Updating

Tell us your dates, and we will find the most accurate rates and availability for you

Updating

Best Kissimmee Apartments on Holiday Lettings - Vacation rentals

All filters (2)

Filters (2)

Clear filters

84 Vacation rentals

Vacation apartment in Kissimmee

Kissimmee apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $155 / night

$1,082 / week

1 / 33

Kissimmee Vacation villa rental

Kissimmee villa

  • 9 bedrooms
  • 7 bathrooms
  • sleeps 18

from $552 / night

$3,864 / week

1 / 112

Vacation villa with swimming pool in Kissimmee

Kissimmee villa

  • 10 bedrooms
  • 8 bathrooms
  • sleeps 20

from $675 / night

$4,721 / week

1 / 88

Vacation villa with swimming pool in Kissimmee

Kissimmee villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

from $335 / night

$2,341 / week

1 / 61

Vacation villa rental

Kissimmee villa

  • 9 bedrooms
  • 6 bathrooms
  • sleeps 18

from $552 / night

$3,864 / week

1 / 86

Vacation villa with swimming pool in Kissimmee

Kissimmee villa

  • 9 bedrooms
  • 7 bathrooms
  • sleeps 18

from $552 / night

$3,864 / week

1 / 106

Vacation villa with swimming pool in Kissimmee

Kissimmee villa

  • 9 bedrooms
  • 6 bathrooms
  • sleeps 18

from $552 / night

$3,864 / week

1 / 87

Vacation villa in Kissimmee

Kissimmee villa

  • 9 bedrooms
  • 7 bathrooms
  • sleeps 18

from $552 / night

$3,864 / week

1 / 106

Villa rental in Kissimmee with swimming pool

Kissimmee villa

  • 9 bedrooms
  • 6 bathrooms
  • sleeps 20

from $552 / night

$3,864 / week

1 / 58

Kissimmee Vacation villa rental

Kissimmee villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 16

from $1,030 / night

$7,206 / week

1 / 67

Vacation villa accommodation

Kissimmee villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 12

from $368 / night

$2,573 / week

1 / 87

Vacation villa with swimming pool in Kissimmee

Kissimmee villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 12

from $368 / night

$2,573 / week

1 / 72

Vacation townhouse with swimming pool in Kissimmee

Kissimmee townhouse

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12

from $267 / night

$1,868 / week

1 / 67

Vacation home with swimming pool in Kissimmee

Kissimmee house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 12

from $368 / night

$2,573 / week

1 / 78

Vacation villa with swimming pool in Kissimmee

Kissimmee villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 12

from $368 / night

$2,573 / week

1 / 78

Vacation townhouse rental

Kissimmee townhouse

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

from $213 / night

$1,491 / week

1 / 77

Vacation villa with swimming pool in Kissimmee

Kissimmee villa

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 16

from $533 / night

$3,727 / week

1 / 78

Villa rental in Kissimmee with swimming pool

Kissimmee villa

  • 9 bedrooms
  • 7 bathrooms
  • sleeps 21

from $552 / night

$3,864 / week

1 / 112

Vacation villa with swimming pool in Kissimmee

Kissimmee villa

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 16

from $533 / night

$3,727 / week

1 / 92

Vacation townhouse with swimming pool in Kissimmee

Kissimmee townhouse

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12

from $267 / night

$1,868 / week

1 / 67

Vacation home in Kissimmee

Kissimmee house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

from $227 / night

$1,587 / week

1 / 83

Vacation townhouse with swimming pool in Kissimmee

Kissimmee townhouse

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

from $227 / night

$1,587 / week

1 / 83

Vacation townhouse with swimming pool in Kissimmee

Kissimmee townhouse

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

from $213 / night

$1,491 / week

1 / 74

Villa rental in Kissimmee with swimming pool

Kissimmee villa

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 16

from $469 / night

$3,279 / week

1 / 48

Kissimmee Vacation villa rental

Kissimmee villa

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 16

from $533 / night

$3,727 / week

1 / 78

Kissimmee Vacation townhouse rental

Kissimmee townhouse

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

from $227 / night

$1,587 / week

1 / 68

Vacation townhouse with swimming pool in Kissimmee

Kissimmee townhouse

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

from $227 / night

$1,587 / week

1 / 77

Vacation townhouse with swimming pool in Kissimmee

Kissimmee townhouse

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

from $227 / night

$1,587 / week

1 / 69

Townhouse rental in Kissimmee with swimming pool

Kissimmee townhouse

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

from $227 / night

$1,587 / week

1 / 76

Kissimmee Vacation villa rental

Kissimmee villa

  • 9 bedrooms
  • 7 bathrooms
  • sleeps 18

from $552 / night

$3,864 / week

1 / 82

Villa rental in Kissimmee with swimming pool

Kissimmee villa

  • 9 bedrooms
  • 7 bathrooms
  • sleeps 18

from $552 / night

$3,864 / week

1 / 81

Vacation villa with swimming pool in Kissimmee

Kissimmee villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 12

from $368 / night

$2,573 / week

1 / 79

Villa rental in Kissimmee with swimming pool

Kissimmee villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from $264 / night

$1,844 / week

1 / 87

Vacation villa in Kissimmee

Kissimmee villa

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 16

from $482 / night

$3,375 / week

1 / 59

Vacation villa with swimming pool in Kissimmee

Kissimmee villa

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 20

from $482 / night

$3,375 / week

1 / 61

Vacation villa rental

Kissimmee villa

  • 7 bedrooms
  • 6 bathrooms
  • sleeps 14

from $490 / night

$3,431 / week

1 / 81

Vacation villa in Kissimmee

Kissimmee villa

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 14

from $362 / night

$2,533 / week

1 / 55

Vacation villa rental

Kissimmee villa

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 16

from $469 / night

$3,279 / week

1 / 49

Vacation townhouse rental

Kissimmee townhouse

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

from $227 / night

$1,587 / week

1 / 71

Vacation home in Kissimmee

Kissimmee house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

from $227 / night

$1,587 / week

1 / 71

×

Also consider