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Vacation Rentals
>
World
>
USA
>
Florida
>
Disney / Orlando
>
Kissimmee Area
>
Windsor Hills
5
BR /
5
BA /
Sleeps
12
Featured
4
BR /
4
BA /
Sleeps
8
From $189/nt
Featured
5
BR /
5
BA /
Sleeps
12
From $199/nt
Featured
6
BR /
4
BA /
Sleeps
14
From $160/nt
Featured
3
BR /
2
BA /
Sleeps
8
Featured
Windsor Hills Condo Rentals
(86)
sort by
HomeAway Sort
HomeAway Sort
Average Rating
Availability Last Updated
Accepts Online Payments
Bedrooms: Least to Most
Bedrooms: Most to Least
Price: High to Low
Price: Low to High
Number of Reviews
Special Offers First
Windsor Hills is 1.5 Miles from Disney
3 Bedrooms,
2
Bathrooms
, Sleeps 8
$115 - $159
per night
Windsor Hills is 1.5 Miles from Disney
Book it Now!
4 night minimum stay
3
BR,
2
BA,
Sleeps
8
Kissimmee Area
>
Windsor Hills Condo
#83238vb
(24)
Compare
Stunning 5 Star Condo with Pirate-themed Kid's Room!
3 Bedrooms,
2
Bathrooms
, Sleeps 6
$89 - $129
per night
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
NO Expenses Spared- 5 Star Luxury Upgraded Condo
3 Bedrooms,
2
Bathrooms
, Sleeps 6
$89 - $165
per night
NO Expenses Spared- 5 Star Luxury Upgraded Condo
2 - 7 night minimum stay
3
BR,
2
BA,
Sleeps
6
Kissimmee Area
>
Windsor Hills Condo
#3169052
17 Reviews
Compare
Comrow Street's Gem-Close to Clubhouse & Pool
2 Bedrooms,
2
Bathrooms
, Sleeps 4
$75 - $105
per night
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
Prime Location from Clubhouse, Fun Mickey-themed Room!
3 Bedrooms,
2
Bathrooms
, Sleeps 6
$89 - $145
per night
Prime Location from Clubhouse, Fun Mickey-themed Room!
4 - 7 night minimum stay
3
BR,
2
BA,
Sleeps
6
Kissimmee Area
>
Windsor Hills Condo
#933864
(17)
Compare
Windsor Hills Luxury Condo, 1.5 mi to Disney, 2 Masters, Free Wi-Fi
3 Bedrooms,
2
Bathrooms
, Sleeps 8
$100 - $175
per night
Windsor Hills Luxury Condo, 1.5 mi to Disney, 2 Masters, Free Wi-Fi
3 - 5 night minimum stay
3
BR,
2
BA,
Sleeps
8
Kissimmee Area
>
Windsor Hills Condo
#125705
(12)
Compare
Sunset View Condo -Tastefully decorated
3 Bedrooms,
2
Bathrooms
, Sleeps 6
$89 - $110
per night
Sunset View Condo -Tastefully decorated
4 - 7 night minimum stay
3
BR,
2
BA,
Sleeps
6
Kissimmee Area
>
Windsor Hills Condo
#337394
(18)
Compare
Luxury Windsor Hills Condo! Disney Themed Bedroom! Walking distance to the pool
3 Bedrooms,
2
Bathrooms
, Sleeps 8
$105 - $130
per night
Luxury Windsor Hills Condo! Disney Themed Bedroom! Walking distance to the pool
3 - 4 night minimum stay
3
BR,
2
BA,
Sleeps
8
Kissimmee Area
>
Windsor Hills Condo
#472876vb
1 Review
Compare
First Floor Condo - Spiderman and Disney Princess Themed Bedrooms
3 Bedrooms,
2
Bathrooms
, Sleeps 7
First Floor Condo - Spiderman and Disney Princess Themed Bedrooms
3
BR,
2
BA,
Sleeps
7
Kissimmee Area
>
Windsor Hills Condo
#3020432
(22)
Compare
2576 Archfeld Blvd
6 Bedrooms,
4
Bathrooms
, Sleeps 12
$383 - $518
per night
2576 Archfeld Blvd
6
BR,
4
BA,
Sleeps
12
Kissimmee Area
>
Windsor Hills Condo
#3016484
Compare
Windsor Hills Fireworks View 402!
2 Bedrooms,
2
Bathrooms
, Sleeps 6
$399
per week
Windsor Hills Fireworks View 402!
7 night minimum stay
2
BR,
2
BA,
Sleeps
6
Kissimmee Area
>
Windsor Hills Condo
#461913vb
Compare
Brand New Windsor Hills 3/2 Luxury Condo Only 1 1/2 Miles from Disney
3 Bedrooms,
2
Bathrooms
, Sleeps 8
Brand New Windsor Hills 3/2 Luxury Condo Only 1 1/2 Miles from Disney
3
BR,
2
BA,
Sleeps
8
Kissimmee Area
>
Windsor Hills Condo
#314504
(22)
Compare
3 Bedroom Condo Just 2 Miles 2 Disney - Pool with Slide
3 Bedrooms, Sleeps 8
3 Bedroom Condo Just 2 Miles 2 Disney - Pool with Slide
3
BR,
Sleeps
8
Kissimmee Area
>
Windsor Hills Condo
#334104
(3)
Compare
Beautiful Windsor Hills Condo Near Disney with a Great Rate!!
3 Bedrooms,
2
Bathrooms
, Sleeps 8
Beautiful Windsor Hills Condo Near Disney with a Great Rate!!
3
BR,
2
BA,
Sleeps
8
Kissimmee Area
>
Windsor Hills Condo
#922452
(34)
Compare
Windsor Hills Pool View Condo - Closest to Windsor Hills clubhouse
3 Bedrooms,
2
Bathrooms
, Sleeps 8
$79 - $159
per night
Windsor Hills Pool View Condo - Closest to Windsor Hills clubhouse
2 - 7 night minimum stay
3
BR,
2
BA,
Sleeps
8
Kissimmee Area
>
Windsor Hills Condo
#317722
(106)
Compare
Beautiful Penthouse 3 bed 2 bath Condo, Sleeps 8 and very Kid friendly
3 Bedrooms,
2
Bathrooms
, Sleeps 8
$98 - $125
per night
Beautiful Penthouse 3 bed 2 bath Condo, Sleeps 8 and very Kid friendly
3 - 5 night minimum stay
3
BR,
2
BA,
Sleeps
8
Kissimmee Area
>
Windsor Hills Condo
#902088
(5)
Compare
Enjoy the Ultimate Disney Experience in a Windsor Hills Condo!
3 Bedrooms,
2
Bathrooms
, Sleeps 8
Enjoy the Ultimate Disney Experience in a Windsor Hills Condo!
3
BR,
2
BA,
Sleeps
8
Kissimmee Area
>
Windsor Hills Condo
#127021
(18)
Compare
Luxurious Pool View Condo from $89/nt - Free Wireless Internet
3 Bedrooms,
2
Bathrooms
, Sleeps 8
Luxurious Pool View Condo from $89/nt - Free Wireless Internet
3
BR,
2
BA,
Sleeps
8
Kissimmee Area
>
Windsor Hills Condo
#321538
(7)
Compare
Windsor Magic - FL084
3 Bedrooms,
3
Bathrooms
, Sleeps 6
Windsor Magic - FL084
3
BR,
3
BA,
Sleeps
6
Kissimmee Area
>
Windsor Hills Condo
#3218482
1 Review
Compare
Our Magical Retreat, Family Friendly with free secure WiFi
3 Bedrooms,
2
Bathrooms
, Sleeps 8
$100 - $150
per night
Our Magical Retreat, Family Friendly with free secure WiFi
Book it Now!
3 - 7 night minimum stay
3
BR,
2
BA,
Sleeps
8
Kissimmee Area
>
Windsor Hills Condo
#176005
(34)
Compare
Book now! Great rates! Over 40 stunning reviews! Wifi, 4 LCD Tvs!
3 Bedrooms,
2
Bathrooms
, Sleeps 8
$89
per night
Book now! Great rates! Over 40 stunning reviews! Wifi, 4 LCD Tvs!
3
BR,
2
BA,
Sleeps
8
Kissimmee Area
>
Windsor Hills Condo
#242463
(44)
Compare
Affordable Luxury Condo by Disney for Your Family
3 Bedrooms,
2
Bathrooms
, Sleeps 8
$79 - $149
per night
Affordable Luxury Condo by Disney for Your Family
3 night minimum stay
3
BR,
2
BA,
Sleeps
8
Kissimmee Area
>
Windsor Hills Condo
#181158
(16)
Compare
Five Star Resort 1.5 Miles from Disney! WIFI, PS2
3 Bedrooms,
2
Bathrooms
, Sleeps 8
Five Star Resort 1.5 Miles from Disney! WIFI, PS2
3
BR,
2
BA,
Sleeps
8
Kissimmee Area
>
Windsor Hills Condo
#208096
(25)
Compare
Free High Speed Internet ***** Full refund on cancellations
3 Bedrooms,
2
Bathrooms
, Sleeps 8
Free High Speed Internet ***** Full refund on cancellations
3
BR,
2
BA,
Sleeps
8
Kissimmee Area
>
Windsor Hills Condo
#305963
(5)
Compare
Comrow Rene is on the Pool 3 Bed 2 Bath Minutes to Disney
3 Bedrooms, Sleeps 8
Comrow Rene is on the Pool 3 Bed 2 Bath Minutes to Disney
3
BR,
Sleeps
8
Kissimmee Area
>
Windsor Hills Condo
#383692vb
Compare
Book your trip in August now!!
3 Bedrooms,
2
Bathrooms
, Sleeps 8
$89 - $119
per night
Book your trip in August now!!
Book it Now!
2 - 7 night minimum stay
3
BR,
2
BA,
Sleeps
8
Kissimmee Area
>
Windsor Hills Condo
#443955vb
(5)
Compare
Parkhopper Place - Windsor Hills Condo - 1.5 Miles from Disney
3 Bedrooms,
2
Bathrooms
, Sleeps 8
$89 - $129
per night
Parkhopper Place - Windsor Hills Condo - 1.5 Miles from Disney
3 - 5 night minimum stay
3
BR,
2
BA,
Sleeps
8
Kissimmee Area
>
Windsor Hills Condo
#322226
(17)
Compare
Windsor Hills Resort. Beautiful 3bd 2br Just 1.5 Miles Away From Disney
3 Bedrooms,
2
Bathrooms
, Sleeps 8
$121 - $178
per night
Windsor Hills Resort. Beautiful 3bd 2br Just 1.5 Miles Away From Disney
Book it Now!
2 - 5 night minimum stay
3
BR,
2
BA,
Sleeps
8
Kissimmee Area
>
Windsor Hills Condo
#3565426
Compare
Luxury Condo with Lake View 1.5 Miles from Disney
3 Bedrooms,
2
Bathrooms
, Sleeps 6
Luxury Condo with Lake View 1.5 Miles from Disney
3
BR,
2
BA,
Sleeps
6
Kissimmee Area
>
Windsor Hills Condo
#200833
(4)
Compare
June Upgrades! - Luxury Windsor Hills Condo
3 Bedrooms,
2
Bathrooms
, Sleeps 8
$89 - $110
per night
June Upgrades! - Luxury Windsor Hills Condo
4 night minimum stay
3
BR,
2
BA,
Sleeps
8
Kissimmee Area
>
Windsor Hills Condo
#3564543
Compare
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