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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

An aerial view of a resort with a large central pool, multiple lounge areas, and a water slide.
A living room with a black leather sofa, a wooden coffee table, and a decorative wall piece.
A spacious living room with a black leather sofa, a wooden coffee table, and a dining area with a bar.
A single-story house with a beige garage door, a small front yard with a palm tree, and a well-maintained lawn.
A modern living room with a sofa set, a coffee table, a TV, and a kitchen area with bar stools.

Reviews

8.8 out of 10
Excellent

Entire home

6 bedrooms4 bathroomsSleeps 12242 sq m

Popular amenities

  • Pool
  • Spa pool
  • Kitchen
  • Washing machine
  • Dryer
  • Free Wi-Fi

Explore the area

View map
Kissimmee, FL
  • Place, Bonanza Golf & Gifts
    ‪3 min drive‬
  • Place, Universal Orlando Resort
    ‪21 min drive‬
  • Place, Universal Studios Florida
    ‪24 min drive‬
  • Airport, Orlando, FL (MCO-Orlando Intl.)
    ‪31 min drive‬

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About the area

Kissimmee

A family-friendly stay in the heart of Kissimmee awaits you at this holiday home. You'll be 3.3 km (2.1 mi) from Island H2O Live! and 3.6 km (2.3 mi) from Mystic Dunes Golf Club. 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 TV 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 OrlandoOpens in a new window

What's nearby

  • Bonanza Golf & Gifts - 3 min drive - 2.7 km
  • Disney Springsâ„¢ - 13 min drive - 16.0 km
  • Magic Kingdom® Park - 14 min drive - 16.0 km
  • Universal Orlando Resort - 21 min drive - 29.2 km
  • Universal Studios Florida - 24 min drive - 32.1 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
  • ‪El Cafetal Bakery & Restaurant - ‬2 min drive
  • ‪Del Taco - ‬3 min drive
  • ‪IHOP - ‬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, Located in the fabulous Windsor Hills resort community, Stunning Executive Villa has everything that you could possibly need for the most magical holiday to Disney and the attractions of Orlando, Florida. With 5 bedrooms and 3.5 bathrooms, It 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, 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 film in the on-site theatre, use the fitness centre, shop in the sundry store, or make use of any of other amenities that are included in your rental.

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  • Pool
  • Spa pool
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  • Pet-friendly
4.7 out of 5, Exceptional, 6,456 reviews
The price is NZ$131
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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 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

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

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 has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room
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. This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children. If you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room. 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 Hideaway Bay (8.3 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

Reviews

8.8

Excellent

Rating 10 - Excellent. 55 out of 97 reviews
Rating 8 - Good. 28 out of 97 reviews
Rating 6 - Okay. 12 out of 97 reviews
Rating 4 - Poor. 0 out of 97 reviews
Rating 2 - Terrible. 2 out of 97 reviews

8.4/10

Cleanliness

10/10

Amenities

8.0/10

Property conditions & facilities

Reviews

Verified review

8/10 Good

Liked: Cleanliness, check-in, communication, location, listing accuracy
Enjoyed the stay. Close to everything.
Stayed 3 nights in Jun 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Johnny was an amazing host would definately rent again!
Stayed 6 nights in Apr 2026
Verified review

10/10 Excellent

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

8/10 Good

Liked: Cleanliness, check-in, communication, location, listing accuracy
The host was amazing and allowed us to get into our home early on day of arrival. Heated pool was a plus, house was clean and well stocked.
Stayed 10 nights in Apr 2026
Verified review

10/10 Excellent

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 review

10/10 Excellent

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

10/10 Excellent

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 review

10/10 Excellent

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 review

8/10 Good

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 review

10/10 Excellent

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 review

10/10 Excellent

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 review

10/10 Excellent

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 review

10/10 Excellent

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 review

8/10 Good

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 review

10/10 Excellent

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 review

8/10 Good

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 review

8/10 Good

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 review

10/10 Excellent

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 review

10/10 Excellent

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 review

8/10 Good

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 review

10/10 Excellent

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 review

10/10 Excellent

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 review

10/10 Excellent

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 review

10/10 Excellent

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 review

10/10 Excellent

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