Windsor Hills Updated 5 Bed Home With South-Facing Pool, Lake View, Games Room!
Located on the renowned Windsor Hills Resort in Kissimmee and just 5 miles from Disney World, this beautiful home sleeps a maximum of 10 guests and has 5 bedrooms each with an en suite bathroom and flatscreen TV, a cool games room and a fantastic south-facing pool with lake views and the benefit of no rear neighbors.
This property is a short walk (700 feet) to the resort’s fantastic clubhouse (spa, fitness, tennis courts etc) and lagoon-style pool complete with water slide plus water park play area.
The interior of this property has been recently restyled throughout in a contemporary style. The impressive entrance hall leads into the family room with a large flat screen TV, sofas and sliding doors leading out to the beautiful pool deck.
There is a beautiful large new kitchen, fully equipped with everything you need for at-home dining including a stainless-steel dishwasher, oven and hob, microwave, fridge/freezer, coffee maker, toaster, kettle, blender etc. The kitchen also features a large table and chairs set for 6 with views to the front of the property. There is also a separate formal dining area which seats 6.
There are 3 bedrooms on the lower level – 2 spacious king suites plus a Star Wars-themed twin room. Both primary suites feature king size beds, flat screen TVs, views over the pool and spacious en suite bathrooms with twin sinks, WC and shower. The twin room has a cool Star Wars theme along with a flatscreen TV. There is also a Star Wars-themed bathroom with bath/shower right next door to the twin room.
Head upstairs and you will find two further bedrooms including a fun Disney-themed twin room and an attractive queen room. Both bedrooms have flatscreen TVs and private en suite bathrooms with tub/shower.
Step outside onto the fabulous south-facing pool deck with a private pool and spa with views over a lake and the benefit of no rear neighbors. The pool deck also features a shaded dining area with a table and chairs set and sun loungers. The pool can be heated (optional extra) and has a pool safety fence for families with small children.
The garage has been converted into a fun and spacious games room complete with a top-quality pool table and table football. There are also sofas for relaxing.
The property includes a pack & play and highchair for babies. It has air conditioning throughout, free Wifi and a laundry room with a washer and dryer and ironing facilities. There is parking on the driveway in front of the property for two cars.
This beautiful home is walking distance from the impressive clubhouse and resort amenities including a large lagoon communal pool, spa, fitness, tennis courts, picnic area, shop, kids’ play areas, bar, shop and more. The Windsor Hills resort is a 24/7 gated community just moments from the 192 Highway (offering endless restaurants and dining options on your doorstep) and is also less than 5 miles to Disney World.
Resort Entry: The Windsor Hills resort limits each reservation to a maximum of three vehicles/drivers which must be registered with them before your day of arrival.
IMPORTANT BOOKING TERMS: 1. The max. occupancy of the home is 10 guests plus 1 baby (under 2 years). This limit MUST NOT be exceeded at ANY TIME and is strictly enforced due to the home insurance and fire regulations. Breaking this limit cancels the reservation, all guests must leave immediately, no refund of any remaining nights given. 2. Only Guests included on the reservation are authorized to be in the home. No external visits from friends or family are permitted, even if this is below the maximum occupancy, unless confirmed in advance with us. 3. Strictly no parties, events or gatherings. The Sheriff has powers to evict all guests from the home for breaking this rule, there will be no refund of any remaining nights. 4. The homeowner does not accept young adult/student groups under the average age of 25. 5. No smoking, vaping or cannabis on the property including the pool deck. 6. No EV charging from the home supply. 7. Resort and community facilities associated with the home are owned and operated by the HOA, any limits or closures are beyond our control. 8. This is a quiet residential community. Please always keep noise at a considerate level, the HOA enforces quiet hours from 10pm - 7am. 9. No street parking permitted, the HOA does tow at the vehicle owner's liability. Two vehicles can park on the driveway, a third vehicle can park in a line marked space on the community but NOT on the street. 10. Windsor Hills enforces a strict maximum vehicle limit of 3 vehicles/3 driver names per reservation. 11. We do not accept reservations that check-in on December 25th.
CANCELLATION POLICY: The VRBO cancellation policy applies to all reservations with no exceptions. We strongly recommend that you take out trip insurance. We do not offer refunds for illness, weather, travel issues, bereavement etc, so please take out your own trip coverage.
SUPPLIES PROVIDED: The home is self-catering. We provide an initial starter pack free of charge to help you on your first night that includes 2 rolls of toilet paper and 1 small soap per bathroom, 1 kitchen paper roll, 3 dishwasher tabs, 1 kitchen sponge, 3 kitchen trash bags and 1 laundry detergent tab. All provisions beyond this are the guest’s responsibility to bring with you/purchase locally. We do not supply additional/unlimited toilet paper, toiletries or cleaning products.
POOL HEAT: The pool can be heated and is an additional $40 plus tax per day for the minimum of 3 consecutive nights, please book pool heat in advance. If you book after your arrival, the pool takes around 24 hours to get to temperature and there is a $25 call out to come and switch it on for you.
Pool heat is set to 87 degrees (this is not warm to the touch, it is set to keep the chill off the water and raise it from its natural temperature in the 60s). Temperatures cannot be set higher due to sanitary regulations. If your pool has a spa, pool heat is required for the spa to be heated. The spa is set to 99 degrees and is activated with the timer dial switch on the wall.
We cannot be held responsible for failure of the pool heating equipment or issues caused by weather conditions. During the winter months when temperatures are in the 50s and below, this will affect the ability of the pool heaters to keep the pool to temperature.
Guests will still be charged for the pool heat, as the pool heater will be running, so it is down to the guest to decide if they then wish to cancel their remaining days of pool heat – we must be notified if they wish for us to switch it off. Refunds will be given on any unused days of pool heat. By booking pool heat the guests agree that no compensation will be given due to faulty pool heaters or bad/cold weather.
We suggest guests check the weather forecast for temperatures before their upcoming stay and then cancel pool heat accordingly if they feel it will be too cold.
GRILL HIRE Due to insurance limitations, the home is not listed as having a grill. If you need a grill, please ask us for the details of a local company where you can book a grill online with them. If you do bring/hire a grill, we ask that it is used at the side of the home on the grass and not on the pool deck as the pool screens are a fire hazard.
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Windsor Hills
Beautiful 5 Bed/5 Bath, South Pool and Spa Home with free heat, Quick to Disney
No groups of young adults or students under the average age of 25.
Strict max. occupancy of 10 plus a baby. No visitors permitted at any time. Maximum of 3 cars allowed. Drivers must be pre-registered at the gate.
No smoking, vaping or cannabis on the property including the pool deck.
Important information
You need to know
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a deadlock
About the area
Kissimmee
Located in Windsor Hills, a neighbourhood in Kissimmee, this holiday home is near theme parks and near a water park. Old Town and Flamingo Crossings Town Center are worth checking out if shopping is on the agenda, while those wishing to experience the area's popular attractions can visit Walt Disney World® Resort and Disney's Hollywood Studios®. Travelling with kids? Don't miss Disney's Blizzard Beach Water Park and Disney's Animal Kingdom® Theme Park. Take the opportunity to explore the area for water adventures such as swimming.
Disney's Animal Kingdom® Theme Park - 7 min drive - 4.2 km
Disney Springs™ - 11 min drive - 13.4 km
Magic Kingdom® Park - 14 min drive - 15.0 km
Getting around
Kissimmee Station - 26 min drive
Kissimmee, FL (ISM-Kissimmee Gateway) - 23 min drive
Restaurants
McDonald's - 4 min drive
Starbucks - 3 min drive
Del Taco - 4 min drive
Osaka Bay Buffet - 3 min drive
Sickies Garage Burgers & Brews - 4 min drive
Frequently asked questions
Does Windsor Hills Updated 5 Bed Home With South-Facing Pool, Lake View, Games Room! have a pool?
Yes, this property has an outdoor pool. Pool types include heated pools.
How much does it cost to stay at Windsor Hills Updated 5 Bed Home With South-Facing Pool, Lake View, Games Room!?
As of 8 May, 2026, prices found for a 1-night stay for 2 adults at Windsor Hills Updated 5 Bed Home With South-Facing Pool, Lake View, Games Room! on 9 Aug, 2026 start from S$438, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.
Is Windsor Hills Updated 5 Bed Home With South-Facing Pool, Lake View, Games Room! pet-friendly?
No, pets are not allowed at this property.
How much is parking at Windsor Hills Updated 5 Bed Home With South-Facing Pool, Lake View, Games Room!?
On-site parking is available at the property.
What time is check-in at Windsor Hills Updated 5 Bed Home With South-Facing Pool, Lake View, Games Room!?
Check-in begins at 4:00 PM.
What time is check-out at Windsor Hills Updated 5 Bed Home With South-Facing Pool, Lake View, Games Room!?
Checkout is at 10:00 AM.
Where is Windsor Hills Updated 5 Bed Home With South-Facing Pool, Lake View, Games Room! located?
This family-friendly Kissimmee holiday home is located in Windsor Hills, within 3 mi (5 km) of Island H2O Live! and Walt Disney World® Resort. Mystic Dunes Golf Club is 2.9 mi (4.6 km) away.
Reviews
9.8
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
the only complaints we have are the shower heads in the 2 master bedrooms.as well, we did not appreciate the exterminators entering the house in our absence. we had no notice that anyone was coming in.
suzanne w.
Stayed 6 nights in Feb 2026
Response from VrboOwner on 20 Mar, 2026
Thank you for the 5-star review, delighted you loved the home. We will take a look at the shower heads, they can easily get clogged with the hard water - please let us know at the time as then we can assist while you are here. The pest control is explained in the info folder, sorry to hear you missed that. Glad you had a 5 star stay!
We had a lovely long weekend at this lovely home. Everything was as depicted in the pictures, and the property manager was communicative and gracious. You can’t beat the location and the amenities. It was the perfect spot to explore nearby amusement parks and also to you have space to relax and enjoy the family. Highly recommend!
Sarah V.
Stayed 3 nights in Oct 2024
Response from VrboOwner on 21 Nov, 2024
Thank you so much for the 5-star review, Sarah, we are so pleased you had a great stay and loved the home and location so much!
We thoroughly enjoyed our stay at this rental! We will definitely be staying here again in the future. So close to everything Disney, along with gift shops, restaurants, and Walmart for convenient grocery pick up so I didn’t have to spend my vacation grocery shopping! The owners were super responsive to my (many) questions. Great experience overall and we will for sure be coming back!
Jessica A.
Stayed 4 nights in Feb 2022
Response from VrboOwner on 5 Mar, 2022
Thank you so much for the 5-star review, Jessica! We are so pleased that you had a good stay and enjoyed the home and location, that is wonderful! We look forward to welcoming you back!
We thoroughly enjoyed our stay at Windsor Hills. The house was very spacious and suited our needs. We had a few hiccups with the pool and the door; however, what could be resolved was resolved. We appreciated the attentiveness.
Sylvia D.
Stayed 21 nights in Jan 2023
Response from VrboOwner on 21 Feb, 2023
Thank you for the 5-star review, Sylvia, we are so glad you loved the home and had a great stay! Also happy we could assist when you locked yourself out the home, and also with topping up the pool level. Thanks again for booking with us!
Plenty of room for us 8 adults and 2 children. Matt & Kate, your home was a perfect setting for our Family Vacation. Away from the heavy traffic, yet close to just about everything... shopping, dining, Disney. Glad we decided on the heated pool 😊... Thank you for sharing your home.
Cecil V.
Stayed 6 nights in Feb 2024
Response from VrboOwner on 14 Mar, 2024
Thank you, Cecil, we are so pleased you had a great stay and enjoyed the home and location so much!
Verified
10/10 Excellent
Kevin L.
16 Jun, 2018
A great family home when visiting Orlando
House was exactly as represented in pictures and descriptions. Would recommend to anyone. We have rented many places in Windsor Hills from one bedroom and up based on how many of the family are able to get time off. This is a well appointed home 5 bed 5 bath that hits the mark. Will rent again in the future when the need for that many beds arise.
Kevin L.
Stayed 5 nights in May 2018
Response from VrboOwner on 28 Mar, 2020
Thank you, Kevin, for your fantastic review! We are so pleased you had a great stay and we look forward to welcoming you and your family back soon.
The property was just as you see in the pictures. Received all instructions on checking in and had no issues. We had some relatives who live in Florida come and stay as well and they made their check-in and car registration a breeze. The house was clean and comfortable. Pool was used every day!! It's location is extremely convenient to tons of restaurants, stores and especially all the Disney and Universal Parks. Thank you for allowing us to stay.
Karen D.
Stayed 8 nights in May 2022
Response from VrboOwner on 8 Jun, 2022
Thank you for the 5-star review, Karen, we are delighted you loved the home and had a great stay! Thanks again for booking with us!
Me, my wife, and our 3 kids stayed at this property for a spring break trip to Disney and couldn't have been happier with it. The pool was great, everything was SOOOO clean, and description of the property was spot on. We didn't take advantage of all the Windsor Hills amenities, but they looked like fun too. Really nothing that I would change about the place. A/C worked fine; kitchen was well equipped, plenty of towels, washer/dryer was in great shape. Can't go wrong here.
Matthew L.
Stayed 8 nights in Apr 2023
Response from VrboOwner on 7 May, 2023
Thank you so much for the fantastic 5-star review, Matthew! We are so happy you loved the home and had a great stay!
Verified
10/10 Excellent
Lynn N.
19 Mar, 2019
Lovely Rental near Disney Parks
The location of this home made visiting the Disney parks very easy. The home is well maintained and comfortable. The kitchen was well stocked with plenty of dishes, silverware etc. There was nothing we needed that wasn't supplied. I especially appreciated the large washing machine. The manager of the property, Matthew, communicated with us immediately with any questions we had. Very nice to work with him. The community pool was a big hit with the grandchildren. I would rent this home again if our travels bring us back to Orlando.
Lynn N.
Stayed 7 nights in Feb 2019
Response from VrboOwner on 28 Mar, 2020
Thank you, Lyn, we are so pleased you had a great vacation and enjoyed your stay in the home! We hope to welcome you back in the future.
Verified
8/10 Good
Jo Anne A.
26 Feb, 2018
Great house for the price. Close to Disney
We enjoyed this house. There were 8 of us and we had plenty of room. Each bedroom has its own bathroom. It was close to Disney and very close to shopping and restaurants. It was a very good choice for us. The only negative was the situation with the pool and spa. Just be sure you have all the details about how the pool and spa work. It didn't seem to get warm enough. Other than that the house and our stay was great. Jo Anne Armstrong, Dawsonville, GA
Jo Anne A.
Stayed 6 nights in Jan 2018
Response from VrboOwner on 11 May, 2020
Thank you Jo Anne, we are delighted to hear you enjoyed the house and location! Please note, guests do not need to worry about the pool and spa setup as we set this ready for your arrival. Jo Anne stayed at the home during an especially cold Florida winter and queried the pool temperature, however it was tested twice by us as well as the pool maintenance company during her stay and despite the very cold weather, the pool was confirmed to be running at the correct heated temperature of 86 degrees.
The location of this venue was great for a family. I was unhappy with a few things like the microwave not working, a dining chair being gone, and the couch being dirty. All were minor except it was a huge inconvenience not to have a working microwave with children. Having a bathroom in each room was likely my favorite part with a family.
Tania B.
Stayed 4 nights in Aug 2021
Response from VrboOwner on 24 Aug, 2021
Glad you liked the home but as I explained to you when I came straight out to assist you with the microwave, as you could see it was a new microwave and a power surge from an electrical storm caused it to fuse and break so it was beyond our control - a new microwave had to be ordered which could not be fitted during the last day you reported it to me. The sofas are leather and clean, you told me you found some crumbs that had fallen into a deep crease that was exposed when you sat down - we apologized but of course this could be easily missed. Just to note the home still had 11 indoor dining chairs - one more than the number of guests permitted - and a further 6 dining chairs outside!
We have just got back from a perfect 2 week stay at this beautiful villa! The villa itself is in a fabulous gated community with a lovely pool area and club house, and is ideally located for the Disney parks, shopping and a variety of restaurants.
The villa itself is very well equipped, with the kitchen having everything you need if you want to self cater, a great games room in the garage and really comfortable sofas and beds! Also having an ensuite to every bedroom was ideal for our mixed age family and there was plenty of linen and towels for everyone.
The one thing I want to mention, apart from the great villa, is the fantastic communication and help from Matt & Kate. From the minute we booked the villa until the day we left they were brilliant! Any questions or issues we had were replied to and handled so quickly, easily and without any stress. Thank you to you both!
Debbie S.
Stayed 14 nights in Oct 2022
Response from VrboOwner on 3 Nov, 2022
Thank you so much for the wonderful 5-star review, Debbie! We are so happy you loved the home and location and had such a great stay! It was a pleasure to host you and we hope to see you again one day! Thanks again!
Verified
10/10 Excellent
Peter E.
17 Mar, 2018
Great place to stay
The house was laid out well, organized and clean. We’ve been coming for a conference annually and will definitely check back to see if this house is available. The kitchen has everything you need. The house was the cleanest of any homes we’ve rented so far. Nice pool and spa (not super warm even with the heater) and in a great little community. Super close to a grocery store and everything else In Orlando.
Some possible concerns: It is close to other homes on the row so there is no backyard privacy, some hedges would be nice. You can hear your neighbors very well. The family next door had kids swimming till 11 and they were loud. There are also two trees that provide some shade to the south facing pool. Some people like the sun others do not so the abundant shade will either be a plus or negative. We would have preferred less shade in February.
We would definitely come back!
Peter E.
Stayed 4 nights in Feb 2018
Response from VrboOwner on 28 Mar, 2020
Thank you, Peter, we are so pleased you enjoyed the home! Yes, unfortunately the two trees you mention have grown rapidly in the last six months - in fact, at our request the HOA are completely removing both trees (April 2018) to give unrestricted lake views and sunshine. As a family vacation resort, unfortunately some guests can be less considerate than others - it sounds as though the family staying next to you were violating the HOA rules by making noise in the pool at night and could have been reported to help put a stop to this. As with other Windsor Hills homes, the property does not have hedges, as per the property photos. The spa in the pool is not a hot tub and is heated to 97 degrees - it was a cold February this year, just call us while you are here for queries like this and we will happily check it for you. Thank you again and we look forward to welcoming you back in the future!
Awesome stay at Kate and Matt's wonderful close-to-Disney villa
We are a family of 4 (my wife and I, plus 2 grown up boys) and we spent four terrific nights in this Windsor Hills villa. This is a great place to base yourself for your Disney vacation.
The villa itself is huge (5 beds – two of them Disney/Star Wars themed) with a good-sized pool, a south-facing rear aspect that gets the sun all day long, a generous pool table and gaming room in the converted garage, a well-equipped kitchen, and a great open plan design.
The villa is 10 minutes from Animal Kingdom and around 15 minutes from the other Disney Parks. Having stayed in many other villas on other developments, we have not been as close to Disney as Matt and Kate’s villa is.
Our communication with Kate and Matt prior to our trip and then during our trip was excellent. They are very responsive, knowledgeable and eager to help.
We found the villa spotless and clearly well cleaned when we arrived, and stocked with the basics to get us going. There is a Walmart 5 minutes away and a Publix (much better for groceries) around 12 minutes away.
We thoroughly recommend this villa to other Disney vacationers and we will return just as soon as we can.
Nick P.
Stayed 4 nights in Mar 2023
Response from VrboOwner on 20 Apr, 2023
Thank you SO much for the wonderful 5-star review, Nick, we are so happy you enjoyed the home and location! It was a pleasure to host you and we hope to see you again here soon! Thanks again!
Our group of 6 stayed here for about a week and it was exactly as the pictures showed. We felt safe in the gated neighborhood, the house was in great condition, and the communication with the owners was always helpful, positive, and they were quick to respond to messages.
Just read through the description of what is provided and you’ll know exactly what to expect. There are no surprises if you read thoroughly. We had no problems with the temperature of the AC (and we were there when it was humid and well into the 90s). If you are a hot sleeper, there are fans in some of the closets. The pool was a refreshing treat at the end of a long, hot day at Disney!
We didn’t have time to use the game room but it would have been the first thing we did if there was a full day of bad weather! It was nice to know it was there if needed.
We had a non-Disney day and spent it at Siesta Key Beach. It’s was gorgeous, warm, and worth the 2 hour drive!!
We’d stay here again if we elate in the area again!
Kristine L.
Stayed 6 nights in Jul 2023
Response from VrboOwner on 5 Jun, 2025
Thank you for the 5-star review, so glad you had a great stay!
We had a wonderful stay at this property! The owners are fantastic; very helpful. The home is very well equipped for everything. We loved the pool and spa after a long day at the parks or on our days off. The beds are so comfortable. Was so convenient to have a bathroom for every bedroom. We couldn’t have asked for a better property to stay at for our two week vacation with our family. We would not hesitate to stay here again!
We thoroughly enjoyed our stay. We would stay here again!
Stephen C.
Stayed 11 nights in Feb 2022
Response from VrboOwner on 21 May, 2022
Thank you for the 5-star review, Stephen, delighted you had a great stay!
About the host
Hosted by Matthew Williams
Absolute Homes is a family-run property management and vacation rentals business based in Davenport, Florida. We are British and have over 20 years' experience in the property management industry. We pride ourselves on offering a personal service to our clients and offer a portfolio of high-quality vacation homes.
What makes this property unique
With a south-facing pool deck, lake view, no rear neighbors, a games room, walking distance to the clubhouse amenities and just a few miles from Disney World, this stylish home has everything you need for your dream family vacation!
Languages:
English
Premier Host
They consistently provide great experiences for their guests