Livin the Dream❤️Closest FREE Resort to Disney! AC game rm!
4.9
Outstanding(77 Reviews)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
Includes essentialsPool, Pets allowed, Kitchen or Kitchenette and more
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!
* 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
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.
* just 2 miles from our gate to Disney
* Private Heated Pool & Spa - Southeast facing - Sun ALL Day!
* 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
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.
Amenities
Pool
Air conditioner
Pets allowed
Kitchen or Kitchenette
Internet / Wifi
Parking
Laundry
Balcony or Patio
Dishwasher
Hot tub or spa
TV
Gym or Fitness Center
Family friendly
Map of Windsor Hills, FL
Reviews
4.9
Outstanding(77 Reviews)4.9
Such a lovely house and perfect for our family get together. It was clean and well kept. Perfect house and perfect location.
4.9
We are a large family traveling with dogs also. This home had plenty of room for us all. Everything was perfect. We’ve already agreed that this is where we will stay when visiting Orlando!
4.9
We had a wonderful time at this property. Everything was very clean and well organized. Very large house with plenty of beds and rooms. The game room was a pleasant addition that everyone really enjoyed.
4.9
A Nana with four 22 yr old college grads enjoyed our stay. Loved the home, great layout. Very comfortable, clean, convenient to Disney Parks, shopping, 192 restaurants. We enjoyed the pool very much, lots of room. A beautiful and quiet neighborhood tucked out of the busy traffic, but close to everything. Our host could not be more responsive. Will definitely stay again. Thank you Laura for making our stay so special.
4.9
Amazing location to ESPN & Disney. Home was very clean and as described in VRBO. Would definitely stay again. In addition, the host was very quick with any questions we had. A++
4.9
The house is beautifully decorated, clean, and communication with management/owners made the whole process so easy. Highly recommend!
4.9
This was the first Disney trip for my girls. Our entire family of 7 lived the home. We would absolutely stay here again. Host was excellent at communication with use leading up to our stay.
4.9
We had a wonderful stay at this home. The property and amenities were every bit as described and more. The cleanliness exceeded our expectations.
Laura was wonderful to work with and was very accommodating. You could tell she really cared about her tenants having a good stay.
The pool and spa heat worked great, much better than some of the other properties we have stayed at in the area.
We will definitely try to stay here again in the future.
4.9
Very pleased with our 10 day stay at "Livin the Dream"! We were 11, ranging from 30 months to 72 years. The house worked great for all. Sleeping arrangements comfortably accommodated all & ready access for all to bathrooms. We found it to be a very well-equipped from kitchen, to pool to bedrooms & bathrooms– everything needed to settle in & enjoy the stay. Special note regarding all the baby/toddler equipment onsite which was clean, in good repair& saved transporting our own or renting. Our 5 grandsons (30 months to 9 years) loved the games room. They were either there or in the pool – they weren’t hard to keep track of! The house is located in a quiet neighborhood away from the busyness of Kissimmee, yet a location easy for getting to Disney parks & close to grocery stores & restaurants. Unfortunately weather& schedule limited time at the clubhouse & community areas but they're nicely equipped& very popular. A special shout-out to Laura the host who was exceptional to deal with & definitely among the best- if not the best- ever encountered. Highly responsive to inquiries we made of her, proactively reached out with information/suggestions/support. When things went awry on our end, was quick to provide solutions & help. I believe the truest test in assessing a property is would I recommend it to family and friends if they were visiting that locale. I have no qualms in recommending this house to anyone looking for a large, comfortable, well-equipped vacation home in Kissimmee
4.9
Laura was absolutely wonderful! Her communication is unmatched. We always had updates and she even checked in to report about a change in the weather for our stay. You can’t beat that level of attention!
We have rented many houses before in the area but this one we will 100% be coming back to. The beds were very comfortable and there was plenty of seating for our party of 10. Everything was fresh, clean and tastefully decorated (something hard to find in most of rental homes)
We stayed at Windsor palms resort across the road last year and it was nice but Windsor hills has a lot more to offer while also being family friendly and quiet.
Thank you Laura & Fred for such an amazing experience you are super hosts for sure!
4.9
This was a great home base for our Disney days and hang out spot for our rest days! The house was also very pet and child friendly with its pool safety and bedroom layout.
We look forward to coming back!
4.9
we had a great time, the house was more than i thought it would be, pretty much all you need to bring are your clothes, the property manager was easy to work with, very nice lady. The pool was warm, the hot tub was great, overall, our stay was a 10 and definitely would stay again!
4.9
Love the home. Very spacious and clean. Our family of nine had plenty of room and comfort throughout home.
Property manager was very quick to respond to any questions and concerns. If ever back in Orlando, we will definitely choose this home again for our family vacation!
4.9
This home was perfect for our large family vacation. The location was very close to Disney. The game room, pool and hot tub were the highlights for the kids in our group. The kitchen was well stocked with all the pots/pans/utensils we needed to cook meals. There were no problems with our stay. We would stay here again in the future!
4.9
We had a wonderful stay at Livin’ the Dream. The house was very nice…roomy, clean, well-stocked kitchen, clean pool and game room which was a plus. The property manager, Laura, was very attentive for the few small questions/issues we had. Great proximity to the Disney attractions and lots of other activities in the immediate area. We can’t wait to go back!
4.9
We thoroughly enjoyed our stay. This is a lovely house, very spacious, clean, quiet neighborhood, conveniently located near Disney. We enjoyed the pool and hot tub at the house. The neighborhood also has a large pool with water slides and a playground that our grandchildren enjoyed. Host was very easy to deal with, very prompt with responses.
4.9
The house was beautiful and in a very relaxing area. Disney was not a far drive at all to get too. Laura was amazing to work with from the day we booked our vacation. My family plans to use 5 Star on our next vacation.
4.9
We enjoyed our stay. The house was exactly what we needed. Will stay again.
4.9
The house is little old but good and big.
4.9
Great stay in a beautiful home and neighborhood for our grandsons bday celebration at Disney. Everything was wonderful. Great proximity to the parks. The house was huge and beautiful with everything amenity. Would rent again in the future.
Thank you
4.9
Wonderful vacation home! The property manager/owner was wonderful! Communication far exceeded any and all expectations, and Laura was very prompt with her responses! Anything we inquired about was answered almost instantly! The check in process was easy and detailed instructions were sent ahead of time. A nice welcome basket was available for us when we arrived, as well all the immediate staples, which made life so much easier. The home itself was well kept and beautifully decorated. The beds were comfortable and everyone in our party slept really well. Plenty of room for our party of 7 and we never felt cramped or packed. We loved the neighborhood and location of the home. It was very quiet and peaceful. We really enjoyed the pool and hot tub area. It was wonderful after a long day at Disney. The location is super convenient and close to the Disney Parks as well as grocery stores. 5 Stars hands down. We will be back to vacation with this host again!
4.9
We had a wonderful stay for my grandparents 50th wedding anniversary. The house was clean and spacious and the resort offered many amenities. We were within half an hour of everywhere we wanted to go and made some amazing memories. Thank you for hosting us and we hope to return again!
4.9
I stay we my family and we had a great time. The house id big great for big and small families and have everything you need for all ages. The pool is big enough for all the family and kids.
4.9
Nothing short of an amazing, relaxing and cozy home with all the needs. My family of 10 adults loved this home and rarely left. We used the pool and kitchen and game room mostly and had the most fun. Comfortable bedrooms and bathrooms, was just a great stay. Top notch communication with Laura before during and after the trip. Amazing host. We will def book again with you.
4.9
Laura was a fantastic host!!! She was responsive to all our questions and the directions to occupy and leave the house we’re clear and generous. In the 15-years I’ve stayed at VRBO this has been the best experience I’ve had.
4.9
House was just as pictured. Kids had great time in pool and game room while wife and I relaxed on back deck. Close to Disney Springs where we enjoyed a great dinner. Water park was great. Will try and return.
4.9
House was just as pictured. Kids had great time in pool and game room while wife and I relaxed on back deck. Close to Disney Springs where we enjoyed a great dinner. Water park was great. Will try and return.
4.9
We had a large group with our grown children and 6 grandchildren. The home was everything we hoped it would be and the property owners are fantastic people. We have stayed in this neighborhood before because we like the convenience to Disney. What a great place to come back to after a long day park hopping. Our family would highly recommend this property. We will be back!
4.9
We had a wonderful time. House was great. Close to all the parks. Our grandchildren loved the pool!. Laura did an amazing job fixing bedrooms to our grandchilds liking. Princess theme for the girls and star wars for the boys.
She also had a very nice welcome basket there when we arrived.
Thank you Laura for opening your home to us.
Barb Held
4.9
Property owner or manager Laura is pretty much always talking bout how much extra she can charge for any small service required. We requested for 2 small favors and both she wanted to charge $150 for one and other $50! We spent over $3k on the house and couldn’t get extra 30 minute or so to check out without being reminded of $100 charge for each 1/2hr. Community is gated and great surrounding only reason we stayed out for our trip.
4.9
nice home, large enough for our family & well equipped. Slight problem with early check in but manager replies promptly. thank you
4.9
My family thoroughly enjoyed our stay. The property and amenities were everything as described and more. Laura was wonderful to work with. Constant communication prior to our stay was awesome! You can tell that she just cares that you have a great time and enjoy your stay. Will definitely stay here again!
4.9
We had 7 adults and 4 kids. Everyone had a wonderful time! Great location!
4.9
The house is as described. Laura is extremely interested in her guests comfort and convenience. The home accommodated our family of 9 easily. There is everything you need. The accommodation were 5 star which made our Disney trip awesome!
4.9
Property was very clean, easy to find and access. Pool was clean and heated as promised. Pool towels provided and plenty of bath towels. No complaints on bedding, all good.
4.9
The house was awesome, check-in was smooth and easy. It was just minutes from Disney World and was in a great location. The host was very helpful and was very responsive when there was a maintenance issue with the house. I would definitely stay here again.
4.9
Close to Disney and also many other restaurants and things. The pool was great and the house had all the things we could ask for! Great communication w the property owners also! Would definitely stay again!
4.9
Laura, the property owner is very responsive to any questions I had. We took our entire family here for a Disney/Discovery Cove trip. It is close to all these attractions. Close to a full service Walmart.
House was everything as described in description. We all really enjoyed our stay here. We would not hesitate to return to this same house.
4.9
It was very easy to do. The agent was very informative, always kept us updated and when I had last minute questions they responded quickly. I would rent here again!!!
4.9
The house was amazing absolutely gorgeous. Everything was exactly as described on VBRO. Every bedroom was so comfortable and clean no, I will say SPOTLESS. Our grandson loves Star Wars and his bedroom was Star Wars themed which he loved. From the game room to having our own pool & hot tub nobody wanted to leave the house. When Hurricane Ian hit us Wednesday and Thursday we felt safe & secure in the house. We didn't lose power thank goodness. The kitchen was fully stocked for all our family dinners we made from pots & pans to every dish we needed. Our little Corgi Kylo Ren felt right at home as well he loved running up and down the stairs when he had the zoomies LOL. The house was definitely a 5 STAR HOME! Another thing that was absolutely AWESOME was the Air Conditioner in this large home. Every room was so comfortable as with other homes we stayed at usually 1 -2 rooms never were cool enough to sleep in without a fan provided by the owner. Our host Laura was amazing as well of we had a question or 3 she would always get back to us very quickly. We will definitely be staying here again in the near future. Overall experience staying here was definitely a 5 STAR+.
FAQs
How much does this house cost compared to others in Windsor Hills?
The average price for a rental in Windsor Hills is $335 per night. This rental is $493 above the average.
Is parking included with this house?
Yes, parking is listed as an amenity at Livin the Dream❤️Closest FREE Resort to Disney! AC game rm!. For more information, we encourage you to contact the property about where to park.
Is there a pool at this house?
Yes, a swimming pool is available for use at Livin the Dream❤️Closest FREE Resort to Disney! AC game rm!. Enjoy the water!
Is Livin the Dream❤️Closest FREE Resort to Disney! AC game rm! pet friendly?
Yes! This house is pet-friendly. For more information, we recommend contacting the booking provider about animal policies.
What amenities are available at Livin the Dream❤️Closest FREE Resort to Disney! AC game rm!?
We found 13 amenities for this rental. This includes pool, air conditioner, pets allowed, kitchen or kitchenette, and internet / wifi.
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