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Best Kissimmee Apartments on Holiday Lettings - Vacation rentals

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1 Vacation rentals

Vacation villa with swimming pool in Kissimmee

Kissimmee villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 11

from $125 / night

$855 - $3,294 / week

1 / 46

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Vacation villa rental

Kissimmee villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Private outdoor pool (unheated)

from $180 / night

$1,260 / week

1 / 9

Kissimmee Vacation apartment rental

Kissimmee apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Private outdoor pool (unheated)

from $115 / night

$802 / week

1 / 4

Kissimmee Vacation villa rental

Kissimmee villa

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 20

1 filter does not match: Staffed property

from $687 / night

$4,580 - $4,901 / week

1 / 25

Home rental in Kissimmee with swimming pool, golf nearby

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Staffed property

from $177 / night

$1,235 / week

1 / 25

Vacation villa with swimming pool, golf nearby in Kissimmee

Kissimmee villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 13

1 filter does not match: Staffed property

from $220 / night

$1,546 / week

1 / 30

Kissimmee Vacation villa rental

Kissimmee villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Staffed property

from $132 / night

$922 - $1,363 / week

1 / 38

Vacation villa with swimming pool in Kissimmee

Kissimmee villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 14

1 filter does not match: Staffed property

from $218 / night

$1,523 / week

1 / 34

Kissimmee Vacation home rental

Kissimmee house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Private outdoor pool (unheated)

from $229 / night

$1,603 - $1,964 / week

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Vacation home with swimming pool in Kissimmee

Kissimmee house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 7

1 filter does not match: Staffed property

from $166 / night

$1,145 - $1,546 / week

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Vacation villa with indoor pool in Kissimmee

Kissimmee villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 14

1 filter does not match: Staffed property

from $229 / night

$2,405 / week

1 / 23

Kissimmee Vacation villa rental

Kissimmee villa

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 16

1 filter does not match: Staffed property

from $172 / night

$1,443 - $3,206 / week

1 / 94

Vacation townhouse in Kissimmee

Kissimmee townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Staffed property

from $137 / night

$954 / week

1 / 57

Vacation villa with golf nearby in Kissimmee

Kissimmee villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Private outdoor pool (unheated)

from $250 / night

$1,750 / week

1 / 21

Kissimmee Vacation villa rental

Kissimmee villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 14

1 filter does not match: Staffed property

from $265 / night

$1,852 / week

1 / 49

Vacation villa with swimming pool in Kissimmee

Kissimmee villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

1 filter does not match: Staffed property

from $226 / night

$1,798 - $3,650 / week

1 / 67

Vacation villa rental

Kissimmee villa

  • 7 bedrooms
  • 6 bathrooms
  • sleeps 20

1 filter does not match: Staffed property

from $286 / night

$1,911 / week

1 / 105

Vacation home rental

Kissimmee house

  • 7 bedrooms
  • 4 bathrooms
  • sleeps 14

1 filter does not match: Staffed property

from $243 / night

$1,700 / week

1 / 37

Vacation condo with shared pool in Kissimmee

Kissimmee condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Private outdoor pool (unheated)

from $197 / night

$1,374 / week

1 / 16

Kissimmee Vacation home rental

Kissimmee house

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 17

1 filter does not match: Staffed property

from $458 / night

$3,206 / week

1 / 36

Vacation villa in Kissimmee

Kissimmee villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 14

1 filter does not match: Staffed property

from $265 / night

$1,852 / week

1 / 48

Vacation villa in Kissimmee

Kissimmee villa

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 18

1 filter does not match: Staffed property

from $265 / night

$1,852 / week

1 / 51

Kissimmee Vacation villa rental

Kissimmee villa

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 18

1 filter does not match: Staffed property

from $265 / night

$1,852 / week

1 / 49

Terra Verde Resort Vacation villa rental

Kissimmee villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 9

1 filter does not match: Private outdoor pool (unheated)

from $172 / night

$1,123 / week

1 / 22

Vacation villa rental

Kissimmee villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Staffed property

from $144 / night

$1,002 / week

1 / 35

Vacation condo in Kissimmee

Kissimmee condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Private outdoor pool (unheated)

from $270 / night

$1,890 / week

1 / 14

Vacation villa with swimming pool, golf nearby in Kissimmee

Kissimmee villa

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 18

1 filter does not match: Staffed property

from $407 / night

$2,846 / week

1 / 56

Vacation home in Kissimmee

Kissimmee house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Staffed property

from $149 / night

$1,042 / week

1 / 41

Vacation home with swimming pool in Kissimmee

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Staffed property

from $172 / night

$1,203 / week

1 / 26

Home rental in Kissimmee with swimming pool

Kissimmee house

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 22

1 filter does not match: Staffed property

from $602 / night

$4,208 / week

1 / 33

Vacation home rental

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

1 filter does not match: Staffed property

from $212 / night

$1,483 / week

1 / 48

Vacation villa in Kissimmee City

Kissimmee villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Staffed property

from $127 / night

$854 - $1,010 / week

1 / 58

Vacation townhouse in Kissimmee

Kissimmee townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Private outdoor pool (unheated)

from $102 / night

$708 / week

1 / 14

Vacation home with swimming pool in Oak Island Cove

Kissimmee house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

1 filter does not match: Staffed property

from $155 / night

$1,086 / week

1 / 24

Vacation villa with swimming pool in Kissimmee

Kissimmee villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Staffed property

from $217 / night

$1,013 / week

1 / 22

Vacation villa with swimming pool in Emerald Isle Kissimmee

Kissimmee villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

1 filter does not match: Staffed property

from $189 / night

$1,317 / week

1 / 39

Kissimmee Vacation villa rental

Kissimmee villa

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

1 filter does not match: Staffed property

from $166 / night

$1,158 - $1,448 / week

1 / 35

Villa rental in Kissimmee with swimming pool

Kissimmee villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Staffed property

from $189 / night

$1,317 / week

1 / 61

Villa rental in Kissimmee with swimming pool

Kissimmee villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Staffed property

from $203 / night

$1,086 - $1,187 / week

1 / 47

Emerald Isle Kissimmee Vacation villa rental

Kissimmee villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12

1 filter does not match: Staffed property

from $283 / night

$1,976 / week

1 / 56

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