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50 Best Kissimmee Apartments on Holiday Lettings - Vacation rentals

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13,151 Vacation rentals

Vacation condo with golf nearby in Kissimmee

Kissimmee condo

3 bedrooms / 2 bathrooms / sleeps 6

66

Responds fast! avg. 2 hours 22 minutes

Travelers’ Choice award

from $87 / night

$362 - $579 / week

Kissimmee Vacation villa rental

Kissimmee villa

4 bedrooms / 3 bathrooms / sleeps 8

29

from $117 / night

$871 - $1,209 / week

Vacation villa with swimming pool in Kissimmee

Kissimmee villa

3 bedrooms / 2 bathrooms / sleeps 6

38

Travelers’ Choice award

from $142 / night

$781 - $868 / week

Kissimmee Vacation villa rental

Kissimmee villa

4 bedrooms / 3 bathrooms / sleeps 8

28

Responds fast! avg. 2 hours 33 minutes

from $157 / night

$1,099 - $1,256 / week

Vacation villa with swimming pool in Bellavida Resort

Kissimmee villa

4 bedrooms / 4 bathrooms / sleeps 8

43

Responds fast! avg. 2 hours 58 minutes

Travelers’ Choice award

from $181 / night

$1,023 - $1,181 / week

Vacation home rental

Kissimmee house

5 bedrooms / 4 bathrooms / sleeps 13

18

Responds fast! avg. 3 hours 2 minutes

from $157 / night

$1,060 - $1,483 / week

Vacation villa in Kissimmee

Kissimmee villa

5 bedrooms / 5 bathrooms / sleeps 10

1

from $404 / night

$2,829 / week

Kissimmee Vacation villa rental

Kissimmee villa

4 bedrooms / 3 bathrooms / sleeps 8

21

Responds fast! avg. 3 hours 35 minutes

from $230 / night

$1,262 / week

Kissimmee Vacation villa rental

Kissimmee villa

4 bedrooms / 3 bathrooms / sleeps 9

21

from $166 / night

$1,102 - $1,260 / week

Vacation villa in Seasons Resort

Kissimmee villa

5 bedrooms / 4 bathrooms / sleeps 10

41

Travelers’ Choice award

from $110 / night

$628 - $1,099 / week

Vacation villa in Kissimmee

Kissimmee villa

4 bedrooms / 2 bathrooms / sleeps 6

13

from $126 / night

$911 / week

Vacation villa in Westside

Kissimmee villa

4 bedrooms / 4 bathrooms / sleeps 9

53

from $155 / night

$1,071 - $1,380 / week

Vacation townhouse in Kissimmee

Kissimmee townhouse

4 bedrooms / 3 bathrooms / sleeps 8

21

from $158 / night

$948 / week

Kissimmee Vacation villa rental

Kissimmee villa

4 bedrooms / 3 bathrooms / sleeps 8

41

Responds fast! avg. 1 hour 17 minutes

Travelers’ Choice award

from $173 / night

$1,179 - $1,612 / week

Vacation home rental

Kissimmee house

4 bedrooms / 3 bathrooms / sleeps 8

23

Responds fast! avg. 3 hours 52 minutes

Travelers’ Choice award

from $114 / night

$794 / week

Kissimmee Vacation villa rental

Kissimmee villa

4 bedrooms / 2 bathrooms / sleeps 8

8

from $218 / night

$1,523 - $1,844 / week

Kissimmee Vacation villa rental

Kissimmee villa

3 bedrooms / 2 bathrooms / sleeps 6

9

Responds fast! avg. 2 hours 19 minutes

from $175 / night

$1,032 - $1,508 / week

Vacation villa rental

Kissimmee villa

4 bedrooms / 2 bathrooms / sleeps 8

9

from $150 / night

$1,047 / week

Vacation villa in Kissimmee City

Kissimmee villa

3 bedrooms / 2 bathrooms / sleeps 6

36

from $83 / night

$519 - $1,100 / week

Kissimmee Vacation townhouse rental

Kissimmee townhouse

3 bedrooms / 3 bathrooms / sleeps 6

4

from $111 / night

$693 / week

Kissimmee Vacation villa rental

Kissimmee villa

3 bedrooms / 2 bathrooms / sleeps 6

40

Responds fast! avg. 2 hours 48 minutes

Travelers’ Choice award

from $142 / night

$904 - $991 / 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 $144 / night

$1,002 - $1,243 / week

Bungalow rental in Kissimmee

Kissimmee bungalow

4 bedrooms / 2 bathrooms / sleeps 8

25

Responds fast! avg. 1 hour 39 minutes

Travelers’ Choice award

from $149 / night

$985 - $1,019 / week

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

Kissimmee villa

2 bedrooms / 2 bathrooms / sleeps 8

3

from $272 / night

$1,910 / week

Villa rental in Kissimmee with golf nearby

Kissimmee villa

6 bedrooms / 4 bathrooms / sleeps 14

13

from $227 / night

$1,486 - $2,351 / week

Emerald Isle Kissimmee Vacation villa rental

Kissimmee villa

5 bedrooms / 4 bathrooms / sleeps 12

37

Responds fast! avg. 2 hours 15 minutes

from $204 / night

$1,358 - $1,648 / week

Vacation villa in Doral Woods

Kissimmee villa

4 bedrooms / 3 bathrooms / sleeps 8

29

Responds fast! avg. 1 hour 25 minutes

Travelers’ Choice award

from $157 / night

$1,097 - $1,507 / week

Vacation villa in Kissimmee

Kissimmee villa

4 bedrooms / 4 bathrooms / sleeps 8

58

Travelers’ Choice award

from $229 / night

$1,603 - $1,775 / week

Villa accommodation in Kissimmee

Kissimmee villa

3 bedrooms / 2 bathrooms / sleeps 6

6

Responds fast! avg. 2 hours 19 minutes

from $111 / night

$771 / week

Villa rental in Kissimmee with swimming pool

Kissimmee villa

3 bedrooms / 2 bathrooms / sleeps 6

71

Responds fast! avg. 1 hour 30 minutes

Travelers’ Choice award

from $204 / night

$973 - $1,005 / week

Kissimmee Vacation villa rental

Kissimmee villa

3 bedrooms / 2 bathrooms / sleeps 6

38

Responds fast! avg. 1 hour 42 minutes

Travelers’ Choice award

from $126 / night

$785 - $989 / 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 $151 / night

$1,030 / week

Vacation villa rental

Kissimmee villa

4 bedrooms / 3 bathrooms / sleeps 8

45

Responds fast! avg. 51 minutes

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

5 bedrooms / 4 bathrooms / sleeps 12

24

from $178 / night

$1,243 - $1,443 / week

Kissimmee Vacation home rental

Kissimmee house

5 bedrooms / 3 bathrooms / sleeps 10

Responds fast! avg. 1 hour 39 minutes

from $275 / night

$1,924 / week

Vacation villa rental

Kissimmee villa

3 bedrooms / 2 bathrooms / sleeps 6

16

Responds fast! avg. 1 hour 29 minutes

from $142 / night

$942 / week

Kissimmee Vacation villa rental

Kissimmee villa

5 bedrooms / 3 bathrooms / sleeps 10

27

from $159 / night

$1,109 - $1,252 / week

Vacation townhouse in Kissimmee

Kissimmee townhouse

4 bedrooms / 3 bathrooms / sleeps 10

10

from $165 / night

$1,013 - $1,491 / week

Vacation townhouse in Kissimmee

Kissimmee townhouse

4 bedrooms / 3 bathrooms / sleeps 10

10

Responds fast! avg. 25 minutes

from $144 / night

$945 / week

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