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Best Kissimmee Apartments on Holiday Lettings - Vacation rentals

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124 Vacation rentals

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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

Kissimmee Vacation villa rental

Kissimmee villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 16

from $1,030 / night

$7,206 / week

1 / 67

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 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

Kissimmee Vacation townhouse rental

Kissimmee townhouse

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 11

from $161 / night

$1,123 / week

1 / 24

Vacation villa with swimming pool in Kissimmee

Kissimmee villa

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 10

from $335 / night

$2,341 / week

1 / 70

Vacation villa rental

Kissimmee villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

from $330 / night

$2,309 / week

1 / 52

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

Kissimmee Vacation condo rental

Kissimmee condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $102 / night

$686 / week

1 / 34

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

Condo rental in Kissimmee

Kissimmee condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $114 / night

$744 / week

1 / 37

Townhouse rental in Kissimmee

Kissimmee townhouse

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $115 / night

$802 / week

1 / 92

Vacation home rental

Kissimmee house

  • 9 bedrooms
  • 6 bathrooms
  • sleeps 18

from $401 / night

$2,806 / week

1 / 68

Vacation townhouse in Kissimmee

Kissimmee townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

from $172 / night

$1,203 / week

1 / 16

Kissimmee Vacation home rental

Kissimmee house

  • 9 bedrooms
  • 6 bathrooms
  • sleeps 24

from $458 / night

$3,206 / week

1 / 57

Vacation villa in Kissimmee

Kissimmee villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 9

from $287 / night

$2,004 / week

1 / 30

Vacation villa in Kissimmee

Kissimmee villa

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 18

from $265 / night

$1,852 / week

1 / 47

Vacation villa in Kissimmee

Kissimmee villa

  • 9 bedrooms
  • 6 bathrooms
  • sleeps 24

from $487 / night

$3,407 / week

1 / 80

Hotel apartment rental in Kissimmee with golf nearby

Kissimmee hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $201 / night

$1,374 / week

1 / 11

Vacation home in Kissimmee

Kissimmee house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12

from $229 / night

$1,603 / week

1 / 19

Vacation villa in Emerald Isle Kissimmee

Kissimmee villa

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 12

from $218 / night

$1,460 - $2,004 / week

1 / 19

Villa accommodation in Kissimmee

Kissimmee villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

from $430 / night

$3,006 / week

1 / 6

Home rental in Kissimmee with swimming pool

Kissimmee house

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 22

from $602 / night

$4,208 / week

1 / 33

Vacation apartment in Kissimmee

Kissimmee apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $125 / night

$801 / week

1 / 32

Vacation home in Kissimmee

Kissimmee house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

from $149 / night

$1,042 / week

1 / 41

Villa rental in Kissimmee with swimming pool

Kissimmee villa

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 18

from $265 / night

$1,852 / week

1 / 48

Vacation villa in Kissimmee

Kissimmee villa

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 18

from $265 / night

$1,852 / week

1 / 51

Vacation villa accommodation

Kissimmee villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 11

from $802 / night

$5,611 / week

1 / 23

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