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

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12,740 Vacation rentals

Villa rental in Windsor Hills Resort with golf nearby

Kissimmee villa

6 bedrooms • 4 bathrooms • sleeps 14

13 Reviews

from $232 / night

$1,520 - $2,405 / week

Villa rental in Kissimmee with golf nearby

Kissimmee villa

6 bedrooms • 4 bathrooms • sleeps 12

4 Reviews

from $229 / night

$1,603 / week

Vacation villa with golf nearby in Windsor Hills Resort

Kissimmee villa

6 bedrooms • 4 bathrooms • sleeps 12

15 Reviews

from $266 / night

$1,862 - $2,595 / week

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

Kissimmee bungalow

4 bedrooms • 4 bathrooms • sleeps 8

19 Reviews

from $190 / night

$1,330 / week

Windsor Hills Resort Vacation home rental

Kissimmee house

6 bedrooms • 4 bathrooms • sleeps 13

5 Reviews

from $241 / night

$1,602 / week

Windsor Hills Resort Vacation home rental

Kissimmee house

5 bedrooms • 5 bathrooms • sleeps 10

4 Reviews

from $201 / night

$1,403 / week

Vacation villa rental

Kissimmee villa

5 bedrooms • 5 bathrooms • sleeps 12

2 Reviews

from $247 / night

$2,175 - $2,335 / week

Vacation condo with shared pool in Windsor Hills Resort

Kissimmee condo

3 bedrooms • 2 bathrooms • sleeps 8

9 Reviews

from $125 / night

$874 / week

Vacation villa with golf nearby in Windsor Hills Resort

Kissimmee villa

5 bedrooms • 5 bathrooms • sleeps 10

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 Reviews

from $103 / night

$722 / week

Vacation townhouse rental

Kissimmee townhouse

3 bedrooms • 3 bathrooms • sleeps 6

from $144 / night

$1,002 / week

Great rentals within 20 miles that match your search

Vacation hotel apartment with golf nearby in Kissimmee

Kissimmee hotel apartment

2 bedrooms • 2 bathrooms • sleeps 8

1 Reviews

from $155 / night

$1,082 / week

Home rental in Orlando with shared pool

Orlando house

2 bedrooms • 2 bathrooms • sleeps 6

from $328 / night

$2,290 / week

Four Corners Vacation apartment rental

Four Corners apartment

3 bedrooms • 3 bathrooms • sleeps 10

from $311 / night

$2,176 / week

Vacation hotel apartment with shared pool in Orlando

Orlando hotel apartment

2 bedrooms • 2 bathrooms • sleeps 5

from $262 / night

$1,832 / week

Vacation home in Davenport

Davenport house

4 bedrooms • 2 bathrooms • sleeps 10

1 Reviews

from $142 / night

$962 / week

Vacation studio in Orlando

Orlando studio

Studio • 1 bathroom • sleeps 4

from $171 / night

$1,195 / week

Orlando Vacation apartment rental

Orlando apartment

1 bedroom • 1 bathroom • sleeps 4

from $193 / night

$1,350 / week

Clermont Vacation villa rental

Clermont villa

3 bedrooms • 2 bathrooms • sleeps 6

from $140 / night

$980 / week

Vacation condo with golf nearby in Kissimmee

Kissimmee condo

2 bedrooms • 3 bathrooms • sleeps 8

from $188 / night

$1,315 / week

Vacation condo in Haines City

Haines City condo

1 bedroom • 1 bathroom • sleeps 6

from $78 / night

$544 - $945 / week

Vacation home in Orlando

Orlando house

2 bedrooms • 2 bathrooms • sleeps 6

from $149 / night

$974 / week

Orlando Vacation condo rental

Orlando condo

2 bedrooms • 2 bathrooms • sleeps 6

from $287 / night

$2,004 / week

Vacation villa in Kissimmee

Kissimmee villa

2 bedrooms • 2 bathrooms • sleeps 6

from $328 / night

$2,290 / week

Vacation condo in Kissimmee

Kissimmee condo

2 bedrooms • 2 bathrooms • sleeps 6

from $321 / night

$2,245 / week

Orlando Vacation condo rental

Orlando condo

1 bedroom • 1 bathroom • sleeps 4

from $229 / night

$1,603 / week

Apartment rental in Kissimmee

Kissimmee apartment

1 bedroom • 2 bathrooms • sleeps 6

2 Reviews

from $121 / night

$842 / week

Orlando Vacation home rental

Orlando house

1 bedroom • 1 bathroom • sleeps 4

from $200 / night

$1,397 / week

Kissimmee Vacation home rental

Kissimmee house

4 bedrooms • 3 bathrooms • sleeps 10

from $114 / night

$794 / week

Orlando Vacation villa rental

Orlando villa

1 bedroom • 1 bathroom • sleeps 4

from $319 / night

$2,233 / week

Vacation villa in Old Town

Old Town villa

1 bedroom • 1 bathroom • sleeps 4

from $377 / night

$2,637 / week

Vacation home in Kissimmee

Kissimmee house

4 bedrooms • 3 bathrooms • sleeps 9

from $165 / night

$1,155 / week

Vacation home rental

Davenport house

5 bedrooms • 3 bathrooms • sleeps 10

1 Reviews

from $154 / night

$977 / week

Kissimmee Vacation apartment rental

Kissimmee apartment

1 bedroom • 1 bathroom • sleeps 4

from $182 / night

$1,275 / week

Villa rental in Kissimmee

Kissimmee villa

2 bedrooms • 2 bathrooms • sleeps 10

from $232 / night

$1,621 / week

Vacation condo rental

Four Corners condo

3 bedrooms • 2 bathrooms • sleeps 6

from $101 / night

$706 / week

Vacation apartment in Orlando

Orlando apartment

2 bedrooms • 1 bathroom • sleeps 4

from $373 / night

$2,605 / week

Vacation villa in Orlando

Orlando villa

2 bedrooms • 2 bathrooms • sleeps 4

from $139 / night

$974 / week

Vacation home in Four Corners

Four Corners house

3 bedrooms • 3 bathrooms • sleeps 8

from $119 / night

$831 / week