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Make yourself at home at Windsor at Westside Resort, the ideal base for Disney lovers and holiday goers seeking sumptuous spacious living. And there’s plenty of room to luxuriate in the pleasant warmth of the sun in your private swimming pool or at the holiday-inspired resort swimming area. Tucked in Central Florida’s quiet suburbs, escape the intoxicating thrill of bustling Orlando, yet stay close enough to dip your toe into a world of adventure.
Make yourself at home at Windsor at Westside Resort, the ideal base for Disney lovers and holiday goers seeking sumptuous spacious living. And there’s plenty of room to luxuriate in the pleasant warmth of the sun in your private swimming pool or at the holiday-inspired resort swimming area. Tucked in Central Florida’s quiet suburbs, escape the intoxicating thrill of bustling Orlando, yet stay close enough to dip your toe into a world of adventure.
Kissimmee, Windsor at Westside Resort 
12 Guests 
5 Bedrooms 
4 Bathrooms 
Kissimmee, Windsor at Westside Resort 12 Guests 6 Bedrooms 4 Bathrooms 
Kissimmee, Windsor at Westside Resort 14 Guests 6 Bedrooms 4 Bathrooms 
Situated off Westside Boulevard, you’re en route to magical memories and thrilling times at Walt Disney World. For the golfing enthusiasts, there’s a brilliant range of top-class greens in proximity, while the younger crowd are sure to love the water parks nearby. A 7-Eleven supermarket is stationed right near the northern entrance of Windsor at Westside, making shopping wonderfully convenient.
Convenience never looked so good at Windsor at Westside Resort. Enjoy the comfort of your villa with designated dining, socialising, and sleeping areas, without feeling cramped and bound to the same four walls. Featuring an exclusive range of 5 to 9-bedroom villas, you'll have ample space to stretch out and put your feet up while on holiday. And best of all, bask in the luxury of your private swimming pool and spa bath for endless days out in the Florida sunshine.
Outside your stunning home, Windsor at Westside Resort's swimming pool is the star attraction. Take a refreshing dip in the pool, recline on a sun lounger, or float down the lazy river as you admire the scenic poolside landscape. Teenagers will find entertainment at the resort's gaming room, teeming with thrilling arcades, while guests with an active lifestyle can workout in the fitness centre.
Enjoy Central Florida’s subtropical warmth at the resort swimming pool, a stunning sapphire oasis of calm. Absorb all the radiant sunlight on the lavish poolside half-island, with plush day beds and turquoise sun loungers. Take a refreshing dip in the lagoon-style resort pool, then wander to the poolside tiki-bar for a delightful daiquiri and other blissful blends.
Achieve your workout goals while on holiday, from aerobic activity to endurance training and improving flexibility at the resort fitness centre. Work up a sweat or take an indulgent stretch to realign your body. Whichever way you decide to exercise, the excellent equipped fitness centre will cater to your needs.
A magnet to the younger guests, the clubhouse arcade is the resort’s entertainment hub. Equipped with an enticing array of gaming machines, from racing to dancing, and a Terminator-inspired point and aim, teenagers and gaming enthusiasts will happily spend hours in the resort’s game room as they escape into a realm of virtual reality.
If you prefer exercising in the sunshine and keeping social, then don your sports gear and have a game of tennis or basketball. Or head straight from the pool to the beach volleyball court and feel the sand between your toes as you dive and bump your way to victory.
If you prefer exercising in the sunshine and keeping social, then don your sports gear and have a game of tennis or basketball. Or head straight from the pool to the beach volleyball court and feel the sand between your toes as you dive and bump your way to victory.
If you prefer exercising in the sunshine and keeping social, then don your sports gear and have a game of tennis or basketball. Or head straight from the pool to the beach volleyball court and feel the sand between your toes as you dive and bump your way to victory.
At the end of a beautiful sunny day in Central Florida, head to the resort lake for a calming view of the sun gently setting across the horizon. Look out for ducks swimming on the water as you bask in the blissful quiet and sunset’s soft light.
At the end of a beautiful sunny day in Central Florida, head to the resort lake for a calming view of the sun gently setting across the horizon. Look out for ducks swimming on the water as you bask in the blissful quiet and sunset’s soft light.
At the end of a beautiful sunny day in Central Florida, head to the resort lake for a calming view of the sun gently setting across the horizon. Look out for ducks swimming on the water as you bask in the blissful quiet and sunset’s soft light.
A fine way to relax at Windsor at Westside Resort is by bopping down the lazy river as you admire the lush island of staggering palm trees. Feel the sun glowing on your skin as you slowly float down the gurgling stream on an inflatable tube. Or lower your body in the steaming spa for a bubbling and restorative soak.
A fine way to relax at Windsor at Westside Resort is by bopping down the lazy river as you admire the lush island of staggering palm trees. Feel the sun glowing on your skin as you slowly float down the gurgling stream on an inflatable tube. Or lower your body in the steaming spa for a bubbling and...
A fine way to relax at Windsor at Westside Resort is by bopping down the lazy river as you admire the lush island of staggering palm trees. Feel the sun glowing on your skin as you slowly float down the gurgling stream on an inflatable tube. Or lower your body in the steaming spa for a bubbling and restorative soak.
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.
