Villa in Osceola County, FL
Reasons to book
About this villa rental
Welcome to a Holistays Orlando home, where every stay feels seamless. Managed by our local team specializing in Orlando vacation rentals, we ensure spotless cleaning, responsive 24/7 support in multiple languages, concierge assistance at no extra cost, and the comfort of a resort-style experience from check-in to check-out.
Upstairs, a second living room gives the kids their own space for a movie, while the adults keep the main floor for conversation after the parks. This 5-bedroom home on Sydney Avenue, with 4.5 bathrooms, welcomes up to 13 guests at Windsor at Westside Resort in Kissimmee, about 10 to 14 minutes from the Disney parks.
On the main floor, the open living area connects the lounge, the large dining space and the fully equipped kitchen, with a dishwasher, a microwave and a coffee maker. The patio leads to the private pool, and a half bathroom next to it keeps wet swimsuits out of the house. A high chair and a travel crib are available, and a laundry area with a washer and dryer handles the park clothes.
The kids split between the Toy Story room, with a bunk bed and a trundle, and the Mickey room, while the adults have a King suite and a Queen suite upstairs, plus a Queen bedroom on the first floor. Wi-Fi completes the home, and our local Orlando team is one message away.
Resort Amenities
• Clubhouse with a movie theater, arcade and game room
• Zero-entry pool with water slide
• Lazy river and kids' splash zone
• Hot tub
• Bar, lounge and restaurant
• Fitness center
• Tennis and volleyball courts
• Playgrounds
• Poolside cabanas
What's Nearby
Outlets, malls, golf courses and restaurants are close by. Driving times:
• Walmart: 5 to 10 minutes
• Disney parks: 10 to 14 minutes
• Vineland Premium Outlets: 12 to 18 minutes
• Universal Orlando: 25 to 32 minutes
• Orlando International Airport (MCO): 30 to 38 minutes
Room Setup
• Bedroom 1: King bed, en-suite bathroom, sleeps 2
• Bedroom 2: Queen bed, private bathroom, sleeps 2
• Bedroom 3: Queen bed, private bathroom, sleeps 2
• Bedroom 4: 2 Twin beds, Mickey theme, sleeps 2
• Bedroom 5: 2 Full beds and a Twin bed (bunk bed plus trundle), Toy Story theme, sleeps 5
• One Queen bedroom is on the first floor; the other rooms are upstairs, where the Mickey and Toy Story rooms share a full bathroom
Total: 5 bedrooms, 4.5 bathrooms, up to 13 guests.
Good to Know
• Private pool on the patio
• Free access to the clubhouse and the water park
• Parking for 2 to 3 cars in front of the house; the community allows a maximum of 3 vehicles
• Starter amenities (toilet paper, soap and basic toiletries) are meant for arrival and the first night. For longer stays, plan a quick grocery run
• No smoking indoors, and no parties or events
• Quiet hours from 10 PM to 9 AM
• Only guests registered on the reservation
Every Holistays Orlando home is inspected before each arrival to guarantee the quality and comfort you deserve. From the first message to your final day, our team is available to help with anything you need, dining tips, park guidance, transportation or special requests. With Holistays, you don't just book a home, you live the experience.
The whole home is yours, including the private pool, the upstairs family lounge and all five bedrooms. Windsor at Westside guests have free access to the clubhouse and water park, with the lazy river, the zero-entry pool with slide, the hot tub, the movie theater, the arcade, the courts and the fitness center.
Our local Orlando team provides 24/7 support in multiple languages, from questions about the vehicle limit to restaurant tips and park planning. One message is enough.
Windsor at Westside is a resort community in Kissimmee, minutes from Walt Disney World, with a large clubhouse, a water park, playgrounds and a movie theater. Walmart is 5 to 10 minutes away, the Disney parks 10 to 14 minutes and Vineland Premium Outlets 12 to 18 minutes by car.
A car is the practical way to reach the parks, but plan ahead: the community allows a maximum of 3 vehicles, with 2 to 3 spaces in front of the house. Universal Orlando is 25 to 32 minutes away and Orlando International Airport (MCO) 30 to 38 minutes.
Amenities
Map of Osceola County, FL








