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
High-end valueWell priced for this area
About this house rental
Come make memories in famous Windsor Hills with all the resort amenities!
* just 2 miles from our gate to Disney
* Private Heated Pool & Spa - Southeast facing - Sun ALL Day!
* New 65" Poolside TV
* FREE Water park
* FREE Baby gear
* AC game room w/ pool table, air hockey, and 2 gaming systems
* FREE Fiber 500MB Wifi
* 9 TVs
* Fully equipped kitchen
* Playgrounds
* Beach Volleyball, Basketball, Tennis & putting green
* Pool tables, Ping Pong & Arcade
* Poolside Marketplace Bar & Grill
* Fitness Center
***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, but MUST BE PRE-APPROVED PRIOR TO BOOKING
- Grill Rental (3 burner) available onsite $75/week
- This home comes with 14 wristbands for the resort
- 3 vehicles allowed per reservation
- 3.5% Booking fee is non-refundable if cancelled
Livin' the Dream 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. The kids rooms have 2 Twins in one and a Twin and bunkbeds with Twin over Full beds (updated since photo)
- Queen pull-out sofa
- All bedrooms have private tv's
- All NEW Hybrid Pillowtop Mattresses 10-2023
- 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 Full-size crib w/ sheets
* 1 baby gate for the staircase
* 2 safety bed rails
* 1 baby monitor
* 1 high chair
* 2 umbrella strollers
* 4 step stools - 2 double as booster seats
* 2 carseats and one car booster
* 1 baby walker/activity
* 1 potty seat
* 1 backpack child carrier
* Pool safety gate
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 want to customize your kid's rooms! Just let us know after your booking if you would prefer our standard bedspreads or:
- Frozen
- Incredibles
- Star Wars
- Finding Nemo
- Planes
- Mickey faces
- Mickey Mouse clubhouse
Livin' the Dream can be used 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 bunk and to fit 16, 2 people must sleep in the bottom bunk and 2 on the pull-out couch. Groups with 12 or more adults, must be approved by the host.
* just 2 miles from our gate to Disney
* Private Heated Pool & Spa - Southeast facing - Sun ALL Day!
* New 65" Poolside TV
* FREE Water park
* FREE Baby gear
* AC game room w/ pool table, air hockey, and 2 gaming systems
* FREE Fiber 500MB Wifi
* 9 TVs
* Fully equipped kitchen
* Playgrounds
* Beach Volleyball, Basketball, Tennis & putting green
* Pool tables, Ping Pong & Arcade
* Poolside Marketplace Bar & Grill
* Fitness Center
***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, but MUST BE PRE-APPROVED PRIOR TO BOOKING
- Grill Rental (3 burner) available onsite $75/week
- This home comes with 14 wristbands for the resort
- 3 vehicles allowed per reservation
- 3.5% Booking fee is non-refundable if cancelled
Livin' the Dream 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. The kids rooms have 2 Twins in one and a Twin and bunkbeds with Twin over Full beds (updated since photo)
- Queen pull-out sofa
- All bedrooms have private tv's
- All NEW Hybrid Pillowtop Mattresses 10-2023
- 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 Full-size crib w/ sheets
* 1 baby gate for the staircase
* 2 safety bed rails
* 1 baby monitor
* 1 high chair
* 2 umbrella strollers
* 4 step stools - 2 double as booster seats
* 2 carseats and one car booster
* 1 baby walker/activity
* 1 potty seat
* 1 backpack child carrier
* Pool safety gate
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 want to customize your kid's rooms! Just let us know after your booking if you would prefer our standard bedspreads or:
- Frozen
- Incredibles
- Star Wars
- Finding Nemo
- Planes
- Mickey faces
- Mickey Mouse clubhouse
Livin' the Dream can be used 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 bunk and to fit 16, 2 people must sleep in the bottom bunk and 2 on the pull-out couch. Groups with 12 or more adults, must be approved by the host.
Amenities at Livin the Dream❤️Closest FREE Resort to Disney! 3 Kings
Non-smoking
Pets allowed
Family friendly
Map of Windsor Hills, FL
Ratings and reviews
10.0 / 10.0Outstanding·Nov 2025
Great location. Gated community. Clean property and plenty of space!
10.0 / 10.0Outstanding·Aug 2025
Fantastic home.. we will definitely rebook
10.0 / 10.0Outstanding·Jul 2025
The house was well priced for as big as it is and was clean and easy to get in and out of. The property manager was very responsive with any questions and giving any information needed for staying in the home and neighborhood.
6.0 / 10.0Average·Jul 2025
The living area seating was limited, with more seating in the front room than in the living room with the TV. The AC couldn’t go lower than 70 degrees, and the thermostats routinely shut off causing the house to heat up to 78 degrees. The TV’s were small in main living areas, and we had difficulty getting the TV in the game room to work. The kitchen is not adequately equipped for travelers to cook in the house, thankfully we brought our own cookware, and there were only two dish towels. Paper products including paper towels and toilet paper are not included. We were required to wash towels and all dishes before leaving, meaning you have to trust the previous vacationer washed the dishes before putting them away because the cleaning staff does not wash the dishes, and you need to allot time before you leave to wash towels even though you’re paying a cleaning fee. The house is a far distance from the ‘resort’ to where it is not walkable, and the resort is very small and does not provide towels despite what they say online.
$$$$
Top rated by guests
9.8Outstanding
(104 Ratings)
"Great location. Gated community. Clean property and plenty of space!"
Courtney L.Don't miss out! Price and availability may change
