Updating

Updating

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

All filters

Filters

11,655 Holiday homes

Villa rental in Windsor Hills Resort with golf nearby

Kissimmee villa

6 bedrooms • 4 bathrooms • sleeps 14

from £170 / night

£1,082 - £1,712 / week

1 / 52

Villa rental in Kissimmee with golf nearby

Kissimmee villa

6 bedrooms • 4 bathrooms • sleeps 12

from £208 / night

£1,452 / week

1 / 20

Holiday villa with golf nearby in Windsor Hills Resort

Kissimmee villa

6 bedrooms • 4 bathrooms • sleeps 12

from £189 / night

£1,323 - £1,844 / week

1 / 24

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

Kissimmee bungalow

4 bedrooms • 4 bathrooms • sleeps 8

from £182 / night

£1,269 / week

1 / 33

Windsor Hills Resort holiday home let

Kissimmee house

6 bedrooms • 4 bathrooms • sleeps 13

from £176 / night

£1,170 / week

1 / 41

Windsor Hills Resort holiday home rental

Kissimmee house

5 bedrooms • 5 bathrooms • sleeps 10

from £146 / night

£1,018 - £1,455 / week

1 / 12

Holiday villa rental

Kissimmee villa

5 bedrooms • 5 bathrooms • sleeps 12

from £179 / night

£1,576 - £1,692 / week

1 / 33

Holiday condo with shared pool in Windsor Hills Resort

Kissimmee condo

3 bedrooms • 2 bathrooms • sleeps 8

from £92 / night

£639 / week

1 / 34

Holiday villa with golf nearby in Windsor Hills Resort

Kissimmee villa

5 bedrooms • 5 bathrooms • sleeps 10

from £162 / night

£1,133 / week

1 / 38

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

Kissimmee condo

3 bedrooms • 2 bathrooms • sleeps 6

from £75 / night

£524 / week

1 / 15

Holiday townhouse rental

Kissimmee townhouse

3 bedrooms • 3 bathrooms • sleeps 6

from £105 / night

£735 / week

1 / 20

Great rentals within 20 miles that match your search

Holiday villa in Kissimmee

Kissimmee villa

5 bedrooms • 5 bathrooms • sleeps 10

from £303 / night

£2,119 / week

1 / 28

Villa rental in Haines City with golf nearby

Haines City villa

4 bedrooms • 3 bathrooms • sleeps 8

from £107 / night

£745 - £1,088 / week

1 / 38

Townhouse rental in Kissimmee

Kissimmee townhouse

3 bedrooms • 3 bathrooms • sleeps 6

from £121 / night

£748 / week

1 / 24

Villa rental in Kissimmee

Kissimmee villa

3 bedrooms • 2 bathrooms • sleeps 6

from £126 / night

£882 / week

1 / 16

Villa rental in Kissimmee with swimming pool

Kissimmee villa

3 bedrooms • 2 bathrooms • sleeps 6

from £115 / night

£802 / week

1 / 90

Home rental in Haines City with swimming pool, golf nearby

Haines City house

5 bedrooms • 4 bathrooms • sleeps 10

from £172 / night

£916 / week

1 / 22

Holiday home rental

Kissimmee house

2 bedrooms • 2 bathrooms • sleeps 5

from £63 / night

£441 / week

1 / 58

Holiday villa with shared pool, golf nearby in Kissimmee

Kissimmee villa

2 bedrooms • 2 bathrooms • sleeps 8

from £196 / night

£1,374 / week

1 / 18

Kissimmee holiday villa rental

Kissimmee villa

4 bedrooms • 3 bathrooms • sleeps 9

from £104 / night

£719 - £894 / week

1 / 55

Holiday villa with golf nearby in Davenport

Davenport villa

4 bedrooms • 3 bathrooms • sleeps 8

from £126 / night

£882 / week

1 / 26

Holiday townhouse in Kissimmee

Kissimmee townhouse

4 bedrooms • 3 bathrooms • sleeps 10

from £104 / night

£686 / week

1 / 20

Haines City holiday villa rental

Haines City villa

4 bedrooms • 4 bathrooms • sleeps 8

from £115 / night

£802 / week

1 / 25

Holiday villa with swimming pool, golf nearby in Kissimmee

Kissimmee villa

5 bedrooms • 10 bathrooms • sleeps 10

from £187 / night

£1,309 / week

1 / 24

Holiday villa in Kissimmee

Kissimmee villa

2 bedrooms • 2 bathrooms • sleeps 10

from £168 / night

£1,176 / week

1 / 11

Villa rental in Orlando with shared pool

Orlando villa

• 1 bathroom • sleeps 5

from £139 / night

£831 - £1,337 / week

1 / 13

Hotel apartment letting in Orlando with shared pool

Orlando hotel apartment

2 bedrooms • 2 bathrooms • sleeps 6

from £131 / night

£914 - £1,164 / week

1 / 6

Apartment rental in Orlando with shared pool

Orlando apartment

3 bedrooms • 2 bathrooms • sleeps 8

from £125 / night

£873 / week

1 / 31

Villa rental in Orlando

Orlando villa

6 bedrooms • 6 bathrooms • sleeps 14

from £238 / night

£1,662 / week

1 / 61

Hotel apartment rental in Orlando

Orlando hotel apartment

4 bedrooms • 4 bathrooms • sleeps 16

from £297 / night

£2,074 / week

1 / 17

Kissimmee holiday villa rental

Kissimmee villa

4 bedrooms • 3 bathrooms • sleeps 9

from £133 / night

£1,912 / week

1 / 82

Holiday home in Kissimmee

Kissimmee house

4 bedrooms • 5 bathrooms • sleeps 10

from £166 / night

£1,412 / week

1 / 28

Kissimmee holiday home rental

Kissimmee house

4 bedrooms • 3 bathrooms • sleeps 8

from £192 / night

£1,338 / week

1 / 51

Holiday villa in Kissimmee

Kissimmee villa

3 bedrooms • 2 bathrooms • sleeps 6

from £108 / night

£748 / week

1 / 87

Holiday villa rental

Clermont villa

5 bedrooms • 3 bathrooms • sleeps 10

from £113 / night

£707 / week

1 / 27

Holiday apartment in Orlando

Orlando apartment

2 bedrooms • 2 bathrooms • sleeps 8

from £190 / night

£1,330 / week

1 / 6

Holiday apartment in Kissimmee

Kissimmee apartment

2 bedrooms • 2 bathrooms • sleeps 8

from £119 / night

£831 / week

1 / 7

Villa rental in Kissimmee

Kissimmee villa

2 bedrooms • 2 bathrooms • sleeps 10

from £168 / night

£1,176 / week

1 / 11

Orlando holiday apartment accommodation

Orlando apartment

• 1 bathroom • sleeps 4

from £166 / night

£1,164 / week

1 / 8

Holiday apartment rental

Kissimmee apartment

2 bedrooms • 2 bathrooms • sleeps 8

from £118 / night

£826 / week

1 / 10

×

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

Also consider