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Top hotels in Windermere for Extended Stay

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

8800 Vistana Centre Dr Orlando FL
The price is CA $170 per night from Sep 29 to Sep 30
CA $170
CA $192 total
Sep 29 - Sep 30
includes taxes & fees
9.2/10 Wonderful! (6,691 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
54,054 hotels
Lowest Price
CA $112
Highest Price
CA $192
Popular hotels
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando, Marriott's Grande Vista, Sheraton Vistana Villages Resort Villas, I-Drive/Orlando, Vacation Village Orlando, Celebration, Lake Buena Vista Resort Village & Spa, The Point Hotel & Suites 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 $112 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 54,054 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
"​We stayed at the hotel in late August 2026, and our primary reason for picking it was the reasonable price combined with the Early Park Admission perk, which ended up being completely worth it. Overall, we had a great stay and would definitely come back again. ​The staff was super friendly across the board. The rep who checked us in was especially awesome and kindly upgraded us to a pool view room for free, which was a fantastic way to start the trip. The great service continued throughout—when an item got stuck in a vending machine, the desk gave me the bag of chips for free and refunded my money on the spot. ​The hotel has plenty of built-in convenience, featuring an on-site Universal store, a Starbucks, a bar, a decent fitness center, and a huge pool area with a cool beach sand section. The cafeteria is decent and edible, though a bit pricey and closes early without a 24/7 grab-and-go setup. Luckily, a Walgreens and several fast-food spots are within easy walking distance for late-night snacks. Transportation was a huge plus too, with free shuttles running every 15 to 20 minutes. ​The only real downsides were the layout and noise. The narrow cruise-ship-style hallways and thin walls mean you can occasionally hear neighboring room noise. Other than those couple of small things, everything was fantastic!"
A verified traveller stayed at Universal's Endless Summer Resort - Dockside Inn and Suites
Universal's Endless Summer Resort - Dockside Inn and Suites