Newly Updated Windsor Hills Resort 5 bed/5 bath Pool Home, Disney 5 Miles! | House in Kissimmee, FL

Exceptional newly updated 5-bedroom, 5-bathroom pool home with a private pool, no rear neighbors, short walk to the amazing clubhouse amenities and less than 5 miles from Disney World. This stylish home has everything you need for your dream Disney family vacation! All-new furnishings and decor upgrades throughout just completed in September 2025! Please read the full property description, booking terms and house rules stated below before sending a request to book.
Located on the renowned Windsor Hills Resort in Kissimmee and less than 5 miles from Disney World, this beautiful newly updated home sleeps 12 guests and has 5 bedrooms each with their own bathroom, a stylish lounge with pool views, two dining areas and a private pool with the benefit of no rear neighbors. This property is also walking distance to the resort’s clubhouse (gym, movie theater, games room, basketball, tennis etc) and lagoon-style pool complete with water slide.
The interior of this property has been newly furnished in a contemporary style in September 2025. The impressive entrance hall leads into the family room with a large Smart TV, L-shaped sofa and sliding doors leading out to the beautiful pool deck.
There is a spacious updated kitchen, fully equipped with everything you need for at-home dining including a dishwasher, stove, microwave, fridge/freezer, coffee maker, K-cup, toaster, kettle, blender etc. The kitchen also features a breakfast nook with table and chairs set for 6 with views to the front of the property. There is also a separate formal dining area that seats 8.
There are 3 bedrooms on the lower level – 2 stylish and spacious king suites plus a fun Disney Lion King-themed room with bunk beds for four children. Both stylish primary suites feature king size beds, Smart TVs, views over the pool, walk-in closets and spacious updated en suite bathrooms with twin sinks, WC and shower.
Head upstairs and you will find two further bedrooms - a Disney Princess-themed twin room with a Smart TV and en suite bathroom with tub/shower, and a Harry Potter-themed queen suite with a queen bed, Smart TV and an en suite bathroom with tub/shower.
Step outside onto the fabulous pool deck with a private pool and spa and the benefit of no rear neighbors. The pool deck also features a shaded dining area with a stylish new table and chairs set and sun loungers. The pool can be heated (pre-bookable optional extra) and has a pool safety fence for families with small children.
The property includes a pack and 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, water park*, play area, fitness, tennis courts, pickleball, basketball, picnic area, sundries store, kids’ play areas, bar 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.
* Windsor Hills Slide and Water Park Project is officially scheduled to begin on January 5, 2026, with an estimated completion date of February 13, 2026 or earlier weather permitting. Main community pool remains open, the Sir Windsor Aqua Venture slide area will be closed for the duration of the slide renovation work.
IMPORTANT: The Windsor Hills resort enforces a strict policy of a maximum of 3 cars per home. No additional cars are allowed to park at the home or anywhere on the resort. All three drivers must be registered in the resort gate entry system upon booking the home.
SUPPLIES PROVIDED:
All our homes are 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 bag per small bedroom bin and 1 laundry detergent tab. All provisions beyond this are the guest’s responsibility to bring with them/purchase locally. We do not supply additional/unlimited toilet paper, toiletries or cleaning products.
IMPORTANT BOOKING TERMS:
1. The max. occupancy of the home is 12 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 depart, 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 as the HOA enforces towing and fines at the vehicle owner's liability.
10. Windsor Hills enforces a strict maximum vehicle limit of 3 vehicles/3 driver names per reservation.
11. Windsor Hills Slide and Water Park Project is officially scheduled to begin on January 5, 2026, with an estimated completion date of February 13, 2026 or earlier weather permitting. Main community pool remains open, the Sir Windsor Aqua Venture slide area will be closed for the duration of the slide renovation work.
12. 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.

Newly Updated Windsor Hills Resort 5 bed/5 bath Pool Home, Disney 5 Miles! is located in Windsor Hills. Newly Updated Windsor Hills Resort 5 bed/5 bath Pool Home, Disney 5 Miles! provides accommodation, featuring Air Conditioner, Security/Safety, Sports/Activities, among other amenities. This House features Air Conditioner, Security/Safety, Sports/Activities, to make your stay a comfortable one.

Newly Updated Windsor Hills Resort 5 bed/5 bath Pool Home, Disney 5 Miles! has 5 Bedrooms , 5 Bathrooms, and max occupancy of 12 people. The minimum rental for this property is 1 nights, but this can change depending on the season you plan on staying. Previous guests have given good rated it, and VRBO labeled it a top-rated House because of the excellent services rendered by the owner or manager of this House, and has consistently provided great experiences for their guests. Most families or guests that use it recommend it to their friends and some of them are repeat guests. House has a friendly neighborhood, and the Windsor Hills has interesting places to visit. If you want to learn more about the House in Windsor Hills, such as places to visit and things to do nearby, you can check below to learn more.