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(5 out of 5)
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Livin' the Dream, 3Kings, Closest FREE Resort WDWWindsor Hills Resort
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. *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
Location
Closest resort to Disney. This home is toward the back of the resort, so it's nice and quiet with almost no traffic. There is no home across from the front, so you have a beautiful, elevated view and can see fireworks all over on special events like 4th of July and New Year's and sometimes for no reason.
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Guest Reviews
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Reviewer Name:
Christen F
Review Date:
Mar 16, 2025
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We had a great time staying at "Livin the Dream." We traveled with 8 adults, an 11 year old, and a 1, 3, and 4 year old. Of all my vacation stays, this was hands down THE BEST stay.The home was clean, cozy, and smart!If you are a parent to toddlers, YOU NEED this home. If you are a parent to pre-teens/teenagers, you NEED this home. We traveled with home cameras and sounds machines for the littles, and I was even impressed by the location of the outlets in each room. The host was kind, helpful, and accommodating.I would 10000% stay here again.
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Reviewer Name:
Tim C
Review Date:
Jan 16, 2025
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This is by far the best place we have ever stayed close to Disney!!! You won’t find a more accommodating host, a more secure neighborhood, or a place any closer to shopping, restaurants, or Disney than this!!! We thoroughly enjoyed our stay! The house has more than enough room for our large extended family. The host has thought through anything one may need from infants to the elderly, and it’s all there. Will definitely stay there again!!! Definitely a five star stay!!!
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Reviewer Name:
Michael C
Review Date:
Jan 02, 2025
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Family of 14 with 7 adults and 7 kids. 4 night stay. Close to Walmart to buy food. Close to Walt Disney World. Place was clean and as advertised. Check in was a breeze. We had a slight issue with staying an extra day for the door code and it was remedied immediately! We left a few swimming masks and that was taken care of without an issue. We would definitely stay again.
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Reviewer Name:
Marquette H
Review Date:
Dec 06, 2024
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I had to pleasure of staying at this incredible property and I must say it was an awesome experience. We came to enjoy Universal Studios and we did just that. The property only added enjoyment to what we thought would be a long drawn out process. We had every intention of staying at the park from open to close but we managed to sacrifice a day at the park to simply enjoy the property. My family and friends were amazed at how comfortable every aspect of the property was from sleeping to the many amenities. Absolutely NOTHING went wrong regarding the property and I hope future guests are as lucky. Mrs. Laura and her team were ready to accommodate at any given moment had we needed it and that added to the overall experience! What a way to bring in my wife's birthday! I highly recommend this property or the others they offer. You won't regret it.
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Reviewer Name:
Tanicia J
Review Date:
Aug 29, 2024
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Hello Laura, I cannot begin to thank you enough for your amazing home and hospitality! Thank you for making the lodging part of our vacation a seamless and stress-free stay. From our very first communication, you have not disappointed. Everything Chauntae mention about you and your homes was spot on. It has been an absolute pleasure. Our time at Livin' the Dream was nothing short of amazing. From the cleanliness of the home, the amazing decor, the comfortable beds, the great pool, the cool game room, the abundance of items provided to ensure our comfortability, it was all well-received! We thoroughly enjoyed the fantastic amenities at Windsor Hills Resort as well. It is safe to say, you now have another NYC client that will be returning to visit :)
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Reviewer Name:
Vickie Penick
Review Date:
Jun 07, 2024
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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.
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Reviewer Name:
Amanda Gleason
Review Date:
May 22, 2024
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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++
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Reviewer Name:
Don Ekstrom
Review Date:
Feb 24, 2024
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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
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Reviewer Name:
Rob Ciurla
Review Date:
Feb 08, 2024
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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!
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Reviewer Name:
Treby Hoak
Review Date:
Sep 08, 2023
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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!
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