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

Family-friendly stay near Island H2O Live!

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

A swimming pool with a water slide, lounge chairs, and palm trees.
Smart TV, table tennis, offices
Smart TV, table tennis, offices
Smart TV, table tennis, offices
Exterior

Reviews

8.8 out of 10
Excellent

Entire home

6 bedrooms4 bathroomsSleeps 12242 sq m

Popular amenities

  • Hot tub
  • Kitchen
  • Washer
  • Dryer
  • Free WiFi

Explore the area

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

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About the area

Kissimmee

Windsor Hills stay.Your stay at this Windsor Hills vacation home places you within 3 miles (5 km) of Bonanza Golf & Gifts and Island H2O Live!. Walt Disney World® Resort and ESPN Wide World of Sports Complex are also within 6 miles (10 km).
View more Vacation homes in OrlandoOpens in a new window

What's nearby

  • Mystic Dunes Golf Club - 2 min drive - 2.1 km
  • Bonanza Golf & Gifts - 3 min drive - 2.7 km
  • Walt Disney World® Resort - 7 min drive - 5.0 km
  • Disney Springsâ„¢ - 12 min drive - 15.3 km
  • Universal Studios Florida - 24 min drive - 31.7 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
  • ‪El Cafetal Bakery & Restaurant - ‬2 min drive
  • ‪Osaka Bay Buffet - ‬3 min drive

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

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.

Similar properties

4 outdoor pools, cabanas (surcharge), pool umbrellas
Hilton Vacation Club Mystic Dunes Orlando
Kissimmee
  • Pool
  • Kids pool
  • Waterslide
  • Free WiFi
4.5 out of 5, Wonderful, 4,800 reviews
The price is CA $142
CA $209 total
includes taxes & fees
Jul 9 - Jul 10
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Property amenities

Beach

  • Beach loungers
  • Beach towels

Pool/Spa

  • Communal pool
  • Heated pool
  • Hot tub
  • Outdoor pool
  • Private pool

Internet

  • Available in the house: Free WiFi

Parking and transportation

  • Car recommended
  • Wheelchair-accessible parking available

Kitchen

  • Blender
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Electric kettle
  • Ice maker
  • Kitchen island
  • Kitchenette
  • Lobster/crab pot
  • Microwave
  • Oven
  • Paper towels
  • Refrigerator
  • Spices
  • Stovetop
  • Toaster

Dining

  • Dining table

Bedrooms

  • 6 bedrooms
  • Bedsheets provided
  • Sofa bed

Bathroom

  • 3.5 shared bathrooms
  • Bathtub
  • Bathtub or shower
  • Hair dryer
  • Shower
  • Soap
  • Toilet paper
  • Towels provided

Living spaces

  • Dining table
  • Living room

Entertainment

  • Smart TV with cable channels

Outdoor areas

  • Barbecue grill
  • Garden
  • Outdoor furniture
  • Patio

Laundry

  • Laundry facilities
  • Washing machine

Work spaces

  • Desk
  • Desk chair
  • Office

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • 1 accessible parking space
  • Upper floors accessible by stairs only
  • Wheelchair-accessible parking
  • Wheelchair-accessible path of travel
  • Smoking not allowed

Services and conveniences

  • Iron/ironing board

Location highlights

  • In the city center
  • Near a zoo
  • Near an outlet shopping mall

Things to do

  • Arcade/game room
  • Billiards/pool table
  • Heated pool
  • Optional golf privileges
  • Table tennis
  • Tennis
  • Cycling nearby
  • Golfing nearby
  • Swimming nearby
  • Theme park nearby
  • Water tubing nearby

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • Fire extinguisher
  • Deadbolt lock

General

  • Garden
  • Property located in a resort
  • Unit size: 2,600 square feet

Policies

Check-in

Check-in time starts at 4:00 PM
Minimum check-in age: 21

Check-out

Check-out before 10:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools

Pets

  • No pets allowed

Children and extra beds

  • Children are welcome.

Events

No events allowed

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
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a deadbolt lock
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a private host, not a professional engaged in trade or business. Onsite parties or group events are strictly prohibited. For guests' safety, the property includes a carbon monoxide detector, a fire extinguisher, a smoke detector, and a deadbolt lock in each accommodation.

Property is also known as

Windsor Hills Last Minute Deal 180 per Night House Kissimmee
Windsor Hills Last Minute Deal 180 per Night House
Windsor Hills Last Minute Deal 180 per Night Kissimmee
Windsor Hills Last Minute Deal 180 per Night
Windsor Hills Last Minute Deal 180 per Night House Kissimmee
Windsor Hills Last Minute Deal 180 per Night House
Windsor Hills Last Minute Deal 180 per Night Kissimmee
Windsor Hills Last Minute Deal 180 per Night
Windsor Hills - Last Minute Deal $180 per Night Kissimmee
Windsor Hills Last Minute Deal $180 per Night
Windsor Hills Last Minute Deal $140 per Night
Windsor Hills Last Minute Deal $180 per Night
Windsor Hills Last Minute Deal $160 per Night

Frequently asked questions

How close is Windsor Hills Resort- Free Heated Pool. 5 bedrooms plus an office with 3.5 bath to the airport?

This vacation home is 12.4 mi (20-min drive) away from the Kissimmee, FL (ISM-Kissimmee Gateway) airport, the closest popular airport to the property.

Does Windsor Hills Resort- Free Heated Pool. 5 bedrooms plus an office with 3.5 bath have an airport shuttle?

Airport shuttle services are not available at this vacation home.

How close is Windsor Hills Resort- Free Heated Pool. 5 bedrooms plus an office with 3.5 bath to the beach?

This vacation home is 8.7 mi (14-min drive) from Beachcomber Beach and 9.1 mi (16-min drive) from Hideaway Bay. Don't forget your sunscreen!

Does Windsor Hills Resort- Free Heated Pool. 5 bedrooms plus an office with 3.5 bath offer free breakfast?

This vacation home does not offer free breakfast.

Is there a casino at Windsor Hills Resort- Free Heated Pool. 5 bedrooms plus an office with 3.5 bath?

No, there is no casino at this vacation home.

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.

Is there free parking at Windsor Hills Resort- Free Heated Pool. 5 bedrooms plus an office with 3.5 bath?

Free parking is not available at this vacation home.

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

This vacation home features an outdoor pool.

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

There are no spa services available at this vacation home.

How close is Windsor Hills Resort- Free Heated Pool. 5 bedrooms plus an office with 3.5 bath to downtown Kissimmee?

This vacation home is 2 mi away from Four Corners.

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

Reviews

8.8

Excellent

Rating 10 - Excellent. 53 out of 95 reviews
Rating 8 - Good. 28 out of 95 reviews
Rating 6 - Okay. 12 out of 95 reviews
Rating 4 - Poor. 0 out of 95 reviews
Rating 2 - Terrible. 2 out of 95 reviews

8.4/10

Cleanliness

10/10

Amenities

8.0/10

Property conditions & facilities

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

Kent G.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The house was very clean and well maintained.
Stayed 6 nights in Feb 2026
Verified

10/10 Excellent

janet v.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed with six people, but could easily fit 10. Plenty of room. Game room with pool table and ping-pong table was really fun for the kids. The pool and hot tub were awesome. Unit was clean and comfortable for our weeklong stay. Kitchen is well stocked with everything you need to cook. Unit was as advertised. Definitely would stay again and recommend it.
Stayed 7 nights in Mar 2026
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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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