Villas in Kissimmee City and Houses – Holiday Lettings - Holiday Rentals Kissimmee City

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22,210 Holiday homes

(34) Very Good 

    22

    Holiday villa in Kissimmee

    Kissimmee / Kissimmee City

    3 6 min stay varies

    • 3 bedrooms
    • sleeps 6
    • min stay varies
    • Nearest beach 60 km
    • Swimming pool
    • Child friendly

    from £59 / night

    £350 - £475 / week

    Enquire View

    from £59 / night

    (3) Excellent 

      91

      Villa accommodation in Kissimmee City

      Kissimmee / Kissimmee City

      5 10 6 nights min

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

      from £148 / night

      £1,034 / week

      Book View

      from £148 / night

      (19) Excellent 

      Certificate of Excellence

        25

        Holiday villa in Kissimmee City

        Kissimmee / Kissimmee City

        4 10 min stay varies

        • 4 bedrooms
        • sleeps 10
        • min stay varies
        • Nearest beach 120 km
        • Swimming pool
        • Child friendly

        Certificate of Excellence

        from £138 / night

        £745 - £1,386 / week

        Book View

        Responds fast!
        avg. 1 hour 24 minutes

        from £138 / night

        (20) Very Good 

          43

          Villa rental in Kissimmee City with swimming pool

          Kissimmee / Kissimmee City

          4 9 min stay varies

          • 4 bedrooms
          • sleeps 9
          • min stay varies
          • Nearest beach 95 km
          • Swimming pool
          • Child friendly

          from £115 / night

          £705 - £881 / week

          Book View

          Responds fast!
          avg. 1 hour 7 minutes

          from £115 / night

          (1) Very Good 

            20

            Condo rental in Kissimmee City with golf nearby

            Kissimmee / Kissimmee City

            3 6 3 nights min

            • 3 bedrooms
            • sleeps 6
            • 3 nights min
            • Beach / lakeside relaxation
            • Nearest beach 100 km
            • Swimming pool

            from £80 / night

            £555 - £585 / week

            Book View

            from £80 / night

            (2) Excellent 

              41

              Holiday home in Kissimmee City

              Kissimmee / Kissimmee City

              4 8 min stay varies

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

              from £106 / night

              £1,078 - £1,633 / week

              Book View

              Responds fast!
              avg. 2 hours 11 minutes

              from £106 / night

              (1) Excellent 

                26

                Holiday townhouse with swimming pool in Kissimmee

                Kissimmee / Kissimmee City

                4 10 1 night min

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

                from £122 / night

                £854 - £977 / week

                Book View

                Responds fast!
                avg. 2 hours 25 minutes

                from £122 / night

                (4) Very Good 

                  21

                  Holiday villa in Kissimmee

                  Kissimmee / Kissimmee City

                  8 20 min stay varies

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

                  from £219 / night

                  £1,316 - £2,457 / week

                  Book View

                  Responds fast!
                  avg. 3 hours 10 minutes

                  from £219 / night

                  (4) Excellent 

                    49

                    Holiday home with indoor pool in Kissimmee City

                    Kissimmee / Kissimmee City

                    5 10 4 nights min

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

                    from £308 / night

                    £2,151 / week

                    Book View

                    Responds fast!
                    avg. 3 hours 37 minutes

                    from £308 / night

                      8

                      Holiday villa in Kissimmee

                      Kissimmee / Kissimmee City

                      1 4 7 nights min

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

                      from £88 / night

                      £615 / week

                      Enquire View

                      from £88 / night

                      Great rentals within 20 miles that match your search

                      Distance approx 17.36 miles from Kissimmee City Show on Map

                      (9) Excellent 

                        41

                        Haines City holiday villa accommodation

                        Central Florida / Haines City

                        5 11 min stay varies

                        • 5 bedrooms
                        • sleeps 11
                        • min stay varies
                        • Beach / lakeside relaxation
                        • Swimming pool
                        • Child friendly

                        from £132 / night

                        £963 / week

                        Book View

                        from £132 / night

                        Distance approx 9.16 miles from Kissimmee City Show on Map

                          4

                          Holiday villa with shared pool in Kissimmee

                          Central Florida / Kissimmee

                          3 12 7 nights min

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

                          from £202 / night

                          £1,401 / week

                          Book View

                          from £202 / night

                          Distance approx 8.01 miles from Kissimmee City Show on Map

                            12

                            Kissimmee holiday home rental

                            Central Florida / Kissimmee

                            2 8 7 nights min

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

                            from £100 / night

                            £701 / week

                            Book View

                            from £100 / night

                            Distance approx 12.56 miles from Kissimmee City Show on Map

                              16

                              Holiday villa rental

                              Central Florida / Loughman

                              6 12 7 nights min

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

                              from £253 / night

                              £1,772 / week

                              Book View

                              from £253 / night

                              Distance approx 13.46 miles from Kissimmee City Show on Map

                                4

                                Holiday private room with shared pool in Sand Lake

                                Florida / Sand Lake

                                1 4 2 nights min

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

                                from £176 / night

                                £1,226 / week

                                Book View

                                Responds fast!
                                avg. 2 hours 20 minutes

                                from £176 / night

                                Distance approx 16.33 miles from Kissimmee City Show on Map

                                  33

                                  Holiday villa with swimming pool in Four Corners

                                  Central Florida / Four Corners

                                  5 10 min stay varies

                                  • 5 bedrooms
                                  • sleeps 10
                                  • min stay varies
                                  • Swimming pool
                                  • Child friendly
                                  • Car not necessary

                                  from £181 / night

                                  £1,264 - £1,576 / week

                                  Book View

                                  from £181 / night

                                  Distance approx 17.85 miles from Kissimmee City Show on Map

                                    28

                                    Holiday home letting

                                    Haines City / Southern Dunes

                                    5 10 min stay varies

                                    • 5 bedrooms
                                    • sleeps 10
                                    • min stay varies
                                    • Swimming pool
                                    • Child friendly
                                    • Air conditioning

                                    from £127 / night

                                    £876 - £1,227 / week

                                    Book View

                                    Responds fast!
                                    avg. 1 hour 27 minutes

                                    from £127 / night

                                    Distance approx 12.57 miles from Kissimmee City Show on Map

                                    (1) Excellent 

                                      48

                                      Holiday apartment in Four Corners

                                      Central Florida / Four Corners

                                      3 8 3 nights min

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

                                      from £77 / night

                                      £534 / week

                                      Book View

                                      from £77 / night

                                      Distance approx 16.53 miles from Kissimmee City Show on Map

                                        16

                                        Holiday villa rental

                                        Central Florida / Four Corners

                                        6 12 7 nights min

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

                                        from £259 / night

                                        £1,809 / week

                                        Book View

                                        from £259 / night

                                        Distance approx 11.82 miles from Kissimmee City Show on Map

                                          20

                                          Holiday villa in Four Corners

                                          Central Florida / Four Corners

                                          4 8 5 nights min

                                          • 4 bedrooms
                                          • sleeps 8
                                          • 5 nights min
                                          • Swimming pool
                                          • Child friendly
                                          • Car not necessary

                                          from £308 / night

                                          £2,153 / week

                                          Book View

                                          from £308 / night

                                          Distance approx 11.61 miles from Kissimmee City Show on Map

                                          (2) Average 

                                            11

                                            Holiday villa in Kissimmee

                                            Kissimmee / Formosa Gardens

                                            2 10 7 nights min

                                            • 2 bedrooms
                                            • sleeps 10
                                            • 7 nights min
                                            • Beach / lakeside relaxation
                                            • Swimming pool
                                            • Child friendly

                                            from £177 / night

                                            £1,240 / week

                                            Book View

                                            from £177 / night

                                            Distance approx 11.99 miles from Kissimmee City Show on Map

                                              18

                                              Holiday home with golf nearby in Kissimmee

                                              Central Florida / Kissimmee

                                              6 13 5 nights min

                                              • 6 bedrooms
                                              • sleeps 13
                                              • 5 nights min
                                              • Swimming pool
                                              • Child friendly
                                              • Air conditioning

                                              from £219 / night

                                              £1,402 / week

                                              Book View

                                              from £219 / night

                                              Distance approx 14.71 miles from Kissimmee City Show on Map

                                              (9) Very Good 

                                                16

                                                Orlando holiday villa rental

                                                Central Florida / Orlando

                                                4 8 5 nights min

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

                                                from £155 / night

                                                £802 - £859 / week

                                                Book View

                                                from £155 / night

                                                Distance approx 18.3 miles from Kissimmee City Show on Map

                                                  13

                                                  Holiday home with swimming pool in Clermont

                                                  Lake County / Clermont

                                                  4 8 min stay varies

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

                                                  from £100 / night

                                                  £699 / week

                                                  Book View

                                                  Responds fast!
                                                  avg. 1 hour 54 minutes

                                                  from £100 / night

                                                  Distance approx 11.07 miles from Kissimmee City Show on Map

                                                    7

                                                    Loughman holiday private room rental

                                                    Central Florida / Loughman

                                                    1 3 3 nights min

                                                    • 1 bedroom
                                                    • sleeps 3
                                                    • 3 nights min
                                                    • Child friendly

                                                    from £53 / night

                                                    £331 / week

                                                    Book View

                                                    from £53 / night

                                                    Distance approx 5.24 miles from Kissimmee City Show on Map

                                                      28

                                                      Holiday townhouse in Kissimmee

                                                      Central Florida / Kissimmee

                                                      4 10 3 nights min

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

                                                      from £140 / night

                                                      £975 / week

                                                      Book View

                                                      from £140 / night

                                                      Distance approx 13.61 miles from Kissimmee City Show on Map

                                                        20

                                                        Home accommodation in Four Corners with swimming pool

                                                        Central Florida / Four Corners

                                                        7 15 min stay varies

                                                        • 7 bedrooms
                                                        • sleeps 15
                                                        • min stay varies
                                                        • Swimming pool
                                                        • Child friendly
                                                        • Car not necessary

                                                        from £219 / night

                                                        £1,527 - £3,955 / week

                                                        Book View

                                                        from £219 / night

                                                        Distance approx 2.95 miles from Kissimmee City Show on Map

                                                          19

                                                          Holiday home in Kissimmee

                                                          Central Florida / Kissimmee

                                                          3 6 4 nights min

                                                          • 3 bedrooms
                                                          • sleeps 6
                                                          • 4 nights min
                                                          • Nearest beach 70 km
                                                          • Swimming pool
                                                          • Child friendly

                                                          from £88 / night

                                                          £609 / week

                                                          Book View

                                                          Responds fast!
                                                          avg. 21 minutes

                                                          from £88 / night

                                                          Distance approx 13.46 miles from Kissimmee City Show on Map

                                                          (20) Excellent 

                                                            28

                                                            Holiday villa in Kissimmee

                                                            Central Florida / Kissimmee

                                                            7 16 min stay varies

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

                                                            from £219 / night

                                                            £1,625 - £1,840 / week

                                                            Book View

                                                            from £219 / night

                                                            Distance approx 0.1 miles from Kissimmee City Show on Map

                                                              51

                                                              Holiday home in Kissimmee

                                                              Central Florida / Kissimmee

                                                              4 11 5 nights min

                                                              • 4 bedrooms
                                                              • sleeps 11
                                                              • 5 nights min
                                                              • Child friendly

                                                              from £127 / night

                                                              £890 / week

                                                              Book View

                                                              from £127 / night

                                                              Distance approx 16.39 miles from Kissimmee City Show on Map

                                                                26

                                                                Townhouse rental in Davenport with golf nearby

                                                                Davenport / Regal Palms

                                                                4 8 4 nights min

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

                                                                from £88 / night

                                                                £614 / week

                                                                Book View

                                                                Responds fast!
                                                                avg. 49 minutes

                                                                from £88 / night

                                                                Distance approx 15.67 miles from Kissimmee City Show on Map

                                                                  11

                                                                  Four Corners holiday villa rental

                                                                  Central Florida / Four Corners

                                                                  4 12 min stay varies

                                                                  • 4 bedrooms
                                                                  • sleeps 12
                                                                  • min stay varies
                                                                  • Swimming pool
                                                                  • Child friendly
                                                                  • Car not necessary

                                                                  from £143 / night

                                                                  £1,000 - £1,423 / week

                                                                  Book View

                                                                  from £143 / night

                                                                  Distance approx 3.86 miles from Kissimmee City Show on Map

                                                                  (20) Excellent 

                                                                    18

                                                                    Kissimmee holiday villa rental

                                                                    Kissimmee / Cumbrian Lakes

                                                                    4 8 5 nights min

                                                                    • 4 bedrooms
                                                                    • sleeps 8
                                                                    • 5 nights min
                                                                    • Beach / lakeside relaxation
                                                                    • Swimming pool
                                                                    • Child friendly

                                                                    from £90 / night

                                                                    £495 - £1,795 / week

                                                                    Book View

                                                                    Responds fast!
                                                                    avg. 3 hours 33 minutes

                                                                    from £90 / night

                                                                    Distance approx 3.9 miles from Kissimmee City Show on Map

                                                                      24

                                                                      Holiday home with shared pool in Kissimmee

                                                                      Central Florida / Kissimmee

                                                                      3 6 2 nights min

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

                                                                      from £131 / night

                                                                      £914 / week

                                                                      Book View

                                                                      Responds fast!
                                                                      avg. 12 minutes

                                                                      from £131 / night

                                                                      Distance approx 4.56 miles from Kissimmee City Show on Map

                                                                      (9) Excellent 

                                                                        20

                                                                        Apartment rental in Kissimmee

                                                                        Central Florida / Kissimmee

                                                                        2 6 1 night min

                                                                        • 2 bedrooms
                                                                        • sleeps 6
                                                                        • 1 night min
                                                                        • Swimming pool
                                                                        • Child friendly
                                                                        • Air conditioning

                                                                        from £75 / night

                                                                        £503 / week

                                                                        Book View

                                                                        Responds fast!
                                                                        avg. 1 hour 40 minutes

                                                                        from £75 / night

                                                                        Distance approx 7.99 miles from Kissimmee City Show on Map

                                                                          4

                                                                          Orlando holiday condo rental

                                                                          Central Florida / Orlando

                                                                          2 6 7 nights min

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

                                                                          from £238 / night

                                                                          £1,661 / week

                                                                          Book View

                                                                          from £238 / night

                                                                          Distance approx 16.43 miles from Kissimmee City Show on Map

                                                                            10

                                                                            Holiday villa rental

                                                                            Lake County / Clermont

                                                                            5 10 5 nights min

                                                                            • 5 bedrooms
                                                                            • sleeps 10
                                                                            • 5 nights min
                                                                            • Child friendly
                                                                            • Pet friendly

                                                                            from £105 / night

                                                                            £656 / week

                                                                            Book View

                                                                            from £105 / night

                                                                            Distance approx 15.42 miles from Kissimmee City Show on Map

                                                                              26

                                                                              Home accommodation in ChampionsGate with swimming pool, golf nearby

                                                                              Central Florida / ChampionsGate

                                                                              3 6 4 nights min

                                                                              • 3 bedrooms
                                                                              • sleeps 6
                                                                              • 4 nights min
                                                                              • Nearest beach 88 km
                                                                              • Swimming pool
                                                                              • Child friendly

                                                                              from £110 / night

                                                                              £787 / week

                                                                              Book View

                                                                              from £110 / night

                                                                              Distance approx 11.38 miles from Kissimmee City Show on Map

                                                                                22

                                                                                Holiday studio with golf nearby in Celebration

                                                                                Central Florida / Celebration

                                                                                Studio 4 1 night min

                                                                                • Studio
                                                                                • sleeps 4
                                                                                • 1 night min
                                                                                • Swimming pool
                                                                                • Child friendly
                                                                                • Car not necessary

                                                                                from £70 / night

                                                                                £490 / week

                                                                                Book View

                                                                                Responds fast!
                                                                                avg. 3 hours 21 minutes

                                                                                from £70 / night

                                                                                Distance approx 15.89 miles from Kissimmee City Show on Map

                                                                                  14

                                                                                  Kissimmee holiday hotel apartment rental

                                                                                  Central Florida / Kissimmee

                                                                                  2 8 7 nights min

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

                                                                                  from £58 / night

                                                                                  £404 / week

                                                                                  Book View

                                                                                  from £58 / night

                                                                                  Top Destination reviews

                                                                                  Funshine Magical Villa with Gameroom and WiFi
                                                                                  One word to sum up this villa...... PERFECT !!!

                                                                                  Choosing a villa was quite a hard task to ensure that the whole family enjoyed their vacation in Florida. It needed to be centrally located to all the main parks, be furnished to a good standard & have enough to keep the children of 10 & 13 years old occupied on our relaxing days between parks. After hours of research, we found Villa Londra which on paper ticked all the boxes. We were all delighted when we arrived at the villa. The description & photos on the website were all spot on. The villa was clean, well kitted out & the pool was lovely (many an hour spent relaxing in it!). Within minutes drive there is everything you could hope for - supermarkets, gas stations & many places to eat. The parks we went to were all within easy access (Universal, Sea World & Busch Gardens). Right from our initial enquiry on the website, Jan was very helpful & very professional - nothing was too much trouble. After having had the best vacation ever, we are now saving to return in 2014. 10 out of 10 Paul, Jo & Familysee more
                                                                                  Very Nr Disney 3 Bedroom Villa With Free WIFI
                                                                                  Very comfortable home from home with the sun

                                                                                  We had a great time at Christine’s villa. The villa is extremely well located in a very quiet, residential area just outside Kissimmee. The villa is very easy to find from the airport, and is just off the US 192 and close to the freeways. Very central to Disney, and a not too distant drive to Universal, close to all the shopping malls and within a short distance to many restaurants, Black Angus almost on the doorstep. The villa itself was very well equipped, everything necessary for a great stay was there, all the amenities from cooking to internet, really made you feel at home, with the added benefit of the pool and sun. We would certainly recommend the villa to our family and friends and are planning another visit next year. Christine was very helpful, good communication, with clear concise details of getting to and accessing the villa. Thanks again we really did have a memorable holiday, and great stay.see more

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