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

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Dates

April 2026

May 2026

Overview
Location
Amenities
Policies

Excellent

Entire home

6 bedrooms4 bathroomsSleeps 12242 sq m

Popular amenities

Kitchen
Washing machine
Dryer
Free Wi-Fi

Explore the area

Kissimmee, FL

Place, Mystic Dunes Golf Club
‪2 min drive‬
Place, Bonanza Golf & Gifts
‪3 min drive‬
Place, Mighty Jungle Golf
‪3 min drive‬
Airport, Orlando, FL (MCO-Orlando Intl.)
‪34 min drive‬

Room options

About the area

Kissimmee

A family-friendly stay in the heart of Kissimmee awaits you at this holiday home. You'll be 2.5 km (1.6 mi) from Bonanza Golf & Gifts and 3.3 km (2.1 mi) from Island H2O Live!. Highlights at this holiday home include a kitchen, a private pool and a washing machine. .You can enjoy Smart televisions with cable channels, and home features free WiFi, 3.5 bathrooms and a patio. In-room dining is easy with a kitchen that comes equipped with a fridge, a microwave and a stovetop. In-room jetted baths, a sofa bed and a living room are also available. Bathrooms are shared. .Enjoy the outdoor swimming pool and Hot tub. Added amenities include laundry facilities, a games room and a garden. .Attractions within a 10-minute drive of this Windsor Hills holiday home include Walt Disney World® Resort and Old Town.

View more Holiday homes in Orlando

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

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

Pool
Pet-friendly
Parking included
Free Wi-Fi

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 transport

Car recommended
Wheelchair-accessible parking available

Kitchen

Blender
Coffee/tea maker
Cookware, dishware, and utensils
Dishwasher
Electric kettle
Hob
Ice maker
Kitchen island
Kitchenette
Lobster/crab pot
Microwave
Oven
Paper towels
Refrigerator
Spices
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.
Accessible parking space
Upper floors accessible by stairs only
Wheelchair-accessible parking
Wheelchair-accessible path of travel
Smoke-free property

Services and conveniences

Iron/ironing board

Location highlights

In the city centre
Near a zoo
Near an outlet shopping centre

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

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

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. On-site 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 all 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

Are there any beaches close to Windsor Hills Resort- Free Heated Pool. 5 bedrooms plus an office with 3.5 bath?

The closest beach to Windsor Hills Resort- Free Heated Pool. 5 bedrooms plus an office with 3.5 bath is Getaway Glen (8.1 km).

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

Take your pick from a heated pool, a pool and a communal pool.

What luxury perks are available at Windsor Hills Resort- Free Heated Pool. 5 bedrooms plus an office with 3.5 bath?

This property features a heated pool, as well as a private pool and a jetted bath.

What makes Windsor Hills Resort- Free Heated Pool. 5 bedrooms plus an office with 3.5 bath a romantic place to stay?

1 hot tub, private pools, and Jetted bath all help set the scene for a sizzling getaway at Windsor Hills Resort- Free Heated Pool. 5 bedrooms plus an office with 3.5 bath.

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

You bet! With amenities such as an arcade and laundry facilities, as well as highchairs and children's dinnerware, it's no surprise that Windsor Hills Resort- Free Heated Pool. 5 bedrooms plus an office with 3.5 bath is a winner with our family travellers.

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

Yep, there is a hot tub.

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

No, Windsor Hills Resort- Free Heated Pool. 5 bedrooms plus an office with 3.5 bath does not offer an airport shuttle service.

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

Check-in begins at 4:00 PM. Check-out time is 10:00 AM.

Are pets allowed at Windsor Hills Resort- Free Heated Pool. 5 bedrooms plus an office with 3.5 bath?

No, pets are not allowed.

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

8.8

Excellent

8.4/10

Cleanliness

10/10

Amenities

8.0/10

Property conditions & facilities

10/10 Excellent

janet v.

14 Mar 2026

Liked: Cleanliness

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

10/10 Excellent

Martin P.

1 Mar 2026

Liked: Cleanliness

Great stay. Great host

Stayed 7 nights in Feb 2026

10/10 Excellent

Kent G.

22 Feb 2026

Liked: Cleanliness

The house was very clean and well maintained.

Stayed 6 nights in Feb 2026

10/10 Excellent

Adrian B.

28 Dec 2025

Liked: Cleanliness

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

10/10 Excellent

Daisy T.

22 Dec 2025

Liked: Cleanliness

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

10/10 Excellent

Rachel P.

16 Nov 2025

Liked: Cleanliness

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

6/10 Okay

sherry l., Pascagoula, MS

18 Sept 2025

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

ceiling falling apart from previous water leak

Stayed 6 nights in Sep 2025

8/10 Good

Marianne R.

29 July 2025

Liked: Cleanliness

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

Stayed 7 nights in Jul 2025

2/10 Terrible

Lori W.

21 July 2025

Disliked: Cleanliness

The property is old and needs substantial work including a thorough cleaning as well as safety issue repairs. We were disappointed in the state of disrepairsThe carpets are filty, the pool area was overgrown with weeds that we actually hand picked out of bricks, and the fencing was in very poor condition The loungers are dry rotted , the pool area had no lighting in night, the bbq had one burner that barely worked and the extra charge was outrageous The laundry room was filty and the buildup of lint presents a fire hazard that made us very uncomfortable the handle on front door is very loose as well and the approach on the front entrance is overgrown The linens on the beds were paper thin, the vinyl couch peeling and the dining room chairs had uneven metal kegs that cause one of us to slip and almost fall The televisions are old and the tv in main level front bedroom did not work We would have requested a new unit but honestly we were beyond the bother and avoided being home Extremely disappointed The only reason I gave 1 star is because it was lowest I believe if owner took time to clean and touch up paint and fix the fixable it could be ok but honestly it left our group with a bad feelin about the area. The listing is not represented well in the photos in ad I do believe my stay warrants a response from Vrbo as we spent a substantial amount for rental and the value was very poor

Stayed 7 nights in Jul 2025

8/10 Good

Jose Mauricio V.

3 July 2025

Liked: Cleanliness

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

William F.

22 June 2025

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

6/10 Okay

Enrique R.

27 May 2025

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

10/10 Excellent

Priscilla L.

7 May 2025

Liked: Cleanliness

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

2/10 Terrible

LONDIA V.

1 May 2025

Disliked: Cleanliness

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

6/10 Okay

Angela S.

13 Apr 2025

Liked: Cleanliness

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

6/10 Okay

Verified traveller

21 Mar 2025

Liked: Cleanliness

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

8/10 Good

Lisa M.

18 Mar 2025

Liked: Cleanliness

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

Dawn F.

6 Mar 2025

Liked: Cleanliness

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

8/10 Good

Heather L.

23 Feb 2025

Liked: Cleanliness

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

Sandra L.

17 Feb 2025

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

8/10 Good

Amanda P.

5 Jan 2025

Liked: Cleanliness

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

10/10 Excellent

Todd T., Davenport

20 Oct 2024

Liked: Cleanliness

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