Holiday Houses in Kissimmee

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22,260 Holiday homes

    22

    Luxury Villa on Golf Course, 10 min. from Disney!

    Central Florida / Kissimmee

    5 12 4 nights min

    • 5 bedrooms
    • sleeps 12
    • 4 nights min
    • Child friendly
    • Air conditioning
    • Private garden

    from £248 / night

    £1,734 / week

    Book View

    from £248 / night

      39

      Luxury 6 Bed Pool Villa Close to Disney

      Central Florida / Kissimmee

      6 12 7 nights min

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

      from £257 / night

      £1,779 / week

      Book View

      from £257 / night

        38

        NEAR TO DISNEY, UNIVERSAL, OUTLETS, FOUR ROOMS, PARADISE PALMS 10 PERSONS,

        Central Florida / Kissimmee

        4 10 3 nights min

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

        from £136 / night

        £951 / week

        Book View

        Responds fast!
        avg. 1 hour 4 minutes

        from £136 / night

        (5) Excellent 

          28

          Emerald Island 4B/2B near Disney, pool, game room

          Central Florida / Kissimmee

          4 8 min stay varies

          • 4 bedrooms
          • sleeps 8
          • min stay varies
          • Nearest beach 80 km
          • Swimming pool
          • Child friendly

          from £99 / night

          £688 / week

          Book View

          Responds fast!
          avg. 2 hours 20 minutes

          from £99 / night

            12

            DisneyHomesFlorida

            Central Florida / Kissimmee

            4 10 4 nights min

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

            from £115 / night

            £798 / week

            Book View

            from £115 / night

              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

              £347 / week

              Book View

              Responds fast!
              avg. 27 minutes

              from £50 / night

              (2) Very Good 

                22

                Windsor Hills - 6 Bedroom Luxury Villa, 5 Minutes from Disney

                Central Florida / Kissimmee

                6 12 2 nights min

                • 6 bedrooms
                • sleeps 12
                • 2 nights min
                • Child friendly
                • Air conditioning

                from £217 / night

                £1,261 / week

                Book View

                from £217 / night

                (1) Excellent 

                  22

                  Villa with private pool near DisneyWorld

                  Central Florida / Kissimmee

                  3 6 3 nights min

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

                  from £96 / night

                  £672 / week

                  Book View

                  from £96 / night

                  (2) Excellent 

                    65

                    Four Bedroom home near Disney/Orlando

                    Central Florida / Kissimmee

                    4 8 min stay varies

                    • 4 bedrooms
                    • sleeps 8
                    • min stay varies
                    • Nearest beach 140 km
                    • Swimming pool
                    • Child friendly

                    from £68 / night

                    £586 / week

                    Book View

                    Responds fast!
                    avg. 2 hours 56 minutes

                    from £68 / night

                    (2) Excellent 

                      26

                      Encantada Resort, private pool, near Disney 4B/3B

                      Central Florida / Kissimmee

                      4 8 min stay varies

                      • 4 bedrooms
                      • sleeps 8
                      • min stay varies
                      • Nearest beach 80 km
                      • Swimming pool
                      • Child friendly

                      from £90 / night

                      £625 / week

                      Book View

                      Responds fast!
                      avg. 2 hours 20 minutes

                      from £90 / night

                      (17) Excellent 

                        26

                        Central Florida / Kissimmee

                        4 8 3 nights min

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

                        from £108 / night

                        £721 - £1,171 / week

                        Book View

                        from £108 / night

                        (60) Excellent 

                          23

                          Central Florida / Kissimmee

                          3 6 min stay varies

                          • 3 bedrooms
                          • sleeps 6
                          • min stay varies
                          • Nearest beach 106 km
                          • Swimming pool
                          • Child friendly

                          from £57 / night

                          £264 - £418 / week

                          Book View

                          Responds fast!
                          avg. 3 hours 3 minutes

                          from £57 / night

                          (14) Excellent 

                            22

                            Central Florida / Kissimmee

                            4 8 1 night min

                            • 4 bedrooms
                            • sleeps 8
                            • 1 night min
                            • Swimming pool
                            • Child friendly
                            • Air conditioning

                            from £122 / night

                            £851 / week

                            Book View

                            from £122 / night

                            (7) Very Good 

                              40

                              Central Florida / Kissimmee

                              4 10 min stay varies

                              • 4 bedrooms
                              • sleeps 10
                              • min stay varies
                              • Beach / lakeside relaxation
                              • Nearest beach 72 km
                              • Swimming pool

                              from £71 / night

                              £492 / week

                              Book View

                              Responds fast!
                              avg. 1 hour 8 minutes

                              from £71 / night

                                52

                                Central Florida / Kissimmee

                                4 8 min stay varies

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

                                from £135 / night

                                £940 / week

                                Book View

                                Responds fast!
                                avg. 14 minutes

                                from £135 / night

                                (26) Excellent 

                                  24

                                  Kissimmee / Lake Berkley

                                  4 8 min stay varies

                                  • 4 bedrooms
                                  • sleeps 8
                                  • min stay varies
                                  • Beach / lakeside relaxation
                                  • Swimming pool
                                  • Child friendly

                                  from £85 / night

                                  £602 - £848 / week

                                  Book View

                                  from £85 / night

                                  (13) Average 

                                  Certificate of Excellence

                                    100

                                    Central Florida / Kissimmee

                                    4 10 6 nights min

                                    • 4 bedrooms
                                    • sleeps 10
                                    • 6 nights min
                                    • Beach / lakeside relaxation
                                    • Swimming pool
                                    • Child friendly

                                    Certificate of Excellence

                                    from £149 / night

                                    £1,042 / week

                                    Book View

                                    from £149 / night

                                    (37) Very Good 

                                      21

                                      Central Florida / Kissimmee

                                      3 7 min stay varies

                                      • 3 bedrooms
                                      • sleeps 7
                                      • min stay varies
                                      • Swimming pool
                                      • Child friendly
                                      • Air conditioning

                                      from £77 / night

                                      £473 - £608 / week

                                      Book View

                                      Responds fast!
                                      avg. 1 hour 7 minutes

                                      from £77 / night

                                      (4) Excellent 

                                        46

                                        Central Florida / Kissimmee

                                        2 6 7 nights min

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

                                        from £145 / night

                                        £1,014 / week

                                        Book View

                                        from £145 / night

                                        (37) Very Good 

                                          34

                                          Central Florida / Kissimmee

                                          7 17 min stay varies

                                          • 7 bedrooms
                                          • sleeps 17
                                          • min stay varies
                                          • Beach / lakeside relaxation
                                          • Nearest beach 97 km
                                          • Swimming pool

                                          from £181 / night

                                          £1,234 - £2,072 / week

                                          Book View

                                          Responds fast!
                                          avg. 1 hour 6 minutes

                                          from £181 / night

                                          (16) Very Good 

                                            48

                                            Kissimmee / Emerald Isle Kissimmee

                                            4 8 3 nights min

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

                                            from £108 / night

                                            £757 / week

                                            Book View

                                            from £108 / night

                                            (28) Excellent 

                                              24

                                              Central Florida / Kissimmee

                                              3 8 min stay varies

                                              • 3 bedrooms
                                              • sleeps 8
                                              • min stay varies
                                              • Nearest beach 97 km
                                              • Swimming pool
                                              • Child friendly

                                              from £104 / night

                                              £761 - £1,109 / week

                                              Book View

                                              Responds fast!
                                              avg. 2 hours 0 minutes

                                              from £104 / night

                                              (12) Very Good 

                                                21

                                                Central Florida / Kissimmee

                                                4 8 min stay varies

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

                                                from £92 / night

                                                £639 / week

                                                Enquire View

                                                from £92 / night

                                                (13) Excellent 

                                                  19

                                                  Central Florida / Kissimmee

                                                  4 6 min stay varies

                                                  • 4 bedrooms
                                                  • sleeps 6
                                                  • min stay varies
                                                  • Beach / lakeside relaxation
                                                  • Swimming pool
                                                  • Child friendly

                                                  from £99 / night

                                                  £676 - £897 / week

                                                  Book View

                                                  from £99 / night

                                                  (48) Excellent 

                                                  Certificate of Excellence

                                                    35

                                                    Central Florida / Kissimmee

                                                    4 8 min stay varies

                                                    • 4 bedrooms
                                                    • sleeps 8
                                                    • min stay varies
                                                    • Nearest beach 125 km
                                                    • Swimming pool
                                                    • Child friendly

                                                    Certificate of Excellence

                                                    from £104 / night

                                                    £725 / week

                                                    Book View

                                                    Responds fast!
                                                    avg. 1 hour 28 minutes

                                                    from £104 / night

                                                    (4) Excellent 

                                                      41

                                                      Kissimmee / Windsor Hills Resort

                                                      6 13 min stay varies

                                                      • 6 bedrooms
                                                      • sleeps 13
                                                      • min stay varies
                                                      • Swimming pool
                                                      • Child friendly
                                                      • Air conditioning

                                                      from £180 / night

                                                      £1,260 - £1,621 / week

                                                      Book View

                                                      Responds fast!
                                                      avg. 1 hour 21 minutes

                                                      from £180 / night

                                                      (3) Excellent 

                                                        16

                                                        Kissimmee / Indian Creek

                                                        4 8 7 nights min

                                                        • 4 bedrooms
                                                        • sleeps 8
                                                        • 7 nights min
                                                        • Nearest beach 90 km
                                                        • Swimming pool
                                                        • Child friendly

                                                        from £149 / night

                                                        £1,041 / week

                                                        Book View

                                                        Responds fast!
                                                        avg. 1 hour 3 minutes

                                                        from £149 / night

                                                        (3) Average 

                                                          50

                                                          Kissimmee / Paradise Palms

                                                          6 14 3 nights min

                                                          • 6 bedrooms
                                                          • sleeps 14
                                                          • 3 nights min
                                                          • Nearest beach 97 km
                                                          • Swimming pool
                                                          • Child friendly

                                                          from £144 / night

                                                          £1,435 / week

                                                          Book View

                                                          Responds fast!
                                                          avg. 3 hours 46 minutes

                                                          from £144 / night

                                                          (3) Very Good 

                                                            43

                                                            Central Florida / Kissimmee

                                                            3 7 2 nights min

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

                                                            from £108 / night

                                                            £751 / week

                                                            Book View

                                                            Responds fast!
                                                            avg. 3 hours 59 minutes

                                                            from £108 / night

                                                              30

                                                              Central Florida / Kissimmee

                                                              4 8 3 nights min

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

                                                              from £99 / night

                                                              £688 / week

                                                              Book View

                                                              from £99 / night

                                                                11

                                                                Central Florida / Kissimmee

                                                                3 6 3 nights min

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

                                                                from £72 / night

                                                                £505 - £757 / week

                                                                Book View

                                                                from £72 / night

                                                                (33) Excellent 

                                                                Certificate of Excellence

                                                                  21

                                                                  Central Florida / Kissimmee

                                                                  3 6 7 nights min

                                                                  • 3 bedrooms
                                                                  • sleeps 6
                                                                  • 7 nights min
                                                                  • Beach / lakeside relaxation
                                                                  • Swimming pool
                                                                  • Child friendly

                                                                  Certificate of Excellence

                                                                  from £78 / night

                                                                  £544 - £630 / week

                                                                  Book View

                                                                  Responds fast!
                                                                  avg. 2 hours 40 minutes

                                                                  from £78 / night

                                                                  (27) Very Good 

                                                                    26

                                                                    Central Florida / Kissimmee

                                                                    3 6 2 nights min

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

                                                                    from £72 / night

                                                                    £473 / week

                                                                    Book View

                                                                    from £72 / night

                                                                    (6) Very Good 

                                                                      24

                                                                      Kissimmee / Tuscany, Florida

                                                                      3 8 1 night min

                                                                      • 3 bedrooms
                                                                      • sleeps 8
                                                                      • 1 night min
                                                                      • Beach / lakeside relaxation
                                                                      • Swimming pool
                                                                      • Child friendly

                                                                      from £62 / night

                                                                      £436 / week

                                                                      Book View

                                                                      from £62 / night

                                                                      (20) Very Good 

                                                                        90

                                                                        Kissimmee / Terra Verde Resort

                                                                        4 8 3 nights min

                                                                        • 4 bedrooms
                                                                        • sleeps 8
                                                                        • 3 nights min
                                                                        • Nearest beach 90 km
                                                                        • Swimming pool
                                                                        • Child friendly

                                                                        from £115 / night

                                                                        £687 / week

                                                                        Book View

                                                                        from £115 / night

                                                                        (10) Excellent 

                                                                        Certificate of Excellence

                                                                          49

                                                                          Central Florida / Kissimmee

                                                                          3 7 min stay varies

                                                                          • 3 bedrooms
                                                                          • sleeps 7
                                                                          • min stay varies
                                                                          • Swimming pool
                                                                          • Child friendly
                                                                          • Air conditioning

                                                                          Certificate of Excellence

                                                                          from £104 / night

                                                                          £725 / week

                                                                          Book View

                                                                          Responds fast!
                                                                          avg. 2 hours 52 minutes

                                                                          from £104 / night

                                                                          (6) Very Good 

                                                                            51

                                                                            Central Florida / Kissimmee

                                                                            3 6 3 nights min

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

                                                                            from £77 / night

                                                                            £536 / week

                                                                            Book View

                                                                            from £77 / night

                                                                            (36) Very Good 

                                                                            Certificate of Excellence

                                                                              18

                                                                              Central Florida / Kissimmee

                                                                              3 6 min stay varies

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

                                                                              Certificate of Excellence

                                                                              from £98 / night

                                                                              £567 - £682 / week

                                                                              Book View

                                                                              Responds fast!
                                                                              avg. 3 hours 53 minutes

                                                                              from £98 / night

                                                                              (9) Excellent 

                                                                                23

                                                                                Kissimmee / Country Creek

                                                                                3 6 min stay varies

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

                                                                                from £109 / night

                                                                                £630 - £974 / week

                                                                                Book View

                                                                                Responds fast!
                                                                                avg. 3 hours 0 minutes

                                                                                from £109 / night

                                                                                (6) Excellent 

                                                                                  23

                                                                                  Central Florida / Kissimmee

                                                                                  2 5 2 nights min

                                                                                  • 2 bedrooms
                                                                                  • sleeps 5
                                                                                  • 2 nights min
                                                                                  • Nearest beach 142 km
                                                                                  • Child friendly
                                                                                  • Air conditioning

                                                                                  from £80 / night

                                                                                  £514 / week

                                                                                  Book View

                                                                                  from £80 / night