Windsor Hills Resort- Free Heated Pool. 5 bedrooms plus an office with 3.5 bath Reviews, Deals & Photos 2026

Q: Does Windsor Hills Resort- Free Heated Pool. 5 bedrooms plus an office with 3.5 bath have a pool?

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

Q: Is Windsor Hills Resort- Free Heated Pool. 5 bedrooms plus an office with 3.5 bath pet-friendly?

No, pets are not allowed at this property.

Q: How much is parking at Windsor Hills Resort- Free Heated Pool. 5 bedrooms plus an office with 3.5 bath?

On-site parking is available at the property.

Q: Where is Windsor Hills Resort- Free Heated Pool. 5 bedrooms plus an office with 3.5 bath located?

This family-friendly holiday home is located in the city centre, within 3 mi (5 km) of Island H2O Live! and Mystic Dunes Golf Club. Walt Disney World® Resort and Old Town are also within 6 miles (10 km).

8/10 Good

Jose Mauricio V.

3 Jul 2025

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

Excellent place to stay

Really good place for vacation, stayed with family, 2 kids and they really enjoyed the pool, we enjoyed the hot tub and room game. Really comfortable, clean, amazing and helpful staff in the gate. We really recommend it.

Stayed 3 nights in Jun 2025

8/10 Good

Marianne R.

29 Jul 2025

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

The property is beautiful. Just wanted to let you know your fire extinguishers are out of date.

Stayed 7 nights in Jul 2025

8/10 Good

Lisa M.

18 Mar 2025

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

Disney magic

We loved the locarion to all the Disney parks. The pool was a plus for family to visit, also so we didn't have to walk/drive to the resort pool with our little ones

Stayed 5 nights in Mar 2025

10/10 Excellent

Josh s.

9 Jul 2024

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

Great property near Disney

House was clean and as seen in pictures and host was easy to communicate with.

Stayed 4 nights in Jun 2024

10/10 Excellent

Joe C.

21 Jul 2024

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

Nice house near attractions

Overall a great property. Plenty of space and has everything you need to relax between trips to local attractions. Nice neighborhood and the community pool area was nice as well. We enjoyed the pool / hot tub at the house everyday.

Stayed 7 nights in Jul 2024

8/10 Good

Dan H.

26 Jul 2024

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

Orlando Getaway

Nice location for visiting the Disney parks. Johnny was easy to communicate with and answoin a timely fashion.

Stayed 7 nights in Jul 2024

8/10 Good

Debbie S.

8 Mar 2024

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

Orlando Vacation 2024

Overall fantastic home , lots of space. Great location. Everyone loved the pool and hot tub. Would definitely stay again.

Stayed 7 nights in Mar 2024

10/10 Excellent

Latarus J.

31 Jul 2024

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

Excellent

It was everything I imagined and the scenery was amazing.

Stayed 3 nights in Jul 2024

10/10 Excellent

Todd T.

20 Oct 2024

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

Very peaceful

The house is as described! Very clean and well stocked with essentials. Hot tub was wonderful wish we had more time to spend at the house! Also the adult beds were very comfortable.

Stayed 3 nights in Oct 2024

10/10 Excellent

Debbie W.

31 May 2024

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

Very nice place

Everything with this property was great! We had no problems during stay! House was clean as listed! Pool was clean! Will look to book again in the future!

Stayed 7 nights in May 2024

10/10 Excellent

Sylvia P.

12 Jul 2024

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

Wonderful Stay!

We loved our stay here. The property manager was lightning fast with responses to questions. Everything we needed was provided including little luxuries like little bar soaps/shampoos in the bathrooms, towels etc. It really felt like being home away from home. Very easy check-in. Highly recommend!

Stayed 11 nights in Jun 2024

10/10 Excellent

Priscilla L.

7 May 2025

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

Kissimmee Florida 2025

The size of the house was great. Carpets needed to be cleaned. Pool and outdoor space was wonderful. The kids appreciated the air conditioning in the game room. Air hockey table was not there as it was in the pictures. Overall the house is in great location and we would rent it again. Johnny was very easy to work with and quick to respond to our concerns.

Stayed 6 nights in Apr 2025

10/10 Excellent

Amanda S.

7 Aug 2023

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

Amazing

Everything was wonderful. The house was amazing. Plenty of room for everyone.

Stayed 10 nights in Jul 2023

6/10 Okay

Enrique R.

27 May 2025

Liked: Communication, location

Disliked: Listing accuracy

Disappointed on this particular stay

Overall the area was really nice, the house was a little outdated and bit run down. The trash situation was a bit difficult to figure out as there were no outdoor trash cans. Patio was not as expected also had a huge construction project as a backdrop. The kids had fun so I guess in the end is what matters.

Stayed 3 nights in May 2025

6/10 Okay

Verified traveller

13 Sept 2023

Liked: Check-in, communication, location

Disliked: Cleanliness, listing accuracy

Good location, could use some upkeep

The property served the purpose as a place to rest after long days at Disney. The pool and hot tub were nice and the kitchen and bathrooms were clean when we arrived. The carpets were really stained, which was disappointing and there were several rips in the screens around the pool. A few changes/upkeep items could turn this in to a great place to stay.

Stayed 10 nights in Aug 2023

6/10 Okay

Sandra L.

17 Feb 2025

Liked: Check-in, communication

Disliked: Cleanliness

Great location

The pool was very nice! Johnny was awesome ,always responded quickly.The carpets had stains, kitchen had only one towel, no pot holders, no basics like salt,pepper, aluminum foil, toilet paper, paper towels, would have been nice to know in advance that it was not adequately supplied.Have stayed in many VRBO and never had this problem!Also quiet time was supposed to be I believe 10:00pm - 7:00am , on our last night neighbors playing very loud music and hollering from 10:00pm until 12:30 am!Noticed in reviews stains on carpets , so they do not clean them very often.Expected more for the price!Once again Johnny was AWESOME to work with!!

Stayed 5 nights in Feb 2025

6/10 Okay

Verified traveller

21 Mar 2025

Liked: Cleanliness, check-in, communication, location

Adequate dwelling

The location was great for the Disney Parks. The host was good about responding. The house was adequate but very dated with stains on carpet. The hot tub wasn't really hot but the pool was clean. The sheets on the master were so worn out they wouldn't stay on the bed. No salt or pepper or any kind of basics. We were gone most of the day so it worked fine for us. There was a huge structure out the back window over the pool where an apartment complex had started and looked abandoned. But if you want a basic clean house this one works great.

Stayed 5 nights in Mar 2025

6/10 Okay

Carol D.

3 May 2024

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

Nice place, a few issues

Overall the house was equipped with everything we needed and wanted. It would be nice if the pool was preheated on arrival. We did however have a broken water heater and shower but this was not a deal breaker just an inconvenience that can’t be predicted. The patio , pool area could use some maintenance but for a rental this was a nice place to stay.

Stayed 8 nights in Apr 2024

8/10 Good

Amanda P.

5 Jan 2025

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

Nice home, close to Disney

Beautiful neighborhood and the house had the extra space we were looking for. House was as described in listing. We enjoyed the private pool and hot spa. The owner was responsive and quick to send the property manager to check on the hot spa when jets and pool lights not working fully. Only recommendations for an improved experience would be to provide additional personal items (toilet paper, basic kitchen spices, oil etc.) and for the BBQ to be included in the price (instead of extra charge). The hot spa jets lacked high pressure. Worked well for a day or two after pool guy came by but last night was low pressure again. Some additional lighting in the pool area would improve the atmosphere (string lights etc).

Stayed 7 nights in Dec 2024

6/10 Okay

Brittany M.

3 Mar 2024

Liked: Check-in, communication, location

Disliked: Cleanliness

Needs some TLC

Owner was quick to reply and good to deal with. House needs a deep cleaning and some repairs - Kitchen sink leaked while we were there and had to have someone come fix, a bucket under the sink showed it was a known issue. Filter in hottub broken, leaving sharp edges. Staining on carpets, grime in showers, door tracks etc needed a good cleaning. Great location, great neighborhood, huge heated community pool was a nice asset as it was quite cold when we were there

Stayed 7 nights in Feb 2024

8/10 Good

Heather L.

23 Feb 2025

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

Great location and communication!

Our stay at this house was very nice. The communication with Johnny was very quick and he was helpful with a couple of questions/issues we had. The house is VERY convenient to Disney locations. The pool at the clubhouse was perfect for an afternoon with the kids - it was clean, large and our 9 and 12 year olds loved the water slides! Johnny was very accommodating and allowed us to use the grill without a charge because the hot tub spa wasn't working. A couple of things I might suggest:1) The kitchen was well stocked with dishes/glasses although there were no spices/oils/pan spray/tin foil/bags. It would be helpful to have these basics.2) There was one hand towel for the kitchen, would recommend more.3) Carpets were quite stained, if you are a clean freak, this may not be the house for you. 4) Be sure to bring your own shower soap.5) ALL people coming into the development must be listed and have a pass (even visitors) so make sure to do in advance.Overall, would stay here again, but hopefully these tips help others to be prepared.

Stayed 6 nights in Feb 2025

6/10 Okay

Angela S.

13 Apr 2025

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

Family Vacation

We had a good stay at property. House was as described in listing and in reviews. Great location. Upon arrival at house we did encounter issues with air conditioning that leaked both into upstairs carpet in multiple rooms and dripped into master bathroom and closet on first floor. This didn’t stop until air finally broke completely. Response was good through VRBO app but not with property manager who was the recommended contact as he did not respond to any messages sent. It would have been beneficial for a daily update on status so we didn’t have to outreach so frequently. Someone was onsite every day of our stay to work through air conditioning issue but didn’t assist with cleaning up any of the soaking wet carpets until late in week (Thursday I believe) or ceiling water dripping which caused us to use multiple towels and extra laundry. There was a great community area that we utilized as well. Pool and hot tub were great as were the outdoor area around pool. Grill was not included in cost of rental (extra 65 per week) which we haven’t encountered this as an extra charge in our other VRBO rental but worth noting for others who may not realize it is separate charge. Our owner did allow us to use this without charge due to inconvenience of air/water issues. Overall the house and area were as expected. We just had unfortunate timing for air/water issues that created issues with our stay.

Stayed 6 nights in Apr 2025

2/10 Terrible

LONDIA V.

1 May 2025

Liked: Check-in, location

Disliked: Cleanliness, communication, listing accuracy

Deceptive Listing

We specifically chose this location due to the privacy of the backyard in the listing, as well as the hot tub and pool that was offered. When we arrived, there was hose running water into a pool that wasn't running. The debris on the top of the pool, as well as the worms and such at the bottom showed us this pool most likely hasn't been filtering for some time. The hot tub did not work at all. We reached out to the host. He indicated the 'pool guy' would be there soon. He didn't come out for two days. We also had a warm refrigerator when we arrived. We assumed this was due to it not being used, but the property manager indicated that it is constantly running and we must be wrong. It eventually lowered to the appropriate temperature after 6 hours. Every single room in this place has staining on the carpeting. It is evident there was a flood of some sort on the upstairs level due to the amount of staining. It is also evident the vents haven't been cleaned as there was caked dirt and debris on the vents. Two televisions that should have worked, didn't. Some things I could have overlooked since this is technically a 'rental' had the hot tub worked, the pool was working properly (the pump never worked either), or if there wasn't a giant new construction project looking right into the pool area. This was also not included in the pictures of the property. The host only cares about his bottom line, as his largest concern was how much money he made. I had to reach out to VRBO direct.

Stayed 3 nights in Apr 2025

10/10 Excellent

Rachel P.

16 Nov 2025

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

We had a wonderful stay! The house was clean, tidy, and spacious—plenty of room for our larger family. The private pool was perfectly heated and clean, garage had games for our teens to play, and all the appliances were in great condition. The community felt secure, quiet, and relaxing, with great resort features like the community pool and arcade. It was also conveniently close to Disney. The owner was excellent to communicate with throughout our stay. Highly recommend!

Stayed 9 nights in Nov 2025

10/10 Excellent

Dawn F.

6 Mar 2025

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

House was great

We stayed for a football tournament, it was spay, had everything we needed, and was close to ESPN Wide World of Sports. Would highly recommend and would definitely stay again

Stayed 3 nights in Feb 2025

Windsor Hills Resort- Free Heated Pool. 5 bedrooms plus an office with 3.5 bath

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