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Best Kissimmee Apartments on Holiday Lettings - Vacation rentals

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Great rentals within 20 miles that match your search

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Vacation apartment in Kissimmee

Kissimmee apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Private fishing lake or river

from $228 / night

$1,595 / week

1 / 5

Great rentals within 20 miles that match your search

Vacation villa rental

Kissimmee villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Private fishing lake or river

from $180 / night

$1,260 / week

1 / 9

Great rentals within 20 miles that match your search

Kissimmee Vacation home rental

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Private fishing lake or river

from $121 / night

$802 / week

1 / 81

Great rentals within 20 miles that match your search

Home rental in Kissimmee

Kissimmee house

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 18

1 filter does not match: Private fishing lake or river

from $344 / night

$2,405 / week

1 / 64

Great rentals within 20 miles that match your search

Vacation villa rental

Kissimmee villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Private fishing lake or river

from $174 / night

$1,158 - $1,303 / week

1 / 18

Great rentals within 20 miles that match your search

Home rental in Kissimmee with swimming pool, golf nearby

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Private fishing lake or river

from $177 / night

$1,235 / week

1 / 25

Great rentals within 20 miles that match your search

Vacation villa with shared pool in Kissimmee

Kissimmee villa

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Private fishing lake or river

from $193 / night

$1,352 / week

1 / 7

Great rentals within 20 miles that match your search

Vacation villa rental

Kissimmee villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Private fishing lake or river

from $217 / night

$1,520 / week

1 / 41

Great rentals within 20 miles that match your search

Vacation home rental

Kissimmee house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

1 filter does not match: Private fishing lake or river

from $109 / night

$762 / week

1 / 84

Great rentals within 20 miles that match your search

Vacation villa in Kissimmee

Kissimmee villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

1 filter does not match: Private fishing lake or river

from $109 / night

$762 / week

1 / 59

Great rentals within 20 miles that match your search

Kissimmee Vacation villa rental

Kissimmee villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 16

1 filter does not match: Private fishing lake or river

from $1,030 / night

$7,206 / week

1 / 67

Great rentals within 20 miles that match your search

Kissimmee Vacation home rental

Kissimmee house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Private fishing lake or river

from $229 / night

$1,603 - $1,964 / week

1 / 51

Great rentals within 20 miles that match your search

Kissimmee Vacation villa rental

Kissimmee villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 9

1 filter does not match: Private fishing lake or river

from $193 / night

$2,634 / week

1 / 83

Great rentals within 20 miles that match your search

Vacation villa with indoor pool in Kissimmee

Kissimmee villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 14

1 filter does not match: Private fishing lake or river

from $229 / night

$2,405 / week

1 / 23

Great rentals within 20 miles that match your search

Vacation apartment with golf nearby in Kissimmee

Kissimmee apartment

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Private fishing lake or river

from $132 / night

$922 / week

1 / 40

Great rentals within 20 miles that match your search

Vacation apartment in Kissimmee

Kissimmee apartment

  • 3 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Private fishing lake or river

from $98 / night

$624 / week

1 / 13

Great rentals within 20 miles that match your search

Vacation apartment rental

Kissimmee apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Private fishing lake or river

from $178 / night

$1,243 - $1,483 / week

1 / 53

Great rentals within 20 miles that match your search

Vacation home accommodation

Kissimmee house

  • 9 bedrooms
  • 6 bathrooms
  • sleeps 18

1 filter does not match: Private fishing lake or river

from $344 / night

$2,405 / week

1 / 75

Great rentals within 20 miles that match your search

Vacation apartment in Kissimmee

Kissimmee apartment

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

1 filter does not match: Private fishing lake or river

from $149 / night

$1,042 / week

1 / 26

Great rentals within 20 miles that match your search

Home rental in Kissimmee

Kissimmee house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

1 filter does not match: Private fishing lake or river

from $155 / night

$1,082 / week

1 / 26

Great rentals within 20 miles that match your search

Vacation home in Kissimmee

Kissimmee house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

1 filter does not match: Private fishing lake or river

from $310 / night

$2,171 / week

1 / 23

Great rentals within 20 miles that match your search

Home rental in Kissimmee with indoor pool

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Private fishing lake or river

from $172 / night

$1,203 / week

1 / 98

Great rentals within 20 miles that match your search

Vacation villa rental

Kissimmee villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

1 filter does not match: Private fishing lake or river

from $189 / night

$2,863 / week

1 / 48

Great rentals within 20 miles that match your search

Vacation villa with golf nearby in Kissimmee

Kissimmee villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Private fishing lake or river

from $250 / night

$1,750 / week

1 / 21

Great rentals within 20 miles that match your search

Kissimmee Vacation villa rental

Kissimmee villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 14

1 filter does not match: Private fishing lake or river

from $265 / night

$1,852 / week

1 / 49

Great rentals within 20 miles that match your search

Kissimmee City Vacation condo rental

Kissimmee condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Private fishing lake or river

from $178 / night

$945 / week

1 / 14

Great rentals within 20 miles that match your search

Windsor Hills Resort Vacation townhouse rental

Kissimmee townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Private fishing lake or river

from $160 / night

$1,114 / week

1 / 42

Great rentals within 20 miles that match your search

Kissimmee Vacation townhouse rental

Kissimmee townhouse

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 12

1 filter does not match: Private fishing lake or river

from $149 / night

$1,042 / week

1 / 35

Great rentals within 20 miles that match your search

Vacation condo with shared pool in Kissimmee

Kissimmee condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Private fishing lake or river

from $160 / night

$1,114 / week

1 / 28

Great rentals within 20 miles that match your search

Vacation condo with shared pool in Kissimmee

Kissimmee condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Private fishing lake or river

from $197 / night

$1,374 / week

1 / 16

Great rentals within 20 miles that match your search

Kissimmee Vacation townhouse rental

Kissimmee townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Private fishing lake or river

from $138 / night

$1,042 - $1,203 / week

1 / 100

Great rentals within 20 miles that match your search

Kissimmee Vacation home rental

Kissimmee house

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 17

1 filter does not match: Private fishing lake or river

from $458 / night

$3,206 / week

1 / 36

Great rentals within 20 miles that match your search

Townhouse rental in Kissimmee

Kissimmee townhouse

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Private fishing lake or river

from $115 / night

$802 / week

1 / 92

Great rentals within 20 miles that match your search

Vacation villa in Kissimmee

Kissimmee villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 14

1 filter does not match: Private fishing lake or river

from $265 / night

$1,852 / week

1 / 48

Great rentals within 20 miles that match your search

Kissimmee Vacation townhouse rental

Kissimmee townhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Private fishing lake or river

from $377 / night

$2,290 / week

1 / 5

Great rentals within 20 miles that match your search

Vacation apartment accommodation

Kissimmee apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Private fishing lake or river

from $121 / night

$842 / week

1 / 23

Great rentals within 20 miles that match your search

Kissimmee Vacation townhouse rental

Kissimmee townhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

1 filter does not match: Private fishing lake or river

from $132 / night

$922 / week

1 / 29

Great rentals within 20 miles that match your search

Formosa Gardens Vacation home rental

Kissimmee house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 16

1 filter does not match: Private fishing lake or river

from $458 / night

$2,977 / week

1 / 36

Great rentals within 20 miles that match your search

Vacation home in Kissimmee

Kissimmee house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Private fishing lake or river

from $149 / night

$1,042 / week

1 / 41

Great rentals within 20 miles that match your search

Home rental in Kissimmee

Kissimmee house

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 20

1 filter does not match: Private fishing lake or river

from $344 / night

$2,405 / week

1 / 63

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