Villas in Windsor Hills: Rent luxury villas in Windsor Hills

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50 Holiday homes

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Distance approx 0.01 miles from Windsor Hills Show on Map

1 / 30

Holiday villa with shared pool in Kissimmee

Central Florida / Kissimmee

6 12 Min stay varies

Villa / 6 bedrooms / sleeps 12 / Min stay varies

Add to shortlist

from £197 / night

£1379 - £2079 / week

Book

from £197 / night

Distance approx 0.01 miles from Windsor Hills Show on Map

1 / 11

Kissimmee holiday villa rental

Central Florida / Kissimmee

4 8 6 nights min stay

Villa / 4 bedrooms / sleeps 8 / 6 nights min stay

Add to shortlist

from £152 / night

£966 / week

Book

from £152 / night

Distance approx 0.03 miles from Windsor Hills Show on Map

1 / 33

Holiday villa rental

Kissimmee / Windsor Hills Resort

5 12 Min stay varies

Villa / 5 bedrooms / sleeps 12 / Min stay varies

Add to shortlist

from £149 / night

£965 - £1724 / week

Book

from £149 / night

Distance approx 0.04 miles from Windsor Hills Show on Map

1 / 20

Holiday villa rental

Central Florida / Kissimmee

6 12 3 nights min stay

Villa / 6 bedrooms / sleeps 12 / 3 nights min stay

Add to shortlist

from £195 / night

£1365 - £2727 / week

Book

from £195 / night

Distance approx 0.04 miles from Windsor Hills Show on Map

1 / 22

Holiday villa in Kissimmee

Central Florida / Kissimmee

6 12 Min stay varies

Villa / 6 bedrooms / sleeps 12 / Min stay varies

Add to shortlist

from £169 / night

£1183 - £1995 / week

Book

from £169 / night

Distance approx 0.05 miles from Windsor Hills Show on Map

1 / 20

Villa rental in Kissimmee with swimming pool

Central Florida / Kissimmee

6 12 Min stay varies

Villa / 6 bedrooms / sleeps 12 / Min stay varies

Add to shortlist

from £207 / night

£1453 - £3179 / week

Book

from £207 / night

Distance approx 0.05 miles from Windsor Hills Show on Map

1 / 13

Kissimmee holiday home rental

Central Florida / Kissimmee

3 8 Min stay varies

House / 3 bedrooms / sleeps 8 / Min stay varies

Add to shortlist

from £100 / night

£702 - £1483 / week

Book

from £100 / night

Distance approx 0.05 miles from Windsor Hills Show on Map

1 / 36

Holiday villa rental

Central Florida / Kissimmee

6 12 Min stay varies

Villa / 6 bedrooms / sleeps 12 / Min stay varies

Add to shortlist

from £197 / night

£1379 - £2079 / week

Book

from £197 / night

Distance approx 0.06 miles from Windsor Hills Show on Map

1 / 29

Holiday villa with swimming pool in Kissimmee

Central Florida / Kissimmee

6 12 Min stay varies

Villa / 6 bedrooms / sleeps 12 / Min stay varies

Add to shortlist

from £138 / night

£963 - £1156 / week

Book

from £138 / night

Distance approx 0.06 miles from Windsor Hills Show on Map

(1) Good 

1 / 30

Villa rental in Kissimmee with shared pool

Central Florida / Kissimmee

5 10 Min stay varies

Villa / 5 bedrooms / sleeps 10 / Min stay varies

Add to shortlist

from £198 / night

£1386 - £1722 / week

Book

from £198 / night

Distance approx 0.07 miles from Windsor Hills Show on Map

1 / 20

Holiday villa with swimming pool in Kissimmee

Central Florida / Kissimmee

6 12 Min stay varies

Villa / 6 bedrooms / sleeps 12 / Min stay varies

Add to shortlist

from £195 / night

£1362 - £3179 / week

Book

from £195 / night

Distance approx 0.07 miles from Windsor Hills Show on Map

1 / 21

Holiday home with shared pool in Orlando

Central Florida / Orlando

6 12 Min stay varies

House / 6 bedrooms / sleeps 12 / Min stay varies

Add to shortlist

from £338 / night

£2361 - £2989 / week

Enquire

from £338 / night

Distance approx 0.07 miles from Windsor Hills Show on Map

1 / 36

Holiday villa rental

Central Florida / Kissimmee

6 14 Min stay varies

Villa / 6 bedrooms / sleeps 14 / Min stay varies

Add to shortlist

from £197 / night

£1379 - £2079 / week

Book

from £197 / night

Distance approx 0.08 miles from Windsor Hills Show on Map

1 / 35

Kissimmee holiday villa rental

Kissimmee / Windsor Hills Resort

6 12 7 nights min stay

Villa / 6 bedrooms / sleeps 12 / 7 nights min stay

Add to shortlist

from £138 / night

£965 - £1345 / week

Book

from £138 / night

Distance approx 0.08 miles from Windsor Hills Show on Map

1 / 31

Kissimmee holiday home rental

Central Florida / Kissimmee

5 11 5 nights min stay

House / 5 bedrooms / sleeps 11 / 5 nights min stay

Add to shortlist

from £107 / night

£749 / week

Book

from £107 / night

Distance approx 0.08 miles from Windsor Hills Show on Map

1 / 20

Kissimmee holiday villa rental

Central Florida / Kissimmee

5 10 Min stay varies

Villa / 5 bedrooms / sleeps 10 / Min stay varies

Add to shortlist

from £195 / night

£1365 - £2826 / week

Book

from £195 / night

Distance approx 0.08 miles from Windsor Hills Show on Map

1 / 16

Holiday home in Kissimmee

Central Florida / Kissimmee

5 10 5 nights min stay

House / 5 bedrooms / sleeps 10 / 5 nights min stay

Add to shortlist

from £186 / night

£1299 - £1758 / week

Book

from £186 / night

Distance approx 0.09 miles from Windsor Hills Show on Map

1 / 20

Holiday villa rental

Central Florida / Kissimmee

6 12 Min stay varies

Villa / 6 bedrooms / sleeps 12 / Min stay varies

Add to shortlist

from £235 / night

£1643 - £2045 / week

Book

from £235 / night

Distance approx 0.09 miles from Windsor Hills Show on Map

1 / 39

Kissimmee holiday home rental

Central Florida / Kissimmee

4 10 Min stay varies

House / 4 bedrooms / sleeps 10 / Min stay varies

Add to shortlist

from £100 / night

£700 - £918 / week

Book

from £100 / night

Distance approx 0.09 miles from Windsor Hills Show on Map

1 / 16

Kissimmee holiday villa rental

Central Florida / Kissimmee

6 14 Min stay varies

Villa / 6 bedrooms / sleeps 14 / Min stay varies

Add to shortlist

from £260 / night

£1820 - £2835 / week

Book

from £260 / night

Distance approx 0.09 miles from Windsor Hills Show on Map

1 / 30

Holiday villa in Kissimmee

Central Florida / Kissimmee

6 12 Min stay varies

Villa / 6 bedrooms / sleeps 12 / Min stay varies

Add to shortlist

from £197 / night

£1379 - £2079 / week

Book

from £197 / night

Distance approx 0.09 miles from Windsor Hills Show on Map

1 / 27

Holiday villa with shared pool in Kissimmee

Central Florida / Kissimmee

5 10 Min stay varies

Villa / 5 bedrooms / sleeps 10 / Min stay varies

Add to shortlist

from £197 / night

£1379 - £1869 / week

Book

from £197 / night

Distance approx 0.1 miles from Windsor Hills Show on Map

1 / 18

Kissimmee holiday home rental

Central Florida / Kissimmee

6 14 Min stay varies

House / 6 bedrooms / sleeps 14 / Min stay varies

Add to shortlist

from £138 / night

£897 - £1794 / week

Book

from £138 / night

Distance approx 0.1 miles from Windsor Hills Show on Map

1 / 31

Kissimmee holiday villa rental

Central Florida / Kissimmee

6 12 Min stay varies

Villa / 6 bedrooms / sleeps 12 / Min stay varies

Add to shortlist

from £197 / night

£1379 - £2079 / week

Book

from £197 / night

Distance approx 0.1 miles from Windsor Hills Show on Map

1 / 28

Holiday villa in Kissimmee

Central Florida / Kissimmee

6 14 Min stay varies

Villa / 6 bedrooms / sleeps 14 / Min stay varies

Add to shortlist

from £216 / night

£1514 - £2045 / week

Book

from £216 / night

Distance approx 0.1 miles from Windsor Hills Show on Map

(17) Very Good 

1 / 22

Holiday home rental

Central Florida / Kissimmee

6 14 2 nights min stay

House / 6 bedrooms / sleeps 14 / 2 nights min stay

Add to shortlist

from £179 / night

£1251 / week

Book

from £179 / night

Distance approx 0.1 miles from Windsor Hills Show on Map

1 / 15

Holiday villa rental

Central Florida / Kissimmee

6 12 Min stay varies

Villa / 6 bedrooms / sleeps 12 / Min stay varies

Add to shortlist

from £372 / night

£2603 - £3660 / week

Book

from £372 / night

Distance approx 0.1 miles from Windsor Hills Show on Map

1 / 31

Kissimmee holiday villa rental

Central Florida / Kissimmee

5 10 Min stay varies

Villa / 5 bedrooms / sleeps 10 / Min stay varies

Add to shortlist

from £162 / night

£1134 - £1939 / week

Book

from £162 / night

Distance approx 0.1 miles from Windsor Hills Show on Map

1 / 23

Kissimmee holiday villa rental

Central Florida / Kissimmee

6 12 Min stay varies

Villa / 6 bedrooms / sleeps 12 / Min stay varies

Add to shortlist

from £157 / night

£1099 - £1309 / week

Book

from £157 / night

Distance approx 0.1 miles from Windsor Hills Show on Map

(8) Excellent 

1 / 24

Villa rental in Kissimmee with golf nearby

Kissimmee / Windsor Hills Resort

6 14 Min stay varies

Villa / 6 bedrooms / sleeps 14 / Min stay varies

Add to shortlist

from £140 / night

£900 - £1550 / week

Book

from £140 / night

Distance approx 0.11 miles from Windsor Hills Show on Map

1 / 30

Kissimmee holiday villa rental

Central Florida / Kissimmee

5 10 Min stay varies

Villa / 5 bedrooms / sleeps 10 / Min stay varies

Add to shortlist

from £197 / night

£1379 - £1869 / week

Book

from £197 / night

Distance approx 0.11 miles from Windsor Hills Show on Map

1 / 30

Holiday home in Orlando

Central Florida / Orlando

6 12 Min stay varies

House / 6 bedrooms / sleeps 12 / Min stay varies

Add to shortlist

from £100 / night

£700 / week

Book

from £100 / night

Distance approx 0.11 miles from Windsor Hills Show on Map

1 / 20

Holiday home in Kissimmee

Central Florida / Kissimmee

6 14 4 nights min stay

House / 6 bedrooms / sleeps 14 / 4 nights min stay

Add to shortlist

from £138 / night

£965 / week

Book

from £138 / night

Distance approx 0.12 miles from Windsor Hills Show on Map

1 / 20

Holiday villa rental

Central Florida / Kissimmee

4 10 Min stay varies

Villa / 4 bedrooms / sleeps 10 / Min stay varies

Add to shortlist

from £144 / night

£1005 - £1510 / week

Book

from £144 / night

Distance approx 0.12 miles from Windsor Hills Show on Map

1 / 32

Villa rental in Kissimmee with shared pool

Central Florida / Kissimmee

5 10 Min stay varies

Villa / 5 bedrooms / sleeps 10 / Min stay varies

Add to shortlist

from £162 / night

£1134 - £1939 / week

Book

from £162 / night

Distance approx 0.12 miles from Windsor Hills Show on Map

1 / 20

Kissimmee holiday villa rental

Central Florida / Kissimmee

5 10 Min stay varies

Villa / 5 bedrooms / sleeps 10 / Min stay varies

Add to shortlist

from £185 / night

£1290 - £2826 / week

Book

from £185 / night

Distance approx 0.12 miles from Windsor Hills Show on Map

1 / 28

Holiday home in Orlando

Central Florida / Orlando

6 12 Min stay varies

House / 6 bedrooms / sleeps 12 / Min stay varies

Add to shortlist

from £104 / night

£725 / week

Book

from £104 / night

Distance approx 0.12 miles from Windsor Hills Show on Map

(1) Excellent 

1 / 27

Holiday home in Kissimmee

Central Florida / Kissimmee

6 14 3 nights min stay

House / 6 bedrooms / sleeps 14 / 3 nights min stay

Add to shortlist

from £145 / night

£965 / week

Book

from £145 / night

Distance approx 0.13 miles from Windsor Hills Show on Map

(13) Excellent 

1 / 46

Kissimmee holiday villa rental

Central Florida / Kissimmee

6 12 Min stay varies

Villa / 6 bedrooms / sleeps 12 / Min stay varies

Add to shortlist

from £166 / night

£1159 - £1787 / week

Book

from £166 / night

Distance approx 0.13 miles from Windsor Hills Show on Map

(7) Excellent 

1 / 38

Holiday villa in Kissimmee

Kissimmee / Windsor Hills Resort

5 10 Min stay varies

Villa / 5 bedrooms / sleeps 10 / Min stay varies

Add to shortlist

from £116 / night

£812 - £1085 / week

Book

from £116 / night

Distance approx 0.13 miles from Windsor Hills Show on Map

1 / 38

Villa rental in Kissimmee with shared pool

Central Florida / Kissimmee

6 12 Min stay varies

Villa / 6 bedrooms / sleeps 12 / Min stay varies

Add to shortlist

from £227 / night

£1589 - £2429 / week

Book

from £227 / night

Distance approx 0.13 miles from Windsor Hills Show on Map

1 / 27

Kissimmee holiday villa rental

Central Florida / Kissimmee

5 10 Min stay varies

Villa / 5 bedrooms / sleeps 10 / Min stay varies

Add to shortlist

from £197 / night

£1379 - £1869 / week

Book

from £197 / night

Distance approx 0.13 miles from Windsor Hills Show on Map

1 / 20

Kissimmee holiday villa rental

Central Florida / Kissimmee

5 12 Min stay varies

Villa / 5 bedrooms / sleeps 12 / Min stay varies

Add to shortlist

from £292 / night

£2045 - £3251 / week

Book

from £292 / night

Distance approx 0.13 miles from Windsor Hills Show on Map

1 / 25

Villa rental in Kissimmee with shared pool

Central Florida / Kissimmee

4 10 Min stay varies

Villa / 4 bedrooms / sleeps 10 / Min stay varies

Add to shortlist

from £187 / night

£1309 - £1589 / week

Book

from £187 / night

Distance approx 0.13 miles from Windsor Hills Show on Map

1 / 32

Villa rental in Kissimmee with shared pool

Central Florida / Kissimmee

6 12 Min stay varies

Villa / 6 bedrooms / sleeps 12 / Min stay varies

Add to shortlist

from £227 / night

£1589 - £2429 / week

Book

from £227 / night

Distance approx 0.13 miles from Windsor Hills Show on Map

1 / 10

Villa rental in Kissimmee with swimming pool

Central Florida / Kissimmee

5 10 3 nights min stay

Villa / 5 bedrooms / sleeps 10 / 3 nights min stay

Add to shortlist

from £212 / night

£1480 - £2409 / week

Book

from £212 / night

Distance approx 0.13 miles from Windsor Hills Show on Map

1 / 22

Home rental in Kissimmee with swimming pool, golf nearby

Central Florida / Kissimmee

6 13 3 nights min stay

House / 6 bedrooms / sleeps 13 / 3 nights min stay

Add to shortlist

from £173 / night

£1207 / week

Book

from £173 / night

Distance approx 0.14 miles from Windsor Hills Show on Map

1 / 20

Holiday villa letting

Central Florida / Kissimmee

5 12 Min stay varies

Villa / 5 bedrooms / sleeps 12 / Min stay varies

Add to shortlist

from £331 / night

£2314 - £3251 / week

Book

from £331 / night

Distance approx 0.14 miles from Windsor Hills Show on Map

1 / 20

Holiday villa with swimming pool in Kissimmee

Central Florida / Kissimmee

5 12 Min stay varies

Villa / 5 bedrooms / sleeps 12 / Min stay varies

Add to shortlist

from £185 / night

£1294 - £2826 / week

Book

from £185 / night

Distance approx 0.14 miles from Windsor Hills Show on Map

(1) Excellent 

1 / 33

Holiday villa with shared pool in Kissimmee

Central Florida / Kissimmee

6 12 Min stay varies

Villa / 6 bedrooms / sleeps 12 / Min stay varies

Add to shortlist

from £197 / night

£1379 - £2079 / week

Book

from £197 / night

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