Holiday Houses in Kissimmee

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22,123 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

    £1,731 / 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

      £1,776 / 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 £135 / night

        £946 / week

        Book View

        Responds fast!
        avg. 1 hour 4 minutes

        from £135 / 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

            £344 / 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 £216 / night

              £1,259 / week

              Book View

              from £216 / 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

                £668 / week

                Book View

                from £96 / 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

                  £687 / week

                  Book View

                  Responds fast!
                  avg. 2 hours 20 minutes

                  from £99 / 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

                    £624 / week

                    Book View

                    Responds fast!
                    avg. 2 hours 20 minutes

                    from £90 / 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

                      (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

                        £724 / week

                        Book View

                        Responds fast!
                        avg. 2 hours 36 minutes

                        from £104 / 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

                          £750 / week

                          Book View

                          from £108 / night

                          (59) 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

                            (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. 1 hour 37 minutes

                              from £78 / night

                                49

                                Central Florida / Kissimmee

                                4 8 min stay varies

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

                                from £133 / night

                                £932 / week

                                Book View

                                Responds fast!
                                avg. 14 minutes

                                from £133 / 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

                                  (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 27 minutes

                                    from £104 / 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

                                      £1,039 / week

                                      Book View

                                      Responds fast!
                                      avg. 1 hour 7 minutes

                                      from £149 / night

                                      (2) Excellent 

                                        13

                                        Central Florida / Kissimmee

                                        6 13 min stay varies

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

                                        from £154 / night

                                        £1,074 / week

                                        Book View

                                        from £154 / 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 £180 / night

                                          £1,234 - £2,071 / week

                                          Book View

                                          Responds fast!
                                          avg. 1 hour 6 minutes

                                          from £180 / 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

                                            (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 £79 / night

                                              £510 / week

                                              Book View

                                              from £79 / night

                                              (34) Excellent 

                                                40

                                                Central Florida / Kissimmee

                                                7 16 min stay varies

                                                • 7 bedrooms
                                                • sleeps 16
                                                • min stay varies
                                                • Beach / lakeside relaxation
                                                • Nearest beach 61 km
                                                • Swimming pool

                                                from £144 / night

                                                £856 - £2,233 / week

                                                Book View

                                                Responds fast!
                                                avg. 2 hours 52 minutes

                                                from £144 / night

                                                (16) Excellent 

                                                  36

                                                  Kissimmee / Crescent Lakes

                                                  5 13 3 nights min

                                                  • 5 bedrooms
                                                  • sleeps 13
                                                  • 3 nights min
                                                  • Beach / lakeside relaxation
                                                  • Swimming pool
                                                  • Child friendly

                                                  from £92 / night

                                                  £573 - £853 / week

                                                  Book View

                                                  Responds fast!
                                                  avg. 1 hour 42 minutes

                                                  from £92 / night

                                                    35

                                                    Central Florida / Kissimmee

                                                    6 12 min stay varies

                                                    • 6 bedrooms
                                                    • sleeps 12
                                                    • min stay varies
                                                    • Ask owner if suitable for children
                                                    • Air conditioning
                                                    • Ask about pets

                                                    from £190 / night

                                                    £1,330 / week

                                                    Book View

                                                    from £190 / night

                                                    (3) Very Good 

                                                      47

                                                      Central Florida / Kissimmee

                                                      7 17 min stay varies

                                                      • 7 bedrooms
                                                      • sleeps 17
                                                      • min stay varies
                                                      • Swimming pool
                                                      • Child friendly
                                                      • Air conditioning

                                                      from £225 / night

                                                      £1,576 / week

                                                      Book View

                                                      Responds fast!
                                                      avg. 2 hours 54 minutes

                                                      from £225 / 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 - £896 / week

                                                        Book View

                                                        from £99 / night

                                                        (34) Very Good 

                                                          49

                                                          Central Florida / Kissimmee

                                                          3 6 4 nights min

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

                                                          from £80 / night

                                                          £555 / week

                                                          Book View

                                                          from £80 / 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 £98 / night

                                                            £686 / week

                                                            Book View

                                                            from £98 / 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

                                                              (19) Very Good 

                                                                29

                                                                Central Florida / Kissimmee

                                                                3 8 min stay varies

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

                                                                from £77 / night

                                                                £539 / week

                                                                Enquire View

                                                                from £77 / night

                                                                  26

                                                                  Central Florida / Kissimmee

                                                                  3 6 min stay varies

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

                                                                  from £67 / night

                                                                  £467 / week

                                                                  Book View

                                                                  from £67 / 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

                                                                    (6) Average 

                                                                      34

                                                                      Central Florida / Kissimmee

                                                                      4 8 7 nights min

                                                                      • 4 bedrooms
                                                                      • sleeps 8
                                                                      • 7 nights min
                                                                      • Nearest beach 100 km
                                                                      • Swimming pool
                                                                      • Child friendly

                                                                      from £99 / night

                                                                      £694 / week

                                                                      Book View

                                                                      from £99 / 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

                                                                        (18) Very Good 

                                                                        Certificate of Excellence

                                                                          24

                                                                          Central Florida / Kissimmee

                                                                          3 6 7 nights min

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

                                                                          Certificate of Excellence

                                                                          from £90 / night

                                                                          £624 / week

                                                                          Book View

                                                                          Responds fast!
                                                                          avg. 2 hours 21 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

                                                                            (43) Very Good 

                                                                              36

                                                                              Central Florida / Kissimmee

                                                                              4 8 min stay varies

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

                                                                              from £86 / night

                                                                              £573 - £630 / week

                                                                              Book View

                                                                              Responds fast!
                                                                              avg. 2 hours 8 minutes

                                                                              from £86 / night

                                                                              (20) Very Good 

                                                                                73

                                                                                Central Florida / Kissimmee

                                                                                5 13 3 nights min

                                                                                • 5 bedrooms
                                                                                • sleeps 13
                                                                                • 3 nights min
                                                                                • Beach / lakeside relaxation
                                                                                • Swimming pool
                                                                                • Child friendly

                                                                                from £81 / night

                                                                                £586 - £1,045 / week

                                                                                Book View

                                                                                Responds fast!
                                                                                avg. 3 hours 49 minutes

                                                                                from £81 / night

                                                                                  21

                                                                                  Central Florida / Kissimmee

                                                                                  3 6 1 night min

                                                                                  • 3 bedrooms
                                                                                  • sleeps 6
                                                                                  • 1 night min
                                                                                  • Child friendly
                                                                                  • Air conditioning

                                                                                  from £86 / night

                                                                                  £598 / week

                                                                                  Book View

                                                                                  from £86 / night