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Windsor Hills Vacation Rentals with pool(728)

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$79 - $149
per night
4 - 5 night min stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
4 - 5 night min stay
(66)
  • 6 BR,
  • 4 BA,
  • Sleeps 12
6 - 7 night min stay
(29)
$149 - $309
per night
3 - 7 night min stay
  • 4 BR,
  • 3 BA,
  • Sleeps 8
3 - 7 night min stay
(7)
$109 - $199
per night
6 - 7 night min stay
  • 3 BR,
  • 2 BA,
  • Sleeps 8
6 - 7 night min stay
(47)
  • 5 BR,
  • 5 BA,
  • Sleeps 12
5 - 7 night min stay
(57)
  • 4 BR,
  • 4 BA,
  • Sleeps 8
3 - 14 night min stay
(68)
  • 4 BR,
  • 4 BA,
  • Sleeps 8
3 - 14 night min stay
(43)
$150 - $250
per night
5 - 14 night min stay
  • 5 BR,
  • 5 BA,
  • Sleeps 12
5 - 14 night min stay
(13)
  • 3 BR,
  • 3 BA,
  • Sleeps 6
3 - 5 night min stay
(26)
$225 - $300
per night
3 - 5 night min stay
  • 5 BR,
  • 4 BA,
  • Sleeps 12
3 - 5 night min stay
(63)
$240 - $450
per night
3 - 7 night min stay
  • 6 BR,
  • 4 BA,
  • Sleeps 13
3 - 7 night min stay
(24)
$84 - $129
per night
3 - 5 night min stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
3 - 5 night min stay
(9)
  • 6 BR,
  • 4 BA,
  • Sleeps 12
3 - 7 night min stay
(34)
$169 - $229
per night
4 - 7 night min stay
  • 5 BR,
  • 5 BA,
  • Sleeps 11
4 - 7 night min stay
(15)
  • 6 BR,
  • 4 BA,
  • Sleeps 12
3 - 5 night min stay
(5)
  • 6 BR,
  • 4 BA,
  • Sleeps 12
4 - 7 night min stay
(28)
  • 3 BR,
  • 2 BA,
  • Sleeps 6
4 - 7 night min stay
(15)
  • 6 BR,
  • 4 BA,
  • Sleeps 15
4 - 7 night min stay
(21)
  • 6 BR,
  • 4 BA,
  • Sleeps 14
3 - 7 night min stay
(16)
  • 6 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 14
4 - 6 night min stay
(21)
  • 3 BR,
  • 3 BA,
  • Sleeps 9
5 - 7 night min stay
(58)
  • 3 BR,
  • 3 BA,
  • Sleeps 8
(11)
  • 3 BR,
  • 3 BA,
  • Sleeps 7
2 - 7 night min stay
(21)
  • 6 BR,
  • 4 BA,
  • Sleeps 14
5 - 7 night min stay
(14)
  • 2 BR,
  • 2 BA,
  • Sleeps 5
5 - 7 night min stay
(21)
$125 - $145
per night
5 - 7 night min stay
  • 3 BR,
  • 3 BA,
  • Sleeps 8
5 - 7 night min stay
(11)
  • 5 BR,
  • 5 BA,
  • Sleeps 12
5 - 7 night min stay
(31)
  • 6 BR,
  • 4 BA,
  • Sleeps 15
3 - 7 night min stay
(11)
  • 6 BR,
  • 4 BA,
  • Sleeps 16
5 - 7 night min stay
(35)
$1,540 - $2,660
per week
7 night min stay
  • 6 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 12
7 night min stay
(10)
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Recent Windsor Hills Reviews

fantastic stay,lovely villa.

5 of 5
We had a wonderful time in the villa, we have stayed in windsor hills several times but this was the first time in a villa with our own pool -and we loved the pool!, it was clean with plenty of sun beds and enjoyed the sun all day due to it being south facing. The villa was exactly as described in the photo's well equipped,clean,tastefully furnished and very spacious for just the 3 of us! WiFi was very good and my son loved the big TV and recliner chairs in the lounge. I really appreciate the fact that its a safe gated community and had a lovely communal pool and on site cinema for kids to choose their own films to be shown.Sheila has a lovely home and we would recommend to anyone looking for a villa to rent and we hope to return in the future. Thank you so much for our stay.
  • Submitted: Apr 18, 2015
  • Stayed: Apr 2015

Very Nice

5 of 5
Windsor hills was a great location and the property was very nice. The layout of the room was nice, and contents of the condo and the maintenance were nice.
  • Submitted: Mar 3, 2015
  • Stayed: Feb 2015

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