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50 Best Kissimmee Apartments on Holiday Lettings - Vacation rentals

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15,770 Vacation rentals

Vacation condo with golf nearby in Kissimmee

Kissimmee condo

3 bedrooms / 2 bathrooms / sleeps 6

65

Responds fast! avg. 1 hour 29 minutes

Travelers’ Choice award

from $78 / night

$337 - $539 / week

Kissimmee Vacation home rental

Kissimmee house

4 bedrooms / 3 bathrooms / sleeps 10

13

Travelers’ Choice award

from $181 / night

$1,268 / week

Kissimmee Vacation villa rental

Kissimmee villa

4 bedrooms / 3 bathrooms / sleeps 8

28

from $112 / night

$822 - $1,162 / week

Vacation villa with swimming pool in Kissimmee

Kissimmee villa

3 bedrooms / 2 bathrooms / sleeps 6

38

Responds fast! avg. 3 hours 8 minutes

Travelers’ Choice award

from $115 / night

$803 / week

Kissimmee Vacation villa rental

Kissimmee villa

4 bedrooms / 3 bathrooms / sleeps 8

28

Responds fast! avg. 1 hour 55 minutes

from $148 / night

$999 - $1,184 / week

Vacation villa with swimming pool in Bellavida Resort

Kissimmee villa

4 bedrooms / 4 bathrooms / sleeps 8

42

Travelers’ Choice award

from $168 / night

$949 - $1,204 / week

Vacation home rental

Kissimmee house

5 bedrooms / 4 bathrooms / sleeps 13

17

Responds fast! avg. 2 hours 29 minutes

from $144 / night

$983 - $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 49 minutes

Travelers’ Choice award

from $114 / night

$794 - $831 / week

Kissimmee Vacation villa rental

Kissimmee villa

4 bedrooms / 3 bathrooms / sleeps 9

21

from $147 / night

$1,024 / week

Vacation villa in Seasons Resort

Kissimmee villa

5 bedrooms / 4 bathrooms / sleeps 10

40

Travelers’ Choice award

from $102 / night

$583 - $1,020 / 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 $161 / night

$1,094 - $1,495 / week

Vacation home rental

Kissimmee house

4 bedrooms / 3 bathrooms / sleeps 8

22

Responds fast! avg. 3 hours 44 minutes

Travelers’ Choice award

from $113 / night

$711 - $1,182 / 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 $153 / night

$948 - $1,385 / week

Vacation villa rental

Kissimmee villa

4 bedrooms / 2 bathrooms / sleeps 8

9

Responds fast! avg. 25 minutes

from $141 / night

$984 / week

Vacation villa in Kissimmee City

Kissimmee villa

3 bedrooms / 2 bathrooms / sleeps 6

36

from $78 / night

$483 - $708 / week

Vacation villa with swimming pool in Kissimmee

Kissimmee villa

4 bedrooms / 2 bathrooms / sleeps 8

31

Responds fast! avg. 1 hour 39 minutes

Travelers’ Choice award

from $148 / night

$925 - $1,110 / week

Kissimmee Vacation home accommodation

Kissimmee house

3 bedrooms / 2 bathrooms / sleeps 6

8

Responds fast! avg. 1 hour 35 minutes

from $68 / night

$476 - $510 / week

Kissimmee Vacation townhouse rental

Kissimmee townhouse

3 bedrooms / 3 bathrooms / sleeps 6

4

from $102 / night

$642 / week

Townhouse rental in Paradise Palms with indoor pool, golf nearby

Kissimmee townhouse

4 bedrooms / 3 bathrooms / sleeps 8

16

Responds fast! avg. 3 hours 15 minutes

from $126 / night

$802 - $1,088 / week

Kissimmee Vacation villa rental

Kissimmee villa

3 bedrooms / 2 bathrooms / sleeps 6

40

Responds fast! avg. 1 hour 43 minutes

Travelers’ Choice award

from $124 / night

$766 - $868 / 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

Villa rental in Kissimmee

Kissimmee villa

3 bedrooms / 2 bathrooms / sleeps 6

18

Responds fast! avg. 2 hours 18 minutes

Travelers’ Choice award

from $119 / night

$829 / 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

Responds fast! avg. 3 hours 53 minutes

Travelers’ Choice award

from $189 / night

$1,284 - $1,586 / 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 $145 / night

$1,014 - $1,335 / week

Kissimmee Vacation villa rental

Kissimmee villa

6 bedrooms / 6 bathrooms / sleeps 14

10

Responds fast! avg. 44 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

$1,489 - $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 $104 / night

$725 / week

Villa rental in Kissimmee with swimming pool

Kissimmee villa

3 bedrooms / 2 bathrooms / sleeps 6

71

Responds fast! avg. 36 minutes

Travelers’ Choice award

from $145 / night

$868 - $904 / week

Kissimmee Vacation villa rental

Kissimmee villa

3 bedrooms / 2 bathrooms / sleeps 6

37

Responds fast! avg. 2 hours 23 minutes

Travelers’ Choice award

from $110 / night

$686 - $919 / week

Doral Woods Vacation villa rental

Kissimmee villa

4 bedrooms / 2 bathrooms / sleeps 8

33

Responds fast! avg. 2 hours 48 minutes

Travelers’ Choice award

from $136 / night

$944 - $966 / week

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