We found 2,664 vacation rentals — enter your dates for availability
Select from 1000 houses, 310 condos, and other vacation rentals to find the perfect place for your stay in Windsor Hills. Whether you're going on vacation with family or friends, vacation rentals have the best amenities for spending time at your vacation home, including air conditioning and cable TV. You'll be sure to find a rental that has what everyone needs, including options that are accessible or non-smoking.
Photo gallery for Livin' the Moment❤️Theatre*FREE Resort*WDW 2mi
Highly recommend!
5.0Exceptional
5.0 Exceptional (29 reviews)
The house was very large and beautiful. Amenities available were perfect for our family and our needs. LOVED the water park and the pool/hot tub at the house was a huge bonus. Laura was friendly and easy to get ahold of. Definitely recommend them and their properties!
Photo gallery for Just Renovated Luxury Condo Windsor Hills Resort 1450 Sq Ft 3bed/2bath
Thoughtful, detailed
5.0Exceptional
5.0 Exceptional (21 reviews)
April/ owner was amazing from well before we checked in till the hour after we checked out !
Place is perfectly set up, with great location to all amenities
Very thoughtfully set up
Does not forget anything
Thank you
Todd & Lisa
Photo gallery for T7676F/Windsor Hills Resort/3 Bedrm/Private POOL/Pet Friendly/ 2 miles to Disney
Everything we could ask for!
5.0Exceptional
5.0 Exceptional (19 reviews)
Everything about this property was amazing! From the pool to the themed room and the awesome resort amenities! I would definitely bring my family back for another stay.
Photo gallery for Fun in the Sun at Mickey Hideaway Villa. Make memories & Minutes from Disney!
5 Star Home
5.0Exceptional
5.0 Exceptional (24 reviews)
We had a incredible stay. Check-in and check-out process was very easy and flawless, The owners, Greg and Judy were very quick to response to any questions. Fabulous location, close to the parks, shopping and the airport. This home was extremely comfortable for my family, super clean and has everything you need. The beds were very comfortable and the family room was a great area. My granddaughters loved the pool and spa. It was great after a long day at the parks or before the day's activities. This home has been the best we have stayed at during our yearly visit to Disney World. I truly recommend this lovely home. We will be back next year!
Thank you, Greg and Judy.
Photo gallery for Southwest facing pool for the sun worshipper in your family!
Every detail has been thought of and provided!
5.0Exceptional
5.0 Exceptional (56 reviews)
We had a lovely stay in this beautiful villa! We loved the decor (classy and neutral with whimsical Disney touches), and every need was provided for including pots and pans; dishes, drinkware (including melamine for the pool) and utensils; towels to use by the pool; and starter amounts of laundry/dish detergent and paper products. Beyond the basics, we found helpful and comfortable touches everywhere we would want to find them! Mirrors in convenient locations, cozy fleece blankets for cuddling on the couch, comfy and spacious dining areas including by the pool, and a powerful A/C unit in the garage/gameroom. We loved using the pool table and air hockey table, the pool was clean and well-cared for, the bedrooms and bathrooms were incredibly spacious and comfortable, as well as nicely placed for privacy, and the location of the home vis-a-vis the Disney parks is unbeatable. Another unexpected surprise--a full dress-up closet in one of the kid bedrooms! Mine are teenagers now, but would have LOVED this when they were younger. Donna (the owner) was a dream to communicate with, including very responsive (less than a half-hour) when we couldn't locate our check-in email literally as we were driving up to the gate (our fault). She checked in on us when she received notifications of storm-related outages in the area, and continued to keep in touch until she was sure the phone line had been restored (thankfully hadn't lost power). We couldn't recommend this vacation home more highly!!
Photo gallery for 2Miles to Disney, Villa w/Pool in Windsor Hills
Great Property - Top Resort
5.0Exceptional
5.0 Exceptional (5 reviews)
The online listing of the property was accurate. The house was clean, comfortable and the kitchen well stocked. The bedrooms and baths were spacious and sufficient for our party of six women with plenty of towels and face cloths. We did not have to adjust the thermostat to remain cool in the high July temperatures.The game room and pool table were a welcome option and the pool was at the right temperature for the warm weather.
We had to call all the numbers on the contact list to reach someone to give us the WIFI ID and password, but worked fine after we received it.
Windsor Hills has all the amenities of the top resorts anywhere. Great neighborhood with stores, shopping, restaurants and Disney Springs all a few minutes away.
Our experience at the property was most enjoyable which made us care for it and leave it as pristine as we found it.
Photo gallery for Newly Renovated Townhouse at Windsor Hills w/ Private Pool
Nice Stay in great Location
5.0Exceptional
5.0 Exceptional (21 reviews)
We enjoyed our stay at this property. It was very clean and very will appointed. My wife and I appreciated the modern design elements and space. Our kids enjoyed their own bathrooms. I highly recommend staying here especially if you intend to visit other places beyond the amusement parks. 10 out of 10.
Photo gallery for NEW! Phenomenal 6-bedroom Villa with Private Pool Minutes from Disney!
Amazing!
5.0Exceptional
5.0 Exceptional (11 reviews)
This property is gorgeous. There was such themed detail in every inch of the house. It was absolutely perfect for our family.
As the planner, booking was so simple. Josh was so quick to provide us with everything we needed before arrival and communication as a whole was outstanding!
Highly Recommend!