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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.

Top hotels in Windermere for Extended Stay

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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Windermere Hotel & Travel Guide

Researching for an adventure to Windermere? There is a good number of fashionable hotels from which to choose. Approximately 96 hotels are located on Travelocity inside a 6-mile (10-kilometer) radius of Windermere's downtown area.

Check out a range of Travelocity-listed rooms you can stay at within a 3 miles (5 kilometers) of Windermere's heart, including the Arnold Palmer's Bay Hill Club & Lodge and Arnold Palmer's Bay Hill Lakeside Homes.

Look into the Disney's Animal Kingdom Villas - Kidani Village and the Disney's Beach Club Villas. The Disney's Animal Kingdom Villas - Kidani Village is just 9 miles (15 kilometers) outside of the heart of Windermere. The Disney's Beach Club Villas, is positioned 8 miles (12 kilometers) away. Some more places to stay worth checking out are the Bay Lake Tower at Disney's Contemporary Resort and the Villas at Disney's Wilderness Lodge.

When you have the time to experience more of the wetlands in this part of United States of America, you should plan extra days in other parts of Central Florida. You could make memories at the area's diverse sights or try your luck at hiking, picnicking and bird watching before you make a booking for a convenient Travelocity accommodation option.

Consider spending some time exploring Lake Bryan and La Nouba Theater, which can be found in Lake Buena Vista, 7 miles (11 kilometers) south of Windermere. Next time you spend a night or two in Lake Buena Vista, be sure to check out the Disney's Grand Floridian Resort & Spa and Disney's Old Key West Resort. Or, you could consider staying in Disney's Maingate East, 13 miles (20 kilometers) south of Windermere, where you can choose between the Shine Florida Management - Villa Rentals and Bohemian Hotel Celebration, Autograph Collection. When you visit Disney's Maingate East, set aside a little time to visit the Wizardz Magic Theater and Fun Spot America.

Before you head home from Orlando, you should certainly ensure you watch a thrilling game. Swing by Daytona International Speedway, found to the northeast of Windermere. Stay nearby to the sporting action at the Courtyard by Marriott Daytona Beach Speedway/Airport or the Residence Inn by Marriott Daytona Beach Speedway/Airport.

Orlando International Airport is a primary airport for flying in and out of Windermere. It's located 15 miles (25 kilometers) from the center of town. For travelers who would like to find a base nearby, have a look at Hyatt Regency Orlando International Airport or Residence Inn Orlando Airport.

Windermere hotels essential information

Accommodation
51,161 hotels
Lowest Price
$65
Highest Price
$263
Popular hotels
DoubleTree by Hilton at the Entrance to Universal Orlando, Hyatt Regency Orlando International Airport, The Grove Resort & Water Park Orlando, Holiday Inn Resort Orlando Suites - Waterpark, an IHG Hotel, Universal's Cabana Bay Beach Resort, Universal's Endless Summer Resort - Dockside Inn and Suites, Avanti International Resort, Caribe Royale Orlando, Lake Buena Vista Resort Village & Spa

Frequently asked questions

What are the top kid-friendly hotels in Windermere?
Take some of the struggles out of traveling with young ones by staying in a family-friendly hotel in Windermere. From entertaining amenities to more services, these stays offer perks that’ll help make your visit go off without a hitch: You’ll be well taken care of at Captains Lake House. It comes with a water park, a playground and a passion for making families feel welcome. Also consider COMPLETE PRIVATE POOl BBQ MANSION AT HEART Of ORLANDO. It comes with a swimming pool, internet access and plenty of opportunities to hang out as a family.
Where can I find cheap hotels in Windermere?
At Travelocity you’ll find really nice hotels in Windermere at great prices. We source incredible prices with our trusted partners, so you have a tempting selection of cheap hotels to choose from. If you can be flexible on dates and location, consider staying at a hotel near Windermere rather than in Windermere. We may find you even better rates, too.
How do I find the best Windermere hotel deals?
Simple! On Travelocity, look through the fantastic offers we’ve already found in Windermere then use our filters to find a great deal that’s perfect for you. Enter your travel dates, select the number of rooms you need, and we’ll do the rest. You can get great discounts on flights and car hire, too, when you bundle.
How much does it cost to stay in a hotel in Windermere?
The cheapest hotel in Windermere is $65. This price was available within the past 7 days, for stays with a check-in date within the next year. Of course, the price you pay depends on your dates of travel, the length of your stay, and the hotel’s location. Prices and availability are subject to change. Additional terms apply.
How many hotels are in Windermere?
There are 51,161 hotels in Windermere on Travelocity.
What are the best hotels in Windermere?
Windermere has so many great hotels to choose from at Travelocity — and it’s so easy to find the perfect one. Just choose one of our popular pre-selected hotels with great reviews, or you can refine your search to build your ideal stay. Simply filter hotels based on price or star rating, or select properties with a pool, a hot tub, or a range of other amenities and pick the best place to stay in Windermere for you!
When is the best time to visit Windermere?
If you want the joy of a fun-filled trip in peak season, visit Windermere during January, February and March. If you’d prefer the peace of off-season, book a stay during quieter months, such as September, October and December.
When is the cheapest time to stay in Windermere?
Based on historic data is usually the cheapest month to visit Windermere. However, we have incredible deals all year round, so we’re confident you’ll find a room in your budget whenever you choose to travel.
Are there any great family-friendly hotels in Windermere?
There are multiple hotels in Windermere that will please the whole family. Do you need adjoining rooms, babysitting services or a swimming pool? We’ve got you covered. Use our family filter to narrow your search down and use guest reviews to help you pick the perfect place for your next family trip to Windermere. We have plenty of kid-friendly hotels in Windermere to choose from on Travelocity!
Why book a hotel in Windermere through Travelocity?
Because we have the top hotels in Windermere! We want to help you travel more and worry less. That’s why we’ve put the most amazing hotel, car rental, and flight deals in one place. When you search for hotels with us, you know you’re getting fantastic prices with no hidden fees and free cancellation on most properties up to 24 hours before your stay. If you become a Travelocity member, you also get exclusive member discounts. Sign up today!
How do I cancel my hotel booking in Windermere on Travelocity?
Canceling your booking with Travelocity is easy. Sign into your account and select My Trips. Here, you will see your cancellation options. We offer free cancellation on many properties.

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