• New Developments, Single Family Homes
  • Property Type
  • 5 - 10
  • Bedrooms
  • 2023
  • Year Built



Welcome to Windsor Cay

With 233 sunny days per year, all the magic of Disney on the doorstep and a reputation as one of the best rental markets in Florida, it’s no surprise that Orlando consistently ranks as one of the “most searched for” destinations for a vacation home.

Over 30 years ago, British holidaymakers were among the first to discover the joy of year-round sunshine breaks and the “something for everyone” amenities which Orlando’s luxury vacation communities provide. Today, the area benefits from a massive investment in in-frastructure and luxury communities are offering ever more pool, play and recreation amenities.

Windsor Cay, Orlando’s newest resort-style vacation community is a perfect example of a resort which combines everything holidaymakers have loved about Florida for decades with a portfolio of new amenities and attractions for all members of the family.

Strategically located near the western entrance of the Walt Disney World Resort™, Windsor Cay is an exceptional community of five-to-ten-bedroom single-family luxury homes with private, heated pools, set in lushly landscaped grounds.

And with Universal Studios and Sea World just a few miles away too, Windsor Cay is an ideal haven from which to enjoy the Disney magic, embark on new adventures and make memories. Alternatively, families and friends can venture out to national parks, beaches, bike trails and golf courses, before heading back to relax by the pool. And of course there’s always the option to simply spend the day in the resort enjoying the premium sports, leisure, dining and children’s play amenities.

Situated just 30 miles from the brand-new Orlando International Airport terminal, Windsor Cay’s location makes getting the extended family together a breeze. And for owners who want to combine family down-time with a year-round, high-yield income stream, Windsor Cay’s situation and large, spacious properties are proving extremely popular for short term rentals.

Why Orlando?

Most Visited City in the US with 80 Million Annual Visitors

  • Year-Round Rental Season with Large Variety of Online Vacation Rental & Management Booking Sites

Named One of the Fastest Growing Cities in the US by Forbes Magazine

  • Major Industries: Aerospace & Defence, Tourism, Technology
  • Second Largest Convention Center in US

Expansive International Airport

  • Premier Global Gateway with over 135 Domestic and International Destinations
  • #1 Ranked Airport in FL, 10th Busiest Airport in US

Home to Internationally known Walt Disney World Resort® and Theme Parks, Universal Orlando®, SeaWorld Orlando®, LEGOLAND Florida Resort® and Much More!

World Class Shopping and Entertainment

Favourable Climate Year Round

Close Proximity to East and West Coast Beaches

We have a suite of seven, differently configured luxury home designs to choose from. There’s the 5-bedroom Lakeshore villa, a spacious home for a large single family, all the way through to the 10-bedroom Clearwater home, perfect for an extended or multi-family holiday. Check out the specifications of the Windsor Cay portfolio of vacation homes below.

Buyer Incentives Available, Enquire Today.

Property Documents

Castaway 5 Bed Floorplan Exteriors
Lakeshore 5 Bed Floorplan
Hideaway 6 Bed Floorplan
Seashore 7 Bed Floorplan
Baymont 8 Bed Floorplan
Clearwater 9 Bed Floorplan

Floor Plans


The Castaway is a spacious townhome featuring an unheard of five bedrooms – three of which are full suites. An additional half pool bath, owner’s storage, and oversized loft await in this luxurious vacation townhome. Dine in your own private courtyard with pool and enjoy the beautiful Florida sunshine in Kissimmee.


The Winstone, balances open gathering and dining spaces with private bedroom space. Including a second floor Owner's Suite with 3 surrounding bedrooms and a private first floor guest room.


Looking for a more quaint vacation home? The Lakeshore is a thoughtful floorplan with two owner’s suites and two to three additional bedroom suites. An oversized game room and loft space make this home a great place to kick back and relax for both kids and parents alike, with the two separate living spaces. And your own covered lanai with private, heated pool complete this home - the perfect place to escape to for your holiday break.


The Hideaway is a gorgeous six-bedroom vacation home with four and a half bathrooms, so there’s plenty of space to spread out and relax. Entertaining is easy with an open kitchen and ample storage, plus a second floor loft ideal for a game room or guest bedroom. The first floor Owner’s Suite offers privacy and space, with a generous storage area. This plan also includes a 2-car garage.


The expansive Seashore is built for entertaining, with up to seven bedrooms, a comfortable loft, private courtyard or heated pool, and open gathering room. With two separate living spaces for entertaining plus plenty of storage, you can live and entertain in style, whether the Seashore is your vacation home or your everyday home.


The Baymont greets you with a grand entrance and a soaring two-story foyer. This is a vacation home built for entertaining, boasting an inviting open kitchen, dining, and gathering area. The 12’ sliding glass doors open into the covered lanai, courtyard, and private pool, perfect for indoor/outdoor entertaining.


The nine-bedroom Clearwater and 10-bedroom Clearwater Grande can truly be your home away from home, or a destination for a weekend getaway with friends and family. The Owner’s Suite is conveniently located on the first floor, along with the oversized kitchen and open gathering room. Upstairs, you’ll find 675 sq. ft. of game room/loft space in addition to 6 more bedrooms and another bedroom suite. This home design comfortably sleeps up to 20 guests.


Updated on November 27, 2023 at 11:48 am
  • Bedrooms: 5 - 10
  • Year Built: 2023
  • Property Type: New Developments, Single Family Homes
  • Property Status: For Rent, New Construction

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