Book Cheap Hotels in Windermere

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Tonight

Dec 28 - Dec 29

Tomorrow night

Dec 29 - Dec 30

Next weekend

Jan 2 - Jan 4

Most frequently booked Windermere hotels

Universal's Cabana Bay Beach Resort

6550 Adventure Way Orlando FL

Free cancellation

Reserve now, pay when you stay

6.89 km from city centre

CA $182

CA $205 total

Jan 6 - Jan 7, 2026

includes taxes & fees

Book a stay at this family-friendly hotel in Orlando. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Universal’s Islands of Adventure and Universal Orlando Resort are located nearby.

Pool

Hot tub

Wyndham I-Drive Avanti Resort & Conference Center

6515 International Drive Orlando FL

Free cancellation

Reserve now, pay when you stay

7.51 km from city centre

CA $85

CA $124 total

Jan 4 - Jan 5, 2026

includes taxes & fees

Book a stay at this business-friendly hotel in Orlando. Enjoy free WiFi, free parking, and private pools. Our guests praise the pool and the clean rooms in our reviews. Popular attractions Universal’s Islands of Adventure and Universal Orlando Resort are located nearby.

Pool

Hot tub

Rosen Inn at Pointe Orlando

9000 International Drive Orlando FL

Free cancellation

Reserve now, pay when you stay

9.19 km from city centre

CA $113

CA $128 total

Jan 25 - Jan 26, 2026

includes taxes & fees

Book a stay at this family-friendly hotel in Orlando. Enjoy free WiFi, 3 outdoor pools, and 2 coffee shops/cafes. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Universal’s Islands of Adventure and Universal Orlando Resort are located nearby.

Pool

Pet-friendly

DoubleTree by Hilton at the Entrance to Universal Orlando

5780 Major Blvd Orlando FL

Free cancellation

7.81 km from city centre

CA $122

CA $137 total

Jan 15 - Jan 16, 2026

includes taxes & fees

Book a stay at this family-friendly hotel in Orlando. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Orlando International Premium Outlets and Universal Orlando Resort are located nearby.

Pool

Hot tub

Avanti International Resort

8738 International Dr Orlando FL

Free cancellation

Reserve now, pay when you stay

8.82 km from city centre

CA $103

CA $144 total

Jan 4 - Jan 5, 2026

includes taxes & fees

Book a stay at this family-friendly hotel in Orlando. Enjoy free WiFi, an outdoor pool, and breakfast (surcharge). Our guests praise the pool and the helpful staff in our reviews. Popular attractions Universal’s Islands of Adventure and Universal Orlando Resort are located nearby.

Pool

Hot tub

DoubleTree by Hilton Hotel Orlando at SeaWorld

10100 International Drive Orlando FL

Free cancellation

Reserve now, pay when you stay

11.3 km from city centre

CA $95

CA $145 total

Jan 4 - Jan 5, 2026

includes taxes & fees

Book a stay at this family-friendly resort in Orlando. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the breakfast and the pool in our reviews. Popular attractions Universal’s Islands of Adventure and Universal Orlando Resort are located nearby.

The Grove Resort & Water Park Orlando

14501 Grove Resort Avenue Winter Garden FL

Free cancellation

Reserve now, pay when you stay

18.89 km from city centre

CA $231

CA $335 total

Jan 5 - Jan 6, 2026

includes taxes & fees

Book a stay at this family-friendly resort in Four Corners. Enjoy free WiFi, 6 outdoor pools, and 3 restaurants. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Disney's Animal Kingdom® Theme Park and Disney's Hollywood Studios® are located nearby.

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

8800 Vistana Centre Dr Orlando FL

Free cancellation

Reserve now, pay when you stay

14.47 km from city centre

CA $152

CA $171 total

Jan 19 - Jan 20, 2026

includes taxes & fees

Book a stay at this family-friendly hotel in Orlando. Enjoy free WiFi, 6 outdoor pools, and 3 restaurants. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Disney Springs™ and Epcot® are located nearby.

La Quinta Inn & Suites by Wyndham Orlando Airport North

7160 N Frontage Rd Orlando FL

Free cancellation

Reserve now, pay when you stay

22.01 km from city centre

CA $130

CA $146 total

Dec 30 - Dec 31

includes taxes & fees

Book a stay at this business-friendly hotel in Orlando. Enjoy free breakfast, free WiFi, and a free airport shuttle. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Florida Mall and Hoffner Plaza Shopping Center are located nearby.

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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

Florida Hotel & Conference Center in the Florida Mall

1500 Sand Lake Road Orlando FL

9/10 Wonderful! (2,351 reviews)

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 hotels essential information

Accommodation	53,937 hotels
Lowest Price	CA $106
Highest Price	CA $582
Popular hotels	Universal's Cabana Bay Beach Resort, Wyndham I-Drive Avanti Resort & Conference Center, Rosen Inn at Pointe Orlando, DoubleTree by Hilton at the Entrance to Universal Orlando, Avanti International Resort, DoubleTree by Hilton Hotel Orlando at SeaWorld, The Grove Resort & Water Park Orlando, Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando, La Quinta Inn & Suites by Wyndham Orlando Airport North

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 CA $106 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 53,937 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.