Book Cheap Hotels in Windermere

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Check prices in Windermere for this weekend, Nov 28 - Nov 30
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Dec 5 - Dec 7

Most frequently booked Windermere hotels

Universal's Cabana Bay Beach Resort

Universal's Cabana Bay Beach Resort

3.5 out of 5
6550 Adventure Way Orlando FL
Free cancellation
Reserve now, pay when you stay
6.89 km from city centre
The price is CA $188 per night
CA $188
CA $211 total
Dec 1 - Dec 2
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
Rosen Inn at Pointe Orlando

Rosen Inn at Pointe Orlando

3 out of 5
9000 International Drive Orlando FL
9.19 km from city centre
The price is CA $124 per night
CA $124
CA $140 total
Nov 26 - Nov 27
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

DoubleTree by Hilton at the Entrance to Universal Orlando

4 out of 5
5780 Major Blvd Orlando FL
7.81 km from city centre
The price is CA $126 per night
CA $126
CA $142 total
Dec 15 - Dec 16
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
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
14.47 km from city centre
The price is CA $109 per night
CA $109
CA $122 total
Nov 29 - Nov 30
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.
Pool
Hot tub
Hyatt Regency Orlando

Hyatt Regency Orlando

4.5 out of 5
9801 International Dr Orlando FL
9.92 km from city centre
The price is CA $179 per night
CA $179
CA $279 total
Dec 21 - Dec 22
includes taxes & fees
Book a stay at this luxury hotel in Orlando. Enjoy free WiFi, a full-service spa, and 3 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
Spa
DoubleTree by Hilton Hotel Orlando at SeaWorld

DoubleTree by Hilton Hotel Orlando at SeaWorld

4 out of 5
10100 International Drive Orlando FL
11.3 km from city centre
The price is CA $98 per night
CA $98
CA $150 total
Dec 15 - Dec 16
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.
Pool
Pet-friendly
The Grove Resort & Water Park Orlando

The Grove Resort & Water Park Orlando

4 out of 5
14501 Grove Resort Avenue Winter Garden FL
Free cancellation
Reserve now, pay when you stay
18.89 km from city centre
The price is CA $189 per night
CA $189
CA $290 total
Dec 4 - Dec 5
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.
Pool
Hot tub
Wyndham I-Drive Avanti Resort & Conference Center

Wyndham I-Drive Avanti Resort & Conference Center

3.5 out of 5
6515 International Drive Orlando FL
Free cancellation
Reserve now, pay when you stay
7.51 km from city centre
The price is CA $88 per night
CA $88
CA $127 total
Nov 27 - Nov 28
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
Sheraton Vistana Villages Resort Villas, I-Drive/Orlando

Sheraton Vistana Villages Resort Villas, I-Drive/Orlando

4 out of 5
12401 International Dr Orlando FL
13.27 km from city centre
The price is CA $135 per night
CA $135
CA $152 total
Dec 15 - Dec 16
includes taxes & fees
Book a stay at this family-friendly hotel in Orlando. Enjoy free WiFi, 5 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Disney Springs™ and Epcot® are located nearby.
Pool
Hot tub
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See all available properties in Windermere
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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

Florida Hotel & Conference Center in the Florida Mall

1500 Sand Lake Road Orlando FL
9/10 Wonderful! (2,256 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
53,197 hotels
Lowest Price
CA $107
Highest Price
CA $601
Popular hotels
Universal's Cabana Bay Beach Resort, Rosen Inn at Pointe Orlando, DoubleTree by Hilton at the Entrance to Universal Orlando, Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando, Hyatt Regency Orlando, DoubleTree by Hilton Hotel Orlando at SeaWorld, The Grove Resort & Water Park Orlando, Wyndham I-Drive Avanti Resort & Conference Center, Sheraton Vistana Villages Resort Villas, I-Drive/Orlando

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 $107 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 53,197 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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