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Tonight
Check prices in Windermere for tonight, May 16 - May 17
May 16 - May 17
Tomorrow night
Check prices in Windermere for tomorrow night, May 17 - May 18
May 17 - May 18
Next weekend
Check prices in Windermere for next weekend, May 22 - May 24
May 22 - May 24

Most frequently booked Windermere hotels

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 $164 per night
CA $164
CA $184 total
Jun 7 - Jun 8
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 Epcot® are located nearby.
Pool
Hot tub
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 $260 per night
CA $260
CA $292 total
May 18 - May 19
includes taxes & fees
Book a stay at this family-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 Orlando Kart Center are located nearby.
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 $227 per night
CA $227
CA $331 total
May 21 - May 22
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
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 $206 per night
CA $206
CA $232 total
May 17 - May 18
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.
DASKK Orlando Hotel near Universal Blvd, an Ascend Collection Hotel

DASKK Orlando Hotel near Universal Blvd, an Ascend Collection Hotel

3 out of 5
7400 Canada Ave Orlando FL
Free cancellation
7.93 km from city centre
The price is CA $112 per night
CA $112
CA $126 total
May 21 - May 22
includes taxes & fees
Book a stay at this business-friendly hotel in Orlando. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Popular attractions Universal’s Volcano Bay and The Orlando Eye are located nearby.
Pool
Hot tub
Universal's Endless Summer Resort - Dockside Inn and Suites

Universal's Endless Summer Resort - Dockside Inn and Suites

3 out of 5
7125 Universal Boulevard Orlando FL
Free cancellation
Reserve now, pay when you stay
8.12 km from city centre
The price is CA $201 per night
CA $201
CA $226 total
May 17 - May 18
includes taxes & fees
Book a stay at this family-friendly hotel in Orlando. Enjoy free WiFi, 2 outdoor pools, and 3 bars/lounges. Our guests praise the pool and the restaurant in our reviews. Popular attractions Universal’s Volcano Bay and Universal Orlando Resort are located nearby.
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 $134 per night
CA $134
CA $197 total
May 17 - May 18
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 Aquatica are located nearby.
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
Free cancellation
15.61 km from city centre
The price is CA $113 per night
CA $113
CA $187 total
May 20 - May 21
includes taxes & fees
Book a stay at this family-friendly hotel in Orlando. Enjoy 2 outdoor pools, 5 restaurants, and 2 hot tubs. Our guests praise the clean rooms and the family amenities in our reviews. Popular attractions Disney Springs™ and Old Town are located nearby.
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
Free cancellation
Reserve now, pay when you stay
7.59 km from city centre
The price is CA $89 per night
CA $89
CA $100 total
May 20 - May 21
includes taxes & fees
Book a stay at this business-friendly hotel in Orlando. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the clean rooms in our reviews. Popular attractions Universal’s Volcano Bay and Universal’s Islands of Adventure 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

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 $164 per night from Jun 7 to Jun 8
CA $164
CA $184 total
Jun 7 - Jun 8
includes taxes & fees
9.2/10 Wonderful! (5,488 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
53,053 hotels
Lowest Price
CA $100
Highest Price
CA $373
Popular hotels
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando, Hyatt Regency Orlando International Airport, The Grove Resort & Water Park Orlando, Universal's Cabana Bay Beach Resort, DASKK Orlando Hotel near Universal Blvd, an Ascend Collection Hotel, Universal's Endless Summer Resort - Dockside Inn and Suites, Westgate Lakes Resort & Spa Universal Studios Area, Holiday Inn Resort Orlando Suites - Waterpark by IHG, B&B Hotel Orlando International Drive Near Universal - Newly Renovated!

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 53,053 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

Vacation Village Orlando, Celebration

Vacation Village Orlando, Celebration

5 out of 5
Posted 2 hours ago
Travelocity Verified Review
"The people were great"
A verified traveller stayed at Vacation Village Orlando, Celebration
Vacation Village Orlando, Celebration