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Vacation Rentals
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World
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Disney / Orlando
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Kissimmee Area
>
Windsor Hills
6
BR /
4
BA /
Sleeps
14
From $220/nt
Featured
6
BR /
4
BA /
Sleeps
12
Featured
6
BR /
4
BA /
Sleeps
14
From $219/nt
Featured
3
BR /
3
BA /
Sleeps
8
From $110/nt
Featured
5
BR /
5
BA /
Sleeps
10
From $165/nt
Featured
Windsor Hills Villa Rentals with Outdoor Grill
(54)
sort by
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Availability Last Updated
Accepts Online Payments
Bedrooms: Least to Most
Bedrooms: Most to Least
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Price: Low to High
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Special Offers First
Fabulous 5 Bed, 5 Bath, Villa on 5 Star windsorhills
5 Bedrooms,
5
Bathrooms
, Sleeps 12
$150 - $220
per night
Fabulous 5 Bed, 5 Bath, Villa on 5 Star windsorhills
Book it Now!
5 - 7 night Minimum Stay
5
BR,
5
BA,
Sleeps
12
Kissimmee Area
>
Windsor Hills Villa
#175219
(24)
Compare
Luxurious 6 bed villa, themed rooms & pool with garden view
6 Bedrooms,
4
Bathrooms
, Sleeps 12
$225 - $265
per night
Luxurious 6 bed villa, themed rooms & pool with garden view
Book it Now!
4 - 7 night Minimum Stay
6
BR,
4
BA,
Sleeps
12
Kissimmee Area
>
Windsor Hills Villa
#281973
(21)
Compare
Luxury Disney Villa with South Facing Pool/Spa, WiFi, Game Rm, 2 mi to Disney
6 Bedrooms,
4
Bathrooms
, Sleeps 14
$189 - $350
per night
Luxury Disney Villa with South Facing Pool/Spa, WiFi, Game Rm, 2 mi to Disney
3 - 7 night Minimum Stay
6
BR,
4
BA,
Sleeps
14
Kissimmee Area
>
Windsor Hills Villa
#987223
(10)
Compare
Get 1 Free Night@ Disney Getaway in Windsor Hills - 5 BR/5 BA
5 Bedrooms,
5
Bathrooms
, Sleeps 10
$185 - $289
per night
Get 1 Free Night@ Disney Getaway in Windsor Hills - 5 BR/5 BA
3 - 7 night Minimum Stay
5
BR,
5
BA,
Sleeps
10
Kissimmee Area
>
Windsor Hills Villa
#336389
(16)
Compare
New luxury villa 2 miles to Disney w/ theme rms, game room, south facing pool.
6 Bedrooms,
4
Bathrooms
, Sleeps 14
$220 - $275
per night
New luxury villa 2 miles to Disney w/ theme rms, game room, south facing pool.
4 night Minimum Stay
6
BR,
4
BA,
Sleeps
14
Kissimmee Area
>
Windsor Hills Villa
#250801
(23)
Compare
NEW Luxury Renovated 6 BR * Free Wifi, 2 Miles to Disney
6 Bedrooms,
4
Bathrooms
, Sleeps 15
$199
per night
NEW Luxury Renovated 6 BR * Free Wifi, 2 Miles to Disney
4 - 7 night Minimum Stay
6
BR,
4
BA,
Sleeps
15
Kissimmee Area
>
Windsor Hills Villa
#3483418
(4)
Compare
Best Location in Windsor Hills 5/5 Pool Home 2 King Masters No Rear Neighbors
5 Bedrooms,
5
Bathrooms
, Sleeps 10
$200 - $235
per night
Best Location in Windsor Hills 5/5 Pool Home 2 King Masters No Rear Neighbors
5 night Minimum Stay
5
BR,
5
BA,
Sleeps
10
Kissimmee Area
>
Windsor Hills Villa
#374053
(6)
Compare
Beautiful Pool Villa - with free WI-FI and game room
6 Bedrooms,
4
Bathrooms
,
1
Half Bath
, Sleeps 15
$199
per night
Beautiful Pool Villa - with free WI-FI and game room
2 - 7 night Minimum Stay
6
BR,
4
BA,
1
HF BA,
Sleeps
15
Kissimmee Area
>
Windsor Hills Villa
#943690
(6)
Compare
Luxury Disney Sunrise Villa at Windsor Hills
6 Bedrooms,
4
Bathrooms
, Sleeps 14
$215 - $295
per night
Luxury Disney Sunrise Villa at Windsor Hills
3 - 5 night Minimum Stay
6
BR,
4
BA,
Sleeps
14
Kissimmee Area
>
Windsor Hills Villa
#213662
Compare
Wow! Luxury SOUTH Facing Executive Villa with Pool, Spa & Large Games Room
6 Bedrooms,
4
Bathrooms
, Sleeps 14
$240 - $375
per night
Wow! Luxury SOUTH Facing Executive Villa with Pool, Spa & Large Games Room
3 - 7 night Minimum Stay
6
BR,
4
BA,
Sleeps
14
Kissimmee Area
>
Windsor Hills Villa
#253315
(9)
Compare
A Unique Villa with South Facing Pool and No Rear Neighbors
6 Bedrooms,
4
Bathrooms
, Sleeps 14
$185 - $375
per night
A Unique Villa with South Facing Pool and No Rear Neighbors
2 night Minimum Stay
6
BR,
4
BA,
Sleeps
14
Kissimmee Area
>
Windsor Hills Villa
#345988
1 Review
Compare
**May/June Offers**South facing pool, games room, free WiFi, 2 miles to Disney
5 Bedrooms,
5
Bathrooms
, Sleeps 12
$169 - $249
per night
**May/June Offers**South facing pool, games room, free WiFi, 2 miles to Disney
5 - 7 night Minimum Stay
5
BR,
5
BA,
Sleeps
12
Kissimmee Area
>
Windsor Hills Villa
#440684
(18)
Compare
Newly Decorated Luxury Villa/Windsor Hills Community-New Tile on Main Level
6 Bedrooms,
4
Bathrooms
, Sleeps 14
$197 - $308
per night
Newly Decorated Luxury Villa/Windsor Hills Community-New Tile on Main Level
5 - 9 night Minimum Stay
6
BR,
4
BA,
Sleeps
14
Kissimmee Area
>
Windsor Hills Villa
#185961
(42)
Compare
No Rear Neighbors, and 2 kids theme rooms, plenty of space for family
6 Bedrooms,
4
Bathrooms
, Sleeps 14
$185 - $250
per night
No Rear Neighbors, and 2 kids theme rooms, plenty of space for family
2 - 5 night Minimum Stay
6
BR,
4
BA,
Sleeps
14
Kissimmee Area
>
Windsor Hills Villa
#293069
1 Review
Compare
Beautiful Villa in the heart of Disney World
5 Bedrooms,
5
Bathrooms
, Sleeps 12
$200 - $285
per night
Beautiful Villa in the heart of Disney World
3 night Minimum Stay
5
BR,
5
BA,
Sleeps
12
Kissimmee Area
>
Windsor Hills Villa
#267922
(7)
Compare
6 Bed, 4 Bath Villa Situated In The 5 Star Resort Of Windsor Hills
6 Bedrooms,
4
Bathrooms
, Sleeps 14
$164 - $340
per night
6 Bed, 4 Bath Villa Situated In The 5 Star Resort Of Windsor Hills
3 - 5 night Minimum Stay
6
BR,
4
BA,
Sleeps
14
Kissimmee Area
>
Windsor Hills Villa
#69310
(23)
Compare
*2 miles from Disney*- Exec. Villa w/ Game Room & Wireless Internet
5 Bedrooms,
5
Bathrooms
, Sleeps 10
$1,288 - $1,393
per week
*2 miles from Disney*- Exec. Villa w/ Game Room & Wireless Internet
3 night Minimum Stay
5
BR,
5
BA,
Sleeps
10
Kissimmee Area
>
Windsor Hills Villa
#118547
(12)
Compare
Gorgeous 5/5 Villa / Pool & Spa / $139 per night May 18-22
5 Bedrooms,
5
Bathrooms
, Sleeps 12
Gorgeous 5/5 Villa / Pool & Spa / $139 per night May 18-22
5
BR,
5
BA,
Sleeps
12
Kissimmee Area
>
Windsor Hills Villa
#98669vb
(19)
Compare
Mickeys Ranch 1 of Most Popular Villas at Windsor Hills CLOSEST to Clubhouse
4 Bedrooms,
4
Bathrooms
, Sleeps 10
$146 - $296
per night
Mickeys Ranch 1 of Most Popular Villas at Windsor Hills CLOSEST to Clubhouse
Book it Now!
5 night Minimum Stay
4
BR,
4
BA,
Sleeps
10
Kissimmee Area
>
Windsor Hills Villa
#922919
(16)
Compare
Brand New Villa Windsor Hills 3 miles to Disney South Facing Pool
6 Bedrooms,
4
Bathrooms
, Sleeps 14
$185 - $350
per night
Brand New Villa Windsor Hills 3 miles to Disney South Facing Pool
5 - 7 night Minimum Stay
6
BR,
4
BA,
Sleeps
14
Kissimmee Area
>
Windsor Hills Villa
#928569
(10)
Compare
Jun2-8 & Jun23-29 Avail!!! Theme Rooms, Pool Facing WEST Conservation
6 Bedrooms,
4
Bathrooms
, Sleeps 14
Jun2-8 & Jun23-29 Avail!!! Theme Rooms, Pool Facing WEST Conservation
6
BR,
4
BA,
Sleeps
14
Kissimmee Area
>
Windsor Hills Villa
#361516
(22)
Compare
Disney, 5* - This is a home for the Guest who seeks the Very Best!
6 Bedrooms,
4
Bathrooms
, Sleeps 12
$260 - $400
per night
Disney, 5* - This is a home for the Guest who seeks the Very Best!
4 - 6 night Minimum Stay
6
BR,
4
BA,
Sleeps
12
Kissimmee Area
>
Windsor Hills Villa
#362353
(6)
Compare
Executive 6BR/4BA Villa in Windsor Hills Resort
6 Bedrooms, Sleeps 13
Executive 6BR/4BA Villa in Windsor Hills Resort
6
BR,
Sleeps
13
Kissimmee Area
>
Windsor Hills Villa
#191319
(27)
Compare
Luxurious Pool Home In 5-star Windsor Hills Resort
4 Bedrooms,
4
Bathrooms
, Sleeps 8
$165 - $229
per night
Luxurious Pool Home In 5-star Windsor Hills Resort
Book it Now!
1 - 3 night Minimum Stay
4
BR,
4
BA,
Sleeps
8
Kissimmee Area
>
Windsor Hills Villa
#3513582
(5)
Compare
South Facing Pool with No Rear Neighbors - Right Near the Amazing Clubhouse!
5 Bedrooms,
5
Bathrooms
, Sleeps 12
$250
per night
South Facing Pool with No Rear Neighbors - Right Near the Amazing Clubhouse!
7 night Minimum Stay
5
BR,
5
BA,
Sleeps
12
Kissimmee Area
>
Windsor Hills Villa
#940520
(15)
Compare
2 Miles from Disney 5bed 5bath Luxury Rental with Private Pool
5 Bedrooms,
5
Bathrooms
, Sleeps 12
2 Miles from Disney 5bed 5bath Luxury Rental with Private Pool
5
BR,
5
BA,
Sleeps
12
Kissimmee Area
>
Windsor Hills Villa
#995698
(15)
Compare
Stunning Lakefront Villa, Private Pool, Hot Tub, Games Room
12 Bedrooms,
8
Bathrooms
,
2
Half Baths
, Sleeps 24
$458
per night
Stunning Lakefront Villa, Private Pool, Hot Tub, Games Room
4 - 7 night Minimum Stay
12
BR,
8
BA,
2
HF BA,
Sleeps
24
Kissimmee Area
>
Windsor Hills Villa
#325931
Compare
Windsor Hills Resort Luxury 4 bed/ 4 bath Villa with pool & spa
4 Bedrooms,
4
Bathrooms
, Sleeps 10
$175 - $205
per night
Windsor Hills Resort Luxury 4 bed/ 4 bath Villa with pool & spa
4 night Minimum Stay
4
BR,
4
BA,
Sleeps
10
Kissimmee Area
>
Windsor Hills Villa
#170401
(12)
Compare
Windsor Hills, South Facing Pool, Home Cinema Room, Games Room
4 Bedrooms,
5
Bathrooms
, Sleeps 8
Windsor Hills, South Facing Pool, Home Cinema Room, Games Room
4
BR,
5
BA,
Sleeps
8
Kissimmee Area
>
Windsor Hills Villa
#960774
(23)
Compare
Luxury 6 BR/4 BA 5 Star Villa in Windsor Hills 2 miles Disney Internet/Game Room
6 Bedrooms,
4
Bathrooms
, Sleeps 14
Luxury 6 BR/4 BA 5 Star Villa in Windsor Hills 2 miles Disney Internet/Game Room
6
BR,
4
BA,
Sleeps
14
Kissimmee Area
>
Windsor Hills Villa
#252275
(35)
Compare
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