The World Unlocked

Our Gift To You:
FREE

Windsor Hills Resort Travel Guide
  • Guaranteed Best Price

    No services fees added, the price advertised is the price you pay with no hidden fees. Great!

  • Free Cancellation
    Cancel within 48 hours of booking to get a full refund. More details.
  • Earn Villa Miles With This Booking

    Happy days! You get credit to spend on your next 5 Star Villa Holiday. Expires 12 months from booking date.

  • Free Accidental Damage Insurance, Worth

    Your covered! If you accidentally break something, you will be covered up to . Please note excess fees may apply.

10 donation to Barnardos for every direct booking
 
 

"Best Luxury Orlando & Disney Holiday Villas Unbeatable Location For Disney, Golf & Top Orlando Attractions"

 

Best Luxury Orlando Villas & Vacation Rentals

Experience some of the best, luxurious holiday villas and vacation rental homes in Orlando at the 5 star Windsor Hills Resort in Florida.

Perfectly located for all the best that Orlando, Florida has to offer, Windsor Hills Resort is only five minutes drive from Walt Disney World Resort. With a free shuttle bus service to get you there in minutes, Windsor Hills Resort is the ideal base from which to enjoy the best theme parks in the world, an endless range of exciting Orlando attractions, championship golf courses and wonderful resort facilities.

Boasting stunning luxury villas and town houses complete with private pools, cable TV, games rooms, king size beds and enough bedrooms to suit both couples and families of all sizes, Windsor Hills Resort is the ideal choice for a dazzling vacation rental in Florida.

This relaxing 5 star resort is the closest holiday resort to Walt Disney World, so you can even admire Disney's nightly firework displays from the comfort of your own private villa.

Looking forward to helping you choose the best luxury villa rental on Windsor Hills resort.

All the best,

John Paul Donnelly

P.S Your kids will love the new waterpark at Windsor Hills Resort.

P.P.S If you like this page Please Share on social Because it will help inspire us to keep writing great content for you.

Why you'll love Windsor Hills Resort for your villa holiday in Orlando:

  • 1. Beautiful, luxury rental homes to suit families of all sizes.
  • 2. Closest resort to Walt Disney World.
  • 3. Enjoy all the benefits of Orlando from a luxurious, tranquil setting.
  • 4. All the best Orlando attractions only minutes away.
  • 5. An impressive range of facilities for the whole family, positioned close to your Kissimmee rental accommodation.
  • 6. Multiple top championship golf courses on your doorstep, including Mystic Dunes Golf Course next doors.
  • 7. Free Shuttle Bus Service- handy for Walt Disney World, Orlando Airport and more.
  • 8. Within easy reach of Orlando International Airport and top Orlando beaches.

Superb Luxury Resort Facilities

Enjoy a range of top facilities on site including a fantastic double Olympic sized pool accompanied by an exciting lagoon pool complex and water park.

Bordered by pretty terraces where you can unwind amongst the sun loungers and lush green grounds Windsor Hill's magnificent outdoor areas are designed for the whole family to enjoy

There are also tennis courts, a fitness centre, a movie theatre, a basketball court, beautiful children's play areas, a hot tub, a clubhouse and lots more to keep everyone entertained on site.

The resort even has its own grocery store to ensure that nibbles and bites are always available.

For golfers, a stay at Windsor Hills has the added benefit of being conveniently situated next door to one of Orlando's best golf clubs, the Mystic Dunes Golf Club.

Best Private Orlando Villas

With something for everyone, Windsor Hills Resort offers an array of stunning, private holiday rental homes.

Offering 2, 3, 4, 5 and 6 bedroom villas, townhouses and condos you are guaranteed to find the perfect vacation rental home to suit you and your family.

Each holiday home comes complete with a divine king-size bed, flat-screen TV and separate shower and bath in the master suite, a stylish modern kitchen, family dining area and plenty of room to relax after a busy day.

Many vacation villas include their own private pool and spa, whilst all townhouses are furnished with a small pool.

Perfect for families, couples and those that want to enjoy some much needed rest and relaxation, Windsor Hills is situated within a 24-hour gated estate for your peace of mind.

Top Orlando Attractions Minutes Away

With Florida's infamous Walt Disney Theme Parks only five minutes away, you have access to some of America's most famous destinations including Disney's Hollywood Studios, Animal Kingdom and The Magic Kingdom.

 

Orlando, Florida – Best Villa Holiday Destination in the World

Orlando, Florida is one of the world's most exhilarating destinations, packed with a breathtaking array of sights and attractions that you'll remember forever.

Windsor Hills' enviable location places you in the heart of all the excitement. From Orlando's infamous International Drive to championship golf courses, Orlando Science Center, Harry P Leu Botanical Gardens, Orlando Museum of Art, every type of restaurant and bar imaginable and so much more – everything is located less than 30 minutes away for the perfect villa holiday in Orlando.

Drive a little further and you'll find some of Florida's most famous golden sands, including Cocoa Beach, Clearwater Beach and Daytona Beach – all ideal for surfing, water sports and soaking up some of Florida's endless rays of sunshine.

View Holiday Rentals

Windsor Hill Resort's Top Facilities

  • 1 Lagoon swimming pool and terrace
  • 2 Children's water park and slide
  • 3 Tennis courts
  • 4 Basketball Court
  • 5 Movie Theatre
  • 6 Grocery Store
  • 7 Children's castle play area
  • 8 Children's slide

View Holiday Villas

Best Things to do in Orlando, Florida

All the best Orlando attractions located less than 30 minutes away for the perfect, luxury villa holiday in Kissimmee:

  • Walt Disney Theme Parks including: Animal Kingdom, Epcot Centre, Hollywood Studios, The Magic Kingdom etc. (5 mins away).
  • Championship Golf Courses including: Mystic Dunes Golf Club, Orange Lake Golf Club, Shingle Creek Golf Club
  • International Drive for all the best shopping, restaurants, bars, attractions and more. (15 mins away)
  • ESPN Wide World of Sports Complex
  • Sea World (10 mins away)
  • The Mall at Millenia
  • Universal Studi
  • Gatorland Wildlife Park (15 mins away)
  • Harry P Leu Botanical Gardens, Orlando Museum of Art, Orlando Science Centre & lots more. Find out more at visitorlando.com

Nearest Airport: Orlando International Airport

Windsor Hills Resort Map - Florida

 

Town Home

Townhomes for rent on Windsor Hills Resort

Check out townhomes for rent on Windsor Hills Resort, 3 bedrooms with a private splash pool.

View all Townhomes for rent on Windsor Hills Resort

Game Room

Windsor Hills Resort Villas with Games Room

Check out our Windsor hills villas with a games room. This will keep the kids and big kids at heart entertained for hours.

View all Windsor Hills Villas with Games Room

Spa jacuzzi

Windsor Hills Villas with Spa / Jacuzzi

Picture this...relaxing in your hot spa with an ice cold drink while your kids play in your private pool, Amazing.

View all Windsor Hills Villas with Spa

Orlando Temperature Chart


Properties on the Map


Meet Your Expert Travel Consultants

Our Story

In 2005, John Paul Donnelly, began his luxury villa journey. He spent three years building resorts and holiday apartments in Alanya, Turkey, along with his brother, Joe. The concept was to create the most luxurious villas on the Turkish coastline and provide clients, along with their family and friends, the opportunity to enjoy exclusive holidays together.

By 2008, after the successful development of 3 resorts, JP had well and truly fallen into the world of villa rentals. With a portfolio of 6 villas and a desire to explore new places, he decided it was time to take the villa rental business outside of Turkey. He wanted to give his clients access to beautiful holiday rentals in destinations across the globe.

The expanding villa rental company was rebranded in 2011 to 5 Star Villa Holidays, and today 5 Star Villa Holidays offers over 10,000 luxury villas around the world.

JP and his partner, Helena are currently travelling the globe, devoted to hand selecting the best villas and property management companies, and giving them their stamp of approval! 5 Star Villa Holidays' ambition goes beyond being an ordinary holiday rental company. It is a marketplace for luxurious and exclusive villas around the world.

The 5 Star Villa Holidays Difference

24/7 support
24/7 Client Support
Expert travel consultation Assisting our clients with their villa holiday enquiries
home logo
10,000+ Professionally Managed Villas
Hand selecting 5 Star villas managed by the best companies globally
renowned for working with only 5 star villas around the world.
No.1 5 Star Villa Holidays Company
Renowned for working with only 5 Star villas around the world.
every destination visited by our travel experts
Every Destination Visited By Our Travel Experts
Visiting all destinations & compiling free travel guides for our clients

Request Your Free Travel Consultation

Let us do the research, saving you time. Arrange your free consultation at a time that is convenient for you. Tell our travel experts your itinerary and requirements. They will email you a short list of luxury villas for your perfect holiday.



How Can We Help? Lets Check The Video

What Our Clients Are Saying


Verified by

A Gift From 5 Star Villa Holidays

Helena Doyle

Please accept this FREE copy of “No More Stressful Travel Days! Here is a Proven Way to Travel in Style and Comfort with our Top 5 Secrets.” as my gift to you