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Windsor at Westside

Welcome to Windsor at Westside

Your own pool. Resort lazy river. Theme parks in 15 minutes. Welcome to having it all.

The kids are already in the lazy river before you’ve finished your morning coffee. By lunch, you’ve claimed your spot at the Tiki Bar while they conquer the waterslide for the tenth time. This is Windsor at Westside – where your Orlando vacation actually happens, not just where you sleep.

More Than a Place to Stay

Forget cramped hotel rooms and fighting for pool chairs. Your vacation home here comes with its own private pool, where midnight swims are encouraged and pool hours don’t exist. Inside, themed bedrooms turn bedtime into an adventure, while game rooms keep the fun going when the parks close.

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    Your Pool, Your Rules

    Every home includes a private screened pool. Swim at midnight. Float at sunrise. No sharing, no schedules, no strangers.

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    Minutes to Magic

    Just 8 miles from the theme parks. Close enough for afternoon naps, evening returns, and forgotten items.

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    Themed Bedrooms

    Princess castles, galaxy adventures, and superhero hideouts. Where bedtime becomes part of the vacation magic.

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    Resort Lazy River

    Float your stress away while the kids tackle the waterslide. The only lazy river in an Orlando vacation rental resort.

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    Room for Everyone

    Homes sleep up to 19 people with real bedrooms. Finally, a family reunion where everyone gets their own space.

The Resort That Gets It

Our 10,000 square foot clubhouse isn’t just big – it’s where memories are made. Where exhausted parents find their second wind at Tu Casa. Where kids make vacation friends at the splash pad. Where your morning workout happens because the fitness center is actually worth using.

Space for Everyone

Grandma gets her own suite. The teenagers claim the game room. The little ones fight over who gets the princess bedroom. With homes that sleep up to 19, there’s room for the whole crew – and the kitchen to feed them all. No more coordinating multiple hotel rooms or eating every meal out.

Location Without Compromise

Fifteen minutes to the magic. Five minutes to groceries. Your own private pool whenever you want it. This is what happens when someone finally figures out what families actually need on vacation.

Book Your Real Vacation

Stop settling for hotel hallways and continental breakfast. Your Windsor at Westside home is waiting – complete with the space to spread out, the privacy to relax, and the resort amenities to keep everyone happy. This is how Orlando was meant to be done.

Ready to experience the difference? Your vacation home is waiting.

Theme Park Adjacent

Only 8 miles to the magic - closer than most area hotels

Lazy River

Resort-style lazy river exclusive to guests

Private Pools

Every home guaranteed a screened, heated pool. No sharing required!

Windsor at Westside Clubhouse

Let the lazy river carry away your stress while the kids discover the waterslide. This is what you came for.

Location

Frequently Asked Questions

Find answers to common questions about your stay at Windsor at Westside

Your kids will still be talking about the ride they just conquered when you pull into your driveway 15 minutes later. At just 8 miles away, you're close enough to head back for afternoon pool time and still make it for evening fireworks.

Yes! Picture this: It's midnight, the kids are finally asleep, and you're floating under the stars in your own heated pool. No strangers. No closing time. No sharing. Every home comes with its own screened-in pool oasis where your biggest decision is whether to swim before breakfast or after.

While the kids float along the lazy river, you're sipping something cold from the Tiki Bar. Later, it's tennis with your teenager or a peaceful sunset walk around the lake. This isn't just a place to sleep, it's where vacation memories happen between the park visits.

You'll want a car, but here's why that's actually perfect: Five minutes gets you to Publix for groceries and Target for those forgotten swim goggles. Load up once, cook breakfasts in your full kitchen, and spend your money on experiences instead of overpriced theme park meals.

This is gated community living where the biggest worry is whether you remembered sunscreen. The front gates do have security personnel and each vehicle is registered.

None! Winter visitors typically add pool heating. Worth every penny when you're swimming in December. No mysterious "resort fees" that somehow cover nothing. You'll know exactly what you're paying for and why.

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