Villas in Windsor Hills Resort and Condos from £78 - Holiday Rentals Windsor Hills Resort

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22,069 Holiday homes

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Villa rental in Windsor Hills Resort with golf nearby

Kissimmee / Windsor Hills Resort

6 14 3 nights min

6 bedrooms
sleeps 14
3 nights min

Beach / lakeside relaxation
Nearest beach 80 km
Swimming pool

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from £247 / night

£1,661 / week

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avg. 2 hours 50 minutes

from £247 / night

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Villa rental in Kissimmee with golf nearby

Kissimmee / Windsor Hills Resort

6 12 4 nights min

6 bedrooms
sleeps 12
4 nights min

Nearest beach 116 km
Swimming pool
Child friendly

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from £194 / night

£1,355 / week

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from £194 / night

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Condo rental in Kissimmee

Kissimmee / Windsor Hills Resort

3 6 3 nights min

3 bedrooms
sleeps 6
3 nights min

Swimming pool
Child friendly
Air conditioning

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from £105 / night

£733 / week

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avg. 2 hours 7 minutes

from £105 / night

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Holiday townhouse rental

Kissimmee / Windsor Hills Resort

3 8 7 nights min

3 bedrooms
sleeps 8
7 nights min

Nearest beach 60 km
Swimming pool
Child friendly

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from £84 / night

£585 - £1,056 / week

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from £84 / night

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Holiday villa with golf nearby in Windsor Hills Resort

Kissimmee / Windsor Hills Resort

6 12 min stay varies

6 bedrooms
sleeps 12
min stay varies

Swimming pool
Child friendly
Air conditioning

Map

from £207 / night

£1,443 - £2,164 / week

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from £207 / night

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

Kissimmee / Windsor Hills Resort

4 8 min stay varies

4 bedrooms
sleeps 8
min stay varies

Nearest beach 110 km
Swimming pool
Child friendly

Map

from £135 / night

£942 / week

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from £135 / night

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Windsor Hills Resort holiday condo let

Kissimmee / Windsor Hills Resort

3 8 min stay varies

3 bedrooms
sleeps 8
min stay varies

Beach / lakeside relaxation
Nearest beach 89 km
Swimming pool

Map

from £88 / night

£610 - £733 / week

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from £88 / night

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Holiday townhouse in Windsor Hills Resort

Kissimmee / Windsor Hills Resort

3 6 4 nights min

3 bedrooms
sleeps 6
4 nights min

Nearest beach 118 km
Swimming pool
Child friendly

from £97 / night

£678 / week

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avg. 1 hour 12 minutes

from £97 / night

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Windsor Hills Resort holiday home rental

Kissimmee / Windsor Hills Resort

5 10 min stay varies

5 bedrooms
sleeps 10
min stay varies

Nearest beach 129 km
Swimming pool
Child friendly

Map

from £154 / night

£1,078 - £1,386 / week

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from £154 / night

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Holiday condo in Windsor Hills Resort

Kissimmee / Windsor Hills Resort

3 8 min stay varies

3 bedrooms
sleeps 8
min stay varies

Child friendly
Air conditioning

from £79 / night

£616 / week

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Responds fast!
avg. 2 hours 43 minutes

from £79 / night

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Holiday villa rental

Kissimmee / Windsor Hills Resort

5 12 min stay varies

5 bedrooms
sleeps 12
min stay varies

Swimming pool
Child friendly
Air conditioning

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from £190 / night

£1,231 - £2,112 / week

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Responds fast!
avg. 3 hours 51 minutes

from £190 / night

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Holiday condo with shared pool in Windsor Hills Resort

Kissimmee / Windsor Hills Resort

3 8 2 nights min

3 bedrooms
sleeps 8
2 nights min

Swimming pool
Child friendly
Air conditioning

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from £87 / night

£640 / week

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Responds fast!
avg. 1 hour 45 minutes

from £87 / night

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Holiday villa with golf nearby in Windsor Hills Resort

Kissimmee / Windsor Hills Resort

5 10 1 night min

5 bedrooms
sleeps 10
1 night min

Nearest beach 105 km
Swimming pool
Child friendly

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from £172 / night

£1,201 / week

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Responds fast!
avg. 36 minutes

from £172 / night

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

Kissimmee / Windsor Hills Resort

3 6 3 nights min

3 bedrooms
sleeps 6
3 nights min

Nearest beach 143 km
Swimming pool
Child friendly

Map

from £80 / night

£555 / week

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from £80 / night

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Great rentals within 20 miles that match your search

Distance approx 3.03 miles from Windsor Hills Resort Show on Map

Holiday villa with shared pool in Kissimmee

Central Florida / Kissimmee

3 12 7 nights min

3 bedrooms
sleeps 12
7 nights min

Swimming pool
Child friendly
Air conditioning

Map

from £202 / night

£1,401 / week

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from £202 / night

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Distance approx 9.33 miles from Windsor Hills Resort Show on Map

Holiday private room with shared pool in Sand Lake

Florida / Sand Lake

1 4 2 nights min

1 bedroom
sleeps 4
2 nights min

Swimming pool
Child friendly
Air conditioning

Map

from £176 / night

£1,226 / week

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Responds fast!
avg. 2 hours 20 minutes

from £176 / night

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Distance approx 1.78 miles from Windsor Hills Resort Show on Map

Home accommodation in Four Corners with swimming pool

Central Florida / Four Corners

7 15 min stay varies

7 bedrooms
sleeps 15
min stay varies

Swimming pool
Child friendly
Car not necessary

Map

from £219 / night

£1,527 - £3,955 / week

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from £219 / night

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Distance approx 8.04 miles from Windsor Hills Resort Show on Map

Holiday home with shared pool in Kissimmee

Central Florida / Kissimmee

3 6 2 nights min

3 bedrooms
sleeps 6
2 nights min

Swimming pool
Child friendly
Air conditioning

Map

from £131 / night

£914 / week

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Responds fast!
avg. 12 minutes

from £131 / night

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Distance approx 8.07 miles from Windsor Hills Resort Show on Map

Orlando holiday condo rental

Central Florida / Orlando

2 6 7 nights min

2 bedrooms
sleeps 6
7 nights min

Child friendly

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from £238 / night

£1,661 / week

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from £238 / night

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Distance approx 0.1 miles from Windsor Hills Resort Show on Map

Holiday apartment in Four Corners

Central Florida / Four Corners

2 8 6 nights min

2 bedrooms
sleeps 8
6 nights min

Swimming pool
Child friendly
Air conditioning

Map

from £201 / night

£1,403 / week

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from £201 / night

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Distance approx 9.56 miles from Windsor Hills Resort Show on Map

Holiday villa rental

Central Florida / Kissimmee

8 16 7 nights min

8 bedrooms
sleeps 16
7 nights min

Swimming pool
Air conditioning

Map

from £397 / night

£2,778 / week

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from £397 / night

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Distance approx 1.46 miles from Windsor Hills Resort Show on Map

Holiday home in Four Corners

Central Florida / Four Corners

7 16 3 nights min

7 bedrooms
sleeps 16
3 nights min

Swimming pool
Child friendly
Air conditioning

Map

from £250 / night

£1,744 / week

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from £250 / night

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Distance approx 8.8 miles from Windsor Hills Resort Show on Map

Holiday home in Kissimmee

Central Florida / Kissimmee

4 12 min stay varies

4 bedrooms
sleeps 12
min stay varies

Swimming pool
Child friendly
Air conditioning

Map

from £87 / night

£606 / week

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Responds fast!
avg. 1 hour 0 minutes

from £87 / night

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Distance approx 1.47 miles from Windsor Hills Resort Show on Map

Holiday villa in Kissimmee

Central Florida / Kissimmee

8 20 min stay varies

8 bedrooms
sleeps 20
min stay varies

Swimming pool
Child friendly
Air conditioning

Map

from £218 / night

£1,136 - £2,989 / week

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Responds fast!
avg. 49 minutes

from £218 / night

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Distance approx 3.3 miles from Windsor Hills Resort Show on Map

Kissimmee holiday home rental

Central Florida / Kissimmee

5 10 min stay varies

5 bedrooms
sleeps 10
min stay varies

Swimming pool
Child friendly
Air conditioning

Map

from £132 / night

£892 - £1,586 / week

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Responds fast!
avg. 1 hour 38 minutes

from £132 / night

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Distance approx 4.31 miles from Windsor Hills Resort Show on Map

Holiday villa in Davenport

Central Florida / Davenport

5 10 4 nights min

5 bedrooms
sleeps 10
4 nights min

Swimming pool
Child friendly
Air conditioning

Certificate of Excellence

Map

from £122 / night

£787 / week

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Responds fast!
avg. 3 hours 43 minutes

from £122 / night

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Distance approx 8.1 miles from Windsor Hills Resort Show on Map

Holiday villa in Kissimmee

Central Florida / Kissimmee

3 8 3 nights min

3 bedrooms
sleeps 8
3 nights min

Swimming pool
Child friendly
Air conditioning

Map

from £87 / night

£606 / week

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Responds fast!
avg. 3 hours 21 minutes

from £87 / night

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Distance approx 3.08 miles from Windsor Hills Resort Show on Map

Four Corners holiday home rental

Central Florida / Four Corners

4 10 7 nights min

4 bedrooms
sleeps 10
7 nights min

Swimming pool
Car not necessary

Map

from £200 / night

£1,395 / week

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from £200 / night

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Distance approx 5.98 miles from Windsor Hills Resort Show on Map

Holiday hotel apartment with golf nearby in Orlando

Central Florida / Orlando

3 6 3 nights min

3 bedrooms
sleeps 6
3 nights min

Child friendly
Air conditioning

Certificate of Excellence

Map

from £88 / night

£612 / week

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from £88 / night

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Distance approx 10.01 miles from Windsor Hills Resort Show on Map

Villa rental in Kissimmee

Central Florida / Kissimmee

2 8 7 nights min

2 bedrooms
sleeps 8
7 nights min

Child friendly
Pet friendly

Map

from £238 / night

£166,084 / week

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from £238 / night

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Distance approx 7.61 miles from Windsor Hills Resort Show on Map

Holiday home rental

Central Florida / Davenport

6 14 3 nights min

6 bedrooms
sleeps 14
3 nights min

Swimming pool
Child friendly
Air conditioning

Map

from £219 / night

£1,530 / week

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from £219 / night

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Distance approx 7.63 miles from Windsor Hills Resort Show on Map

Holiday home with swimming pool in Kissimmee

Central Florida / Kissimmee

5 11 min stay varies

5 bedrooms
sleeps 11
min stay varies

Swimming pool
Car not necessary

Map

from £185 / night

£1,291 - £2,901 / week

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from £185 / night

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Distance approx 10.32 miles from Windsor Hills Resort Show on Map

Holiday apartment in Orlando

Central Florida / Orlando

1 4 7 nights min

1 bedroom
sleeps 4
7 nights min

Swimming pool
Child friendly
Air conditioning

Map

from £132 / night

£700 / week

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Responds fast!
avg. 2 hours 43 minutes

from £132 / night

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Distance approx 0.1 miles from Windsor Hills Resort Show on Map

Home rental in Kissimmee with swimming pool

Central Florida / Kissimmee

5 10 min stay varies

5 bedrooms
sleeps 10
min stay varies

Beach / lakeside relaxation
Nearest beach 95 km
Swimming pool

Map

from £140 / night

£979 / week

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from £140 / night

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Distance approx 3.31 miles from Windsor Hills Resort Show on Map

Holiday home with golf nearby in Kissimmee

Central Florida / Kissimmee

9 18 5 nights min

9 bedrooms
sleeps 18
5 nights min

Swimming pool
Child friendly
Air conditioning

Map

from £306 / night

£2,142 / week

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Responds fast!
avg. 2 hours 10 minutes

from £306 / night

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Distance approx 4.76 miles from Windsor Hills Resort Show on Map

Villa rental in Davenport with golf nearby

Davenport / Highlands Reserve Golf Course

4 8 5 nights min

4 bedrooms
sleeps 8
5 nights min

Swimming pool
Child friendly
Air conditioning

Map

from £103 / night

£722 - £1,002 / week

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Responds fast!
avg. 3 hours 26 minutes

from £103 / night

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Distance approx 2.68 miles from Windsor Hills Resort Show on Map

Holiday home in Four Corners

Central Florida / Four Corners

9 22 min stay varies

9 bedrooms
sleeps 22
min stay varies

Swimming pool
Child friendly
Air conditioning

Map

from £297 / night

£2,010 - £4,367 / week

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Responds fast!
avg. 3 hours 46 minutes

from £297 / night

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Distance approx 10.28 miles from Windsor Hills Resort Show on Map

Holiday condo with shared pool in Orlando

Central Florida / Orlando

2 8 7 nights min

2 bedrooms
sleeps 8
7 nights min

Beach / lakeside relaxation
Nearest beach 101 km
Swimming pool

Map

from £188 / night

£1,312 / week

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from £188 / night

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Distance approx 0.1 miles from Windsor Hills Resort Show on Map

Holiday home in Four Corners

Central Florida / Four Corners

4 8 min stay varies

4 bedrooms
sleeps 8
min stay varies

Child friendly

Map

from £114 / night

£796 / week

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from £114 / night

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Distance approx 8.56 miles from Windsor Hills Resort Show on Map

Villa rental in Kissimmee with swimming pool

Central Florida / Kissimmee

3 6 5 nights min

3 bedrooms
sleeps 6
5 nights min

Swimming pool
Child friendly
Air conditioning

Map

from £132 / night

£656 / week

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Responds fast!
avg. 2 hours 17 minutes

from £132 / night

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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

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

Price per night

22,069 Holiday homes

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