House in Windsor Hills, FL
16 guests · 6 bedrooms · 4 baths
Reasons to book
Guests love it hereGuests give this property a top rating
Great for petsBring all your friends and family, even the furry ones
Top-tier experienceA high end property in this area
About this house rental
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
* Private Heated Pool & Spa w/50" Poolside TV
* 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
- Blackout Curtains in Bedrooms
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.
* just 2 miles to Disney
* Private Heated Pool & Spa w/50" Poolside TV
* 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
- Blackout Curtains in Bedrooms
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.
Amenities at ❤️Poolside TV, 3 Kings, FREE Waterpark, AC Game Rm
Air conditioning
Pool
Non-smoking
Pets allowed
Gym
TV
Coffee/tea maker
Refridgerator
Kitchen
WiFi/Internet
Private pool access
Microwave
Dishwasher
Washing machine
Dryer
Patio
Oven
Stove
Laundry services
Bath or shower
Children's high chair
Ironing facilities
Towels
Hairdryer
Map of Windsor Hills, FL
Ratings and reviews
10.0 / 10.0Outstanding·Oct 2025
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.
10.0 / 10.0Outstanding·Oct 2025
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!
10.0 / 10.0Outstanding·Sep 2025
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.
10.0 / 10.0Outstanding·Aug 2025
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.
$$$$
Top rated by guests
10.0Outstanding
(50 Ratings)
"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 ..."
Kathleen A.Don't miss out! Price and availability may change
