Price Per Week

$ $

Sleeps

Bedrooms

Bathrooms

Booking Options

Property Type

Apartment
Condo
House
Townhome
Villa
Barn
Boat
Bungalow
Cabin
Castle
Chalet
Cottage
Estate
Farmhouse
Hotel
Lodge
Studio
Yacht

Location Type

Even More Filters

Features

Managed By

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

Windsor Hills Vacation Rentals(249)

249 Results
5 - 7 night minimum stay
  • 5 BR,
  • 5 BA,
  • Sleeps 12
(52)
7 - 14 night minimum stay
  • 4 BR,
  • 4 BA,
  • Sleeps 8
(63)
4 - 5 night minimum stay
  • 5 BR,
  • 5 BA,
  • Sleeps 12
(27)
3 - 5 night minimum stay
  • 6 BR,
  • 4 BA,
  • Sleeps 14
(57)
3 - 7 night minimum stay
  • 6 BR,
  • 4 BA,
  • Sleeps 13
(22)
5 - 7 night minimum stay
  • 5 BR,
  • 5 BA,
  • Sleeps 12
(28)
5 - 7 night minimum stay
  • 6 BR,
  • 4 BA,
  • Sleeps 14
(36)
  • 5 BR,
  • 5 BA,
  • Sleeps 12
(13)
4 - 7 night minimum stay
  • 6 BR,
  • 4 BA,
  • Sleeps 15
(21)
5 - 7 night minimum stay
  • 3 BR,
  • 3 BA,
  • Sleeps 9
(40)
5 - 6 night minimum stay
  • 6 BR,
  • 4 BA,
  • Sleeps 14
(19)
5 - 7 night minimum stay
  • 5 BR,
  • 5 BA,
  • Sleeps 12
(27)
5 - 7 night minimum stay
  • 6 BR,
  • 4 BA,
  • Sleeps 12
(32)
2 - 7 night minimum stay
  • 3 BR,
  • 3 BA,
  • Sleeps 7
(18)
4 - 7 night minimum stay
  • 6 BR,
  • 4 BA,
  • Sleeps 14
(15)
4 - 7 night minimum stay
  • 5 BR,
  • 5 BA,
  • Sleeps 11
(15)
4 - 6 night minimum stay
  • 6 BR,
  • 4 BA,
  • Sleeps 15
(11)
1 - 7 night minimum stay
  • 4 BR,
  • 4 BA,
  • Sleeps 8
(13)
5 - 7 night minimum stay
  • 6 BR,
  • 4 BA,
  • Sleeps 16
(19)
2 - 7 night minimum stay
  • 3 BR,
  • 3 BA,
  • Sleeps 9
(10)
3 night minimum stay
  • 4 BR,
  • 4 BA,
  • Sleeps 8
(12)
5 - 14 night minimum stay
  • 5 BR,
  • 5 BA,
  • Sleeps 12
(10)
3 - 7 night minimum stay
  • 3 BR,
  • 3 BA,
  • Sleeps 8
(9)
$110 - $150
per night
3 night minimum stay
  • 3 BR,
  • 3 BA,
  • Sleeps 8
(14)
3 - 7 night minimum stay
  • 5 BR,
  • 5 BA,
  • Sleeps 12
(10)
1 - 7 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
(9)
3 - 7 night minimum stay
  • 6 BR,
  • 4 BA,
  • Sleeps 14
(12)
1 - 6 night minimum stay
  • 6 BR,
  • 4 BA,
  • Sleeps 14
(8)
$186 - $339
per night
5 - 7 night minimum stay
  • 6 BR,
  • 4 BA,
  • Sleeps 14
(7)
Advertisement
 

Recent Windsor Hills Reviews

Super Clean, Beautifully Decorated, has Everything

5 of 5
When walking through the door, we were pleased with our choice to rent the Holiday Paradise Villa. Everything looked immaculate; each room was decorated in a classy, attractive and truly inviting manner! The grandkids and young adults were excited about the playroom. We had a great vacation because our accommodations were outstanding. We enjoyed the pool every evening after visiting Disney (which was only minutes away) all day; it was relaxing and my grandchildren loved the pool toys! Amenities were all-embracing for young and old (baby items, games, game room, beach towels, plenty of towels, linens, kitchen tools…); there was nothing that we needed that we didn’t find there. A lot of thought went into equipping this home because many items were put there for "convenience" which made vacation life a great deal more comfortable. Even though planned, we didn’t get the opportunity to use the Windsor Hills Facilities; the house was more than enough! We highly recommend Holiday Paradise Villa to any family needing a place to sleep 8 or less. We definitely will stay there again as well as tell all our friends and family about this great find! The owner was extremely helpful and gracious; she answered every question very quickly and never seemed annoyed by the fact that I wanted more details (even after committing). Thank you Karen for sharing your home away from home with us, it helped make our vacation super! ps The baby needs provided were great; place to sleep, high chair, stroller, baby utensils, sippy cups... It helped make it even more like Grandma's house, but even better. Thanks again for providing everything we needed at such an incredible price!!!!! Betsy
  • Submitted: Aug 16, 2014
  • Stayed: Aug 2014

Fantastic Home!!!!

5 of 5
You can not go wrong staying at this home!! It was exactly as the pictures showed and our girls (8 and 4) absolutely loved the princess room. We didn't tell them about the room and it was worth every second to see the look on their faces when they saw it for the first time. There is plenty of space and the home is bright and decorated very nice. The shelves were stocked with all the necessary items you would use at home. We have stayed at timeshares in the past however this had such a different feeling. I know it sounds silly but it really felt like we were a home away from home. It was great having a pool in the backyard and being able to use it whenever we wanted. We all enjoyed the game room as there was something for all. Cynthia (homeowner) was so helpful from the time we booked and even after our stay. She responds to every e mail with in 24 hours if not sooner. The location is perfect for Disney and Seaworld. There are plenty of stores and restaurants close to the home and things to do with in the community and right outside of the community. We would absolutely recommend this property for any stay!!!!! We are looking forward to returning in the future.
  • Submitted: Aug 11, 2014
  • Stayed: Aug 2014

Annual Girls Vacation

5 of 5
This house was exactly as it was presented in pictures. This is one of the best homes we have stayed in in this area. All of the rooms had great decor. It was very inviting and spacious. It is one that I would love to vacation in again for sure. The pool area was great bar and refrigerator, just an relaxing home inside and out. We did not want to leave enjoyed the house and it's amenities very much.
  • Submitted: Aug 10, 2014
  • Stayed: Aug 2014