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Villas in Windsor Hills Resort and Condos - Holiday Lettings - Holiday Rentals Windsor Hills Resort

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13,055 Holiday homes

Villa rental in Windsor Hills Resort with golf nearby

Kissimmee villa

6 bedrooms / 4 bathrooms / sleeps 14

13

from £165 / night

£1,082 - £1,712 / week

Villa rental in Kissimmee with golf nearby

Kissimmee villa

6 bedrooms / 4 bathrooms / sleeps 12

4

Responds fast! avg. 1 hour 9 minutes

from £164 / night

£1,148 / week

Holiday villa with golf nearby in Windsor Hills Resort

Kissimmee villa

6 bedrooms / 4 bathrooms / sleeps 12

15

from £189 / night

£1,323 - £1,844 / week

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

Kissimmee bungalow

4 bedrooms / 4 bathrooms / sleeps 8

19

from £137 / night

£956 / week

Windsor Hills Resort holiday home let

Kissimmee house

6 bedrooms / 4 bathrooms / sleeps 13

5

Responds fast! avg. 1 hour 17 minutes

from £175 / night

£1,162 / week

Windsor Hills Resort holiday home rental

Kissimmee house

5 bedrooms / 5 bathrooms / sleeps 10

4

from £144 / night

£1,008 / week

Holiday villa rental

Kissimmee villa

5 bedrooms / 5 bathrooms / sleeps 12

2

from £177 / night

£1,557 - £1,672 / week

Holiday condo with shared pool in Windsor Hills Resort

Kissimmee condo

3 bedrooms / 2 bathrooms / sleeps 8

9

from £90 / night

£626 / week

Holiday villa with golf nearby in Windsor Hills Resort

Kissimmee villa

5 bedrooms / 5 bathrooms / sleeps 10

Responds fast! avg. 1 hour 34 minutes

from £162 / night

£1,130 / week

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

Kissimmee condo

3 bedrooms / 2 bathrooms / sleeps 6

3

from £76 / night

£526 / week

Holiday townhouse rental

Kissimmee townhouse

3 bedrooms / 3 bathrooms / sleeps 6

from £103 / night

£718 / week

Great rentals within 20 miles that match your search

Holiday hotel apartment with golf nearby in Kissimmee

Kissimmee hotel apartment

2 bedrooms / 2 bathrooms / sleeps 8

1

from £127 / night

£885 / week

Home rental in Orlando with shared pool

Orlando house

2 bedrooms / 2 bathrooms / sleeps 6

from £267 / night

£1,870 / week

Four Corners holiday apartment rental

Four Corners apartment

3 bedrooms / 3 bathrooms / sleeps 10

from £254 / night

£1,776 / week

Holiday hotel apartment with shared pool in Orlando

Orlando hotel apartment

2 bedrooms / 2 bathrooms / sleeps 5

from £214 / night

£1,496 / week

Holiday home in Davenport

Davenport house

4 bedrooms / 2 bathrooms / sleeps 10

1

from £117 / night

£788 / week

Holiday villa in Kissimmee

Kissimmee villa

1 bedroom / 1 bathroom / sleeps 4

from £156 / night

£1,090 / week

Holiday studio in Orlando

Orlando studio

Studio / 1 bathroom / sleeps 4

from £140 / night

£978 / week

Orlando holiday apartment rental

Orlando apartment

1 bedroom / 1 bathroom / sleeps 4

from £158 / night

£1,105 / week

Clermont holiday villa rental

Clermont villa

3 bedrooms / 2 bathrooms / sleeps 6

from £115 / night

£802 / week

Holiday condo with golf nearby in Kissimmee

Kissimmee condo

2 bedrooms / 3 bathrooms / sleeps 8

from £154 / night

£1,076 / week

Holiday condo in Haines City

Haines City condo

1 bedroom / 1 bathroom / sleeps 6

from £64 / night

£446 - £774 / week

Holiday home in Orlando

Orlando house

2 bedrooms / 2 bathrooms / sleeps 6

from £122 / night

£797 / week

Orlando holiday condo rental

Orlando condo

2 bedrooms / 2 bathrooms / sleeps 6

from £235 / night

£1,645 / week

Holiday villa in Kissimmee

Kissimmee villa

2 bedrooms / 2 bathrooms / sleeps 6

from £269 / night

£1,879 / week

Holiday condo in Kissimmee

Kissimmee condo

2 bedrooms / 2 bathrooms / sleeps 6

from £263 / night

£1,842 / week

Orlando holiday condo rental

Orlando condo

1 bedroom / 1 bathroom / sleeps 4

from £188 / night

£1,316 / week

Apartment rental in Kissimmee

Kissimmee apartment

1 bedroom / 2 bathrooms / sleeps 6

2

from £99 / night

£691 / week

Orlando holiday home rental

Orlando house

1 bedroom / 1 bathroom / sleeps 4

from £164 / night

£1,147 / week

Kissimmee holiday home rental

Kissimmee house

4 bedrooms / 3 bathrooms / sleeps 10

from £93 / night

£651 / week

Orlando holiday villa rental

Orlando villa

1 bedroom / 1 bathroom / sleeps 4

from £262 / night

£1,832 / week

Holiday villa in Old Town

Old Town villa

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 54 minutes

from £309 / night

£2,164 / week

Holiday home in Kissimmee

Kissimmee house

4 bedrooms / 3 bathrooms / sleeps 9

Responds fast! avg. 2 hours 4 minutes

from £136 / night

£947 / week

Holiday home rental

Davenport house

5 bedrooms / 3 bathrooms / sleeps 10

1

from £126 / night

£802 / week

Kissimmee holiday apartment rental

Kissimmee apartment

1 bedroom / 1 bathroom / sleeps 4

from £150 / night

£1,046 / week

Holiday home in Davenport

Davenport house

6 bedrooms / 4 bathrooms / sleeps 14

from £201 / night

£1,403 / week

Villa rental in Kissimmee

Kissimmee villa

2 bedrooms / 2 bathrooms / sleeps 10

from £190 / night

£1,330 / week

Holiday condo rental

Four Corners condo

3 bedrooms / 2 bathrooms / sleeps 6

from £83 / night

£579 / week

Holiday apartment in Orlando

Orlando apartment

2 bedrooms / 1 bathroom / sleeps 4

from £306 / night

£2,138 / week

Viewing 39 of 13,055
rentals in Windsor Hills Resort

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Top Destination reviews

Windsor Hills 5BR/ 5BA SF Pool Villa,3MI to disney
Great villa

This villa is located within Windsor Hills which is a perfect location as it's very near Disney. The villa was clean and presented well. We had a few little niggles but I do need to complement both Jennifer and her local management company on response rate and resolution. Thanks … see more
Executive Villa, Pool, Hot tub, WiFi, Games Room
Excellent Villa highly recommend it, great location.

Property was excellent, close to Disney and places to eat. The weather was nice and the complex where the villa was situated was well looked after, nice and clean and staff was pleasant. … see more
Flagstone Villa
Fantastic villa, great location!

Dunestone is a very smart, spacious and well-positioned villa in a great gated community. So close to Disney and only mins from the I-4 allowing easy access to all of Orlando's attractions. The owners were a pleasure to deal with and met all of our requests. We have stayed in several properties in Windsor Hills - Dunestone is most definitely our favourite to date!see more

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