See all properties
Entire home

Anna's Cabana Windsor Hills - 5 minute walk to the waterpark

Photo gallery for Anna's Cabana Windsor Hills - 5 minute walk to the waterpark

Welcome home!
Perfect place to relax as you wind down
Primary King bedroom suite with 55" TV. Now with luxury vinyl flooring.
Primary King bedroom suite with 55" TV. Now with luxury vinyl flooring.
Primary ensuite bathroom with double sinks

Reviews

9.8 out of 10, Loved by Guests
Top 10% of guest reviews in this area
5 bedrooms5 bathroomsSleeps 122297 sq ft

Popular amenities

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

Rooms & beds

5 bedrooms (sleeps 12)

Harry Potter

2 Single Beds

Primary Ensuite

1 King Bed

Queen

1 Queen Bed

Secondary Ensuite

1 King Bed

Star Wars

1 Single Bunk Bed

5 bathrooms

Downstairs Bathroom

Bathtub or shower · Toilet

Harry Potter Bathroom

Bathtub or shower · Toilet

Primary Ensuite

Bidet · Toilet · Shower only

Secondary Ensuite

Toilet · Shower only

Star Wars Bathroom

Bathtub or shower · Toilet

Spaces

Deck or patio
Porch or lanai
Kitchen
Dining area

About this property

Anna's Cabana Windsor Hills - 5 minute walk to the waterpark

5 bedroom, 5 bathroom villa so close to Disney World!


Now with luxury vinyl flooring or tile in all the bedrooms!

Star Wars and Harry Potter themed bedrooms for the kids, a fabulous air-conditioned Marvel Superhero game room equipped with foosball, ping pong, and air hockey, and comfortable and modern bedrooms for adults await you at Anna's Cabana in Windsor Hills.

This Kissimmee villa is a 5 minute walk to the Windsor Hills clubhouse amenities, which include - free with your stay - a resort pool, waterslides, splash pad, and fitness center. There is also a community game room, marketplace and grille, DVD Rentals, movie theatre and ATM.

Directly across the street from Anna's Cabana is a park that has several different kinds of playground equipment for hours of fun!

When you don't feel like taking the short walk to the clubhouse, just relax in your own newly resurfaced private south facing pool and spa. Around the lanai patio table, there is seating for 8, and seating for 4 more in comfortable loungers.

This villa features a Ring doorbell and cameras on the side of the house. There are no cameras inside the house. 

Windsor Hills is a resort style community unparalleled to any other community in the Orlando/Kissimmee area. One of its most impressive features is its extraordinary location: Windsor Hills is the closest vacation home community to Orlando's world famous attractions and theme parks, as well as the many shops, restaurants and family fun attractions. These attractions have led the Orlando area to consistently have been ranked the #1 family vacation destination in the world.

So come, relax, and enjoy all that Windsor Hills has to offer, and you and your guests will be sure to create vacation memories that will last a lifetime!

Please be advised that the waterslides and splash pad will be closed for restoration between January 5, 2026, to approximately February 6, 2026.

Our prices include all fees. No hidden fees.

Add dates for prices

Have a question?

AI iconBeta

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

Similar properties

Pool
Windsor Hills Premium MDM 5/5 Lake View Home w/South Pool - 2 mi from Disney
Windsor Hills
  • Pool
  • Hot tub
  • Kitchen
  • Washing machine
10.0 out of 10, Exceptional, (141 reviews)
Windsor Hills Premium MDM 5/5 Lake View Home w/South Pool - 2 mi from Disney

House Rules

Check in after 4:00 PM
Minimum age to rent: 21
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
Minimum age to rent is 21 years old
No parties, no smoking, no pets, no third-party renters

Important information

You need to know

This property is managed by a private host (a party not acting within their trade, business or profession). EU consumer law, including the right of withdrawal, will not apply to your booking. The cancellation policy set by the private host will cover your booking.
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 not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher 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 Flamingo Crossings Town Center 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 Blizzard Beach Water Park and Disney's Animal Kingdom® Theme Park. Power boating and swimming offer great chances to get out on the surrounding water, or you can seek out an adventure with horse riding nearby.
View more Holiday homes in OrlandoOpens in a new window
Map
Kissimmee, FL

What's nearby

  • Mystic Dunes Golf Club - 18 min walk - 1.6 km
  • Bonanza Golf & Gifts - 3 min drive - 2.8 km
  • Walt Disney World® Resort - 6 min drive - 4.8 km
  • Disney's Animal Kingdom® Theme Park - 8 min drive - 4.5 km
  • Disney Springs™ - 12 min drive - 13.8 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 - ‬3 min drive
  • ‪Osaka Bay Buffet - ‬3 min drive
  • ‪Sickies Garage Burgers & Brews - ‬4 min drive

Frequently asked questions

Does Anna's Cabana Windsor Hills - 5 minute walk to the waterpark have a pool?

Yes, this property has a pool. Pool types include heated pools.

How much does it cost to stay at Anna's Cabana Windsor Hills - 5 minute walk to the waterpark?

As of 7 Apr 2026, prices found for a 1-night stay for 2 adults at Anna's Cabana Windsor Hills - 5 minute walk to the waterpark on 16 Apr 2026 start from £227, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

Is Anna's Cabana Windsor Hills - 5 minute walk to the waterpark pet-friendly?

No, pets are not allowed at this property.

How much is parking at Anna's Cabana Windsor Hills - 5 minute walk to the waterpark?

On-site parking is available at the property.

What time is check-in at Anna's Cabana Windsor Hills - 5 minute walk to the waterpark?

Check-in begins at 4:00 PM.

What time is check-out at Anna's Cabana Windsor Hills - 5 minute walk to the waterpark?

Checkout is at 10:00 AM.

Where is Anna's Cabana Windsor Hills - 5 minute walk to the waterpark located?

Located in Kissimmee, this family-friendly holiday home is 2.4 mi (3.9 km) from Island H2O Live!, and within 6 mi (10 km) of Walt Disney World® Resort and Old Town. Disney's Hollywood Studios® and Disney's Blizzard Beach Water Park are also within 6 miles (10 km).

Reviews

9.8

Exceptional

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. 23 out of 26 reviews
Rating 8 - Good. 2 out of 26 reviews
Rating 6 - Okay. 1 out of 26 reviews
Rating 4 - Poor. 0 out of 26 reviews
Rating 2 - Terrible. 0 out of 26 reviews

9.8/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified

8/10 Good

Matt M.

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

Ana's Cabana

Great location and layout. Had a wonderful stay.
Stayed 7 nights in Jul 2024
Verified

10/10 Excellent

Timothy D.

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

Wonderful stay!

My family and I had a wonderful time on our vacation here. We loved the home, the location, and everything during our stay. Also, the property owner was excellent to work with and was very helpful to our family. We would highly recommend. Thank you!
Stayed 6 nights in Apr 2025
Verified

10/10 Excellent

KIMBERLLY C.

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

Orlando vacay

Great location
Stayed 3 nights in Mar 2023
Verified

10/10 Excellent

Becca V.

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

Family Vacation

We LOVE Windsor Hills, and this house was no exception! Clean and spacious. Our kids loved the themed rooms, and my Mother in law loved having her own master suite for privacy.
Stayed 9 nights in Mar 2025
Verified

10/10 Excellent

Katherine R.

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

Perfection!

This was my second time staying at Anna's Cabana and it is truly the perfect house. Perfect location to the Disney Parks and surrounding entertainment and restaurants. The .
Stayed 7 nights in Jan 2025
Verified

10/10 Excellent

Jennifer D.

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

Family vaca

Great location, close to Gaylord for convention and easy access to Disney. Wonderful home able to spread out from each other , Great communication with owners
Stayed 7 nights in May 2024
Verified

10/10 Excellent

Jamie H.

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

Perfect family home

When traveling for a Disney vacation the most important thing is location, and this property has it! For that alone, it would get five stars, but the fact that it is also well kept, clean, and full of fun - from the game room to the decor makes it just an incredible place to take your family and enjoy quality time whether at the rental house or out seeing Orlando’s sites.
Stayed 6 nights in Nov 2024
Verified

10/10 Excellent

Evgenia W.

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

Amazing Disney Vacation

We truly enjoyed this property during our trip to Disney. The house was just as described, clean and comfortable. The pool heat is included in the price, which is a bonus. Will definitely stay there again!
Stayed 6 nights in Mar 2024
Verified

10/10 Excellent

Brian W.

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

Great property and location

The house was great! Exactly as listed and updated nicely.
Stayed 5 nights in Jun 2023
Verified

10/10 Excellent

Shelley A.

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

Perfect place to stay

The house was the perfect place for the 10 of us! Five bedrooms all had their own bath. The pool was perfect after a long day plus use of the splash pad was fun for the kids. The youngest two enjoyed the playground right across the street. The location was just right—close to groceries, dining, and Disney/Universal attractions in addition to the Orlando airport!
Stayed 5 nights in Sep 2024
Verified

10/10 Excellent

Kate G.

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

Family of 8 hits the jackpot...

With this house!!! From 68 to 18, each one of us found this house had something just for them. Heated pool and hot tub was a great gathering place. The home was spotless and furnished beautifully. Fantastic location and will definitely stay again!
Stayed 5 nights in Oct 2024
Verified

10/10 Excellent

RANDY A.

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

Great location, large home for a family to have some space.

Nice big house, great location, really busy area during the holidays. We made use the of the athletic field with a large area to roam and the basketball court. The clubhouse was busy most days, the game room needs attention but otherwise a very good stay.
Stayed 8 nights in Dec 2023
Verified

10/10 Excellent

Sarah M.

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

Great Experience

We weren’t in the house much as we were mom’s traveling to watch our daughters at a cheer competition- but everything was wonderful. The house was just as described and provided the perfect amount of gathering and private space! Definitely adding to my list for the next time we’re at Disney!
Stayed 5 nights in Feb 2025
Verified

10/10 Excellent

Navin L.

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

Easy commute to parks and great amenities

Anna’s Cabana Windsor Hills was a great place to enjoy our family trip to Disney and Universal Studios. The location made for easy commutes to and from the local parks. When not at the park there are also many amenities to enjoy within walking distance as well within the community. The house was exactly as described, clean and had plenty of room for our group. The playroom kept the kids busy while the adults had plenty of room to relax after a long day exploring the theme parks.
Stayed 5 nights in Apr 2024
Verified

10/10 Excellent

CHRISTINA E.

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

Relaxing vacay!

The house is located close enough to Universal and Disney to make commute easy but far enough away to not feel like you’re in the crowd of the parks. Quiet neighborhood. Only one thought is to have more amenities like dishwashing tablets and trash bags. We had 7 people and went through our allotted amount before stay was over. Would stay again!
Stayed 5 nights in Jun 2024
Verified

6/10 Okay

Leah M.

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

Nice home

Overall the house was very nice. It would have been nice to have a grill. Also, the air conditioner doesn’t work well in the master bedroom.
Stayed 6 nights in Jul 2024
Verified

10/10 Excellent

Ashley Y.

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

Excellent Disney Home

Beautiful, updated home close to Disney with amazing amenities. This house has everything that you need for a wonderful vacation. Plenty of room for adults and kids. We had 11 people and never felt crowded. We especially loved that every bedroom had it’s own bathroom. The property owners are top notch and we’re always available and response from the first day of booking until check out. We use VRBO for many of our vacations and this is definitely one of our favorites. We will be booking here again on our next Disney trip!
Stayed 6 nights in Mar 2021
Verified

10/10 Excellent

elizabeth g.

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

Beautiful house

The house and pool are beautiful. I was surprised at the lack of a few days of usual supplies needed If you’re unfamiliar with a pool alarm, it takes a bit to get used too. I realize it is required
Stayed 7 nights in Jun 2024
Verified

10/10 Excellent

Rachel D.

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

Perfect!

This is a perfect new rental in Windsor Hills! We've rented numerous homes in this development over the years and Anna's Cabana was the best. Very clean, tasteful decor, responsive hosts and a great location. Plenty of room for everyone (we had 2 adults, 3 teens and 2 preschoolers). Plenty of bath, kitchen and pool towels. Target is nearby to get groceries and toiletries. Nice upgrades in home such as: larger sized laundry washer/dryer, bidet in master bathroom, Ring doorbell for security, duel fans in game room and lanai kept air circulating and comfortable in FL heat. The staff at the clubhouse was really friendly too. We will be back.
Stayed 10 nights in Mar 2021
Verified

10/10 Excellent

Chris L.

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

Fantastic House!!

Loved Anna’s Cabana!! We were a group of 8 ages ranging from 6 - 75. This was the 1st time we went as a family to Disney and decided to stay off site in the Windsor Hills Resort. Kids loved the water park!! The proximity to Disney was fantastic!! Disney Only a few miles away!! The house was fantastic. Everyone had their own space and bathroom. After a long day at the parks the private pool and hot tub was perfect!! Sing the 1st time renting off site I had a ton of questions leading up to our trip. Allison was great to work with!! Extremely accommodating and very prompt answering all our questions!! Anna’s Cabana enhanced our Disney experience!! We absolutely recommend this property!!
Stayed 7 nights in Jun 2022
Verified

10/10 Excellent

Lee R.

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

Spacious Villa in an amazing location

We have just vecated after a 2 week family holiday. 6 adults and 2 children. Not once did we feel on top of each other. So much space. The fact that all bedrooms are seperated with their own bathrooms gave everyone space. The pool is ideal! Loads of pool towels too, no need to pack! We loved the games room! The villa has everything you need. Both hosts were fantastic in communication. The location was second to none. On average 15 minute drive to every Disney park. Slightly more for universal and celebration, but we are talking extra 5/10 minute. Huge Walmart a few minutes drive away. The estate has its own splash pool with flumes, great to have on your doorstep. We all highly recommended this Villa and would love to come back. We
Stayed 14 nights in Jul 2024
Verified

10/10 Excellent

Barbara S.

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

Made for a wonderful Disney experience

5 Overall outstandingAnna’s Cabana is 15 minutes to the Disney parksThe house was so easy to get to from the main road.The security was top notch you felt extremely safe staying thereWalking in has a palatial feeling.Beautiful white and blue furnishings.Every part of house was clean.The kitchen had every amenity that we could need.The 3 main bedrooms on main floor just perfect and the fun themed rooms on the 2nd floor perfect for kids.The game room was awesome and my adult kids loved playing in there.The pool and hot tub just wonderful.beautiful setting.All ready hot when we arrived it was such a treat to jump right in.All the bedrooms were tastefully furnished and even had tvs.The kitchen and dining room table and the couches where we gathered every morning and each evening . Very comfortable and clean.Very efficient trash pick up system.The huge water park was fun for the kids.Alison and Don were very attentive to all my silly questions ahead of time and very extremely accommodating.I would absolutely rent this house another time and hope to very soon.Everything that was promoted was absolutely true and better than I could have expected.The owners were so lovely to converse with and I applaud their decoration skills and furniture placement.Laundry was excellent and worked great.I have only outstanding complements for this home. I look forward to renting it in the spring!!Barbara Shea
Stayed 8 nights in Jan 2025
Verified

10/10 Excellent

Tennille P.

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

Absolutely amazing property!!!

This is an absolutely amazing property for a vacation rental. Perfect in every way. The bedrooms attached to the bathrooms are so convenient and allows each member to have a private retreat. The pool and hot tub is perfect for an end of day relaxation and family time. We will definitely stay at Anna’s Cabana in the future.
Stayed 6 nights in Jul 2021
Verified

10/10 Excellent

Andy H.

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

Great place to stay!

Loved staying in this beautiful house in Windsor Hills. Everyone enjoyed the big space and entertainment this house had to offer.
Stayed 7 nights in Jul 2021
Verified

10/10 Excellent

Laura H.

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

Excellent getaway in a great home!

Excellent, very clean, nice and comfortable home. Nice place to call home away from home. We enjoyed the stay and will return.

About the host

Hosted by Alison and Dan Ristovski

Host profile image
Alison and Dan reside in Michigan, but love to visit Florida to get away from the cold (and to visit Disney World!)

Why they chose this property

Windsor Hills is a fantastic community with amazing amenities, and so close to the theme parks!

What makes this property unique

This home is directly across the street from a fun playground, and it is only a 5 minute walk to the clubhouse. I like to interact with guests, and am responsive to your communications!

Premier Host

They consistently provide great experiences for their guests
Tell us how we can improve our siteShare feedback