241 Results
Cancel Clear Filters Apply Filters

Price Per Week

$ $

Sleeps

Bedrooms

Bathrooms

Booking Options

Property Type

Apartments
Condos
Homes
Townhomes
Villas
Barns
Boats
Bungalows
Cabins
Castles
Chalets
Cottages
Estates
Farmhouses
Hotels
Lodges
Studios
Yachts

Booking Options

Location Type

Even More Filters

Features

Managed By

241 Results
Cancel Clear Filters Apply Filters
Use filters to narrow your search results!

Windsor Hills Vacation Rentals(241)

241 Results
  • 3 BR,
  • 3 BA,
  • Sleeps 6
3 night minimum stay
(24)
$79 - $149
per night
4 - 5 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
4 - 5 night minimum stay
(65)
$109 - $149
per night
6 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 8
6 night minimum stay
(44)
  • 5 BR,
  • 5 BA,
  • Sleeps 12
5 - 7 night minimum stay
(56)
  • 4 BR,
  • 4 BA,
  • Sleeps 8
3 - 14 night minimum stay
(66)
$84 - $119
per night
3 - 7 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
3 - 7 night minimum stay
(6)
$165 - $230
per night
3 - 14 night minimum stay
  • 4 BR,
  • 4 BA,
  • Sleeps 8
3 - 14 night minimum stay
(37)
$240 - $450
per night
3 - 7 night minimum stay
  • 6 BR,
  • 4 BA,
  • Sleeps 13
3 - 7 night minimum stay
(24)
$169 - $229
per night
4 - 7 night minimum stay
  • 5 BR,
  • 5 BA,
  • Sleeps 11
4 - 7 night minimum stay
(15)
  • 6 BR,
  • 4 BA,
  • Sleeps 12
5 - 7 night minimum stay
(33)
  • 2 BR,
  • 2 BA,
  • Sleeps 5
5 - 7 night minimum stay
(19)
  • 6 BR,
  • 4 BA,
  • Sleeps 14
5 - 7 night minimum stay
(37)
  • 6 BR,
  • 4 BA,
  • Sleeps 12
4 - 7 night minimum stay
(28)
$150 - $250
per night
5 - 14 night minimum stay
  • 5 BR,
  • 5 BA,
  • Sleeps 12
5 - 14 night minimum stay
(11)
$120 - $145
per night
3 night minimum stay
  • 3 BR,
  • 3 BA,
  • Sleeps 8
3 night minimum stay
(14)
  • 6 BR,
  • 4 BA,
  • Sleeps 15
4 - 7 night minimum stay
(21)
$79 - $165
per night
4 - 7 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
4 - 7 night minimum stay
(14)
  • 6 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 14
4 - 6 night minimum stay
(20)
  • 3 BR,
  • 3 BA,
  • Sleeps 9
5 - 7 night minimum stay
(53)
$95 - $155
per night
1 - 7 night minimum stay
  • 3 BR,
  • 3 BA,
  • Sleeps 7
1 - 7 night minimum stay
(19)
  • 5 BR,
  • 5 BA,
  • Sleeps 12
3 - 7 night minimum stay
(10)
  • 6 BR,
  • 4 BA,
  • Sleeps 14
5 - 7 night minimum stay
(13)
  • 6 BR,
  • 4 BA,
  • Sleeps 14
4 - 7 night minimum stay
(15)
$215 - $300
per night
3 - 5 night minimum stay
  • 5 BR,
  • 5 BA,
  • Sleeps 12
3 - 5 night minimum stay
(9)
$125
per night
5 - 7 night minimum stay
  • 3 BR,
  • 3 BA,
  • Sleeps 8
5 - 7 night minimum stay
(11)
  • 5 BR,
  • 5 BA,
  • Sleeps 12
5 - 7 night minimum stay
(30)
  • 4 BR,
  • 4 BA,
  • Sleeps 8
1 - 7 night minimum stay
(16)
  • 3 BR,
  • 2 BA,
  • Sleeps 6
4 - 7 night minimum stay
(12)
  • 6 BR,
  • 4 BA,
  • Sleeps 16
5 - 7 night minimum stay
(24)
  • 5 BR,
  • 5 BA,
  • Sleeps 10
4 - 7 night minimum stay
(7)
Advertisement
 

Recent Windsor Hills Reviews

Perfect Place for a Disney Vacation!

5 of 5
My husband, daughter (3 years old at time of stay) and I stayed there for a week while we went to Disney. My parents also joined us for two nights. We were looking to stay off property to save some money, and due to dietary needs we did not want to be eating in the parks or restaurants for the whole week. The place was fabulous and perfect for our family, with ample room and all the necessary items we would need in place. We did seven days straight in the park so we did not get a chance to check out the amenities at Windsor Hills, but the splash pool was perfect to take a quick dip in the morning or relax in the evening after a long day at the park. My daughter LOVED the Disney themed room and still, almost a year later, continues to ask when we can go back to living in "the townhouses". The owners were really great to work with, and when the pool was not heated when we go there they took care of it immediately and compensated us for it. I work in property management so having I tend to look at things with a more detailed eye and found the unit very clean and well maintained. We would suggest this townhouse to anyone looking for a great place to stay for Disney that wants to avoid staying in a hotel and we plan to come back again!
  • Submitted: Jan 8, 2015
  • Stayed: Feb 2014

Fantastic vacation home!

5 of 5
We still can't believe how nice this home was. This home has all the comforts of your own home and never felt like a rental. If you have kids then you know they are very intuitive but mine felt at home immediately. I was worried my littlest child (4 years) would have trouble falling asleep in a new place but he slept just fine. I was able to leave him upstairs in bed and return to the living room without a word from him or my other 2 children. This was our first experience renting a home (last time we came to Orlando we stayed at Disney resorts) so I'm sure we are spoiled now but I'm not sure we will ever rent a hotel again. We certainly will never stay on resort again in Orlando anyways, this was head and shoulders a better decision. We were all able to have some elbow room and relax. The kids loved the game room. By far the best game room we saw from any other rental pictures. The house is obviously professionally decorated and done well. The pool was a big hit. These owners were exceptional in their communication from booking to rental. We even received an email after the first night asking us if there was anything we needed. We did call on the maintenance company for simple fixes like new batteries in TV remote and they were very pleasant and accommodating. The house itself is very well maintained and very clean. Windsor Hills is a beautiful subdivision and is literally less than 5 minutes from Magic Kingdom. It was about 20 minutes to Universal and Sea World and about a half an hour to the airport. Have quarters ready for the toll roads from the airport to Windsor Hills. It takes about $3.50 in tolls, one way -over multiple toll roads and some only take cash so have it with you when you start your vacation. Windsor Hills is very secure with 24hr guards at the gates. Community pool and club house area are very nice. My husband and brother-in-law had a couple beers by the pool, the kids even watched Rio in the movie theater. This home is about a 5 minute walk to the Club house. This home has a key code entry- loved that. It was very easy to use and we felt secure. The pictures on VRBO are accurate but don't do the house justice. It is much prettier in person. This being our first vacation home rental we were worried the house wouldn't live up to the pictures we saw online but the house was better in person. Book this home and enjoy! This is now the only place we want to stay in Orlando.
  • Submitted: Jan 7, 2015
  • Stayed: Dec 2014

Spectacular House

5 of 5
I would absolutely recommend this beautiful house . The customer service ,the security, the location and the amenities offered are really great. We enjoyed our staying there a lot.We visited the parks everyday because it is 5 minute drive what is a really comfortable. We thank the owner and manager for the services provided.
  • Submitted: Jan 1, 2015
  • Stayed: Sep 2014