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Best Kissimmee Apartments on Holiday Lettings - Vacation rentals

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6,125 Vacation rentals

Vacation home in Kissimmee

Kissimmee house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $144 / night

$916 / week

1 / 11

Kissimmee Vacation home rental

Kissimmee house

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 16

from $257 / night

$1,796 / week

1 / 37

Vacation villa with golf nearby in Cumbrian Lakes

Kissimmee villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

from $121 / night

$847 / week

1 / 21

Vacation villa rental

Kissimmee villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from $162 / night

$1,131 / week

1 / 37

Vacation home with swimming pool in Oak Island Cove

Kissimmee house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

from $157 / night

$1,068 / week

1 / 24

Vacation condo with shared pool, golf nearby in Kissimmee

Kissimmee condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $103 / night

$722 / week

1 / 17

Vacation villa in Kissimmee

Kissimmee villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

from $162 / night

$1,131 / week

1 / 19

Kissimmee Vacation villa rental

Kissimmee villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12

from $184 / night

$1,031 - $1,352 / week

1 / 74

Vacation villa in Kissimmee

Kissimmee villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 9

from $123 / night

$858 - $962 / week

1 / 16

Kissimmee Vacation villa rental

Kissimmee villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from $121 / night

$836 / week

1 / 40

Kissimmee Vacation home rental

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 12

from $126 / night

$882 / week

1 / 22

Vacation townhouse with shared pool in Kissimmee

Kissimmee townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

from $102 / night

$714 - $866 / week

1 / 50

Vacation condo in Kissimmee

Kissimmee condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $93 / night

$648 / week

1 / 20

Vacation condo in Kissimmee

Kissimmee condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

from $114 / night

$739 - $1,030 / week

1 / 16

Townhouse rental in Kissimmee

Kissimmee townhouse

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $109 / night

$762 / week

1 / 92

Kissimmee Vacation villa rental

Kissimmee villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 9

from $148 / night

$1,032 - $1,210 / week

1 / 30

Lake Berkley Vacation villa rental

Kissimmee villa

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

from $247 / night

$1,815 / week

1 / 28

Kissimmee Vacation home rental

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

from $172 / night

$1,203 / week

1 / 19

Vacation villa in Kissimmee

Kissimmee villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

from $157 / night

$987 / week

1 / 28

Vacation apartment in Kissimmee

Kissimmee apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $109 / night

$745 / week

1 / 7

Vacation villa in Doral Woods

Kissimmee villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from $172 / night

$1,203 - $1,502 / week

1 / 24

Vacation home in Kissimmee

Kissimmee house

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 16

from $401 / night

$2,806 / week

1 / 58

Vacation villa rental

Kissimmee villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from $92 / night

$642 / week

1 / 20

Kissimmee Vacation villa rental

Kissimmee villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from $150 / night

$1,032 - $1,281 / week

1 / 30

Apartment accommodation in Kissimmee

Kissimmee apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from $137 / night

$915 / week

1 / 54

Kissimmee Vacation villa rental

Kissimmee villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 14

from $567 / night

$3,321 / week

1 / 32

Vacation villa in Kissimmee

Kissimmee villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 9

from $121 / night

$802 - $2,004 / week

1 / 24

Vacation villa rental

Kissimmee villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from $157 / night

$997 - $1,281 / week

1 / 18

Kissimmee Vacation home rental

Kissimmee house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

from $144 / night

$1,002 / week

1 / 28

Vacation villa in Kissimmee

Kissimmee villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from $111 / night

$769 / week

1 / 22

Villa rental in Kissimmee

Kissimmee villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

from $320 / night

$2,237 / week

1 / 38

Vacation villa rental

Kissimmee villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12

from $157 / night

$1,071 / week

1 / 21

Vacation villa in Kissimmee

Kissimmee villa

  • 7 bedrooms
  • 4 bathrooms
  • sleeps 14

from $271 / night

$1,850 / week

1 / 95

Kissimmee Vacation townhouse rental

Kissimmee townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

from $137 / night

$954 / week

1 / 12

Vacation home rental

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from $92 / night

$550 - $1,031 / week

1 / 23

Kissimmee Vacation villa rental

Kissimmee villa

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 12

from $217 / night

$1,515 / week

1 / 113

Vacation villa with swimming pool in Kissimmee

Kissimmee villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 14

from $201 / night

$1,403 / week

1 / 34

Vacation home in Kissimmee

Kissimmee house

  • 15 bedrooms
  • 16 bathrooms
  • sleeps 36

from $1,603 / night

$11,221 / week

1 / 27

Kissimmee Vacation home rental

Kissimmee house

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 20

from $217 / night

$1,488 - $2,289 / week

1 / 29

Vacation hotel apartment with golf nearby in Kissimmee

Kissimmee hotel apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $125 / night

$874 - $1,114 / week

1 / 20

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