Welcome to Windsor Hills Resort, where memories are made with family and friends. Enjoy the amazing South-facing pool, unwind at the BBQ grill, or challenge each other in the games room. The clubhouse offers endless entertainment options while being close to main restaurants and shopping centers.
Reviews
9.49.4 out of 10
Exceptional
Entire home
5 bedrooms5 bathroomsSleeps 10
Popular amenities
Kitchen
Washing machine
Dryer
Pet-friendly
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.
SOUTHFACING POOL HOME, RECENTLY UPDATED 3MILES FROM THE MAIN GATES OF DISNEY!
Welcome to Your Dream Vacation Getaway in Windsor Hills!
Imagine waking up in the heart of Orlando, just minutes from the gates of Walt Disney World, Universal, and countless world-class attractions, while still having the luxury and privacy of your own spacious vacation home. This beautiful 5-bedroom, 5-bathroom South-facing pool home is located in the prestigious Windsor Hills Resort in Kissimmee, Florida—one of the closest and most sought-after vacation communities near Disney.
From the moment you step inside, you’ll feel the perfect balance of elegance, comfort, and fun. Professionally decorated and thoughtfully designed, every space in this home has been tailored for families and groups who want to create lasting memories together.
Home Highlights Private South-Facing Pool & Spa Bask in the Florida sunshine all day long with a sparkling heated pool (optional heating) and relaxing spa, perfectly positioned to catch the sun. Whether you’re enjoying a morning swim, lounging with a good book, or unwinding with an evening soak, this outdoor retreat is a guest favorite.
Outdoor BBQ & Dining The patio area includes a BBQ grill, ideal for family cookouts and al fresco dining. Picture evenings under the stars, with the pool lit up and delicious food sizzling on the grill—vacation magic at its best.
Entertainment & Game Room For endless fun, the game room offers basketball, foosball, and more. It’s the perfect spot for friendly competitions, family tournaments, and keeping the kids entertained after a day at the parks.
Spacious Open Living Areas The open-concept living and dining spaces are perfect for gathering. Sink into comfortable sofas, enjoy movie nights, or host family meals around the dining table—all while enjoying the bright, airy ambiance of this stylish home.
Fully Equipped Modern Kitchen Cook up family favorites or quick snacks with ease thanks to a modern kitchen featuring stainless steel appliances, granite countertops, and all the cookware and utensils you’ll need.
Bedroom Layout & Sleeping Arrangements With 5 beautifully appointed bedrooms and 5 full bathrooms, there’s space and privacy for everyone in your group. Each bedroom has been designed with comfort in mind, featuring cozy beds, quality linens, and thoughtful touches.
Bedroom 1 (First Floor): 1 Full bed + 1 Trundle bed. Bathroom with tub/shower located right outside the room.
Bedroom 2 (Downstairs): Queen bed with en-suite bathroom featuring shower/tub combo.
Bedroom 3 (Downstairs – Master Suite): King bed, en-suite bathroom with large shower/tub. A luxurious retreat for the heads of the household.
Bedroom 4 (Upstairs): Queen bed with bathroom located just outside the room.
Bedroom 5 (Upstairs – Family Suite): 1 Full bed + 1 Twin bed + 1 Twin with trundle. Bathroom with shower/tub located nearby. Perfect for kids or multiple guests.
Whether you’re traveling with extended family, multiple couples, or a group of friends, everyone will find a cozy corner to rest and recharge.
Resort Amenities As a guest in Windsor Hills Resort, you’ll have access to incredible 5-star amenities—all included in your stay. This gated community is famous for its world-class facilities, family-friendly atmosphere, and unbeatable proximity to the Disney parks. Expansive Lagoon-Style Pool with water slides and zero-entry access Kids’ Splash Park and multiple playgrounds Clubhouse with: State-of-the-art fitness center Arcade/game room Movie theater with regular showings Sports Courts for tennis, volleyball, and basketball On-Site Market & Snack Bar for convenience and quick bites Walking Trails, Open Spaces & Picnic Areas to enjoy the Florida outdoors
It’s a resort where both kids and adults will find something to love—from early morning swims to late-night arcade games.
Location, Location, Location
One of Windsor Hills’ greatest advantages is its unbeatable location. Situated in Kissimmee, the resort is: Just 2.5 miles from Walt Disney World (about a 7-minute drive!) 25 minutes from Universal Orlando & Islands of Adventure 20 minutes to SeaWorld Orlando 30 minutes from Orlando International Airport (MCO) Surrounded by shopping, dining, and entertainment, including Margaritaville’s Sunset Walk, Orlando Premium Outlets, and countless themed restaurants Whether your group is here for the theme parks, golf, shopping, or simply relaxing, this home puts you at the center of it all.
Why Guests Love This Home South-facing pool for maximum sun exposure Spacious, family-friendly layout with 5 bedrooms & 5 bathrooms Resort amenities included with your stay Close to Disney & major Orlando attractions Beautifully decorated & fully equipped for comfort and convenience. This home strikes the perfect balance between fun and relaxation. Kids love the pool and game room, parents appreciate the convenience of a full kitchen and multiple bedrooms, and everyone enjoys the resort’s vibrant energy! Perfect for Every Type of Traveler Families with Kids: Plenty of bedrooms, entertainment, and kid-friendly resort features. Multi-Generational Groups: Grandparents, parents, and children can each have their own space while enjoying shared gathering areas. Friends & Couples: Great mix of private suites and communal spaces. Disney Lovers: Stay as close as possible to the magic without sacrificing space and comfort.
Your Orlando Vacation Starts Here Whether you spend your days hopping between theme parks, relaxing poolside, or exploring the best of Central Florida, this Windsor Hills home is the perfect base for your adventure. With its unbeatable location, luxury amenities, and family-friendly design, it’s more than just a rental—it’s the place where vacation memories are made.
Don’t wait—book your stay today and see why Windsor Hills is one of the top vacation destinations in the Disney area!
Property amenities
Pool/Spa
Hot tub
Outdoor pool
Private pool
Internet
Available in the house: Free WiFi
Parking and transport
Parking on site
Kitchen
Blender
Coffee/tea maker
Cookware, dishware, and utensils
Dishwasher
Electric kettle
Hob
Kitchen island
Microwave
Oven
Paper towels
Refrigerator
Toaster
Dining
Dining table
Bedrooms
5 bedrooms
Bedsheets provided
Bathroom
5 bathrooms
Bathtub or shower
Hair dryer
Shampoo
Shower
Soap
Toilet paper
Towels provided
Living spaces
Dining table
Living room
Separate dining area
Entertainment
Games
Smart TV
Outdoor areas
Barbecue grill
Patio
Laundry
Laundry facilities
Washing machine
Comfort
Air conditioning
Heating
Pets
Pet friendly
Suitability/Accessibility
Smoke-free property
Note from host: Smoke is only allowed outside
Services and conveniences
Iron/ironing board
Phone
Things to do
Arcade/game room
Foosball table
Safety features
Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
Smoke detector (host has indicated there is a smoke detector on the property)
You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools
Rules
All guests will be expected of signing our registration form and providing a credit card number for registration prior to arrival.
Trash must be in trash bags.
Towels must nor be removed from the home.
Pets
Pets are allowed
Service animals are welcome, and are exempt from fees
Restrictions apply; for more information contact the property on the number on the booking confirmation
Note from host: small sizes only, pet fee required
Children and extra beds
Children are welcome
Note from host: kids crib, games room and pool fence
Events
No events allowed
No more than 5 car at time
Smoking
Smoking is not permitted
Smoke is only allowed outside
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
Note from host: no more than 5 car at time
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a deadlock
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
About the area
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 Blizzard Beach Water Park. Travelling with kids? Make time for Disney's Hollywood Studios®, or head to an event or a match at ESPN Wide World of Sports Complex. Visit our Kissimmee travel guide
Does SOUTHFACING POOL HOME, RECENTLY UPDATED 3MILES FROM THE MAIN GATES OF DISNEY! have a pool?
Yes, this property has an outdoor pool.
Is SOUTHFACING POOL HOME, RECENTLY UPDATED 3MILES FROM THE MAIN GATES OF DISNEY! pet-friendly?
Yes, pets are allowed at this property. Some restrictions may apply, so please contact the property for more details.
How much is parking at SOUTHFACING POOL HOME, RECENTLY UPDATED 3MILES FROM THE MAIN GATES OF DISNEY!?
On-site parking is available at the property.
What time is check-in at SOUTHFACING POOL HOME, RECENTLY UPDATED 3MILES FROM THE MAIN GATES OF DISNEY!?
Check-in begins at 4:00 PM.
What time is check-out at SOUTHFACING POOL HOME, RECENTLY UPDATED 3MILES FROM THE MAIN GATES OF DISNEY!?
Checkout is at 10:00 AM.
Where is SOUTHFACING POOL HOME, RECENTLY UPDATED 3MILES FROM THE MAIN GATES OF DISNEY! located?
This family-friendly Kissimmee holiday home is located in Windsor Hills, within 3 mi (5 km) of Island H2O Live! and Walt Disney World® Resort. Jack Nicklaus Course is 3 mi (4.9 km) away.
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SOUTHFACING POOL HOME, RECENTLY UPDATED 3MILES FROM THE MAIN GATES OF DISNEY! Reviews
Reviews
Exceptional
All reviews shown are from real guest experiences. Only travellers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.
We really enjoyed staying off property for this trip to Disney. The house was super spacious and we were thankful for so many bathrooms. The kids enjoyed the pool (even in December) and the location cant be beat. Super close to walmart and minutes to the parks!
Our family met here from different t provinces in Canada. The house is close to all parks and is large enough and spaced out for privacy for six adults very clean and quiet
Perfect accommodations for our needs 7adults! Pool was quite convenient, hot tub flow only worked the first night, but really didn’t need it afterwards, large rooms, clean and kitchen had everything that we needed, up to date appliances. Owners responded to all questions.
The property was clean, well-equipped, and pleasant to stay in. There were some thoughtful touches, like individually packaged soap and a fresh sponge for our use.
When we had an issue after hours, we were able to get in touch and get it resolved asap. I would definitely stay at this property again!
Excellent house and location, close to everything. I recommend Cowboy Chicken at Margaritaville. Walmart down the road, delivery available. A bathroom for every bedroom. Clubhouse is good. Good communication with owner, prompt responses. Overall a great stay, highly recommend.
We were quite pleased with this home which featured plenty of space and a wonderful pool and hot tub! The furnishing was modern, clean and bright, and we thoroughly enjoyed our time. There were some minor challenges with our check in process, but Ana was responsive and fixed the mistake being made at the gate. One positive, those fellas at the gates mean business, so you can feel secure in your rental.
Our family loved our Florida vacation… this home was exactly as pictured on the website. The location and layout were perfect for us. We had 10ppl (8 adults, 2 children) and it never felt crowded. The pool was a good size and once the hot tub got going it was definitely hot enough and worked well. The only downside was that the loungers on the pool area were broken… we couldn’t use them at all until the last few days when 2 of them were repaired and the others removed. Ana was always responsive and lovely to deal with. We reported that the fridge was damaged and Ana ordered another one right away. There are some minor tlc things that didn’t impact our stay and probably common with any rental property. We also enjoyed the resort clubhouse and pool a couple of times during our visit. Overall the house and host were great and we would stay here again!
Susan B.
Stayed 11 nights in Oct 2023
Verified
8/10 Good
Jerra R.
14 May 2024
Liked: Cleanliness, location, listing accuracy
Disliked: Check-in, communication
Windsor Hills
Location was perfect! House was beautiful 😍 plenty of room. We had 6 people in our party. Downstairs twin room had a trundle as well as one of the upstairs rooms. Love that each room had their own bathroom. Only stressful concern was trying to contact the host. We didnt get our check-in info until the day of check in. They were out of the country, experiencing issues. One of the pool loungers were broken (not a big deal, just left a note on it so cleaners could either fix it or remove it) I would recommend this house to others but would be worried about communication issues with host. We almost rented a different house due to the issue. Overall the house was beautiful
The house had no AC, it was 85 degrees and we had to buy fans. A message was left for the host on the first day. We did not get a response. Day 3, I had to call several times until it was fix which lasted one day! We could not cook due to the heat. Horrible!! The host stated that it was a new AC Unit. The response time to fix the situation was slow and when it was fixed it only worked for 24 hours. I truly believe the client’s comfort is number one. I am giving a rating of 1. Otherwise the house is perfect,
My son and daughter in law were impressed that they had bedroom and bath that was separate from others for privacy. We had a great time in the pool and spa.
It actually surpassed my expectations! House was beautiful decorated and very clean and spacious. Each bedroom had a designated bathroom. I would definitely rent this same home for the future
Large house with ensuite baths and well-equipped kitchen. Some glitches on arrival (no dishwasher soap, no paper towels, indoor temperature a bit warm, cars not registered at gate), but the manager was readily available to fix things.
Every year we attend the Florida Blue Classics. it’s usually six ladies. we come down on Thursday, Friday hit the outlet malls. Saturday goe to football game.
We stayed for a week, and we had an amazing time. Communication with the host was very easy, and she was quick with responding to all questions we had. We did run out of toilet paper quite fast with 5 people staying, and we experienced the door being unlocked when we would return to the home after being out. Nothing was ever missing so we didn't make a big deal out of it, just something to keep in mind l.