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Cottages in Windermere

Orlando Lakefront Tiny House Community

3.0 star property
9.4 out of 10, Exceptional, (330)
"We enjoyed our stay."
Orlando Lakefront Tiny House Community

8000 Lost Shaker Lane

3.0 star property
9.6 out of 10, Exceptional, (7)
"Great place! good location and clean but the patio furniture looked like a hurricane had just happened. I try calling the company incharge of the rental unit but they never came to fix it. Overall good place to stay! "
8000 Lost Shaker Lane

Tiny Hidden Cottage

9.2 out of 10, Wonderful, (51)
"We had such a great time staying here. A cute little spot made a great quick stay for us."
The price is AED 290
AED 563 total
includes taxes & fees
5 Oct - 6 Oct
Tiny Hidden Cottage

Family 4BR Home w/ Resort Pool Near Disney

3.0 star property
Family 4BR Home w/ Resort Pool Near Disney

The Coach House- Entire Home - 2 bedroom/3 bath Orlando getaway!

10.0 out of 10, Exceptional, (28)
"Easy and convenient in a nice place "
The price is AED 661
AED 1,297 total
includes taxes & fees
28 Sep - 29 Sep
The Coach House- Entire Home - 2 bedroom/3 bath Orlando getaway!

5003 Windermere Avenue

3.0 star property
10.0 out of 10, Exceptional, (3)
"Great location, convenient to all shopping needs. Close to Disney World. Good amenities. Great for families traveling together."
5003 Windermere Avenue

LAKEFRONT - kayak, fish, paddleboard, canoe, HOT TUB, golf -near Orlando

10.0 out of 10, Exceptional, (178)
"Very clean, comfortable home with beautiful view of the lake. Enjoyed everything about the stay and will return. Communication was excellent. "
LAKEFRONT - kayak, fish, paddleboard, canoe, HOT TUB, golf -near Orlando

Amazing Game Room, Harry Potter, Mickey & Princess Room. All new Decor! #7sl1621

3.0 star property
Amazing Game Room, Harry Potter, Mickey & Princess Room. All new Decor! #7sl1621

Stunning Villa With Themed Room's and Game Room, Right Across From the Club House #7sl9003

3.0 star property
Stunning Villa With Themed Room's and Game Room, Right Across From the Club House #7sl9003

Downtown Cottage

8.4 out of 10, Very Good, (6)
"Thank you for a wonderful stay. This gem of a guest house is in a perfect location in the Mills50 area of downtown Orlando. A perfectly cozy little home with comfortable beds and a welcoming environment. We look forward to staying again next time we are in Orlando!"
The price is AED 215
AED 625 total
includes taxes & fees
28 Sep - 29 Sep
Downtown Cottage

Modern Townhome W/private Pool & Free Water Park!

4.0 star property
8.8 out of 10, Excellent, (5)
"Place was in great location. "
Modern Townhome W/private Pool & Free Water Park!

Large Villa W/private Pool & Game Room! Waterpark

3.5 star property
9.6 out of 10, Exceptional, (11)
"Great property! Was perfect for our family and made down time from the parks really nice."
Large Villa W/private Pool & Game Room! Waterpark

Townhome Splash Pool BBQ Free Water Park!

3.5 star property
9.6 out of 10, Exceptional, (10)
"Is good for the all the family "
Townhome Splash Pool BBQ Free Water Park!

Charming 2-bedroom Country Cottage in Kissimmee with private parking

10.0 out of 10, Exceptional, (3)
"great experience. very clean and in a good area"
The price is AED 386
AED 511 total
includes taxes & fees
6 Oct - 7 Oct
Charming 2-bedroom Country Cottage in Kissimmee with private parking

3000 Latitude Lane

3.0 star property
9.6 out of 10, Exceptional, (4)
"Great stay!"
3000 Latitude Lane

Villa w/ Private Pool & Free Resort Access!

4.5 star property
9.0 out of 10, Wonderful, (6)
"We had a great time! "
Villa w/ Private Pool & Free Resort Access!

Caribbean Dreamin Vibrant Margaritaville Resort

3.0 star property
10.0 out of 10, Exceptional, (2)
"All around great environment "
Caribbean Dreamin Vibrant Margaritaville Resort

3148 Caribbean Soul Drive

3.0 star property
3148 Caribbean Soul Drive

3050 Pirate Way

3.0 star property
3050 Pirate Way

Spacious Home w/ Private Pool/spa! Sleeps 21

3.0 star property
Spacious Home w/ Private Pool/spa! Sleeps 21
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.
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Top Windermere Hotel Reviews

Frequently asked questions

How much do cottages in Windermere cost?
Rates for cottages in Windermere range between AED 511 and AED 1,297 per night. Whatever your budget, you'll find an ideal place to get reacquainted with nature. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
Why book your cottage in Windermere with Expedia?
Reserving a cottage in Windermere is as simple as working out your travel dates and selecting your ideal place for outdoor recreation and relaxation. From luxurious retreats to low-cost stays and cottages that have amenities like laundry facilities, Expedia has something for all traveler styles. As for awesome deals? We've got them as well!
How can I find cheap cottages in Windermere?
Expedia is here to help you locate cheap cottages in Windermere. To reserve your perfect stay in a couple of quick clicks, try out the filter tool to refine your search by star rating, budget and amenities.