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

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19,083 Holiday homes

Villa rental in Windsor Hills Resort with golf nearby

Kissimmee villa

6 bedrooms / 4 bathrooms / sleeps 14

13

from £148 / night

£983 - £1,712 / week

Condo rental in Kissimmee

Kissimmee condo

3 bedrooms / 2 bathrooms / sleeps 6

from £112 / night

£784 / week

Villa rental in Kissimmee with golf nearby

Kissimmee villa

6 bedrooms / 4 bathrooms / sleeps 12

4

Responds fast! avg. 22 minutes

from £189 / night

£1,318 / week

Holiday townhouse rental

Kissimmee townhouse

3 bedrooms / 3 bathrooms / sleeps 8

7

from £235 / night

£703 - £1,125 / week

Holiday villa with golf nearby in Windsor Hills Resort

Kissimmee villa

6 bedrooms / 4 bathrooms / sleeps 12

15

from £207 / night

£1,443 - £2,164 / week

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

Kissimmee bungalow

4 bedrooms / 4 bathrooms / sleeps 8

17

from £148 / night

£1,036 / week

Windsor Hills Resort holiday home let

Kissimmee house

6 bedrooms / 4 bathrooms / sleeps 13

5

Responds fast! avg. 1 hour 53 minutes

from £188 / night

£1,317 - £1,694 / week

Windsor Hills Resort holiday condo let

Kissimmee condo

3 bedrooms / 2 bathrooms / sleeps 8

from £93 / night

£651 / week

Windsor Hills Resort holiday home rental

Kissimmee house

5 bedrooms / 5 bathrooms / sleeps 10

4

from £165 / night

£1,153 / week

Holiday villa rental

Kissimmee villa

5 bedrooms / 5 bathrooms / sleeps 12

2

Responds fast! avg. 1 hour 46 minutes

from £222 / night

£1,882 - £2,014 / week

Holiday condo with shared pool in Windsor Hills Resort

Kissimmee condo

3 bedrooms / 2 bathrooms / sleeps 8

9

Responds fast! avg. 21 minutes

from £103 / night

£719 / week

Holiday villa with golf nearby in Windsor Hills Resort

Kissimmee villa

5 bedrooms / 5 bathrooms / sleeps 10

Responds fast! avg. 1 hour 8 minutes

from £184 / night

£1,283 / week

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

Kissimmee condo

3 bedrooms / 2 bathrooms / sleeps 6

3

from £85 / night

£592 / week

Great rentals within 20 miles that match your search

Hotel apartment accommodation in Orlando

Orlando hotel apartment

2 bedrooms / 1 bathroom / sleeps 4

from £55 / night

£552 / week

Holiday home in Four Corners

Four Corners house

6 bedrooms / 4 bathrooms / sleeps 12

from £166 / night

£1,159 / week

Holiday villa in Four Corners

Four Corners villa

6 bedrooms / 4 bathrooms / sleeps 12

from £161 / night

£962 / week

Holiday condo in Orlando

Orlando condo

1 bedroom / 1 bathroom / sleeps 4

2

Responds fast! avg. 3 hours 59 minutes

from £107 / night

£749 / week

Holiday villa in Orlando

Orlando villa

2 bedrooms / 2 bathrooms / sleeps 8

1

Responds fast! avg. 3 hours 59 minutes

from £149 / night

£1,042 / week

Holiday condo in Celebration

Celebration condo

2 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 3 hours 59 minutes

from £149 / night

£1,042 / week

Holiday apartment with shared pool in Kissimmee

Kissimmee apartment

1 bedroom / 1 bathroom / sleeps 4

from £75 / night

£526 / week

Holiday apartment in Orlando

Orlando apartment

3 bedrooms / 2 bathrooms / sleeps 7

Responds fast! avg. 1 hour 31 minutes

from £231 / night

£1,614 / week

Davenport holiday villa accommodation

Davenport villa

5 bedrooms / 5 bathrooms / sleeps 10

50

Responds fast! avg. 2 hours 31 minutes

from £75 / night

£521 - £1,203 / week

Holiday home with shared pool, golf nearby in Four Corners

Four Corners house

8 bedrooms / 6 bathrooms / sleeps 26

from £255 / night

£1,782 - £5,337 / week

Holiday home with shared pool, golf nearby in ChampionsGate

ChampionsGate house

4 bedrooms / 1 bathroom / sleeps 11

from £94 / night

£656 - £2,570 / week

Holiday home rental

ChampionsGate house

8 bedrooms / 6 bathrooms / sleeps 17

from £226 / night

£1,583 - £5,337 / week

Holiday home with shared pool in Four Corners

Four Corners house

4 bedrooms / 4 bathrooms / sleeps 10

from £94 / night

£656 - £3,013 / week

Holiday home with shared pool, golf nearby in Four Corners

Four Corners house

4 bedrooms / 1 bathroom / sleeps 11

from £94 / night

£656 - £2,570 / week

Holiday home letting

Haines City house

5 bedrooms / 3 bathrooms / sleeps 10

from £152 / night

£1,041 - £1,183 / week

Holiday villa in Davenport

Davenport villa

8 bedrooms / 5 bathrooms / sleeps 18

from £142 / night

£994 / week

Holiday home with golf nearby in Reunion

Reunion house

5 bedrooms / 5 bathrooms / sleeps 12

from £175 / night

£1,088 / week

Holiday apartment in Kissimmee

Kissimmee apartment

1 bedroom / 1 bathroom / sleeps 4

from £76 / night

£530 / week

Holiday villa with swimming pool in Orlando

Orlando villa

6 bedrooms / 6 bathrooms / sleeps 14

3

Responds fast! avg. 3 hours 0 minutes

from £142 / night

£795 - £2,418 / week

Holiday villa in Kissimmee

Kissimmee villa

8 bedrooms / 5 bathrooms / sleeps 20

6

from £179 / night

£1,225 - £2,355 / week

Holiday home in Reunion

Reunion house

8 bedrooms / 7 bathrooms / sleeps 18

from £236 / night

£1,650 / week

Holiday home in Kissimmee

Kissimmee house

9 bedrooms / 9 bathrooms / sleeps 18

Responds fast! avg. 2 hours 21 minutes

from £330 / night

£2,309 / week

Holiday home with swimming pool in Kissimmee

Kissimmee house

2 bedrooms / 2 bathrooms / sleeps 4

from £77 / night

£535 / week

Orlando holiday apartment rental

Orlando apartment

1 bedroom / 1 bathroom / sleeps 2

from £118 / night

£825 / week

Holiday villa with shared pool, golf nearby in Kissimmee

Kissimmee villa

4 bedrooms / 3 bathrooms / sleeps 10

5

from £142 / night

£990 / week

Holiday villa with golf nearby in Davenport

Davenport villa

4 bedrooms / 3 bathrooms / sleeps 8

9

from £149 / night

£1,042 / week

Holiday villa in Orlando

Orlando villa

3 bedrooms / 3 bathrooms / sleeps 12

from £392 / night

£2,356 / week

Viewing 40 of 19,083
rentals in Windsor Hills Resort

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Top Destination reviews

Windsor Hills Townhouse, 3 bedrooms, 3 bathrooms
Perfect 'home from home' with great location

This townhouse has a ‘home from home’ feel to it, very clean and well equipped with all the essentials and we were ready to start our holiday right away. Overall, it is spacious and the bedrooms are a good size, with comfortable beds (plenty of pillows and bed linen). Having 3 bathrooms made getting up and out of the house quicker and easier. Especially with having the parks at just a stone’s throw away! (Disney at just a 10 minutes’ drive and Universal just 20 minutes). There are also plenty of restaurants around. The living and kitchen areas are great places to start and end the day with all the necessities needed in the kitchen. The pool area was the perfect touch as well when you want to chill out after a long day at the parks, plenty of space to splash around or enjoy the sunshine. The pool was warm and very clean. If a larger pool is what you want, the complex also has a big shared pool with plenty of loungers and we loved spending the day there. Overall, renting this townhouse was the best way to go. I would definitely recommend and come back here as me and the kids loved it!see more
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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