Find Luxury Hotels in Windermere, FL

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Our top choices for Windermere luxury hotels

Hyatt Regency Orlando International Airport

Hyatt Regency Orlando International Airport
4.0 star property
Orlando
9.4 out of 10, Exceptional, (4,045 reviews)
"Great pool area!"
United States
Terry
The price is ¥36,404
¥40,955 total
includes taxes & fees
Mar 16 - Mar 17
Hyatt Regency Orlando International Airport

Disney's Port Orleans Resort - Riverside

Disney's Port Orleans Resort - Riverside
4.0 star property
Golden Oak
8.8 out of 10, Excellent, (1,003 reviews)
"Our stay was phenomenal!"
United States
Shadiyah
Disney's Port Orleans Resort - Riverside

Willow Bend

Willow Bend
4.0 star property
Crescent Lakes
10.0 out of 10, Exceptional, (2 reviews)
"this house abuts woods and a slow river that made the property peaceful "
United States
John
The price is ¥38,265
¥100,748 total
includes taxes & fees
Mar 24 - Mar 25
Willow Bend

Rosen Shingle Creek

Rosen Shingle Creek
4.5 star property
Orlando
9.4 out of 10, Exceptional, (4,630 reviews)
"Great resort, lots of food options and the pool area is awesome!"
United States
Matteo
The price is ¥15,952
¥17,945 total
includes taxes & fees
Apr 6 - Apr 7
Rosen Shingle Creek

Hyatt House Orlando International Drive

Hyatt House Orlando International Drive
4.0 star property
International Drive District
9.4 out of 10, Exceptional, (1,598 reviews)
"Staff was very friendly and welcoming "
United States
Cynthia
The price is ¥18,758
¥21,102 total
includes taxes & fees
Mar 22 - Mar 23
Hyatt House Orlando International Drive

Jasmine 4 Bedrooms

Jasmine 4 Bedrooms
5.0 star property
Seasons
10.0 out of 10, Exceptional, (1 review)
"The property was amazing. Quiet, convenient and it was very inviting. "
United States
Jose Antonio
The price is ¥40,645
¥106,298 total
includes taxes & fees
Mar 27 - Mar 28
Jasmine 4 Bedrooms

Disney's Animal Kingdom Lodge

Disney's Animal Kingdom Lodge
4.5 star property
Bay Lake
8.8 out of 10, Excellent, (1,000 reviews)
"Beautiful room with Savannah view!"
United States
Cheryl
Disney's Animal Kingdom Lodge

Embassy Suites By Hilton Orlando Sunset Walk

Embassy Suites By Hilton Orlando Sunset Walk
4.0 star property
Kissimmee
9.4 out of 10, Exceptional, (600 reviews)
"Property was clean, and I can’t wait to go again."
United States
SAMELIA
The price is ¥19,463
¥30,046 total
includes taxes & fees
Apr 13 - Apr 14
Embassy Suites By Hilton Orlando Sunset Walk

DoubleTree by Hilton at the Entrance to Universal Orlando

DoubleTree by Hilton at the Entrance to Universal Orlando
4.0 star property
Florida Center
8.4 out of 10, Very Good, (6,844 reviews)
"Friendly staff at the desk, nice pool, clean room."
United States
Emilia Aliser
The price is ¥15,544
¥17,487 total
includes taxes & fees
Mar 29 - Mar 30
DoubleTree by Hilton at the Entrance to Universal Orlando

Caribe Royale Orlando

Caribe Royale Orlando
4.5 star property
Orlando
9.2 out of 10, Wonderful, (4,817 reviews)
"Good location, nice pool, plenty of dining options. "
United States
Jeff
The price is ¥30,021
¥40,569 total
includes taxes & fees
Mar 20 - Mar 21
Caribe Royale Orlando
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.