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Villas in Kissimmee and Apartments - Holiday Lettings - Holiday Rentals Kissimmee

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5,299 Holiday homes

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Holiday villa in Kissimmee

Kissimmee villa

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 19

from £416 / night

£2,910 / week

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Kissimmee holiday villa rental

Kissimmee villa

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 19

from £427 / night

£2,986 / week

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Holiday villa in Kissimmee

Kissimmee villa

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 19

from £438 / night

£3,062 / week

1 / 30

Holiday villa in Kissimmee

Kissimmee villa

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 19

from £438 / night

£3,062 / week

1 / 30

Kissimmee holiday villa rental

Kissimmee villa

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 18

from £421 / night

£2,948 / week

1 / 30

Home rental in Kissimmee

Kissimmee house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

from £114 / night

£797 / week

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Villa rental in Kissimmee

Kissimmee villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

from £136 / night

£949 / week

1 / 30

Holiday condo in Kissimmee

Kissimmee condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £104 / night

£726 / week

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Kissimmee holiday villa rental

Kissimmee villa

  • 10 bedrooms
  • 5 bathrooms
  • sleeps 28

from £438 / night

£3,062 / week

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Kissimmee holiday villa rental

Kissimmee villa

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 19

from £438 / night

£3,062 / week

1 / 30

Kissimmee holiday home accommodation

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 12

from £205 / night

£1,431 / week

1 / 30

Holiday home in Kissimmee

Kissimmee house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

from £161 / night

£1,122 / week

1 / 30

Holiday villa in Kissimmee

Kissimmee villa

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 19

from £409 / night

£2,861 / week

1 / 30

Holiday home in Kissimmee

Kissimmee house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

from £325 / night

£2,271 / week

1 / 0

Kissimmee holiday home rental

Kissimmee house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 14

from £297 / night

£2,076 / week

1 / 30

Holiday home in Kissimmee

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

from £219 / night

£1,534 / week

1 / 30

Holiday home in Kissimmee

Kissimmee house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £108 / night

£754 / week

1 / 18

Home rental in Kissimmee

Kissimmee house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

from £205 / night

£1,431 / week

1 / 30

Holiday home rental

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 12

from £264 / night

£1,848 / week

1 / 29

Kissimmee ski villa to rent.

Kissimmee villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from £138 / night

£965 / week

1 / 26

Home rental in Kissimmee

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 6

from £143 / night

£997 / week

1 / 30

Holiday home in Kissimmee

Kissimmee house

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

from £284 / night

£1,984 / week

1 / 30

Home rental in Kissimmee

Kissimmee house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 6

from £171 / night

£1,192 / week

1 / 29

Holiday home rental

Kissimmee house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £130 / night

£905 / week

1 / 24

Kissimmee holiday home rental

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 9

from £180 / night

£1,257 / week

1 / 30

Kissimmee holiday condo rental

Kissimmee condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £216 / night

£1,507 / week

1 / 29

Home accommodation in Kissimmee

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

from £204 / night

£1,425 / week

1 / 30

Holiday apartment rental

Kissimmee apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 7

from £168 / night

£1,171 / week

1 / 29

Kissimmee holiday home rental

Kissimmee house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £171 / night

£1,198 / week

1 / 22

Home rental in Kissimmee

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from £198 / night

£1,382 / week

1 / 0

Holiday home in Kissimmee

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from £143 / night

£997 / week

1 / 30

Kissimmee holiday home rental

Kissimmee house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 16

from £279 / night

£1,951 / week

1 / 30

Kissimmee holiday villa rental

Kissimmee villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £84 / night

£586 / week

1 / 7

Holiday home rental

Kissimmee house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from £254 / night

£1,778 / week

1 / 30

Home rental in Kissimmee

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from £124 / night

£867 / week

1 / 28

Home accommodation in Kissimmee

Kissimmee house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12

from £192 / night

£1,339 / week

1 / 30

Ski home to rent in Kissimmee

Kissimmee house

  • 10 bedrooms
  • 5 bathrooms
  • sleeps 28

from £465 / night

£3,251 / week

1 / 30

Holiday home rental

Kissimmee house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

from £336 / night

£2,347 / week

1 / 30

Ski home to rent in Kissimmee

Kissimmee house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from £220 / night

£1,539 / week

1 / 27

Holiday home in Kissimmee

Kissimmee house

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 16

from £236 / night

£1,653 / week

1 / 30

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Kissimmee holidays

Just south of Disney World in north-central Florida, Kissimmee is a fun, family-style resort town with an unbeatable range of recreation and entertainment options. While most people come here to visit the Magic Kingdom, there are dozens of other ways to enjoy a holiday in this upbeat city. From go-kart racing and miniature golf to water parks and adventure sports, Kissimmee offers family-oriented activities to suit any taste. With its favourably warm and balmy climate, it's no surprise that Kissimmee is a popular destination for many American families throughout the year.

Fun in the sun is the name of the game, yet Kissimmee, FL, also offers great nightlife options, appropriate for the whole family. Every Saturday night in Old Town Kissimmee, there is a classic car cruise through the city streets, accompanied by a live band. Kissimmee is also famous for its dinner theatres, where you can see a Broadway-style performance or a trick horse show while dining. When it comes to food, the dining options are myriad. There are Spanish, Italian, and Japanese restaurants in Kissimmee, in addition to a huge selection of classic American joints, perfect for the kids.

Amongst Kissimmee's greatest attractions:

-Walt Disney World: The world's most popular theme park is Kissimmee's most famous attraction, drawing huge crowds every day of the year.

-Universal Studios Florida: Universal Studios' theme park is dedicated to blockbuster movies, like Harry Potter and Jurassic Park, with plenty of rides, restaurants, and live shows.

-Gatorland: Named after Florida's most famous reptile, Gatorland is a giant animal theme park with lots of wildlife, especially alligators.

-The Holy Land Experience: This theme park recreates the world at the time that Jesus lived, including shows and events with Bible themes.

-Titanic The Experience: This theme park recreates the experience of being on the Titanic.

-Aquatica: SeaWorld's large aquatic park offers amusement rides, an aquarium, and live animal shows.

-Lake Tohopekaliga: One of the Kissimmee Chain of Lakes, the giant Lake Toho is the place to head for fishing and water sports in Kissimmee.

As many seasoned Kissimmee visitors know, renting a house can be the most comfortable option when travelling with a family. Accommodating the whole crew, a big rental home or condo gives you lots of private space, while still providing easy access to the regional theme parks. Within the town of Kissimmee, there are plenty of holiday rentals near Disney World, including luxurious villas or large houses with multiple bedrooms, modern entertainment systems, and private pools.

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