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Spacious 5BR Home | Private Pool | 2 Miles to Disney | Windsor Hills Resort | Save on Long Stays

Photo gallery for Spacious 5BR Home | Private Pool | 2 Miles to Disney | Windsor Hills Resort | Save on Long Stays

View of the Resort Pool and water park area
Exterior
Relaxing lounge area.
Living Area View w/Flat Screen TV
Game room for family fun! (Newly Installed Ping Pong Table & Foosball Table Not Pictured - Air Hockey Table No Longer Available)

Reviews

9.2 out of 10
Wonderful
5 bedrooms5 bathroomsSleeps 102297 sq ft

Popular amenities

  • Parking available
  • Dryer
  • Washer
  • Outdoor space
  • Air conditioning
  • Gym

Explore the area

Map
Kissimmee, FL
  • Mystic Dunes Golf Club
    ‪20 min walk‬
  • Disney's Animal Kingdom® Theme Park
    ‪7 min drive‬
  • ESPN Wide World of Sports Complex
    ‪8 min drive‬
  • Orlando, FL (MCO-Orlando Intl.)
    ‪33 min drive‬

Rooms & beds

5 bedrooms (sleeps 10)

Downstairs Master Suite #1

1 King Bed

Downstairs Master Suite #2

1 Queen Bed

Downstairs Twin Bedroom

2 Single Beds

Upstairs Queen Bedroom

1 Queen Bed

Upstairs Twin Bedroom

2 Single Beds

5 bathrooms

Additional Upstairs Full Bathroom

Toilet · Shower only

Downstairs Shared Bathroom

Bathtub or shower · Toilet

King Master Bathroom

Toilet · Shower only

Queen Master Bathroom

Bathtub or shower · Toilet

Upstairs Shared Bathroom

Bathtub or shower · Toilet

Spaces

Deck or patio
Kitchen

About this property

Spacious 5BR Home | Private Pool | 2 Miles to Disney | Windsor Hills Resort | Save on Long Stays

Promotional Discounts Available! Looking for a deal? We’ve got you covered! Discounts kick in automatically based on how long you stay—no promo codes or special requests needed. Special rates automatically apply for stays of 5 nights, 7 nights, and 28+ nights! The price you see already includes your savings, so you can book worry-free! (Heads up: discounts might show up a little differently depending on the booking site, but they’re always built into your total.)
Privacy & Convenience await you in this Windsor Hills Resort 5 bed 5 bath pool home - its only 2 Miles from Disney!
This awesome home sleeps up to 10 people comfortably with two downstairs Master Bedrooms, one king and one queen. All bedrooms have flat-panel TVs.
The bed and bath layout consists of:

GROUND FLOOR:
King Master and Master Bathroom
Queen Master and Master Bathroom
Twin Bedroom
Shared Full Bath

SECOND FLOOR:
Queen Bedroom
Twin Bedroom
2 Full Bathrooms with shower/tub combos

The Windsor Hills community is one of the top locations for families looking to stay off-property on their Disney Vacation. The resort boasts some INCREDIBLE amenities, including:
• Clubhouse
• 140,000 Gallon Swimming Pool & Water Park
• 10 Person Hot Tub
• Recreation Park with Tennis/Pickleball Court, Putting Green, Basketball and Sand Volleyball courts (equipment may be available at the clubhouse)
• Movie Theater
• Fitness Center
• Marketplace and Grill
• Cyber Cafe
• Ping Pong Tables
•DVD Rentals
• ATM
And more!

MANAGERS NOTES
** The Windsor Hills Resort limits the total amount of vehicles to 3 per home, and the drivers of these vehicles must be registered into their security system before checking in. We can help with this process before your arrival.

Property manager

iTrip Orlando

Languages

English

Add dates for prices

Amenities

Pool
Kitchen
Washer
Dryer
Air conditioning
Gym

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House Rules

Check in after 4:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

No pets allowed
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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, a first aid kit and a deadlock

About the area

Kissimmee

Located in Windsor Hills, a neighbourhood in Kissimmee, this holiday home is near theme parks. Old Town and Disney Springs™ 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 Animal Kingdom® Theme Park and Magic Kingdom® Park. Make sure you get close to the area's animals with activities such as game walks and birdwatching.
Map
Kissimmee, FL

What's nearby

  • Mystic Dunes Golf Club - 20 min walk - 1.7 km
  • Island H2O Live! - 5 min drive - 3.4 km
  • Disney's Animal Kingdom® Theme Park - 7 min drive - 4.5 km
  • ESPN Wide World of Sports Complex - 8 min drive - 6.7 km
  • Disney's Hollywood Studios® - 9 min drive - 8.1 km

Getting around

  • Kissimmee Station - 26 min drive
  • Kissimmee, FL (ISM-Kissimmee Gateway) - 23 min drive

Restaurants

  • ‪McDonald's - ‬4 min drive
  • ‪Starbucks - ‬3 min drive
  • ‪Taco Bell - ‬6 min drive
  • ‪IHOP - ‬4 min drive
  • ‪Giordano's - ‬6 min drive

Frequently asked questions

Does Spacious 5BR Home | Private Pool | 2 Miles to Disney | Windsor Hills Resort | Save on Long Stays have a pool?

Yes, this property has a pool.

Is Spacious 5BR Home | Private Pool | 2 Miles to Disney | Windsor Hills Resort | Save on Long Stays pet-friendly?

No, pets are not allowed at this property.

What time is check-in at Spacious 5BR Home | Private Pool | 2 Miles to Disney | Windsor Hills Resort | Save on Long Stays?

Check-in begins at 4:00 PM.

What time is check-out at Spacious 5BR Home | Private Pool | 2 Miles to Disney | Windsor Hills Resort | Save on Long Stays?

Checkout is at 10:00 AM.

Where is Spacious 5BR Home | Private Pool | 2 Miles to Disney | Windsor Hills Resort | Save on Long Stays located?

This family-friendly Kissimmee holiday home is located in Windsor Hills, within 3 mi (5 km) of Mystic Dunes Golf Club and Island H2O Live!. Walt Disney World® Resort and Old Town are also within 6 miles (10 km).

Reviews

9.2

Wonderful

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. 60 out of 89 reviews
Rating 8 - Good. 20 out of 89 reviews
Rating 6 - Okay. 5 out of 89 reviews
Rating 4 - Poor. 2 out of 89 reviews
Rating 2 - Terrible. 2 out of 89 reviews

9.0/10

Cleanliness

9.6/10

Check-in

9.0/10

Communication

10/10

Location

9.4/10

Listing accuracy

Reviews

10/10 Excellent

Lisa Y.

Liked: Cleanliness, check-in, communication, location

April vacation

It was a nice stay the house was big enough and pool was great.The king size bed wasnt the most comfortable for me, but my kids were happy with their rooms.
Stayed 10 nights in Apr 2025

10/10 Excellent

Michelle K.

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

Great place to stay

The property was very clean, the pool was great and every bedroom had its own bathroom. Wonderfully situated by a Walmart super center, Disney Springs and the parks. The security folks were very accommodating. Would definitely rent again.
Stayed 5 nights in Apr 2025

6/10 Okay

Sonja F.

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

Nice stay, a few disappointments

Overall, our stay was wonderful. We were able to have a place to that we could be away from all the crowds in Orlando. Neighborhood was peaceful. Kids enjoyed the clubhouse and pool.House could use carpet replaced, we stepped on exposed tack strip where carpet was pulling away going into master bedroom. The pool at house was not filled completely, which inadvertently caused the pool not to be warm during the beginning of our stay. When we came back on Wednesday we discovered someone had put the hose in, which later that day and for the remaining days the pool was warm, which we paid separately for. We didn’t know, would have thought it should have been checked before we arrived. pool.
Stayed 7 nights in Mar 2025

10/10 Excellent

Patricia T.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 2 nights in Nov 2024

10/10 Excellent

Aubrey S.

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

Great stay

The house was in a very nice and convenient location especially for the parks. There were some dried dead bugs on the floor in the king master even though they had done a cleaning the day before our arrival. Otherwise everything was clean and organized. The game area in the garage was nice and the kids enjoyed it. The pool area was nice and clean the only complaint was the level of chlorine in the pool was very high and our two younger kids ended up with chlorines irritation around their eyes. We were missing a remote in one of the bedrooms and they sent someone over that night to deliver one. Anytime we contacted them they responded quickly so that was nice. Would book with this home or with this company again.
Stayed 5 nights in Sep 2024

8/10 Good

Sierra D.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 9 nights in Apr 2024

8/10 Good

Jessica P.

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

Great Vacation

Everything was good. A couple of roaches some alive some dead. Other than that everything was good.
Stayed 4 nights in Jul 2024

10/10 Excellent

Angie D.

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

Family Kissimmee Vacation

We loved our property! It was comfortable and clean. We were provide with enough beach towels, soaps, and a toilet paper per bathroom. The only thing missing were the bottom glass shelves inside the refrigerator, but it wasn’t a big deal, I emailed mgmt, and we just used the other shelves. Aside from that everything else was great. The beds were comfy and we loved the size of our pool! My only regret was that we didn’t request a grill (I definitely should have) Also, the Walmart is 3 minutes away and delivery is typically very quick. Will stay here again!
Stayed 5 nights in Jul 2024

10/10 Excellent

Verified traveller

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

Fun

It was good
Stayed 3 nights in Jun 2024

10/10 Excellent

Hector G.

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

Hector

The house was everything as advertised. It was clean in a great location, very comfortable beds and bathrooms. Highly recommended.
Stayed 4 nights in May 2024

4/10 Poor

Verified traveller

Liked: Check-in, location
Disliked: Cleanliness, communication

Dated property with lots of broken things

Property was dated and lots of things were broken and not fixed nicely. Broken cabinets, sliding glass door with no lock, weeds on patio by pool, broken handle on bureaus and many other little items that were just inconveniences. Reached out regarding the unlockable sliding door as a safety concern, took two days for someone to come fix and they simply screwed the sliding door shut. Had issue with cockroaches coming out of shower and bathroom drains and were told there was nothing that could be done. Purchased our own spray and put bowls over the drains to stop the incoming roaches. Location was great for our needs, but would have preferred more timely response and a home that didn’t have so many broken items.
Stayed 7 nights in May 2024

10/10 Excellent

Holly M.

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

Family trip

The property was really nice. It is in an HOA so there are certain rules that you have to follow double check and make sure everyone is registered as a guest. That was the only issue we had. It was close enough to Disney that we were able to get there within 20 minutes. If you are going on a Friday and checking in I recommend checking in early. There was a line to get into the community and it takes some time for you to get through the Overall, the house was amazing the property very nice very clean. I do recommend taking more trash bags and any seasonings you need to cook with if you choose to cook.
Stayed 3 nights in Feb 2024

10/10 Excellent

Guy W.

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

Kissimmee

Place was very nice and as expected. Clubhouse was very nice as well. Recommend!
Stayed 5 nights in Feb 2024

10/10 Excellent

Amy W.

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

Close to Disney parks, clean, slept well.

Nice house, plenty of rooms and bathrooms. Left note at property of needed items such as new batteries for remotes and kitchen clock. Didn't use pool,wld hv if it was warmer outside.
Stayed 4 nights in Feb 2024

8/10 Good

Michele L.

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

Very close to parks!

Property is exactly as described!
Stayed 3 nights in Dec 2023

10/10 Excellent

Patricia B.

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

Perfect home for a group.

Perfect place for our needs. Just a few minutes from Disney and Universal.
Stayed 5 nights in Oct 2023

10/10 Excellent

John & Lois J.

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

Three generations

Very clean. One room had unusable ceiling fan but box fan provided. Kids absolutely loved the house pool sometimes choosing to stay there instead of resort pool. Less than ten minute walk to pool area and close to parks. Would stay there again.
Stayed 7 nights in Sep 2023
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Tanisha W.

Awesome stay

Me and my family stayed at this home for 3 nights and every night was everything and more! The home accommodated everyone and we didn’t have not one complaint. I will stay at this location again.
Stayed 3 nights in Jul 2023
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

anne q.

Fabulous stay

We have just returned from a wonderful stay at Windsor Hills. This is our second stay in this location. We love it. It is the perfect location to explore the area. The house was extremely comfortable with everything we needed. As a group of 8, we had loads of space to have time to ourselves and together as a group. On this trip we did not hire a car, this worked out perfectly as Uber’s were very reliable and reasonably priced. I would like to mention Itrip in this review. This was my first time using this website. I had to contact them a few times during this trip with some questions, they were outstanding with their help and very fast responses each time I needed to contact them. I would definitely book my next trip with them again.
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Laura V.

Great house great location

House is like it is pictured. Plenty of room for everyone. Furniture is in very good condition. Conveniently located to many of the attractions down in Florida. Would definitely rent this house again.

8/10 Good

Amy B.

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

The home suited our needs

We enjoyed our stay. A few minor issues arose, but were quickly corrected after sending a message. The house was well stocked with everyday household items for use. We would rent this home again
Stayed 8 nights in Apr 2023

10/10 Excellent

Claire B.

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

Lovely place to stay

We had a lovely time at the Villa we did not have enough cooking trays or a grill tray but contacted the reservations company and they had new one delivered yhe next day by amazon. Great service
Stayed 14 nights in Apr 2023

8/10 Good

David R.

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

Nice location and house layout. Easy checkin

Overall a good choice for our family vacation. House layout was good for our family. Pool was exposed to the sun most of the day. Easy check in. Needed a little maintenance around the pool. Weeds in pool deck & rip in lanai screen allowed squirrels to get into pool deck area. Minimal amounts of dishwasher pods, laundry pod, trash bags, pool towels provided. No pool floats or toys. We bought some and left some for future guests. Also, no high chair or crib or pack n play included. Rental fees from unit were high cost so we bought our own and resold. Also, notes stating not to run air below 73 degrees. Overall a good experience.
Stayed 6 nights in Mar 2023

8/10 Good

Richard R.

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

Good value for money

Only negative was a couple of maintenance issues which really were minor
Stayed 7 nights in Apr 2023

10/10 Excellent

Alvin B.

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

Great house in a great location

Our family of 7 adults and one toddler had a great stay during spring break. The house was clean and well maintained. Email communication was great before and throughout the stay. Windsor Hills is a very nice gated neighborhood and it felt very safe for our family.
Stayed 10 nights in Mar 2023

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