569183
                                                  38
                                                    Very Good! 4.1/5
                                                    (9 reviews)
                                                    $79
                                                    avg/night
                                                    • 3 BR
                                                    • 2 BA
                                                    • Sleeps 6
                                                    House #507153vb
                                                    9
                                                    Viewed 41 times in the last 48 hours
                                                      • 3 BR
                                                      • 2 BA
                                                      • Sleeps 8
                                                      House #4113909
                                                      2 Reviews
                                                      Viewed 5 times in the last 48 hours
                                                        Excellent! 4.3/5
                                                        (41 reviews)
                                                        avg/night
                                                        • 4 BR
                                                        • 2 BA
                                                        • 1 HF BA
                                                        • Sleeps 8
                                                        House #3778979
                                                        41
                                                        Viewed 38 times in the last 48 hours
                                                          Exceptional! 5.0/5
                                                          (5 reviews)
                                                          avg/night
                                                          • 4 BR
                                                          • 2 BA
                                                          • 1 HF BA
                                                          • Sleeps 8
                                                          House #4069886
                                                          5
                                                          Viewed 18 times in the last 48 hours
                                                            Excellent! 4.4/5
                                                            (9 reviews)
                                                            avg/night
                                                            • 4 BR
                                                            • 3 BA
                                                            • Sleeps 8
                                                            House #762424vb
                                                            9
                                                            Viewed 27 times in the last 48 hours
                                                              Excellent! 4.5/5
                                                              (17 reviews)
                                                              avg/night
                                                              • 3 BR
                                                              • 2 BA
                                                              • Sleeps 8
                                                              House #586948vb
                                                              17
                                                              Viewed 26 times in the last 48 hours
                                                                Wonderful! 4.8/5
                                                                (27 reviews)
                                                                • 2 BR
                                                                • 1 BA
                                                                • Sleeps 4
                                                                House #157424vb
                                                                27
                                                                Viewed 25 times in the last 48 hours
                                                                  avg/night
                                                                  • 3 BR
                                                                  • 2 BA
                                                                  • Sleeps 6
                                                                  House #504845vb
                                                                  4
                                                                  Viewed 12 times in the last 48 hours
                                                                    Exceptional! 5.0/5
                                                                    (8 reviews)
                                                                    avg/night
                                                                    • 2 BR
                                                                    • 1 BA
                                                                    • Sleeps 4
                                                                    House #802507vb
                                                                    8
                                                                    Viewed 27 times in the last 48 hours
                                                                      Excellent! 4.4/5
                                                                      (34 reviews)
                                                                      avg/night
                                                                      • 3 BR
                                                                      • 2 BA
                                                                      • Sleeps 8
                                                                      House #477804vb
                                                                      34
                                                                      Viewed 50 times in the last 48 hours
                                                                        Wonderful! 4.8/5
                                                                        (5 reviews)
                                                                        avg/night
                                                                        • 3 BR
                                                                        • 2 BA
                                                                        • 1 HF BA
                                                                        • Sleeps 10
                                                                        House #842125vb
                                                                        5
                                                                        Viewed 11 times in the last 48 hours
                                                                          avg/night
                                                                          • 3 BR
                                                                          • 2 BA
                                                                          • Sleeps 6
                                                                          House #3905540
                                                                          2 Reviews
                                                                          Viewed 28 times in the last 48 hours
                                                                            Exceptional! 5.0/5
                                                                            (12 reviews)
                                                                            avg/night
                                                                            • 4 BR
                                                                            • 3 BA
                                                                            • Sleeps 10
                                                                            House #787925vb
                                                                            12
                                                                            Viewed 16 times in the last 48 hours
                                                                              Excellent! 4.3/5
                                                                              (6 reviews)
                                                                              avg/night
                                                                              • 4 BR
                                                                              • 3 BA
                                                                              • Sleeps 8
                                                                              House #3732918
                                                                              6
                                                                              Viewed 50 times in the last 48 hours
                                                                                Excellent! 4.6/5
                                                                                (8 reviews)
                                                                                avg/night
                                                                                • 3 BR
                                                                                • 2 BA
                                                                                • Sleeps 9
                                                                                House #762584vb
                                                                                8
                                                                                Viewed 29 times in the last 48 hours
                                                                                  Very Good! 4.1/5
                                                                                  (42 reviews)
                                                                                  $84
                                                                                  avg/night
                                                                                  • 3 BR
                                                                                  • 2 BA
                                                                                  • Sleeps 6
                                                                                  House #3627497
                                                                                  42
                                                                                  Viewed 32 times in the last 48 hours
                                                                                    Wonderful! 4.9/5
                                                                                    (7 reviews)
                                                                                    avg/night
                                                                                    • 4 BR
                                                                                    • 4 BA
                                                                                    • Sleeps 10
                                                                                    House #3921986
                                                                                    7
                                                                                    Viewed 24 times in the last 48 hours
                                                                                      Exceptional! 5.0/5
                                                                                      (15 reviews)
                                                                                      avg/night
                                                                                      • 3 BR
                                                                                      • 2 BA
                                                                                      • Sleeps 8
                                                                                      House #786279vb
                                                                                      15
                                                                                      Viewed 41 times in the last 48 hours
                                                                                        $99
                                                                                        avg/night
                                                                                        • 3 BR
                                                                                        • 2 BA
                                                                                        • Sleeps 6
                                                                                        House #3732910
                                                                                        4
                                                                                        Viewed 21 times in the last 48 hours
                                                                                          Wonderful! 4.8/5
                                                                                          (6 reviews)
                                                                                          avg/night
                                                                                          • 2 BR
                                                                                          • 2 BA
                                                                                          • Sleeps 4
                                                                                          House #837089vb
                                                                                          6
                                                                                            Exceptional! 5.0/5
                                                                                            (25 reviews)
                                                                                            avg/night
                                                                                            • 6 BR
                                                                                            • 4 BA
                                                                                            • 2 HF BA
                                                                                            • Sleeps 18
                                                                                            House #3472029
                                                                                            25
                                                                                            Viewed 50 times in the last 48 hours
                                                                                              Excellent! 4.7/5
                                                                                              (40 reviews)
                                                                                              avg/night
                                                                                              • 6 BR
                                                                                              • 5 BA
                                                                                              • 1 HF BA
                                                                                              • Sleeps 14
                                                                                              House #250257vb
                                                                                              40
                                                                                              Viewed 81 times in the last 48 hours
                                                                                                Excellent! 4.5/5
                                                                                                (6 reviews)
                                                                                                avg/night
                                                                                                • 5 BR
                                                                                                • 4 BA
                                                                                                • 1 HF BA
                                                                                                • Sleeps 10
                                                                                                House #4033928
                                                                                                6
                                                                                                Viewed 46 times in the last 48 hours
                                                                                                  $79
                                                                                                  avg/night
                                                                                                  • 3 BR
                                                                                                  • 2 BA
                                                                                                  • Sleeps 8
                                                                                                  House #4258861
                                                                                                  2 Reviews
                                                                                                  Viewed 122 times in the last 48 hours
                                                                                                    Wonderful! 4.8/5
                                                                                                    (32 reviews)
                                                                                                    avg/night
                                                                                                    • 5 BR
                                                                                                    • 4 BA
                                                                                                    • 1 HF BA
                                                                                                    • Sleeps 12
                                                                                                    House #981768
                                                                                                    32
                                                                                                    Viewed 40 times in the last 48 hours
                                                                                                      $80
                                                                                                      avg/night
                                                                                                      • 3 BR
                                                                                                      • 2 BA
                                                                                                      • Sleeps 8
                                                                                                      House #879117vb
                                                                                                      Viewed 25 times in the last 48 hours
                                                                                                      • 1 - 50 of 233

                                                                                                      Winter Park: House Rentals (233)

                                                                                                       

                                                                                                      Recent Winter Park Reviews

                                                                                                      The Best!

                                                                                                      5 of 5
                                                                                                      This house is absolutely gorgeous! The house is even more beautiful in person. It is in a private residential condominium. Eddie was an amazing host. We were always in touch in my stay to resolve some questions. I did not meet him in person, but Eddie was very detailed and thorough in all our communications. I would definitely stay here again. Thank you again Eddie for allowing me stay at your beautiful home.
                                                                                                      • Submitted: Dec 7, 2016
                                                                                                      • Stayed: Nov 2016

                                                                                                      Thanksgiving Getaway

                                                                                                      4 of 5
                                                                                                      I think we were one of the first to stay here so I hope others find this review helpful. Nice great big house, built in the 1950's I would guess, and has had very little updating. Fabulous neighborhood very comfortable. We did not cook Turkey diner but cooked a couple meals everything was great. This was a great place for resting our heads at night while we vacationed with family and took in some of the site Florida has to offer. TV adequate, WiFi above average, I would recommend a new microwave to go with the other new kitchen appliances, but the one provided it worked great to reheat the leftover pizza. Don't miss the Bird of Prey center located a half a block away.
                                                                                                      • Submitted: Nov 30, 2016
                                                                                                      • Stayed: Nov 2016

                                                                                                      Great house, great location!

                                                                                                      5 of 5
                                                                                                      The house is in a great location and is still very quiet. You are just steps from stores in Winter Park. We stayed here with our 2 young children and it was perfect! House was clean, owner very responsive, will definitely stay here again.
                                                                                                      • Submitted: Nov 28, 2016
                                                                                                      • Stayed: Nov 2016