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Make a holiday villa, home, or rental in Kissimmee, Florida your home away from home

Kissimmee, Florida, is a city in the southwest of Florida state located on the northwest shore of Lake Tohopekaliga. The name probably evolved from a tribal word, meaning unknown. Kissimmee is a very popular destination with Florida rentals and Florida holiday villa goers, because of its many activities and that is close location to Disney. It is bustling all year round, especially during Christmas holidays.

Places to holiday on Kissimmee, Florida

With so many activities, there's no lack of Kissimmee holiday apartments and Kissimmee villas to rent. A Kissimmee villa is very popular during Christmas because there's something for every one in the family to do while spending time together. A Kissimmee holiday home tends to be grand and spacious, affording lots of space for relaxation.

Bahama Bay Kissimmee - Located on Lake Davenport Florida, Kissimmee is ideal for spas and holiday resort lovers. Bahama Bay Kissimmee is near Disney World (about fifteen minutes away) and is just as its name suggests – a warm but mild paradise like vacationing in the Bahamas.

Formosa Gardens - Within Formosa Gardens in Kissimmee is a central shopping mall and eatery. This is where holidaymakers will find familiar American restaurants like Outback Steak house and Red Lobster are. Regardless, a holiday villa in Florida would ensure that you will be self-sufficient.

Indian Creek - Indian Creek is a community in western Kissimmee Area and situated next to the Formosa Gardens Estate. This is a well-established development and holdiay rentals are very popular because it is easily accessible.

Things to do in Kissimmee, Florida

You will never run out of things to do in Kissimmee, Florida. Explore the warm blue skies of Kissimmee in a hot air balloon, or take a breathtaking view of the region in a World War II plane; follow your golf ball through miniature golf courses or on the vast world-class golf greens in Kissimmee; go factory-store shopping or visit farms or hike through the Lake Kissimmee State Park. How about the weekend at Bahama Bay Kissimmee to experience what the sunny weather and blue Lake Tohopekaliga has to offer?

When there, one must visit the many Kissimmee theme parks and museums scattered around the area – Walt Disney World, Disney Sports & Recreation, Kartworlds Of Kissimmee Inc., and Florida Splendid China to name a few.

Weather in Kissimmee, Florida

Kissimmee, Florida experiences warm sunny days and mild nights throughout the year.

During the summer season, Kissimmee is very tropical - the warmer months are between June to September. From May to August, average temperatures in Kissimmee vary between 32°C in the day to 21°C at night. From October to February, the average temperatures in Kissimmee vary between 21°C during the day to 10°C at night.

Travel to Kissimmee, Florida

Although Kissimmee has its own airport, it would be easier to catch one of the many flights into Orlando and drive. Both discounted flights and regular-priced flights leave from most UK international airports and carriers include British Airways, Monarch and BMI. Transport links are good to all our Kissimmee holiday rentals, and transport within is not expensive.

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  • Showing 1-50 of 300+
Additional service fee may apply.
    Excellent! 4.7/5
    (53 reviews)
    avg/night
    • 2 BR
    • 2 BA
    • Sleeps 8
    Villa #665234vb
    53
    Viewed 77 times in the last 48 hours
      Exceptional! 5.0/5
      (20 reviews)
      avg/night
      • 6 BR
      • 4 BA
      • Sleeps 16
      House #812115vb
      20
      Viewed 68 times in the last 48 hours
        Excellent! 4.7/5
        (10 reviews)
        avg/night
        • 5 BR
        • 3 BA
        • Separate Toilet
        • Sleeps 10
        Villa #1988616
        10
        Viewed 54 times in the last 48 hours
          Wonderful! 4.9/5
          (27 reviews)
          avg/night
          • 5 BR
          • 4 BA
          • Sleeps 10
          Villa #802215vb
          27
          Viewed 135 times in the last 48 hours
            Wonderful! 4.9/5
            (50 reviews)
            avg/night
            • 4 BR
            • 3 BA
            • Sleeps 8
            Villa #237518vb
            50
            Viewed 23 times in the last 48 hours
              Wonderful! 4.9/5
              (25 reviews)
              avg/night
              • 4 BR
              • 2 BA
              • Separate Toilets
              • Sleeps 10
              House #786284vb
              25
              Viewed 58 times in the last 48 hours
                Excellent! 4.5/5
                (10 reviews)
                avg/night
                • 3 BR
                • 2 BA
                • Sleeps 8
                Villa #792155vb
                10
                Viewed 20 times in the last 48 hours
                  Wonderful! 4.9/5
                  (36 reviews)
                  avg/night
                  • 6 BR
                  • 4 BA
                  • Sleeps 14
                  Villa #3786282
                  36
                  Viewed 55 times in the last 48 hours
                    Exceptional! 5.0/5
                    (25 reviews)
                    avg/night
                    • 5 BR
                    • 4 BA
                    • Separate Toilet
                    • Sleeps 12
                    Villa #1605033
                    25
                    Viewed 37 times in the last 48 hours
                      Exceptional! 5.0/5
                      (23 reviews)
                      avg/night
                      • 5 BR
                      • 4 BA
                      • Sleeps 10
                      Villa #804327vb
                      23
                      Viewed 84 times in the last 48 hours
                        Excellent! 4.6/5
                        (38 reviews)
                        avg/night
                        • 6 BR
                        • 4 BA
                        • Sleeps 14
                        Villa #318549vb
                        38
                        Viewed 26 times in the last 48 hours
                          Exceptional! 5.0/5
                          (24 reviews)
                          avg/night
                          • 7 BR
                          • 6 BA
                          • Sleeps 16
                          Villa #4067384
                          24
                          Viewed 39 times in the last 48 hours
                            Wonderful! 4.8/5
                            (27 reviews)
                            avg/night
                            • 4 BR
                            • 2 BA
                            • Separate Toilet
                            • Sleeps 8
                            House #8063170
                            27
                            Viewed 26 times in the last 48 hours
                              Wonderful! 4.8/5
                              (9 reviews)
                              avg/night
                              • 6 BR
                              • 5 BA
                              • Sleeps 14
                              House #4153783
                              9
                              Viewed 60 times in the last 48 hours
                                Wonderful! 4.9/5
                                (48 reviews)
                                avg/night
                                • 4 BR
                                • 3 BA
                                • Sleeps 10
                                Townhome #230461vb
                                48
                                Viewed 48 times in the last 48 hours
                                  Wonderful! 4.9/5
                                  (19 reviews)
                                  avg/night
                                  • 4 BR
                                  • 3 BA
                                  • Sleeps 10
                                  House #4084338
                                  19
                                  Viewed 10 times in the last 48 hours
                                    Wonderful! 4.9/5
                                    (27 reviews)
                                    avg/night
                                    • 6 BR
                                    • 4 BA
                                    • Sleeps 14
                                    Villa #3952973
                                    27
                                    Viewed 56 times in the last 48 hours
                                      Exceptional! 5.0/5
                                      (51 reviews)
                                      avg/night
                                      • 7 BR
                                      • 6 BA
                                      • Sleeps 16
                                      House #3851767
                                      51
                                      Viewed 40 times in the last 48 hours
                                        Wonderful! 4.9/5
                                        (17 reviews)
                                        avg/night
                                        • 8 BR
                                        • 5 BA
                                        • Sleeps 18
                                        Villa #4091068
                                        17
                                        Viewed 31 times in the last 48 hours
                                          Wonderful! 4.9/5
                                          (69 reviews)
                                          avg/night
                                          • 5 BR
                                          • 4 BA
                                          • Sleeps 12
                                          Villa #3005683
                                          69
                                          Viewed 25 times in the last 48 hours
                                            Wonderful! 4.8/5
                                            (56 reviews)
                                            avg/night
                                            • 3 BR
                                            • 2 BA
                                            • Sleeps 9
                                            Villa #915319
                                            56
                                            Viewed 47 times in the last 48 hours
                                              Wonderful! 4.9/5
                                              (26 reviews)
                                              avg/night
                                              • 4 BR
                                              • 3 BA
                                              • Sleeps 8
                                              Villa #770551vb
                                              26
                                              Viewed 24 times in the last 48 hours
                                                Wonderful! 4.9/5
                                                (12 reviews)
                                                avg/night
                                                • 9 BR
                                                • 5 BA
                                                • Sleeps 28
                                                House #4172017
                                                12
                                                Viewed 88 times in the last 48 hours
                                                  Exceptional! 5.0/5
                                                  (6 reviews)
                                                  avg/night
                                                  • 6 BR
                                                  • 5 BA
                                                  • Sleeps 12
                                                  Villa #887138vb
                                                  6
                                                  Viewed 44 times in the last 48 hours
                                                    Exceptional! 5.0/5
                                                    (25 reviews)
                                                    avg/night
                                                    • 4 BR
                                                    • 3 BA
                                                    • Sleeps 8
                                                    House #3998693
                                                    25
                                                    Viewed 17 times in the last 48 hours
                                                      Wonderful! 4.8/5
                                                      (27 reviews)
                                                      avg/night
                                                      • 5 BR
                                                      • 4 BA
                                                      • Sleeps 10
                                                      House #764845vb
                                                      27
                                                      Viewed 41 times in the last 48 hours
                                                        Exceptional! 5.0/5
                                                        (24 reviews)
                                                        avg/night
                                                        • 3 BR
                                                        • 2 BA
                                                        • Sleeps 8
                                                        Townhome #981760
                                                        24
                                                        Viewed 34 times in the last 48 hours
                                                          Exceptional! 5.0/5
                                                          (26 reviews)
                                                          avg/night
                                                          • 3 BR
                                                          • 2 BA
                                                          • Sleeps 6
                                                          Condo #614671vb
                                                          26
                                                          Viewed 15 times in the last 48 hours
                                                            Exceptional! 5.0/5
                                                            (44 reviews)
                                                            avg/night
                                                            • 5 BR
                                                            • 4 BA
                                                            • Sleeps 10
                                                            Villa #1052432
                                                            44
                                                            Viewed 32 times in the last 48 hours
                                                              Wonderful! 4.9/5
                                                              (35 reviews)
                                                              avg/night
                                                              • 4 BR
                                                              • 3 BA
                                                              • Sleeps 9
                                                              Townhome #555503vb
                                                              35
                                                              Viewed 24 times in the last 48 hours
                                                                Wonderful! 4.9/5
                                                                (38 reviews)
                                                                avg/night
                                                                • 5 BR
                                                                • 3 BA
                                                                • Sleeps 12
                                                                Villa #287443
                                                                38
                                                                Viewed 34 times in the last 48 hours
                                                                  Wonderful! 4.8/5
                                                                  (16 reviews)
                                                                  avg/night
                                                                  • 3 BR
                                                                  • 2 BA
                                                                  • Separate Toilets
                                                                  • Sleeps 6
                                                                  Townhome #3471004
                                                                  16
                                                                  Viewed 49 times in the last 48 hours
                                                                    Wonderful! 4.9/5
                                                                    (36 reviews)
                                                                    avg/night
                                                                    • 4 BR
                                                                    • 3 BA
                                                                    • Sleeps 8
                                                                    Villa #52814
                                                                    36
                                                                    Viewed 36 times in the last 48 hours
                                                                      Excellent! 4.6/5
                                                                      (35 reviews)
                                                                      avg/night
                                                                      • 4 BR
                                                                      • 4 BA
                                                                      • Sleeps 10
                                                                      Villa #835586
                                                                      35
                                                                      Viewed 25 times in the last 48 hours
                                                                        Excellent! 4.7/5
                                                                        (19 reviews)
                                                                        avg/night
                                                                        • 3 BR
                                                                        • 3 BA
                                                                        • Sleeps 8
                                                                        Townhome #688037vb
                                                                        19
                                                                        Viewed 41 times in the last 48 hours
                                                                          Wonderful! 4.9/5
                                                                          (18 reviews)
                                                                          avg/night
                                                                          • 9 BR
                                                                          • 5 BA
                                                                          • Sleeps 29
                                                                          House #779965vb
                                                                          18
                                                                          Viewed 28 times in the last 48 hours
                                                                            Wonderful! 4.8/5
                                                                            (50 reviews)
                                                                            avg/night
                                                                            • 5 BR
                                                                            • 4 BA
                                                                            • Sleeps 12
                                                                            Townhome #360270vb
                                                                            50
                                                                            Viewed 16 times in the last 48 hours
                                                                              Wonderful! 4.9/5
                                                                              (18 reviews)
                                                                              avg/night
                                                                              • 4 BR
                                                                              • 3 BA
                                                                              • Separate Toilet
                                                                              • Sleeps 9
                                                                              House #8168973
                                                                              18
                                                                              Viewed 13 times in the last 48 hours
                                                                                Wonderful! 4.9/5
                                                                                (39 reviews)
                                                                                avg/night
                                                                                • 4 BR
                                                                                • 3 BA
                                                                                • Sleeps 9
                                                                                Villa #951116
                                                                                39
                                                                                Viewed 43 times in the last 48 hours
                                                                                  Exceptional! 5.0/5
                                                                                  (105 reviews)
                                                                                  avg/night
                                                                                  • 3 BR
                                                                                  • 2 BA
                                                                                  • Sleeps 8
                                                                                  Condo #321447vb
                                                                                  105
                                                                                  Viewed 84 times in the last 48 hours
                                                                                    Wonderful! 4.8/5
                                                                                    (20 reviews)
                                                                                    avg/night
                                                                                    • 8 BR
                                                                                    • 5 BA
                                                                                    • Sleeps 20
                                                                                    Villa #3855389
                                                                                    20
                                                                                    Viewed 44 times in the last 48 hours
                                                                                      Wonderful! 4.9/5
                                                                                      (34 reviews)
                                                                                      avg/night
                                                                                      • 3 BR
                                                                                      • 3 BA
                                                                                      • Sleeps 8
                                                                                      Villa #585836vb
                                                                                      34
                                                                                      Viewed 34 times in the last 48 hours
                                                                                        • 4 BR
                                                                                        • 3 BA
                                                                                        • Sleeps 8
                                                                                        Condo #809541vb
                                                                                        1 Review
                                                                                        Viewed 14 times in the last 48 hours
                                                                                          Excellent! 4.7/5
                                                                                          (27 reviews)
                                                                                          avg/night
                                                                                          • 4 BR
                                                                                          • 3 BA
                                                                                          • Sleeps 8
                                                                                          House #886495
                                                                                          27
                                                                                          Viewed 13 times in the last 48 hours
                                                                                            Wonderful! 4.9/5
                                                                                            (16 reviews)
                                                                                            avg/night
                                                                                            • 3 BR
                                                                                            • 2 BA
                                                                                            • Sleeps 6
                                                                                            Villa #1869266
                                                                                            16
                                                                                            Viewed 19 times in the last 48 hours
                                                                                              Wonderful! 4.8/5
                                                                                              (24 reviews)
                                                                                              avg/night
                                                                                              • 5 BR
                                                                                              • 5 BA
                                                                                              • Sleeps 14
                                                                                              House #730480
                                                                                              24
                                                                                              Viewed 20 times in the last 48 hours
                                                                                                Wonderful! 4.9/5
                                                                                                (92 reviews)
                                                                                                avg/night
                                                                                                • 3 BR
                                                                                                • 2 BA
                                                                                                • Separate Toilet
                                                                                                • Sleeps 8
                                                                                                Townhome #332416
                                                                                                92
                                                                                                Viewed 19 times in the last 48 hours
                                                                                                  Wonderful! 4.8/5
                                                                                                  (23 reviews)
                                                                                                  avg/night
                                                                                                  • 6 BR
                                                                                                  • 3 BA
                                                                                                  • Separate Toilet
                                                                                                  • Sleeps 14
                                                                                                  House #336818
                                                                                                  23
                                                                                                  Viewed 17 times in the last 48 hours
                                                                                                    Wonderful! 4.9/5
                                                                                                    (110 reviews)
                                                                                                    avg/night
                                                                                                    • 3 BR
                                                                                                    • 3 BA
                                                                                                    • Sleeps 8
                                                                                                    Villa #14339
                                                                                                    110
                                                                                                    Viewed 15 times in the last 48 hours
                                                                                                      Wonderful! 4.8/5
                                                                                                      (34 reviews)
                                                                                                      avg/night
                                                                                                      • 3 BR
                                                                                                      • 2 BA
                                                                                                      • Sleeps 6
                                                                                                      Villa #453935
                                                                                                      34
                                                                                                      Viewed 13 times in the last 48 hours
                                                                                                      • 1 - 50 of 300+

                                                                                                      Kissimmee Holiday Homes & Villas (300+)

                                                                                                       

                                                                                                      Recent Reviews

                                                                                                      A wonderful location and a beautiful property

                                                                                                      5 of 5
                                                                                                      This is a really nice villa with a great eye to detail giving everything we needed for a great holiday. The four bedrooms are spacious and well furnished, as is the rest of the property. We have stayed in loads of villas all over Orlando in our 30+ years of holidaying there and this one is among the best we have been to. The swimming pool is a good size it is, importantly, very clean and well maintained, we have been to properties that have ruined our vacation due to a lack of pool maintainance, it is after all, an essential part of the Florida holiday experience. Being located a few hundred metres from Osceola Parkway it is really easy to go anywhere in this part of Florida, in fact the Disney parks are a dead straight run of around 15 to 25 minutes away (depending on traffic conditions) and Cocoa Beach is a nice straight drive along the express way if you want some sea and sand. It is always so nice if the owner is helpful and knowledgeable about the area and Helen is both of these, she is very hands on and always answers her phone messages. In conclusion I can say that if you are thinking of a Florida villa holiday DON'T HESITATE !!! to book this one.
                                                                                                      • Review Submitted: 05-Dec-2016
                                                                                                      • Date of Stay: Nov 2016

                                                                                                      Beautiful place. Nice location. Very nice owners.

                                                                                                      5 of 5
                                                                                                      This is the second time we rented this condo and hopefully won't be the last. Richard and Julie have a very nice place at a very good price. We appreciate how close to the parks it is. Very clean rental with all the necessities. Thank you again!
                                                                                                      • Review Submitted: 23-Nov-2016
                                                                                                      • Date of Stay: Nov 2016

                                                                                                      Highly Recommend

                                                                                                      5 of 5
                                                                                                      I would highly recommend this town house, everything about it was of a high standard, clean and comfortable. The house is very well equipped with plenty of linens, towels, crockery etc. the terrace is a lovely area to dine out on and also relax after a full day out. The location of Compass Bay is ideally placed for access to all the parks, restaurants and shopping. Altogether a very enjoyable holiday, looking forward to going back to this town house again next year.
                                                                                                      • Review Submitted: 18-Nov-2016
                                                                                                      • Date of Stay: Oct 2016