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Best Kissimmee Apartments on Holiday Lettings - Vacation rentals

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11,168 Vacation rentals

Vacation villa with golf nearby in Cumbrian Lakes

Kissimmee villa

5 bedrooms • 4 bathrooms • sleeps 10

from $121 / night

$843 / week

1 / 21

Kissimmee Vacation villa rental

Kissimmee villa

4 bedrooms • 3 bathrooms • sleeps 9

from $159 / night

$1,105 - $1,295 / week

1 / 30

Vacation villa in Kissimmee

Kissimmee villa

4 bedrooms • 2 bathrooms • sleeps 9

from $153 / night

$1,067 - $1,219 / week

1 / 16

Vacation home with swimming pool in Oak Island Cove

Kissimmee house

5 bedrooms • 4 bathrooms • sleeps 10

from $167 / night

$986 - $1,137 / week

1 / 24

Vacation villa rental

Kissimmee villa

4 bedrooms • 3 bathrooms • sleeps 8

from $162 / night

$1,131 / week

1 / 37

Vacation villa rental

Kissimmee villa

4 bedrooms • 2 bathrooms • sleeps 8

from $132 / night

$922 / week

1 / 35

Kissimmee Vacation villa rental

Kissimmee villa

4 bedrooms • 3 bathrooms • sleeps 8

from $145 / night

$1,013 - $1,371 / week

1 / 30

Vacation home in Kissimmee

Kissimmee house

4 bedrooms • 3 bathrooms • sleeps 8

from $224 / night

$1,489 - $2,004 / week

1 / 25

Vacation home rental

Kissimmee house

6 bedrooms • 4 bathrooms • sleeps 12

from $200 / night

$1,395 / week

1 / 34

Villa rental in Kissimmee with swimming pool

Kissimmee villa

3 bedrooms • 2 bathrooms • sleeps 6

from $198 / night

$945 - $990 / week

1 / 45

Vacation villa in Doral Woods

Kissimmee villa

4 bedrooms • 3 bathrooms • sleeps 8

from $173 / night

$1,208 - $1,603 / week

1 / 24

Vacation villa in Kissimmee

Kissimmee villa

5 bedrooms • 4 bathrooms • sleeps 12

from $178 / night

$1,243 - $1,443 / week

1 / 28

Villa rental in Kissimmee with swimming pool

Kissimmee villa

3 bedrooms • 3 bathrooms • sleeps 8

from $125 / night

$874 / week

1 / 105

Vacation villa in Kissimmee

Kissimmee villa

7 bedrooms • 4 bathrooms • sleeps 14

from $290 / night

$1,980 / week

1 / 95

Holiday villa with private swimming pool in Kissimmee

Kissimmee villa

4 bedrooms • 3 bathrooms • sleeps 8

from $221 / night

$1,516 - $1,729 / week

1 / 57

Vacation home in Kissimmee

Kissimmee house

3 bedrooms • 2 bathrooms • sleeps 6

from $115 / night

$802 / week

1 / 11

Vacation villa in Kissimmee

Kissimmee villa

3 bedrooms • 2 bathrooms • sleeps 10

from $213 / night

$1,489 - $1,718 / week

1 / 27

Vacation home in Kissimmee

Kissimmee house

4 bedrooms • 3 bathrooms • sleeps 8

from $144 / night

$1,002 / week

1 / 34

Kissimmee Vacation condo rental

Kissimmee condo

3 bedrooms • 2 bathrooms • sleeps 6

from $275 / night

$1,924 / week

1 / 25

Vacation condo in Kissimmee

Kissimmee condo

3 bedrooms • 2 bathrooms • sleeps 10

from $98 / night

$624 / week

1 / 16

Kissimmee Vacation townhouse rental

Kissimmee townhouse

3 bedrooms • 2 bathrooms • sleeps 8

from $161 / night

$1,123 / week

1 / 15

Vacation home in Kissimmee

Kissimmee house

4 bedrooms • 3 bathrooms • sleeps 9

from $308 / night

$2,060 / week

1 / 36

Apartment rental in Kissimmee

Kissimmee apartment

4 bedrooms • 3 bathrooms • sleeps 8

from $121 / night

$842 / week

1 / 26

Villa rental in Kissimmee with swimming pool

Kissimmee villa

5 bedrooms • 4 bathrooms • sleeps 10

from $148 / night

$1,034 / week

1 / 22

Home rental in Kissimmee with shared pool

Kissimmee house

3 bedrooms • 2 bathrooms • sleeps 8

from $86 / night

$516 - $962 / week

1 / 7

Vacation villa in Kissimmee

Kissimmee villa

3 bedrooms • 2 bathrooms • sleeps 9

from $121 / night

$802 - $2,004 / week

1 / 24

Kissimmee Vacation villa rental

Kissimmee villa

4 bedrooms • 3 bathrooms • sleeps 8

from $113 / night

$846 - $1,226 / week

1 / 24

Kissimmee Vacation home rental

Kissimmee house

4 bedrooms • 3 bathrooms • sleeps 10

from $198 / night

$1,386 / week

1 / 100

Kissimmee Vacation apartment rental

Kissimmee apartment

3 bedrooms • 2 bathrooms • sleeps 6

from $98 / night

$682 / week

1 / 58

Vacation townhouse with shared pool in Kissimmee

Kissimmee townhouse

3 bedrooms • 3 bathrooms • sleeps 8

from $224 / night

$1,563 / week

1 / 18

Vacation condo rental

Kissimmee condo

2 bedrooms • 2 bathrooms • sleeps 6

from $275 / night

$1,489 / week

1 / 14

Kissimmee Vacation townhouse rental

Kissimmee townhouse

3 bedrooms • 2 bathrooms • sleeps 7

from $137 / night

$954 / week

1 / 14

Vacation villa in Kissimmee

Kissimmee villa

4 bedrooms • 4 bathrooms • sleeps 8

from $229 / night

$1,603 - $1,775 / week

1 / 28

Vacation villa rental

Kissimmee villa

4 bedrooms • 2 bathrooms • sleeps 8

from $115 / night

$800 / week

1 / 12

Kissimmee Vacation villa rental

Kissimmee villa

5 bedrooms • 4 bathrooms • sleeps 13

from $155 / night

$1,031 - $1,592 / week

1 / 74

Kissimmee Vacation villa rental

Kissimmee villa

6 bedrooms • 5 bathrooms • sleeps 14

from $487 / night

$3,092 - $3,321 / week

1 / 32

Kissimmee Vacation townhouse rental

Kissimmee townhouse

3 bedrooms • 3 bathrooms • sleeps 8

from $92 / night

$802 / week

1 / 100

Kissimmee Vacation villa rental

Kissimmee villa

4 bedrooms • 4 bathrooms • sleeps 8

from $287 / night

$1,890 - $1,970 / week

1 / 15

Home rental in Kissimmee with swimming pool

Kissimmee house

3 bedrooms • 2 bathrooms • sleeps 6

from $148 / night

$1,034 / week

1 / 19

Kissimmee Vacation townhouse rental

Kissimmee townhouse

3 bedrooms • 2 bathrooms • sleeps 6

from $92 / night

$640 / week

1 / 18

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