Find Luxury Hotels in Windermere, FL

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Check availability on Windermere Luxury Hotels

Our top choices for Windermere luxury hotels

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 ¥38,186
¥100,540 total
includes taxes & fees
Mar 24 - Mar 25
Willow Bend

Hyatt Regency Orlando International Airport

Hyatt Regency Orlando International Airport
4.0 star property
Orlando
9.4 out of 10, Exceptional, (4,048 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

Hyatt House Orlando International Drive

Hyatt House Orlando International Drive
4.0 star property
International Drive District
9.4 out of 10, Exceptional, (1,617 reviews)
"Clean room great staff bed with excellent slept so good great breakfast overall stay loved it!!!"
United States
Colin
The price is ¥20,507
¥23,071 total
includes taxes & fees
Mar 22 - Mar 23
Hyatt House Orlando International Drive

Disney's Port Orleans Resort - Riverside

Disney's Port Orleans Resort - Riverside
4.0 star property
Golden Oak
8.8 out of 10, Excellent, (1,004 reviews)
"Our stay was phenomenal!"
United States
Shadiyah
Disney's Port Orleans Resort - Riverside

Rosen Shingle Creek

Rosen Shingle Creek
4.5 star property
Orlando
9.4 out of 10, Exceptional, (4,639 reviews)
"Great family place to stay. "
United States
Alberto
The price is ¥15,539
¥17,482 total
includes taxes & fees
Apr 6 - Apr 7
Rosen Shingle Creek

Marriott's Grande Vista

Marriott's Grande Vista
4.0 star property
Orlando
9.0 out of 10, Wonderful, (4,044 reviews)
"Very nice clean hotel. Family resort style. "
United States
Desha-Nay
The price is ¥17,677
¥19,886 total
includes taxes & fees
Apr 11 - Apr 12
Marriott's Grande Vista

Walt Disney World Dolphin

Walt Disney World Dolphin
4.0 star property
Bay Lake
8.8 out of 10, Excellent, (4,110 reviews)
"Very Nice Place Highly Recommend "
United States
Sara
The price is ¥27,033
¥39,354 total
includes taxes & fees
Mar 27 - Mar 28
Walt Disney World Dolphin

Omni Orlando Resort at ChampionsGate

Omni Orlando Resort at ChampionsGate
4.0 star property
Champions Gate
9.0 out of 10, Wonderful, (1,001 reviews)
"Was able to check in early to room and enjoy amenities. Friendly staff all the way around and a great stay. "
United States
Stephen
The price is ¥33,574
¥47,179 total
includes taxes & fees
Mar 21 - Mar 22
Omni Orlando Resort at ChampionsGate

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 ¥40,561
¥106,077 total
includes taxes & fees
Mar 27 - Mar 28
Jasmine 4 Bedrooms

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, (610 reviews)
"Service, facilities were awesome "
United States
Rijard
The price is ¥19,423
¥29,985 total
includes taxes & fees
Apr 13 - Apr 14
Embassy Suites By Hilton Orlando Sunset Walk
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.