Entire home

FREE Pool Heat - Stay in the BEST Luxury 5 bedroom villa with SOUTH facing pool

Family-friendly villa with a water park and a fitness center

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Dining - FREE Pool Heat - Stay in the BEST Luxury 5 bedroom villa with SOUTH facing pool (Kissimmee)
Smart TV, foosball, music library, video library - FREE Pool Heat - Stay in the BEST Luxury 5 bedroom villa with SOUTH facing pool (Kissimmee)
Fridge, microwave, oven, stovetop - FREE Pool Heat - Stay in the BEST Luxury 5 bedroom villa with SOUTH facing pool (Kissimmee)
Outdoor dining - FREE Pool Heat - Stay in the BEST Luxury 5 bedroom villa with SOUTH facing pool (Kissimmee)
Fridge, microwave, oven, stovetop - FREE Pool Heat - Stay in the BEST Luxury 5 bedroom villa with SOUTH facing pool (Kissimmee)
Experience the magic of Disney from your private south-facing pool at this 5-bedroom villa in Windsor Hills. Located just a short stroll to the clubhouse and children's play area, enjoy a BBQ on the expansive deck or relax in front of an LG 70 HD TV with Soundbar.

Reviews

9.8 out of 10
Exceptional

Entire home

5 bedrooms5 bathrooms2850 sq ft

Popular amenities

  • Dryer
  • Washer
  • Air conditioning

Add dates for prices

About this property

Entire place

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

FREE Pool Heat - Stay in the BEST Luxury 5 bedroom villa with SOUTH facing pool

✨ Your Dream Disney Vacation Starts Here ✨

Welcome to your perfect getaway at Windsor Hills Resort, the closest 5-star resort to Walt Disney World — just 2 miles away! Our newly upgraded 5-bedroom, 5-bathroom luxury villa offers the space, comfort, and magic every family deserves.

🏡 A Home Designed for Magical Memories

Step inside and discover a bright, beautifully refreshed villa that sleeps up to 10 guests in style and comfort. The villa has been thoughtfully updated — from fresh paint and new bedding to themed bedrooms your kids will adore!

💛 “Despicable Me” and “Encanto” themed bedrooms

📺 70” LG HD Smart TV with Soundbar in the living room

🌴 Private south-facing pool and raised spa with an extended sun deck — perfect for BBQ nights evenings

🛏️ Space for Everyone

This spacious retreat features:

3 King Bedrooms (all with their own en suites and closets)

2 Twin Bedrooms (with fun, kid-friendly themes)

Each bedroom has its own TV with cable, plus ceiling fans and air conditioning throughout for total comfort.

🍳 Fully Equipped Kitchen

Cook up a feast in your fully stocked kitchen with top-of-the-line stainless steel appliances, a French-door refrigerator, dishwasher, and everything you need — cookware, utensils, glassware, and even plastic cups for poolside dining.

Enjoy breakfast at the nook or bar counter, or gather for family dinners in the formal dining area.

🎮 Endless Entertainment

When you’re not at the parks, enjoy hours of fun right at home!

Full-size 8ft slate pool table

Air hockey and Foosball tables

A selection of books, board games, and more

🧺 All the Comforts of Home

We’ve thought of everything so you don’t have to:

Full-size washer and dryer

Towels and linens provided

Pack ’n' Play, strollers, high chair, and stair gate — all free of charge

Free high-speed WiFi

🌟 Perfect Location in Windsor Hills

Our villa is ideally located just a short stroll from the clubhouse and right across from the children’s playground — the best spot in the resort!

🏰 Windsor Hills Resort Amenities

Enjoy resort-style living with access to:

24-hour gated security

Clubhouse with HD movie theater, fitness center, and games room

Massive heated lagoon pool with 2 huge water slides

Tennis, basketball, and volleyball courts

Putting green, BBQ area, and scenic walking trails

On-site marketplace and café

✨ Why Stay With Us?

Skip the cramped hotel room and enjoy a full luxury home where everyone has their own space — and every day ends with a dip in your private pool. Spend your mornings at Disney, come home for a relaxing swim and lunch, then head back to the parks for the evening fireworks.

No hidden fees. Just magical memories waiting to happen.

Property amenities

Beach

  • Beach loungers
  • Beach towels

Pool/Spa

  • Communal pool
  • Hot tub
  • Outdoor pool
  • Private pool

Internet

  • Available in the villa: Free WiFi

Parking and transportation

  • Car required
  • Parking on site

Kitchen

  • Blender
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Electric kettle
  • Ice maker
  • Kitchen island
  • Microwave
  • Oven
  • Refrigerator
  • Stovetop
  • Toaster

Dining

  • Dining table

Bedrooms

  • 5 bedrooms
  • Bedsheets provided

Bathroom

  • 5 bathrooms
  • Bathtub or shower
  • Hair dryer
  • Shower
  • Soap
  • Toilet paper
  • Towels provided

Living spaces

  • Dining table
  • Living room

Entertainment

  • Games
  • Music library
  • Smart TV with cable/satellite channels
  • Video library

Outdoor areas

  • Barbecue grill
  • Outdoor furniture
  • Patio

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
  • Safe

Location highlights

  • In a rural location
  • Near a hospital
  • Near an outlet shopping mall

Things to do

  • Arcade/game room
  • Billiards/pool table
  • Foosball table
  • Golf
  • Gym
  • Tennis
  • Water park
  • Cycling nearby
  • Fishing nearby
  • Golfing nearby
  • Hiking/biking trails nearby
  • Sailing nearby
  • Swimming nearby
  • Theme park nearby
  • Water skiing nearby

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
  • Deadbolt lock

General

  • Property located in a resort
  • Unit size: 2,850 square feet

Similar properties

Policies

Check-in

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

Check-out

Check-out before 10:00 AM
Contactless check-out available

Special check-in instructions

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

Pets

Pets not 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 and a deadbolt lock
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

We should mention

A car is required for transportation to and from this property

Property is also known as

5 5 Bath With Facing Pool
Luxury 5 bed/5 bath villa with SOUTH facing pool Villa
Luxury 5 bed/5 bath villa with SOUTH facing pool Kissimmee
Refurbished Luxury 5 Bed/5 Bath Villa With South Facing Pool
Refurbished Luxury 5 bed/5 bath villa with SOUTH facing pool.
Luxury 5 bed/5 bath villa with SOUTH facing pool Villa Kissimmee

About the neighborhood

Map
Kissimmee, FL

What's nearby

  • Mystic Dunes Golf Club - 18 min walk - 1.0 mile
  • Disney's Animal Kingdom® Theme Park - 7 min drive - 2.8 miles
  • Disney's Blizzard Beach Water Park - 8 min drive - 4.4 miles
  • ESPN Wide World of Sports Complex - 8 min drive - 4.0 miles
  • Disney's Hollywood Studios® - 9 min drive - 5.0 miles

Getting around

  • Kissimmee Station - 26 min drive
  • Kissimmee, FL (ISM-Kissimmee Gateway) - 23 min drive

Restaurants

  • ‪McDonald's - ‬4 min drive
  • ‪Starbucks - ‬3 min drive
  • ‪Del Taco - ‬3 min drive
  • ‪Drafts Sports Bar & Grill - ‬16 min walk
  • ‪Sickies Garage Burgers & Brews - ‬4 min drive

Frequently asked questions

Does FREE Pool Heat - Stay in the BEST Luxury 5 bedroom villa with SOUTH facing pool have a pool?

Yes, this property has an outdoor pool.

Is FREE Pool Heat - Stay in the BEST Luxury 5 bedroom villa with SOUTH facing pool pet-friendly?

No, pets are not allowed at this property.

What time is check-in at FREE Pool Heat - Stay in the BEST Luxury 5 bedroom villa with SOUTH facing pool?

Check-in begins at 4:00 PM.

What time is check-out at FREE Pool Heat - Stay in the BEST Luxury 5 bedroom villa with SOUTH facing pool?

Check-out is at 10:00 AM.

Where is FREE Pool Heat - Stay in the BEST Luxury 5 bedroom villa with SOUTH facing pool located?

This family-friendly Kissimmee villa is located in a rural location, within 3 mi (5 km) of Island H2O Live! and Walt Disney World® Resort. Old Town and Disney's Hollywood Studios® are also within 6 mi (10 km).

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FREE Pool Heat - Stay in the BEST Luxury 5 bedroom villa with SOUTH facing pool Reviews

Reviews

9.8

Exceptional

Rating 10 - Excellent. 112 out of 128 reviews
Rating 8 - Good. 16 out of 128 reviews
Rating 6 - Okay. 0 out of 128 reviews
Rating 4 - Poor. 0 out of 128 reviews
Rating 2 - Terrible. 0 out of 128 reviews

9.6/10

Cleanliness

Reviews

10/10 Excellent

Christie L.

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

Good for families

Great space for families. Owner was responsive and property was clean.
Stayed 7 nights in Feb 2024

10/10 Excellent

Marie A., Canada

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

Family trip

Fun
Stayed 7 nights in Feb 2024

10/10 Excellent

Lauren L.

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

Family Vacation

We just had a fantastic stay at this property! The location was perfect, and the accommodations were superb. We particularly enjoyed the pool, hot tub, and resort amenities, which made our stay even more enjoyable. A couple of minor suggestions for improvement: the master shower downstairs has a bit of a whistling sound, especially when someone is using the shower upstairs. Updating the shower heads to more modern ones would be a great enhancement. Overall, our experience was wonderful
Stayed 4 nights in Jun 2024

10/10 Excellent

Tanya B.

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

Fantastic

Host John was excellent to communicate with, home was immaculate and neighborhood is quiet, clean and gated. Close to parks and grocery. Thank you for a wonderful time as we celebrated our daughters high school graduation!!
Stayed 7 nights in Jun 2023

10/10 Excellent

Bonnie E.

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

Great location! Great house!

This house is in a perfect location for a Disney vacation! We easily went back and forth from the parks with little to no traffic. The listing is accurate and house was clean. The owners were very responsive and great hosts! The neighborhood is lovely. There is a great neighborhood pool that we didn’t have the time to use, but a quick swim in the pool at the house and soak in the hot tub was a great way to break from the parks! There are so many bedrooms and bathrooms! This is a great house for a large family or multiple families. A bathroom for every bedroom!
Stayed 5 nights in Mar 2024

10/10 Excellent

Rob F.

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

Amazing property!

We've just returned from 2 weeks staying in this villa. It's been a great place for us - we were impressed by the cleanliness of the place and how accurate the pictures were in capturing what the property is like. Kitchen was well stocked with all the tools needed and the villa was well furnished throughout. I'm struggling to think of anything we were disappointed by.We enjoyed the pool facilities very much - pool heating as an extra is essential, and has a hot tub which works really well. I've had various communications with John since booking this villa, each time messages were responded to quickly and helpfully. It's been an ideal experience of using Vrbo, and we were really glad we booked this place. Windsor Hills itself is set up for holidaying families like ourselves. We actually didn't use the communal facilities as much as we originally expected, but when we did we were happy with the large communal pool (it was incredibly warm!) as well as the 'market place' which sells essentials as well as a selection of take out food (not amazing food but good enough).Having not used Vrbo before and with this property having relatively few reviews compared to others, there was a bit of apprehension of what we'll encounter - fortunately you can be assured it is genuine and John (the owner) is a genuine and decent person.I'm sure we'll return to Florida in the future, and when we do this place will definitely be on our shortlist.
Stayed 15 nights in Mar 2025

10/10 Excellent

Nicole V.

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

Can’t wait to go back!! Highly recommend!

We absolutely recommend this property!! There were 9 people in our party and it was very spacious. The house was very clean and just as described. Any questions I had, John was super quick at getting back to us. We spent more time just hanging out at the house on our vacation because we enjoyed the property so much. The highlights of the house were the spacious living room and dining areas as well as the themed rooms. My 6 year old LOVED the Encanto room and bathroom. We had 0 problems with the pool and we found the spa to be an actual hot tub which was AWESOME! The kitchen was also well stocked with cookware/utensils. We look forward to visiting this property again on vacation.
Stayed 7 nights in Jun 2022

10/10 Excellent

Kate O.

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

Wonderful stay in a wonderful villa!

We had a wonderful stay in John & Ciara’s villa for 8 days in May 2023. John was very pleasant to deal with – very responsive and helpful with any queries we had. Windsor Hills location is excellent for theme parks and shopping and it is nice having the security of staying in a gated community. And this villa is very well located within Windsor Hills – it is walkable to the community facilities and close to the entrance so easy for driving in and out (and there’s a big Walmart 5 minutes away!). Check-in was very easy – at the security booth, at the villa and for access to the Windsor Hills amenities like the community pool and gym. We have stayed in this villa before and the updated décor is lovely – very modern and fresh. The kitchen is well equipped and the updated appliances (including huge washer and dryer) were very much appreciated. The pool and hot tub were heated to a very pleasant temperature and we spent most evenings there / outdoors in the lanai. We look forward to staying here again!
Stayed 8 nights in May 2023

10/10 Excellent

vickie g., -

Liked: Cleanliness, communication, location, listing accuracy

Super nice place

This is a great place to stay for families. I liked the extra things they have for kids (books, toys, beach buckets and towels, and small cooler and drink huggies, etc). Game room was nice, pool area was relaxing. Cool park for kids is right across the street. Kids loved the water park and big heated pool. We did not use the hot tub as it never really got hot. The owner is very responsive too. There are several annoying things to be aware of though. First is the irritating fact that you must buy or bring all of your own supplies except for toilet paper. I have never stayed at a VRBO that does not include basics like paper towels, dish soap and washer detergent, trash bags, or laundry detergent (although they request you wash the towels if possible). It is a real hassle to buy all of these things when they can be supplied so cheaply. At least people should be made aware to know exactly what to bring. I left salt and pepper and condiment packets; hopefully they wont get thrown out! Usually the supplies other people bring are left which is really nice, but not here! Nothing is stocked. The other thing is the security gate. When I got there it was a long line with a time consuming check in. Make sure you have the registration email from the owner. I had to have it emailed to an alternate address as I never received it. If you have any visitors you also must have the owner register them or they will not get in. They have to register at the gate as well. Overall it was one of the nicest places I have stayed at and would stay again. I really appreciated the quick owner response. Just be aware of the "self catering" no supplies policy and security gate issues. Also be aware you have to strip the beds and bag and take out the trash before leaving. That can be a hassle with early morning flights.
Stayed 7 nights in Mar 2021

10/10 Excellent

Emily D.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We had a great visit. House was clean and neat, just as pictures showed. Owners were very easy to get into communication with.
Stayed 3 nights in Aug 2025

10/10 Excellent

Colin E.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Our stay in this villa was wonderful. Villa could not be faulted in any way. Check in and villa entry easy. All information stated was correct and any questions before and during booking answered quickly and honestly by John, a fantastic host. A couple of issues arose during stay but sorted within minuets, not hours, with a very efficient maintenance setup. I would highly recommend this villa to anyone. If I return to Orlando I would not hesitate to book this villa again. FANTASTIC
Stayed 16 nights in Jul 2025

10/10 Excellent

Lavadar C.

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

Beautiful and spacious home

The pictures didnt show the real beauty and how spacious the house was. The only negative I had was there's no handrails for the pool so it's hard for me to get on and out of the pool due to a disability with my foot. This has no bearings on the house just a personal issue for me. The children LOVED the pool to the point they didnt go to the community pool so I cant give a review on the common area. I will gladly stay at this property again.
Stayed 5 nights in Jun 2025

10/10 Excellent

Andrew S.

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

Perfect!

This property had everything we needed. The owner was exceptionally fast at responding to questions and did everything possible to make our stay as comfortable as possible. We would definitely stay here again!
Stayed 5 nights in Jun 2025

10/10 Excellent

jennifer L.

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

Great house, quite large

Everything was really really great about the house, location. Having three king bedrooms all with private baths worked great and the kids loved the themed bedrooms. My only critique is we had to buy additional TP, there was only one roll of paper towels and not much soap, shampoo etc… thinking it was provided, one little tube for four nights was not enough. Also, we were expected to start a load of towels (which is totally fine) but no laundry detergent. Thankfully my daughter in law brought some powdered detergent. The kids big and small, all loved the house and was plenty of room for our family of nine.
Stayed 4 nights in Apr 2025

10/10 Excellent

Amanda H.

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

Wonderful Family Home

We loved our stay at John and Ciara’s home in Windsor Hills! It was the perfect location- close to Disney Parks, a walmart and lots of restaurants. The house was equipped with everything we needed and very clean. We enjoyed days and evenings in the pool and hot tub. John was an excellent host! He was quick to respond to any questions we had and was very helpful.
Stayed 8 nights in Mar 2025

10/10 Excellent

Jennifer C.

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

vacation house

We were very happy with our stay at your rental house. Very clean and well maintained. Communication with John was very good as well the people that look after the property were very attentive. We needed to call them once and they showed up right away and looked after us. I would stay here again for sure. We did not use the resort amenities but the pool on the website looks much larger than it actually is.
Stayed 7 nights in Mar 2025

10/10 Excellent

Michael S.

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

Good time

House was great
Stayed 4 nights in Feb 2025

10/10 Excellent

Donna W.

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

Great location

Property listed accurately. Host responded quickly to questions. Great location to walk to pool/waterpark. Convenient drive to Disney.
Stayed 6 nights in Feb 2025

10/10 Excellent

Katie B.

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

Fantastic location, property and home

Excellent house that is just as described in a desirable neighborhood! Fantastic access to Disney (15 minutes door to door) that felt like it was a peaceful paradise! Community pool and hot tub was excellent and easy to walk or drive to. Hot tub and pool at the house was nice, but not super warm even with the heat. We used it during our down days, but not at night. Great kitchen that had everything you needed to cook and prep meals. Would definitely stay here again!! Great home for multiple generations - three first floor bedrooms with bathrooms. Highly recommend!!
Stayed 7 nights in Nov 2024

10/10 Excellent

Jane S.

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

Excellent stay

The property was clean, comfortable and well furnished. The location was great and John was easy to deal with. Highly recommend
Stayed 9 nights in Sep 2024

8/10 Good

Brady S.

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

Great location and neighborhood

This home is situated conveniently to local shopping, grocery, and Disney parks. John was easy to contact and quick to respond. The house was as described and was neat and clean.
Stayed 4 nights in Jul 2024

10/10 Excellent

Jeffrey W.

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

Cheer competition Disney Vacation

Loved the space.
Stayed 6 nights in May 2024

8/10 Good

Sarah O.

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

Issues with hot tub

The only problem we had was that we paid for heating in the hot tub and it just never seemed to be working properly. Sometimes it worked sometimes it didn't! So we really only had the hot tub hot for one day!
Stayed 5 nights in May 2024

10/10 Excellent

Kimberly R.

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

Perfect location

We were a group of 10 (5 adults and 5 kids ages 6-12) and the house was perfect for us. We loved that each bedroom had its own bathroom either connected to it or beside it and that no bedroom shared a wall with another bedroom. This was helpful since some of our group were early risers and some were not. The single beds weren’t that comfortable but since we only had kids using them it was okay. We appreciated the adult beds were king sized allowing room for a kiddo to sleep with us if they felt scared etc. The kids loved the pool and enjoyed the club pool as well which was within walking distance. There is also a Wal-Mart a short drive away which made it easy to pop out and grab what we needed. This was really great for our Disney days because we could grab snacks to pack and if we ended up back at the house earlier than we expected we could grab dinner items to cook at the house. Overall it was exactly as pictured/described, suited our needs, and was really the perfect location for doing Disney.
Stayed 7 nights in Apr 2024

10/10 Excellent

Victoria M.

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

Excellent property close to Disney parks

Wonderful stay with our family of 9. Close to Disney parks and universal studios. Property has everything you would need for a great holiday.
Stayed 14 nights in Mar 2024