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Windsor at Westside

A peaceful, gated vacation community just minutes from Walt Disney World. Modern villas with private pools, resort-style amenities, and the kind of quiet that makes a family vacation feel like home.

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A Peaceful Retreat Near Disney

Windsor at Westside is a gated vacation home community known for its tranquil, resort-style atmosphere and family-friendly vibe. Located in Davenport just minutes from Walt Disney World, it offers the perfect blend of relaxation and easy access to Orlando's top attractions.

The community features spacious, modern 3 to 6 bedroom villas with private pools, screened lanais, and contemporary interiors. Whether you're planning a family holiday, a multi-generational trip, or a group getaway, Windsor at Westside delivers comfort, privacy, and convenience in a beautifully maintained setting.

A Peaceful Retreat Near Disney

Why Choose Windsor at Westside?

A relaxed resort atmosphere with everything your family needs

  • 10 minutes to Walt Disney World

  • Resort pool, splash area & tennis courts

  • Gated community with 24/7 security

  • 3 to 6 bedroom villas with private pools

The Clubhouse & Amenities

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The Windsor at Westside clubhouse is the heart of the community, featuring a resort-style pool with kids’ splash area, fitness center, tennis and basketball courts, volleyball court, playground, picnic areas, and a game room in the clubhouse. With 24-hour gated security and well-maintained surroundings, it offers a safe and relaxing resort-style experience for families.

Dining & Shopping on Your Doorstep

Windsor at Westside puts everyday essentials within arm's reach. Walmart, Publix, and Target are all just minutes away along Highway 27. When you'd rather eat out, you're surrounded by options along both Highway 27 and US-192, from local favorites to familiar chains.

For something special, Disney Springs is a short drive away for waterfront dining, shopping, and evening entertainment. You can also arrange grocery delivery to your villa before you arrive, or book a personal chef through our concierge services for a memorable evening in.

On-Site Amenities

Everything Your Family Needs

Water & Recreation

Resort-level fun for the whole family

Large resort-style pool with splash area

Tennis and basketball courts

Volleyball court and picnic areas

Playground for younger children

Fitness & Relaxation

Stay active and unwind between park days

Full fitness center with cardio and weights

Clubhouse community room and game room

Peaceful gated community setting

24/7 gated security for peace of mind

Vacation Homes at Windsor at Westside

Spacious villas designed for families and groups, with private pools, modern kitchens, and all the comforts of home in a peaceful resort setting.
Vacation Homes at Windsor at Westside

Private Pools & Screened Lanais

Most homes include their own private pool and screened lanai, giving your family a place to cool off and relax in complete privacy after a day at the parks.

Game Rooms & Family Spaces

Spacious interiors include game rooms, comfortable living areas, and stylish family-friendly décor that makes everyone feel at home from the moment you arrive.

Fully Equipped for Your Stay

Full kitchens, smart TVs, high-speed WiFi, washer and dryer, cable TV, and all the essentials for a stress-free, self-catering vacation from day one.
Vacation Homes at Windsor at Westside

Private Pools & Screened Lanais

Most homes include their own private pool and screened lanai, giving your family a place to cool off and relax in complete privacy after a day at the parks.

Game Rooms & Family Spaces

Spacious interiors include game rooms, comfortable living areas, and stylish family-friendly décor that makes everyone feel at home from the moment you arrive.

Fully Equipped for Your Stay

Full kitchens, smart TVs, high-speed WiFi, washer and dryer, cable TV, and all the essentials for a stress-free, self-catering vacation from day one.

Know About Our Resorts

Fourteen premier communities across Orlando, each with pools, amenities, and easy access to the parks. Find the one that fits your family.

Encore Resort

Reunion Resort

Emerald Island Resort

Storey Lake Resort

Windsor Hills Resort

Championsgate Resort

Ready to Book

Your Peaceful Disney Retreat Starts Here

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