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Best Kissimmee Apartments on Holiday Lettings - Vacation rentals

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1,899 Vacation rentals

Vacation villa with golf nearby in Cumbrian Lakes

Kissimmee villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

from $133 / night

$930 / week

1 / 21

Vacation home with swimming pool in Oak Island Cove

Kissimmee house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

from $150 / night

$1,048 / week

1 / 24

Home rental in Kissimmee with swimming pool

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from $212 / night

$1,432 / week

1 / 68

Home rental in Kissimmee with indoor pool

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

from $172 / night

$1,203 / week

1 / 29

Vacation villa in Kissimmee

Kissimmee villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

from $172 / night

$1,203 / week

1 / 29

Kissimmee Vacation home rental

Kissimmee house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $92 / night

$602 / week

1 / 26

Vacation villa in Kissimmee

Kissimmee villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

from $184 / night

$1,283 / week

1 / 43

Vacation home rental

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from $175 / night

$1,225 / week

1 / 15

Vacation villa rental

Kissimmee villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from $173 / night

$1,371 / week

1 / 37

Vacation villa in Kissimmee

Kissimmee villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from $138 / night

$790 / week

1 / 4

Villa rental in Kissimmee with swimming pool

Kissimmee villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $189 / night

$909 - $1,146 / week

1 / 47

Kissimmee Vacation villa rental

Kissimmee villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 11

from $189 / night

$1,088 - $1,489 / week

1 / 68

Kissimmee Vacation apartment rental

Kissimmee apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $98 / night

$682 / week

1 / 58

Kissimmee Vacation home rental

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from $367 / night

$2,565 / week

1 / 13

Vacation apartment in Kissimmee

Kissimmee apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 10

from $138 / night

$1,002 / week

1 / 13

Kissimmee Vacation villa accommodation

Kissimmee villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

from $252 / night

$1,764 / week

1 / 38

Vacation townhouse in Kissimmee

Kissimmee townhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from $245 / night

$1,048 / week

1 / 90

Vacation apartment with shared pool in Kissimmee

Kissimmee apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $74 / night

$516 - $1,374 / week

1 / 8

Vacation villa rental

Kissimmee villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

from $144 / night

$1,002 / week

1 / 35

Vacation villa rental

Kissimmee villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

from $196 / night

$1,370 / week

1 / 25

Vacation villa in Kissimmee

Kissimmee villa

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 10

from $207 / night

$1,432 - $3,206 / week

1 / 36

Vacation condo in Kissimmee

Kissimmee condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $98 / night

$685 / week

1 / 20

Vacation home in Kissimmee

Kissimmee house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

from $172 / night

$1,203 / week

1 / 50

Vacation townhouse with indoor pool in Kissimmee

Kissimmee townhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

from $189 / night

$1,323 / week

1 / 37

Vacation condo in Kissimmee

Kissimmee condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $115 / night

$802 / week

1 / 20

Kissimmee Vacation condo rental

Kissimmee condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $161 / night

$1,123 / week

1 / 21

Vacation home rental

Kissimmee house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 11

from $147 / night

$874 - $1,118 / week

1 / 40

Home rental in Kissimmee with shared pool

Kissimmee house

  • 12 bedrooms
  • 12 bathrooms
  • sleeps 24

from $573 / night

$6,870 / week

1 / 83

Vacation home in Kissimmee

Kissimmee house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from $110 / night

$770 / week

1 / 20

Vacation home with swimming pool in Kissimmee

Kissimmee house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

from $184 / night

$1,283 / week

1 / 34

Kissimmee Vacation home rental

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from $207 / night

$1,443 / week

1 / 25

Vacation home rental

Kissimmee house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 10

from $287 / night

$1,890 - $2,290 / week

1 / 41

Vacation home in Kissimmee

Kissimmee house

  • 7 bedrooms
  • 6 bathrooms
  • sleeps 16

from $237 / night

$1,660 / week

1 / 52

Vacation home with swimming pool in Kissimmee

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

from $138 / night

$962 / week

1 / 40

Kissimmee Vacation home rental

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from $92 / night

$550 - $1,031 / week

1 / 15

Vacation home with shared pool in Kissimmee

Kissimmee house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 12

from $229 / night

$1,145 / week

1 / 5

Vacation villa rental

Kissimmee villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from $161 / night

$1,125 / week

1 / 37

Kissimmee Vacation villa rental

Kissimmee villa

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 17

from $308 / night

$1,946 / week

1 / 20

Kissimmee Vacation villa rental

Kissimmee villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from $344 / night

$2,405 - $2,685 / week

1 / 15

Vacation villa in Kissimmee

Kissimmee villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from $195 / night

$1,363 / week

1 / 24

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