Search Cottages in Winter Garden

Start date: Check-in selected.
To Date
End date: Check-out
    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
10 Oct - 12 Oct
In two weeks
17 Oct - 19 Oct
In one month
31 Oct - 2 Nov
In two months
28 Nov - 30 Nov

Browse Select Winter Garden Cottages

Orlando Lakefront Tiny House Community
The Sunshine Lake Shake | 2 bedrooms, individually decorated, individually furnished

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
Miscellaneous

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
Mount Dora Cottages
Front of property

Mount Dora Cottages

3.0 star property
9.4 out of 10, Exceptional, (208)
"Our family loved this place and the neighborhood is perfect for a quiet afternoon. "
The price is 4.921.860 ₫
5.463.185 ₫ total
includes taxes & fees
1 Oct - 2 Oct
Mount Dora Cottages
Family 4BR Home w/ Resort Pool Near Disney
House (4 Bedrooms) | Floor plan

Family 4BR Home w/ Resort Pool Near Disney

3.0 star property
Family 4BR Home w/ Resort Pool Near Disney
5003 Windermere Avenue
Miscellaneous

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

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
Exterior

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
Modern Townhome W/private Pool & Free Water Park!
Miscellaneous

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!
Historic Tremain Cottages
Front of property

Historic Tremain Cottages

3.0 star property
8.4 out of 10, Very good, (31)
"Great location!"
Historic Tremain Cottages
Large Villa W/private Pool & Game Room! Waterpark
Miscellaneous

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!
Miscellaneous

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!
3000 Latitude Lane
Outdoor spa tub

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!
Miscellaneous

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
Exterior

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
Property grounds

3148 Caribbean Soul Drive

3.0 star property
3148 Caribbean Soul Drive
3050 Pirate Way
Miscellaneous

3050 Pirate Way

3.0 star property
3050 Pirate Way
Spacious Home w/ Private Pool/spa! Sleeps 21
House (Multiple Bedrooms) | Property amenity

Spacious Home w/ Private Pool/spa! Sleeps 21

3.0 star property
Spacious Home w/ Private Pool/spa! Sleeps 21
8960 Cat Palm Road
Miscellaneous

8960 Cat Palm Road

3.0 star property
10.0 out of 10, Exceptional, (1)
"Nice place to stay. Clean, quiet, secure."
8960 Cat Palm Road
1888 Tropical Palms Circle
Miscellaneous

1888 Tropical Palms Circle

3.0 star property
8.0 out of 10, Very good, (2)
"My family and I had a great weekend stay at this property and the hosts were responsive and helpful. We would stay here again!"
1888 Tropical Palms Circle
Game Room + Fenced Yard: Home Near Disney World!
House (4 Bedrooms) | Interior

Game Room + Fenced Yard: Home Near Disney World!

3.0 star property
10.0 out of 10, Exceptional, (1)
"We will definitely be staying at this property again "
Game Room + Fenced Yard: Home Near Disney World!
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Winter Garden Hotel Reviews

Home2 Suites by Hilton Orlando at Flamingo Crossings

Home2 Suites by Hilton Orlando at Flamingo Crossings

10/10 Excellent
"Nonr"
Natalia 5-night trip
Posted 9 hours ago
Home2 Suites by Hilton Orlando at Flamingo Crossings

Find out more about Winter Garden

Find out more about Winter Garden

Winter Garden Cottages information

Number of reviews
616
Accommodation
1631 Cottages
Lowest Price
5.463.185 ₫
Highest Price
5.463.185 ₫

Frequently asked questions

How much do cottages in Winter Garden cost?
Cottages in Winter Garden range between 5.463.185 ₫ and 5.463.185 ₫ 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 holiday 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 accommodation that'll make your wallet happy, fine-tune your search results by budget, star rating and amenities.