Holiday Houses in Winter Garden

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13,543 Holiday homes

    6

    Central Florida / Winter Garden

    4 8 3 nights min

    • 4 bedrooms
    • sleeps 8
    • 3 nights min
    • Child friendly

    from £114 / night

    £683 / week

    Book View

    from £114 / night

    (2) Excellent 

      16

      Central Florida / Winter Garden

      3 7 1 night min

      • 3 bedrooms
      • sleeps 7
      • 1 night min
      • Swimming pool
      • Child friendly
      • Air conditioning

      from £63 / night

      £518 - £709 / week

      Book View

      Responds fast!
      avg. 2 hours 41 minutes

      from £63 / night

      (19) Excellent 

      Certificate of Excellence

        31

        Central Florida / Winter Garden

        3 8 4 nights min

        • 3 bedrooms
        • sleeps 8
        • 4 nights min
        • Child friendly
        • Air conditioning

        Certificate of Excellence

        from £86 / night

        £458 - £493 / week

        Book View

        Responds fast!
        avg. 3 hours 41 minutes

        from £86 / night

        (3) Excellent 

          25

          Central Florida / Winter Garden

          3 6 7 nights min

          • 3 bedrooms
          • sleeps 6
          • 7 nights min
          • Swimming pool
          • Child friendly
          • Air conditioning

          from £63 / night

          £441 - £516 / week

          Book View

          Responds fast!
          avg. 1 hour 6 minutes

          from £63 / night

          (1) Excellent 

            18

            Central Florida / Winter Garden

            3 8 3 nights min

            • 3 bedrooms
            • sleeps 8
            • 3 nights min
            • Swimming pool
            • Child friendly
            • Air conditioning

            from £115 / night

            £726 / week

            Book View

            from £115 / night

            (2) Very Good 

              8

              Central Florida / Winter Garden

              3 8 5 nights min

              • 3 bedrooms
              • sleeps 8
              • 5 nights min
              • Child friendly
              • Air conditioning

              from £75 / night

              £487 / week

              Book View

              Responds fast!
              avg. 2 hours 43 minutes

              from £75 / night

                9

                Central Florida / Winter Garden

                2 6 7 nights min

                • 2 bedrooms
                • sleeps 6
                • 7 nights min
                • Child friendly

                from £64 / night

                £446 / week

                Book View

                from £64 / night

                  10

                  Central Florida / Winter Garden

                  1 4 7 nights min

                  • 1 bedroom
                  • sleeps 4
                  • 7 nights min
                  • Swimming pool
                  • Child friendly
                  • Air conditioning

                  from £56 / night

                  £390 / week

                  Book View

                  from £56 / night

                    10

                    Central Florida / Winter Garden

                    2 6 3 nights min

                    • 2 bedrooms
                    • sleeps 6
                    • 3 nights min
                    • Child friendly

                    from £178 / night

                    £1,247 / week

                    Book View

                    Responds fast!
                    avg. 3 hours 42 minutes

                    from £178 / night

                      26

                      Central Florida / Winter Garden

                      2 6 min stay varies

                      • 2 bedrooms
                      • sleeps 6
                      • min stay varies
                      • Child friendly
                      • Air conditioning

                      from £91 / night

                      £633 / week

                      Book View

                      Responds fast!
                      avg. 10 minutes

                      from £91 / night

                      Great rentals within 20 miles that match your search

                      Distance approx 26.67 km from Winter Garden

                        24

                        Central Florida / Four Corners

                        6 12 3 nights min

                        • 6 bedrooms
                        • sleeps 12
                        • 3 nights min
                        • Child friendly

                        from £138 / night

                        £962 / week

                        Book View

                        from £138 / night

                        Distance approx 26.15 km from Winter Garden Show on Map

                          27

                          Central Florida / Four Corners

                          4 8 min stay varies

                          • 4 bedrooms
                          • sleeps 8
                          • min stay varies
                          • Swimming pool
                          • Ask owner if suitable for children
                          • Air conditioning

                          from £98 / night

                          £682 / week

                          Book View

                          Responds fast!
                          avg. 3 hours 19 minutes

                          from £98 / night

                          Distance approx 27.23 km from Winter Garden

                          (10) Excellent 

                            33

                            Central Florida / Kissimmee

                            2 6 5 nights min

                            • 2 bedrooms
                            • sleeps 6
                            • 5 nights min
                            • Nearest beach 97 km
                            • Swimming pool
                            • Child friendly

                            from £80 / night

                            £532 / week

                            Book View

                            Responds fast!
                            avg. 3 hours 36 minutes

                            from £80 / night

                            Distance approx 25.07 km from Winter Garden

                              17

                              Central Florida / Orlando

                              3 8 min stay varies

                              • 3 bedrooms
                              • sleeps 8
                              • min stay varies
                              • Swimming pool
                              • Child friendly
                              • Air conditioning

                              from £100 / night

                              £694 / week

                              Book View

                              from £100 / night

                              Distance approx 24.27 km from Winter Garden

                                10

                                Central Florida / Orlando

                                2 7 7 nights min

                                • 2 bedrooms
                                • sleeps 7
                                • 7 nights min
                                • Child friendly
                                • Air conditioning
                                • Private garden

                                from £92 / night

                                £574 - £700 / week

                                Book View

                                from £92 / night

                                Distance approx 25.91 km from Winter Garden

                                  42

                                  Central Florida / Four Corners

                                  4 8 min stay varies

                                  • 4 bedrooms
                                  • sleeps 8
                                  • min stay varies
                                  • Swimming pool
                                  • Ask owner if suitable for children

                                  from £110 / night

                                  £769 / week

                                  Book View

                                  Responds fast!
                                  avg. 3 hours 19 minutes

                                  from £110 / night

                                  Distance approx 30.76 km from Winter Garden

                                    28

                                    Central Florida / Davenport

                                    6 12 5 nights min

                                    • 6 bedrooms
                                    • sleeps 12
                                    • 5 nights min
                                    • Swimming pool
                                    • Ask owner if suitable for children
                                    • Air conditioning

                                    from £165 / night

                                    £1,151 / week

                                    Book View

                                    from £165 / night

                                    Distance approx 28.52 km from Winter Garden

                                      76

                                      Central Florida / Four Corners

                                      8 16 min stay varies

                                      • 8 bedrooms
                                      • sleeps 16
                                      • min stay varies
                                      • Swimming pool
                                      • Ask owner if suitable for children
                                      • Air conditioning

                                      from £259 / night

                                      £1,808 / week

                                      Book View

                                      Responds fast!
                                      avg. 3 hours 19 minutes

                                      from £259 / night

                                      Distance approx 27.34 km from Winter Garden

                                        33

                                        Central Florida / Four Corners

                                        5 12 min stay varies

                                        • 5 bedrooms
                                        • sleeps 12
                                        • min stay varies
                                        • Swimming pool
                                        • Ask owner if suitable for children

                                        from £111 / night

                                        £771 / week

                                        Book View

                                        from £111 / night

                                        Distance approx 27.22 km from Winter Garden

                                          22

                                          Lake County / Mount Dora

                                          2 6 3 nights min

                                          • 2 bedrooms
                                          • sleeps 6
                                          • 3 nights min
                                          • Child friendly
                                          • Air conditioning
                                          • Private garden

                                          from £127 / night

                                          £885 / week

                                          Book View

                                          from £127 / night

                                          Distance approx 28.52 km from Winter Garden

                                            53

                                            Central Florida / Four Corners

                                            5 12 min stay varies

                                            • 5 bedrooms
                                            • sleeps 12
                                            • min stay varies
                                            • Swimming pool
                                            • Ask owner if suitable for children
                                            • Air conditioning

                                            from £183 / night

                                            £1,277 / week

                                            Book View

                                            Responds fast!
                                            avg. 3 hours 19 minutes

                                            from £183 / night

                                            Distance approx 22.52 km from Winter Garden

                                              13

                                              Central Florida / Orlando

                                              2 6 5 nights min

                                              • 2 bedrooms
                                              • sleeps 6
                                              • 5 nights min
                                              • Swimming pool
                                              • Child friendly
                                              • Air conditioning

                                              from £136 / night

                                              £948 / week

                                              Book View

                                              from £136 / night

                                              Distance approx 26.92 km from Winter Garden

                                                25

                                                Central Florida / Four Corners

                                                5 12 3 nights min

                                                • 5 bedrooms
                                                • sleeps 12
                                                • 3 nights min
                                                • Nearest beach 120 km
                                                • Swimming pool
                                                • Child friendly

                                                from £153 / night

                                                £1,068 / week

                                                Book View

                                                from £153 / night

                                                Distance approx 26.32 km from Winter Garden Show on Map

                                                  37

                                                  Central Florida / Four Corners

                                                  4 8 min stay varies

                                                  • 4 bedrooms
                                                  • sleeps 8
                                                  • min stay varies
                                                  • Swimming pool
                                                  • Ask owner if suitable for children
                                                  • Air conditioning

                                                  from £102 / night

                                                  £708 / week

                                                  Book View

                                                  from £102 / night

                                                  Distance approx 23.52 km from Winter Garden Show on Map

                                                  (2) Excellent 

                                                    13

                                                    Lake County / Clermont

                                                    5 10 min stay varies

                                                    • 5 bedrooms
                                                    • sleeps 10
                                                    • min stay varies
                                                    • Nearest beach 50 km
                                                    • Swimming pool
                                                    • Child friendly

                                                    from £109 / night

                                                    £723 / week

                                                    Book View

                                                    from £109 / night

                                                    Distance approx 27.15 km from Winter Garden

                                                      24

                                                      Central Florida / Kissimmee

                                                      4 8 1 night min

                                                      • 4 bedrooms
                                                      • sleeps 8
                                                      • 1 night min
                                                      • Nearest beach 60 km
                                                      • Swimming pool
                                                      • Child friendly

                                                      from £120 / night

                                                      £841 / week

                                                      Book View

                                                      Responds fast!
                                                      avg. 2 hours 31 minutes

                                                      from £120 / night

                                                      Distance approx 18.9 km from Winter Garden

                                                        19

                                                        Central Florida / Orlando

                                                        2 8 7 nights min

                                                        • 2 bedrooms
                                                        • sleeps 8
                                                        • 7 nights min
                                                        • Child friendly
                                                        • Air conditioning
                                                        • Pet friendly

                                                        from £207 / night

                                                        £1,445 - £1,806 / week

                                                        Book View

                                                        from £207 / night

                                                        Distance approx 23.32 km from Winter Garden Show on Map

                                                          34

                                                          Central Florida / Four Corners

                                                          3 6 min stay varies

                                                          • 3 bedrooms
                                                          • sleeps 6
                                                          • min stay varies
                                                          • Swimming pool
                                                          • Ask owner if suitable for children
                                                          • Air conditioning

                                                          from £83 / night

                                                          £582 / week

                                                          Book View

                                                          Responds fast!
                                                          avg. 3 hours 11 minutes

                                                          from £83 / night

                                                          Distance approx 20.67 km from Winter Garden

                                                            33

                                                            Central Florida / Orlando

                                                            3 8 min stay varies

                                                            • 3 bedrooms
                                                            • sleeps 8
                                                            • min stay varies
                                                            • Child friendly

                                                            from £144 / night

                                                            £1,005 - £1,763 / week

                                                            Book View

                                                            from £144 / night

                                                            Distance approx 29.33 km from Winter Garden

                                                              23

                                                              Central Florida / Four Corners

                                                              3 6 3 nights min

                                                              • 3 bedrooms
                                                              • sleeps 6
                                                              • 3 nights min
                                                              • Ask owner if suitable for children

                                                              from £119 / night

                                                              £828 / week

                                                              Book View

                                                              from £119 / night

                                                              Distance approx 21 km from Winter Garden

                                                                4

                                                                Central Florida / Orlando

                                                                2 8 7 nights min

                                                                • 2 bedrooms
                                                                • sleeps 8
                                                                • 7 nights min
                                                                • Swimming pool
                                                                • Child friendly

                                                                from £233 / night

                                                                £1,625 / week

                                                                Book View

                                                                from £233 / night

                                                                Distance approx 26.83 km from Winter Garden

                                                                  11

                                                                  Central Florida / Four Corners

                                                                  4 10 min stay varies

                                                                  • 4 bedrooms
                                                                  • sleeps 10
                                                                  • min stay varies
                                                                  • Child friendly
                                                                  • Air conditioning

                                                                  from £113 / night

                                                                  £790 / week

                                                                  Book View

                                                                  from £113 / night

                                                                  Distance approx 28.22 km from Winter Garden

                                                                    10

                                                                    Central Florida / Kissimmee

                                                                    1 6 7 nights min

                                                                    • 1 bedroom
                                                                    • sleeps 6
                                                                    • 7 nights min
                                                                    • Swimming pool
                                                                    • Child friendly
                                                                    • Air conditioning

                                                                    from £55 / night

                                                                    £386 / week

                                                                    Book View

                                                                    from £55 / night

                                                                    Distance approx 27.11 km from Winter Garden

                                                                      29

                                                                      Central Florida / Kissimmee

                                                                      2 6 min stay varies

                                                                      • 2 bedrooms
                                                                      • sleeps 6
                                                                      • min stay varies
                                                                      • Swimming pool
                                                                      • Child friendly
                                                                      • Air conditioning

                                                                      from £72 / night

                                                                      £498 - £758 / week

                                                                      Book View

                                                                      from £72 / night

                                                                      Distance approx 26.91 km from Winter Garden

                                                                        43

                                                                        Central Florida / Kissimmee

                                                                        3 7 2 nights min

                                                                        • 3 bedrooms
                                                                        • sleeps 7
                                                                        • 2 nights min
                                                                        • Swimming pool
                                                                        • Ask owner if suitable for children
                                                                        • Air conditioning

                                                                        from £104 / night

                                                                        £727 / week

                                                                        Book View

                                                                        from £104 / night

                                                                        Distance approx 26.44 km from Winter Garden

                                                                          27

                                                                          Central Florida / Celebration

                                                                          3 6 5 nights min

                                                                          • 3 bedrooms
                                                                          • sleeps 6
                                                                          • 5 nights min
                                                                          • Swimming pool
                                                                          • Ask owner if suitable for children
                                                                          • Air conditioning

                                                                          from £93 / night

                                                                          £648 / week

                                                                          Book View

                                                                          Responds fast!
                                                                          avg. 3 hours 10 minutes

                                                                          from £93 / night

                                                                          Distance approx 25.51 km from Winter Garden

                                                                            17

                                                                            Lake County / Clermont

                                                                            4 8 4 nights min

                                                                            • 4 bedrooms
                                                                            • sleeps 8
                                                                            • 4 nights min
                                                                            • Nearest beach 0 km
                                                                            • Swimming pool
                                                                            • Child friendly

                                                                            from £90 / night

                                                                            £612 / week

                                                                            Book View

                                                                            Responds fast!
                                                                            avg. 3 hours 59 minutes

                                                                            from £90 / night

                                                                            Distance approx 27.39 km from Winter Garden

                                                                            (2) Very Good 

                                                                              24

                                                                              Central Florida / Kissimmee

                                                                              4 10 3 nights min

                                                                              • 4 bedrooms
                                                                              • sleeps 10
                                                                              • 3 nights min
                                                                              • Child friendly
                                                                              • Air conditioning
                                                                              • Pet friendly

                                                                              from £113 / night

                                                                              £787 / week

                                                                              Book View

                                                                              from £113 / night

                                                                              Distance approx 24.73 km from Winter Garden

                                                                                51

                                                                                Central Florida / Celebration

                                                                                9 18 5 nights min

                                                                                • 9 bedrooms
                                                                                • sleeps 18
                                                                                • 5 nights min
                                                                                • Swimming pool
                                                                                • Ask owner if suitable for children
                                                                                • Air conditioning

                                                                                from £263 / night

                                                                                £1,840 / week

                                                                                Book View

                                                                                from £263 / night

                                                                                Distance approx 23.35 km from Winter Garden Show on Map

                                                                                  23

                                                                                  Central Florida / Four Corners

                                                                                  5 10 min stay varies

                                                                                  • 5 bedrooms
                                                                                  • sleeps 10
                                                                                  • min stay varies
                                                                                  • Swimming pool
                                                                                  • Car not necessary
                                                                                  • Air conditioning

                                                                                  from £116 / night

                                                                                  £812 - £1,326 / week

                                                                                  Book View

                                                                                  from £116 / night