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

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South facing heated pool and spa
A modern dining area with a glass table, wicker chairs, and a decorative centerpiece.
A modern kitchen with a central island, stainless steel appliances, and wooden cabinets.
A dining area with wicker chairs, a glass table, and a chandelier.
A modern living room with a sofa, chairs, and a coffee table. There is a kitchen in the background with cabinets and appliances.

Reviews

9.8 out of 10, Loved by Guests
Top 10% of guest reviews in this area

Highlights

  • Playfully themed spaces
    Top-rated for themed rooms that bring personality to the stay.
  • Beach equipment
    A rare find — beach equipment ready to go for your days by the sea.
  • Centrally-located
    You're never far from where you need to be with this convenient location.

Popular amenities

  • Hot tub on site
  • Private pool
  • Lanai
  • Arcade/game room
  • Air-conditioning
  • Refrigerator

Explore the area

View in a map
Kissimmee, FL
  • Place, Mystic Dunes Golf Club
    ‪3 min drive‬
  • Place, Bonanza Golf & Gifts
    ‪4 min drive‬
  • Place, Island H2O Live!
    ‪6 min drive‬
  • Airport, Orlando, FL (MCO-Orlando Intl.)
    ‪33 min drive‬

Rooms & beds

5 bedrooms (sleeps 12)

Harry Potter

2 Single Beds

Primary Ensuite

1 Child Bed and 1 King Bed

Queen

1 Queen Bed

Secondary Ensuite

1 Child Bed and 1 King Bed

Star Wars

2 Double Beds and 1 Single 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

Porch or lanai
Kitchen
Outdoor play area
Dining area

Add dates for prices

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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 Animal Kingdom® Theme Park and Magic Kingdom® 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 - 3 min drive - 1.7 km
  • Bonanza Golf & Gifts - 4 min drive - 3.4 km
  • Mighty Jungle Golf - 4 min drive - 3.7 km
  • Island H2O Live! - 6 min drive - 4.1 km
  • Orange Lake Golf - 7 min drive - 7.1 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
  • ‪El Cafetal Bakery & Restaurant - ‬3 min drive
  • ‪Del Taco - ‬3 min drive
  • ‪IHOP - ‬3 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 26 Oct, 2026, prices found for a 1-night stay for 2 adults at Anna's Cabana Windsor Hills - 5 minute walk to the waterpark on 19 Sept, 2027 start from S$2,016, 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 Winter Summerland Miniature Golf Course 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. 26 out of 29 reviews
Rating 8 - Good. 2 out of 29 reviews
Rating 6 - Okay. 1 out of 29 reviews
Rating 4 - Poor. 0 out of 29 reviews
Rating 2 - Terrible. 0 out of 29 reviews

9.8/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

From a partner site

10/10 Excellent

Fabulous stay, lovely house with great facilities.

Lovely house, lots of space.Good location for the Disney parks. Nice clubhouse and pool.
From a partner site

10/10 Excellent

Enjoyable Stay

My wife and I traveled with our three little kids and enjoyed our stay at Anna's Cabana. Everything was clean and well equipped. We particularly enjoyed the pool and proximity to Disney.
Verified review

8/10 Good

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 review

10/10 Excellent

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

Orlando vacay

Great location
Stayed 3 nights in Mar 2023
Response from VrboOwner on 22 Mar, 2023
Thank you for the review! We also think the location is perfect! We would love to have you back at Anna's Cabana when you're in the Orlando area again.
Verified review

10/10 Excellent

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 review

10/10 Excellent

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
Response from VrboOwner on 21 Jun, 2023
Thank you so much! Please come back soon! 😊
Verified review

10/10 Excellent

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
Response from VrboOwner on 11 Mar, 2024
Thank you! We'd love to have you stay again!
Verified review

10/10 Excellent

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 review

10/10 Excellent

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
Response from VrboOwner on 18 Mar, 2025
Thanks so much for your review! I'm glad you had a nice stay!
Verified review

10/10 Excellent

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 review

10/10 Excellent

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
Response from VrboOwner on 23 Jan, 2025
Thanks you so much. Please come back a third time!
Verified review

10/10 Excellent

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
Response from VrboOwner on 1 Jan, 2024
Thank you for the five stars! We are so glad you enjoyed your stay. Thank you for the feedback on the clubhouse's game room. Windsor Hills management is working on getting all of the games replaced and that will happen soon!
Verified review

10/10 Excellent

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 review

10/10 Excellent

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
Response from VrboOwner on 8 Oct, 2024
We are so pleased you enjoyed your stay!
Verified review

10/10 Excellent

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
Response from VrboOwner on 12 Feb, 2025
Thanks for choosing Anna's Cabana! We'd love to have you back!
Verified review

10/10 Excellent

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
Response from VrboOwner on 22 Apr, 2024
Thank you so much for you wonderful review! I hope you choose us the next time you are in the Orlando area!
Verified review

10/10 Excellent

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 review

6/10 Okay

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
Response from VrboOwner on 15 Jul, 2024
I'm so sorry you didn't enjoy your stay. I had no idea that you were unhappy. For future guests: A grill isn't included (or mentioned in the listing), as there is no place to store one long-term, but it is easy to rent one for the duration of your stay. I can definitely assist you in doing that. The AC units are only a few years old, and we have never had any complaints about them in any of our other stays. There are also ceiling fans in the 4 bedrooms that don't have a bunk bed.
Verified review

10/10 Excellent

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 review

10/10 Excellent

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
Response from VrboOwner on 20 Mar, 2021
Thank you so much! We are thrilled you enjoyed your stay!
Verified review

10/10 Excellent

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
Response from VrboOwner on 30 Jun, 2022
Thank you for the glowing review! We are so glad you had a wonderful time.
Verified review

10/10 Excellent

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
Response from VrboOwner on 29 Jul, 2024
Thank you so much for your kind words, and we are glad you had a great time!
Verified review

10/10 Excellent

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
Response from VrboOwner on 7 Feb, 2025
Thank you for your review, Barbara! I'm glad you had such a lovely time! Alison
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Alison was amazing at communication. There were some hiccups at the beginning of our stay, but she was helpful to resolve the few issues we had.
Stayed 5 nights in Jul 2026
Verified review

10/10 Excellent

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
Response from VrboOwner on 4 Aug, 2021
Thank you so much for choosing us! I'm so glad you enjoyed your stay!
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