High-end 5-bedroom, 5.5-bathroom home at Windsor at Westside Resort, just 10 minutes from Disney. Comfortably accommodating up to 10 guests, it features a private pool and spa, well-appointed bedrooms, TVs throughout the home, fast Wi-Fi, and full access to resort amenities including clubhouse, lazy river, and kids’ water park. Ideal for families and groups seeking comfort, space, and a prime Orlando location.

Welcome to a HoliStays home, where every stay feels seamless.

Managed by our local team specializing in Disney-area vacation homes, 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.

This spacious 5-bedroom home at Windsor at Westside Resort is designed to deliver comfort, functionality, and a complete Orlando vacation experience. Offering 2,622 sq. ft., it accommodates up to 10 guests and features a west-facing private pool and spa, along with full access to one of the area’s top resort communities.

- Ground floor

• Open living area with 50” Smart TV

• Dining area

• Fully equipped kitchen

• Queen bedroom

• En-suite bathroom

• Half bathroom

• Access to private pool and spa area

- Second floor

• Family lounge with 50” Smart TV

• King master suite

• Second king suite

• Twin bedroom

• Full-size bed bedroom

• Full bathrooms

- Bed configuration

• 2 King beds

• 1 Queen bed

• 2 Twin beds

• 1 Full bed

- Amenities and details

• 43” Smart TVs in all bedrooms

• Spectrum Wi-Fi up to 100 Mbps

• Washer and dryer

• Garage available (manual opening)

• Baby items: Pack n’ Play and stroller

• Pet friendly (fees apply)

• Starter kitchen and bathroom supplies

- Pool & extra services

• Private pool and spa with optional heating

• Pool heat available at $40/day (3-day minimum)

• Grill rentals available upon request

• Extra and concierge services not included

- Important notes

• This is a self-catering home

• Supply replenishment is guest responsibility

• Pool enclosure doors remain locked for safety

• No mailbox available

• Florida wildlife may be present

Every HoliStays 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.

Book your stay with confidence and let us take care of the rest.

Guests have exclusive access to the entire home and all Windsor at Westside Resort amenities, including the clubhouse and leisure areas.

24/7 emergency support available by email throughout the stay.

Windsor at Westside is a modern, gated resort in Kissimmee offering full amenities and easy access to parks, shopping, and dining.

Strategically located with quick access to Highway 429, making it easy to reach Disney and Orlando’s top attractions.