Find Boutique Hotels in Windermere, FL

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Check availability on Windermere Boutique Hotels

Tonight
Dec 20 - Dec 21
Tomorrow
Dec 21 - Dec 22
Next weekend
Dec 26 - Dec 28
In two weeks
Jan 2 - Jan 4

Our top choices for Windermere boutique hotels

Exterior
The Alfond Inn

The Alfond Inn

The Alfond Inn
4.0 star property
Winter Park
9.6 out of 10, Exceptional, (1003)
"Amazing location, warm and friendly staff, beautiful property!"
Canada
Diandra
The Alfond Inn
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.
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Top Windermere Hotel Reviews

Caribe Royale Orlando

Caribe Royale Orlando

10/10 Excellent
"Our villa was clean and very spacious. Great price point. "
Hayley 3-night trip
Posted 4 days ago
Caribe Royale Orlando

Frequently asked questions

What's there to see and do in Windermere?
After you've decided where to stay in family-friendly Windermere, consider what to do for fun during your trip. Top activities and sights around Windermere include Universal Studios Florida, Universal Orlando Resort, and Magic Kingdom® Park. You might also want to see noteworthy spots like Walt Disney World® Resort, Epcot®, and Disney Springs™ during your trip.
What kind of weather should I plan for when I travel to Windermere?
Having a good idea of the weather in Windermere is important when you plan your trip. 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 the best way to get to my boutique hotel in Windermere?
You have a few options for getting to Windermere. The nearest major airport is Orlando Intl. Airport (MCO), which is located 14.5 mi (23.3 km) from the heart of the city. If you'd like to venture out around the area, you may want to rent a car for your trip.

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