See all properties
Entire home

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

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

Pool
Exterior
Interior
Living area
Living area

Reviews

8.8 out of 10
Excellent
6 bedrooms3+ bathroomsSleeps 122600 sq ft

Popular amenities

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

Rooms & beds

6 bedrooms (sleeps 12)

Bedroom 1

1 King Bed

Bedroom 2

1 King Bed

Bedroom 3

1 King Bed

Bedroom 4

2 Single Beds

Bedroom 5

2 Single Beds

Bedroom 6

1 Single Futon

3 bathrooms, 1 half bathroom

Bathroom 1

Bathtub · Toilet · Shower only · Jetted bathtub

Bathroom 2

Bathtub or shower · Toilet · Hair dryer

Bathroom 3

Bathtub or shower · Toilet · Hair dryer

Bathroom 4

Toilet

Spaces

Deck or patio
Porch or lanai
Kitchen
Kitchenette
Office
Garden
Dining area

About this property

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

Less Than Five Miles From Disney, 'Stunning Executive Villa has everything that you and your family could possibly need for the most magical vacation to Disney and the attractions of Orlando, Florida. Located in the fabulous Windsor Hills resort community, this fully air-conditioned Disney vacation home away from home is a perfect base to explore all of the exciting things to do. With 5 bedrooms and 3.5 bathrooms, This Stunning Executive Villa is ideal for larger families, and accommodates up to 10 guests in spacious comfort, while being licensed for 12 guests.
Private Pool are heated w/o additional charge from October 01 through April 30 during the year.

This charming pool home on a popular resort location offers great value for your money, with spacious rooms, bathrooms and a perfect location. Be sure to take time-out during your stay to visit the WINDSOR HILLS clubhouse and make new friends, enjoy the community pool, hot tubs, play in the games room, watch a family movie in the on-site theater, use the fitness center, shop in the sundry store, or make use of any of other amenities that are included in your rental.

Book and stay with your loved ones in the spacious and elegant home-away-from-home and take home hundreds of happy memories to cherish forever.

Add dates for prices

Have a question?

AI iconBeta

Get instant answers with AI powered search of property information and reviews.

Similar properties

Living area
Elegantly Upgraded 4 bedroom Windsor Hills home with COMPLIMENTARY POOL HEAT!
  • Pool
  • Hot tub
  • Kitchen
  • Washing machine
9.6 out of 10, Exceptional, (85 reviews)
Elegantly Upgraded 4 bedroom Windsor Hills home with COMPLIMENTARY POOL HEAT!

House Rules

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

Children

Children allowed: ages 0–17
default

Events

No events allowed
default

Pets

No pets allowed
default

Smoking

Smoking is not permitted

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
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 and a deadlock

We should mention

This property does not have any lifts
A car is recommended for transport to and from this property

About the area

Kissimmee

Located in Windsor Hills, a neighbourhood in Kissimmee, this holiday home 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 Hollywood Studios®. Travelling with kids? Don't miss Disney's Blizzard Beach Water Park and Disney's Animal Kingdom® Theme Park. Discover the area's water adventures with water tubing and swimming nearby, or enjoy the great outdoors with cycling.
View more Holiday homes in OrlandoOpens in a new window
Map
Kissimmee, FL

What's nearby

  • Mystic Dunes Golf Club - 2 min drive - 1.7 km
  • Bonanza Golf & Gifts - 3 min drive - 2.7 km
  • Mighty Jungle Golf - 3 min drive - 3.0 km
  • Walt Disney World® Resort - 6 min drive - 5.4 km
  • Disney Springs™ - 12 min drive - 13.7 km

Getting around

  • Kissimmee Station - 25 min drive
  • Kissimmee, FL (ISM-Kissimmee Gateway) - 20 min drive

Restaurants

  • ‪McDonald's - ‬3 min drive
  • ‪Starbucks - ‬2 min drive
  • ‪Del Taco - ‬3 min drive
  • ‪Osaka Bay Buffet - ‬3 min drive
  • ‪Sickies Garage Burgers & Brews - ‬3 min drive

Frequently asked questions

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.

How much does it cost to stay at Windsor Hills Resort- Free Heated Pool. 5 bedrooms plus an office with 3.5 bath?

As of 22 Mar, 2026, prices found for a 1-night stay for 2 adults at Windsor Hills Resort- Free Heated Pool. 5 bedrooms plus an office with 3.5 bath on 16 Jun, 2026 start from S$309, 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 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.

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.

What time is check-in at Windsor Hills Resort- Free Heated Pool. 5 bedrooms plus an office with 3.5 bath?

Check-in begins at 4:00 PM.

What time is check-out at Windsor Hills Resort- Free Heated Pool. 5 bedrooms plus an office with 3.5 bath?

Checkout is at 10:00 AM.

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).

Reviews

8.8

Excellent

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. 52 out of 91 reviews
Rating 8 - Good. 25 out of 91 reviews
Rating 6 - Okay. 12 out of 91 reviews
Rating 4 - Poor. 0 out of 91 reviews
Rating 2 - Terrible. 2 out of 91 reviews

8.4/10

Cleanliness

10/10

Amenities

8.0/10

Property conditions & facilities

9.6/10

Check-in

9.4/10

Communication

9.8/10

Location

8.8/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Martin P.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great stay. Great host
Stayed 7 nights in Feb 2026
Verified

10/10 Excellent

Adrian B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
My family and I enjoyed our stay, the property was clean and well stocked with everything you need while away from home.
Stayed 4 nights in Dec 2025
Verified

10/10 Excellent

Daisy T.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Johnny was quick to respond with any questions I had, pool was warm and a hit with the kids.
Stayed 3 nights in Dec 2025
Verified

10/10 Excellent

Rachel P.

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
Verified

8/10 Good

Jose Mauricio V.

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
Verified

8/10 Good

Marianne R.

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
Verified

10/10 Excellent

Dawn F.

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
Verified

8/10 Good

Lisa M.

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
Verified

10/10 Excellent

Josh s.

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
Verified

10/10 Excellent

Joe C.

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
Verified

8/10 Good

Dan H.

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
Verified

8/10 Good

Debbie S.

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
Verified

10/10 Excellent

Latarus J.

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
Verified

10/10 Excellent

Cristine D.

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

Great stay!

Amazing location , easy communication with property manager super comfortable home with everything that is needed when you walk in. Thank you !
Stayed 6 nights in Jul 2022
Verified

8/10 Good

William F.

Liked: Check-in, communication, location, listing accuracy

Beautiful home just a little too dirty

The home was beautiful the area is awesome…problem was walking in and seeing light switches dirty the towels smelled horrible the sheets on one of the kids bed had large yellow stain the pillows smelled there were no protective covers on the mattress or the pillows. Plus side pool and hot tub were clean
Stayed 3 nights in Jun 2025
Verified

10/10 Excellent

Todd T.

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
Verified

10/10 Excellent

Debbie W.

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
Verified

10/10 Excellent

Sylvia P.

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
Verified

10/10 Excellent

Priscilla L.

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
Verified

10/10 Excellent

Amanda S.

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
Verified

6/10 Okay

Enrique R.

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
Verified

10/10 Excellent

Michael G.

Great Vacation Home!

We spent a week in Kissimmee and thoroughly enjoyed this rental property. The owner was great to work with and was very responsive to any questions that I had. Windsor Hills is a beautiful gated community that provides safety and privacy that we were looking for. We would definitely rent again in the future and highly recommend this property to anyone that wants to stay in a beautiful home while on vacation.
Stayed 7 nights in Jun 2018
Verified

10/10 Excellent

Brian

Liked: Cleanliness, amenities, communication
8min walk to the pool. 4 min walk to Bball court/playground Close to all shopping/theme parks.
Stayed 7 nights in Oct 2022
Verified

6/10 Okay

sherry l.

Liked: Location
Disliked: Communication, listing accuracy
When we got there there were dirty dishes (utensils) so I had to rewash things so I felt comfortable using them. In the bathroom looks like they had had a water leak and the sheetrock and tape were hanging down. The property management company came and fixed it but they only removed the hanging sheetrock and within a day it was hanging again. They stated the pool was heated but it was not only the hot tub. The fence around the pool was hanging and broken where the pole went into the brick. The pictures also showed there was an air hockey table but there wasn't one. There was also broken picture frame and it took a long time for the hot water to come into the sink in the bathroom
dirty utensils
ceiling falling apart from previous water leak
broken picture frame in bathroom
Stayed 6 nights in Sep 2025
Verified

6/10 Okay

Verified traveller

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

About the host

Hosted by Johnny

Host profile image
Tell us how we can improve our siteShare feedback

Holiday Rentals