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Compare 1964 Cottages in Winter Garden with updated reviews, rates, and availability.

Orlando Lakefront Tiny House Community

3.0 star property
9.4 out of 10, Exceptional, (280)
"Nice, clean property. Polite and helpful management."
The price is AED 256
AED 556 total
includes taxes & fees
14 Apr - 15 Apr
Orlando Lakefront Tiny House Community

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

10.0 out of 10, Exceptional, (12)
"Very inviting and cozy cottage with all amenities to get you started. Amazing cozy home if you're traveling with furry friends, great neighborhood and sites around. Many thanks!"
The price is AED 735
AED 1,379 total
includes taxes & fees
3 Apr - 4 Apr
The Coach House- Entire Home - 2 bedroom/3 bath Orlando getaway!

Gorgeous Cottage near Lake Louisa & mins 2 Disney.

9.6 out of 10, Exceptional, (40)
"Truly enjoyed the cottage - had everything we needed and more"
Gorgeous Cottage near Lake Louisa & mins 2 Disney.

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

High Hedges Cottage - Close to downtown Mt Dora in quiet neighborhood

10.0 out of 10, Exceptional, (130)
"Very comfortable, well equipped. Great place to relax. "
High Hedges Cottage - Close to downtown Mt Dora in quiet neighborhood

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!

8081 Knee Deep Rd

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

Florida Guest House with Private pool & WiFi

9.8 out of 10, Exceptional, (29)
"Great place"
Florida Guest House with Private pool & WiFi

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

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

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 AED 367
AED 797 total
includes taxes & fees
31 Mar - 1 Apr
Downtown Cottage

1 bedroom, private laundry in resort near Disney!!

9.2 out of 10, Wonderful, (127)
"The stay was great and the location was perfect! The area felt very safe and it was easy to get to. We were doing a lot of different activities on this trip and it was a nice relaxing stay. "
1 bedroom, private laundry in resort near Disney!!

Tiny Hidden Cottage

9.4 out of 10, Exceptional, (35)
"Nice little accomodations in a convenient area for us!"
The price is AED 327
AED 604 total
includes taxes & fees
25 Mar - 26 Mar
Tiny Hidden Cottage

Margarita Porch Paradise

5.0 star property
10.0 out of 10, Exceptional, (2)
"The house was beautiful and comfortable for our family, we would have stayed longer! The resort is fun, plenty of stores and good restaurants. We will definitely come back. "
Margarita Porch Paradise

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

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!

Charming 2-bedroom cottage in downtown Mount Dora with RV parking, pets welcome

2.0 star property
10.0 out of 10, Exceptional, (9)
"We recently had a stay at this beautiful home. We loved it. I love that there was easy contact from the owner to answer questions. I recommend this adorable cottage when visiting Mt. Dora."
Charming 2-bedroom cottage in downtown Mount Dora with RV parking, pets welcome

~ 10 Mi to Animal Kingdom: Davenport Family Home

3.0 star property
10.0 out of 10, Exceptional, (1)
"Perfect two day stay for us … close to everything we n ended it to be. "
~ 10 Mi to Animal Kingdom: Davenport Family Home

Private Pool/spa, Free Waterpark, Lazy River!

4.0 star property
10.0 out of 10, Exceptional, (5)
"Nice house good upkeep and good communication."
Private Pool/spa, Free Waterpark, Lazy River!

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

“1933” Sleeps 6, King Beds, Spacious, 5 min walk to downtown Mt. Dora

9.6 out of 10, Exceptional, (9)
"Property was certainly adequate and convenient but had noisy street traffic. "
“1933” Sleeps 6, King Beds, Spacious, 5 min walk to downtown Mt. Dora
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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Other property types in Winter Garden

Vacation Village at Parkway

3.0 star property
8.4 out of 10, Very Good, (1820)
"Clean property. Lots of space. Suite living. Things to do around with walkable distance."
The price is AED 340
AED 449 total
includes taxes & fees
6 Apr - 7 Apr
Vacation Village at Parkway

Lake Buena Vista Resort Village & Spa

4.0 star property
8.4 out of 10, Very Good, (8469)
"Everything was excellent. Will differently being going back."
Lake Buena Vista Resort Village & Spa

Summer Bay Orlando by Exploria Resorts

3.5 star property
8.4 out of 10, Very Good, (5274)
"The room we stayed in was on a lake with a very nice view, it had a nice patio as well. Everything was clean and any request I made was completed quickly."
The price is AED 387
AED 552 total
includes taxes & fees
7 Apr - 8 Apr
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.

Frequently asked questions

How much do cottages in Winter Garden cost?
Cottages in Winter Garden range between AED 256 and AED 735 per night. These stays offer a chance to get reacquainted with nature — at a price you can afford. 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 Winter Garden with Expedia?
Expedia has some great cottages in Winter Garden, so get ready for a memorable vacation on nature’s doorstep. If you’re sticking to a budget, select how much you’d like to spend and the preferred star rating of your property. Or, use our filters to search for cottages with free WiFi or a kitchen. We’ll help you find the right fit whatever your bank balance or plans.
How can I find cheap cottages in Winter Garden?
With Expedia’s convenient filter tool, scoring cheap cottages in Winter Garden has never been simpler. To discover accommodations that’ll make your wallet happy, fine-tune your search results by budget, star rating and amenities.