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Anna's Cabana Windsor Hills - Close to Clubhouse - Includes pool heat

Family-friendly holiday home with fitness centre and Hot tub

Photo gallery for Anna's Cabana Windsor Hills - Close to Clubhouse - Includes pool heat

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

Reviews

9.8 out of 10
Exceptional
5 bedrooms5 bathroomsSleeps 12213.4 sq m

Popular amenities

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

Explore the area

View map
Kissimmee, FL
  • Place, Mystic Dunes Golf Club
    ‪18 min walk‬
  • Place, Disney's Animal Kingdom® Theme Park
    ‪7 min drive‬
  • Place, Disney's Hollywood Studios®
    ‪9 min drive‬
  • Airport, Orlando, FL (MCO-Orlando Intl.)
    ‪34 min drive‬

Rooms & beds

5 bedrooms (sleeps 12)

Bedroom 1

+3
3 Single Beds, 2 King Beds, 1 Queen Bed and 1 Double Bed

5 bathrooms

Bathroom 1

Bathtub

Bathroom 2

Bathroom 3

Bathroom 4

Bathroom 5

Spaces

Deck or patio
Porch or lanai
Kitchen
Separate dining area

About this property

Anna's Cabana Windsor Hills - Close to Clubhouse - Includes pool heat

Now with luxury vinyl flooring or tile in entire house!

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.

5 minute walk to the Windsor Hills clubhouse amenities.

Playground directly across the street from Anna's Cabana

Newly resurfaced private south facing pool and spa.

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

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

Add dates for prices

Amenities

Pool
Hot tub
Kitchen
Washing machine
Dryer
Air conditioning

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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 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

About the area

Kissimmee

Windsor Hills, a neighbourhood in Kissimmee, is home to this holiday home. 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.
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Map
Kissimmee, FL

What's nearby

  • Mystic Dunes Golf Club - 18 min walk - 1.6 km
  • Disney's Animal Kingdom® Theme Park - 7 min drive - 4.8 km
  • Disney's Blizzard Beach Water Park - 8 min drive - 7.2 km
  • ESPN Wide World of Sports Complex - 8 min drive - 7.1 km
  • Disney's Hollywood Studios® - 9 min drive - 8.5 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
  • ‪Drafts Sports Bar & Grill - ‬15 min walk
  • ‪Sickies Garage Burgers & Brews - ‬4 min drive

Frequently asked questions

Does Anna's Cabana Windsor Hills - Close to Clubhouse - Includes pool heat have a pool?

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

Is Anna's Cabana Windsor Hills - Close to Clubhouse - Includes pool heat pet-friendly?

No, pets are not allowed at this property.

What time is check-in at Anna's Cabana Windsor Hills - Close to Clubhouse - Includes pool heat?

Check-in begins at 4:00 PM.

What time is check-out at Anna's Cabana Windsor Hills - Close to Clubhouse - Includes pool heat?

Checkout is at 10:00 AM.

Where is Anna's Cabana Windsor Hills - Close to Clubhouse - Includes pool heat 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

9.8/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy
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

Reviews

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

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

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

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

10/10 Excellent

KIMBERLLY C.

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

Orlando vacay

Great location
Stayed 3 nights in Mar 2023

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

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

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

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

10/10 Excellent

Evgenia W., Tallahassee, FL

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

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

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

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

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

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

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

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

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

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

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

10/10 Excellent

Tennille P., Williamsburg, VA

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

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

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.

8/10 Good

Jose T.

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

Good stay

Very awesome stay.. not any problems at all.. felt very homey..

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

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
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