10 Best Vacation Rentals in Windsor Hills Resort - Holiday Lettings - Cabins

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22,022 Vacation rentals

Villa rental in Windsor Hills Resort with golf nearby

Kissimmee villa

6 bedrooms / 4 bathrooms / sleeps 14

13

from $204 / night

$1,425 - $2,254 / week

Villa rental in Kissimmee with golf nearby

Kissimmee villa

6 bedrooms / 4 bathrooms / sleeps 12

4

from $252 / night

$1,764 / week

Vacation townhouse rental

Kissimmee townhouse

3 bedrooms / 3 bathrooms / sleeps 8

7

from $109 / night

$762 - $1,374 / week

Condo rental in Kissimmee

Kissimmee condo

3 bedrooms / 2 bathrooms / sleeps 6

from $137 / night

$954 / week

Vacation villa with golf nearby in Windsor Hills Resort

Kissimmee villa

6 bedrooms / 4 bathrooms / sleeps 12

15

from $272 / night

$1,900 - $2,849 / week

Vacation bungalow with swimming pool, golf nearby in Windsor Hills Resort

Kissimmee bungalow

4 bedrooms / 4 bathrooms / sleeps 8

17

from $180 / night

$1,260 / week

Windsor Hills Resort Vacation home rental

Kissimmee house

6 bedrooms / 4 bathrooms / sleeps 13

5

Responds fast! avg. 1 hour 21 minutes

from $228 / night

$1,602 - $2,060 / week

Windsor Hills Resort Vacation condo rental

Kissimmee condo

3 bedrooms / 2 bathrooms / sleeps 8

from $114 / night

$794 / week

Windsor Hills Resort Vacation home rental

Kissimmee house

5 bedrooms / 5 bathrooms / sleeps 10

4

from $201 / night

$1,403 / week

Vacation villa rental

Kissimmee villa

5 bedrooms / 5 bathrooms / sleeps 12

2

Responds fast! avg. 2 hours 54 minutes

from $269 / night

$2,289 - $2,748 / week

Vacation condo with shared pool in Windsor Hills Resort

Kissimmee condo

3 bedrooms / 2 bathrooms / sleeps 8

9

Responds fast! avg. 48 minutes

from $102 / night

$714 / week

Vacation villa with golf nearby in Windsor Hills Resort

Kissimmee villa

5 bedrooms / 5 bathrooms / sleeps 10

Responds fast! avg. 56 minutes

from $224 / night

$1,563 / week

Vacation condo with shared pool, golf nearby in Windsor Hills Resort

Kissimmee condo

3 bedrooms / 2 bathrooms / sleeps 6

3

from $103 / night

$722 / week

Great rentals within 20 miles that match your search

Davenport Vacation home rental

Davenport house

4 bedrooms / 3 bathrooms / sleeps 10

Responds fast! avg. 3 hours 33 minutes

from $166 / night

$1,163 - $1,323 / week

Vacation villa with shared pool in Kissimmee

Kissimmee villa

1 bedroom / 1 bathroom / sleeps 4

from $115 / night

$802 / week

Vacation home with swimming pool, golf nearby in ChampionsGate

ChampionsGate house

6 bedrooms / 6 bathrooms / sleeps 12

from $679 / night

$4,753 / week

Home rental in Kissimmee with swimming pool

Kissimmee house

4 bedrooms / 3 bathrooms / sleeps 12

from $259 / night

$1,812 - $3,399 / week

Vacation townhouse with shared pool in Four Corners

Four Corners townhouse

3 bedrooms / 2 bathrooms / sleeps 6

from $161 / night

$1,114 - $3,271 / week

Reunion Vacation home rental

Reunion house

3 bedrooms / 2 bathrooms / sleeps 6

from $181 / night

$1,171 - $1,716 / week

Vacation home rental

Davenport house

4 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 3 hours 33 minutes

from $144 / night

$1,002 / week

Vacation townhouse in Four Corners

Four Corners townhouse

3 bedrooms / 2 bathrooms / sleeps 6

from $152 / night

$1,050 - $1,339 / week

Vacation townhouse with swimming pool, golf nearby in Kissimmee

Kissimmee townhouse

5 bedrooms / 4 bathrooms / sleeps 13

2

Responds fast! avg. 3 hours 54 minutes

from $212 / night

$1,374 / week

Vacation home in Kissimmee

Kissimmee house

4 bedrooms / 3 bathrooms / sleeps 9

from $121 / night

$842 / week

Villa rental in Kissimmee with swimming pool

Kissimmee villa

7 bedrooms / 6 bathrooms / sleeps 14

from $373 / night

$2,605 - $3,327 / week

Kissimmee Vacation townhouse rental

Kissimmee townhouse

4 bedrooms / 4 bathrooms / sleeps 9

2

Responds fast! avg. 2 hours 46 minutes

from $136 / night

$956 / week

Kissimmee Vacation villa rental

Kissimmee villa

3 bedrooms / 3 bathrooms / sleeps 6

2

from $106 / night

$693 / week

Home rental in Orlando with golf nearby

Orlando house

5 bedrooms / 6 bathrooms / sleeps 18

1

from $1,143 / night

$5,723 / week

Vacation villa in Kissimmee

Kissimmee villa

4 bedrooms / 2 bathrooms / sleeps 10

from $165 / night

$1,152 / week

Four Corners Vacation townhouse rental

Four Corners townhouse

3 bedrooms / 3 bathrooms / sleeps 8

from $154 / night

$1,066 - $3,567 / week

Vacation home with swimming pool in Four Corners

Four Corners house

4 bedrooms / 3 bathrooms / sleeps 8

from $154 / night

$1,074 - $1,732 / week

Kissimmee Vacation villa rental

Kissimmee villa

3 bedrooms / 2 bathrooms / sleeps 6

4

Responds fast! avg. 1 hour 9 minutes

from $121 / night

$843 / week

Orlando Vacation home rental

Orlando house

4 bedrooms / 3 bathrooms / sleeps 10

from $217 / night

$1,515 / week

Four Corners Vacation condo rental

Four Corners condo

4 bedrooms / 3 bathrooms / sleeps 8

from $126 / night

$882 / week

Kissimmee Vacation villa rental

Kissimmee villa

5 bedrooms / 4 bathrooms / sleeps 10

Responds fast! avg. 2 hours 37 minutes

from $178 / night

$1,203 - $1,432 / week

Home rental in Four Corners with swimming pool

Four Corners house

8 bedrooms / 6 bathrooms / sleeps 20

2

Responds fast! avg. 2 hours 14 minutes

from $344 / night

$1,947 - $5,153 / week

Vacation villa accommodation

ChampionsGate villa

6 bedrooms / 6 bathrooms / sleeps 12

from $311 / night

$2,172 / week

Vacation villa rental

Davenport villa

4 bedrooms / 3 bathrooms / sleeps 8

5

from $126 / night

$882 / week

Townhouse rental in Kissimmee with shared pool

Kissimmee townhouse

3 bedrooms / 2 bathrooms / sleeps 8

1

from $103 / night

$722 / week

Kissimmee Vacation home rental

Kissimmee house

4 bedrooms / 3 bathrooms / sleeps 8

2

from $201 / night

$1,403 / week

Orlando Vacation condo rental

Orlando condo

2 bedrooms / 2 bathrooms / sleeps 6

3

Responds fast! avg. 2 hours 37 minutes

from $184 / night

$1,283 / week