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

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21,194 Vacation rentals

Vacation villa in Kissimmee

Kissimmee villa

3 bedrooms / 2 bathrooms / sleeps 6

36

from $78 / night

$488 - $716 / week

Villa accommodation in Kissimmee City

Kissimmee villa

5 bedrooms / 5 bathrooms / sleeps 10

3

from $193 / night

$1,345 / week

Vacation villa in Kissimmee City

Kissimmee villa

4 bedrooms / 2 bathrooms / sleeps 10

24

Responds fast! avg. 1 hour 4 minutes

from $194 / night

$1,119 - $2,789 / week

Vacation villa rental

Kissimmee villa

4 bedrooms / 3 bathrooms / sleeps 8

6

Responds fast! avg. 2 hours 21 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 villa in Kissimmee

Kissimmee villa

8 bedrooms / 5 bathrooms / sleeps 20

5

from $286 / night

$1,717 / week

Vacation townhouse with swimming pool in Kissimmee

Kissimmee townhouse

4 bedrooms / 4 bathrooms / sleeps 10

1

Responds fast! avg. 2 hours 40 minutes

from $160 / night

$1,114 - $1,275 / 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 with swimming pool in Loughman

Loughman villa

7 bedrooms / 7 bathrooms / sleeps 14

from $290 / night

$2,028 / week

Vacation villa with swimming pool in Clermont

Clermont villa

4 bedrooms / 4 bathrooms / sleeps 8

6

from $161 / night

$1,123 / week

Vacation apartment with shared pool in Reunion

Reunion apartment

3 bedrooms / 3 bathrooms / sleeps 6

8

from $175 / night

$1,225 / week

Kissimmee Vacation villa rental

Kissimmee villa

3 bedrooms / 3 bathrooms / sleeps 6

from $132 / night

$922 / week

Vacation home in Davenport

Davenport house

5 bedrooms / 4 bathrooms / sleeps 10

from $169 / night

$1,179 / week

Davenport Vacation home rental

Davenport house

4 bedrooms / 3 bathrooms / sleeps 8

from $120 / night

$834 / week

Davenport Vacation home rental

Davenport house

4 bedrooms / 3 bathrooms / sleeps 8

from $178 / night

$1,145 / week

Condo rental in Central Florida with shared pool

Central Florida condo

2 bedrooms / 2 bathrooms / sleeps 8

from $409 / night

$2,863 / week

Vacation villa in ChampionsGate

ChampionsGate villa

4 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 1 hour 45 minutes

from $277 / night

$1,686 - $2,343 / week

Vacation villa with indoor pool, golf nearby in Davenport

Davenport villa

4 bedrooms / 3 bathrooms / sleeps 10

from $100 / night

$697 / week

Vacation condo in Kissimmee

Kissimmee condo

2 bedrooms / 2 bathrooms / sleeps 8

from $303 / night

$2,119 / week

Vacation villa with golf nearby in Davenport

Davenport villa

4 bedrooms / 3 bathrooms / sleeps 8

9

from $194 / night

$1,359 / week

Private room rental in Orlando

Orlando private room

1 bedroom / 1 bathroom / sleeps 3

from $44 / night

$303 / week

Orlando Vacation condo rental

Orlando condo

2 bedrooms / 2 bathrooms / sleeps 8

from $224 / night

$1,563 / week

Vacation villa in Davenport

Davenport villa

5 bedrooms / 3 bathrooms / sleeps 10

3

from $180 / night

$1,255 / week

Orlando Vacation condo rental

Orlando condo

2 bedrooms / 2 bathrooms / sleeps 6

from $287 / night

$2,004 / week

Clermont Vacation villa rental

Clermont villa

4 bedrooms / 2 bathrooms / sleeps 8

28

Responds fast! avg. 3 hours 6 minutes

from $127 / night

$889 / week

Orlando Vacation villa rental

Orlando villa

3 bedrooms / 3 bathrooms / sleeps 12

1

from $373 / night

$2,605 / week

Orlando Vacation condo rental

Orlando condo

1 bedroom / 1 bathroom / sleeps 4

from $148 / night

$1,031 / week

Vacation villa rental

Kissimmee villa

6 bedrooms / 4 bathrooms / sleeps 13

Responds fast! avg. 1 hour 40 minutes

from $304 / night

$2,116 - $2,576 / week

Vacation home in Kissimmee

Kissimmee house

4 bedrooms / 4 bathrooms / sleeps 8

from $138 / night

$962 / week

Vacation villa in Four Corners

Four Corners villa

6 bedrooms / 5 bathrooms / sleeps 13

Responds fast! avg. 1 hour 24 minutes

from $172 / night

$1,203 / week

Vacation villa with shared pool, golf nearby in Orlando

Orlando villa

2 bedrooms / 2 bathrooms / sleeps 8

1

from $223 / night

$1,493 / week

Vacation home in Orlando

Orlando house

6 bedrooms / 6 bathrooms / sleeps 13

from $239 / night

$1,569 - $2,241 / week

Kissimmee Vacation townhouse rental

Kissimmee townhouse

4 bedrooms / 4 bathrooms / sleeps 9

2

Responds fast! avg. 2 hours 35 minutes

from $135 / night

$949 / week

Vacation condo with shared pool in Orlando

Orlando condo

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 3 hours 1 minutes

from $287 / night

$2,004 / week

Vacation home with shared pool in Four Corners

Four Corners house

5 bedrooms / 3 bathrooms / sleeps 12

from $172 / night

$1,203 / week

Vacation apartment in Loughman

Loughman apartment

14 bedrooms / 11 bathrooms / sleeps 30

from $852 / night

$5,964 / week

Vacation villa in Clermont

Clermont villa

5 bedrooms / 3 bathrooms / sleeps 12

from $147 / night

$1,025 / week

Vacation condo rental

Davenport condo

3 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 1 hour 8 minutes

from $85 / night

$595 - $1,453 / week

Vacation villa with swimming pool in Four Corners

Four Corners villa

6 bedrooms / 4 bathrooms / sleeps 12

Responds fast! avg. 2 hours 7 minutes

from $325 / night

$2,265 - $3,772 / week