Book Hotels in Windermere, FL

Start date: Check-in selected.
To Date
End date: Check-out

Cabins, apartments, houseboats! We offer comfortable & private vacation rentals

Save an extra 10% or more on select hotels with Member Discounts

Access exclusive hotel deals, only with the Travelocity app

Check prices for these dates

This weekend
Next weekend

Filter by

Guest rating
Guest rating
Star rating
Payment type
Payment type
Property type
Property type
Neighborhood
Neighborhood
Traveler experience
Traveler experience
Popular locations
Popular locations
Meal plans available
Meal plans available
Amenities
Amenities
Accessibility
Accessibility

Top Windermere hotels

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
$111 nightly
The price is $125 total per night from Jan 29 to Jan 30
$125 total
Jan 29 - Jan 30
Total with 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 ...
Clean room

Reviewed on Jan 4, 2026

Opens in a new windowSheraton Vistana Resort Villas, Lake Buena Vista/Orlando
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
$133 nightly
The price is $150 total per night from Jan 13 to Jan 14
$150 total
Jan 13 - Jan 14
Total with 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 ...
Room was great, loved the pool and lazy river, great location, food options, and transportation. We will be staying here again!

Reviewed on Jan 6, 2026

Opens in a new windowUniversal's Cabana Bay Beach Resort
Rosen Inn at Pointe Orlando

Rosen Inn at Pointe Orlando

3 out of 5
9000 International Drive Orlando FL
Fully refundableReserve now, pay when you stay
$74 nightly
The price is $84 total per night from Feb 8 to Feb 9
$84 total
Feb 8 - Feb 9
Total with taxes and fees
This hotel features 3 outdoor pools, a gym, and a restaurant. Bring the family and enjoy the free theme park shuttle, playground, and kid-friendly dining. Enjoy ...
It was great

Reviewed on Jan 6, 2026

Opens in a new windowRosen Inn at Pointe Orlando
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
$98 nightly
The price is $110 total per night from Jan 27 to Jan 28
$110 total
Jan 27 - Jan 28
Total with 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 ...
Room was clean. Universal is a walk away. It has close food places if you want to walk to them. This is my 2nd time staying here. Book it.

Reviewed on Jan 6, 2026

Opens in a new windowDoubleTree 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
$214 nightly
The price is $240 total per night from Jan 14 to Jan 15
$240 total
Jan 14 - Jan 15
Total with 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 ...
Our overall experience was phenomenal. Our children aren’t interested in theme parks and we aren’t interested in dining out 3 times a day so The Grove checks all the boxes. I would recommend to management to invest in common area upkeep.

Reviewed on Jan 6, 2026

Opens in a new windowThe Grove Resort & Water Park Orlando
Avanti International Resort

Avanti International Resort

4 out of 5
8738 International Dr Orlando FL
Fully refundableReserve now, pay when you stay
$105 nightly
The price is $118 total per night from Feb 8 to Feb 9
$118 total
Feb 8 - Feb 9
Total with taxes and fees
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Bring the family and enjoy the children's pool, free theme park shuttle, and arcade/game ...
Very good 👍

Reviewed on Jan 4, 2026

Opens in a new windowAvanti International Resort
DoubleTree by Hilton Hotel Orlando at SeaWorld

DoubleTree by Hilton Hotel Orlando at SeaWorld

4 out of 5
10100 International Drive Orlando FL
$93 nightly
The price is $104 total per night from Jan 25 to Jan 26
$104 total
Jan 25 - Jan 26
Total with 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 ...
Didn’t eat the breakfast

Reviewed on Jan 5, 2026

Opens in a new windowDoubleTree by Hilton Hotel Orlando at SeaWorld
Wyndham I-Drive Avanti Resort & Conference Center

Wyndham I-Drive Avanti Resort & Conference Center

3.5 out of 5
6515 International Drive Orlando FL
Fully refundableReserve now, pay when you stay
$80 nightly
The price is $90 total per night from Jan 11 to Jan 12
$90 total
Jan 11 - Jan 12
Total with taxes and fees
This hotel features 2 bars/lounges, a poolside bar, and a restaurant. Traveling on business? Take advantage of the business center and free WiFi in public areas. ...
Property was almost perfect. The only issue we had it that we had to wait in line a good 30-40 mins to check in. I don't know if that was due to the time we arrived or the day- it could have been peak time. There was also self check in computers but they were not operable at the time. Other than ...

Reviewed on Jan 4, 2026

Opens in a new windowWyndham I-Drive Avanti Resort & Conference Center
La Quinta Inn & Suites by Wyndham Orlando Airport North

La Quinta Inn & Suites by Wyndham Orlando Airport North

3 out of 5
7160 N Frontage Rd Orlando FL
Fully refundableReserve now, pay when you stay
$95 nightly
The price is $107 total per night from Jan 12 to Jan 13
$107 total
Jan 12 - Jan 13
Total with 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, free WiFi in public areas, and free ...
The sofa mattress

Reviewed on Jan 3, 2026

Opens in a new windowLa Quinta Inn & Suites by Wyndham Orlando Airport North
Don't see what you're looking for?
See all available properties in Windermere
View all properties
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 $84. 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 53,770 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

Explore More Ways to Travel with Travelocity