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

191 Vacation rentals

Applied filters (2)

Kissimmee Vacation home rental

Kissimmee house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $92 / night

$602 / week

1 / 26

Home rental in Kissimmee with indoor pool

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

from $138 / night

$962 / week

1 / 29

Vacation condo in Kissimmee

Kissimmee condo

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 11

from $158 / night

$1,106 / week

1 / 32

Vacation villa in Kissimmee

Kissimmee villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from $109 / night

$762 / week

1 / 59

Formosa Gardens Vacation home rental

Kissimmee house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 16

from $458 / night

$2,977 / week

1 / 36

Kissimmee City Vacation condo rental

Kissimmee condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $178 / night

$945 / week

1 / 14

Kissimmee Vacation home rental

Kissimmee house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

from $197 / night

$1,379 / week

1 / 28

Vacation condo in Kissimmee

Kissimmee condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $203 / night

$1,419 / week

1 / 6

Vacation villa with shared pool in Kissimmee

Kissimmee villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

from $275 / night

$1,924 / week

1 / 53

Vacation home in Kissimmee

Kissimmee house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $86 / night

$603 - $1,095 / week

1 / 35

Vacation home in Kissimmee

Kissimmee house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $113 / night

$787 - $1,339 / week

1 / 35

Townhouse rental in Kissimmee

Kissimmee townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from $166 / night

$1,031 / week

1 / 24

Vacation villa in Kissimmee

Kissimmee villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 14

from $228 / night

$1,595 / week

1 / 34

Vacation villa in Kissimmee

Kissimmee villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 16

from $228 / night

$1,595 / week

1 / 39

Vacation condo in Kissimmee

Kissimmee condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $119 / night

$834 / week

1 / 29

Kissimmee Vacation condo rental

Kissimmee condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from $130 / night

$906 / week

1 / 28

Kissimmee Vacation condo rental

Kissimmee condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 9

from $137 / night

$954 / week

1 / 25

Kissimmee Vacation home rental

Kissimmee house

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 20

from $260 / night

$1,820 / week

1 / 32

Vacation condo in Kissimmee

Kissimmee condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $122 / night

$850 / week

1 / 27

Kissimmee Vacation condo rental

Kissimmee condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $125 / night

$874 / week

1 / 25

Townhouse rental in Kissimmee

Kissimmee townhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

from $148 / night

$1,034 / week

1 / 32

Kissimmee Vacation townhouse rental

Kissimmee townhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 11

from $148 / night

$1,034 / week

1 / 30

Vacation townhouse in Kissimmee

Kissimmee townhouse

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12

from $171 / night

$1,195 / week

1 / 29

Vacation home in Kissimmee

Kissimmee house

  • 7 bedrooms
  • 6 bathrooms
  • sleeps 19

from $260 / night

$1,820 / week

1 / 37

Kissimmee Vacation condo rental

Kissimmee condo

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 11

from $148 / night

$1,034 / week

1 / 32

Vacation condo in Kissimmee

Kissimmee condo

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

from $148 / night

$1,034 / week

1 / 31

Condo rental in Kissimmee

Kissimmee condo

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from $148 / night

$1,034 / week

1 / 30

Kissimmee Vacation townhouse rental

Kissimmee townhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 11

from $148 / night

$1,034 / week

1 / 30

Condo rental in Kissimmee

Kissimmee condo

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

from $148 / night

$1,034 / week

1 / 30

Vacation condo rental

Kissimmee condo

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

from $148 / night

$1,034 / week

1 / 30

Vacation townhouse in Kissimmee

Kissimmee townhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 9

from $148 / night

$1,034 / week

1 / 29

Townhouse rental in Kissimmee

Kissimmee townhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

from $148 / night

$1,034 / week

1 / 27

Condo accommodation in Kissimmee

Kissimmee condo

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

from $148 / night

$1,034 / week

1 / 29

Condo rental in Kissimmee

Kissimmee condo

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

from $148 / night

$1,034 / week

1 / 29

Condo rental in Kissimmee

Kissimmee condo

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

from $148 / night

$1,034 / week

1 / 29

Kissimmee Vacation condo rental

Kissimmee condo

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

from $148 / night

$1,034 / week

1 / 29

Kissimmee Vacation condo rental

Kissimmee condo

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 11

from $148 / night

$1,034 / week

1 / 31

Vacation condo in Kissimmee

Kissimmee condo

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

from $148 / night

$1,034 / week

1 / 31

Vacation villa with shared pool, golf nearby in Orange Lake Resort

Kissimmee villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

from $248 / night

$1,737 - $2,142 / week

1 / 18

Vacation condo in Kissimmee

Kissimmee condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 7

from $122 / night

$850 / week

1 / 25

×

Also consider