Find Luxury Hotels in Windermere, FL

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check availability on Windermere Luxury Hotels

Our top choices for Windermere luxury hotels

Four Seasons Resort Orlando at WALT DISNEY WORLD® Resort

Four Seasons Resort Orlando at WALT DISNEY WORLD® Resort
5.0 star property
Golden Oak
9.6 out of 10, Exceptional, (890 reviews)
"Amazing pool and grounds! Perfect for our family of four. "
United States
Sundip
The price is ¥182,161
¥214,817 total
includes taxes & fees
Apr 16 - Apr 17
Four Seasons Resort Orlando at WALT DISNEY WORLD® Resort

Disney's Yacht Club Resort

Disney's Yacht Club Resort
4.0 star property
Bay Lake
9.0 out of 10, Wonderful, (719 reviews)
"Great room, great view. Quiet, comfortable with great service! Such a great stay"
United States
Jason
Disney's Yacht Club Resort

Universal's Hard Rock Hotel

Universal's Hard Rock Hotel
4.0 star property
Florida Center
9.2 out of 10, Wonderful, (1,000 reviews)
"We were there when it was very cold. Staff and hotel were lovely. "
Canada
Angela
The price is ¥108,894
¥122,506 total
includes taxes & fees
Apr 13 - Apr 14
Universal's Hard Rock Hotel

Hyatt Regency Orlando International Airport

Hyatt Regency Orlando International Airport
4.0 star property
Orlando
9.4 out of 10, Exceptional, (4,051 reviews)
"Great pool area!"
United States
Terry
The price is ¥33,861
¥38,094 total
includes taxes & fees
Mar 30 - Mar 31
Hyatt Regency Orlando International Airport

Conrad Orlando at Evermore

Conrad Orlando at Evermore
5.0 star property
Orlando
9.6 out of 10, Exceptional, (402 reviews)
"great stay"
United States
James
The price is ¥88,047
¥107,043 total
includes taxes & fees
Mar 22 - Mar 23
Conrad Orlando at Evermore

Embassy Suites by Hilton Orlando Lake Buena Vista South

Embassy Suites by Hilton Orlando Lake Buena Vista South
4.0 star property
Kissimmee
9.4 out of 10, Exceptional, (1,326 reviews)
"delicious breakfast and fantastic hotel."
United States
CATY
The price is ¥13,889
¥15,763 total
includes taxes & fees
Apr 12 - Apr 13
Embassy Suites by Hilton Orlando Lake Buena Vista South

Disney's Contemporary Resort

Disney's Contemporary Resort
4.5 star property
Bay Lake
8.4 out of 10, Very Good, (1,000 reviews)
"It was a wonderful resort! Lots of amenities. "
United States
Gregory
Disney's Contemporary Resort

Villatel Orlando Resort, Apartments by Marriott Bonvoy

Villatel Orlando Resort, Apartments by Marriott Bonvoy
4.0 star property
Orlando
9.4 out of 10, Exceptional, (79 reviews)
"Great accommodation"
United Kingdom
Lisa
The price is ¥133,217
¥157,916 total
includes taxes & fees
Mar 23 - Mar 24
Villatel Orlando Resort, Apartments by Marriott Bonvoy

DoubleTree by Hilton Orlando Theme Park Resort

DoubleTree by Hilton Orlando Theme Park Resort
4.0 star property
International Drive District
7.6 out of 10, Good, (6,634 reviews)
"Clean, friendly staff, would stay again. "
United States
Brooklyn
The price is ¥11,757
¥17,721 total
includes taxes & fees
Apr 12 - Apr 13
DoubleTree by Hilton Orlando Theme Park Resort

JW Marriott Orlando Bonnet Creek Resort & Spa

JW Marriott Orlando Bonnet Creek Resort & Spa
4.0 star property
Orlando
9.4 out of 10, Exceptional, (628 reviews)
"Gorgeous property and so modern! "
United States
Iana
The price is ¥68,516
¥86,918 total
includes taxes & fees
Mar 30 - Mar 31
JW Marriott Orlando Bonnet Creek Resort & Spa
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.

Top Windermere Hotel Reviews

Frequently asked questions

Are you searching for a great accommodation for your luxury trip to Windermere?
Use Expedia to arrange your flight to Orlando Intl. Airport (MCO) airport or Kissimmee, FL (ISM-Kissimmee Gateway) airport, and then choose from a variety of places to stay that will deliver the luxury you seek. Amenities are important when you plan a trip, so we make it easy to get what you'd like to make your stay relaxing and comfortable. If you want an upscale hotel with fine dining, a spa, or several swimming pools, Expedia can assist you in finding the best luxury hotel experience that Windermere has to offer. Windermere has some interesting things to see and do including Isleworth Golf and Country Club and Lake Butler, so you might want to take in the local sights during your visit.
When can I expect good weather in Windermere?
Planning for the weather is a good way to make your trip to Windermere relaxing and enjoyable, especially when you're splurging. The hottest months are usually August and July with an average temp of 81°F, while the coldest months are January and February with an average of 64°F. The rainiest months in Windermere are August, July, September, and June, with each month seeing an average of 8 inches of rainfall.
What's there to see and do in Windermere?
Enjoy all that Windermere has to offer when you visit Isleworth Golf and Country Club, Lake Butler, and Tibet Butler Preserve. If you have extra time while you're in the area, you might want to see Universal Studios Florida and Universal Orlando Resort.