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5% Discount 2 King Ensuite on First Floor with Very Private Pool @ Windsor Hills

Family-friendly stay near Walt Disney World® Resort

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Photo gallery for 5% Discount 2 King Ensuite on First Floor with Very Private Pool @ Windsor Hills

Outdoor pool, a heated pool
Smart TV, video games, foosball, books
Interior
Exterior
Dining

Reviews

9.8 out of 10
Exceptional

Entire home

5 bedrooms5 bathroomsSleeps 10232 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
    ‪3 min drive‬
  • Place, Bonanza Golf & Gifts
    ‪3 min drive‬
  • Place, Island H2O Live!
    ‪5 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 villa places you within 3 miles (5 km) of Walt Disney World® Resort and Island H2O Live!. ESPN Wide World of Sports Complex and Old Town are also within 6 miles (10 km).
View more Villas in OrlandoOpens in a new window

What's nearby

  • Mystic Dunes Golf Club - 3 min drive - 1.7 km
  • Bonanza Golf & Gifts - 3 min drive - 3.0 km
  • Mighty Jungle Golf - 4 min drive - 3.4 km
  • Island H2O Live! - 5 min drive - 3.8 km
  • Orange Lake Golf - 6 min drive - 6.8 km

Getting around

  • Kissimmee Station - 26 min drive
  • Kissimmee, FL (ISM-Kissimmee Gateway) - 22 min drive

Restaurants

  • ‪McDonald's - ‬4 min drive
  • ‪Starbucks - ‬3 min drive
  • ‪Del Taco - ‬4 min drive
  • ‪El Cafetal Bakery & Restaurant - ‬3 min drive
  • ‪Osaka Bay Buffet - ‬4 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.

5% Discount 2 King Ensuite on First Floor with Very Private Pool @ Windsor Hills


Get a 5% Discount by booking using a mobile device
Get a 5% Discount by booking 14 days before your arrival
Get a 5% Discount by booking booking 150 days before arrival

Stunning Private Lakeview Property with Waterpark View, No Rear Neighbors.

New in January 2026 we provide all trash bags Dishwasher pods under kitchen sink. Pantry has common spices in large containers, Aluminum foil plastic storage bags, paper plates & coffee along with filters.Liquid hand soap in every bathroom, laundry detergent and fabric softener sheets. Full size shampoo & conditioner also body wash.

New pool heater (January 2025)

New 65 inch Roku TV in Living Room (June 2025)

New Bosch 500 series Dishwasher (June 2025)

New Daikin 18000 BTU mini split to cool game room (June 2025)

New Samsung 4-door French Door refrigerator (June 2024)

New upstairs (heat pump) air conditioner with heat (June 2024)

New Whirlpool glass top stove (October 2023)

Ninja DualBrew coffee maker, Ninja 7 in 1 dual zone air fryer, Ninja professional blender, Hamilton Beach programmable 6 Quart slow cooker, 11 piece Calphalon pots and pan set, (October 2023)

Brand new commercial-grade Washer and Dryer (June 2023)

90% of the homes at Windsor Hills back up to another property we are one of the few that do not.





Very Private heated Pool & Hot Tub, Themed Rooms, Game Room (In air conditioned garage).




Our registered guests receive complimentary access to ALL Windsor Hills Resort amenities: Just resurfaced (2024) 140,000 gallon heated zero entry resort pool area and WATERPARK, pool, bar & grille, fitness center, sports courts, playgrounds and more! Windsor Hills is often touted as "the best kept secret for doing Disney”!



Sleeps 11 Comfortably: 2 King Beds, 1 Queen Bed, 4 Twin Beds and one on the couch.

*Important Information:
The resort allows a maximum of THREE cars per property, and drivers must have a valid driver's license for access to the community.




Disney-Themed Game Room: 2 Xboxes with Game Pass, Headphones, Pool Table,

Foosball. With a mini-split AC to keep cool while playing.





Windsor Hills is at 2600 N Old Lake Wilson Rd, Kissimmee,FL 34747. If you want to get familiar with the area. You will get our address 3 days before your arrival. Along with a digital guidebook to share with everyone in your party.



The average Disney resort hotel room is approximately a 350 square foot room -- not much room, especially for a family or 2! Our Vacation home is approximately 2500 square feet, with 5 bedrooms, 5 bathrooms, can sleep 11 comfortably, with a kitchen, lanai, private pool and spa plus a game room – at a fraction of the cost of a Disney hotel that only gives you a microwave and a tiny fridge. You can be from Windsor Hills to a Disney park faster than if you were staying at a Disney hotel relying on their transportation.





Free High-Speed Wi-Fi & Cable.



All Bedrooms Have TVs, 3 Big Screens on First Floor.



We do not have a Golf Cart or a Grill at this time



We provide a roll of Toilet paper per Bathroom and a Roll of paper towels

Soaps to get you started but you will need to get enough for the rest of your stay.

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Property amenities

Beach

  • Beach towels

Pool/Spa

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

Internet

  • Available in the villa: Free WiFi

Parking and transportation

  • Parking on site

Kitchen

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

Dining

  • Dining table

Bedrooms

  • 5 bedrooms
  • Bedsheets provided

Bathroom

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

Living spaces

  • Dining table
  • Living room
  • Separate dining area

Entertainment

  • Books
  • Smart TV with cable/satellite channels
  • Video games

Outdoor areas

  • Outdoor furniture
  • Patio

Laundry

  • Laundry facilities
  • Washing machine

Work spaces

  • Desk

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.
  • Upper floors accessible by stairs only
  • Smoking not allowed

Services and conveniences

  • Iron/ironing board

Things to do

  • Arcade/game room
  • Billiards/pool table
  • Foosball table
  • Golf
  • Gym
  • Heated pool
  • Tennis
  • Basketball nearby
  • Golfing nearby
  • Theme park nearby
  • Wildlife walks 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

  • Property located in a resort
  • Unit size: 2,500 square feet

Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in available

Check-out

Check-out before 10:00 AM
Contactless check-out available

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

Frequently asked questions

How close is 5% Discount 2 King Ensuite on First Floor with Very Private Pool @ Windsor Hills to the airport?

This villa is 12.6 mi (22-min drive) away from the Kissimmee, FL (ISM-Kissimmee Gateway) airport, the closest popular airport to the property.

Does 5% Discount 2 King Ensuite on First Floor with Very Private Pool @ Windsor Hills have an airport shuttle?

Airport shuttle services are not available at this villa.

How close is 5% Discount 2 King Ensuite on First Floor with Very Private Pool @ Windsor Hills to the beach?

This villa is 9 mi (14-min drive) from Beachcomber Beach and 9.3 mi (18-min drive) from Hideaway Bay. Don't forget your sunscreen!

Does 5% Discount 2 King Ensuite on First Floor with Very Private Pool @ Windsor Hills offer free breakfast?

This villa does not offer free breakfast.

Is there a casino at 5% Discount 2 King Ensuite on First Floor with Very Private Pool @ Windsor Hills?

No, there is no casino at this villa.

What time is check-in at 5% Discount 2 King Ensuite on First Floor with Very Private Pool @ Windsor Hills?

Check-in begins at 4:00 PM.

Is there free parking at 5% Discount 2 King Ensuite on First Floor with Very Private Pool @ Windsor Hills?

Free parking is not available at this villa.

Does 5% Discount 2 King Ensuite on First Floor with Very Private Pool @ Windsor Hills have a pool?

This villa features an outdoor pool.

Does 5% Discount 2 King Ensuite on First Floor with Very Private Pool @ Windsor Hills have a spa?

There are no spa services available at this villa.

How close is 5% Discount 2 King Ensuite on First Floor with Very Private Pool @ Windsor Hills to downtown Kissimmee?

This villa is 2.2 mi away from Four Corners.

5% Discount 2 King Ensuite on First Floor with Very Private Pool @ Windsor Hills Reviews

Reviews

9.8

Exceptional

Rating 10 - Excellent. 44 out of 49 reviews
Rating 8 - Good. 4 out of 49 reviews
Rating 6 - Okay. 1 out of 49 reviews
Rating 4 - Poor. 0 out of 49 reviews
Rating 2 - Terrible. 0 out of 49 reviews

9.4/10

Cleanliness

Reviews

Verified

10/10 Excellent

Carla L.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We’ve stayed at multiple properties in Windsor Hills and this was by far the best. Convenient location. So very pleased with our stay.
Stayed 10 nights in Dec 2025
Verified

10/10 Excellent

Greg C.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We enjoyed our stay. The home was lovely and the host was phenomenal! Would definitely stay again
Stayed 5 nights in Sep 2025
Verified

10/10 Excellent

Nathaniel G.

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

Great Stay

House provided everything we needed for a comfortable stay, on site amenities are great, and communication with the owner was fantastic!
Stayed 6 nights in Jun 2025
Verified

8/10 Good

Unspecified U.

Liked: Check-in, communication, location, listing accuracy
Nice size villa, great location and local amenities. Small issues sorted quickly.
Stayed 14 nights in Sep 2025
Verified

10/10 Excellent

Julie G.

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

Perfect place

We loved the pool and hot tub! Could not have asked for a better spot to stay for a Disney adventure!
Stayed 7 nights in Oct 2024
Verified

10/10 Excellent

Charlotte M.

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

Family vacation

Very pleased. Beautiful villa, great location
Stayed 7 nights in Apr 2025
Verified

8/10 Good

Laura W.

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

Vacation home

Plenty of room for whole family and close to Orlando attractions.
Stayed 7 nights in Jun 2023
Verified

10/10 Excellent

Heidi B.

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

Great place to come back to after a day at the parks.

This home was perfect for our two family’s trip to visit local theme parks. The host was very helpful and responded quickly to any questions I had.
Stayed 6 nights in Jan 2025
Verified

10/10 Excellent

Kathryn E.

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

Great family accommodation

Check in was easy. Communication in advance and during stay was prompt and helpful. We’ve rented in Kissimmee for the past 10’years and found this home the best as far as great beds and being well equipped for a family stay. All 10 of us loved staying there.
Stayed 7 nights in Apr 2025
Verified

10/10 Excellent

Eoghan B.

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

Great House & Location

We had a great stay in the house. The house is well equipped and the kids all loved the pool. It is in a great location, very close to Disney.
Stayed 19 nights in Jul 2024
Verified

10/10 Excellent

Charlotte M.

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

Family vacation

Beautiful villa, great game room and pool..We would stay again
Stayed 7 nights in Apr 2024
Verified

10/10 Excellent

Sarah H.

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

Great stay!

Awesome location with very private backyard/pool area. House had a great layout for two families with children. The host Debby was so accommodating and provided a bottle warmer/sterilizer as she knew our families had young children. Would definitely stay again next year!
Stayed 7 nights in Jan 2025
Verified

10/10 Excellent

KBRK L.

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

Great Property

The property was as described and had everything we needed. The games room was also a nice touch. The hosts were also very engaging. We would stay at this property again.
Stayed 7 nights in Dec 2024
Verified

10/10 Excellent

Scott R.

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

Great house

We enjoyed our stay and our host was very helpful as well as the maintenance guy.
Stayed 7 nights in May 2023
Verified

10/10 Excellent

Julie U.

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

AMAZING vacation!

We had a wonderful vacation in this home! It is located in a fantastic resort with a ton of amenities! The owner is absolutely fantastic and quick with communication. The house is loaded with everything you could possibly need or want. They are constantly updating things and I would highly recommend staying here!
Stayed 7 nights in Mar 2025
Verified

10/10 Excellent

Ross P.

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

Great property and excellent service

The property was clean and well appointed. The games room and pool made it a great place to be between visits to the parks and attractions. The location is quiet and pleasant with great views across the lake.
Stayed 8 nights in Apr 2023
Verified

10/10 Excellent

Meghann M.

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

Best family vacation

We absolutely loved out stay the resort is amazing and perfect for what we needed. It was 2 families of 4 and kids aged 5 to 12 and they had the best time between the kids crafts daily the waterpark arcade and theater there was always somethi g for them to do. The grill onsite has the best workers Ms.Kasey & Mr.George who always made sure we were good. The house was perfect for our group and had all the amenities we could need with enough room for us all to have our own space the pool area was the most used and where we hung out. We will def stay again!
Stayed 7 nights in Jul 2025
Verified

10/10 Excellent

Marianna H.

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

Clean, comfortable, Great place near Disney

Private pool with dual King master suites. What's not to love!!
Stayed 7 nights in Oct 2023
Verified

10/10 Excellent

Frances M.

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

Wonderful stay very close to Disney!

The property was exactly as described and had everything that we needed and more. Debra was very responsive and answered questions quickly. We had a great time!
Stayed 6 nights in Dec 2023
Verified

10/10 Excellent

Phil D.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Overall, we had a great stay at the villa, even with a couple of issues, which were resolved very quickly by the owners.Whilst the villa is in a good state of repair there were a couple of things that could be improved upon - the owners have stated that they will be addressing these in their bi-annual visits to the property.Great communication both before and during the stay. The location is great, so close to Disney and Walmart! We felt safe and secure, especially being on a gated community.Thanks for letting us rent your home, we had a great stay.
Stayed 17 nights in Aug 2025
Verified

10/10 Excellent

Marianna H.

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

Perfect, repeatable stay

This was the second time we've stayed at this property - great place and terrific property owner with superior communication skills. Never a worry staying with Deb, just quiet, clean comfort. Thank you again!
Stayed 5 nights in Oct 2024
Verified

10/10 Excellent

Luke S.

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

Wonderful property

We had a great stay at this property. It was exactly as described on website. Clean, well taken care of, and easy to communicate with owners. Would stay here again next time we are in town. The location was also perfect.
Stayed 3 nights in Mar 2023
Verified

10/10 Excellent

Paul B.

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

Great place for kids

We stayed at this property with our daughter, son-in-law, and three grandkids ages 4-8. The kids really enjoyed the pool, spa, themed bedrooms, and game room. The community pool and parks were also places they spent a lot of time. Check-in was easy and Debby was also very quick to respond to any inquiries we had. The location is ideal being close to Disney and also plenty of restaurants and other attractions.
Stayed 5 nights in Feb 2025
Verified

10/10 Excellent

Ken A.

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

Beautiful house in the perfect location

This was our first trip to Disney as a family and the house was great. Very spacious and all seven of had the space we needed. The location couldn't be better and we were able to visit multiple resorts in the week we were there with minimum time spent in the car. There was a minor issue with the spa, but the property owners were very responsive and had it addressed immediately. Would definitely go back.
Stayed 8 nights in Mar 2025
Verified

10/10 Excellent

Laura R.

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

FUNtastic Family Vacation Spot

Location was perfect for anything Disney, loved the Disney themed home to keep the mood going. The park amenities allowed with this rental are AMAZING. The house was clean and hosts were very accommodating. Thank you Debbie and Randy for sharing your lovely home. Already talking about our next trip there.
Stayed 5 nights in Dec 2022

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