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

Family-friendly stay near Mystic Dunes Golf Club

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

A heated pool
Dining
5 bedrooms, iron/ironing board, travel crib, WiFi
Children's area
Game room

Reviews

9.8 out of 10
Exceptional

Entire home

5 bedrooms5 bathroomsSleeps 122297 sq ft

Popular amenities

  • Parking available
  • Dryer
  • Washer
  • Outdoor Space
  • Air conditioning

Explore the area

View in a map
Kissimmee, FL
  • Place, Mystic Dunes Golf Club
    ‪18 min walk‬
  • Place, Bonanza Golf & Gifts
    ‪3 min drive‬
  • Place, Walt Disney World® Resort
    ‪6 min drive‬
  • Airport, Orlando, FL (MCO-Orlando Intl.)
    ‪33 min drive‬

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About the neighborhood

Kissimmee

Windsor Hills stay.A stay at this Windsor Hills vacation home places you within 3 miles (5 km) of Island H2O Live! and 6 miles (10 km) of Walt Disney World® Resort. Old Town and Disney's Hollywood Studios® are also within 6 miles (10 km).
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What's nearby

  • Mystic Dunes Golf Club - 18 min walk - 1.0 mile
  • Bonanza Golf & Gifts - 3 min drive - 1.9 miles
  • Walt Disney World® Resort - 6 min drive - 3.2 miles
  • Disney's Animal Kingdom® Theme Park - 7 min drive - 3.0 miles
  • Disney Springs™ - 11 min drive - 8.5 miles

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

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

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.

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Property amenities

Pool/Spa

  • Heated pool
  • Hot tub

Internet

  • Available in the house: WiFi

Parking and transportation

  • Parking on site

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Microwave
  • Oven
  • Refrigerator
  • Stovetop
  • Toaster

Bedrooms

  • 5 bedrooms
  • Bedsheets provided

Bathroom

  • 5 bathrooms
  • Hair dryer
  • Towels provided

Living spaces

  • Living room
  • Separate dining area

Entertainment

  • TV with cable/satellite channels

Outdoor areas

  • Lanai

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoking not allowed

Services and conveniences

  • Iron/ironing board
  • Phone

Things to do

  • Air hockey
  • Arcade/game room
  • Foosball table
  • Gym
  • Heated pool
  • Table tennis
  • Tennis

Safety features

  • Carbon monoxide detector not reported (host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • Fire extinguisher

General

  • Unit size: 2,297 square feet

Policies

Check-in

Check-in time starts at 4:00 PM
Minimum check-in age: 25

Check-out

Check-out before 10:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions

Pets

  • No pets allowed

Children and extra beds

  • Children are welcome.

Events

No events allowed

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
Onsite 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 there is a smoke detector on the property
Safety features at this property include a fire extinguisher
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a private host, not a professional engaged in trade or business. Onsite parties or group events are strictly prohibited. For guests' safety, the property includes a fire extinguisher and a smoke detector in each accommodation.

Property is also known as

Anna's Cabana in Windsor Hills
Anna's Cabana Windsor Hills*Harry Potter Star Wars*
377547

Frequently asked questions

How close is Anna's Cabana Windsor Hills - Close to Clubhouse - Includes pool heat to the airport?

This vacation home is 12.6 mi (22-min drive) away from the Kissimmee, FL (ISM-Kissimmee Gateway) airport, the closest popular airport to the property.

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

Airport shuttle services are not available at this vacation home.

How close is Anna's Cabana Windsor Hills - Close to Clubhouse - Includes pool heat to the beach?

This vacation home is 8.6 mi (13-min drive) from Beachcomber Beach.

Does Anna's Cabana Windsor Hills - Close to Clubhouse - Includes pool heat offer free breakfast?

This vacation home does not offer free breakfast.

Is there a casino at Anna's Cabana Windsor Hills - Close to Clubhouse - Includes pool heat?

No, there is no casino at this vacation home.

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

Check-in begins at 4:00 PM.

Is there free parking at Anna's Cabana Windsor Hills - Close to Clubhouse - Includes pool heat?

Free parking is not available at this vacation home.

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

Yes, there's a heated pool.

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

There are no spa services available at this vacation home.

How close is Anna's Cabana Windsor Hills - Close to Clubhouse - Includes pool heat to downtown Kissimmee?

This vacation home is 2.2 mi away from Four Corners.

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

Reviews

9.8

Exceptional

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

Reviews

10/10 Excellent

Timothy D.

Liked: Cleanliness

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

10/10 Excellent

Becca V.

Liked: Cleanliness

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

Sarah M.

Liked: Cleanliness

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

Barbara S.

Liked: Cleanliness

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

Katherine R.

Liked: Cleanliness

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

Jamie H., Southlake, TX

Liked: Cleanliness

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

Kate G.

Liked: Cleanliness

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

Shelley A.

Liked: Cleanliness

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

8/10 Good

Matt M.

Liked: Cleanliness

Ana's Cabana

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

10/10 Excellent

Lee R., Glasgow

Liked: Cleanliness

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

elizabeth g.

Liked: Cleanliness

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

6/10 Okay

Leah M., Charlotte, NC

Liked: Cleanliness

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

CHRISTINA E.

Liked: Cleanliness

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

Jennifer D.

Liked: Cleanliness

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

Navin L.

Liked: Cleanliness

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

10/10 Excellent

Evgenia W., Tallahassee, FL

Liked: Cleanliness

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

RANDY A.

Liked: Cleanliness

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

Brian W.

Liked: Cleanliness

Great property and location

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

10/10 Excellent

KIMBERLLY C.

Liked: Cleanliness

Orlando vacay

Great location
Stayed 3 nights in Mar 2023

10/10 Excellent

Chris L.

Liked: Cleanliness

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

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

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

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

Good stay

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

10/10 Excellent

Ashley Y.

Liked: Cleanliness

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