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Best Kissimmee Apartments on Holiday Lettings - Vacation rentals

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49 Vacation rentals

Kissimmee Vacation villa rental

Kissimmee villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 14

from $368 / night

$2,573 / week

1 / 82

Vacation condo in Kissimmee

Kissimmee condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $115 / night

$802 / week

1 / 20

Vacation townhouse with golf nearby in Kissimmee

Kissimmee townhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

from $163 / night

$1,139 / week

1 / 20

Kissimmee Vacation condo rental

Kissimmee condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

from $180 / night

$1,248 / week

1 / 9

Vacation condo in Kissimmee

Kissimmee condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $114 / night

$744 / week

1 / 31

Vacation condo with shared pool in Kissimmee

Kissimmee condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from $160 / night

$1,114 / week

1 / 28

Vacation home rental

Kissimmee house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 11

from $194 / night

$1,355 / week

1 / 30

Vacation villa in Emerald Isle Kissimmee

Kissimmee villa

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 12

from $218 / night

$1,460 - $2,004 / week

1 / 19

Vacation apartment in Kissimmee

Kissimmee apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $125 / night

$801 / week

1 / 32

Vacation villa with golf nearby in Kissimmee

Kissimmee villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

from $516 / night

$3,607 / week

1 / 38

Vacation villa in Kissimmee

Kissimmee villa

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 18

from $265 / night

$1,852 / week

1 / 51

Villa rental in Kissimmee with swimming pool

Kissimmee villa

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 18

from $265 / night

$1,852 / week

1 / 48

Townhouse rental in Kissimmee

Kissimmee townhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

from $117 / night

$818 / week

1 / 44

Townhouse rental in Kissimmee

Kissimmee townhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

from $117 / night

$818 / week

1 / 50

Vacation apartment in Kissimmee

Kissimmee apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $114 / night

$744 / week

1 / 28

Apartment rental in Kissimmee

Kissimmee apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from $126 / night

$859 / week

1 / 13

Vacation townhouse in Kissimmee

Kissimmee townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

from $171 / night

$1,195 / week

1 / 41

Vacation condo in Kissimmee

Kissimmee condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $114 / night

$744 / week

1 / 32

Vacation condo in Kissimmee

Kissimmee condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $114 / night

$744 / week

1 / 33

Vacation condo in Kissimmee

Kissimmee condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $114 / night

$744 / week

1 / 35

Vacation condo in Kissimmee

Kissimmee condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $114 / night

$744 / week

1 / 32

Kissimmee Vacation apartment rental

Kissimmee apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $114 / night

$744 / week

1 / 32

Kissimmee Vacation apartment rental

Kissimmee apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $114 / night

$744 / week

1 / 30

Kissimmee Vacation apartment rental

Kissimmee apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $114 / night

$744 / week

1 / 36

Villa rental in Kissimmee with swimming pool

Kissimmee villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 14

from $265 / night

$1,852 / week

1 / 48

Vacation apartment in Kissimmee

Kissimmee apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $228 / night

$1,595 / week

1 / 5

Kissimmee Vacation condo rental

Kissimmee condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $102 / night

$686 / week

1 / 21

Townhouse rental in Kissimmee

Kissimmee townhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 11

from $144 / night

$1,145 / week

1 / 32

Vacation villa rental

Kissimmee villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $180 / night

$1,260 / week

1 / 9

Vacation townhouse in Kissimmee

Kissimmee townhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

from $117 / night

$818 / week

1 / 48

Kissimmee Vacation townhouse rental

Kissimmee townhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

from $377 / night

$2,290 / week

1 / 5

Villa rental in Kissimmee

Kissimmee villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 14

from $401 / night

$2,806 / week

1 / 72

Vacation villa with shared pool, golf nearby in Kissimmee

Kissimmee villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

from $408 / night

$2,854 - $3,254 / week

1 / 26

Vacation townhouse in Kissimmee

Kissimmee townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

from $178 / night

$1,243 / week

1 / 42

Vacation townhouse in Kissimmee

Kissimmee townhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

from $117 / night

$806 / week

1 / 50

Vacation townhouse with shared pool in Kissimmee

Kissimmee townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 12

from $217 / night

$1,515 / week

1 / 38

Vacation villa with shared pool, golf nearby in Kissimmee

Kissimmee villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

from $275 / night

$1,924 / week

1 / 39

Townhouse rental in Kissimmee

Kissimmee townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from $138 / night

$962 / week

1 / 37

Windsor Hills Resort Vacation townhouse rental

Kissimmee townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

from $160 / night

$1,114 / week

1 / 42

Kissimmee Vacation villa accommodation

Kissimmee villa

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 12

from $287 / night

$2,004 / week

1 / 62

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