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This kingdom of comfort and excitement merges the beloved amenities of its sister resorts, Windsor Hills and Windsor Palms, with even grander adventures. Prepare to be spellbound by luxurious leisure and endless entertainment, all just a stone's throw away from the magical worlds of Disney and Universal.
Welcome to Windsor Island, Kissimmee's crown jewel of resort communities, where your fantasy holiday awaits in this majestic ten-bedroom haven capable of enchanting up to thirty guests.
This kingdom of comfort and excitement merges the beloved amenities of its sister resorts, Windsor Hills and Windsor Palms, with even grander adventures. Prepare to be spellbound by luxurious leisure and endless entertainment, all just a stone's throw away from the magical worlds of Disney and Universal.
Welcome to Windsor Island, Kissimmee's crown jewel of resort communities, where your fantasy holiday awaits in this majestic ten-bedroom haven capable of enchanting up to thirty guests.
This kingdom of comfort and excitement merges the beloved amenities of its sister resorts, Windsor Hills and Windsor Palms, with even grander adventures. Prepare to be spellbound by luxurious leisure and endless entertainment, all just a stone's throw away from the magical worlds of Disney and Universal.



| Months | 7 Nights | 10 Nights | 14 Nights |
|---|---|---|---|
| April | £ 790 | £ 820 | £ 860 |
| May | £ 730 | £ 760 | £ 800 |
| June | £ 820 | £ 865 | £ 920 |
| July | £ 940 | £ 985 | £ 1,040 |
| August | £ 1,030 | £ 1,060 | £ 1,100 |
| September | £ 910 | £ 940 | £ 980 |
| October | £ 910 | £ 940 | £ 980 |
| November | £ 730 | £ 760 | £ 800 |
| December | £ 730 | £ 760 | £ 800 |
At the heart of this palatial retreat lies a convergence of whimsy and elegance, where every room tells a story. Be it through the spellbinding allure of the Harry Potter-themed chamber, the galactic grandeur of the Star Wars room, or the enchanting embrace of Disney magic, dreams come alive under our roof. With TVs in all bedrooms, the tales continue day and night, ensuring the magic never fades. The home's culinary core is a fully-equipped kitchen, which is a feast for the senses, complemented by a breakfast island for casual dining, and a grand table for regal banquets.
Venture outside to the private pool area, a tranquil oasis where the water calls for relaxation. Here, an outdoor dining table stands ready for al fresco feasts under the sun-kissed skies.
Bedrooms/Bed Sizes
Living Area
Outdoor Living Space
Entertainment
General
Windsor Island
In Windsor Island, every moment is full of fun. From the thrill of duels on the sand volleyball courts to the serenity of drifting along the lazy river, our resort community promises a holiday stitched with the fabric of unforgettable memories.
Dive into the sprawling tales of heroism and adventure in the home's custom-designed bedrooms, challenge the realms' champions in poolside contests, or simply bask in the luxury of your own private pool. Here, every day is a new chapter in your family's epic saga.



Windsor Island Resort is an idyllic community featuring newly built homes dripping with style and luxury. Offering an upmarket range of 5-to-10-bedroom villas, savour the refined in-home amenities of a private swimming pool and spa bath, fresh décor, and your own fully equipped kitchen with stainless steel appliances. Some villas feature a games room for endless hours of competition and enchanting themed bedrooms to keep the little ones enthralled.
Step outside your lavish villa to explore Windsor Island Resort’s superb amenities. From diving into the refreshing waters of the resort pool to exercising at the fitness centre, playing mini-golf on the 9-hole green, and soaking up the camaraderie in a game of basketball or volleyball, you’ll always find something to keep you entertained or relaxed.

At the Windsor Island Resort Clubhouse, you'll find unparalleled entertainment and experiences. Take a trip to the games room for an exciting round of air hockey or virtual racing, or on to the fitness centre for a luxurious workout with a breathtaking view. Once your work out is complete, reward yourself at the ice cream bar or pop into the convenience store to buy poolside snacks for the day.

Kick off your shoes and sumptuously sink into holiday mode at the tiki bar and grill, just a few steps away from the luxurious swimming pool. Enjoy a refreshing drink in the sun as you savour the gratifying taste of adventure and carefree moments. And when you’re feeling hungry, follow the lingering aroma to the grill, pull up a chair and tuck into a flavoursome meal.

Delight in the radiance and leisurely vibes at the resort swimming pool, where towering palm trees provide pops of shade and sapphire sun umbrellas beautifully complement the turquoise waters. Recline into relaxation on a sun lounger or gently glide down the lazy river on an inflatable tube as you drench yourself in sunshine and dip your feet in the refreshing water. For the little ones, there is a splash pad area, while those wanting a hot soak can stretch out in the spa bath. Or if you seek a taste of adventure, then whirl down the dual waterslides and plunge in the invitingly cool blue waters.
Located just off Highway 27, you’re well-connected to Central Florida’s top attractions, from world-class golfing greens, top-rated restaurants, and the magical Walt Disney World Resort. You’ll have countless supermarkets nearby to top up your pantry, and for tastes of home in the Sunshine State, the Best of British Pub & Café is a short drive away.
**EXCLUSIVE** Price includes a complimentary welcome pack with everyday essentials (milk, bread, jam, butter, tea, coffee, water, cereal and juice), along with all pre-arrival cleaning fees and taxes. Each property is thoroughly inspected before your arrival, and our dedicated Ocean Beds 24-hour in-resort team is always on hand to ensure guests are well looked after.
Please note that new parking regulations will be effective immediately at Windsor Island Resort. If you plan to have more than 3 cars (including visitors) during your stay, please contact us to check the maximum allowance for your home.
Please note: Florida State Law requires all clients to register and all home bookings are required to pay a Property Protection Fee of $8 per day (capped at $120) by credit or debit card, as part of the registration and online check in. All clients must have completed registration to allow them to download their accommodation voucher approx. 5 days prior to their arrival date.
If your home includes a spa please be aware that the spa is not automatically heated and pool heat will need to be added to booking which is available between the months of October to April only.

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.



Book a Florida holiday with us and get FREE
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$475 per
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Brace yourself for a whirlwind of fun and an array
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Feed Florida's reptiles at
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PS. You won't find this offer anywhere else!

We are the only tour operator that can offer Florida holidays this far in advance.

Access to over 2,500
exact homes across
Florida.

We’re proud to have won the Travel for All award at the Travel Weekly Globes in 2024, 2025 & 2026.
Contact our team in the US or UK in case of emergency 24 hours a day, 7 days a week.

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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.



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