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Best Kissimmee Apartments on Holiday Lettings - Vacation rentals

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154 Vacation rentals

Vacation condo in Kissimmee

Kissimmee condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

from $136 / night

$653 / week

1 / 23

Kissimmee Vacation condo rental

Kissimmee condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $125 / night

$801 / week

1 / 30

Vacation home rental

Kissimmee house

  • 9 bedrooms
  • 6 bathrooms
  • sleeps 18

from $346 / night

$2,421 / week

1 / 68

Vacation villa with swimming pool in Kissimmee

Kissimmee villa

  • 9 bedrooms
  • 5 bathrooms
  • sleeps 18

from $552 / night

$3,864 / week

1 / 78

Kissimmee Vacation villa rental

Kissimmee villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 16

from $1,030 / night

$7,206 / week

1 / 67

Kissimmee Vacation home rental

Kissimmee house

  • 8 bedrooms
  • 7 bathrooms
  • sleeps 18

from $516 / night

$3,607 / week

1 / 89

Home rental in Kissimmee with swimming pool

Kissimmee house

  • 7 bedrooms
  • 6 bathrooms
  • sleeps 24

from $237 / night

$1,660 / week

1 / 72

Kissimmee Vacation home accommodation

Kissimmee house

  • 7 bedrooms
  • 6 bathrooms
  • sleeps 12

from $275 / night

$1,924 / week

1 / 26

Kissimmee Vacation home accommodation

Kissimmee house

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 18

from $458 / night

$3,206 / week

1 / 34

Vacation home in Kissimmee

Kissimmee house

  • 9 bedrooms
  • 5 bathrooms
  • sleeps 20

from $359 / night

$2,509 / week

1 / 92

Vacation villa with swimming pool in Kissimmee

Kissimmee villa

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 16

from $533 / night

$3,727 / week

1 / 92

Vacation villa with swimming pool in Kissimmee

Kissimmee villa

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 16

from $533 / night

$3,727 / week

1 / 92

Vacation condo in Kissimmee

Kissimmee condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $108 / night

$754 / week

1 / 24

Kissimmee Vacation villa rental

Kissimmee villa

  • 9 bedrooms
  • 7 bathrooms
  • sleeps 18

from $552 / night

$3,864 / week

1 / 82

Vacation villa rental

Kissimmee villa

  • 9 bedrooms
  • 5 bathrooms
  • sleeps 18

from $552 / night

$3,864 / week

1 / 78

Villa rental in Kissimmee with swimming pool

Kissimmee villa

  • 9 bedrooms
  • 7 bathrooms
  • sleeps 18

from $552 / night

$3,864 / week

1 / 81

Vacation villa rental

Kissimmee villa

  • 7 bedrooms
  • 6 bathrooms
  • sleeps 14

from $490 / night

$3,431 / week

1 / 81

Kissimmee Vacation townhouse rental

Kissimmee townhouse

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 11

from $161 / night

$1,123 / week

1 / 24

Home rental in Kissimmee with swimming pool

Kissimmee house

  • 8 bedrooms
  • 7 bathrooms
  • sleeps 20

from $252 / night

$1,764 / week

1 / 49

Vacation townhouse in Kissimmee

Kissimmee townhouse

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from $166 / night

$1,163 / week

1 / 10

Vacation villa in Kissimmee

Kissimmee villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

from $401 / night

$2,726 - $4,489 / week

1 / 13

Vacation villa with swimming pool in Kissimmee

Kissimmee villa

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 10

from $335 / night

$2,341 / week

1 / 70

Vacation townhouse with swimming pool in Kissimmee

Kissimmee townhouse

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12

from $255 / night

$1,780 / week

1 / 50

Vacation villa rental

Kissimmee villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

from $330 / night

$2,309 / week

1 / 52

Vacation townhouse with swimming pool in Kissimmee

Kissimmee townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from $177 / night

$1,235 / week

1 / 44

Vacation villa with swimming pool in Kissimmee

Kissimmee villa

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 14

from $362 / night

$2,533 / week

1 / 43

Vacation condo in Kissimmee

Kissimmee condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 10

from $287 / night

$2,004 / week

1 / 4

Vacation condo in Kissimmee

Kissimmee condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $114 / night

$744 / week

1 / 31

Villa rental in Kissimmee with swimming pool

Kissimmee villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

from $335 / night

$2,341 / week

1 / 70

Vacation villa with swimming pool in Kissimmee

Kissimmee villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 11

from $276 / night

$1,932 / week

1 / 54

Kissimmee Vacation condo rental

Kissimmee condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $102 / night

$686 / week

1 / 34

Vacation villa with shared pool, golf nearby in Orange Lake Resort

Kissimmee villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

from $248 / night

$1,737 - $2,142 / week

1 / 18

Vacation condo with shared pool in Kissimmee

Kissimmee condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from $160 / night

$1,114 / week

1 / 28

Vacation villa with swimming pool in Kissimmee

Kissimmee villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

from $292 / night

$2,044 / week

1 / 54

Kissimmee Vacation home rental

Kissimmee house

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 18

from $344 / night

$2,405 / week

1 / 72

Villa rental in Kissimmee with swimming pool

Kissimmee villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

from $335 / night

$2,341 / week

1 / 54

Vacation condo with shared pool in Kissimmee

Kissimmee condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

from $197 / night

$1,374 / week

1 / 16

Kissimmee Vacation villa rental

Kissimmee villa

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 14

from $298 / night

$2,084 / week

1 / 59

Kissimmee Vacation cottage rental

Kissimmee cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

from $67 / night

$465 / week

1 / 15

Vacation villa in Kissimmee

Kissimmee villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

from $161 / night

$1,123 / week

1 / 38

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