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Picture the perfect escape for your family, where fun and entertainment are limitless, and you'll find yourself at Windsor Hills. Enjoy the blissful harmony of feeling at home and the novelty of an adventurous holiday. Delight in the thrill of an exhilarating waterpark, bask in the sun at the large swimming pool or enjoy a family movie night at the resort theatre. And with its prime location to Walt Disney World, there’s nowhere else you’d rather be than Windsor Hills.
Picture the perfect escape for your family, where fun and entertainment are limitless, and you'll find yourself at Windsor Hills. Enjoy the blissful harmony of feeling at home and the novelty of an adventurous holiday. Delight in the thrill of an exhilarating waterpark, bask in the sun at the large swimming pool or enjoy a family movie night at the resort theatre. And with its prime location to Walt Disney World, there’s nowhere else you’d rather be than Windsor Hills.
Kissimmee, Windsor Hills 
8 Guests 
3 Bedrooms 
3 Bathrooms 
Kissimmee, Windsor Hills 6 Guests 3 Bedrooms 2 Bathrooms 
Kissimmee, Windsor Hills 6 Guests 3 Bedrooms 2 Bathrooms 
You’ll love Windsor Hill’s ideal location - one of the closest villa communities to Walt Disney World. Situated on North Old Lake Wilson Road, the Happiest Place on Earth is a 10-minute drive away while you’re close to other world-class attractions and thrilling theme parks.
The perfect blend of luxury, comfort, and adventure, your holiday will be nothing short of a dream come true. Step out of your villa and immerse yourself in the wealth of activities on offer. At Windsor Hills, you’ll always find something to keep you entertained. From days at the waterpark and evenings at the movie theatre, you can also keep active on the sports courts.
Treat yourself to an evening at the resort movie theatre, playing much-loved classics and newer released blockbusters. Before you enter the 40-seat cinema, grab sweet treats and savoury snacks from The Market Place & Grill to nibble during the film. And after the light-hearted laughs at the movie theatre, gather in the resort games room for some retro fun on the arcade machines or test your skills at air hockey or sinking the solid eight on the pool table.
Whether you need to stock up on essentials or you're craving a delicious snack or a refreshing drink, The Market Place & Grill has you covered. Enjoy the convenience of a one-stop shop for all your needs that also features a sit-down restaurant. There’s no need to venture far from the comfort of your surroundings, as everything you need for a perfect day is at your fingertips.
Soar down multi-story water slides and feel the thrill of being surrounded by dynamic water jets. Dive into the crystal-clear waters of a lagoon-style swimming pool, or lounge in the luxurious 10-person hot tub to boost relaxation. Soak up the sun and recharge on a sun lounger by the poolside, where each break from swimming will be an opportunity to bask in the warm rays and rejuvenate.
Whether you're looking to keep active on the tennis courts, on the jogging paths, shooting hoops, or diving on the sand volleyball court, Windsor Hills Resort offers all these facilities and more. Plus, you can practice your mini-golf swing on the putting green, or if you prefer to exercise indoors, then the fitness centre is well-stocked with all the equipment you need for a high-energy or low-intensity workout.
Whether you're looking to keep active on the tennis courts, on the jogging paths, shooting hoops, or diving on the sand volleyball court, Windsor Hills Resort offers all these facilities and more. Plus, you can practice your mini-golf swing on the putting green, or if you prefer to exercise...
Whether you're looking to keep active on the tennis courts, on the jogging paths, shooting hoops, or diving on the sand volleyball court, Windsor Hills Resort offers all these facilities and more. Plus, you can practice your mini-golf swing on the putting green, or if you prefer to exercise indoors, then the fitness centre is well-stocked with all the equipment you need for a high-energy or low-intensity workout.
Enjoy having a team of experts at your fingertips, eager to guide you to the city's most exciting destinations and unique experiences. Whether you're seeking adventure in the world's theme park capital or prefer to discover Florida’s wildlife, or simply play a round of golf, Windsor Hills' Welcome Centre can help make your dreams a reality.
Enjoy having a team of experts at your fingertips, eager to guide you to the city's most exciting destinations and unique experiences. Whether you're seeking adventure in the world's theme park capital or prefer to discover Florida’s wildlife, or simply play a round of golf, Windsor Hills' Welcome...
Enjoy having a team of experts at your fingertips, eager to guide you to the city's most exciting destinations and unique experiences. Whether you're seeking adventure in the world's theme park capital or prefer to discover Florida’s wildlife, or simply play a round of golf, Windsor Hills' Welcome Centre can help make your dreams a reality.
Imagine waking up each day in your own private oasis, surrounded by the beauty and tranquillity of nature. And then, with just a short drive, you're transported to a world of wonder, where dreams come true and memories that will last a lifetime are made. Located only 4 miles near Walt Disney World, Windsor Hills puts you right in the heart of all the action.
Imagine waking up each day in your own private oasis, surrounded by the beauty and tranquillity of nature. And then, with just a short drive, you're transported to a world of wonder, where dreams come true and memories that will last a lifetime are made. Located only 4 miles near Walt Disney World,...
Imagine waking up each day in your own private oasis, surrounded by the beauty and tranquillity of nature. And then, with just a short drive, you're transported to a world of wonder, where dreams come true and memories that will last a lifetime are made. Located only 4 miles near Walt Disney World, Windsor Hills puts you right in the heart of all the action.
To ensure your holiday runs smoothly, we have a team based in Florida ready to offer their assistance. You can reach them by phone or email 24 hours a day, 7 days a week, to get recommendations and helpful advice during your stay in the Sunshine State.
To ensure your holiday runs smoothly, we have a team based in Florida ready to offer their assistance. You can reach them by phone or email 24 hours a day, 7 days a week, to get recommendations and helpful advice during your stay in the Sunshine State.
To ensure your holiday runs smoothly, we have a team based in Florida ready to offer their assistance. You can reach them by phone or email 24 hours a day, 7 days a week, to get recommendations and helpful advice during your stay in the Sunshine State.
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As an independent travel company, we can offer you packages up to 36-months in advance.
Access to over 2,000
exact homes across
Florida.
We’re proud to have been awarded Travel For All award at the Travel Weekly Globes 2024.
Contact our team in the US or UK in case of emergency 24 hours a day, 7 days a week.
When you book with Ocean Florida, your holiday and your money is 100% secure.
We’re very proud to receive daily 5-star reviews for both our service and our holidays.
Let’s find your once-in-a-lifetime! Somewhere that makes everyone from grandparents to grandchildren feel like big kids. A place where “finally” is said aloud. This is where bucket lists are re-written. Where from your first quote until your flight home, you can feel the Ocean Difference with personalised quotes, bespoke itineraries, and award-winning service. We are your holiday shapers and memory makers for dreams of every size, including 24/7 support for all your needs abroad. Get in touch today for everyday fairytales found only with Ocean Florida.
Our friendly team is on hand 7-days a week to help plan your holiday. We send each Travel Specialist to Florida at least once per year, meaning they talk to you from experience, not a script.
We have an amazing support team based in Orlando who are available 24/7 to help you with any questions or queries you might have during your holiday.
Windsor Hills Resort is just four miles from Disney World, allowing you to get to the Happiest Place on Earth in just a 10-minute drive. That makes Windsor Hills Resort one of the closest villa communities to Disney and the journey there should be as stress free as your time exploring the parks.
The simplest route will take you via Old Lake Wilson Road and US-192 east. Along the way, just follow signs for whichever park you have your sights set on and voila! You’ll be there in no time. While car rental is the best option for making the most of your freedom on your Florida holiday, we understand that driving abroad may not be to everyone’s taste. If you prefer not to have to be the family chauffeur, your next best bet would be ride sharing services such as Uber and Lyft. At just 10 minutes away, this short trip certainly won’t break the bank and will allow for total peace of mind.
Unfortunately, at this point in time, Windsor Hills Resort has no shuttle bus to the parks. However, it’s always best to check the resort website in case of any changes. As there is no shuttle service available currently, car hire is a great option to allow you the freedom to get to Disney in your own time. And here at Ocean Florida, we can help you get set up.
We offer a range of car hire package options to suit your needs. Plus, all our car hire packages come with fully comprehensive insurance, meaning that’s one less thing to worry about. Having your own transport not only allows you easier access to Disney but you can also tick off all of Orlando’s best theme parks. SeaWorld, Universal Resort, and Legoland Florida are all under 30 miles from Windsor Hills. All that’s left to do is pick the perfect road trip song playlist and hit the open road.
