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Check prices for these dates

Next weekend
22 Aug - 24 Aug
In two weeks
29 Aug - 31 Aug
In one month
12 Sept - 14 Sept
In two months
10 Oct - 12 Oct

Featured Cottages in Winter Garden

Orlando Lakefront Tiny House Community
2 bedrooms, individually decorated, individually furnished

Orlando Lakefront Tiny House Community

3.0 star property
9.4 out of 10, Exceptional, (327)
"We enjoyed our stay."
The price is S$187
includes taxes & fees
8 Sept - 9 Sept
Orlando Lakefront Tiny House Community
161 - 4 bed Gem at Terraverde Resort
Interior

161 - 4 bed Gem at Terraverde Resort

The price is S$694
includes taxes & fees
29 Aug - 30 Aug
161 - 4 bed Gem at Terraverde Resort
Family-friendly Home w/ Lanai ~ 6 Mi to Disney
Interior

Family-friendly Home w/ Lanai ~ 6 Mi to Disney

3.0 star property
The price is S$576
includes taxes & fees
18 Aug - 19 Aug
Family-friendly Home w/ Lanai ~ 6 Mi to Disney
1209-9-b -mansion Themed With Pool Near Disney
Interior

1209-9-b -mansion Themed With Pool Near Disney

1209-9-b -mansion Themed With Pool Near Disney
411 Wanderlust Heaven 5bed/pool
Interior

411 Wanderlust Heaven 5bed/pool

411 Wanderlust Heaven 5bed/pool
5180 Spectacular 5bd4ba- Private Pool&spa
Interior

5180 Spectacular 5bd4ba- Private Pool&spa

5180 Spectacular 5bd4ba- Private Pool&spa
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 Winter Garden Hotel Reviews

Homewood Suites by Hilton Orlando at Flamingo Crossings

Homewood Suites by Hilton Orlando at Flamingo Crossings

10/10 Excellent
"it is a great hotel on a great area, we loved staying there! "
Pedro Ortiz 5-night trip
Posted 7 hours ago
Homewood Suites by Hilton Orlando at Flamingo Crossings

Frequently asked questions

How much do cottages in Winter Garden cost?
Cottages in Winter Garden range between S$187 and S$187 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.