Experience the ultimate retreat at Livin' Free 2, where you can unwind in a private heated pool and spa or challenge friends to foosball and air hockey in the air-conditioned game room. Just .3 miles from the FREE Water Park, this haven is perfect for families or groups of up to 14 guests with its fully equipped kitchen, multiple TVs, and free fiber WiFi.
Reviews
1010 out of 10
Exceptional
Entire home
6 bedrooms4 bathroomsSleeps 163500 sq ft
Popular amenities
Pool
Kitchen
Washer
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.
❤️Poolside TV, 3 Kings, FREE Waterpark, AC Game Rm
NEW 50" Poolside TV & Air Conditioned Game Room!! Close .3 mile to the FREE Water Park & across from the big playground!! We have 2 homes side-by-side for larger groups.
* just 2 miles to Disney * 50 Inch Poolside TV w/streaming & cable * Private Heated Pool & Spa * FREE Water park * Foosball, Air Hockey, 55 inch Big Screen TV, Gaming System * FREE Baby gear * Ceiling fans throughout * FREE Fiber 500MB Wifi * 6 TVs * FULLY equipped kitchen * Beach Volleyball, Basketball, Tennis * Pool tables, Ping Pong & Arcade * Poolside Bar & Grill
***Self-managed = better customer service w/ 0% cancellations. "5 Star Stay Properties" is our company name & we work hard to live up to it!
- Pool/spa heat available for $25/day - Pets considered with pet rent *NOT INCLUDED, but MUST BE PRE-APPROVED PRIOR TO BOOKING - 3 Burner Grill Rental available onsite $75/week - Windsor Hills provides 14 resort wristbands for this home. - 3 vehicles allowed per reservation * 3.5% booking fee non-refundable if cancelled
Livin' Free 2 is a 2-level with: - 1 Queen bedroom and full bathroom on the main floor - Two of the 3 King bedrooms upstairs have their own 'en suite bathrooms - Remaining King and 2 twin rooms share a full hall bathroom, which is set up perfect for sharing with separate doors to access the tub/shower room and stool. (Twin/Full bunkbed and additional Twin in each room, so 3 beds in each room) - 4 Adult bedrooms have private tv's
Kitchen is fully stocked, including 12 cup regular & Keurig coffee makers, blender, crock pot, griddle, rice cooker, mixer, pots and pans and cooking utensils. This kitchen has all you need to prepare meals, not just a bare minimum of equipment. All linens, including pool towels provided.
We have baby items for your use at no charge: * 2 pack and plays w/mattresses & sheets * 1 baby gate for the staircase * 2 safety bed rails * 2 baby monitor * 1 high chair * 2 umbrella stroller * 4 step stools - 2 double as booster seats * Pool safety gate
We can customize your kid's rooms! Just let us know after your booking if you would prefer our standard bedspreads or: - Frozen - Star Wars - Mickey Mouse clubhouse - Disney Princess - Harry Potter
Being a Windsor Hills Resort guest means you will have the free access to the fantastic amenities that Windsor Hills Resort offers.
Windsor Hills resort features a lagoon style pool with water-slides, kid's splash pad/play area, hot tub, air conditioned game room, fitness center, movie theater, poolside marketplace bar & grill, basketball courts, sand volleyball court, playgrounds, dog park, putting green and tennis courts.
There are golf courses to suit all styles and abilities. Come stay at Windsor Hills for your next golf week, Livin' the Dream has many courses within half hour drive. The nearest golf course is Mystic Dunes - rated Orlando's #2 golf course!
We are also very close to the ESPN Wide World of Sports Complex and our home is set up great for teams.
Livin' Free 2 is perfect for families, business trips, or sports teams. It's also suitable for short or long-term stays for insurance, corporate travel, wedding travel, college graduation and military. This home is NOT suited for parties. *We can sleep 16 guests, but NOT 16 adults. Adults may not sleep on the top bunks and to fit 16, 2 people must sleep in each bottom bunk, which sometimes works for kids or small adults. Groups with 12 or more adults, must be approved by the host.
Property amenities
Pool/Spa
Communal pool
Heated pool
Hot tub
Massage
Private pool
Internet
Available in the house: WiFi
Parking and transportation
Car recommended
Limited onsite parking
Kitchen
Coffee/tea maker
Cookware, dishware, and utensils
Dishwasher
Griddle
Microwave
Mixer
Oven
Refrigerator
Spices
Stovetop
Toaster
Bedrooms
6 bedrooms
Bedsheets provided
Bathroom
4 private bathrooms
Bathtub or shower
Hair dryer
Shower
Towels provided
Living spaces
Living room
Separate dining area
Entertainment
Books
Games
TV
Outdoor areas
Barbecue grill
Patio
Laundry
Laundry facilities
Washing machine
Comfort
Air conditioning
Heating
Pets
Pet friendly
Suitability/Accessibility
Smoking not allowed
Services and conveniences
Iron/ironing board
Limited housekeeping
Location highlights
Near a health/beauty spa
Near a hospital
Near a zoo
Near an outlet shopping mall
Things to do
2 outdoor pickleball courts
Arcade/game room
Golf
Gym
Heated pool
Table tennis
Tennis
Water park
Basketball nearby
Birdwatching nearby
Golfing nearby
Swimming nearby
Wildlife walks nearby
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)
Fire extinguisher
Deadbolt lock
General
At least 80% lighting from LEDs
Property located in a resort
Unit size: 3,500 square feet
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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
Pets
Pets allowed
Service animals are welcome, and are exempt from fees
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
Long-term renters welcome
Host has indicated there is a carbon monoxide detector on the property
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 recommended for transportation to and from this property
Property is also known as
335706
About the area
Windsor Hills, a neighborhood in Kissimmee, is home to this vacation home. Mystic Dunes Golf Club and Reunion Resort Golf Course are worth checking out if an activity is on the agenda, while those wishing to experience the area's popular attractions can visit Walt Disney World® Resort and Old Town. Traveling with kids? Make time for Disney's Blizzard Beach Water Park, or check out an event or a game at ESPN Wide World of Sports Complex. Be sure to check out the area's animals with activities such as game walks and birdwatching. Visit our Kissimmee travel guide
Does ❤️Poolside TV, 3 Kings, FREE Waterpark, AC Game Rm have a pool?
Yes, this property has a pool. Pool types include heated pools.
How much does it cost to stay at ❤️Poolside TV, 3 Kings, FREE Waterpark, AC Game Rm?
As of Mar 8, 2026, prices found for a 1-night stay for 2 adults at ❤️Poolside TV, 3 Kings, FREE Waterpark, AC Game Rm on Apr 6, 2026 start from CA $440, excluding 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 ❤️Poolside TV, 3 Kings, FREE Waterpark, AC Game Rm pet-friendly?
Yes, pets are allowed at this property.
How much is parking?
Limited spots are available.
What time is check-in at ❤️Poolside TV, 3 Kings, FREE Waterpark, AC Game Rm?
Check-in begins at 4:00 PM.
What time is check-out at ❤️Poolside TV, 3 Kings, FREE Waterpark, AC Game Rm?
Check-out is at 10:00 AM.
Where is ❤️Poolside TV, 3 Kings, FREE Waterpark, AC Game Rm located?
This family-friendly Kissimmee vacation home is located in Windsor Hills, within 3 mi (5 km) of Island H2O Live! and Walt Disney World® Resort. Mystic Dunes Golf Club is 2.3 mi (3.8 km) away.
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❤️Poolside TV, 3 Kings, FREE Waterpark, AC Game Rm 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 loved staying here! The beds/pillows were very comfortable and the house was well stocked. Bonus were the welcome snacks! Super close to Disney. Total of 5 adults and 3 kids slept very comfortably and had lots of room to spare.
Kathleen A.
Stayed 5 nights in Oct 2025
10/10 Excellent
Robert
Jan 21, 2026
Liked: Cleanliness, amenities, property conditions & facilities, communication
This property had everything we needed to have a fun family weekend. The property was clean and well maintained. The rooms and number of beds were exactly as shown in the photos. Laura communicated frequently and responded quickly to every question and request. We will use this property again next time in the area
We had 3 families (14 people totally) fit comfortably in the space. The kids loved the neighborhood pool as well as the private pool/hot tub at the property. Host was amazing to work with!
We have stayed in Windsor Hills twice before. This time was amazing. The house was perfect for us. It was a good proximity to the club house and right across from the big playground. The hosts were very friendly and responsive.
The house had everything we needed and more. Loved having a large living room at the front of the house, and large and small dining table at the back to fit all of our family. Loved having the water park on premises. And especially loved the access to so many of our children’s needs being strollers for the younger ones or an activity room in the garage for the older kids. And the beds were very comfortable with three king beds. It exceeded all of our needs and the owner was an excellent communicator and easy to get ahold of. I would recommend this property to any family with lots of kids and infants.
My favourite location in central Florida for travelling to all attractions. A pleasant house offering most things we needed.
The resort facilities are amazing but with so much to do in the area we hardly used them, however they are great for a relaxing day if there is time.
We truly had an incredible experience. The house's close proximity to Disney World made our stay all the more enjoyable, and I really appreciated how clean and well-maintained it was. The pool was a delightful escape, comfortably warm and inviting. It was comforting to find the house stocked with all the essentials and even more. I also want to highlight the superb communication throughout our stay; it made a real difference.
We truly enjoyed this house from it’s 13 minute drive to the parks to the spacious accommodations. Fourteen of us joined for this Disney vacation. Being able to be together under one roof made it enjoyable. Thank you for the welcome snacks and for the fun game room for the kids of all ages.
Stayed with extended family after a Disney trip.
House was clean and had everything needed to make meals. Lots of towels and even beach towels. Pool was great !! Kids loved the game room !! The resort pool is also wonderful and was very warm which was nice since weather was a little cool. Enjoyed it very much !!
The house was as described. It was very clean. The location was great for our purposes of visiting the parks. We had the pool heated and my grandkids enjoyed the pool every day. They also enjoyed the community pool. The kitchen was well equipped with everything you need to make meals at home. It was a nice neighborhood to take a walk and I felt safe there as the security was very good with a gated entrance. The host was very easy to reach. We had no issues during our stay as the house was well maintained. I would definitely recommend this house to friends.
My family had a mini reunion and stayed at this fabulous home. It has all of the amenities needed. The house is clean and lots of room for large families. The pool was great. We paid extra to have it heated and it was awesome. The air conditioning in the home worked really good and was appreciated due to the hot weather and humidity. The house is very close to shopping and to all of the Disney parks. I’d definitely stay here again. Thank you Laura for being a great host and for being very responsive to all communication.
Our family vacation at this house was the most fun and relaxing vacation! We are water lovers and paid to keep pool heated, best choice ever! We spent about 15 hours a day pool side. Kids and adults loved every minute! Kitchen was everything a cook wanted from crock pot to endless dishes. Lots of towels, bathrooms and room for everyone and everything! Laura was an excellent host and was right there if I had any questions. The community was so safe, one uber driver said as safe as Fort Knox! Loved our vacation!!! I highly recommend this house!!
The house was beautiful and very spacious for my entire family. The pool was heated and wonderful. The kids absolutely loved swimming even though the temperatures outside weren’t very warm. The pool was plenty warm. The owners were very easy to deal with and quick to respond. The only issues we had were the cleanliness. There were several places where you could definitely see had not been cleaned. Things on the counter had not been moved because there were bobby pins back of earrings, dust balls, etc. that did not get cleaned up from the prior guests.
I did a lot of research for the perfect home for our family Disney trip, and this one checked all the boxes. They did not disappoint. The house had everything we needed. 5 stars across the board! Our grandkids absolutely loved the pool, hot tub, game room and Disney Princess and Star Wars themed bedding. We asked to heat the pool so it was always the perfect temperature. The host was very accommodating, a great communicator and very friendly. They always responded timely to my questions, sometimes within minutes. The home was very clean and the perfect size for our family of 11. The park was across the street for our grandkids to play. The water park was also nice with a spacious pool, and market. We felt very safe in this gated resort. I highly recommend this home!
Our family stayed at Livin’ Free 2 property at the Windsor Hills Resort in Kissimmee. The house was better than expected and had everything needed to make the week a perfect family vacation. Our kids are college age, and were planning to go to Universal Studios every day. However once they saw the pool/hot tub and the game room, they stayed around the house much more than we expected. I think all of us got the relaxation needed as well as a little bit better at foosball!The property was well maintained, had all the needs of living at the home, including pots, pans and dishes for cooking and eating. There were lots of towels for each bath along with plenty of pool towels.Laura was excellent at communicating and met all our expectations with rental, arrival and departure. She was quick with responding and we never had a concern about reaching out.Overall would highly recommend!
We were so impressed with the house! It was exactly as described. We made sure to keep it immaculate, so the next people who choose to stay there will enjoy it as much as we did.
We had a two week stay in this villa in August 2025. It is an extremely roomy villa which met the needs of our mixed age family group perfectly. It was well equipped and very clean. The location is excellent both in relation to theme parks and within the beautifully maintained Windsor Hills resort.The host could not have more helpful, responding quickly to questions both before and during the holiday.
We had a wonderful vacation at this property. Plenty of room for our large extended family, and heated pool was enjoyed by kids. Communication was amazing with host and we recommend to any families looking for a great family vacation home close to Disney!