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Top Windermere hotels

Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center

Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center

3 out of 5
631 FLAGLER AVE Winter Garden FL
Fully refundableReserve now, pay when you stay
$93 nightly
The price is $105 total per night from Jun 21 to Jun 22
$105 total
Jun 21 - Jun 22
Total with taxes and fees
This hotel features an outdoor pool, a 24-hour gym, and a restaurant. Business travelers can take advantage of the free WiFi in public areas. Relax with a drink ...
"The room was spacious enough and clean. Complimentary breakfast makes the place even more nice ."

Reviewed on Jun 1, 2026

Opens in a new windowFairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center
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
$143 nightly
The price is $161 total per night from Jun 21 to Jun 22
$161 total
Jun 21 - Jun 22
Total with taxes and fees
This smoke-free aparthotel 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, ...
"Very clean, friendly staff and beautiful resort."

Reviewed on Jun 1, 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
$150 nightly
The price is $169 total per night from Jun 3 to Jun 4
$169 total
Jun 3 - Jun 4
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 ...
"Overall, this was a great hotel and I would consider staying here again, but there were a couple of significant issues that future guests should be aware of. First, if you're assigned a room facing or near Volcano Bay, be prepared for a lot of noise. The music, screams, and general activity from ..."

Reviewed on Jun 1, 2026

Opens in a new windowUniversal's Cabana Bay Beach Resort
Walt Disney World Dolphin

Walt Disney World Dolphin

4 out of 5
1500 Epcot Resort Blvd Lake Buena Vista FL
Fully refundableReserve now, pay when you stay
$229 nightly
The price is $258 total per night from Jun 5 to Jun 6
$258 total
Jun 5 - Jun 6
Total with taxes and fees
A private beach, a full-service spa, and 3 outdoor pools are all featured at this smoke-free hotel. There's fun for all ages with a children's club and a children's ...
"Great stay!! Walking distance to epcot and Hollywood Studios, frwquent bus service to the Kingdoms and Springs You can shipnitems ahwad of your stay, which can be very useful. Be ware your shipments couldcend up at another hotel in the area, due to carelessness of Fedex/ups. I had to take two hours ..."

Reviewed on Jun 1, 2026

Opens in a new windowWalt Disney World Dolphin
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
$89 nightly
The price is $101 total per night from Jun 14 to Jun 15
$101 total
Jun 14 - Jun 15
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 ...
"This is an older property, could use a little updating. The staff was more than helpful. The best location to Universal Studios. The shuttle was a big plus."

Reviewed on Jun 1, 2026

Opens in a new windowDoubleTree by Hilton at the Entrance to Universal Orlando
B&B Hotel Orlando International Drive Near Universal - Newly Renovated!

B&B Hotel Orlando International Drive Near Universal - Newly Renovated!

3 out of 5
6323 International Dr Orlando FL
Fully refundableReserve now, pay when you stay
$73 nightly
The price is $82 total per night from Jun 14 to Jun 15
$82 total
Jun 14 - Jun 15
Total with taxes and fees
An outdoor pool, free parking, and laundry facilities are featured at this hotel. Guests will appreciate free perks like free self parking and WiFi in public ...
"I’ve stayed at this resort twice and it never disappoints. Free parking, near a bunch of restaurants and the room is always cozy!!"

Reviewed on Jun 1, 2026

Opens in a new windowB&B Hotel Orlando International Drive Near Universal - Newly Renovated!
Westgate Lakes Resort & Spa Universal Studios Area

Westgate Lakes Resort & Spa Universal Studios Area

4 out of 5
9500 Turkey Lake Rd Orlando FL
$127 nightly
The price is $143 total per night from Jun 2 to Jun 3
$143 total
Jun 2 - Jun 3
Total with taxes and fees
This smoke-free hotel features a full-service spa, a water park, and a marina. There's fun for all ages with mini golf and a children's pool, and barbecue grills ...
"HORRIBLE HOTEL BEAUTIFUL BUT VACATION WAS NIGHTMARE DUE TO Them idk where to begin first i was place n a 1bd standard villa 36sqft but i booked an deluxe room with full kitchen stove oven eta 76sqft so i called hotel .com cuz i ised them too book so the manager of westgate called me n hr later she ..."

Reviewed on Jun 1, 2026

Opens in a new windowWestgate Lakes Resort & Spa Universal Studios Area
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
$218 nightly
The price is $245 total per night from Jun 7 to Jun 8
$245 total
Jun 7 - Jun 8
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 ...
"The room was fine, there was a lot of stuff. That was good and bad. It seemed like"

Reviewed on Jun 1, 2026

Opens in a new windowThe 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
18000 International Dr S. Orlando FL
Fully refundable
$121 nightly
The price is $136 total per night from Jun 4 to Jun 5
$136 total
Jun 4 - Jun 5
Total with taxes and fees
Free water park access, 5 restaurants, and 2 outdoor pools are all featured at this smoke-free hotel. There's fun for all ages with a children's pool and a waterslide, ...
"Good good"

Reviewed on Jun 1, 2026

Opens in a new windowHoliday 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 $82. 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 53,284 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

Universal's Cabana Bay Beach Resort

Universal's Cabana Bay Beach Resort

3 out of 5
Posted less than an hour ago
Travelocity Verified Review
"Overall, this was a great hotel and I would consider staying here again, but there were a couple of significant issues that future guests should be aware of. First, if you're assigned a room facing or near Volcano Bay, be prepared for a lot of noise. The music, screams, and general activity from the park can be extremely loud and continue late enough to make it difficult to relax or sleep. If you're a light sleeper, I highly recommend requesting a room away from the water park. My biggest frustration, however, was the experience trying to retrieve an item I accidentally left in my room after checkout. I returned to the hotel only about 30 minutes later, expecting a quick process, but due to poor communication between staff members, what should have taken a few minutes ended up taking over an hour. I was told to wait in one location for security, waited about 20 minutes, and no one arrived. When I followed up, I was directed to the front desk, then told to meet security at the room on the opposite side of the property. After making that trip, nobody was there. I was then told I needed to return to security again. The lack of coordination was incredibly frustrating and resulted in a major delay. Because of the lost time, I had to rush directly to the airport, couldn't stop to refill my rental car, and ended up paying over $200 in additional rental car fees, including a late return charge."
A verified traveler stayed at Universal's Cabana Bay Beach Resort
Universal's Cabana Bay Beach Resort

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