Spacious Windsor Getaway – Luxury Upgrades & Disney Convenience Reviews, Deals & Photos 2025

Q: Does Spacious Windsor Getaway – Luxury Upgrades & Disney Convenience have a pool?

Yes, this property has an outdoor pool. Pool types include heated pools.

Q: Is Spacious Windsor Getaway – Luxury Upgrades & Disney Convenience pet-friendly?

No, pets are not allowed at this property.

Q: Where is Spacious Windsor Getaway – Luxury Upgrades & Disney Convenience located?

This family-friendly Kissimmee holiday home is located on the waterfront, within 3 mi (5 km) of Lake Davenport and Four Corners FC. Surfari Water Park and Island H2O Live! are also within 6 miles (10 km).

10/10 Excellent

Kris T.

30 Dec 2024

Liked: Cleanliness, check-in, communication, location, listing accuracy

Family vacation

House was huge, plenty of room for everyone to have their own space. Nice big kitchen with a table large enough for our big group. Good outdoor space with a nice large table as well. Communication with owner was easy. No issues, would recommend and would definitely stay here again.

Stayed 4 nights in Dec 2024

10/10 Excellent

Donna O.

23 Mar 2024

Liked: Cleanliness, check-in, communication, location, listing accuracy

Amazing!

Our stay was perfect. Surpassed our expectation! The house, location, community centre (which we used 8 out of 10 days) and Sherry our host! Hope to return!

Stayed 10 nights in Mar 2024

10/10 Excellent

Joe E.

19 Apr 2023

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great house, plenty of room.

Overall great house. Plenty of room, there were 19 of us and we all were comfortable. Kids loved the pool, adults loved the hot tub and hanging out around the table outside enjoying the warm weather.

Stayed 7 nights in Apr 2023

10/10 Excellent

Jason D.

8 Mar 2020

Liked: Cleanliness, check-in, communication, location, listing accuracy

Immaculate House. Impeccable Hospitality.

We highly recommend this listing on HomeAway if you are looking for a place to stay in the Disney / Universal / Orlando area. The house is roomy and luxurious. The host’s hospitality is second to none. Communication was easy and fast and clear and informative. We really appreciated the time staying here!

10/10 Excellent

Karen H.

22 Feb 2023

Liked: Cleanliness, check-in, communication, location, listing accuracy

Awesome!

We stayed for two nights before leaving for a cruise. There was 16 of us and there was plenty of space. We loved the water park and accommodations that were only a 5 minute walk away. Thank you Sherry for sharing this beautiful home.

Stayed 3 nights in Feb 2023

8/10 Good

DP D.

28 Feb 2024

Liked: Cleanliness, check-in, communication, location, listing accuracy

Family WDW '24

Property versatility and function were perfect for our family of 12. The property does need some TLC as its age shows, but the benefits outweigh these concerns. Two items that needed looking after were handled promptly and efficiently.

Stayed 12 nights in Feb 2024

10/10 Excellent

Jack K.

25 Jun 2024

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Family Memories Made Here

Our family had a great time here, even with a bear running pass the pool. Our owner Sherry was very easy to communicate and work with. Russ, the on-site manager was very accommodating and was there when we arrived. When I called Russ about the ice machine not working, he offered to bring ice over to us. Our kids really made use of the pool and hot tub, plus the resort amenities. It was a little farther from Disney than I thought, but was easy to get there. I would highly recommend staying here for any family looking to bring family members together in order to create lasting memories.

Stayed 7 nights in Jun 2024

10/10 Excellent

Jessica H.

23 May 2023

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect in every way!!

This was an annual Moms getaway we have been doing for 7 years!! With such a large group (13 women) it is hard to please everyone but this year was PERFECT! Great living space, everything you need is right there! Perfect amount of seating and socializing places. The pool area was perfect!! The kitchen was well equipt for all of our meals! The host was excellent about communication!! Beautiful community, great amenities!! Such a wonderful experience!!

Stayed 3 nights in May 2023

10/10 Excellent

Barbara D.

12 Jul 2023

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful house for a family reunion!

Being walking distance to the clubhouse was great. Besides enjoying the pool at the house, the lazy river at the clubhouse was a lot of fun. We were also able to walk and watch our family play volleyball. The house had everything we needed. There were plenty of towels and other supplies. The large table was perfect for eating together and for playing games. Sherry's hostess booklet was helpful. She gave places of interest. Most of our family went to one of the springs mentioned in the book and had an awesome time. We have stayed in other houses in the area and this was our favorite!!

Stayed 12 nights in Jun 2023

10/10 Excellent

Kimberly A., Pekin, IL

28 Jun 2023

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Stay

Upon arrival, the house was clean and neatly set up. House had tons of space for our group of 16. We never ran out of hot water once while we were there. After long days at the park, the pool and hot tub were nice to come home to. The community pool area was also fantastic, and the bar served good food and drinks. Sherry was awesome to work with and answered all of our questions promptly. We were short on some silverware and wash clothes when we arrived, and she had more sent to the house by the end of the day. Overall, we had a great stay and would stay here again. Thanks for adding to our wonderful vaction.

Stayed 7 nights in Jun 2023

10/10 Excellent

Bri V.

31 Mar 2023

Liked: Cleanliness, check-in, communication, location, listing accuracy

What you see is what you get!

This property is awesome! My expectations were exceeded! The rooms are as big and as clean as they appear in photos! While nothing is perfect, the minor issues we had were solved by the property manager immediately. And when I say minor… the laundry room light went out, they replaced same day, the outdoor tv had connection issues, they replaced immediately! The beds are super comfortable and the amount of “first supplies” was plenty to last my family of 8 a full week. Property is close to Disney parks with minimal traffic!!

Stayed 7 nights in Mar 2023

10/10 Excellent

Kasey J.

5 Nov 2023

Liked: Cleanliness, check-in, communication, location, listing accuracy

Family vacation!

There were 19 of us total, ranging in ages from 7 months and up - a total of 6 different families. We all felt the place was very spacious and comfortable! We had enough space to accomodate everybody. Big enough table for all of us to sit together and attached to living area to hang together with an additional living space upstairs! There was a number change to our reservation and Sherri was quick to respond and super nice! We also had a question and reached out to the on spot people listed at the resort and they were also quick to respond as well! This was a disney vacation for us and we were also super close to the parks, max time being 25 minutes away (sea world) but most being only 15. Overall. Highly recommend this property!

Stayed 7 nights in Oct 2023

10/10 Excellent

Amy K.

15 Feb 2023

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect for our 14!

We rented this beautiful home for a weekend stay to enjoy Epcot and a private pool. It was perfect for our group of 14 adults. Since we arrived prior to the 4:00 pm check-in, we started our stay at the community pool. It was nice to have this option with a bar, large bathrooms to change and a kid-friendly pool area, should you need it. We went to Disney Springs and Epcot during our visit. Drive times varied with the traffic. It took us about 30 minutes. Ride share options were plentiful. The pool and hot tub were amazing and we spent a day just enjoying the home. We were told it would take about 45 minutes for hot tub to heat and it wasn’t an issue. Beds were comfortable with various configurations. There were plenty of bathrooms to allow us to spread out. We’d definitely come back and would highly recommend.

Stayed 3 nights in Feb 2023

10/10 Excellent

Donna S.

8 Jan 2024

Liked: Cleanliness, check-in, communication, location, listing accuracy

A great vacation house!

We have stayed in this neighborhood a few times and have rented other homes. This house was well stocked with towels and even has shampoo, conditioner, and body soap dispensers in all of the showers. We paid to have the pool heated and even though temperatures were down into the 60's the few days we were there, the pool was heated and the kids were able to swim. I suspect that whoever stayed the week before us had heated the pool plus they had temperatures in the 70's which probably helped us as well. I thought perhaps I would be wasting our money to heat the pool, but we were able to use it. That has not been the case in the past at other rentals. The kitchen is well stocked with lots of pans and skillets. There is only one cookie sheet which has seen better days. The stove has three burners that work and the oven is very slow to preheat. We prepared all of out meals at the house and worked around these issues. The house was clean and the manager was easy to work with. We would stay here again.

Stayed 5 nights in Dec 2023

8/10 Good

Heather B.

10 Mar 2023

Liked: Cleanliness, check-in, communication, location, listing accuracy

Amenities Galore

First and foremost, Sherry was an exemplary hostess! My father went into hospice when our trip was originally booked. As I struggled to find someone to replace me as my group's liaison, Sherry was kind, speedy, and professional. When my group made the decision to postpone our trip for a year sp that I may still attend, she even made all the necessary updates for us. Once inside the home, its clear that Sherry's thought of everything! From paper towels, trash bags and dish detergent, to wine openers, serving bowls and multiple types of coffee makers, our group was constantly impressed by what was included. Of note: Pay to heat the hot tub and pool! We wrongly assumed the water would be hot due to the Florida heat (it was 80s/90s), but both were frigid all weekend. Its worth the money!!! And, if you suffer from any back trouble, consider bringing a cushion for your back as the beds are firm. ;-)

Stayed 4 nights in Mar 2023

8/10 Good

SueAnn W.

1 Jun 2023

Liked: Cleanliness, check-in, communication, location, listing accuracy

Sweet and Sour

The Sweet: Sherry, the owner was very understanding and easy to communicate with. The home was beautifully decorated, plenty of open spaces and mostly clean (hair covered sheets and spare sheets in front room). Anything you would need was provided. My family enjoyed the amenities at the clubhouse. We would absolutely return again! The Sour: Pictures of the pool was deceiving. There are no lights in the pool area. The well lit beautiful picture of the pool and one with all the inflatables…great pic, but that’s not what you get. The reality is the pool lights are not working. So when it get dark outside your swimming in the dark. Great for lovers, bad for small children and those with disabilities. We chose the location because the pictures showed awell lit pool. We were very disappointed and frustrated. Sherry’s property manager, Russ was off absolutely NO help. He said “he contacted the pool maintenance team to take a look and see how quickly it could be repaired” and then I never heard from him again. Just poor service! Sherry refunded the $150 pool heat deposit as compensation for the money we spent buying lights for the pool area. Little compensation for a huge loss in my opinion. Until the pics match the reality I think everyone should be aware. Overall, my family rated this stay 4/5. The home was comfortable and we would stay again.

Stayed 3 nights in May 2023

10/10 Excellent

Paul M.

10 Aug 2024

Liked: Cleanliness, check-in, communication, location, listing accuracy

Stayed 9 nights in Mar 2024

10/10 Excellent

Kathy B.

10 Jul 2024

Liked: Cleanliness, check-in, communication, location, listing accuracy

Amazing Home

Stayed for a week with family. We had a blast. House is beautiful and very large. Any issue we had was attended to immediately. Thanks for the great state.

Stayed 7 nights in Jun 2024

10/10 Excellent

jacqueline C.

27 Nov 2022

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Stay

This property was everything expected. It was clean and comfortable. I would recommend a stay at this property.

Stayed 4 nights in Nov 2022

10/10 Excellent

Jeff D.

24 Oct 2022

Liked: Cleanliness, check-in, communication, location, listing accuracy

Fantastic stay in Florida

The host was great to work with from start to finish, great communication. We loved the size of the home giving our larger group plenty of space to hang out together or spots from privacy when needed. We spent many hours at the great on site swimming pool and additional time at the lazy river. Location was perfect for our day trips and easy to access good food shopping and more. We would not hesitate to book this property again.

Stayed 5 nights in Oct 2022

8/10 Good

Kelly D.

5 Sept 2022

Liked: Cleanliness, check-in, communication, location, listing accuracy

Family Vacay

Overall, had a great stay. The house could use a little tlc.

Stayed 7 nights in Aug 2022

8/10 Good

Michael G.

26 Aug 2022

Liked: Cleanliness, check-in, communication, location, listing accuracy

75th birthday

Mom enjoyed it all

Stayed 4 nights in Aug 2022

10/10 Excellent

Monica M.

10 Jul 2022

Liked: Cleanliness, check-in, communication, location, listing accuracy

Excellent family vacation house

A great place to stay with family. House had entertainment for adults and kids. It was very clean. The staff got back to me in timely manner when I needed help. I definitely recommend this home.

Stayed 3 nights in Jul 2022

10/10 Excellent

Phil J.

3 Jul 2022

Liked: Cleanliness, check-in, communication, location, listing accuracy

FL home rental

Excellent - a few minor hiccups were promptly resolved by the property manager. No complaints.

Stayed 7 nights in Jun 2022

10/10 Excellent

Alan D.

22 May 2022

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Vacation

The property was beautifully maintained. Located close to attractions but far away from all of the traffic.

Stayed 7 nights in May 2022

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