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50 Best Kissimmee Apartments on Holiday Lettings - Vacation rentals

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17,582 Vacation rentals

Vacation condo with golf nearby in Kissimmee

Kissimmee condo

3 bedrooms / 2 bathrooms / sleeps 6

65

Responds fast! avg. 1 hour 49 minutes

Travelers’ Choice award

from $80 / night

$348 - $597 / week

Kissimmee Vacation villa rental

Kissimmee villa

4 bedrooms / 3 bathrooms / sleeps 8

29

from $113 / night

$829 - $1,172 / week

Vacation villa with swimming pool in Kissimmee

Kissimmee villa

3 bedrooms / 2 bathrooms / sleeps 6

38

Travelers’ Choice award

from $114 / night

$799 / week

Kissimmee Vacation villa rental

Kissimmee villa

4 bedrooms / 3 bathrooms / sleeps 8

28

Responds fast! avg. 1 hour 55 minutes

from $152 / night

$1,026 - $1,216 / week

Vacation villa with swimming pool in Bellavida Resort

Kissimmee villa

4 bedrooms / 4 bathrooms / sleeps 8

42

Responds fast! avg. 3 hours 51 minutes

Travelers’ Choice award

from $174 / night

$983 - $1,248 / week

Vacation home rental

Kissimmee house

5 bedrooms / 4 bathrooms / sleeps 13

17

Responds fast! avg. 2 hours 29 minutes

from $144 / night

$982 - $1,390 / week

Vacation villa in Kissimmee

Kissimmee villa

5 bedrooms / 5 bathrooms / sleeps 10

1

from $378 / night

$2,645 / week

Kissimmee Vacation villa rental

Kissimmee villa

4 bedrooms / 3 bathrooms / sleeps 8

21

Responds fast! avg. 3 hours 41 minutes

from $152 / night

$905 / week

Vacation villa with swimming pool in Kissimmee

Kissimmee villa

4 bedrooms / 2 bathrooms / sleeps 8

50

Responds fast! avg. 2 hours 41 minutes

Travelers’ Choice award

from $111 / night

$774 - $796 / week

Kissimmee Vacation villa rental

Kissimmee villa

4 bedrooms / 3 bathrooms / sleeps 9

21

from $152 / night

$1,061 / week

Vacation villa in Seasons Resort

Kissimmee villa

5 bedrooms / 4 bathrooms / sleeps 10

40

Travelers’ Choice award

from $107 / night

$609 - $1,065 / week

Vacation villa in Kissimmee

Kissimmee villa

4 bedrooms / 2 bathrooms / sleeps 6

13

from $126 / night

$911 - $1,203 / week

Vacation villa in Westside

Kissimmee villa

4 bedrooms / 4 bathrooms / sleeps 9

53

from $172 / night

$1,191 / week

Vacation townhouse in Kissimmee

Kissimmee townhouse

4 bedrooms / 3 bathrooms / sleeps 8

21

from $142 / night

$849 / week

Kissimmee Vacation villa rental

Kissimmee villa

4 bedrooms / 3 bathrooms / sleeps 8

41

Responds fast! avg. 1 hour 18 minutes

Travelers’ Choice award

from $164 / night

$1,113 - $1,522 / week

Vacation home rental

Kissimmee house

4 bedrooms / 3 bathrooms / sleeps 8

22

Responds fast! avg. 3 hours 44 minutes

Travelers’ Choice award

from $115 / night

$727 - $1,209 / week

Kissimmee Vacation villa rental

Kissimmee villa

4 bedrooms / 2 bathrooms / sleeps 8

8

from $155 / night

$1,082 - $1,844 / week

Kissimmee Vacation villa rental

Kissimmee villa

3 bedrooms / 2 bathrooms / sleeps 6

9

Responds fast! avg. 3 hours 14 minutes

from $157 / night

$971 - $1,419 / week

Vacation villa rental

Kissimmee villa

4 bedrooms / 2 bathrooms / sleeps 8

9

from $145 / night

$1,016 / week

Vacation villa in Kissimmee City

Kissimmee villa

3 bedrooms / 2 bathrooms / sleeps 6

36

from $80 / night

$495 - $726 / week

Vacation villa with swimming pool in Kissimmee

Kissimmee villa

4 bedrooms / 2 bathrooms / sleeps 8

31

Responds fast! avg. 1 hour 51 minutes

Travelers’ Choice award

from $152 / night

$947 - $1,136 / week

Kissimmee Vacation townhouse rental

Kissimmee townhouse

3 bedrooms / 3 bathrooms / sleeps 6

4

from $107 / night

$671 / week

Townhouse rental in Paradise Palms with indoor pool, golf nearby

Kissimmee townhouse

4 bedrooms / 3 bathrooms / sleeps 8

16

Responds fast! avg. 2 hours 52 minutes

from $126 / night

$859 - $1,088 / week

Kissimmee Vacation villa rental

Kissimmee villa

3 bedrooms / 2 bathrooms / sleeps 6

40

Responds fast! avg. 1 hour 44 minutes

Travelers’ Choice award

from $130 / night

$801 - $907 / week

Villa accommodation in Kissimmee

Kissimmee villa

5 bedrooms / 5 bathrooms / sleeps 10

3

from $180 / night

$1,258 / week

Kissimmee Vacation villa accommodation

Kissimmee villa

4 bedrooms / 2 bathrooms / sleeps 8

13

Responds fast! avg. 1 hour 16 minutes

Travelers’ Choice award

from $126 / night

$882 - $1,123 / week

Bungalow rental in Kissimmee

Kissimmee bungalow

4 bedrooms / 2 bathrooms / sleeps 8

25

Responds fast! avg. 1 hour 17 minutes

Travelers’ Choice award

from $144 / night

$945 - $1,019 / week

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

Kissimmee villa

2 bedrooms / 2 bathrooms / sleeps 8

3

from $239 / night

$1,672 / week

Villa rental in Kissimmee with golf nearby

Kissimmee villa

6 bedrooms / 4 bathrooms / sleeps 14

13

from $180 / night

$1,196 - $2,083 / week

Emerald Isle Kissimmee Vacation villa rental

Kissimmee villa

5 bedrooms / 4 bathrooms / sleeps 12

36

Travelers’ Choice award

from $191 / night

$1,296 - $1,601 / week

Vacation villa in Doral Woods

Kissimmee villa

4 bedrooms / 3 bathrooms / sleeps 8

29

Responds fast! avg. 1 hour 14 minutes

Travelers’ Choice award

from $152 / night

$1,060 - $1,395 / week

Kissimmee Vacation villa rental

Kissimmee villa

6 bedrooms / 6 bathrooms / sleeps 14

10

Responds fast! avg. 42 minutes

from $240 / night

$1,676 / week

Vacation villa in Kissimmee

Kissimmee villa

4 bedrooms / 4 bathrooms / sleeps 8

58

Responds fast! avg. 3 hours 48 minutes

Travelers’ Choice award

from $229 / night

$1,603 - $1,718 / week

Villa accommodation in Kissimmee

Kissimmee villa

3 bedrooms / 2 bathrooms / sleeps 6

6

Responds fast! avg. 2 hours 19 minutes

Travelers’ Choice award

from $107 / night

$747 / week

Villa rental in Kissimmee with swimming pool

Kissimmee villa

3 bedrooms / 2 bathrooms / sleeps 6

71

Responds fast! avg. 55 minutes

Travelers’ Choice award

from $151 / night

$907 - $945 / week

Kissimmee Vacation villa rental

Kissimmee villa

3 bedrooms / 2 bathrooms / sleeps 6

37

Responds fast! avg. 2 hours 26 minutes

Travelers’ Choice award

from $115 / night

$717 - $961 / week

Doral Woods Vacation villa rental

Kissimmee villa

4 bedrooms / 2 bathrooms / sleeps 8

33

Responds fast! avg. 2 hours 34 minutes

Travelers’ Choice award

from $144 / night

$984 - $1,006 / week

Vacation villa rental

Kissimmee villa

4 bedrooms / 3 bathrooms / sleeps 8

44

Responds fast! avg. 1 hour 6 minutes

Travelers’ Choice award

from $162 / night

$1,131 / week

Vacation villa in Kissimmee

Kissimmee villa

5 bedrooms / 5 bathrooms / sleeps 10

22

Responds fast! avg. 2 hours 32 minutes

Travelers’ Choice award

from $270 / night

$1,885 / week

Vacation villa in Kissimmee

Kissimmee villa

4 bedrooms / 2 bathrooms / sleeps 10

from $165 / night

$1,152 / week

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