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Winter Garden Holiday Homes & Rentals (300+)

  • 1 - 50 of 300+
Additional service fee may apply.
    Wonderful! 4.9/5
    (21 reviews)
    avg/night
    • 3 BR
    • 2 BA
    • Sleeps 10
    House #182514vb
    21
    Viewed 6 times in the last 48 hours
      Excellent! 4.7/5
      (15 reviews)
      avg/night
      • 2 BR
      • 2 BA
      • Sleeps 6
      Hotel #3905187
      15
      Viewed 184 times in the last 48 hours
        avg/night
        • 4 BR
        • 3 BA
        • Sleeps 10
        Hotel #3994469
        Viewed 54 times in the last 48 hours
          • 3 BR
          • 2 BA
          • Sleeps 8
          Hotel #4076184
          1 Review
          Viewed 10 times in the last 48 hours
            Wonderful! 4.9/5
            (12 reviews)
            avg/night
            • 4 BR
            • 3 BA
            • Sleeps 8
            Villa #15496
            12
            Viewed 24 times in the last 48 hours
              Wonderful! 4.8/5
              (16 reviews)
              avg/night
              • 3 BR
              • 2 BA
              • Sleeps 8
              Condo #7009720
              16
              Viewed 21 times in the last 48 hours
                avg/night
                • 4 BR
                • 3 BA
                • Sleeps 8
                House #8031382
                3
                Viewed 36 times in the last 48 hours
                  Wonderful! 4.9/5
                  (63 reviews)
                  avg/night
                  • 4 BR
                  • 2 BA
                  • Sleeps 8
                  Villa #433788
                  63
                  Viewed 41 times in the last 48 hours
                    Excellent! 4.6/5
                    (14 reviews)
                    avg/night
                    • 3 BR
                    • 2 BA
                    • Sleeps 8
                    Townhome #433594vb
                    14
                    Viewed 23 times in the last 48 hours
                      Wonderful! 4.8/5
                      (39 reviews)
                      avg/night
                      • 2 BR
                      • 2 BA
                      • Sleeps 6
                      Condo #619027vb
                      39
                      Viewed 32 times in the last 48 hours
                        Excellent! 4.7/5
                        (17 reviews)
                        avg/night
                        • 3 BR
                        • 2 BA
                        • Sleeps 8
                        Condo #699852vb
                        17
                        Viewed 30 times in the last 48 hours
                          Exceptional! 5.0/5
                          (37 reviews)
                          avg/night
                          • 2 BR
                          • 2 BA
                          • Sleeps 6
                          Condo #722937vb
                          37
                          Viewed 50 times in the last 48 hours
                            Excellent! 4.7/5
                            (6 reviews)
                            avg/night
                            • 2 BR
                            • 2 BA
                            • Sleeps 8
                            Condo #795650vb
                            6
                            Viewed 41 times in the last 48 hours
                              Wonderful! 4.8/5
                              (9 reviews)
                              avg/night
                              • 2 BR
                              • 2 BA
                              • Sleeps 4
                              Condo #824242vb
                              9
                              Viewed 30 times in the last 48 hours
                                Wonderful! 4.9/5
                                (9 reviews)
                                avg/night
                                • 4 BR
                                • 3 BA
                                • Separate Toilet
                                • Sleeps 8
                                House #6479824
                                9
                                Viewed 38 times in the last 48 hours
                                  Exceptional! 5.0/5
                                  (12 reviews)
                                  avg/night
                                  • 4 BR
                                  • 3 BA
                                  • Sleeps 10
                                  Villa #838300vb
                                  12
                                  Viewed 26 times in the last 48 hours
                                    Excellent! 4.6/5
                                    (5 reviews)
                                    avg/night
                                    • 3 BR
                                    • 3 BA
                                    • Sleeps 8
                                    Townhome #852170vb
                                    5
                                    Viewed 74 times in the last 48 hours
                                      Wonderful! 4.8/5
                                      (11 reviews)
                                      avg/night
                                      • 6 BR
                                      • 3 BA
                                      • Sleeps 14
                                      Villa #4221668
                                      11
                                      Viewed 47 times in the last 48 hours
                                        avg/night
                                        • 6 BR
                                        • 6 BA
                                        • Sleeps 12
                                        House #4235592
                                        Viewed 13 times in the last 48 hours
                                          avg/night
                                          • 3 BR
                                          • 2 BA
                                          • Sleeps 6
                                          Condo #888814vb
                                          2 Reviews
                                          Viewed 9 times in the last 48 hours
                                            Wonderful! 4.8/5
                                            (5 reviews)
                                            avg/night
                                            • 2 BR
                                            • 2 BA
                                            • Sleeps 6
                                            Apartment #4251152
                                            5
                                            Viewed 69 times in the last 48 hours
                                              • 2 BR
                                              • 2 BA
                                              • Sleeps 6
                                              Apartment #4251173
                                              3
                                              Viewed 65 times in the last 48 hours
                                                Exceptional! 5.0/5
                                                (5 reviews)
                                                avg/night
                                                • 4 BR
                                                • 3 BA
                                                • Sleeps 8
                                                Villa #892704vb
                                                5
                                                Viewed 47 times in the last 48 hours
                                                  avg/night
                                                  • 4 BR
                                                  • 2 BA
                                                  • Sleeps 10
                                                  Condo #894535vb
                                                  3
                                                  Viewed 37 times in the last 48 hours
                                                    avg/night
                                                    • 1 BR
                                                    • 1 BA
                                                    • Sleeps 4
                                                    Condo #896208vb
                                                    Viewed 20 times in the last 48 hours
                                                      • 2 BR
                                                      • 2 BA
                                                      • Sleeps 5
                                                      Apartment #895938vb
                                                      4
                                                      Viewed 98 times in the last 48 hours
                                                        avg/night
                                                        • 4 BR
                                                        • 3 BA
                                                        • Sleeps 8
                                                        Townhome #4254881
                                                        Viewed 24 times in the last 48 hours
                                                          • 5 BR
                                                          • 5 BA
                                                          • Sleeps 10
                                                          House #4211414
                                                          1 Review
                                                          Viewed 68 times in the last 48 hours
                                                            avg/night
                                                            • 2 BR
                                                            • 1 BA
                                                            • Sleeps 6
                                                            House #907712vb
                                                            3
                                                            Viewed 82 times in the last 48 hours
                                                              • 3 BR
                                                              • 2 BA
                                                              • Sleeps 8
                                                              Apartment #852627vb
                                                              Viewed 89 times in the last 48 hours
                                                                • 5 BR
                                                                • 4 BA
                                                                • Sleeps 10
                                                                House #4288830
                                                                1 Review
                                                                Viewed 32 times in the last 48 hours
                                                                  avg/night
                                                                  • 3 BR
                                                                  • 2 BA
                                                                  • Sleeps 6
                                                                  House #4292880
                                                                  Viewed 12 times in the last 48 hours
                                                                    avg/night
                                                                    • 3 BR
                                                                    • 3 BA
                                                                    • Sleeps 6
                                                                    Condo #923356vb
                                                                    1 Review
                                                                    Viewed 82 times in the last 48 hours
                                                                      avg/night
                                                                      • 1 BR
                                                                      • 1 BA
                                                                      • Sleeps 4
                                                                      Condo #4314220
                                                                      Viewed 39 times in the last 48 hours
                                                                        • 2 BR
                                                                        • 2 BA
                                                                        • Sleeps 8
                                                                        Condo #937981vb
                                                                        1 Review
                                                                        Viewed 48 times in the last 48 hours
                                                                          avg/night
                                                                          • 4 BR
                                                                          • 4 BA
                                                                          • Separate Toilet
                                                                          • Sleeps 8
                                                                          House #940019vb
                                                                          Viewed 28 times in the last 48 hours
                                                                            avg/night
                                                                            • 4 BR
                                                                            • 3 BA
                                                                            • Sleeps 8
                                                                            Villa #4319028
                                                                            Viewed 43 times in the last 48 hours
                                                                              • 9 BR
                                                                              • 6 BA
                                                                              • Sleeps 24
                                                                              Villa #4330478
                                                                              Viewed 143 times in the last 48 hours
                                                                                • 2 BR
                                                                                • 2 BA
                                                                                • Sleeps 8
                                                                                Villa #956407vb
                                                                                Viewed 48 times in the last 48 hours
                                                                                  avg/night
                                                                                  • 4 BR
                                                                                  • 4 BA
                                                                                  • Sleeps 12
                                                                                  Condo #4349982
                                                                                  Viewed 143 times in the last 48 hours
                                                                                    avg/night
                                                                                    • 4 BR
                                                                                    • 3 BA
                                                                                    • Separate Toilet
                                                                                    • Sleeps 10
                                                                                    Townhome #4297327
                                                                                    Viewed 46 times in the last 48 hours
                                                                                      Exceptional! 5.0/5
                                                                                      (49 reviews)
                                                                                      avg/night
                                                                                      • 3 BR
                                                                                      • 3 BA
                                                                                      • Separate Toilet
                                                                                      • Sleeps 6
                                                                                      Townhome #137729vb
                                                                                      49
                                                                                      Viewed 9 times in the last 48 hours
                                                                                        Wonderful! 4.9/5
                                                                                        (47 reviews)
                                                                                        avg/night
                                                                                        • 6 BR
                                                                                        • 4 BA
                                                                                        • Sleeps 13
                                                                                        Villa #185744vb
                                                                                        47
                                                                                        Viewed 41 times in the last 48 hours
                                                                                          Excellent! 4.6/5
                                                                                          (15 reviews)
                                                                                          avg/night
                                                                                          • 4 BR
                                                                                          • 3 BA
                                                                                          • Sleeps 8
                                                                                          House #221686vb
                                                                                          15
                                                                                          Viewed 9 times in the last 48 hours
                                                                                            Wonderful! 4.9/5
                                                                                            (48 reviews)
                                                                                            avg/night
                                                                                            • 3 BR
                                                                                            • 3 BA
                                                                                            • Sleeps 8
                                                                                            Townhome #261615vb
                                                                                            48
                                                                                            Viewed 20 times in the last 48 hours
                                                                                              Wonderful! 4.9/5
                                                                                              (22 reviews)
                                                                                              avg/night
                                                                                              • 4 BR
                                                                                              • 3 BA
                                                                                              • Sleeps 8
                                                                                              House #324133
                                                                                              22
                                                                                              Viewed 9 times in the last 48 hours
                                                                                                Exceptional! 5.0/5
                                                                                                (105 reviews)
                                                                                                avg/night
                                                                                                • 3 BR
                                                                                                • 2 BA
                                                                                                • Sleeps 8
                                                                                                Condo #321447vb
                                                                                                105
                                                                                                Viewed 61 times in the last 48 hours
                                                                                                  Wonderful! 4.9/5
                                                                                                  (58 reviews)
                                                                                                  avg/night
                                                                                                  • 5 BR
                                                                                                  • 4 BA
                                                                                                  • Sleeps 12
                                                                                                  House #369931vb
                                                                                                  58
                                                                                                  Viewed 11 times in the last 48 hours
                                                                                                    Exceptional! 5.0/5
                                                                                                    (16 reviews)
                                                                                                    avg/night
                                                                                                    • 2 BR
                                                                                                    • 2 BA
                                                                                                    • Sleeps 6
                                                                                                    Condo #378677vb
                                                                                                    16
                                                                                                    Viewed 16 times in the last 48 hours
                                                                                                      Excellent! 4.5/5
                                                                                                      (22 reviews)
                                                                                                      avg/night
                                                                                                      • 4 BR
                                                                                                      • 3 BA
                                                                                                      • Sleeps 8
                                                                                                      Townhome #500933vb
                                                                                                      22
                                                                                                      Viewed 27 times in the last 48 hours
                                                                                                      • 1 - 50 of 300+
                                                                                                       

                                                                                                      Recent Reviews

                                                                                                      Nice relaxing stay.Only me and my wife so plenty of room.would recommend.

                                                                                                      5 of 5
                                                                                                      The home was clean on arrival.Plenty of cooking utensils and crockery if you wanted to Stay in and cook.We ate out most of the time. Games room in garage,but we never used this,preferring to stay round the pool chilling. Walmart 5 mins up H27 north,or Publix a bit nearer H27 south.Chilis restaurant just past walmart and bahama breeze,longhorns steak house just down the 192 all good restaurants. Disney world about 15 mins away.Universal about 30 mins but depends on traffic on the I4.If you like basketball,go and see Orlando Magic.It's a good night.About an hour to the Amway centre. Overall no complaints about our stay at this home.John the owner phoned a couple of times during our stay,and i'm sure he will be able to answer any questions before you travel. The only negative.The home is advertised as unoverlooked,and though this is true as far as the homes opposite the pool,being quite a distance. Next door,there outdoor area and pool are much more closer,and there is nothing to restrict the view.This is only an observation,and didn't spoil our stay,and would recommend.
                                                                                                      • Review Submitted: 27-Nov-2016
                                                                                                      • Date of Stay: Nov 2016

                                                                                                      Excellent family home.

                                                                                                      5 of 5
                                                                                                      Well satisfied with our first experience of renting a home, instead of our usual time-share option.This spacious property was like a home from home which made it perfect for relaxing by the pool in the evenings. Well-maintained community estate in a quiet location but within easy reach by car of Disney / Restaurants etc. Will recall this holiday fondly, due in large part to feeling very relaxed in this lovely home and would have no hesitation in recommending for others to enjoy.
                                                                                                      • Review Submitted: 21-Jul-2009
                                                                                                      • Date of Stay: Jul 2009