Windsor Island Resort Vacation Rentals
Book luxury Windsor Island Resort vacation rentals near Disney World, with private pools, family homes, and resort-style amenities in Orlando.
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About our Windsor Island Resort vacation rentals, FL
Windsor Island Resort vacation rentals are a fantastic choice for families and groups looking for a luxury stay close to Orlando’s top attractions. One of the newest Orlando resorts, Windsor Island Resort is located in the greater Orlando area of Davenport, making it within easy reach of Disney World, Universal Orlando and year-round shops, restaurants, and family-friendly entertainment.
Our Windsor Island Resort vacation rentals are chic, spacious, and ideal for self-catering group getaways - with stylish open concept living spaces featuring alongside contemporary kitchen diners and uplifting bedroom suites.
Plus, that's not all! When looking to stay in Windsor Island Resort, we have a wide collection of family and group-friendly vacation rentals, featuring private pools with optional hot tubs, themed bedrooms, games rooms, home theaters and covered lanais for alfresco dining, ensuring you have everything you need for a fun and varied stay.
Guests of our Windsor Island Resort vacation rentals also enjoy access to the resort’s fantastic amenities and water park, for a truly unforgettable Orlando vacation.
Popular Windsor Island Resort vacation rentals
The best time to visit Windsor Island Resort is generally from late winter through mid-spring (February to May) and again from late September to November, when you’ll enjoy pleasant weather and fewer crowds.
Orlando is a year-round destination, but summer (July–September) and the festive holiday period are the busiest times, especially for families travelling during school breaks.
If you’re looking for a quieter stay, January to March and late September through Thanksgiving tend to be calmer. Weather-wise, Florida remains warm throughout the year, making winter a popular escape from colder climates, while June to October brings the rainy season, with short but sometimes heavy afternoon showers.
For a month-by-month view of the best time to visit Florida, check out our helpful guide.
Windsor Island Resort is very close to Disney World, with Epcot being just 6.7 miles away. It takes under 20 minutes to drive from the resort to any of the Disney parks.
Windsor Island does not currently offer a shuttle service from the resort to Disney World, but it is still very easy to get to the parks. We recommend renting a car for your Orlando vacation because this will give you the most amount of freedom and opportunity to visit all of Orlando's fantastic attractions. To organize a car rental for your trip, speak to our Travel Planner team today.
Orlando International Airport (MCO) is very close to Windsor Island Resort, with a driving time of 25 minutes between the two. The 20.3-mile journey involves toll roads, so make sure that you have your preferred form of payment ready before you set off from the airport.
Driving is the easiest way to get from the airport to the resort, and also has the benefit of giving you the freedom to explore Orlando during your stay.
You can either pick up a rental car from the airport, or you can organize your car hire through our Concierge team. If driving isn’t for you, we can also arrange for a private transfer to take you from the Arrivals Hall to the door of your Windsor Island Resort rental.
The Windsor Island Resort address is: 3557 Lavender Dr, Davenport, FL 33897, United States.
Yes, complimentary self-parking is available with all Windsor Island Resort vacation rentals.
Distances from Windsor Island Resort
| Attraction | Distance (miles) | Driving time (mins) |
|---|---|---|
| Magic Kingdom | 11.2 | 19 |
| Epcot | 6.7 | 16 |
| Disney Springs | 7.3 | 17 |
| Animal Kingdom | 9.1 | 16 |
| Universal Studios | 13.5 | 21 |
| Legoland | 34.6 | 49 |
| Convention Center | 10 | 17 |
| Gatorland | 11 | 14 |
| International Drive | 11.8 | 18 |
Resort Amenities
Windsor Island Resort is a gated community with some of the best resort amenities in the area. The stunning Windsor Island resort clubhouse has an arcade, fitness center, close by playground for young guests, and mini golf.
The zero-entry resort style pool has a lazy river, dual water slides, children’s splash pad and poolside bar. There are also family-size cabanas, fire-pit & picnic area, hammock garden and dual cornhole court.
Things to do nearby
Located in the beautiful community of Celebration, Windsor Island Resort has the great benefit of being on the doorstep of many fantastic Orlando attractions.
Disney World can be reached in under 20 minutes, and Universal Studios is also close, at less than 30 minutes drive away. If you fancy a relaxing day outdoors, there are many beautiful parks near Windsor Island, such as Longmeadow Park and Hippodrome Park which are the perfect places for a picnic within 10 minutes walking distance from the resort.
There are also many fantastic restaurants catering to every taste near Windsor Island Resort. From irresistible Asian cuisine at Thai Thani to burritos and fajitas at Avocado Mexican Grill and American classics at Celebration Town Tavern, there are countless options for quick meals and special dinners.
Florida is famous for its golf, and the area around Windsor Island Resort has got some fantastic golf courses where you can tee off in the sunshine. Celebration Golf Club is less than a 10-minute walk from the resort. Designed by renowned golf course architects Robert Trent Jones Senior and Junior, it is one of Orlando’s premier golfing destinations.
If you’re visiting around Christmastime, you can enjoy Celebration’s legendary festive event. This family-friendly Christmas-themed festivity brings a little bit of the North pole to central Florida, with ice skating, twinkling lights, traditional stalls, and comforting winter food and drinks.
Dining nearby
Windsor Island Resort is perfectly placed 10-15 minutes' drive away from a wide range of world food eateries and restaurants - ideal for savoring a fun and varied self-catering vacation!
Breakfast dining spots
First Watch - 5 miles
Healthy Breakfast & Brunch | $$ | Address: 7800 W Irlo Bronson Memorial Hwy, Kissimmee, FL 34747
Fresh, wholesome breakfast and brunch with creative plates, juices, and great coffee in a relaxed setting.
Keke’s Breakfast Café - 5.5 miles
American Breakfast & Brunch | $$ | Address: 8125 W Irlo Bronson Memorial Hwy, Kissimmee, FL 34747
A popular stop for pancakes, omelettes, waffles, and hearty breakfast favourites before a day at the parks.
Hash House A Go Go - 7.5 miles
Upscale Comfort Breakfast | $$ | Address: 5520 W Irlo Bronson Memorial Hwy, Kissimmee, FL 34746
Generous portions of elevated classics like sage fried chicken and giant pancakes that are perfect for a memorable start to the day.
Lunch dining spots
Ford’s Garage - 5 miles
American Burgers & Comfort Food | $$ | Address: 7800 W Irlo Bronson Memorial Hwy, Kissimmee, FL 34747
Retro-themed lunch spot with juicy burgers, sandwiches, and salads — ideal for families and groups.
Bahama Breeze - 5.5 miles
Caribbean-Inspired Cuisine | $$ | Address: 8020 W Irlo Bronson Memorial Hwy, Kissimmee, FL 34747
Tropical flavours, fresh seafood, and laid-back lunch vibes with island-style drinks and shared plates.
Pienezza Pizza - 8 miles
Italian & Pizza | $$ | Address: 4003 W Vine St, Kissimmee, FL 34746
Quick and casual pizza joint serving artisan slices, salads, and pastas — great for a relaxed midday meal.
Dinner dining spots
Giordano’s - 5 miles
Italian & Chicago-Style Pizza | $$ | Address: 7866 W Irlo Bronson Memorial Hwy, Kissimmee, FL 34747
Famous deep-dish pizza and Italian comfort food - perfect for family dinners and sharing plates.
LongHorn Steakhouse - 5 miles
Steakhouse & American Grill | $$ | Address: 7740 W Irlo Bronson Memorial Hwy, Kissimmee, FL 34747
Classic American dinner fare with perfectly grilled steaks, ribs, and hearty entrées.
Miller’s Ale House - 5.5 miles
American & Sports Bar | $$ | Address: 8123 W Irlo Bronson Memorial Hwy, Kissimmee, FL 34747
Lively dinner choice with a wide menu, big portions, and plenty of screens for sports fans.
Private in-villa dining
For a more personalized dining experience, take advantage of Windsor Island Resort’s in-villa dining services. Our Concierge team can arrange everything from private chefs creating custom meals in your home, to grocery delivery stocked with your favourites - perfect for families, celebrations, or nights in when you’d rather relax at home than go out.
Zero-entry Resort PoolThe sun-soaked zero-entry resort pool is the heart of Windsor Island, offering space to swim, splash, and relax. With nearby slides, a splash pad, and poolside bar, it’s perfect for all ages!
Lazy RiverNext to the main resort pool, the lazy river with waterfall offers the perfect excuse to unwind and switch off. Grab a tube, kick back, and let the current gently drift you along.
Pool Deck & SunbedsSurrounding the pool, the spacious sun deck invites guests to relax and soak up the Florida sunshine. Stretch out on a sunbed or upgrade your day with a private cabana.
Kids' Splash ParkWindsor Island Resort features a fun and immersive kids' splash park, complete with tot-friendly slides, sprayers, fountains and large tipping buckets.
Dual WaterslidesWithin the water park, the dual waterslides offer fast-paced fun for thrill seekers. Race side by side or take turns enjoying an adrenaline-filled ride into the pool below.
Covered Tiki barPlaced poolside, you won't need to travel far for a refreshing beverage or tasty snack. Guests not wanting to budge from their sunbed can make use of the handy resort dining app "Toast".
Kids' play areaNext to the clubhouse, the children’s play area comes complete with slides and climbing features. It's ideal for little ones to let off steam outdoors, before heading back to their villa.
Mini golfAlongside the resort pool, Windsor Island offers a fantastic 9-hole mini-golf course. Great for family fun and friendly competition, practise your putting in the glorious Florida sun.
Fitness CenterKeep on top of your fitness goals at the bright and modern fitness center! Located in the clubhouse and overlooking the pool, the fitness center opens daily to recharge and energize.
Sundry shopWhether it's to replace the summer hat you forgot to pack or to grab a quick bite and refreshing drink, as you head off to hit the parks, the on-resort sundry shop offers handy convenience.
Windsor Island Resort vacation rentals with Concierge
Make your stay in our Windsor Island Resort vacation rentals even more special, with our fantastic concierge services.
Choose from an amazing range of hotel-style services to bring ease and convenience to your stay, including airport transfers and car hire, family-friendly services, grocery deliveries and attraction tickets.
We are also here to assist with private chefs, character breakfasts and catering, as well as a whole host of unique vacation experiences to make your Orlando getaway one-to-remember.
With dedicated Travel Planners also on hand to create personalized itineraries, make restaurant reservations, local recommendations and more, a self-catering stay in our Windsor Island Resort vacation rentals is a breeze.
Windsor Island Resort vacation rentals with private pools
Windsor Island Resort vacation rentals with pools are perfect for making the most of Orlando’s warm, sunny days. Whether you’re cooling off after the theme parks, enjoying a lazy afternoon by the water, or letting the kids splash around between adventures, having your own private pool makes every stay feel more relaxed.
Many of our Windsor Island Resort vacation rentals feature private pools exclusively for you and your guests, giving you space to unwind in complete comfort. After a busy day at Disney World, Universal Orlando, or exploring the city’s shops and restaurants, you can head back to your vacation home for a refreshing swim, a quiet evening by the pool, and a little slice of Florida luxury.
Popular Windsor Island Resort vacation rentals with private pools
Windsor Island vacation vacation rentals with themed rooms
Windsor Island Resort vacation rentals with themed rooms bring an extra touch of magic to family stays in Orlando. Imagine the excitement when the kids arrive at your vacation home and discover bedrooms and games rooms inspired by their favorite stories, movies, and adventures. It’s a fun surprise that helps set the tone for an unforgettable vacation from the moment you arrive.
From outer-space adventures to princess-style bedrooms, jungle hideouts, superheroes, and movie-inspired games rooms, many of our Windsor Island Resort vacation rentals with themed rooms are designed to make every stay feel special. Plus resort amenities, including the Windsor Island Resort water park promise hours of carefree fun in the sun.
Perfect for families visiting Disney World and Orlando’s top attractions, these creative spaces keep the magic going long after you’ve left the parks, giving younger guests somewhere exciting to sleep, play, and make memories.
Popular Windsor Island vacation rentals with themed rooms
