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Top Windermere hotels

Hyatt Regency Orlando International Airport

Hyatt Regency Orlando International Airport

4 out of 5
9300 Jeff Fuqua Boulevard, Orlando, FL
Fully refundableReserve now, pay when you stay
$195 nightly
The price is $219 total per night from Jul 29 to Jul 30
$219 total
Jul 29 - Jul 30
Total includes taxes and fees
This eco-certified hotel includes 2 restaurants, an outdoor pool, and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center, free ...
"Great place to stay if flying out early in the morning. Everyone was nice and hotel had a great pool deck area to watch the planes land and take off."

Reviewed on Jul 20, 2025

Hyatt Regency Orlando International Airport
Kompose Boutique Resort at Theme Parks

Kompose Boutique Resort at Theme Parks

4 out of 5
7491 W Irlo Bronson Memorial Hwy, Kissimmee, FL
Fully refundableReserve now, pay when you stay
$100 nightly
The price is $114 total per night from Aug 17 to Aug 18
$114 total
Aug 17 - Aug 18
Total includes taxes and fees
2 hot tubs, an outdoor pool, and a 24-hour gym are all featured at this smoke-free resort. Enjoy the sauna and perks like free WiFi. A bar/lounge, a 24-hour ...
"."

Reviewed on Jul 23, 2025

Kompose Boutique Resort at Theme Parks
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 10 to Aug 11
$123 total
Aug 10 - Aug 11
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 clean hotel but could be better
"It is VERY clean hotel BUT you can even hear other guests opening and closing their blinds from my room which was pretty annoying. The breakfast area is too small for the size of the hotel and the number of people staying. They ran out forks almost everyday from my 5 days stay and it is impossible ..."

Reviewed on Jul 22, 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
$107 nightly
The price is $121 total per night from Aug 13 to Aug 14
$121 total
Aug 13 - Aug 14
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 ...
"I enjoyed the property. It was spacious and the balcony area was facing the lake. The staff was very polite and they allowed a late checkout. Last week I stayed at Mystic Dunes and it was a disaster, so I was very apprehensive about this place, but it was up to my expectations. I did find some kind ..."

Reviewed on Jul 23, 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
$95 nightly
The price is $107 total per night from Aug 13 to Aug 14
$107 total
Aug 13 - Aug 14
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 ...
"The property was beautiful and the grounds very well maintained. We enjoyed the pool area."

Reviewed on Jul 23, 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
$169 nightly
The price is $190 total per night from Aug 24 to Aug 25
$190 total
Aug 24 - Aug 25
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 ...
"Would stay again"

Reviewed on Jul 21, 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
$84 nightly
The price is $95 total per night from Aug 24 to Aug 25
$95 total
Aug 24 - Aug 25
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 ...
"i liked that we were able to walk to universal and the surrounding restaurants. you do have to pay a daily parking fee for the hotel which i wasn’t aware of until i was checking in. but they also had a starbucks and restaurants inside the hotel, so when you woke up you were able to get some food ..."

Reviewed on Jul 23, 2025

DoubleTree by Hilton at the Entrance to Universal Orlando
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
$199 nightly
The price is $224 total per night from Jul 27 to Jul 28
$224 total
Jul 27 - Jul 28
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 ...
"Everything was super"

Reviewed on Jul 22, 2025

The Grove Resort & Water Park Orlando
Holiday Inn Resort Orlando Suites - Waterpark by IHG

Holiday Inn Resort Orlando Suites - Waterpark by IHG

3.5 out of 5
14500 Continental Gateway, Orlando, FL
Fully refundable
$130 nightly
The price is $146 total per night from Jul 27 to Jul 28
$146 total
Jul 27 - Jul 28
Total includes taxes and fees
A water park, 5 restaurants, and 2 outdoor pools are all featured at this smoke-free hotel. There's fun for all ages with mini golf and a waterslide, and families ...
"This was a great hotel , perfect for kids of all ages and adults"

Reviewed on Jul 23, 2025

Holiday Inn Resort Orlando Suites - Waterpark by IHG
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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 $95. 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 52,762 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.

Recent Windermere hotel reviews by fellow wanderers

Marriott's Grande Vista

Marriott's Grande Vista

5 out of 5
Posted 11 hours ago
Travelocity Verified Review
"The property was beautiful and the grounds very well maintained. We enjoyed the pool area."
A verified traveler stayed at Marriott's Grande Vista
Marriott's Grande Vista
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