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Check prices for these dates

In two weeks
Feb 6 - Feb 8
In two months
Mar 20 - Mar 22
In three months
Apr 17 - Apr 19
In four months
May 15 - May 17

Our top choices for Winter Garden cottages

Interior

Cottage in Windward Cay

4716-4-ww-blend of Relaxation and Convenience
2.0 star property
The price is ₩3,391,534
₩4,339,724 total
includes taxes & fees
Jan 27 - Jan 28
4716-4-ww-blend of Relaxation and Convenience
House (5 Bedrooms) | Front of property

Cottage in Kissimmee

Family-friendly Villa w Pool, Hot Tub & Games Room
3.0 star property
Family-friendly Villa w Pool, Hot Tub & Games Room
The Garden, Pet Friendly | Terrace/patio

Cottage in Mount Dora

Historic Tremain Cottages
3.0 star property
8.6 out of 10, Excellent, (34 reviews)
"Easy check in. Nice, cozy and clean room. Walking distance to all local attractions. Would definitely stay here again. "
United States
Robert
Historic Tremain Cottages
Front of property

Cottage in Lake Berkley

1061 Lake Berkley 4 Bed With Pool
2.5 star property
The price is ₩3,391,534
₩4,329,877 total
includes taxes & fees
Jan 27 - Jan 28
1061 Lake Berkley 4 Bed With Pool
Interior

Cottage in Kissimmee

Encore Swanky
3.0 star property
The price is ₩306,832
₩945,754 total
includes taxes & fees
Feb 1 - Feb 2
Encore Swanky
House (4 Bedrooms) | Interior

Cottage in Indian Ridge

~ 5 Mi to Theme Parks: Kissimmee Home w/ Pool
3.0 star property
The price is ₩171,051
₩695,367 total
includes taxes & fees
Jan 22 - Jan 23
~ 5 Mi to Theme Parks: Kissimmee Home w/ Pool
Exterior

Cottage in Reunion

Wellerden at Reunion Resort!by Shine Villas
3.5 star property
Wellerden at Reunion Resort!by Shine Villas
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

Walt Disney World Dolphin

Walt Disney World Dolphin

10/10 Excellent
" Didn’t know there was free breakfast"
Natalia Malena 2-night trip
Posted 10 hours ago
Walt Disney World Dolphin

Find out more about Winter Garden

Winter Garden Cottages information

Number of reviews
34
Accommodation
1612 Cottages
Lowest Price
₩695,367
Highest Price
₩945,754

Frequently asked questions

How much do cottages in Winter Garden cost?
Cottages in Winter Garden range between ₩695,367 and ₩945,754 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.
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 travelers' 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.