Villas in Windsor Hills

Rent your perfect holiday villa: choose from 3 villas in Windsor Hills

Our best villas in Windsor Hills

Check out our best villas in Windsor Hills.

6 bedroom villa • Sleeps 12
Windsor Hills villa to rent
Spacious luxury property situated at the top of the exclusive gated community of Windsor Hills in Kissimmee. Private south facing pool and spa. 2 miles from Disney and Universal is 15 mins drive away.
From £1,256 per week
★★★★★(50)
6 bedroom villa • Sleeps 12
Villa to rent in Windsor Hills, Florida
Luxury 6 bedroom 4 bathroom pool villa with games room. Just 2 miles from Walt Disney world Orlando Florida. Set within the world renowned gated community of Windsor Hills resort
From £1,324 per week
5 bedroom villa • Sleeps 12
Windsor Hills villa to rent
Enjoy this 5bed/5bath vacation home located in the prestigious community of Windsor Hills. Prime Location with endless amenities
From £1,065 per week

Reviews of our villas in Windsor Hills

We have 50 reviews of our villas in Windsor Hills.

6 bedroom Windsor Hills villa to rent
February 2020 ★★★★★
My Husband and I stayed with our 2 children, as well 2 adult family members. (4 adults, 2 kids). It was perfect for our family, - everyone had their own privacy (bedroom, and bathroom). It wasn’t tight by any means with this many people. The Xbox and Wii in each of the children’s bedrooms were a bonus. The games room was excellent to have on our days that we didn’t have any parks to visit. After visiting the parks, the spa was a nice treat to relax in. We highly recommend this place to anyone with children. The gated entry made everyone feel safe, and the location is quiet and yet relatively close to many attractions. The owner was extremely accommodating and a pleasure to communicate with.
Wendy
Family from Springfield, Canada
6 bedroom Windsor Hills villa to rent
February 2020 ★★★★★
Natasha’s house was absolutely beautiful, the layout was great, a separate living room and a family room were perfect, the master bedrooms were awesome!...I will stay here again!...thanks Natasha!
David
Large group from Charlottetown , Canada
6 bedroom Windsor Hills villa to rent
December 2019 ★★★★★
Our stay was as close to perfect as you can get. We spent New Years week here and had a great time. The house was perfect for us. It has lots of space for everyone. After a long, crazy day at Disneyworld, we were happy to have such a nice retreat to unwind. I definitely recommend renting with Natasha. She was wonderful and always available for my questions and concerns.
Jennifer
Family from West Grove, Usa
6 bedroom Windsor Hills villa to rent
December 2018 ★★★★★
Just back from another enjoyable stay at Windsor Hills Retreat. The villa was the same as last time, beautifully presented and with the lovely heated (payable extra) pool just makes the perfect base for exploring Orlando & further a field. We love the christmas decorations up too as feels like home from home then. Dealing with Natasha is always a pleasure. We are just looking at times we can go back and enjoy it yet again. Highly recommend!
Kay
Family from Llanfechain, United Kingdom
6 bedroom Windsor Hills villa to rent
August 2017 ★★★★★
Modern, clean villa and exactly as described in a great location for Animal Kingdom park and Disney. Very well stocked, the appliances were the best we've ever had. Natasha was a pleasure also.
Philip
Family from Elstree, Herts, United Kingdom
6 bedroom Windsor Hills villa to rent
February 2017 ★★★★★
Over the moon with the villa! Was shocked at the size of the property , its massive ! Comfortable beds, lovely pool and seating area. great facilities. Very clean.Excellent location. Would highly recommend.
Catherine
Large group from West Berkshire , United Kingdom

Prices and Availability for villas in Windsor Hills

Cheapest month: October 2021 average weekly price £1,643100% of villas are available

High season: December 2020 average weekly price £2,02133% of villas are available

All data is for the next 12 months and all the prices are the average weekly cost (Saturday - Saturday).

Price information for villas in Windsor Hills (2020 - 2021)

Average weekly price

Average weekly prices for villas in Windsor Hills

The prices graph for villas in Windsor Hills shows you the average weekly price for one of our villas over the next twelve months. December and August are the most expensive months to rent a villa in Windsor Hills where the average price is £2,021 in December and £1,882 in August. The cheapest month to rent a villa is in October where the average weekly price is £1,643 (03/10 - 10/10). The average price of a villa in Windsor Hills varies considerably between regions, distance from the nearest beach and the size of the villa. See the graph for average weekly prices for our top destinations in Windsor Hills below.

Availability for villas in Windsor Hills (2020 - 2021)

Average available villas

Weekly availability for villas in Windsor Hills

The graph above shows the availability of our villa holiday rentals in Windsor Hills over the next twelve months. April (03/04 - 10/04) is the busiest time to rent a villa in Windsor Hills where none of our villas are available to book. The quietest time to visit Windsor Hills at the moment is in October (03/10 - 10/10) where 100% of our villas have availability.