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Top Windermere hotels

Home2 Suites by Hilton Orlando at Flamingo Crossings

Home2 Suites by Hilton Orlando at Flamingo Crossings

3 out of 5
341 Flagler Ave, Winter Garden, FL
Fully refundableReserve now, pay when you stay
$110 nightly
The price is $123 total per night from Aug 27 to Aug 28
$123 total
Aug 27 - Aug 28
Total includes taxes and fees
This hotel features an outdoor pool and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy ...
"very good"

Reviewed on Aug 15, 2025

Home2 Suites by Hilton Orlando at Flamingo Crossings
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

4 out of 5
8800 Vistana Centre Dr, Orlando, FL
Fully refundableReserve now, pay when you stay
$99 nightly
The price is $112 total per night from Sep 7 to Sep 8
$112 total
Sep 7 - Sep 8
Total includes taxes and fees
This smoke-free hotel features 3 restaurants, 6 outdoor pools, and 10 outdoor tennis courts. There's fun for all ages with a free kid's club and mini golf, and ...
"Great"

Reviewed on Aug 15, 2025

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
Marriott's Grande Vista

Marriott's Grande Vista

4 out of 5
5925 Avenida Vista, Orlando, FL
Fully refundableReserve now, pay when you stay
$87 nightly
The price is $98 total per night from Sep 7 to Sep 8
$98 total
Sep 7 - Sep 8
Total includes taxes and fees
This eco-certified hotel features a golf course, a full-service spa, and 3 restaurants. There's fun for all ages with mini golf and a children's pool, and barbecue ...
"Good sized room unfortunately had a view of trees. Helpful front desk. Didn't explore the grounds or restaurants but the scenery is well kept."

Reviewed on Aug 18, 2025

Marriott's Grande Vista
Universal's Cabana Bay Beach Resort

Universal's Cabana Bay Beach Resort

3.5 out of 5
6550 Adventure Way, Orlando, FL
Fully refundableReserve now, pay when you stay
$139 nightly
The price is $156 total per night from Sep 1 to Sep 2
$156 total
Sep 1 - Sep 2
Total includes taxes and fees
This smoke-free hotel features 2 restaurants, 2 outdoor pools, and 2 hot tubs. There's fun for all ages with a lazy river and a bowling alley, and families will ...
"We had a great time staying at Cabana Bay and visiting all the Universal parks. Everything was easily accessed via the timely and free bus service."

Reviewed on Aug 17, 2025

Universal's Cabana Bay Beach Resort
DoubleTree by Hilton at the Entrance to Universal Orlando

DoubleTree by Hilton at the Entrance to Universal Orlando

4 out of 5
5780 Major Blvd, Orlando, FL
Fully refundableReserve now, pay when you stay
$93 nightly
The price is $104 total per night from Sep 10 to Sep 11
$104 total
Sep 10 - Sep 11
Total includes taxes and fees
This smoke-free hotel includes 2 restaurants, an outdoor pool, and a 24-hour gym. There's fun for all ages with a children's pool and an arcade/game room, and ...
"We enjoy our stay here"

Reviewed on Aug 17, 2025

DoubleTree by Hilton at the Entrance to Universal Orlando
Holiday Inn Resort Kissimmee by the Parks by IHG

Holiday Inn Resort Kissimmee by the Parks by IHG

3.5 out of 5
3011 Maingate Ln, Kissimmee, FL
Fully refundable
$70 nightly
The price is $80 total per night from Aug 24 to Aug 25
$80 total
Aug 24 - Aug 25
Total includes taxes and fees
2 outdoor pools, a 24-hour gym, and a hot tub are all featured at this smoke-free hotel. Bring the family and enjoy the children's pool, playground, and kid-friendly ...
"Literally a 10 minute drive to Disney world. Super close and convenient. Rooms are cleaned daily and the breakfast was good. Checked out and my flight was night so used the pool until I had to go the airport."

Reviewed on Aug 18, 2025

Holiday Inn Resort Kissimmee by the Parks by IHG
CoCo Key Hotel and Water Resort 

CoCo Key Hotel and Water Resort 

3.5 out of 5
7400 International Dr, Orlando, FL
Fully refundableReserve now, pay when you stay
$124 nightly
The price is $140 total per night from Aug 19 to Aug 20
$140 total
Aug 19 - Aug 20
Total includes taxes and fees
Free water park access, 4 restaurants, and 3 outdoor pools are all featured at this traditional hotel. There's fun for all ages with a children's pool and a ...
"All"

Reviewed on Aug 15, 2025

CoCo Key Hotel and Water Resort 
The Grove Resort & Water Park Orlando

The Grove Resort & Water Park Orlando

4 out of 5
14501 Grove Resort Avenue, Winter Garden, FL
Fully refundableReserve now, pay when you stay
$179 nightly
The price is $201 total per night from Aug 19 to Aug 20
$201 total
Aug 19 - Aug 20
Total includes taxes and fees
Free water park access, 3 restaurants, and 6 outdoor pools are all featured at this resort. Bring the family and enjoy the lazy river, children's club, and mini ...
"Great trip"

Reviewed on Aug 16, 2025

The Grove Resort & Water Park Orlando
DoubleTree by Hilton Hotel Orlando at SeaWorld

DoubleTree by Hilton Hotel Orlando at SeaWorld

4 out of 5
10100 International Drive, Orlando, FL
Fully refundableReserve now, pay when you stay
$99 nightly
The price is $112 total per night from Aug 20 to Aug 21
$112 total
Aug 20 - Aug 21
Total includes taxes and fees
This smoke-free resort features 2 restaurants, 2 outdoor pools, and a 24-hour gym. There's fun for all ages with mini golf and a children's pool, and families ...
"In the middle of everything very convienent and friendly"

Reviewed on Aug 16, 2025

DoubleTree by Hilton Hotel Orlando at SeaWorld
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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.

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.

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 $80. 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 52,295 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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