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50 Best Kissimmee Apartments on Holiday Lettings - Vacation rentals

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11,699 Vacation rentals

Kissimmee Vacation home rental

Kissimmee house

4 bedrooms • 3 bathrooms • sleeps 10

from $203 / night

$1,420 / week

1 / 100

Kissimmee Vacation villa rental

Kissimmee villa

4 bedrooms • 3 bathrooms • sleeps 8

from $116 / night

$870 - $1,262 / week

1 / 24

Vacation villa with swimming pool in Kissimmee

Kissimmee villa

3 bedrooms • 2 bathrooms • sleeps 6

from $298 / night

$862 - $1,018 / week

1 / 21

Kissimmee Vacation villa rental

Kissimmee villa

4 bedrooms • 3 bathrooms • sleeps 8

from $181 / night

$1,259 / week

1 / 30

Vacation villa with swimming pool in Bellavida Resort

Kissimmee villa

4 bedrooms • 4 bathrooms • sleeps 8

from $188 / night

$1,018 - $1,410 / week

1 / 22

Vacation home rental

Kissimmee house

5 bedrooms • 4 bathrooms • sleeps 13

from $158 / night

$1,065 - $1,491 / week

1 / 38

Vacation villa in Kissimmee

Kissimmee villa

5 bedrooms • 5 bathrooms • sleeps 10

from $417 / night

$2,919 / week

1 / 28

Kissimmee Vacation villa rental

Kissimmee villa

4 bedrooms • 3 bathrooms • sleeps 8

from $229 / night

$1,254 / week

1 / 18

Kissimmee Vacation villa rental

Kissimmee villa

4 bedrooms • 3 bathrooms • sleeps 9

from $163 / night

$1,133 - $1,328 / week

1 / 30

Vacation villa in Seasons Resort

Kissimmee villa

5 bedrooms • 4 bathrooms • sleeps 10

from $110 / night

$627 - $1,096 / week

1 / 17

Vacation villa in Kissimmee

Kissimmee villa

4 bedrooms • 2 bathrooms • sleeps 6

from $126 / night

$911 / week

1 / 19

Vacation villa in Westside

Kissimmee villa

4 bedrooms • 4 bathrooms • sleeps 9

from $155 / night

$1,071 - $1,380 / week

1 / 91

Vacation townhouse in Kissimmee

Kissimmee townhouse

4 bedrooms • 3 bathrooms • sleeps 8

from $157 / night

$940 / week

1 / 90

Kissimmee Vacation villa rental

Kissimmee villa

4 bedrooms • 3 bathrooms • sleeps 8

from $174 / night

$1,183 - $1,617 / week

1 / 56

Vacation home rental

Kissimmee house

4 bedrooms • 3 bathrooms • sleeps 8

from $118 / night

$823 / week

1 / 46

Kissimmee Vacation villa rental

Kissimmee villa

4 bedrooms • 2 bathrooms • sleeps 8

from $218 / night

$1,523 - $1,844 / week

1 / 34

Kissimmee Vacation villa rental

Kissimmee villa

3 bedrooms • 2 bathrooms • sleeps 6

from $189 / night

$1,059 - $1,490 / week

1 / 23

Vacation villa rental

Kissimmee villa

4 bedrooms • 2 bathrooms • sleeps 8

from $173 / night

$1,098 / week

1 / 45

Vacation villa in Kissimmee City

Kissimmee villa

3 bedrooms • 2 bathrooms • sleeps 6

from $83 / night

$519 - $1,314 / week

1 / 36

Kissimmee Vacation townhouse rental

Kissimmee townhouse

3 bedrooms • 3 bathrooms • sleeps 6

from $110 / night

$689 / week

1 / 16

Kissimmee Vacation villa rental

Kissimmee villa

3 bedrooms • 2 bathrooms • sleeps 6

from $141 / night

$932 - $987 / week

1 / 18

Kissimmee Vacation villa accommodation

Kissimmee villa

4 bedrooms • 2 bathrooms • sleeps 8

from $144 / night

$1,002 - $1,243 / week

1 / 45

Bungalow rental in Kissimmee

Kissimmee bungalow

4 bedrooms • 2 bathrooms • sleeps 8

from $166 / night

$1,077 / week

1 / 49

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

Kissimmee villa

2 bedrooms • 2 bathrooms • sleeps 8

from $270 / night

$1,894 / week

1 / 18

Villa rental in Kissimmee with golf nearby

Kissimmee villa

6 bedrooms • 4 bathrooms • sleeps 14

from $226 / night

$1,480 - $2,341 / week

1 / 52

Emerald Isle Kissimmee Vacation villa rental

Kissimmee villa

5 bedrooms • 4 bathrooms • sleeps 12

from $204 / night

$1,355 - $1,683 / week

1 / 54

Vacation villa in Doral Woods

Kissimmee villa

4 bedrooms • 3 bathrooms • sleeps 8

from $178 / night

$1,247 - $1,655 / week

1 / 24

Vacation villa in Kissimmee

Kissimmee villa

4 bedrooms • 4 bathrooms • sleeps 8

from $229 / night

$1,603 - $1,775 / week

1 / 28

Villa accommodation in Kissimmee

Kissimmee villa

3 bedrooms • 2 bathrooms • sleeps 6

from $110 / night

$769 / week

1 / 26

Villa rental in Kissimmee with swimming pool

Kissimmee villa

3 bedrooms • 2 bathrooms • sleeps 6

from $205 / night

$976 - $1,007 / week

1 / 45

Kissimmee Vacation villa rental

Kissimmee villa

3 bedrooms • 2 bathrooms • sleeps 6

from $126 / night

$783 - $1,089 / week

1 / 30

Doral Woods Vacation villa rental

Kissimmee villa

4 bedrooms • 2 bathrooms • sleeps 8

from $154 / night

$1,018 / week

1 / 27

Vacation villa rental

Kissimmee villa

4 bedrooms • 3 bathrooms • sleeps 8

from $162 / night

$1,131 / week

1 / 37

Vacation villa in Kissimmee

Kissimmee villa

5 bedrooms • 4 bathrooms • sleeps 12

from $178 / night

$1,243 - $1,443 / week

1 / 28

Vacation villa rental

Kissimmee villa

3 bedrooms • 2 bathrooms • sleeps 6

from $141 / night

$940 / week

1 / 36

Kissimmee Vacation villa rental

Kissimmee villa

5 bedrooms • 3 bathrooms • sleeps 10

from $157 / night

$1,098 - $1,255 / week

1 / 43

Vacation townhouse in Kissimmee

Kissimmee townhouse

4 bedrooms • 3 bathrooms • sleeps 10

from $148 / night

$980 - $1,702 / week

1 / 20

Vacation townhouse in Kissimmee

Kissimmee townhouse

4 bedrooms • 3 bathrooms • sleeps 10

from $144 / night

$945 / week

1 / 20

Villa rental in Kissimmee

Kissimmee villa

3 bedrooms • 2 bathrooms • sleeps 6

from $174 / night

$1,215 / week

1 / 16

Kissimmee Vacation townhouse rental

Kissimmee townhouse

3 bedrooms • 2 bathrooms • sleeps 6

from $94 / night

$658 / week

1 / 18

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