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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
12
From $1,680/wk
Featured
6
BR /
4
BA /
Sleeps
12
Featured
6
BR /
4
BA /
Sleeps
12
Featured
3
BR /
3
BA /
Sleeps
8
Featured
3
BR /
3
BA /
Sleeps
9
Featured
Windsor Hills
(104)
sort by
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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
Luxury 5BR/5BA Villa 2 miles to Disney with Games Room, Wifi + Free Pool Heating
5 Bedrooms,
5
Bathrooms
, Sleeps 12
$160 - $235
per night
Luxury 5BR/5BA Villa 2 miles to Disney with Games Room, Wifi + Free Pool Heating
Book it Now!
5 - 7 night Minimum Stay
5
BR,
5
BA,
Sleeps
12
Kissimmee Area
>
Windsor Hills Villa
#320925
(51)
Compare
Windsor Hills is 1.5 Miles from Disney
3 Bedrooms,
2
Bathrooms
, Sleeps 8
$115
per night
Windsor Hills is 1.5 Miles from Disney
Book it Now!
2 night Minimum Stay
3
BR,
2
BA,
Sleeps
8
Kissimmee Area
>
Windsor Hills Condo
#83238vb
(24)
Compare
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
Luxury 5 min. from Disney w/princess room,private pool,spa,pool table,Wii,Xbox
6 Bedrooms,
4
Bathrooms
, Sleeps 14
$220 - $230
per night
Luxury 5 min. from Disney w/princess room,private pool,spa,pool table,Wii,Xbox
Book it Now!
5 - 7 night Minimum Stay
6
BR,
4
BA,
Sleeps
14
Kissimmee Area
>
Windsor Hills House
#270267
(29)
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
Windsor Hills Reserve Luxury Pool Home w/ Spa,Wi-Fi,Safe,Game Room,All Baby Gear
6 Bedrooms,
4
Bathrooms
, Sleeps 12
$1,680 - $2,310
per week
Windsor Hills Reserve Luxury Pool Home w/ Spa,Wi-Fi,Safe,Game Room,All Baby Gear
7 night Minimum Stay
6
BR,
4
BA,
Sleeps
12
Kissimmee Area
>
Windsor Hills House
#250556
(26)
Compare
Luxury 6-BR Pool Home, 1.5 Mi to Disney, Free ~Wi-Fi~, Gameroom
6 Bedrooms,
4
Bathrooms
, Sleeps 15
$200 - $380
per night
Luxury 6-BR Pool Home, 1.5 Mi to Disney, Free ~Wi-Fi~, Gameroom
2 - 5 night Minimum Stay
6
BR,
4
BA,
Sleeps
15
Kissimmee Area
>
Windsor Hills House
#81775vb
(19)
Compare
Lake View Villa -Winnie the Pooh themed Children's Bedroom
6 Bedrooms,
1
Bathroom
,
1
Half Bath
, Sleeps 14
$189 - $219
per night
Lake View Villa -Winnie the Pooh themed Children's Bedroom
4 - 7 night Minimum Stay
6
BR,
1
BA,
1
HF BA,
Sleeps
14
Kissimmee Area
>
Windsor Hills House
#3485284
14 Reviews
Compare
2 Miles from Disney,Themed RMs, South Facing Pool
6 Bedrooms,
4
Bathrooms
, Sleeps 15
$199 - $329
per night
2 Miles from Disney,Themed RMs, South Facing Pool
Book it Now!
2 - 5 night Minimum Stay
6
BR,
4
BA,
Sleeps
15
Kissimmee Area
>
Windsor Hills House
#324839
6 Reviews
Compare
Gorgeous 5 Star Townhome with new furniture and decor
3 Bedrooms,
3
Bathrooms
, Sleeps 8
$109 - $175
per night
Gorgeous 5 Star Townhome with new furniture and decor
4 - 7 night Minimum Stay
3
BR,
3
BA,
Sleeps
8
Kissimmee Area
>
Windsor Hills Townhome
#337407
(16)
Compare
NEW 5 STAR DISNEY THEMED VACATION HOME WINDSOR HILLS SOUTH FACING POOL
6 Bedrooms,
4
Bathrooms
, Sleeps 12
$225 - $399
per night
NEW 5 STAR DISNEY THEMED VACATION HOME WINDSOR HILLS SOUTH FACING POOL
5 - 7 night Minimum Stay
6
BR,
4
BA,
Sleeps
12
Kissimmee Area
>
Windsor Hills House
#324749
(36)
Compare
NEW LUXURY 5 STAR VACATION VILLA
5 Bedrooms,
5
Bathrooms
, Sleeps 10
$195 - $459
per night
NEW LUXURY 5 STAR VACATION VILLA
4 - 7 night Minimum Stay
5
BR,
5
BA,
Sleeps
10
Kissimmee Area
>
Windsor Hills House
#328071
(30)
Compare
June 14 to 16 special/South pool/New beddings/Free long distance
3 Bedrooms,
3
Bathrooms
, Sleeps 7
$99 - $135
per night
June 14 to 16 special/South pool/New beddings/Free long distance
2 night Minimum Stay
3
BR,
3
BA,
Sleeps
7
Kissimmee Area
>
Windsor Hills Townhome
#971236
(11)
Compare
South-west SALT WATER pool backing on green space, FREE: bbq, wi-fi, baby items
3 Bedrooms,
3
Bathrooms
, Sleeps 8
$89
per night
South-west SALT WATER pool backing on green space, FREE: bbq, wi-fi, baby items
3
BR,
3
BA,
Sleeps
8
Kissimmee Area
>
Windsor Hills Townhome
#328723
(16)
Compare
Large, Luxury Pool Home Near Disney with No Rear Neighbors, Wi-Fi, Game Room
6 Bedrooms,
4
Bathrooms
, Sleeps 14
$225 - $300
per night
Large, Luxury Pool Home Near Disney with No Rear Neighbors, Wi-Fi, Game Room
Book it Now!
3 - 5 night Minimum Stay
6
BR,
4
BA,
Sleeps
14
Kissimmee Area
>
Windsor Hills House
#460523vb
2 Reviews
Compare
Up to 20% off! Stunning 5 Star Condo with Pirate-themed Kid's Room!
3 Bedrooms,
2
Bathrooms
, Sleeps 6
$89 - $165
per night
Up to 20% off! Stunning 5 Star Condo with Pirate-themed Kid's Room!
4 - 7 night Minimum Stay
3
BR,
2
BA,
Sleeps
6
Kissimmee Area
>
Windsor Hills Condo
#235112
(26)
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
Huge 6BR Villa-Pool & Spa-1.5 Mi. to Disney-2 Masters-WiFi-Game room
6 Bedrooms,
4
Bathrooms
, Sleeps 14
$200 - $380
per night
Huge 6BR Villa-Pool & Spa-1.5 Mi. to Disney-2 Masters-WiFi-Game room
3 - 5 night Minimum Stay
6
BR,
4
BA,
Sleeps
14
Kissimmee Area
>
Windsor Hills House
#321886
(19)
Compare
SPRING SPECIAL! NO Expenses Spared- 5 Star Luxury Upgraded Condo
3 Bedrooms,
2
Bathrooms
, Sleeps 6
$89 - $165
per night
SPRING SPECIAL! NO Expenses Spared- 5 Star Luxury Upgraded Condo
4 - 7 night Minimum Stay
3
BR,
2
BA,
Sleeps
6
Kissimmee Area
>
Windsor Hills Condo
#3169052
17 Reviews
Compare
South-Facing Luxury Pool Home with AC Game Room & Upgrades Throughout!
5 Bedrooms, Sleeps 10
$185 - $199
per night
South-Facing Luxury Pool Home with AC Game Room & Upgrades Throughout!
4 - 7 night Minimum Stay
5
BR,
Sleeps
10
Kissimmee Area
>
Windsor Hills House
#3505569
9 Reviews
Compare
Luxury Disney Villa. Princess, Mickey & Lego themed rooms with True South Pool
5 Bedrooms,
5
Bathrooms
, Sleeps 12
$285
per night
Luxury Disney Villa. Princess, Mickey & Lego themed rooms with True South Pool
4 - 7 night Minimum Stay
5
BR,
5
BA,
Sleeps
12
Kissimmee Area
>
Windsor Hills House
#346287
(12)
Compare
Save BIG! 5 Star Townhouse Close to Clubhouse. NEW Upgrades
3 Bedrooms,
3
Bathrooms
, Sleeps 6
$109 - $175
per night
Save BIG! 5 Star Townhouse Close to Clubhouse. NEW Upgrades
4 - 7 night Minimum Stay
3
BR,
3
BA,
Sleeps
6
Kissimmee Area
>
Windsor Hills House
#282295
(12)
Compare
6 Bed Windsor Hills Pool Home
6 Bedrooms,
4
Bathrooms
, Sleeps 12
$189 - $305
per night
6 Bed Windsor Hills Pool Home
4 - 7 night Minimum Stay
6
BR,
4
BA,
Sleeps
12
Kissimmee Area
>
Windsor Hills House
#960841
(12)
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
SPRING SPECIAL! Comrow Street's Gem-Close to Clubhouse & Pool
2 Bedrooms,
2
Bathrooms
, Sleeps 4
$75 - $140
per night
SPRING SPECIAL! Comrow Street's Gem-Close to Clubhouse & Pool
4 - 7 night Minimum Stay
2
BR,
2
BA,
Sleeps
4
Kissimmee Area
>
Windsor Hills Condo
#3469157
14 Reviews
Compare
Waterfront Villa- Close to Clubhouse!
5 Bedrooms,
5
Bathrooms
, Sleeps 10
$165 - $275
per night
Waterfront Villa- Close to Clubhouse!
4 - 7 night Minimum Stay
5
BR,
5
BA,
Sleeps
10
Kissimmee Area
>
Windsor Hills House
#293313
(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
Up to 20% off! 1.5 blocks to clubhouse! Modern Decor & Luxury design
3 Bedrooms,
3
Bathrooms
, Sleeps 7
Up to 20% off! 1.5 blocks to clubhouse! Modern Decor & Luxury design
3
BR,
3
BA,
Sleeps
7
Kissimmee Area
>
Windsor Hills Townhome
#281871
(18)
Compare
Get Free Vip Passes & Vip Parking Your Family Will Love =)
3 Bedrooms,
3
Bathrooms
, Sleeps 9
Get Free Vip Passes & Vip Parking Your Family Will Love =)
3
BR,
3
BA,
Sleeps
9
Kissimmee Area
>
Windsor Hills Townhome
#932936
(46)
Compare
SPRING Special! Oversized Windsor Hills Pool Home- Save up to 15% off!
6 Bedrooms, Sleeps 12
SPRING Special! Oversized Windsor Hills Pool Home- Save up to 15% off!
6
BR,
Sleeps
12
Kissimmee Area
>
Windsor Hills House
#302517vb
(12)
Compare
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