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Windsor Hills Long Term Vacation Rentals(118)

118 Results
$89 - $149
per night
6 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 8
6 night minimum stay
(39)
  • 5 BR,
  • 5 BA,
  • Sleeps 12
5 - 7 night minimum stay
(54)
$225 - $300
per night
3 - 5 night minimum stay
  • 6 BR,
  • 4 BA,
  • Sleeps 14
3 - 5 night minimum stay
(57)
  • 6 BR,
  • 4 BA,
  • Sleeps 15
4 - 7 night minimum stay
(21)
$199 - $450
per night
4 - 6 night minimum stay
  • 6 BR,
  • 4 BA,
  • Sleeps 15
4 - 6 night minimum stay
(12)
$169 - $250
per night
1 - 7 night minimum stay
  • 4 BR,
  • 4 BA,
  • Sleeps 8
1 - 7 night minimum stay
(13)
  • 4 BR,
  • 4 BA,
  • Sleeps 8
3 night minimum stay
(13)
  • 3 BR,
  • 2 BA,
  • Sleeps 6
1 - 7 night minimum stay
(9)
  • 5 BR,
  • 5 BA,
  • Sleeps 12
3 - 7 night minimum stay
(10)
$195 - $345
per night
3 - 7 night minimum stay
  • 6 BR,
  • 4 BA,
  • Sleeps 14
3 - 7 night minimum stay
(12)
$185 - $295
per night
3 - 7 night minimum stay
  • 6 BR,
  • 4 BA,
  • Sleeps 15
3 - 7 night minimum stay
(7)
  • 6 BR,
  • 4 BA,
  • Sleeps 14
3 - 6 night minimum stay
(27)
  • 6 BR,
  • 4 BA,
  • Sleeps 14
3 - 7 night minimum stay
(11)
$181 - $301
per night
3 - 5 night minimum stay
  • 6 BR,
  • 4 BA,
  • Sleeps 14
3 - 5 night minimum stay
(18)
  • 6 BR,
  • 4 BA,
  • Sleeps 14
5 - 7 night minimum stay
(12)
  • 5 BR,
  • 5 BA,
  • Sleeps 12
5 - 7 night minimum stay
(4)
  • 7 BR,
  • 4 BA,
  • Sleeps 18
(4)
$185 - $289
per night
4 - 7 night minimum stay
  • 5 BR,
  • 5 BA,
  • Sleeps 10
4 - 7 night minimum stay
(20)
  • 3 BR,
  • 3 BA,
  • Sleeps 8
2 - 6 night minimum stay
(3)
  • 5 BR,
  • 5 BA,
  • Sleeps 13
2 - 7 night minimum stay
1 Review
  • 3 BR,
  • 2 BA,
  • Sleeps 8
2 night minimum stay
(3)
  • 3 BR,
  • 2 BA,
  • Sleeps 6
2 night minimum stay
(42)
  • 6 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 16
2 Reviews
  • 3 BR,
  • 2 BA,
  • Sleeps 8
2 - 7 night minimum stay
  • 6 BR,
  • 4 BA,
  • Sleeps 14
4 - 6 night minimum stay
(22)
$1,200 - $1,550
per week
7 night minimum stay
  • 4 BR,
  • 4 BA,
  • Sleeps 8
7 night minimum stay
(8)
  • 6 BR,
  • 4 BA,
  • Sleeps 13
3 night minimum stay
2 Reviews
$105 - $155
per night
4 - 5 night minimum stay
  • 3 BR,
  • 3 BA,
  • Sleeps 8
4 - 5 night minimum stay
(7)
$235 - $295
per night
3 night minimum stay
  • 6 BR,
  • 4 BA,
  • Sleeps 14
3 night minimum stay
(5)
$105 - $145
per night
5 night minimum stay
  • 3 BR,
  • 3 BA,
  • Sleeps 6
5 night minimum stay
(40)
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Recent Windsor Hills Reviews

Great Times.

5 of 5
We enjoyed our stay. The house was very comfortable and clean, spacious and family oriented. We stay at other places before, but this one left a great impression on all of us. We loved the rooms, the pool, the game room , the kitchen....... The kids enjoyed every moment and we wished we could have stayed longer. The community is gated and that makes very safe and worry free. Mary and Josh are great hosts and I would like to thank them again for making our Disney vacation a great experience, I will recommend this vacation home to anyone who wants great times as well as peace of mind.
  • Submitted: Sep 27, 2014
  • Stayed: Sep 2014

Great experience to stay at this house.

5 of 5
We had the chance to stay at this property in September for a family trip that included 8 adults and 5 children and I can't say enough about how wonderful the home as well as the Windsor Hills area was. Perfect for multi-family trips or big groups this home has ample room in the home as well as a pool for entertainment. There were two brand new baby cribs with brand new bedding sets in the house. Our 2 infants slept comfortably after the long days from the parks. The elder kids enjoyed the 2 playgrounds and the clubhouse with pool. This is definitely somewhere we hope to continue to stay for years to come. Definitely a great place to stay if you are going to the Orlando/Kissimmee area.
  • Submitted: Sep 24, 2014
  • Stayed: Sep 2014

COULDN'T ASK FOR A BETTER PLACE TO STAY! AWESOME!

5 of 5
The perfect place to stay, The condo was beautiful and the grounds had everything you could ask for. Disney was great but it was nice to be able to go to condo for lunch and nap for the kids. A little swim and back to Disney for the fireworks. Can't say enough and can't wait to book again. Thanks Kevin!
  • Submitted: Sep 22, 2014
  • Stayed: Sep 2014