Spacious villa w/pool & game room near Disney

Experience upscale family fun in Windsor at Westside, just minutes from Orlando’s top attractions—20‑25 min to Disney World, 30 min to SeaWorld, 35 min to Universal Studios.

- Sleeps 11 | 5 bedrooms | 7 beds | 4.5 baths
- Private pool (heating fee applies)
- Free community water park & clubhouse
- Game room & Harry Potter media area
- Fully equipped kitchen w/ stainless steel appliances
- Indoor & outdoor dining, patio loungers

Experience upscale family fun in Windsor at Westside, just minutes from Orlando’s top attractions—20‑25 min to Disney World, 30 min to SeaWorld, 35 min to Universal Studios.

– Sleeps 11 | 5 bedrooms | 7 beds | 4.5 baths
– Private pool (heating fee applies)
– Free community water park & clubhouse
– Game room & Harry Potter media area
– Fully equipped kitchen w/ stainless steel appliances
– Indoor & outdoor dining, patio loungers

You step through the front door and immediately feel the openness of a home built for families and groups, with high ceilings that let the Florida light spill into every room. The themed bedrooms invite playful imagination, while the private pool glistens just beyond the patio, promising relaxed afternoons under the sun. A short drive takes you to Disney World, SeaWorld, or Universal Studios, making it easy to turn a day of adventure into a comfortable evening together. Sleeping arrangements - Master Bedroom (downstairs): 1 queen bed, sleeps 2 - Star Wars Bedroom (upstairs): 2 single beds, sleeps 2 - Mickey Bedroom (upstairs): bunk bed, twin over queen, sleeps 3 - King A Bedroom (upstairs): 1 king bed, sleeps 2 - King B Bedroom (upstairs): 1 king bed, sleeps 2 The five generously sized bedrooms provide a mix of privacy and fun, accommodating up to 11 guests. Each room is designed for restful nights after a day of theme‑park excitement. Living spaces & entertainment The living room offers ample seating for family gatherings, and the game room adds a lively spot for board games or video play. A dedicated Harry Potter media area lets fans unwind with movies or magical décor. Indoor and outdoor dining areas give you flexibility for meals, whether you prefer the kitchen’s stainless‑steel appliances or the patio’s fresh air. Kitchen & dining The fully equipped kitchen includes stainless steel appliances, a complimentary washer and dryer, and a dining room that comfortably seats a large group. Outdoor patio loungers invite you to enjoy breakfast with a breeze or an evening cocktail as the sun sets. Outdoor living Step onto the private pool deck, where a pool awaits with optional heating available for an additional fee. The community water park and clubhouse amenities are free for guests, adding extra splash‑time and recreation without leaving the neighborhood. Neighborhood & convenience Located in the sought‑after Windsor at Westside community of Kissimmee, the home sits just 20–25 minutes from Disney World, 30 minutes from SeaWorld, and 35 minutes from Universal Studios. The quiet, family‑friendly setting provides easy access to Orlando’s top attractions while offering a peaceful retreat to return to. Perfect for Large families, reunion groups, or friends traveling together who want a themed, spacious base with plenty of shared spaces, a private pool, and convenient proximity to the magic of Orlando.During your stay, you’ll enjoy full private access to the entire villa, along with complimentary use of all resort amenities.
We conveniently offer self check-in and check-out. Though we are not available in person, we are happy to answer any questions and help accommodate you to the best of our ability! Please note that our listing is a self-catering home, however, feel free to contact us through the messaging app with any questions and/or suggestions! :)

Discover Windsor at Westside, a vibrant and highly sought-after community offering an unforgettable family getaway. Just a short stroll from the clubhouse, this resort combines comfort, fun, and convenience for all ages. Enjoy world-class resort amenities including a sprawling pool, winding lazy river, exciting water slides, a separate splash pool for little ones, hot tub, volleyball and basketball courts, BBQ and picnic areas, and a large clubhouse with arcades, a bar & lounge, and more. Beyond the resort, the area is filled with plenty of shopping, dining, and entertainment options. And with Disney World and Orlando’s top attractions just a short drive away, everything you want is within reach. Easily accessible via State Road 192, US-27, and I-4, the resort is only 10 miles from Disney World, Animal Kingdom, and Orlando’s other iconic destinations.

Enjoy peace of mind in this gated resort community, where you can feel completely at home. The driveway can fit up to three vehicles parked side by side. Please note that the garage has been transformed into a game room, so indoor parking is not available.
Your vacation home is professionally cleaned and sanitized between each guest, with our team committed to the highest standards of cleanliness. If you would like to add pool and spa heating to your reservation, please let us know in advance, and we can coordinate to set that up for you. The cost for this amenity is $35 per day of stay, which will be invoiced separately. We kindly ask for at least a week's notice. During inclement (cold and/or rainy) weather we do not advise using the pool. The pool gets serviced weekly. Please note that, after it rains, there may be some debris that washes into the pool, which may cause the water to appear slightly discolored. A damage protection option is required for all reservations and is processed through our third-party system prior to arrival. Guests may choose either a $500 refundable security deposit (pre-authorized hold, not a charge, released after a damage-free inspection) or a non-refundable damage waiver of $20 per night (maximum $100 total), which covers accidental damages beyond normal wear and tear. Welcome to your spacious, luxury retreat in the prestigious Windsor at Westside resort community in Kissimmee, Florida. Perfect for large families and groups, this 5-bedroom, 5-bathroom home accommodates over 11 guests and offers a premium stay just a short drive from Orlando’s top attractions. Check-out is at 10 AM. Housekeeping is scheduled immediately after check-out to prepare the home for incoming guests. Late check-outs can impact cleaning schedules and may result in a fee of up to $300. As a self-catering home, we do not restock supplies during your stay. Each bathroom includes shampoo, conditioner, body wash, hand soap, and a single roll of toilet paper. The laundry room provides detergent pods for up to two loads, and the kitchen includes a paper towel roll, a few trash bags, dishwashing detergent, and a sponge. A coffee maker is provided, though coffee is not. Salt, pepper, and cooking oil are available for use. If anything is missing, please notify us upon check-in so we can replenish supplies. For your safety and privacy, a Ring camera is installed by the front door. We appreciate your understanding and cooperation, and we hope you enjoy a wonderful, worry-free stay!

1 guest

Gallery

Spacious villa w/pool & game room near Disney

Amenities

Air Conditioning

Baking Sheet

Bathtub

Beach Essentials

Bed Linens

Blender

Body Soap

Cable Tv

Carbon Monoxide Detector

Ceiling Fan

Cleaning Disinfection

Clothing Storage

Coffee

Coffee Maker

Communal Pool

Conditioner

Cookware

Desk

Important Information

Min Stay

1 nights

Max Stay

365 nights

Check in

From 4:00 pm

Check out

By 4:00 pm

Please note that in sunny Florida, with beautiful weather and greenery, come humidity and BUGS. (Yes, dare I say it…) These elements are a natural & very common occurrence! We have our property professionally sprayed for pests, but please remember to pack sunscreen and bug spray!

There is absolutely NO smoking and NO drugs allowed inside the home or elsewhere (inside or outside) on the property.

We can accommodate a maximum of 11 guests at any given time. It’s for your own comfort and the sanity of our cleaners 🙂

No third party bookings allowed, unless otherwise agreed upon in...

There is absolutely NO smoking and NO drugs allowed inside the home or elsewhere (inside or outside) on the property.

We can accommodate a maximum of 11 guests at any given time. It’s for your own comfort and the sanity of our cleaners 🙂

No third party bookings allowed, unless otherwise agreed upon in written form.

Only the number of guests indicated on the reservation are allowed to stay overnight on-premise, unless otherwise agreed upon in written form.

If you would like to add pool heating to your reservation, please let us know in advance, and we can coordinate to set that up for you. The cost for this amenity is $35 per day of stay, which will be invoiced separately. We kindly ask for at least a week’s notice. During inclement (cold and/or rainy) weather we do not advise using the pool. The pool gets serviced weekly. Please note that, after it rains, there may be some debris that washes into the pool, which may cause the water to appear slightly discolored.

A refundable security deposit of $500 will be authorized as a hold on your credit card by our system, prior to your arrival. This is a pre-authorization hold, not a charge, and will be released following a damage-free inspection after your departure. Any damages or excessive cleaning needs beyond normal wear and tear will be claimed against this hold.

We ask that you respect the checkout time of 10AM to allow our cleaners enough time to prepare for the next guest. Late checkouts not approved in writing will be fined up to $300.

Number of vehicles on property should never exceed (2) per reservation. Up to (1) cars may park on the designated area.

Please wipe shoes at the door. It is preferred that shoes are removed indoors when possible, so we can keep the place clean for you and the next guests!

Please respect the neighborhood and neighbors. Be considerate while socializing outdoors after 10pm and before 8am. Also, keep excessive noise to a minimum during this time.

No fireworks of any kind.

No firearms on property, unless kept locked in vehicle.

Follow additional guidelines posted within the home.

Please take out the trash and dispose properly per instructions upon departure. All trash MUST be bagged and placed in proper receptacle. Failure to follow this rule can result in fines up to $300.

Report damages immediately.

We reserve the right to terminate a reservation without refund, and/or pursue monetary fines if guests are found to be in violation of ANY of these rules.

Frequently Asked Questions

What are your booking conditions?

When you book with us, you pay a 30 percent deposit to secure your booking and dates.

The remaining balance is due one week before arrival or immediately when booking within one week of arrival.

On the day you check in, a security deposit is held in case there is any damage to the property during your stay. The amount will depend on which property you have booked. The money is simply reserved, so nothing is taken from your account, and then released after departure. There is nothing you need to do.

What if I need to cancel my booking?

Our refund policies vary depending on what property you have booked. Please check what the refund policy is on your personal booking. At Fresh Air, we understand that things happen or plans change, so we always try to be as flexible as possible.

Do you allow pets?

Yes! Many of our homes are pet-friendly!

Are you child-friendly?

Yes. Many of our properties are perfect for families, with games rooms, children’s bedrooms, large gardens and outside play equipment.

What time is check-in and check-out?

For most of our properties, check-in is 16:00 and check-out is by 10:00. However, you’ll get the option to request an earlier check-in or later check-out if it’s possible. This depends on when other guests are staying and cleaning.