Features Bed Details Property Details Rates Availability Location Facilities Guest Reviews Virtual Tour
3 King 1 Queen 4 Twin 1 Double 1 Sofa
Come make memories in famous Windsor Hills with all the resort amenities!
****BE SURE TO WATCH THE VIRTUAL TOUR VIDEO****
* just 2 miles from our gate to Disney
* Private Heated Pool & Spa - Faces Southeast and has sun all day!!
* FREE Water park
* FREE Baby gear
* FREE Fiber 500MB Wifi
* 9 TVs
* 2 gaming system TVs
* Fully equipped kitchen
* Beach Volleyball, Basketball, Tennis & putting green
* Pool tables, Ping Pong & Arcade
* Poolside Marketplace Bar & Grill
* Fitness Center
* Bathrooms equipped with hair dryers & plenty of linens
Whether you have babies, teens, or adults, you'll enjoy Livin' the Dream!
- Pool/spa heat available for $25/day (discounts for longer stays)
- Grill Rental $75 Weber 3 burner
- Pets Considered - MUST BE PRE-APPROVED BY OWNER
- Windsor Hills provides 14 resort wristbands with this home
- 3 vehicle MAX and no visitors are allowed due to parking restrictions of the resort
Livin' the Dream is a 2-level with:
- 1 Queen bedroom and full bath on the main floor
- Two of the 3 King rooms 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 over Full bunkbed, so smaller adults or 2 children can sleep on the bottom if needed.
- All bedrooms have private tv's with Roku installed to viewing access.
* 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 included.
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
* 1 baby monitor
* 1 high chair
* 2 umbrella strollers
* 4 step stools - 2 double as booster seats
* 2 carseats and one car booster
* Pool safety gate
We want to customize your kid's rooms with Disney character bedding! See the pictures for choices and let us know what your preferences are!
We can help you arrange for more than 1 villa, just ask!!
These rates were set in USD.  These rates were last updated 1 week ago.
|Rate||Period||Nightly||Min Stay||Change Over||Tax Rate|
|Regular||29 May 2023 - 08 Jun 2023||$270.00||US State Taxes 13.50%|
|Summer||09 Jun 2023 - 29 Jun 2023||$375.00||US State Taxes 13.50%|
|July 4th Week||30 Jun 2023 - 04 Jul 2023||$425.00||US State Taxes 13.50%|
|Summer||05 Jul 2023 - 05 Aug 2023||$390.00||US State Taxes 13.50%|
|Late Summer||06 Aug 2023 - 13 Aug 2023||$385.00||US State Taxes 13.50%|
|Regular||14 Aug 2023 - 31 Aug 2023||$260.00||US State Taxes 13.50%|
|Labor Day||01 Sep 2023 - 04 Sep 2023||$350.00||US State Taxes 13.50%|
|Regular||05 Sep 2023 - 30 Sep 2023||$257.00||US State Taxes 13.50%|
|Regular||01 Oct 2023 - 31 Oct 2023||$285.00||US State Taxes 13.50%|
|Regular||01 Nov 2023 - 21 Nov 2023||$295.00||US State Taxes 13.50%|
|Thanksgiving||22 Nov 2023 - 25 Nov 2023||$700.00||US State Taxes 13.50%|
|Regular||26 Nov 2023 - 21 Dec 2023||$280.00||US State Taxes 13.50%|
|Christmas/New Year||22 Dec 2023 - 28 Dec 2023||$700.00||US State Taxes 13.50%|
|Christmas/New Year||29 Dec 2023 - 01 Jan 2024||$800.00||US State Taxes 13.50%|
|Regular||02 Jan 2024 - 07 Mar 2024||$365.00||US State Taxes 13.50%|
|Spring Break||08 Mar 2024 - 13 Apr 2024||$550.00||US State Taxes 13.50%|
|Regular||14 Apr 2024 - 23 May 2024||$340.00||US State Taxes 13.50%|
|Memorial Day||24 May 2024 - 26 May 2024||$500.00||US State Taxes 13.50%|
|Regular||27 May 2024 - 06 Jun 2024||$325.00||US State Taxes 13.50%|
|Summer||07 Jun 2024 - 02 Jul 2024||$450.00||US State Taxes 13.50%|
|4th of July||03 Jul 2024 - 06 Jul 2024||$550.00||US State Taxes 13.50%|
|4th of July||07 Jul 2024 - 17 Aug 2024||$450.00||US State Taxes 13.50%|
|Regular||18 Aug 2024 - 29 Aug 2024||$300.00||US State Taxes 13.50%|
|Labor Day||30 Aug 2024 - 01 Sep 2024||$500.00||US State Taxes 13.50%|
|Regular||02 Sep 2024 - 19 Nov 2024||$320.00||US State Taxes 13.50%|
|Thanksgiving||20 Nov 2024 - 23 Nov 2024||$800.00||US State Taxes 13.50%|
|Regular||24 Nov 2024 - 19 Dec 2024||$300.00||US State Taxes 13.50%|
|Christmas/New Year||20 Dec 2024 - 26 Dec 2024||$700.00||US State Taxes 13.50%|
|Christmas/New Year||27 Dec 2024 - 01 Jan 2025||$800.00||US State Taxes 13.50%|
|Regular||02 Jan 2025 - 04 Jan 2025||$290.00||US State Taxes 13.50%|
The following booking options are available for the property:
Cleaning Fee 225.00 Per Booking
Booking (Processing) Fee 4.00 Pct
Livin' the Dream is 3/4 mile walk from the pool/clubhouse and there is always plenty of parking if you prefer to drive.
Windsor Hills is very close to the ESPN Sports Complex, Disney and other area attractions.
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 can also offer service staff for your event - just ask for details!
We had a wonderful stay! The communication with Laura was prompt and everything was clean and tidy at arrival. The check in process was easy and allowed for all our families to have a wonderful Orlando vacation.
Jeff - 10 Jun 2022
Laura is a really great host. Extra thorough with communication and eager to make our stay as comfortable as possible. Very kind and thoughtful! The house was so convenient to Disney. Great location and nice and spacious for our group of 12. The attached pool was so wonderful!
Jenna - 07 Jun 2022
Stop looking & stay here!!! We loved our stay. The house is super clean & in a gated community. It is a short 15 min drive to Disney. We were able to use the pool (heated) & hot tub in February. My kids loved the kids themed bedding & the game room. Owner is fantastic & super quick to respond to any emails.
Brandy - 12 Feb 2022
This was an amazing home to stay in! Our family visited Disney World the week of Thanksgiving and this home provided us with everything we needed to complete our trip. The amenities in the resort were amazing and out hosts ensured we had everything we needed to feel at home. We traveled with 3 little ones and this home had all we needed for our little ones to be comfortable and had all the necessary items children require for travel. Our hosts were spot on when it came to communicating with us and we�re available whenever we had any questions. We plan to stay with them again for any future vacations our family plans! My little ones especially enjoyed the bedding we got to choose for them. I highly recommend this home for anyones vacations. Thank you Laura and Fred for helping to make this vacation more magical for our family!
Jessie B. - 24 Nov 2021
What a dream home! The perfect location. First time ever booking a home to stay at for a Disney/SeaWorld vacation. Very clean! House was very welcoming nice and updated decor. It was nice to not live out of luggage while on vacation. So much space! Game room and pool was perfect for nights after the parks. Laura was a wonderful host, and very responsive! I would definitely recommend and will stay again when in the area. Beats hotel stay by far! Thanks for everything!
Jennifer P. - 01 Oct 2021
We had a full house on our recent trip but it still felt like plenty of room! We loved the two levels and how the rooms were big enough for multiple people. We didn�t feel cramped at all. The game room was such a wonderful feature for the kids and the pool in the back yard was used constantly! Working with Laura was super easy and a blessing! She was super responsive when we had an issue with the washer early in our week but it was resolved immediately. We would definitely stay In this home again or in another of her properties!
Courtney M. VRBO - 03 Aug 2021
I�m happy to write this review and highly recommend this property and Laura as a host! From the moment we booked the location to our actual stay last week Laura was very accommodating and helpful throughout the entire process. This was our first time staying in the area and everything was as described. The home was perfect for our large family and the kids really enjoyed having the pool. We will definitely be staying here next time we are in Orlando.
Alexa, PA - 05 Jul 2021
Laura�s place is more beautiful and comfortable than the photos describe. My family lived in the house for a month. I say lived instead of stayed because it really did feel like home and had everything we needed to have fun, work, and remote school. Hope to stay again
Gina - 03 May 2021
�My family and I have rented a few houses in the Kissimmee/Orlando area and Laura�s home was BY FAR the best we have stayed at. So many thoughtful touches, plenty of towels (bathing and pool), and even a welcome basket with snacks. The beds we comfy and unlike many houses the sheets were soft and not overly starched. There were two issues that happened with the house (not by any fault of the host) during our week long stay and Laura�s response and action to fix them were surprisingly quick. We will definitely be choosing one of Laura�s homes again the next time we visit.�
Crystal - 03 Apr 2021
�Great host, house, location, and amenities. Perfect for families! Laura answered all our questions immediately. We loved it so much that we actually extended our stay an extra night. Highly recommend. Truly a �5 Star� experience. We�ll definitely be back.�
Caleb - 22 Aug 2020
This is a great house! We were here from Thursday- Sunday and never even left the house during our stay. The Pool deck is great and you have everything possible to have a very comfortable stay! The kitchen has everything you need to cook. The complex is great with lots of greenery and Laura is very quick at responding and always helpful! We really had a great time! Highly recommend it.
Paola - 06 Jul 2020
OMG... OMG.. I can�t say how AMAZING this place is! It�s better than the pictures! You have every dish/utensils you can want for.. including a pizza cutter ❤️ Enough dishes for a small army. Rooms are clean and have TVs. Pool and hot tub are WELL taken care of and have pool toys as well. If you are reading this review.. PUSH THE BUTTON AND BOOK THIS PLACE! I promise you will not be disappointed! Check in process was seamless and we even had a snack basket waiting. My family will be booking again!
April, LA - 24 Apr 2020
My family had a lovely experience with Laura and this rental. The home was perfectly situated for what was to be a great family Disney vacation. Unfortunately the Covid pandemic put an end to Disney plans however the rental was perfect. It was spotlessly clean upon arrival, had all the amenities of home and full sunshine in the lovely back yard all day. While our trip may not have gone as planned the property owner kept up open communication throughout and went above and beyond to make sure she was available if we needed anything. We will definitely be renting from Laura again in the future. Thanks Andi & Family
Andi - 14 Mar 2020
Amazing home! We felt like we were staying at a four star hotel! You literally melt into the beds from how comfortable they are! The hosts were extremely communicative and the location is fabulous! Super clean and up to date!!! 5*
Betty - 06 Oct 2019
This home was beautiful! We had a wonderful time the area is great and the house is wonderful plenty of room for everyone and the pool was amazing as well. The watersides and pool at the clubhouse were great also and my kids had a blast. Will be renting again for sure! The owners are so nice and kind! 10 Stars!!!
Cassandra - 08 Aug 2019
Wonderful property. Helpful and friendly owners . Would stay again ! Attention to detail !
Tammy - 09 Jul 2019
The best AirBnB ever! My girlfriends and I had the most amazing time. The house was stunning and in immaculate condition. Next time we are planning a trip to Orlando we will be sure to look up this home again!! Laura is wonderful and was such a pleasure to talk to. 10/10!
Katie - CA - 02 Jun 2019
Perfect house for multiple families to get together for vacation, plenty of space for everyone to have their own space and still be together at the same time. House was super clean and was stocked with everything we could have needed. Game room in the garage was the perfect finishing touch to keep all entertained! will definitely look to stay again next time we all come together for a family trip! Laura was a fantastic host... Thanks Laura!!
Meagan - 20 May 2019
�I can�t say enough great things about this host and villa! From the beautiful, clean and well decorated villa, to the small details throughout the home. There was a basket of snacks to welcome us on arrival, which after a long drive with hungry kids, was a life saver as we unpacked. The villa has ample pots, pans, utensils and small appliances to allow for eating in. The game room was a big hit after a long day at the parks. Laura is very fast to respond with any issues/requests. We loved our stay here and plan to return again.�
Cheryl L. - 22 Apr 2019
If you are looking for the perfect off Disney property to stay, look no further! Laura�s house is amazing! From the bedrooms, to the Disney bedding, to the games room, to the community water park , we had no problem finding something to do. We were literally 13 minutes from Magic Kingdom and spent a day at the community pool/water park. We even had space left over in the house to fit more people! I highly recommend this house as the perfect Disney escape!
Christin G., Toronto, Canada - 24 Mar 2019
We want to relay what an amazing experience we had with renting �Livin the Dream� at Windsor Hills from Laura and Fred Jury for our extended family trip. Laura assisted us through the booking process and was more than helpful providing tips and suggestions leading up to the check in date including offering an early check in as no guests were at the house on the day of our arrival. The custom electronic guide book and the information / instruction binder were very helpful as was the welcome basket for those that remained at the house while we went and picked up our supplies for the week at the Walmart a couple minutes away. The first impression of the house was terrific as the cleaning staff had left it absolutely spotless and the pictures online were accurate or even understated. The house is equipped with everything we needed including a large refrigerator and an excellent barbecue. The beds are all comfortable and we were even able to pick from a few selections for the kids bedding. The pool heat was perfect and the outdoor area was more than comfortable for our group. The location is perfect for Disney or Universal and the resort pool and slides are great for a day of relaxing away from the parks. The security is great and we all felt at ease walking through the Windsor Hills area. All in all this is truly a 5 Star spot to stay and will be our first inquiry on our next trip to the area and one we would not hesitate to highly recommend to family and friends.
Jerry & Micheline L., Canada - 25 Feb 2019
Whoa! This place is amazing! My girlfriend and I were traveling with our 2 medium sized dogs. This place has it all! The place feels like a home, and everything has been thought of. Laura is lightning fast to answer any questions, and wanted to ensure that we had a 5 star stay. The hot tub, pool, game room, and comfy couches were highlights for us. Our dogs were very comfortable right away, and there is a huge lot across the street to walk them. We only used one room, but all rooms looked well appointed and comfy. We liked it so much, we may be buying a house in the same community. It�s safe, quiet, close to everything and has great public areas to check out. Thanks again for a great stay!
Fred B. - Nantucket, MA - 16 Feb 2019
"I have stayed in hotels, motels, resorts, houses, and with family on vacation and for work. This time I chose to take my staff to Orlando for the Annual PGA Merchandise Show. Let me tell you, finding a place to stay for 6 people for a week is not easy. This is where �Living the Dream� comes in... This house/home is perfect! Laura has done something special here. Every room has the amenities of a 5 star resort, but feels like home. I personally enjoyed how each room is spaced apart, so there is no noise coming from any other room. The house is very nicely decorated and not overdone. This really makes you feel like this is your home for the week. The bathrooms are elegant and huge with more than plenty of towels. The game room has a pool table, air hockey and video games. Really brought the kid out in me again! I couldn�t have asked for a better place to stay during my trip. I can�t wait to go back. Why even bother looking for somewhere else. This is it for me! Thank you to our host Laura! She was always one phone call or text away. It almost felt like she lived next door. We had an amazing time!" Thank you Christopher! Our goal was that guest would feel it was their home, so it makes me so happy you felt that. I'm also glad you found me available when needed and enjoyed the luxuries we chose for the home. We can't wait to welcome you back again!
Christopher R., Bossier City, LA - 27 Jan 2019
�Laura�s place was an absolute DREAM. If you are planning a Disney vacation, this place is a MUST. This is not my first Airbnb rodeo, but this has by far been one of the best. Laura was incredibly accommodating, GREAT communicator, and truly one of the most professional hosts I�ve experienced. The home is beautiful, spacious, very clean and only 10mins from Disney. There is a screened in PRIVATE pool that alarms when you open the door w/out pressing an alert button. This alerts adults if small children have gone out by the pool w/out supervision. We didn�t have kiddos with us, but when I told my sister this feature (she has 3 small children) she added it to her stay list of Orlando. We�re already looking to book this for our next family reunion. The game room is an amazing addition. We stayed for my friends bachelorette and Laura was sweet enough to add chick flick movies. The neighborhood is exceptionally safe, with the only downside being that security takes their job a little too seriously. Laura was prompt in making quick adjustments if they gave us any trouble, supplying vouchers, etc, and I was amazed at her attentiveness. We used uber/Lyft to get around, but I�d imagine having your own car would make things a little easier. However, using Lyft was a cheaper option then renting a car and very doable! The place is close the parks and stores, it ended up saving us a lot more money than paying for parking at Disney. I wouldn�t have done it any other way. That being said, every single one of our party was blown away by this place and truly felt it deserves an incredible review. We were bummed we couldn�t take our host out to dinner to say thank you! It was hard for us to leave, but hope to return here for our next Orlando trip." Thank you Clare! It thrills me to hear you found it to be "one of the best"! We really tried to think of adult groups & families when we set it all up. We're glad you enjoyed your stay and would absolutely welcome you again!
Clare S., Baton Rouge, LA - 21 Jan 2019
Last Updated - 1 day ago