Holiday Condos in Windermere

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21,550 Holiday homes

    25

    Central Florida / Windermere

    4 10 min stay varies

    • 4 bedrooms
    • sleeps 10
    • min stay varies
    • Swimming pool
    • Ask owner if suitable for children

    from £787 / night

    £5,505 / week

    Enquire View

    from £787 / night

      49

      Central Florida / Windermere

      2 4 1 night min

      • 2 bedrooms
      • sleeps 4
      • 1 night min

      from £90 / night

      £676 - £865 / week

      Book View

      from £90 / night

        31

        Central Florida / Windermere

        4 8 5 nights min

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

        from £101 / night

        £706 / week

        Book View

        Responds fast!
        avg. 3 hours 8 minutes

        from £101 / night

          31

          Central Florida / Windermere

          4 8 5 nights min

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

          from £101 / night

          £706 / week

          Book View

          from £101 / night

            18

            Central Florida / Windermere

            4 8 5 nights min

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

            from £85 / night

            £589 / week

            Enquire View

            from £85 / night

              16

              Central Florida / Windermere

              1 4 2 nights min

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

              from £90 / night

              £624 / week

              Book View

              Responds fast!
              avg. 39 minutes

              from £90 / night

                14

                Central Florida / Windermere

                2 4 1 night min

                • 2 bedrooms
                • sleeps 4
                • 1 night min
                • Child friendly

                from £186 / night

                £1,302 / week

                Book View

                from £186 / night

                  8

                  Central Florida / Windermere

                  2 6 1 night min

                  • 2 bedrooms
                  • sleeps 6
                  • 1 night min
                  • Child friendly

                  from £196 / night

                  £1,367 / week

                  Book View

                  from £196 / night

                    10

                    Central Florida / Windermere

                    3 6 min stay varies

                    • 3 bedrooms
                    • sleeps 6
                    • min stay varies
                    • Child friendly

                    from £126 / night

                    £653 - £1,143 / week

                    Book View

                    from £126 / night

                      52

                      Central Florida / Windermere

                      6 12 5 nights min

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

                      from £558 / night

                      £3,902 / week

                      Book View

                      from £558 / night

                        13

                        Central Florida / Windermere

                        3 6 2 nights min

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

                        from £316 / night

                        £2,702 / week

                        Book View

                        from £316 / night

                          16

                          Central Florida / Windermere

                          1 6 2 nights min

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

                          from £90 / night

                          £624 / week

                          Book View

                          Responds fast!
                          avg. 38 minutes

                          from £90 / night

                            52

                            Central Florida / Windermere

                            6 14 5 nights min

                            • 6 bedrooms
                            • sleeps 14
                            • 5 nights min
                            • Swimming pool
                            • Ask owner if suitable for children
                            • Air conditioning

                            from £549 / night

                            £3,839 / week

                            Book View

                            Responds fast!
                            avg. 3 hours 8 minutes

                            from £549 / night

                              31

                              Central Florida / Windermere

                              4 8 5 nights min

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

                              from £105 / night

                              £732 / week

                              Book View

                              Responds fast!
                              avg. 1 hour 54 minutes

                              from £105 / night

                                24

                                Central Florida / Windermere

                                1 4 2 nights min

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

                                from £63 / night

                                £442 / week

                                Book View

                                Responds fast!
                                avg. 14 minutes

                                from £63 / night

                                  15

                                  Central Florida / Windermere

                                  1 4 min stay varies

                                  • 1 bedroom
                                  • sleeps 4
                                  • min stay varies
                                  • Swimming pool
                                  • Child friendly
                                  • Air conditioning

                                  from £72 / night

                                  £498 / week

                                  Book View

                                  Responds fast!
                                  avg. 38 minutes

                                  from £72 / night

                                    7

                                    Central Florida / Windermere

                                    4 8 5 nights min

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

                                    from £152 / night

                                    £1,059 / week

                                    Book View

                                    Responds fast!
                                    avg. 2 hours 25 minutes

                                    from £152 / night

                                      16

                                      Central Florida / Windermere

                                      2 6 min stay varies

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

                                      from £110 / night

                                      £769 / week

                                      Book View

                                      Responds fast!
                                      avg. 39 minutes

                                      from £110 / night

                                        15

                                        Central Florida / Windermere

                                        1 4 2 nights min

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

                                        from £120 / night

                                        £839 / week

                                        Book View

                                        Responds fast!
                                        avg. 39 minutes

                                        from £120 / night

                                          13

                                          Central Florida / Windermere

                                          1 4 2 nights min

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

                                          from £93 / night

                                          £650 / week

                                          Book View

                                          Responds fast!
                                          avg. 38 minutes

                                          from £93 / night

                                          Great rentals within 20 miles that match your search

                                          Distance approx 15.07 km from Windermere

                                          (2) Very Good 

                                            23

                                            Central Florida / Celebration

                                            2 8 7 nights min

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

                                            from £215 / night

                                            £1,504 / week

                                            Book View

                                            Responds fast!
                                            avg. 2 hours 36 minutes

                                            from £215 / night

                                            Distance approx 22.95 km from Windermere

                                              16

                                              Central Florida / Four Corners

                                              6 12 7 nights min

                                              • 6 bedrooms
                                              • sleeps 12
                                              • 7 nights min
                                              • Swimming pool
                                              • Air conditioning

                                              from £256 / night

                                              £1,791 / week

                                              Book View

                                              from £256 / night

                                              Distance approx 26.13 km from Windermere

                                              (3) Excellent 

                                                15

                                                Davenport / The Manors North at Westridge

                                                4 8 3 nights min

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

                                                from £103 / night

                                                £722 / week

                                                Book View

                                                Responds fast!
                                                avg. 1 hour 36 minutes

                                                from £103 / night

                                                Distance approx 30.69 km from Windermere

                                                (11) Excellent 

                                                  45

                                                  Central Florida / Davenport

                                                  6 14 min stay varies

                                                  • 6 bedrooms
                                                  • sleeps 14
                                                  • min stay varies
                                                  • Swimming pool
                                                  • Child friendly
                                                  • Air conditioning

                                                  from £218 / night

                                                  £1,525 - £2,116 / week

                                                  Book View

                                                  from £218 / night

                                                  Distance approx 20.94 km from Windermere

                                                  (13) Excellent 

                                                    50

                                                    Central Florida / Kissimmee

                                                    7 16 min stay varies

                                                    • 7 bedrooms
                                                    • sleeps 16
                                                    • min stay varies
                                                    • Nearest beach 80 km
                                                    • Swimming pool
                                                    • Child friendly

                                                    from £178 / night

                                                    £1,246 - £2,573 / week

                                                    Book View

                                                    Responds fast!
                                                    avg. 1 hour 21 minutes

                                                    from £178 / night

                                                    Distance approx 20.29 km from Windermere

                                                    (7) Very Good 

                                                      17

                                                      Central Florida / Kissimmee

                                                      4 10 2 nights min

                                                      • 4 bedrooms
                                                      • sleeps 10
                                                      • 2 nights min
                                                      • Swimming pool
                                                      • Child friendly
                                                      • Air conditioning

                                                      from £245 / night

                                                      £1,714 / week

                                                      Book View

                                                      from £245 / night

                                                      Distance approx 22.49 km from Windermere

                                                        22

                                                        Well Cozy Apartment up to 6 people

                                                        Central Florida / Kissimmee

                                                        2 6 min stay varies

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

                                                        from £50 / night

                                                        £344 / week

                                                        Book View

                                                        Responds fast!
                                                        avg. 27 minutes

                                                        from £50 / night

                                                        Distance approx 14.53 km from Windermere

                                                          5

                                                          Central Florida / Orlando

                                                          2 6 7 nights min

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

                                                          from £230 / night

                                                          £1,608 / week

                                                          Book View

                                                          from £230 / night

                                                          Distance approx 25.3 km from Windermere

                                                            25

                                                            Central Florida / Four Corners

                                                            4 8 min stay varies

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

                                                            from £117 / night

                                                            £820 / week

                                                            Book View

                                                            from £117 / night

                                                            Distance approx 23.13 km from Windermere

                                                            (2) Excellent 

                                                              43

                                                              Central Florida / Kissimmee

                                                              8 20 min stay varies

                                                              • 8 bedrooms
                                                              • sleeps 20
                                                              • min stay varies
                                                              • Swimming pool
                                                              • Child friendly
                                                              • Air conditioning

                                                              from £335 / night

                                                              £2,144 - £4,913 / week

                                                              Book View

                                                              Responds fast!
                                                              avg. 2 hours 28 minutes

                                                              from £335 / night

                                                              Distance approx 21.01 km from Windermere

                                                                80

                                                                Florida / Old Town

                                                                3 8 2 nights min

                                                                • 3 bedrooms
                                                                • sleeps 8
                                                                • 2 nights min
                                                                • Nearest beach 25 km
                                                                • Child friendly

                                                                from £107 / night

                                                                £803 / week

                                                                Book View

                                                                Responds fast!
                                                                avg. 1 hour 35 minutes

                                                                from £107 / night

                                                                Distance approx 23.47 km from Windermere

                                                                  40

                                                                  Central Florida / Reunion

                                                                  8 16 min stay varies

                                                                  • 8 bedrooms
                                                                  • sleeps 16
                                                                  • min stay varies
                                                                  • Swimming pool
                                                                  • Child friendly
                                                                  • Air conditioning

                                                                  from £415 / night

                                                                  £2,902 / week

                                                                  Book View

                                                                  from £415 / night

                                                                  Distance approx 21.15 km from Windermere

                                                                    16

                                                                    Central Florida / Kissimmee

                                                                    8 16 7 nights min

                                                                    • 8 bedrooms
                                                                    • sleeps 16
                                                                    • 7 nights min
                                                                    • Swimming pool
                                                                    • Air conditioning

                                                                    from £406 / night

                                                                    £2,839 / week

                                                                    Book View

                                                                    from £406 / night

                                                                    Distance approx 23.94 km from Windermere

                                                                    (16) Very Good 

                                                                      48

                                                                      Davenport / Legacy Park

                                                                      8 18 min stay varies

                                                                      • 8 bedrooms
                                                                      • sleeps 18
                                                                      • min stay varies
                                                                      • Nearest beach 100 km
                                                                      • Swimming pool
                                                                      • Child friendly

                                                                      from £214 / night

                                                                      £1,250 - £2,590 / week

                                                                      Book View

                                                                      Responds fast!
                                                                      avg. 1 hour 13 minutes

                                                                      from £214 / night

                                                                      Distance approx 29.11 km from Windermere

                                                                      (11) Excellent 

                                                                      Certificate of Excellence

                                                                        34

                                                                        Davenport / West Haven

                                                                        4 8 3 nights min

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

                                                                        Certificate of Excellence

                                                                        from £85 / night

                                                                        £594 / week

                                                                        Book View

                                                                        Responds fast!
                                                                        avg. 27 minutes

                                                                        from £85 / night

                                                                        Distance approx 20.09 km from Windermere

                                                                          12

                                                                          Central Florida / Kissimmee

                                                                          3 8 7 nights min

                                                                          • 3 bedrooms
                                                                          • sleeps 8
                                                                          • 7 nights min
                                                                          • Swimming pool
                                                                          • Child friendly
                                                                          • Car not necessary

                                                                          from £77 / night

                                                                          £535 - £857 / week

                                                                          Book View

                                                                          from £77 / night

                                                                          Distance approx 28.19 km from Windermere

                                                                            10

                                                                            Central Florida / Davenport

                                                                            3 6 min stay varies

                                                                            • 3 bedrooms
                                                                            • sleeps 6
                                                                            • min stay varies
                                                                            • Nearest beach 80 km
                                                                            • Swimming pool
                                                                            • Child friendly

                                                                            from £89 / night

                                                                            £619 - £938 / week

                                                                            Book View

                                                                            from £89 / night

                                                                            Distance approx 21.52 km from Windermere

                                                                            (1) Excellent 

                                                                              24

                                                                              Central Florida / Altamonte Springs

                                                                              3 6 7 nights min

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

                                                                              from £121 / night

                                                                              £845 / week

                                                                              Book View

                                                                              Responds fast!
                                                                              avg. 24 minutes

                                                                              from £121 / night

                                                                              Distance approx 20.52 km from Windermere

                                                                                18

                                                                                Central Florida / Kissimmee

                                                                                3 8 2 nights min

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

                                                                                from £103 / night

                                                                                £719 / week

                                                                                Book View

                                                                                from £103 / night

                                                                                Distance approx 26.05 km from Windermere

                                                                                  6

                                                                                  Central Florida / Davenport

                                                                                  3 8 3 nights min

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

                                                                                  from £98 / night

                                                                                  £682 / week

                                                                                  Book View

                                                                                  Responds fast!
                                                                                  avg. 1 hour 33 minutes

                                                                                  from £98 / night