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Check prices in Windermere for tonight, Oct 5 - Oct 6
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Check prices in Windermere for this weekend, Oct 9 - Oct 11
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Oct 16 - Oct 18

Most frequently booked Windermere hotels

Hyatt Regency Orlando International Airport

Hyatt Regency Orlando International Airport

4 out of 5
9300 Jeff Fuqua Boulevard Orlando FL
Free cancellation
Reserve now, pay when you stay
23.56 km from city centre
The price is CA $314 per night
CA $314
CA $353 total
Nov 2 - Nov 3
includes taxes & fees
Book a stay at this business-friendly hotel in Orlando. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the pool and the restaurant in our reviews. Popular attractions Florida Mall and Crayola Experience are located nearby.
Pool
Free WiFi
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
Free cancellation
Reserve now, pay when you stay
14.47 km from city centre
The price is CA $195 per night
CA $195
CA $219 total
Oct 27 - Oct 28
includes taxes & fees
Book a stay at this family-friendly aparthotel 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 Orlando Vineland Premium Outlets are located nearby.
Pool
Hot tub
Marriott's Grande Vista

Marriott's Grande Vista

4 out of 5
5925 Avenida Vista Orlando FL
Free cancellation
Reserve now, pay when you stay
13.55 km from city centre
The price is CA $137 per night
CA $137
CA $154 total
Oct 27 - Oct 28
includes taxes & fees
Book a stay at this spa aparthotel in Orlando. Enjoy free WiFi, 4 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Orange County Convention Center and Orlando Vineland Premium Outlets are located nearby.
Pool
Hot tub
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
Free cancellation
7.83 km from city centre
The price is CA $132 per night
CA $132
CA $149 total
Oct 19 - Oct 20
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
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
18.7 km from city centre
The price is CA $242 per night
CA $242
CA $351 total
Nov 3 - Nov 4
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
Rosen Inn Lake Buena Vista

Rosen Inn Lake Buena Vista

3.5 out of 5
8442 Palm Parkway Orlando FL
Free cancellation
Reserve now, pay when you stay
12.64 km from city centre
The price is CA $89 per night
CA $89
CA $100 total
Oct 28 - Oct 29
includes taxes & fees
Book a stay at this family-friendly hotel in Orlando. Enjoy free WiFi, 2 outdoor pools, and breakfast (surcharge). Our guests praise the breakfast and the pool in our reviews. Popular attractions Orlando Vineland Premium Outlets and Disney Springs™ are located nearby.
Pool
Pet-friendly
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 $214 per night
CA $214
CA $240 total
Nov 3 - Nov 4
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’s Volcano Bay are located nearby.
Pool
Hot tub
Westgate Lakes Resort & Spa Universal Studios Area

Westgate Lakes Resort & Spa Universal Studios Area

4 out of 5
9500 Turkey Lake Rd Orlando FL
Free cancellation
Reserve now, pay when you stay
9.43 km from city centre
The price is CA $128 per night
CA $128
CA $192 total
Oct 6 - Oct 7
includes taxes & fees
Book a stay at this spa hotel in Orlando. Enjoy free parking, 7 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Orange County Convention Center and Universal’s Volcano Bay 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 $137 per night
CA $137
CA $154 total
Oct 27 - Oct 28
includes taxes & fees
Book a stay at this family-friendly aparthotel 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 Orlando Vineland Premium Outlets and Orange County Convention Center 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

Sheraton Vistana Villages Resort Villas, I-Drive/Orlando

Sheraton Vistana Villages Resort Villas, I-Drive/Orlando

12401 International Dr Orlando FL
The price is CA $137 per night from Oct 27 to Oct 28
CA $137
CA $154 total
Oct 27 - Oct 28
includes taxes & fees
9.2/10 Wonderful! (4,093 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
54,403 hotels
Lowest Price
CA $100
Highest Price
CA $353
Popular hotels
Hyatt Regency Orlando International Airport, Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando, Marriott's Grande Vista, DoubleTree by Hilton at the Entrance to Universal Orlando, The Grove Resort & Water Park Orlando, Rosen Inn Lake Buena Vista, Universal's Cabana Bay Beach Resort, Westgate Lakes Resort & Spa Universal Studios Area, 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 $100 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 54,403 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 Endless Summer Resort - Dockside Inn and Suites

Universal's Endless Summer Resort - Dockside Inn and Suites

5 out of 5
Posted less than an hour ago
Travelocity Verified Review
"Place was great for families. The buses to universal were great and the pool afterwards was a plus."
A verified traveller stayed at Universal's Endless Summer Resort - Dockside Inn and Suites
Universal's Endless Summer Resort - Dockside Inn and Suites