Windsor at Westside Resort Villas
Windsor at Westside resort villas with screened pool enclosures, a resort lazy river, and Champions Gate golf around 10 minutes from the gates.
Browse Our Windsor at Westside Resort Vacation Rentals
There's a lazy river for the slow days, and the parks are about 15 minutes away for the busy ones.
Not sure which villa suits your group in Windsor at Westside?
Every enquiry is handled by a single villa specialist. They'll match you to the right property based on your group, dates and priorities.
From first conversation to checkout, the same person stays with you.
- Personalised shortlist (usually 2–3 options)
- Pre-arrival planning & local tips
- 24/7 support during your stay
Where are the villas located at Windsor at Westside, Kissimmee, Florida?
Windsor at Westside is a gated resort in West Kissimmee, minutes from Champions Gate golf. Explore the map to find the villas.
How far is Windsor at Westside from Disney World?
Disney World is 8 miles from Windsor at Westside, around 15 minutes by car. No resort shuttle, so most guests drive or arrange a private transfer with us.
Does Windsor at Westside have a lazy river?
Windsor at Westside has a lazy river and a water slide at the Clubhouse pool complex, included with every villa booking. No queue, no wristband, no gate fee.
Do the villas at Windsor at Westside have screened pools?
Most villas have a screened pool enclosure, a mesh frame over the pool deck that keeps the insects out. Florida's afternoon showers won't cut your day short.
How close is Windsor at Westside to Champions Gate Golf?
Champions Gate golf is a few miles from Windsor at Westside, around 10 minutes by car. We book tee times on both courses before you travel.
Which Windsor at Westside villas are closest to the lazy river?
Clubhouse-side villas give the shortest walk to the lazy river, mostly 5 to 7 bedrooms. Out of your gate and you're drifting in a couple of minutes.
Which Windsor at Westside villas are best for a Disney trip?
Entrance-side villas sit nearest the gates, so you're quickest out in the morning when the whole group needs to be at the park for opening.
Which Windsor at Westside villas are best for a golf trip?
Entrance-side villas give the quickest run to Champions Gate, the National and International courses. We book tee times on both before you travel.
Which Windsor at Westside villas are best for large groups?
The largest villas sleep up to 22 guests, from 8 to 10 bedrooms, each with a private screened pool and room for everyone.
What should you know about Windsor at Westside Resort?
| Feature | Details |
|---|---|
| Location | Kissimmee, Florida, off US-192 |
| Villa sizes | 5 to 10 bedrooms |
| Sleeps | Up to 22 guests in one property |
| Private pool | Every villa, screened enclosure as standard |
| Lazy river & water slide | At the Clubhouse, included with every villa booking |
| Sports courts | Tennis, basketball and volleyball on-site |
| Fitness centre | Clubhouse, open daily from 7am, included |
| Games room | Selected villas from 6 bedrooms, private, inside the villa |
| Champions Gate Golf | A few miles, around 10 minutes. National and International courses |
| Disney World | 8 miles, around 15 minutes |
| Universal Studios | Around 20 minutes |
| Best for | Families and groups mixing Disney days with golf, with space for everyone |
Renting a Villa at Windsor at Westside — The Real Deal
Do Windsor at Westside Villas Have a Screened Pool?
Most villas at Windsor at Westside come with a screened pool enclosure as standard. It's a mesh aluminium frame built over the whole pool deck, and it keeps the insects out and the space usable when the Florida afternoon rain comes through.
- Screened pools are standard on most villas from 5 bedrooms up, and we confirm it at shortlist stage.
- The frame covers the full pool deck, not just part of it.
- No insects and no spray needed, so the deck works from early morning to late evening.
- A shower doesn't end pool time, because the enclosure keeps the deck dry.
- We check the enclosure on each villa when we put your shortlist together.
Does Windsor at Westside Have a Lazy River?
Yes. There's a lazy river at the Clubhouse, along with a water slide, and both come with every villa booking, with no gate fee or wristband. The pool bar is close enough to order from the water, and the children's splash zone runs right alongside.
- The lazy river and water slide come with every villa booking, with nothing to pay at the gate.
- It's a slow drift loop, built for taking it easy rather than anything fast.
- The splash zone for younger children sits in the same complex.
- The pool bar is near enough to order a drink without leaving the water.
- It's open daily, with the hours posted at the Clubhouse.
Full Clubhouse access comes with every Orlando vacation rental at Windsor at Westside from day one.
Is There a Golf Course Near Windsor at Westside Resort?
Champions Gate Golf Resort is a few miles away, around 10 minutes from the gates, with two championship courses designed by Greg Norman.
- The International is the links-style one. It plays longer off the back tees and gives the lower handicaps plenty to think about.
- The National is the parkland course, and the more forgiving of the two off the tee.
- Both sit a few miles from Windsor at Westside, around 10 minutes by car.
- The 5 Star Villa Holidays team books your tee times on both courses before you travel.
- Buggy hire and club rental go through the Champions Gate pro shop.
- It's also where the Leadbetter Golf Academy is based, so half the group can play while the other half heads to Disney, 15 minutes the other way.
How Far is Windsor at Westside from Disney World?
Disney is the nearest of the big parks, with Universal and SeaWorld not far behind. Here's how the main runs look from the resort.
| Destination | Distance | Drive time |
|---|---|---|
| Champions Gate Golf (National & International) | A few miles | ~10 min |
| Walt Disney World | 8 miles | ~15 min |
| Champions Gate village (dining) | ~2 miles | ~5 min |
| Highway 192 (shops & dining) | ~3 miles | ~10 min |
| Disney Springs | ~12 miles | ~20 min |
| SeaWorld Orlando | ~15 miles | ~20 min |
| Universal Studios | ~18 miles | ~20 min |
| Orlando International Airport (MCO) | ~25 miles | ~30 min |
- The one thing to plan is transport, because the resort doesn't run a park shuttle.
- Most guests hire a car for the week and drive themselves, and parking at Disney is easy enough.
- If you'd rather not drive, we'll set up private transfers when you book.
If you're comparing the best resorts in Orlando for a trip that mixes golf with family park days, few sit this close to both Champions Gate and Disney inside one gated community.
Do All Windsor at Westside Villas Have a Private Pool?
Every villa at Windsor at Westside has its own private pool, with nothing shared with other guests. Most of them sit inside a screened enclosure as standard.
- Every villa has its own pool, used only by your group.
- Most pools sit inside a screened enclosure as standard.
- A hot tub comes with some of the larger villas, generally from 8 bedrooms up.
- Pool heating is standard in some villas and an optional extra in others.
- Confirm heating if you're travelling between November and March.
- The communal Clubhouse pool and lazy river are open to everyone staying.
What Amenities Does Windsor at Westside Resort Have?
The 10,000 square foot Clubhouse holds the pool complex, lazy river, water slide, fitness centre and pool bar, and it all comes with the villa booking, with nothing to pay at the gate.
- The pool complex has the resort pool, lazy river and water slide, all part of your booking.
- The pool bar does drinks and light food without leaving the water.
- The gym has enough to keep a routine going: treadmills, free weights, cable machines and a couple of stationary bikes.
- It's open daily from 7am, at no extra charge for villa guests.
- A resort shuttle runs from the villa streets to the Clubhouse through the day.
What Activities Are There for Kids at Windsor at Westside?
The splash zone sits right next to the lazy river and slide, so the little ones aren't off on their own somewhere. It's water cannons, fountains and shallow play for the under-10s.
- Everything's in one complex, so you're not walking the kids between far-apart areas.
- Surrey bikes and ordinary bikes are there to hire from the Clubhouse each day.
- Over summer the Clubhouse puts on extra activities, though check what's running for your dates.
- Disney, Universal and SeaWorld are all within 20 minutes.
- We can sort the park tickets and any Disney Springs bookings for you.
- Champions Gate has family facilities and mini-golf nearby too.
Does Windsor at Westside Have Sports Courts?
Yes. There are tennis courts, basketball courts and a volleyball court on-site, all inside the resort and included in the villa rate.
- You've got tennis, basketball and a volleyball court, none of it charged on top of the villa.
- The courts are inside the resort, so there's no need to drive anywhere.
- And Champions Gate, with its two courses, is only a few miles down the road.
- Our concierge can help with court bookings and Champions Gate tee times.
- For a group splitting its time between golf and the parks, it's an easy base to work from.
With villas from 5 to 10 bedrooms sleeping up to 22, you can keep everyone in one place rather than booking two separate houses for rent in Orlando.
What Dining Options Does Windsor at Westside Have?
There's no restaurant on-site, just the pool bar for drinks and a bite during the day. For a proper meal, everything's a short drive.
- On-site it's just the pool bar, good for drinks and a snack by the water.
- Champions Gate village, about 5 minutes off, has the casual spots.
- Head 10 minutes to Highway 192 for the bigger spread of American and family places.
- Disney Springs, 20 minutes out, has 50-plus places, and we'll book a table ahead if you want.
- We can arrange a private chef if you'd rather eat at the villa, set up before you travel.
- We can also have groceries delivered, before you arrive or during your stay.
Does Windsor at Westside Have Villas With a Games Room?
Some do. Private games rooms come with the larger villas, generally from 6 bedrooms up, inside the property rather than as a shared resort facility.
- The games room is inside your own villa, not shared with anyone else.
- The usual setup is arcade machines, a pool table, air hockey and games consoles.
- They come with villas from 6 bedrooms up, and we confirm the kit at shortlist stage.
- Some of the larger villas pair the games room with a home cinema.
- Handy for mixed-age groups on a rest day or a wet afternoon.
For groups needing more than 10 bedrooms, our guide to mansions in Orlando for rent covers homes with games rooms and private cinemas as standard.
Is Windsor at Westside Resort Pet Friendly?
There's no resort-wide pet policy at Windsor at Westside. It sits with each villa owner, and a small number of homes take pets with prior written approval and a refundable deposit.
- There's no blanket resort rule, so it comes down to the individual owner.
- A small number of villas take pets, usually smaller dogs.
- Written approval is needed before you travel.
- A refundable pet deposit usually applies.
- For cats, it's worth checking case by case.
- Tell us at the enquiry stage and we'll filter to the pet-approved villas.
Send us your dates and your pet's details, and we'll point you to the Orlando villa holidays homes here that actually take pets.
What's Included in a Windsor at Westside Villa Rental?
Each villa is ready to live in when you arrive, with the everyday things already in the price rather than added on later.
- WiFi runs through the whole villa, fine for streaming and video calls.
- You'll find the beds made up and the bath towels out when you arrive.
- The kitchen's a full one, oven and hob through to the dishwasher, and there's a washer and dryer too.
- Parking is on your own driveway, with room for more than one car.
- Clubhouse access is part of it, so the lazy river, slide, pool, gym and courts cost nothing on top.
- A mid-stay clean depends on the villa and the length of stay, so check yours when you enquire.
Where is Windsor at Westside Located in Kissimmee?
Windsor at Westside is a gated resort in Kissimmee, an area packed with villas in Kissimmee. On the map you can see how the villa streets sit around the Clubhouse and the entrance, and where Champions Gate Golf is, a few miles out.
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