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1/50
Florida | Orlando

Windsor at Westside #8872

9 bedrooms·6 bathrooms·23 guests·4,500 sq/ft

Set within the sought-after Windsor at Westside Resort in Kissimmee, this beautifully designed vacation home blends comfort, luxury, and playful imagination just minutes from Walt Disney World®. The open-concept layout welcomes guests with warm interiors, designer furnishings, and spacious living areas perfect for gathering together. A stylish living room with a Smart TV flows into the fully equipped chef’s kitchen featuring stainless steel appliances, a breakfast bar, and a large dining space ideal for shared meals. Sliding doors lead to a covered lanai and private screened pool, creating a relaxing indoor-outdoor retreat perfect for morning coffee, sunset swims, and peaceful evenings after a day of adventure. Upstairs, entertainment takes center stage in the vibrant Super Mario–themed game loft, where colorful murals, LED lighting, and retro gaming details bring the space to life. A massive sectional sofa and big-screen TV create the ultimate hangout zone, while a pool table, air hockey, foosball, and a racing-style gaming station promise hours of fun for all ages. Each bedroom offers a restful escape with plush beds, quality linens, themed décor, and flat-screen TVs. Guests also enjoy full access to Windsor at Westside’s resort amenities, including a stunning resort-style pool, lazy river, splash park, fitness center, sports courts, arcade, and tiki bar—delivering the perfect blend of relaxation, excitement, and unforgettable vacation moments.

Our promise

Satisfaction Guarantee

We've reviewed thousands of homes and approve only the best. Each one is professionally managed and vetted for comfort and style, raising the bar for every stay.

Amenities

Indoor
Internet
Air conditioning
TV
Entertainment room
Air hockey table
Outdoor
Pool
Garden/Backyard
Hot tub/Jacuzzi
Community pool
Outdoor dining area
Misc
WiFi
Bedsheets
Carbon monoxide detector
Designer toiletries
Fire extinguisher

Bedroom details

Bedroom 1: Two Queens
Bedroom 2: King + Crib
Bedroom 3: King
Bedroom 4: King
Bedroom 5: King
Bedroom 6: Twin + Double
Bedroom 7: Twin + Double
Bedroom 8: Single Over Double Bunk
Bedroom 9: Two Twins

Location

Inside the destination

Neighborhood: Windsor at Westside - Kissimmee is home to this vacation home. Old Town and Disney Springs™ 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 Animal Kingdom® Theme Park. Check out an event or a game at ESPN Wide World of Sports Complex, and consider making time for Disney's Hollywood Studios®, a top attraction not to be missed. - This vacation home is 2.9 mi (4.6 km) from Lake Davenport and within 6 mi (10 km) of Northeast Regional Park and Four Corners FC. Highland Reserve Golf Club and Surfari Water Park are also within 6 mi (10 km). What's nearby - Northeast Regional Park - 4 min drive - 2.1 miles - Lake Davenport - 5 min drive - 2.2 miles - Highland Reserve Golf Club - 7 min drive - 2.7 miles - Four Corners FC - 7 min drive - 3.6 miles - ChampionsGate Golf Club - 8 min drive - 4.9 miles Getting around - Kissimmee Station - 33 min drive - Kissimmee, FL (ISM-Kissimmee Gateway) - 32 min drive Restaurants - McDonald's - 7 min drive - 7-Eleven - 4 min drive - Dutch Bros Coffee - 8 min drive - Chick-Fil-A - 11 min drive - Twistee Treat Berry Town - 7 min drive

Parking information

Limited onsite parking

We're here to help

Whether you have questions on this home or want us to source other options, we're a message away!

512-537-2762

Policies

Check-in: 4:00 PM
Check-out: 10:00 AM
No smoking allowed
No events allowed
No pets

Things you need to know

You'll have the entire home to yourself and will only share it with other guests in your party.

If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.

Upper floors accessible by stairs only

Contactless check-in and check-out available

This property is professionally cleaned

This property does not have elevators

Heated pool maintenance fee: USD 35 per day

The above list may not be comprehensive. Fees and deposits may not include tax and are subject to change.

Restrictions

  • There is no front desk at this property
  • 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
  • This property accepts credit cards; cash is not accepted