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Best Kissimmee Apartments on Holiday Lettings - Vacation rentals

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6,168 Vacation rentals

Vacation villa rental

Kissimmee villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from $162 / night

$1,131 / week

1 / 37

Vacation condo in Kissimmee

Kissimmee condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $90 / night

$630 / week

1 / 20

Kissimmee Vacation villa rental

Kissimmee villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from $146 / night

$1,008 - $1,251 / week

1 / 30

Vacation villa in Kissimmee

Kissimmee villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 9

from $123 / night

$858 - $962 / week

1 / 16

Vacation home with swimming pool in Oak Island Cove

Kissimmee house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

from $153 / night

$1,043 / week

1 / 24

Kissimmee Vacation home rental

Kissimmee house

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 16

from $272 / night

$1,900 / week

1 / 37

Kissimmee Vacation villa rental

Kissimmee villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from $103 / night

$779 - $1,119 / week

1 / 24

Vacation villa with golf nearby in Cumbrian Lakes

Kissimmee villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

from $120 / night

$837 / week

1 / 21

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 with swimming pool in Kissimmee

Kissimmee villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $174 / night

$765 / week

1 / 22

Vacation villa in Doral Woods

Kissimmee villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from $168 / night

$1,175 - $1,647 / week

1 / 24

Vacation villa in Kissimmee

Kissimmee villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

from $132 / night

$904 - $1,043 / week

1 / 37

Vacation villa with swimming pool in Kissimmee

Kissimmee villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 14

from $201 / night

$1,403 / week

1 / 34

Lake Berkley Vacation villa rental

Kissimmee villa

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

from $247 / night

$1,815 / week

1 / 28

Vacation townhouse in Kissimmee

Kissimmee townhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from $139 / night

$834 / week

1 / 90

Vacation villa in Kissimmee

Kissimmee villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

from $162 / night

$1,131 / week

1 / 19

Emerald Isle Kissimmee Vacation villa rental

Kissimmee villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12

from $181 / night

$1,389 / week

1 / 56

Vacation villa in Kissimmee

Kissimmee villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

from $195 / night

$1,362 / week

1 / 28

Kissimmee Vacation villa rental

Kissimmee villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12

from $212 / night

$1,140 - $1,621 / week

1 / 74

Vacation townhouse with shared pool in Kissimmee

Kissimmee townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

from $102 / night

$714 - $866 / week

1 / 50

Vacation villa rental

Kissimmee villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from $137 / night

$960 / week

1 / 33

Villa rental in Kissimmee with swimming pool

Kissimmee villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $181 / night

$890 - $904 / week

1 / 46

Kissimmee Vacation villa rental

Kissimmee villa

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 12

from $217 / night

$1,515 / week

1 / 113

Vacation townhouse in Kissimmee

Kissimmee townhouse

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

from $161 / night

$974 - $1,787 / week

1 / 20

Vacation apartment in Kissimmee

Kissimmee apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $109 / night

$745 / week

1 / 7

Kissimmee Vacation villa rental

Kissimmee villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from $121 / night

$836 / week

1 / 40

Kissimmee Vacation villa rental

Kissimmee villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 9

from $145 / night

$1,008 - $1,182 / week

1 / 30

Vacation villa rental

Kissimmee villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from $172 / night

$1,203 / week

1 / 47

Kissimmee Vacation villa rental

Kissimmee villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $132 / night

$924 - $973 / week

1 / 18

Vacation villa rental

Kissimmee villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from $92 / night

$642 / week

1 / 20

Vacation condo in Kissimmee

Kissimmee condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

from $114 / night

$739 - $1,030 / week

1 / 16

Vacation home in Kissimmee

Kissimmee house

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 16

from $401 / night

$2,806 / week

1 / 58

Kissimmee Vacation townhouse rental

Kissimmee townhouse

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from $207 / night

$1,443 / week

1 / 15

Kissimmee Vacation townhouse rental

Kissimmee townhouse

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from $144 / night

$916 / week

1 / 36

Kissimmee Vacation villa rental

Kissimmee villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 14

from $567 / night

$3,321 / week

1 / 32

Bungalow rental in Kissimmee

Kissimmee bungalow

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

from $166 / night

$1,077 / week

1 / 49

Kissimmee Vacation home rental

Kissimmee house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from $115 / night

$687 - $1,100 / week

1 / 15

Villa rental in Kissimmee with swimming pool

Kissimmee villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

from $166 / night

$1,042 / week

1 / 54

Townhouse rental in Kissimmee

Kissimmee townhouse

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $109 / night

$762 / week

1 / 92

Vacation villa in Kissimmee

Kissimmee villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from $109 / night

$751 / week

1 / 22

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