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Best Kissimmee Apartments on Holiday Lettings - Vacation rentals

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20 Vacation rentals

Vacation villa with swimming pool, golf nearby in Kissimmee

Kissimmee villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 13

from $220 / night

$1,546 / week

1 / 30

Vacation townhouse in Kissimmee

Kissimmee townhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from $253 / night

$1,085 / week

1 / 90

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 villa with golf nearby in Kissimmee

Kissimmee villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

from $516 / night

$3,607 / week

1 / 38

Kissimmee Vacation villa rental

Kissimmee villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 12

from $327 / night

$2,285 / week

1 / 39

Vacation villa in Kissimmee

Kissimmee villa

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 16

from $430 / night

$3,006 / week

1 / 77

Townhouse rental in Kissimmee

Kissimmee townhouse

  • 3 bedrooms
  • 6 bathrooms
  • sleeps 8

from $195 / night

$1,363 / week

1 / 47

Kissimmee Vacation villa rental

Kissimmee villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from $174 / night

$1,215 - $3,542 / week

1 / 24

Vacation villa in Kissimmee

Kissimmee villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 14

from $430 / night

$3,006 / week

1 / 108

Villa rental in Kissimmee

Kissimmee villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 14

from $401 / night

$2,806 / week

1 / 72

Villa rental in Kissimmee

Kissimmee villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 14

from $430 / night

$3,006 / week

1 / 99

Vacation villa in Kissimmee

Kissimmee villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 14

from $298 / night

$2,084 / week

1 / 53

Vacation villa in Kissimmee

Kissimmee villa

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 16

from $430 / night

$3,006 / week

1 / 100

Windsor Hills Resort Vacation townhouse rental

Kissimmee townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

from $160 / night

$1,114 / week

1 / 42

Kissimmee Vacation home rental

Kissimmee house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 12

from $550 / night

$3,848 / week

1 / 41

Kissimmee Vacation home rental

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from $210 / night

$1,446 / week

1 / 15

Vacation villa in Emerald Isle Kissimmee

Kissimmee villa

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 16

from $401 / night

$2,806 / week

1 / 59

Villa accommodation in Kissimmee with swimming pool, golf nearby

Kissimmee villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 13

from $400 / night

$2,798 / week

1 / 60

Villa rental in Kissimmee

Kissimmee villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 14

from $401 / night

$2,806 / week

1 / 68

Vacation townhouse in Kissimmee

Kissimmee townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from $101 / night

$707 / week

1 / 14

These homes match some but not all of your filters.

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Kissimmee Vacation home rental

Kissimmee house

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 16

1 filter does not match: Private outdoor pool (heated)

from $401 / night

$2,806 / week

1 / 30

Vacation villa in Kissimmee

Kissimmee villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Private outdoor pool (heated)

from $184 / night

$1,283 / week

1 / 52

Home rental in Kissimmee

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

1 filter does not match: Private outdoor pool (heated)

from $1,718 / night

$12,023 / week

1 / 15

Vacation apartment with shared pool in Kissimmee

Kissimmee apartment

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Private outdoor pool (heated)

from $286 / night

$2,003 / week

1 / 4

Vacation villa rental

Kissimmee villa

  • 9 bedrooms
  • 7 bathrooms
  • sleeps 24

1 filter does not match: Private outdoor pool (heated)

from $478 / night

$3,343 / week

1 / 66

Vacation condo in Kissimmee

Kissimmee condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Private outdoor pool (heated)

from $166 / night

$1,163 / week

1 / 1

Vacation apartment in Kissimmee

Kissimmee apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Private outdoor pool (heated)

from $102 / night

$687 / week

1 / 21

Apartment rental in Kissimmee

Kissimmee apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Private outdoor pool (heated)

from $157 / night

$972 / week

1 / 45

Condo rental in Kissimmee

Kissimmee condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Private outdoor pool (heated)

from $182 / night

$1,275 / week

1 / 35

Vacation condo with shared pool in Kissimmee

Kissimmee condo

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Private outdoor pool (heated)

from $138 / night

$962 / week

1 / 17

Apartment rental in Kissimmee

Kissimmee apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Private outdoor pool (heated)

from $171 / night

$1,195 / week

1 / 16

Kissimmee Vacation villa rental

Kissimmee villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Private outdoor pool (heated)

from $249 / night

$1,743 / week

1 / 16

Vacation home rental

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

1 filter does not match: Shared outdoor pool (heated)

from $115 / night

$802 / week

1 / 24

Kissimmee Vacation villa rental

Kissimmee villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

1 filter does not match: Shared outdoor pool (heated)

from $275 / night

$1,924 / week

1 / 51

Vacation home in Kissimmee

Kissimmee house

  • 7 bedrooms
  • 6 bathrooms
  • sleeps 16

1 filter does not match: Shared outdoor pool (heated)

from $287 / night

$2,290 / week

1 / 50

Vacation home in Kissimmee

Kissimmee house

  • 9 bedrooms
  • 5 bathrooms
  • sleeps 26

1 filter does not match: Shared outdoor pool (heated)

from $686 / night

$4,801 / week

1 / 33

Vacation condo in Kissimmee

Kissimmee condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Private outdoor pool (heated)

from $182 / night

$1,275 / week

1 / 50

Kissimmee Vacation villa rental

Kissimmee villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

1 filter does not match: Private outdoor pool (heated)

from $273 / night

$1,908 / week

1 / 110

Kissimmee Vacation villa rental

Kissimmee villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 10

1 filter does not match: Private outdoor pool (heated)

from $351 / night

$2,453 / week

1 / 76

Vacation apartment in Kissimmee

Kissimmee apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Private outdoor pool (heated)

from $108 / night

$756 / week

1 / 13

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