50 Best Kissimmee Apartments on Holiday Lettings - Vacation rentals

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20,829 Vacation rentals

Vacation condo with golf nearby in Kissimmee

Kissimmee condo

3 bedrooms / 2 bathrooms / sleeps 6

61

Responds fast! avg. 2 hours 3 minutes

from $71 / night

$332 - $526 / week

Vacation villa with swimming pool in Kissimmee

Kissimmee villa

3 bedrooms / 2 bathrooms / sleeps 6

36

from $98 / night

$684 - $713 / week

Kissimmee Vacation home rental

Kissimmee house

4 bedrooms / 3 bathrooms / sleeps 10

13

from $189 / night

$1,318 / week

Kissimmee Vacation villa rental

Kissimmee villa

4 bedrooms / 3 bathrooms / sleeps 8

27

from $107 / night

$757 - $1,067 / week

Kissimmee Vacation villa rental

Kissimmee villa

4 bedrooms / 3 bathrooms / sleeps 8

27

Responds fast! avg. 2 hours 39 minutes

from $126 / night

$850 - $1,007 / week

Vacation villa with swimming pool in Kissimmee

Kissimmee villa

4 bedrooms / 2 bathrooms / sleeps 8

16

from $138 / night

$962 / week

Vacation villa with swimming pool in Kissimmee

Kissimmee villa

4 bedrooms / 2 bathrooms / sleeps 8

46

Responds fast! avg. 1 hour 21 minutes

from $109 / night

$724 - $797 / week

Vacation villa with swimming pool in Bellavida Resort

Kissimmee villa

4 bedrooms / 4 bathrooms / sleeps 8

38

Responds fast! avg. 3 hours 5 minutes

from $133 / night

$800 - $1,039 / week

Vacation villa in Indian Creek

Kissimmee villa

4 bedrooms / 3 bathrooms / sleeps 8

3

Responds fast! avg. 1 hour 3 minutes

from $189 / night

$1,323 / week

Kissimmee Vacation townhouse rental

Kissimmee townhouse

3 bedrooms / 3 bathrooms / sleeps 6

4

from $102 / night

$638 / week

Kissimmee Vacation villa rental

Kissimmee villa

4 bedrooms / 2 bathrooms / sleeps 8

14

from $155 / night

$1,082 / week

Kissimmee Vacation villa rental

Kissimmee villa

4 bedrooms / 3 bathrooms / sleeps 8

21

Responds fast! avg. 3 hours 49 minutes

from $127 / night

$696 - $2,271 / week

Vacation villa in Kissimmee

Kissimmee villa

3 bedrooms / 2 bathrooms / sleeps 8

9

from $79 / night

$551 / week

Vacation villa in Kissimmee

Kissimmee villa

5 bedrooms / 5 bathrooms / sleeps 10

1

from $361 / night

$2,522 / week

Vacation villa in Kissimmee

Kissimmee villa

3 bedrooms / 2 bathrooms / sleeps 8

31

from $82 / night

$567 - $1,007 / week

Villa accommodation in Kissimmee

Kissimmee villa

4 bedrooms / 3 bathrooms / sleeps 8

41

Responds fast! avg. 2 hours 49 minutes

from $116 / night

$706 - $980 / week

Emerald Isle Kissimmee Vacation villa rental

Kissimmee villa

5 bedrooms / 4 bathrooms / sleeps 12

34

Responds fast! avg. 3 hours 18 minutes

from $181 / night

$1,231 - $1,492 / week

Kissimmee Vacation villa rental

Kissimmee villa

3 bedrooms / 2 bathrooms / sleeps 6

9

Responds fast! avg. 3 hours 9 minutes

from $148 / night

$916 - $1,339 / week

Kissimmee Vacation villa rental

Kissimmee villa

4 bedrooms / 3 bathrooms / sleeps 9

22

Responds fast! avg. 58 minutes

from $150 / night

$1,009 - $1,153 / week

Vacation home rental

Kissimmee house

5 bedrooms / 4 bathrooms / sleeps 13

16

Responds fast! avg. 1 hour 59 minutes

from $123 / night

$724 - $1,050 / week

Kissimmee Vacation villa rental

Kissimmee villa

4 bedrooms / 2 bathrooms / sleeps 8

7

from $126 / night

$882 / week

Villa rental in Kissimmee

Kissimmee villa

3 bedrooms / 2 bathrooms / sleeps 6

18

Responds fast! avg. 2 hours 21 minutes

from $113 / night

$785 / week

Vacation villa in Kissimmee

Kissimmee villa

4 bedrooms / 2 bathrooms / sleeps 6

13

from $126 / night

$911 - $1,203 / week

Vacation villa in Doral Woods

Kissimmee villa

4 bedrooms / 3 bathrooms / sleeps 8

27

Responds fast! avg. 1 hour 26 minutes

from $143 / night

$1,002 - $1,290 / week

Apartment rental in Kissimmee with shared pool

Kissimmee apartment

3 bedrooms / 2 bathrooms / sleeps 6

10

from $98 / night

$682 / week

Vacation villa in Kissimmee City

Kissimmee villa

3 bedrooms / 2 bathrooms / sleeps 6

35

from $76 / night

$449 - $664 / week

Kissimmee Vacation apartment rental

Kissimmee apartment

4 bedrooms / 3 bathrooms / sleeps 8

2

from $115 / night

$802 / week

Vacation villa with swimming pool in Kissimmee

Kissimmee villa

4 bedrooms / 2 bathrooms / sleeps 8

29

Responds fast! avg. 1 hour 49 minutes

from $123 / night

$717 - $942 / week

Vacation villa in Seasons Resort

Kissimmee villa

5 bedrooms / 4 bathrooms / sleeps 10

38

from $102 / night

$580 - $1,014 / week

Kissimmee Vacation villa rental

Kissimmee villa

4 bedrooms / 3 bathrooms / sleeps 8

39

Responds fast! avg. 1 hour 40 minutes

from $160 / night

$1,086 - $1,448 / week

Vacation villa with swimming pool in Kissimmee

Kissimmee villa

8 bedrooms / 5 bathrooms / sleeps 17

1

from $373 / night

$1,632 - $2,850 / week

Vacation townhouse in Kissimmee

Kissimmee townhouse

4 bedrooms / 3 bathrooms / sleeps 8

21

from $144 / night

$865 / week

Kissimmee Vacation villa rental

Kissimmee villa

3 bedrooms / 2 bathrooms / sleeps 6

37

Responds fast! avg. 2 hours 37 minutes

from $123 / night

$757 - $858 / week

Villa rental in Kissimmee

Kissimmee villa

3 bedrooms / 2 bathrooms / sleeps 6

23

Responds fast! avg. 1 hour 16 minutes

from $116 / night

$782 - $963 / week

Vacation home rental

Kissimmee house

4 bedrooms / 3 bathrooms / sleeps 8

18

Responds fast! avg. 3 hours 36 minutes

from $95 / night

$652 - $1,108 / week

Vacation villa in Westside

Kissimmee villa

4 bedrooms / 4 bathrooms / sleeps 9

53

Responds fast! avg. 1 hour 38 minutes

from $150 / night

$1,040 / week

Vacation villa in Kissimmee

Kissimmee villa

3 bedrooms / 2 bathrooms / sleeps 8

59

from $125 / night

$797 - $942 / week

Vacation villa rental

Kissimmee villa

4 bedrooms / 3 bathrooms / sleeps 8

21

from $123 / night

$862 - $1,217 / week

Kissimmee Vacation townhouse rental

Kissimmee townhouse

3 bedrooms / 2 bathrooms / sleeps 6

41

Responds fast! avg. 2 hours 36 minutes

from $93 / night

$659 - $730 / week

Vacation villa rental

Kissimmee villa

4 bedrooms / 2 bathrooms / sleeps 8

9

Responds fast! avg. 2 hours 28 minutes

from $127 / night

$807 - $973 / week

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