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Vacationing Done Right

Enjoy your own outdoor space with an enclosed pool, spa, a table that seats 8, privacy bushes, 4 lounge chairs & BBQ

A Refinished Saline Pool

The pool was just refinished and converted to saline (salt water) no more harsh pool chemicals. 🙂

Your Own Private Pool And Spa

Enjoy the Florida sun while you BBQ by the pool or just relax in you private hot tub

The Game Room

The game room features an 8 ft. professional pool table, air hockey, foosball and dartboard. It’s a finished room with wall to wall carpet, Air Conditioning as well as heat.

The Great Room

The great room features plenty of space, a 70″ 3D LED Smart TV, X-Box One, 3D Blu-Ray Player, NetFlix, ceiling fan, leather sectional And Surround Sound

Cook A Feast In The Large Kitchen

The kitchen has everything you need to cook a feast during your vacation. There is plenty of room to spread around.

The Dining Room

Comfortably enjoy your meals on the dining room table that seats 6 – 10 people

The Living Room

The Living Room is a nice quiet area and features a 55″ LED TV and HD Cable

Master Bedroom

A Huge En Suite with a wall mounted 40 inch LED HD Smart TV, Blu-Ray Player, Accent Chair, Ceiling Fan and Pool View

The Mickey Room For The Kids

The Kids will love the Mickey themed room, two twin beds with a wall mounted 32″ LED HD Smart TV, Blu-Ray Player, PlayStation 2 and Ceiling Fan

The Windsor Hills Pool and Water Park

The kids will love spending the day here. This Windsor Hills Private rental is one of the closest to the clubhouse.

Villa By The Castle - A Top Rated Windsor Hills Vacation Rental

Feel at home while enjoying your Holiday


Have your next Walt Disney World vacation in style at Villa By The Castle. A luxurious top rated 6 bedroom Windsor Hills vacation rental.

This large, 2812 square foot (261 sq. meters) 6 bedroom private vacation rental home has it all. Including a sunny south-west facing private pool and spa, and an excellent location. In fact, it’s just 2 miles (3km) from Disney, in the beautiful Windsor Hills Resort.

The luxury villa is also walking distance to all the Windsor Hills Resort amenities. It’s actually one of the closest private houses to the clubhouse and community pool.

Villa by the castle is a comfortable, luxurious and very welcoming home. It’s equipped with all the amenities and a sense of ‘being at home’ you can never get from a hotel room.

This is a vacation rental with a ton of perks. Things like your own salt-water pool and spa, A beautiful game room, TVs in every bedroom, and a great room with a huge 70 inch LED TV.

This Windsor Hills villa has everything you need for an amazing holiday in the Disney Orlando area.

Many items other rentals charge extra for are standard amenities during your stay. Things like pool heat, Laundry pods, dishwasher pods, BBQ, propane and baby gear – are all included.

Since the villa is owner-operated, you’ll be communicating directly with us – from beginning to end.

Amazing amenities, fantastic location, and owner-operated. Villa By The Castle checks all the boxes. No wonder this is one of the best Windsor Hills Orlando vacation rental houses.

Book your next Kissimmee holiday at Villa By The Castle, and find out for yourself why this one of the most popular Windsor Hills private rentals.

Villa By The Castle's Availability

Check out the calendar and see what dates are open for your next stay

Windsor Hills Is The Closest Vacation Resort To Disney World

The Closest To Disney!

Only 2 miles from Disney’s Entrance! By staying here, you’ll be in one of the closest vacation rentals to Disney World.

Windsor Hills Has Great Amenities - Like a Pool Slide and Water Park - Free To Use While Staying At This Top Rated Windsor Hills Florida Villas To Rent By Owner

The Windsor Hills Pool Slide

The Windsor Hills pool slide is amazing! Kids will love having the slide, the pool, and the new water park all just a short walk from the villa. Windsor Hills is the most sought after resort in the area.

Windsor Hills Weather

Front Of Villa By The Castle Luxury 6 Bedroom Owner Operated Windsor Hills Vacation Rental By Owner In Florida

About Villa By The Castle

The Villa By The Castle is a 6 bedroom Orlando vacation rental located within walking distance to everything Windsor Hills Has To Offer.

In fact, this luxury villa is one of the closest private houses to the clubhouse and community pool making it the ideal Windsor Hills Orlando vacation rental

Windsor Hills Clubhouse Entrance - Top Rated Windsor Hills Florida Villas To Rent By Owner

About Windsor Hills Resort

Windsor Hills is the closest resort community to Walt Disney World - less then 2 miles drive. The amenities that you'll find in Windsor Hills are second to none.

Villa By The Castle - In Windsor Hills Is The Closest Community To Disney - Disney World Characters with Mickey

Places To Go

There are a TON of things to do in the Disney Area, here are a few fun activities to help plan out your trip

This Luxury Windsor Hills Private Vacation Rental Includes Lots of Baby Gear Free To Use During Your Stay

Our Baby Gear

During your stay at the Villa we provide a lot of baby gear so you don't need to travel with it and you won't need to rent it. Many Windsor Hills vacation rental homes charge extra for baby gear, here, the baby equipment is free to use during your holiday.

Second-Floor-Mickey-Bedroom-Double-Twin-32-Inch-TV-Private-6-Bedroom-Windsor-Hills-Vacation-Rental 2

The Bedrooms

The Villa has a total of 6 bedrooms, all of which are ample and will make for a comfortable Disney vacation.

The-Great-Room-With-Open-Floor-Plan-in-this-Top-Rated-6-bedroom-HomeAway-Windsor-Hills-Vacation-Rental-By-Owner 4

The Living Areas

The Villa has a great open floor plan with several places for groups to sit, relax, unwind and soak in their Florida vacation.

Professionally Managed and Owner Operated

Villa By the Castle is professionally managed, and owner operated, providing guests with a smoother, more personal experience.

You will be dealing with us directly (the owners) the entire time - from your first inquiry to the end of your holiday.

So many of the houses in the Kissimmee / Orlando area use a management company to do everything. We quickly realized that management companies aren't able to provide the level of service and response time that we wanted to provide our guests - so we correspond with our guests directly.

Our objective is to provide our guests with the best experience possible, and dealing with the owners directly helps make that possible. If you have any questions, we will try our best to answer quickly.

Take a look at the reviews and see for yourself. One of the most common topics of our guest's reviews is how responsive we are.

You can rest assured when choosing this Windsor Hills rental by owner, you've chosen a comfortable house that feels like home, with owners who have your best interests in mind.

What Makes Windsor Hills The Best Place For A Disney Vacation?

Truth is there is no shortage of places to stay in the Disney area.

But when you start looking at what the resorts provide along with their locations, you soon realize that Windsor Hills far exceeds the others in terms of amenities and proximity to the area’s attractions.

Windsor Hills is close to it all – just 1.5 miles to Disney. Windsor Hills also offers the best of both worlds; you get the convenience of having your own space along with impeccably manicured grounds along with resort style amenities.

All within a stone’s throw away from all the attractions of the Disney/Orlando area.

Villa By The Castle's Reviews

Our Past Guests have said such nice things about their experience on sites like HomeAway, VRBO (vacation rentals by owner), airBnB, and FlipKey.

As you're considering your choices for your Windsor Hills stay, please take a look at what past guests experiences have been like at Villa By The Castle.

Our Latest Review

Very Accommodating

review starreview starreview starreview starreview star 5 of 5
Tonya W.

"In town with co-workers for conferences…the most stocked house we have ever stayed in."

Review Source:VRBO
Submitted on:

Why Is a Vacation Rental The Best Choice For Your Disney Vacation?

When you choose a Windsor Hills vacation rental house over a resort you are really changing your entire vacation experience. Especially if you are going to vacation will extended family. Renting a whole villa gives you the opportunity to share each other's company in a way that a hotel would never be able to do.

The Villa By The Castle's Floor Plan

Villa By The Castle is a 6 bedroom 4 bathroom vacation rental located in Windsor Hills, only 1.5 miles from Disney!

The floor plan in this luxury Windsor Hills villa is fantastic for vacations. You have good sized bedrooms as well as multiple common areas to relax and catch up with the rest of the group.

Check out the interactive floor plan to get more details about each of the villa's spaces.

Villa By The Castle's Floor Plan

Villa By The Castle Floor Plan - 6 Bedroom Vacation rental Windsor Hills Floor Plan in the Orlando / Kissimmee area - a Top rated Windsor Hills Private Rental

Take a 360° Virtual Tour

Take a look an immersive 3D 360° Virtual Tour of Villa By The Castle. It’s a great way to get an idea of the layout and what you can expect in this top rated luxury villa.

Virtual Tour - Front Of Villa By The Castle 6 Bedroom Luxury Villa Windsor Hills Vacation Rental By Owner

Our Industry Partners

As a Windsor Hills vacation rental by owner, you can book your stay directly with us on this site.

Alternatively, you can also book your stay on one of the major booking sites. Villa By The Castle is listed on all the major vacation rental listing sites. We're proud to have partnered with them to provide families the best Kissimmee /  Orlando vacation experience they can have.  Below are some of the sites Villa By The Castle has partnered with.

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