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Check prices for these dates

In two weeks
29 May - 31 May
In two months
10 Jul - 12 Jul
In three months
7 Aug - 9 Aug
In four months
4 Sep - 6 Sep

Our top choices for Winter Garden cottages

House (2 Bedrooms) | Interior

Fire Pit & Yard: Updated Winter Garden Home!

Fire Pit & Yard: Updated Winter Garden Home!
3.0 star property
Winter Garden
The price is ฿5,906
฿16,416 total
includes taxes & fees
14 May - 15 May
Fire Pit & Yard: Updated Winter Garden Home!
House (2 Bedrooms) | Interior

Chic Orlando Family Getaway w/ Fenced Yard!

Chic Orlando Family Getaway w/ Fenced Yard!
3.0 star property
Rosemont
10.0 out of 10, Exceptional, (1 review)
The price is ฿4,389
฿16,931 total
includes taxes & fees
17 May - 18 May
Chic Orlando Family Getaway w/ Fenced Yard!
The Garden, Pet Friendly | Terrace/patio

Historic Tremain Cottages

Historic Tremain Cottages
3.0 star property
Mount Dora
8.6 out of 10, Excellent, (37 reviews)
"Very clean room, quaint, close to the downtown area. "
United States
Raymond
The price is ฿6,698
฿7,435 total
includes taxes & fees
14 May - 15 May
Historic Tremain Cottages
House (5 Bedrooms) | Interior

Family-friendly Villa w Pool, Hot Tub & Games Room

Family-friendly Villa w Pool, Hot Tub & Games Room
3.0 star property
Kissimmee
The price is ฿7,456
฿16,851 total
includes taxes & fees
14 May - 15 May
Family-friendly Villa w Pool, Hot Tub & Games Room
House (3 Bedrooms) | Front of property

Orlando Theme Park Basecamp: Family Home w/ Patio

Orlando Theme Park Basecamp: Family Home w/ Patio
3.0 star property
Davenport
The price is ฿4,551
฿11,734 total
includes taxes & fees
23 May - 24 May
Orlando Theme Park Basecamp: Family Home w/ Patio
Front of property

Mount Dora Cottages

Mount Dora Cottages
3.0 star property
Mount Dora
9.4 out of 10, Exceptional, (211 reviews)
"Perfect spot"
United States
PATRICIA
The price is ฿6,884
฿7,641 total
includes taxes & fees
17 May - 18 May
Mount Dora Cottages
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

Holiday Inn Resort Orlando Suites - Waterpark by IHG

Holiday Inn Resort Orlando Suites - Waterpark by IHG

8/10 Good
"The hotel has a lot of amenities. We loved the wave rider and water slides. However there was a lot of maintenance underway that was really inconvenient. The elevator near our room didn’t work so we had to walk up and down 5 flights of stairs regularly, the bathrooms at one of the pools was closed which was highly inconvenient and a major portion of the kids water park was also closed."
Paula 2-night trip
Posted 1 hour ago
Holiday Inn Resort Orlando Suites - Waterpark by IHG

Find out more about Winter Garden

Winter Garden Cottages information

Number of reviews
248
Accommodation
2134 Cottages
Lowest Price
฿7,435
Highest Price
฿16,931

Frequently asked questions

How much do cottages in Winter Garden cost?
Cottages in Winter Garden range between ฿7,435 and ฿16,931 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.
What is there to do in Winter Garden near my cottage?
Whatever you're into, Winter Garden has plenty of things to keep you on the go. Orange County National Golf Club, Resurrection Catholic Church and West Orange Trail are on many travellers' agendas. Don't forget to explore Winter Garden Art Association, Winter Garden Heritage Museum and Oakland Nature Preserve either. With Expedia's Winter Garden hotel deals, you'll be able to see more renowned attractions like these with the cash you save.