5 Best Vacation Rentals in Kissimmee City - Holiday Lettings - Cabins

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19,320 Vacation rentals

Vacation villa in Kissimmee

Kissimmee villa

3 bedrooms / 2 bathrooms / sleeps 6

36

from $74 / night

$461 - $735 / week

Villa accommodation in Kissimmee City

Kissimmee villa

5 bedrooms / 5 bathrooms / sleeps 10

3

from $182 / night

$1,269 / week

Vacation villa with swimming pool in Kissimmee City

Kissimmee villa

4 bedrooms / 2 bathrooms / sleeps 10

24

Responds fast! avg. 45 minutes

from $183 / night

$1,054 - $2,628 / week

Vacation villa rental

Kissimmee villa

4 bedrooms / 3 bathrooms / sleeps 8

6

Responds fast! avg. 2 hours 17 minutes

from $161 / night

$1,071 / week

Vacation home in Kissimmee City

Kissimmee house

4 bedrooms / 2 bathrooms / sleeps 8

2

Responds fast! avg. 3 hours 21 minutes

from $149 / night

$1,042 / week

Vacation townhouse with swimming pool in Kissimmee

Kissimmee townhouse

4 bedrooms / 4 bathrooms / sleeps 10

1

Responds fast! avg. 2 hours 55 minutes

from $160 / night

$1,114 - $1,275 / week

Vacation villa in Kissimmee

Kissimmee villa

8 bedrooms / 5 bathrooms / sleeps 20

5

from $286 / night

$1,717 / week

Vacation home with indoor pool in Kissimmee City

Kissimmee house

5 bedrooms / 5 bathrooms / sleeps 10

4

Responds fast! avg. 2 hours 29 minutes

from $401 / night

$2,806 / week

Kissimmee Vacation condo rental

Kissimmee condo

1 bedroom / 1 bathroom / sleeps 4

1

from $172 / night

$888 - $1,002 / week

Great rentals within 20 miles that match your search

Vacation villa rental

Davenport villa

4 bedrooms / 3 bathrooms / sleeps 8

39

Responds fast! avg. 3 hours 48 minutes

from $115 / night

$745 - $848 / week

Vacation home with swimming pool in Kissimmee

Kissimmee house

5 bedrooms / 5 bathrooms / sleeps 16

from $208 / night

$1,451 / week

Vacation home in Kissimmee

Kissimmee house

4 bedrooms / 3 bathrooms / sleeps 10

2

from $154 / night

$1,074 / week

Villa rental in Haines City with golf nearby

Haines City villa

4 bedrooms / 3 bathrooms / sleeps 8

24

Responds fast! avg. 3 hours 4 minutes

from $132 / night

$923 - $1,349 / week

Vacation villa in Orlando

Orlando villa

1 bedroom / 1 bathroom / sleeps 4

3

Responds fast! avg. 15 minutes

from $400 / night

$2,798 / week

Davenport Vacation villa rental

Davenport villa

5 bedrooms / 3 bathrooms / sleeps 12

11

from $164 / night

$1,143 / week

Home rental in Reunion

Reunion house

5 bedrooms / 6 bathrooms / sleeps 10

from $401 / night

$2,806 / week

Vacation home in Four Corners

Four Corners house

5 bedrooms / 5 bathrooms / sleeps 14

from $243 / night

$1,700 / week

Vacation home in Clermont

Clermont house

5 bedrooms / 4 bathrooms / sleeps 10

from $155 / night

$1,082 / week

Vacation townhouse with swimming pool in Four Corners

Four Corners townhouse

5 bedrooms / 4 bathrooms / sleeps 10

from $164 / night

$1,147 / week

Home rental in Kissimmee with swimming pool

Kissimmee house

4 bedrooms / 2 bathrooms / sleeps 10

from $178 / night

$1,243 / week

Home accommodation in Kissimmee with swimming pool

Kissimmee house

14 bedrooms / 11 bathrooms / sleeps 31

from $566 / night

$3,960 / week

Townhouse accommodation in Kissimmee

Kissimmee townhouse

5 bedrooms / 4 bathrooms / sleeps 11

from $212 / night

$1,483 / week

Vacation home rental

Kissimmee house

4 bedrooms / 2 bathrooms / sleeps 8

from $136 / night

$946 / week

Four Corners Vacation home accommodation

Four Corners house

3 bedrooms / 2 bathrooms / sleeps 6

from $392 / night

$1,280 - $1,991 / week

Vacation villa with swimming pool, golf nearby in Davenport

Davenport villa

8 bedrooms / 5 bathrooms / sleeps 18

from $401 / night

$2,806 / week

Vacation home in Orlando

Orlando house

2 bedrooms / 3 bathrooms / sleeps 4

from $360 / night

$2,519 / week

Four Corners Vacation apartment rental

Four Corners apartment

2 bedrooms / 2 bathrooms / sleeps 8

from $172 / night

$1,203 / week

Vacation villa with swimming pool in Four Corners

Four Corners villa

4 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 2 hours 54 minutes

from $189 / night

$1,312 - $1,942 / week

Vacation home in Davenport

Davenport house

4 bedrooms / 3 bathrooms / sleeps 8

from $144 / night

$1,002 / week

Home accommodation in Loughman with swimming pool

Loughman house

5 bedrooms / 5 bathrooms / sleeps 12

2

from $192 / night

$1,339 / week

Kissimmee Vacation home rental

Kissimmee house

8 bedrooms / 6 bathrooms / sleeps 16

from $308 / night

$2,156 / week

Vacation home with swimming pool in Davenport

Davenport house

5 bedrooms / 4 bathrooms / sleeps 11

from $164 / night

$1,147 / week

Villa rental in Kissimmee with shared pool

Kissimmee villa

4 bedrooms / 3 bathrooms / sleeps 10

1

from $132 / night

$790 - $939 / week

Kissimmee Vacation home rental

Kissimmee house

7 bedrooms / 4 bathrooms / sleeps 14

from $207 / night

$1,443 / week

Kissimmee Vacation villa rental

Kissimmee villa

7 bedrooms / 6 bathrooms / sleeps 18

2

Responds fast! avg. 3 hours 49 minutes

from $286 / night

$1,717 - $2,318 / week

Kissimmee Vacation villa rental

Kissimmee villa

7 bedrooms / 5 bathrooms / sleeps 14

from $115 / night

$802 / week

Apartment rental in Orlando with shared pool, golf nearby

Orlando apartment

1 bedroom / 1 bathroom / sleeps 4

from $184 / night

$1,283 / week

Vacation home in Davenport

Davenport house

5 bedrooms / 5 bathrooms / sleeps 12

5

from $213 / night

$1,491 / week

Home rental in Davenport with golf nearby

Davenport house

8 bedrooms / 5 bathrooms / sleeps 16

from $401 / night

$2,806 / week

Reunion Vacation townhouse rental

Reunion townhouse

4 bedrooms / 3 bathrooms / sleeps 10

7

Responds fast! avg. 1 hour 23 minutes

from $126 / night

$916 / week