Search Cottages in Windermere

  • Plan, book, stay with confidence

  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Compare 1822 Cottages in Windermere with updated reviews, rates, and availability.

Orlando Lakefront Tiny House Community

3.0 star property
9.4 out of 10, Exceptional, (292)
"Its a tiny house. The price was right."
The price is SAR 162
SAR 457 total
includes taxes & fees
30 Apr - 1 May
Orlando Lakefront Tiny House Community

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

10.0 out of 10, Exceptional, (15)
"Easy and convenient in a nice place "
The price is SAR 750
SAR 1,375 total
includes taxes & fees
29 Apr - 30 Apr
The Coach House- Entire Home - 2 bedroom/3 bath Orlando getaway!

Townhome W/private Pool & Themed Rooms, Near Wdw!

4.0 star property
9.6 out of 10, Exceptional, (5)
"Great home and great resort! Loved having a private pool at the house and then all amenities included with the resort. Family had a great time. "
Townhome W/private Pool & Themed Rooms, Near Wdw!

Once Upon a Lime – Margaritaville 3 BDR Sleeps 9! Incredible Amenities

2.0 star property
10.0 out of 10, Exceptional, (2)
"Great space for an extended family trip. The house was clean and comfortable, perfect to relax before and after a busy day.the neighborhood was quiet, and parking was easy, just outside the front door."
Once Upon a Lime – Margaritaville 3 BDR Sleeps 9! Incredible Amenities

8000 Lost Shaker Lane

3.0 star property
9.8 out of 10, Exceptional, (6)
"Beautiful and clean! Easy to find, great location, easy check in and out and very roomy space! Everything you need is provided! Comfortable beds! Only thing I’d change is find an easier way to contact host with questions, such as direct texting. Otherwise, it’s call them, leave a message and wait for a call back. Or send a message through their chat and days to get a response. That said everything I needed - check in/check out proceedings was sent on time through email . Overall, a great...
8000 Lost Shaker Lane

Margarita Porch Paradise

5.0 star property
10.0 out of 10, Exceptional, (4)
"My only issue was the curtain blinds for the upstairs master bedroom were not fully attached to the mechanical rod it was torn off "
Margarita Porch Paradise

8081 Knee Deep Rd

3.0 star property
10.0 out of 10, Exceptional, (2)
"greqt host"
8081 Knee Deep Rd

Cozy Lake Front Cottage

10.0 out of 10, Exceptional, (16)
"We loved our stay at the peaceful, restful little house on the Lake. It had everything that you could need along with thoughtful touches such as a jar of handwritten positive daily phrases, bottled waters, binoculars, and a variety of tea and coffee. Don’t miss out!"
The price is SAR 671
SAR 1,193 total
includes taxes & fees
1 May - 2 May
Cozy Lake Front Cottage

Elegant Family Home w/ Pool, Game Room, Themed Bedrooms

3.0 star property
Elegant Family Home w/ Pool, Game Room, Themed Bedrooms

1 bedroom, private laundry in resort near Disney!!

9.2 out of 10, Wonderful, (130)
"Amazing spot ! Close to all you need ! Cabin was not ready on time , but the host helped out immediately to get it ready .All in all, it was a great spot and we enjoyed it !"
1 bedroom, private laundry in resort near Disney!!

Tiny Hidden Cottage

9.4 out of 10, Exceptional, (38)
"Host provided eggs from chickens that roost on the property - nice extra!"
The price is SAR 296
SAR 575 total
includes taxes & fees
29 Apr - 30 Apr
Tiny Hidden Cottage

Downtown Cottage

9.6 out of 10, Exceptional, (4)
"This place was alright. Clean & was exactly as described. Bare concrete floors are a bit of a drawback. "
The price is SAR 375
SAR 814 total
includes taxes & fees
5 May - 6 May
Downtown Cottage

Townhome Splash Pool BBQ Free Water Park!

3.5 star property
9.6 out of 10, Exceptional, (10)
"Nice and relaxing quiet neighborhood "
Townhome Splash Pool BBQ Free Water Park!

3-br Condo BBQ & Heated Pool Near Disney&malls

3.0 star property
4.0 out of 10, (1)
"Mold on windows no screens on some windows. Faced a forest of trees no outdoor patio like I thought there would be. Communication was terrible the person I talked to on the phone knew nothing about the property never given times for the pools or that we could go to different pools within missed two days of swimming because of this showed a whirlpool tub but the spout for the tub didn’t even work "
3-br Condo BBQ & Heated Pool Near Disney&malls

3-br Condo Family Retreat Near Disney

3.0 star property
10.0 out of 10, Exceptional, (1)
"The property was really nice and spacious. The team does great at communication. We arrived hours before check in and for just a small fee they let us check in early. The houses are well cleaned! I would forsure stay again and recommend this for anyone!"
3-br Condo Family Retreat Near Disney

3000 Latitude Lane

3.0 star property
10.0 out of 10, Exceptional, (3)
"We loved this property the moment we walked in. We enjoyed the comfy beds, coziness, close parking, easy check-in, cleanliness, and having our own hot tub. We would like to stay here, again."
3000 Latitude Lane

Incredible Private Lakefront Cottage Retreat

10.0 out of 10, Exceptional, (26)
"One of our best stays. "
The price is SAR 518
SAR 1,159 total
includes taxes & fees
30 Apr - 1 May
Incredible Private Lakefront Cottage Retreat

Beautiful Townhome W/private Pool 7 mi to Disney

4.0 star property
7.2 out of 10, Good, (7)
"It was very nice we loved it the only thing that we don’t like was The parking spaces in the town home we got the pool they didn’t have no light but everything else was beautiful and clean"
Beautiful Townhome W/private Pool 7 mi to Disney

Lakeview Home w/ Private Pool & Free Water Park!

3.5 star property
10.0 out of 10, Exceptional, (3)
"Love the inside heated swimming pool. Ive maker was not working."
Lakeview Home w/ Private Pool & Free Water Park!

1326 Lava Tree Drive

3.0 star property
10.0 out of 10, Exceptional, (2)
" I had a wonderful stay at this vacation home resort! The house was very spacious and clean, making it a comfortable place to relax. One of my favorite parts was the pool—it was well-maintained and perfect for unwinding. I also loved that the water park was included, adding extra fun to the trip. Overall, a great experience, and I would definitely stay here again!"
1326 Lava Tree Drive
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.
Don't see what you're looking for?
See all available properties in Windermere
Save an average of 15% on thousands of hotels when you're signed in

Other property types in Windermere

Vacation Village at Parkway

3.0 star property
8.4 out of 10, Very Good, (2003)
"Very family vibe, highly recommend "
The price is SAR 277
SAR 378 total
includes taxes & fees
4 May - 5 May
Vacation Village at Parkway

Lake Buena Vista Resort Village & Spa

4.0 star property
8.4 out of 10, Very Good, (8631)
"Great lady at the check in very friendly and efficient. Great proximity to the park and kidos loved the pirate ship!"
The price is SAR 554
SAR 734 total
includes taxes & fees
29 Apr - 30 Apr
Lake Buena Vista Resort Village & Spa

Summer Bay Orlando by Exploria Resorts

3.5 star property
8.4 out of 10, Very Good, (5386)
"Great area and many pool options and playgrounds for small kids"
The price is SAR 456
SAR 631 total
includes taxes & fees
11 May - 12 May
Summer Bay Orlando by Exploria Resorts
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.