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5 Star Hotels in Windermere

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Featured 5 Star Windermere Hotels

Conrad Orlando
5 out of 5
Fully refundableReserve now, pay when you stay
  • 10 min drive from Lake Butler
The price is $487 per night from Apr 14 to Apr 15
$487
per night
Apr 14 - Apr 15
Stay at this 5-star luxury hotel in Orlando. Enjoy 5 restaurants, a private beach, and a golf course. Popular attractions Disney Springs™ and Epcot® are located ...
Conrad Orlando
Waldorf Astoria Orlando
5 out of 5
Fully refundableReserve now, pay when you stay
  • 18 min drive from Lake Butler
The price is $492 per night from Apr 15 to Apr 16
$492
per night
Apr 15 - Apr 16
Stay at this 5-star luxury hotel in Orlando. Enjoy 2 outdoor pools, 6 restaurants, and a golf course. Our guests praise the pool and the helpful staff in our ...
Waldorf Astoria Orlando
Four Seasons Resort Orlando at WALT DISNEY WORLD® Resort
5 out of 5
Fully refundableReserve now, pay when you stay
  • 10 min drive from Lake Butler
The price is $1,255 per night from Apr 14 to Apr 15
$1,255
per night
Apr 14 - Apr 15
Stay at this 5-star luxury resort in Lake Buena Vista. Enjoy 3 outdoor pools, 5 restaurants, and a golf course. Our guests praise the helpful staff in our reviews. ...
Four Seasons Resort Orlando at WALT DISNEY WORLD® Resort
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The Ritz-Carlton Orlando, Grande Lakes
5 out of 5
Fully refundableReserve now, pay when you stay
  • 21 min drive from Lake Butler
The price is $599 per night from Apr 26 to Apr 27
$599
per night
Apr 26 - Apr 27
Stay at this 5-star luxury hotel in Orlando. Enjoy 7 restaurants, a golf course, and 2 bars/lounges. Our guests praise the helpful staff and the property condition ...
The Ritz-Carlton Orlando, Grande Lakes
Encore Resort at Reunion
5 out of 5
  • 30 min drive from Lake Butler
Stay at this 5-star luxury resort in Kissimmee. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the clean rooms and the family amenities ...
Encore Resort at Reunion
Reunion Resort & Golf Club
5 out of 5
  • 33 min drive from Lake Butler
Stay at this 5-star luxury aparthotel in Kissimmee. Enjoy 11 outdoor pools, 7 restaurants, and a golf course. Our guests praise the helpful staff in our reviews. ...
Reunion Resort & Golf Club
4BR Luxury home, Themed rooms -10 Minutes to Disney
5 out of 5
  • 27 min drive from Lake Butler
Stay at this 5-star luxury villa in Kissimmee. Enjoy free WiFi, free parking, and a fitness center. Popular attractions Disney Springs™ and Epcot® are located ...
4BR Luxury home, Themed rooms -10 Minutes to Disney
Endless Summer at Margaritaville
5 out of 5
  • 24 min drive from Lake Butler
Stay at this 5-star luxury vacation home in Kissimmee. Enjoy free WiFi, free parking, and a TV. Popular attractions Disney's Animal Kingdom® Theme Park and ESPN ...
Endless Summer at Margaritaville
The Bear's Den Resort Orlando
5 out of 5
  • 32 min drive from Lake Butler
Stay at this 5-star luxury vacation home in Kissimmee. Enjoy free WiFi, free parking, and private pools. Popular attractions Disney's Animal Kingdom® Theme Park ...
The Bear's Den Resort Orlando
Mickey's Terrace at Bahama Bay
5 out of 5
  • 30 min drive from Lake Butler
Stay at this 5-star luxury condo in Davenport. Enjoy free WiFi, free parking, and a balcony or patio. Popular attractions Disney's Animal Kingdom® Theme Park ...
Mickey's Terrace at Bahama Bay
Waterpark Near Disney - Luxury Townhome
5 out of 5
  • 23 min drive from Lake Butler
Stay at this 5-star luxury villa in Kissimmee. Enjoy free WiFi, free parking, and free water park access. Popular attractions Disney Springs™ and Epcot® are ...
Waterpark Near Disney - Luxury Townhome
House of Fun at Windsor Westside
5 out of 5
  • 30 min drive from Lake Butler
Stay at this 5-star luxury vacation home in Kissimmee. Enjoy free WiFi, free parking, and a fitness center. Popular attractions Disney's Animal Kingdom® Theme ...
House of Fun at Windsor Westside
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

5-Star Hotel in Windermere

It’s time. No more meh motels and so-so stays. This vacation it’s all about living it up, and that starts with a great hotel. You want first-class service and award-winning restaurants. Well, let us introduce you to a 5-star hotel in Windermere.

So nice you’ll blink twice

What makes a hotel worthy of supreme star-age? For starters, the service has to be top-notch and personalized. These hotels often have 24-hour room service, a welcome gift upon your arrival, and help you with your bags—even if you travel light.

Are they nicer? Heck yeah, they are! Most 5-star hotels have jaw-dropping aesthetics that give an authentic feel of class. And we’re not talking about that faux-gold soap dish your Aunt Tilda puts out for the guests—it’s the real deal.

Stars in your eyes

Are 5-stars hotels worth it? If you like the finer things in life, then yes, they sure are. But we also know you’re the type that likes to get your caviar on a fish stick budget. We’re right there with you, and that is why we make it easy to find the best 5-star hotel in Windermere for you. Sort by:

  • Price: Want to live large, but keep that budget balanced? We got you. We have 5-star hotels starting at $487.

  • Amenities: Windermere skyline view? Maybe a heated indoor pool? Looking for a Michelin-star restaurant? Search for the hotels that have the amenities you desire.

  • Hotwire Hot Rate: We’ll tell you the name of the hotel after you book, and you might just save a ton.

When you’re looking for the top 5-star hotels in Windermere—but don’t want to pay top dollar—let us help you out. You can get that posh palace of your dreams, and have money left to take on Windermere your way.