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Fabulous 5 Bed, 5 Bath, Pool Villa at 5 Star Windsorhills

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Living Room Area
Front of Olivias Dream Villa
Living room area
master double shower ensuite
King room upstairs

Reviews

9.6 out of 10
Exceptional
5 bedrooms3 bathroomsSleeps 10213.7 sq m

Popular amenities

  • Kitchen
  • Washing machine
  • Dryer
  • Free Wi-Fi

Explore the area

View map
Kissimmee, FL
  • Place, Mystic Dunes Golf Club
    ‪2 min drive‬
  • Place, Bonanza Golf & Gifts
    ‪3 min drive‬
  • Place, Walt Disney World® Resort
    ‪6 min drive‬
  • Airport, Orlando, FL (MCO-Orlando Intl.)
    ‪34 min drive‬

Rooms & beds

5 bedrooms (sleeps 10)

Bedroom 1

1 King Bed and 1 Child Bed

Bedroom 2

1 King Bed and 1 Crib

Bedroom 3

1 Queen Bed

Bedroom 4

2 Single Beds

Bedroom 5

2 Single Beds

3 bathrooms

Bathroom 1

Toilet · Shower only

Bathroom 2

Bathtub or shower · Toilet

Bathroom 3

Toilet · Shower only

Bathroom 4

Bathtub or shower · Toilet

Bathroom 5

Bathtub or shower · Toilet

Spaces

Deck or patio
Porch or lanai
Kitchen
Outdoor play area
Garden
Dining area

About this property

Fabulous 5 Bed, 5 Bath, Pool Villa at 5 Star Windsorhills

2 Miles to Disney - Windsor Hills Resort is the nearest gated community to Disney property. Fact.

Our home has 5 bedrooms and 5 bathrooms so all the family can vacation in style. South facing pool with extended deck with parasol, games room, PS3 and XBox with cable TV. All bedrooms have their own flatscreen Smart TV and USB ports fitted in each room. Each bathroom has its own hairdryer. Non slip tiled living area. Fully Alarmed House,

All facilities of Windsor Hills resort are included in your rental including

Community pool with slide, dancing water fountains and pool attendant.
Cinema, games room, fitness room, tennis, sundry shop.
Internet Cafe with TiKKI Bar at Clubhouse
24/7 guarded and gated entrance.
Three Large children's play area.


WindsorHills resort: Lush tropical landscaping
· 24hr gated resort community
· Only 2 traffic lights / 5 minutes to Disney parks
· Multi-million $$ clubhouse
· 10,000 sq foot clubhouse!
Internet Cafe
· Double Olympic sized resort pool
· Waterpark slide, lagoon style hot tub
· Lighted basketball
· Sand volleyball courts
· Tennis courts
· Putting/chipping green
· Free loaner sports equipment
· High-end kids castle themed play park
· Giant outdoor chess
· State of the art fitness facility
· Clubhouse with game room / arcade
· Outdoor ping pong
· Sundry shop / free DVD movie rentals
· 50 seat private high def movie theater
· Shuttle service to/from Disney resorts
Close to numerous restaurants, shopping, more!
Cable TV
· Daily garbage pickup

·

More info about our home: Shuttle bus service to the Disney parks, Universal and Seaworld and to Premium outlet shops - extra charge locally. Can be booked in the office by the sundry shop or over the phone.

Free phone calls including most international
55 " SMART Flat screen TV In Living room(New)
Flat screen SMART TVs in Most bedrooms
USB port in all rooms
Fully Alarmed House
Pull down Sofa Bed (NEW
Free 5G WiFi - BYO laptop
Games room
New Pool table
PS3 (New)
XBOX 250 GB (New)
Gas & Electric Grill

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House Rules

Check in after 4:00 PM
Minimum age to rent: 21
Check out before 10:00 AM
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Children

Children allowed: ages 0–17
Crib and small baby Bed available
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Events

No events allowed
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Pets

No pets allowed
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Smoking

Smoking is not permitted

Check-out instructions

The host requires you to complete the following before checking out:
Remove personal items and take out the rubbish
Turn off the lights and lock the doors
Failure to complete these may result in a negative review from the host.
Trash picked up daily from bench outside front door
No wet swimwear on leather furniture Please
Please Clean BBQ before Departure Thanks

Important information

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
Guests must contact this property in advance to reserve high chair
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit and a deadlock

We should mention

A car is recommended for transport to and from this property

About the area

Kissimmee

Located in Windsor Hills, a neighbourhood in Kissimmee, this villa is near theme parks and near a water park. Old Town and Flamingo Crossings Town Center are worth checking out if shopping is on the agenda, while those wishing to experience the area's popular attractions can visit Walt Disney World® Resort and Disney's Blizzard Beach Water Park. Travelling with kids? Don't miss Disney's Hollywood Studios® and Disney's Animal Kingdom® Theme Park. Discover the area's water adventures with fishing and swimming nearby, or enjoy the great outdoors with horse riding and cycling.
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Map
Kissimmee, FL

What's nearby

  • Mystic Dunes Golf Club - 2 min drive - 1.4 km
  • Bonanza Golf & Gifts - 3 min drive - 2.7 km
  • Walt Disney World® Resort - 6 min drive - 4.7 km
  • Disney's Animal Kingdom® Theme Park - 7 min drive - 4.5 km
  • Disney Springs™ - 12 min drive - 13.7 km

Getting around

  • Kissimmee Station - 27 min drive
  • Kissimmee, FL (ISM-Kissimmee Gateway) - 23 min drive

Restaurants

  • ‪McDonald's - ‬4 min drive
  • ‪Starbucks - ‬3 min drive
  • ‪Del Taco - ‬3 min drive
  • ‪Osaka Bay Buffet - ‬3 min drive
  • ‪Sickies Garage Burgers & Brews - ‬4 min drive

Frequently asked questions

Does Fabulous 5 Bed, 5 Bath, Pool Villa at 5 Star Windsorhills have a pool?

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

How much does it cost to stay at Fabulous 5 Bed, 5 Bath, Pool Villa at 5 Star Windsorhills?

As of 25 March 2026, prices found for a 1-night stay for 2 adults at Fabulous 5 Bed, 5 Bath, Pool Villa at 5 Star Windsorhills on 13 May 2026 start from NZ$560, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

Is Fabulous 5 Bed, 5 Bath, Pool Villa at 5 Star Windsorhills pet-friendly?

No, pets are not allowed at this property.

How much is parking at Fabulous 5 Bed, 5 Bath, Pool Villa at 5 Star Windsorhills?

On-site parking is available at the property.

What time is check-in at Fabulous 5 Bed, 5 Bath, Pool Villa at 5 Star Windsorhills?

Check-in begins at 4:00 PM.

What time is check-out at Fabulous 5 Bed, 5 Bath, Pool Villa at 5 Star Windsorhills?

Checkout is at 10:00 AM.

Where is Fabulous 5 Bed, 5 Bath, Pool Villa at 5 Star Windsorhills located?

This family-friendly Kissimmee villa is located in Windsor Hills, within 3 mi (5 km) of Island H2O Live! and Walt Disney World® Resort. Mystic Dunes Golf Club is 2.3 mi (3.7 km) away.

Reviews

9.6

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 65 out of 81 reviews
Rating 8 - Good. 15 out of 81 reviews
Rating 6 - Okay. 1 out of 81 reviews
Rating 4 - Poor. 0 out of 81 reviews
Rating 2 - Terrible. 0 out of 81 reviews

9.8/10

Cleanliness

9.8/10

Check-in

9.8/10

Communication

10/10

Location

9.8/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Jennifer M.

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

Great property

Host was great, property was lovely.
Stayed 7 nights in Dec 2024
Verified

10/10 Excellent

kasondra s.

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

Found the sun!

Great location and the area was safe and beautiful! Kids enjoyed all the amenities. The house was the perfect size for our family!
Stayed 10 nights in Feb 2025
Verified

10/10 Excellent

Tim H.

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

Awesome property

Awesome location
Stayed 7 nights in Jun 2019
Verified

10/10 Excellent

Megan B.

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

Family Vacation

We had a great stay at this property. It had everything we needed, and it was a short drive to the Disney parks. The space was perfect for our big family.
Stayed 7 nights in Feb 2023
Verified

10/10 Excellent

Steven B.

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

2021 Family vacation

Great location and very nice house
Stayed 7 nights in Jul 2021
Verified

10/10 Excellent

Christel B.

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

Amazing stay

I have stayed at several VRBO’s, this one is at the top of the list. Spacious, modern with great pool area. Other VRBO’s say they are close to this parks, this one actually is!!!
Stayed 7 nights in Dec 2019
Verified

10/10 Excellent

David J.

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

Stayed during WDW trip

My wife and I took our son and daughter and their spouses and three kids to Disney World for a week. We would definitely stay there again.
Stayed 7 nights in Feb 2023
Verified

10/10 Excellent

Christine B.

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

Awesome stay

Great location. Awesome clubhouse. Sheila was very responsive and easy to work with. Definitely recommend this listing!!!
Stayed 8 nights in Feb 2020
Verified

10/10 Excellent

Brian B.

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

Exactly as Advertised

House was great and perfect for our family! Exactly as advertised. Really enjoyed the pool and jacuzzi and outdoor patio area! Would stay again!
Stayed 5 nights in Feb 2023
Archival

8/10 Good

Steve P.

Very nice

Great place for larger party close to parks
Stayed 8 nights in Mar 2017
Archival

10/10 Excellent

kelly F.

Awesome Home !

We had a spectacular time with our family. Thank you Sheila !
Verified

10/10 Excellent

gina a.

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

Wonderful

We had a great time at this home. We were very comfortable there. The owner, Shiela, is extremely kind, accommodating and responsive. Floor level bedrooms and walk in showers were very convenient. We will definitely try to stay here again!
Stayed 8 nights in Feb 2022
Verified

10/10 Excellent

Paula M.

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

50th wedding anniversary family celebration

The kids loved the game room and used box everyday. We all loved the pool and spa. The open floor plan was excellent. The community pool and water park were a great addition.
Stayed 8 nights in Nov 2021
Verified

10/10 Excellent

Carole A.

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

Wonderful, safe area

Multigenerational family of 6… mimi, daughter, son-in-law and 3 boys (15, 8 and 6) had a wonderful time in this home. Although it was close to parks, the kids would’ve been happy to spend the whole vacation between the pool and the community water park and arcade. The house was very clean, the layout worked well for us and the beds were comfortable. It’s a stones throw to Walmart and restaurants. Overall, we enjoyed ourselves immensely.
Stayed 8 nights in Oct 2022
Verified

8/10 Good

Greg & Shirley H.

Great Place to Stay

Great place to stay...close to everything, nicely appointed and nicely laid out. Pool is exceptional. Management company is the best we've ever dealt with. George and Sheila are fantastic hosts/hostess............everything we wanted. nine of us stayed for the week and two for the month. most comfortable. More serving dishes would be nice but I guess most people stay for a week. Would definitely recommend this place.
Stayed 30 nights in Mar 2019
Verified

10/10 Excellent

Karen L.

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

Review

Nothing against the property owner, our stay was great. but the property itself should have a separate entrance for people that already have signed in for the stay to avoid long lines at the front gate
Stayed 8 nights in Mar 2022
Verified

10/10 Excellent

Anna J.

Great owner, great house!

The home itself was very nice and had everything we needed and then some! There is tons of baby/toddler equipment if you are traveling with little ones, lots of pots and pans and Tupperware, new appliances, and lots of linens. We had some minor issues during our stay and the owner was very responsive. Communication was so easy and she went out of her way to address any concerns we had. We would definitely stay again!
Stayed 9 nights in Nov 2018
Verified

10/10 Excellent

Stephanie E.

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

Amazing property, close to everything, best place ever

Check in was such a breeze with the property owner and the main gate check in. We felt very safe in Windsor Hills and the main building has lots of weekly activities for the kids plus the main pool and water slides are a bonus. The house was amazing, everything we needed was in the house, the pool and hot tub were great and was used every single day. Beds were great, lots of towels, it was the perfect place for our family of 9 to relax and take in all of our vacation. Quick response from the host whenever we had a question, we will be back again for sure. This property is so close to all the shops and gift shops, Walmart is a 2 min drive away, very good location!!
Stayed 10 nights in Mar 2024
Verified

10/10 Excellent

Kelly S.

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

Family Vacation

We loved the house! It very nicely accommodated our extended family of 8 (4 adults and 4 kids ranging from age 10-5) plus 2 additional adults for 2 of the nights. Each bedroom has its own bathroom which is great. Kids loved the game room and pool at the house. The house is a close 5 min walk to the club pool and clubhouse. Very close to Disney and Universal. My only recommendation for improvement would be better cooking equipment/stove. We thoroughly enjoyed our stay! Thank you!
Stayed 7 nights in Feb 2023
Verified

10/10 Excellent

Verified traveller

Glad we made the decision to stay here!

Our family of 6 stayed here for one week in February 2018. We were very happy with our choice of accommodation. Upon arrival we found the house to be very clean and comfortable and it didn't take us long to settle in. The location is super close to the parks and Publix and Walmart were a very short distance for groceries. Booking arrangements made with Sheila were easy and she was very pleasant to deal with by emails. We only enjoyed the clubhouse pool on our last day and what a great day that was! The kids loved the pool, slide and showers were available for our use also. There were a few options on the menu to purchase for lunch. The house was stocked with lots of towels, dishes, pots and pans and everything you need. At the end of very long days of walking around the parks we throughly enjoyed the use of the barbecue and pool. We definitely would choose this accommodation again if we decide to visit Orlando in the future. Thank you Sheila for a wonderful week!
Stayed 7 nights in Feb 2018
Archival

10/10 Excellent

Kristy Z.

Well-maintained property close to Disney parks

The interior of this property was well-maintained, attractively (and neutrally) decorated and appeared as reflected in the provided photographs. The owner provided many household items such as dishes, pool towels, trash bags and some cleaning supplies. This property was also located extremely close to the Disney parks--it took us no more than 15 minutes to reach the Magic Kingdom gates. It is also close to many restaurants, a grocery store and a SuperTarget on Route 192. We did not use the community pool and clubhouse but these amenities appeared popular among other Windsorhill residents and guests. The only negative aspect of renting this property is the community check-in procedures, as it took almost 30 minutes when we first arrived to receive a gate pass. Some days the community check-in line was so long it reached the main road! However, we did not have any trouble with the community gates once we received our pass.
Verified

8/10 Good

Michelle G.

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

Excellent location, comfortable furniture, warm pool, lacking in some details

We love Windsor hills, and this home is located very close to the clubhouse, a short 10 minute walk to the water slides- we enjoyed them thoroughly. Have stayed at a few different properties at Windsor hills and this one was lacking in some details. Positives were comfortable beds and furniture, and a very warm pool with morning and early afternoon sun. Property owner was very quick to reply to concerns, but property manager was slow- took 3 days for them to deliver soap which was supposed to be in all of the bathrooms upon arrival. Dishwasher bottom rack was broken- functional but very frustrating- not sure timeline on getting that fixed. There were only 10 forks which is not enough for a 5-bedroom place, and no sharp knives in the drawer- we actually bought one and left it there so now there is one! A nice addition would be fans in each room (owner says she is working on this), the main floor master bedroom fan squeaks. The price is less than a few other places we have stayed, but maybe because of the lower price, it lacked some of the nicer details.
Stayed 8 nights in Feb 2024
Verified

8/10 Good

Thomas S.

GREAT pool and lots of indoor family space.

First, the communication from the owner was great. We had everything we needed right at our fingertips to be able to get through gate security and into the house. This was our second time staying in the Windsor Hills development and it was great to not have any surprises when we arrived. The house presented very well outside and when we opened the door - just like the photos. Smelled clean and the first floor furnishings were attractive and welcoming. We had 3 adults and 3 kids during our stay. There was plenty of space for everyone to be comfortable. The TVs/cable/internet (really good speed/service) were great (missing one set of remotes in a bedroom we did not use). Lots of comfortable family seating in the living room. The pool area was PRISTINE. Clean patio, perfectly heated water that did not smell strongly of chlorine, and lots of comfortable patio furniture.We spent hours out there. Pool maintenance came the third day of our stay, but did not get in the way. They also left the pool and patio sparkling again. The only reason this rental does not get 5 stars for our stay is that the bedroom, bathroom, and kitchen maintenance was lacking. These rooms are great sizes and outfitted with what you need, but need some updating. Also, we planned to grill twice during our stay and purchased food for that purpose, only to learn that the gas tank on the grill was empty. When we called the maintenance company, we were told that they don't provide that service and that it is up to the renter to purchase gas and leave some for the next renter. That was disappointing and we ended up cooking inside. Regardless of the comments above preventing the 5 star rating, we would stay in this property again and would highly recommend it to friends/family.
Stayed 7 nights in Apr 2019
Archival

8/10 Good

Kerri S.

Nice but needs repairs

We stayed for one week while attending Disney. The home is very nice however it needs some repairs that should have been taken care of before we arrived. The bathroom faucet in the detached bath downstairs is completely broken. Anytime my 5 year old daughter would turn the water on it came off in her hands which resulted in her yelling for us to come put it back on. The bed headboard in the one room is not attached to the frame at all. It is standing up about 3-4 inches from the frame which results in some banging when the bed moves. My husband tried to fix it but it clearly has been broken for some time and would need screws. The blinds going outside to the pool was broken and fell on my husband's head as soon as we got there. Also, the dish washer is in very poor condition and often left our dishes as dirty before we even used it. The bottom cleaned well but the top didn't. We didn't care for the "Please help the staff by starting the laundry before you leave." Yet, there is NO laundry detergent for us to do this. I am not going to the store and buying some just for this purpose. If there were detergent there we would have done so. It would have been nice if we had control of how warm the pool would get as it was not warm enough for us to really enjoy. Overall I would still stay there but wish that we didn't have to deal with these issues while staying there. The house was clean and the beds were comfortable.
Verified

6/10 Okay

Nichole H.

Liked: Cleanliness, check-in, location

Disney getaway

This property met only some of our expectations, but was sufficient. In the kitchen, there is no pizza cutter available, a knife would suffice but the knives were all as sharp as a butter knife so it was a challenge. There was also no ice cream scooper, not a big deal we could use a spoon, but the quality of the silverware did not match the strength of the ice cream. Again neither of these a big deal, but honestly I would expect these two items to be readily available in even the least stocked kitchens. On to the biggest issue in the kitchen, the stove top. The right side of the electric range had one large and one small burner both individually controlled by their own knobs. However when turning the knob for the front right large burner, if you turned it on from high to low it turned BOTH burners on. If you turned in on from low to high it turned only the wrong burner on. This is a major safety issue. The in house game room. Again everything listed was present, the condition was sub-par. I brought my 7 and 4 year old so we were looking forward to using this room. The air hockey table worked, but the air supply was dismal therefore the puck barely glided. The game systems were all present but they were not hooked up properly, the memory was full and games could not be played, and there was a lack of working controllers. The bathrooms upstairs, the far one ran constantly, we tried pushing the flapper down, but it needs replaced. The toilet closest to the steps was a complete mess. Every time you flushed it the handle flew off and the flapper did not shut at all. We had to reassemble the toilet every time it was flushed. The water bill must be through the roof. One of the bathrooms on the first floor had a sink with a stuck stopper. We didn’t realize it before running water so we had standing water in the sink all weekend. The information binder has not been updated in several years because we spent a half hour looking for a recycling dumpster in the overflow lot that hasn’t existed for 2 years. Big issue, pool. We arrived and it was too cold for pool heat, um what? It couldn’t be turned on until Monday and the water wasn’t warm until Thursday. We left at 5AM Saturday. Pool heat was the one thing we communicated about ahead of time and the one thing that directly impacted our stay. Being from the northeast we use our pool/spa heat when it is cold so this made zero sense to me and we were very disappointed.
Stayed 7 nights in Jan 2023

About the host

Hosted by Sheila Gardner

Host profile image
We are a British family who have operated our hotel business in the UK for the last 30 years. and absolutely love having guests stay in our Villa in the Fabulous Five star Windsorhills resort in Florida of which we have owned for the last 5 years

Why they chose this property

Just check out our availability calendar ,so many of our guests are repeat business, that really says a lot to us ,and possibly to you when deciding where to stay, there is nothing you need do more than arrive at the Villa and enjoy yourselves with no hidden extras anywhere to be found ,we use a key code for Home Entry and Simon & Alli the Management are only a phone call away

What makes this property unique

Just Added (2014) USB Ports to every room,and also Kitchen area,Which is very useful for charging phones and lap tops Etc and most Rooms Now Have SMART TVs instlled 2015 Also A Smart Tv has been installed on the Lanai at the pool area

Languages:

English
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