Entire home

7 Day Summer Sale! Book Ahead & Save 20%

Photo gallery for 7 Day Summer Sale! Book Ahead & Save 20%

Twin Princess Room
Oversize Lanai Features Your Own Private Pool and Stand Alone Hot Tub!
Inviting Family Room w/New Furniture and Pool Access
King Master Bedroom w/En-Suite Bath & Flat Screen TV
Wonderful, spacious layout in Windsor Hills Resort | Kissimmee, FL

Reviews

8.8 out of 10
Excellent
4 bedrooms4 bathroomsSleeps 8169.5 sq m

Popular amenities

  • Parking available
  • Dryer
  • Washer
  • Pool
  • Outdoor space

Explore the area

Map
Kissimmee, FL
  • Mystic Dunes Golf Club
    ‪6 min drive‬
  • ESPN Wide World of Sports Complex
    ‪13 min drive‬
  • Disney's Animal Kingdom® Theme Park
    ‪20 min drive‬
  • Kissimmee, FL (ISM-Kissimmee Gateway)
    ‪31 min drive‬

Rooms & beds

4 bedrooms (sleeps 8)

'Princess' Themed Twin Bedroom

2 Single Beds

Master Suite

1 King Bed

Queen Bedroom #1

1 Queen Bed

Queen Bedroom #2

1 Queen Bed

4 bathrooms

Master En-Suite Bathroom

Toilet · Shower only

Princess Room En-Suite Bathroom

Toilet · Shower only

Private Bathroom 1

Bathtub or shower · Toilet

Private Bathroom 2

Bathtub or shower · Toilet

Spaces

Deck or patio
Porch or lanai
Kitchen

About this property

7 Day Summer Sale! Book Ahead & Save 20%

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. 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.)
Walking distance to the Clubhouse, close to Disney and shopping, and in a guard-gated and secure community, there is nothing you won't love about this single-story Windsor Hills home!

The sunlight and open concept of this home allows your group to truly enjoy their time together. The kitchen is equipped with all the comforts of home and there are 2 dining areas for your meals. The bedroom configuration offers a King Master, 2 Queen Bedrooms, and a Princess Themed Twin bedroom - all with their own TV's

The garage has been converted into a game room that includes Ping Pong, Foosball, and Billiards and plenty of toys for the kids.

From the Living Room area, you have access to the Covered Lanai and Pool Area. Enjoy the Stand Alone Hot Tub or a dip in the Pool!

ADDITIONAL AMENITIES:
New Clothes Washer & Dryer
Iron, Ironing Board
Hangers
Newly Installed Bedding
Free Wi-Fi
Free Local Calling
Free Cable
Stroller, High Chair
Free access to all Windsor Hills Resort amenities
And Much More!

MANAGERS NOTES
** The Windsor Hills Resort limits the total number 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.

HEAR FROM RECENT GUESTS:
The place we stayed at was perfect we really enjoyed it very much. Plenty of space and grandkids loved the pool and game room. We also enjoyed the hot tub after a long day at the park. I highly recommend staying here it was great. Also walking distance to the resort park. Sheila M.

We have great times at place. The pool and the hot tube pool were spectacular. The place was beautiful and comfortable. We enjoy our stay there. Andrea L.

We stayed at this property for a 3 night family Disney trip with 4 adults and one 3 year old. This house was perfect for our needs! The kid's room was perfect for our little one.

We could not have asked for nicer accommodations at 2627 Windsor Hills. Very relaxing! The home was very roomy. We loved it! Minutes away from Disney World was a big plus. Thanks! Cynthia W.

Very happy with iTrip and our rental home. We have rented many homes in the past and this has been the best experience ever! Charles M.

Property manager

Property Manager

Languages

English

Add dates for prices

Amenities

Pool
Hot tub
Kitchen
Washer
Dryer
Free WiFi

Have a question?

AI iconBeta

Get instant answers with AI powered search of property information and reviews.

Similar properties

House Rules

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

Children

Children allowed: ages 0–17
default

Events

No events allowed
default

Pets

No pets allowed
default

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

We should mention

A car is recommended for transport to and from this property

About the area

Kissimmee

Located in Windsor Hills, a neighbourhood in Kissimmee, this holiday home is near theme parks. Mystic Dunes Golf Club and Reunion Resort Golf Course are worth checking out if an activity is on the agenda, while those in the mood for shopping can visit Old Town and Flamingo Crossings Town Center. Travelling with kids? Don't miss Walt Disney World® Resort and Disney's Blizzard Beach Water 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 - 6 min drive - 3.8 km
  • Disney's Blizzard Beach Water Park - 12 min drive - 8.8 km
  • ESPN Wide World of Sports Complex - 13 min drive - 9.0 km
  • Disney's Hollywood Studios® - 13 min drive - 10.1 km
  • Disney's Animal Kingdom® Theme Park - 20 min drive - 14.2 km

Getting around

  • Kissimmee Station - 26 min drive
  • Kissimmee, FL (ISM-Kissimmee Gateway) - 31 min drive

Restaurants

  • ‪McDonald's - ‬4 min drive
  • ‪Starbucks - ‬4 min drive
  • ‪Taco Bell - ‬5 min drive
  • ‪IHOP - ‬4 min drive
  • ‪Giordano's - ‬6 min drive

Frequently asked questions

Does 7 Day Summer Sale! Book Ahead & Save 20% in Orlando have a pool?

Yes, this property has a pool.

Is 7 Day Summer Sale! Book Ahead & Save 20% in Orlando pet-friendly?

No, pets are not allowed at this property.

What time is check-in at 7 Day Summer Sale! Book Ahead & Save 20% in Orlando?

Check-in begins at 4:00 PM.

What time is check-out at 7 Day Summer Sale! Book Ahead & Save 20% in Orlando?

Checkout is at 10:00 AM.

Where is 7 Day Summer Sale! Book Ahead & Save 20% in Orlando located?

This family-friendly Kissimmee holiday home is located in Windsor Hills, within 3 mi (5 km) of Island H2O Live! and Walt Disney World® Resort. Mystic Dunes Golf Club is 2.3 mi (3.7 km) away.

Reviews

8.8

Excellent

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. 43 out of 63 reviews
Rating 8 - Good. 8 out of 63 reviews
Rating 6 - Okay. 7 out of 63 reviews
Rating 4 - Poor. 0 out of 63 reviews
Rating 2 - Terrible. 5 out of 63 reviews

8.6/10

Cleanliness

9.6/10

Check-in

9.0/10

Communication

10/10

Location

9.4/10

Listing accuracy

Reviews

10/10 Excellent

Shane J.

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

Love this location

We always stay in this location while visiting. Everything we need is close to us and close to Disney
Stayed 3 nights in Mar 2025

10/10 Excellent

Amanda T.

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

Beautiful vacation home

The home was very clean and had everything you needed. We did have an issue where the stand alone hot tub was dirty and had a smell. We reached out to the property manager and they came right out, drained and completely cleaned the hot tub. From then on it worked perfectly.
Stayed 13 nights in Feb 2025

10/10 Excellent

Christie A.

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

Family Vacation

We rented this house to celebrate my daughter’s 16th birthday. It was a great house. It was clean. Pool and hot tub were also nice. Didn’t use community much because we’re busy at parks, but it is a nice neighborhood.
Stayed 8 nights in Dec 2024

10/10 Excellent

David C.

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

Family trip to Orlando

Grrat location. Home was clean, except for a few worms that got in, which means they had not been in to clean recently, probably due to no checkouts. A/C was cold, and all appliances were functioning. We spent most of our down time in the pool. Great community to walk around at night and feel safe. We totally didnt even check out the clubhouse, which is on our list for next time. We would recommend this location, and plan on returning
Stayed 3 nights in Aug 2024

10/10 Excellent

James K.

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

Family Vacation

Great location
Stayed 9 nights in Mar 2024

10/10 Excellent

Clint J.

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

Last minute Orlando Get Away

Very nice residence. Was 10 miles or less from anything you would want to do in Orlando or Disney. The resort staff and property managers made sure our stay was super easy so we could focus on our vacation.
Stayed 3 nights in Jul 2024

10/10 Excellent

Jacqueline W.

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

Orlando Stay

It was an extremely easy process to rent this property.
Stayed 5 nights in Jul 2022
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Angela B.

Disney vacation

Everything as described my family and I enjoyed the pool and hot tub. Everything you need home away from home
Stayed 5 nights in Nov 2022

10/10 Excellent

Rene H.

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

Great Spot

The house was exactly as described, and myself and the family greatly enjoyed staying there. We spent plenty of time in the pool and hot tub, and the complex's water park was well used by the kids. We would stay there again.
Stayed 10 nights in Dec 2022

10/10 Excellent

Roseanne K., Ottawa Ontario Canada

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

Kelly’s do Disney

It was perfect For our group! The pool was heated and the separate hot tub was a hit! We made great memories!
Stayed 13 nights in Mar 2023

10/10 Excellent

Nick S.

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

Warm vacation

The place was nice to stay at. No check in or security issues. I did call the Itrip # one time and there was no answer or return call but all was well. I would stay again!
Stayed 7 nights in Jan 2024
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

John B.

We loved where we stayed and the home was awesome.

We loved where we stayed and the home was awesome. maintainence was very quick to respond to any needs we had. We will definitely be back
Stayed 8 nights in Feb 2019

8/10 Good

Tom D.

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

Great location for all of Disney

Location is excellent as is the checkin process. Property is a little dated and could use a deep clean. That said, everything works and it’s a good sized property.
Stayed 10 nights in Nov 2023

8/10 Good

Shaheen M.

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

Nice place

It was good
Stayed 4 nights in Feb 2023

10/10 Excellent

Betty K.

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

Great House

Everything that we needed. Kitchen well stocked. We enjoyed the hot tub. Unfortunately it was too chilly during our stay for the pool but nice patio area with table. House is Close to Disney, shopping and restaurants, Liked that all bedrooms had their own bathroom.
Stayed 14 nights in Jan 2024

10/10 Excellent

Kristy H.

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

Recommend

This is a great property! Fully stocked with everything that was needed. We enjoyed the separate hot tub. Very close drive to Disney!
Stayed 10 nights in Jun 2021

10/10 Excellent

Deborah B.

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

Relaxing

Nice home, clean. Great communication with property manager. Unfortunately we couldnt use the hot tub because the lock was rusty and i couldnt turn it to unlock the combination
Stayed 4 nights in Apr 2024

10/10 Excellent

Amanda B.

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

Make the trip :)

Second trip to this resort, first time at this property. Would love to stay again! Very spacious. Great communication from the booking company. Had a few small issues with tvs, just let them know for future guests and they were fixed in less than 24 hours.
Stayed 6 nights in Feb 2024

10/10 Excellent

charissa f.

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

Description was accurate

Everything is the description was exactly how it was. They had plenty of towels i loved that the check in process was easy and the house was very clean. The hot tub was so nice we loved that feature. The house was a little outdated but it served it purpose and the price was good. Will rent again.
Stayed 3 nights in Nov 2023

10/10 Excellent

veronica p., cleveland

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

Small Family Retreat

My family and I have traveled to the Orlando area many times over the years and have stayed at this property more than once. It is clean tiddy and has all the standard household needs. The property managers are quick to responed should you need them. And we found very accomadating to your vacation schdule. I would refer this property to any family or small group.
Stayed 7 nights in Oct 2023

10/10 Excellent

Jill J.

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

Suited us perfectly

This home completely met our needs. I'm especially grateful for the washer and dryer so I didn't have as much laundry when we returned home. The pool heat was well worth it and having the hot tub as a second option was awesome too. No complaints here!
Stayed 6 nights in Feb 2021

6/10 Okay

Andrea K.

Liked: Check-in, location

Pool was disappointing and needed attention and services.

Pool was not serviced until the day before we left... That was a huge disappointment
Stayed 5 nights in May 2021

10/10 Excellent

Julie R.

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

Great place for a family!

We stayed with three teenagers. Everyone had fun enjoying the pool & hot tub, and there were also a few billiards and foosball tournaments. The property was as described, and very close to Disney parks. The property manager was very responsive to communication, and we had all of the information we needed for a smooth check-in and departure. Overall a great time. The hot tub cover is going to need to be replaced soon - I imagine that may be a common issue with the covers (it is sunk in in the middle, so doesn't fit as well as it should. Did not affect the tempertature of the water, but perhaps the efficiency of heating it. )
Stayed 7 nights in Feb 2023

8/10 Good

Jennifer R.

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

Clean and comfortable home away from home

The property was well maintained, and we really enjoyed the back patio/porch area. We liked the hot tub but the cover isn’t great and some of the underside material would come off when trying to take off and put on. Couldn’t find the “pool lights” switch anywhere unless they don’t work. Would also recommend adding some pot holders to your stock of items to keep at the house. We used the oven and couldn’t find anything to remove our items from there. Otherwise we really enjoyed the property.
Stayed 5 nights in Apr 2023

10/10 Excellent

Jennifer T.

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

Great location!

The resort was beautiful and clean (except some of the dishes we washed before using). The house perfect for us and we especially enjoyed the separate hot tub and pool heat was perfect! There are a few upgrades to the house that could be done (ie: hot tub cover was sagging and ripped, the pool lighting was not working). The location to the Disney Parks is quick and painless. There are lots of shops nearby for everything you my need. And the welcome centre/community centre offers a wide range of activities for your whole family. The pool area, water slides, movie theater and outdoor courts for basketball, tennis, pickleball, beach volleyball and even a putting green were so much fun! Everything was maintained from inside to out! Was a beautiful resort and we would definitely go back!
Stayed 11 nights in Jan 2023

About the host

Hosted by Property Manager

Host profile image

Languages:

English