Windsor Island Resort Villas
Located in a prime position in Orlando, our Windsor Island Resort rentals are a fantastic choice for a luxury stay close to all the top attractions of the city.
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Windsor Island Resort Vacation Rentals
One of the newest resorts in Orlando, Windsor Island is a fantastic place to stay for visiting theme parks and enjoying countless amenities guaranteed to bring family fun. Located in the Davenport area, Windsor Island is the sister resort to the popular Windsor At Westside, and much of what makes that resort a firm favorite with families and groups have been replicated at Windsor Island.
Chic, stylish, and perfect for group vacations, our Windsor Island Resort rentals are wonderful places to stay in Orlando. With in-home amenities including private pools, themed bedrooms, games rooms, hot tubs, and home theaters, they have everything you could ever need for an unforgettable vacation, along with access to all the resort facilities. And our reasons to stay don’t end there - Windsor Island Resort rentals are close to all of Orlando’s most popular attractions, including Disney World, Universal Studios, and the city’s shops and restaurants.
Popular 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 personalised 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 vacation rentals with Concierge
Make your stay at Windsor Island Resort Davenport even more special, with our fantastic Concierge Services. Choose from an amazing range on services for your stay, including airport transfers, private chefs, grocery deliveries and attraction tickets. We are also here to assist with various tasks, including arranging restaurant reservations, booking tickets to local attractions or events, providing local area information, and catering to specific guest requests.
Windsor Island Resort vacation rentals with private pools
Is there anything more relaxing than a cooling swim in the heat of the Florida sunshine? We don’t think so, which is why we love that our beautiful Windsor Island Resort vacation rentals come with their own private pools, exclusively for the use of you and your loved ones.
After a long day of exploring the Disney World parks, you can guarantee a lovely dip in the cool waters to relax your muscles and prepare for the next day of fun.
Explore Windsor Island Resort pool villas
Windsor Island vacation vacation homes with themed rooms
Imagine the excitement on the kids’ faces when they arrive at a Windsor Island Resort vacation rental and discover that their bedrooms and games rooms are themed around their favorite movies and characters!
From outer-space sagas to ice princesses, our villas with themed rooms capture all of the magic of a Disney vacation before you even step foot in the park.
Explore Windsor Island vacation rentals with themed rooms
