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Best Kissimmee Apartments on Holiday Lettings - Vacation rentals

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5,801 Vacation rentals

Vacation home in Kissimmee

Kissimmee house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $145 / night

$1,010 / week

1 / 69

Kissimmee Vacation home rental

Kissimmee house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $92 / night

$602 / week

1 / 26

Vacation villa in Kissimmee

Kissimmee villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

from $172 / night

$1,203 / week

1 / 29

Villa rental in Kissimmee with swimming pool

Kissimmee villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $205 / night

$1,094 - $1,240 / week

1 / 47

Vacation home in Kissimmee

Kissimmee house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 6

from $172 / night

$1,718 / week

1 / 13

Townhouse rental in Kissimmee

Kissimmee townhouse

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $137 / night

$954 / week

1 / 14

Vacation villa rental

Kissimmee villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from $115 / night

$802 / week

1 / 73

Vacation condo in Kissimmee

Kissimmee condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

from $136 / night

$653 / week

1 / 23

Vacation villa with swimming pool in Kissimmee

Kissimmee villa

  • 12 bedrooms
  • 12 bathrooms
  • sleeps 28

from $343 / night

$2,397 / week

1 / 45

Vacation apartment with shared pool in Kissimmee

Kissimmee apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $81 / night

$561 - $2,290 / week

1 / 8

Vacation townhouse in Kissimmee

Kissimmee townhouse

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

from $252 / night

$1,661 / week

1 / 21

Kissimmee Vacation apartment rental

Kissimmee apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $98 / night

$682 / week

1 / 58

Vacation villa rental

Kissimmee villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

from $205 / night

$1,429 / week

1 / 25

Vacation villa in Kissimmee

Kissimmee villa

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 10

from $161 / night

$962 - $3,206 / week

1 / 47

Vacation apartment in Kissimmee

Kissimmee apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $125 / night

$800 / week

1 / 70

Vacation villa rental

Kissimmee villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from $173 / night

$1,211 / week

1 / 31

Kissimmee Vacation home rental

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 12

from $138 / night

$962 / week

1 / 24

Vacation apartment in Kissimmee

Kissimmee apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $108 / night

$756 / week

1 / 13

Vacation apartment with shared pool in Kissimmee

Kissimmee apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $92 / night

$642 - $1,374 / week

1 / 4

Vacation condo in Kissimmee

Kissimmee condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from $115 / night

$802 / week

1 / 25

Vacation townhouse in Kissimmee

Kissimmee townhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from $205 / night

$1,435 / week

1 / 56

Kissimmee Vacation villa rental

Kissimmee villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from $344 / night

$2,405 - $2,685 / week

1 / 15

Kissimmee Vacation villa rental

Kissimmee villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 14

from $368 / night

$2,573 / week

1 / 82

Vacation home rental

Kissimmee house

  • 7 bedrooms
  • 4 bathrooms
  • sleeps 14

from $243 / night

$1,700 / week

1 / 37

Vacation apartment in Kissimmee

Kissimmee apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

from $114 / night

$794 / week

1 / 13

Vacation home rental

Kissimmee house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

from $238 / night

$1,661 / week

1 / 4

Home rental in Kissimmee with swimming pool

Kissimmee house

  • 12 bedrooms
  • 12 bathrooms
  • sleeps 30

from $411 / night

$2,878 / week

1 / 46

Vacation home with swimming pool in Kissimmee

Kissimmee house

  • 12 bedrooms
  • 12 bathrooms
  • sleeps 30

from $343 / night

$2,397 / week

1 / 59

Vacation home with swimming pool in Kissimmee

Kissimmee house

  • 12 bedrooms
  • 12 bathrooms
  • sleeps 29

from $343 / night

$2,397 / week

1 / 50

Vacation villa with swimming pool in Kissimmee

Kissimmee villa

  • 10 bedrooms
  • 8 bathrooms
  • sleeps 25

from $572 / night

$4,000 / week

1 / 7

Vacation home with swimming pool in Kissimmee

Kissimmee house

  • 12 bedrooms
  • 12 bathrooms
  • sleeps 29

from $686 / night

$4,801 / week

1 / 60

Kissimmee Vacation villa rental

Kissimmee villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $94 / night

$658 / week

1 / 14

Home rental in Kissimmee with swimming pool

Kissimmee house

  • 9 bedrooms
  • 5 bathrooms
  • sleeps 27

from $118 / night

$826 / week

1 / 89

Vacation home with swimming pool in Kissimmee

Kissimmee house

  • 9 bedrooms
  • 5 bathrooms
  • sleeps 26

from $118 / night

$826 / week

1 / 100

Vacation home in Kissimmee

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from $103 / night

$722 - $1,283 / week

1 / 20

Home rental in Kissimmee with shared pool

Kissimmee house

  • 12 bedrooms
  • 12 bathrooms
  • sleeps 24

from $573 / night

$4,008 / week

1 / 83

Kissimmee Vacation home rental

Kissimmee house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $118 / night

$826 / week

1 / 25

Villa rental in Kissimmee

Kissimmee villa

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 17

from $903 / night

$6,412 / week

1 / 20

Vacation home with swimming pool in Kissimmee

Kissimmee house

  • 12 bedrooms
  • 12 bathrooms
  • sleeps 35

from $516 / night

$3,607 / week

1 / 41

Vacation home with swimming pool in Kissimmee

Kissimmee house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12

from $118 / night

$826 / week

1 / 81

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