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Check prices for these dates

In two weeks
1 May - 3 May
In two months
12 Jun - 14 Jun
In three months
10 Jul - 12 Jul
In four months
7 Aug - 9 Aug

Our top choices for Winter Garden cottages

Interior

Fire Pit & Yard: Updated Winter Garden Home!

Fire Pit & Yard: Updated Winter Garden Home!
3.0 star property
Winter Garden
The price is HK$1,433
HK$3,983 total
includes taxes & fees
16 Apr - 17 Apr
Fire Pit & Yard: Updated Winter Garden Home!
Exterior

Last Minute Deal Cozy & Poolside Magic

Last Minute Deal Cozy & Poolside Magic
Lake Mary
9.6 out of 10, Exceptional, (50 reviews)
"Everything was wonderful! We loved the location and the house was cozy and comfortable. "
United States
Mike B.
The price is HK$803
HK$2,004 total
includes taxes & fees
14 Apr - 15 Apr
Last Minute Deal Cozy & Poolside Magic
Terrace/patio

Relax Tonight. Cozy, Quiet and Super Clean.

Relax Tonight. Cozy, Quiet and Super Clean.
Lake Mary
10.0 out of 10, Exceptional, (19 reviews)
"An excellent location for stays in Lake Mary. It has everything a single or a couple needs to feel at home."
United States
Kanzeda C.
The price is HK$726
HK$1,855 total
includes taxes & fees
26 Apr - 27 Apr
Relax Tonight. Cozy, Quiet and Super Clean.
Interior

Downtown Cottage

Downtown Cottage
Colonialtown North
8.2 out of 10, Very good, (11 reviews)
"Clean perfect location for what we needed "
United States
Jerred B.
The price is HK$529
HK$1,412 total
includes taxes & fees
27 Apr - 28 Apr
Downtown Cottage
Property grounds

Tiny Hidden Cottage

Tiny Hidden Cottage
Longwood
9.4 out of 10, Exceptional, (66 reviews)
"Great little cottage, it was easy to locate and access the property. Nice quiet area and we really enjoyed our stay."
United States
Anna M.
The price is HK$557
HK$1,131 total
includes taxes & fees
16 Apr - 17 Apr
Tiny Hidden Cottage
Exterior

Incredible Private Lakefront Cottage Retreat

Incredible Private Lakefront Cottage Retreat
Altamonte Springs
10.0 out of 10, Exceptional, (34 reviews)
"The host was easy to contact and the cottage was very cozy with all necessary amenities. The lakeside location was both beautiful and peaceful, especially considering it is so close to 436 and I4. We definitely plan to return. "
United States
Carol G.
The price is HK$1,183
HK$2,946 total
includes taxes & fees
19 Apr - 20 Apr
Incredible Private Lakefront Cottage Retreat
Property grounds

Romantic Lakefront Getaway with Balcony near Downtown Orlando

Romantic Lakefront Getaway with Balcony near Downtown Orlando
Orlando
The price is HK$811
HK$1,773 total
includes taxes & fees
14 Apr - 15 Apr
Romantic Lakefront Getaway with Balcony near Downtown Orlando
Exterior

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

The Coach House- Entire Home - 2 bedroom/3 bath Orlando getaway!
College Park
9.8 out of 10, Exceptional, (35 reviews)
"Lovely spot, in a quiet neighborhood. Clean and spotless, and stocked with amenities for breakfast and snacks. We'll be booking again next time we go down to visit family in Orlando."
United States
John
The price is HK$1,269
HK$2,473 total
includes taxes & fees
14 Apr - 15 Apr
The Coach House- Entire Home - 2 bedroom/3 bath Orlando getaway!
Property grounds

Walkable Quiet Lakefront Retreat near Downtown Orlando with Private Patio

Walkable Quiet Lakefront Retreat near Downtown Orlando with Private Patio
Orlando
The price is HK$1,002
HK$1,989 total
includes taxes & fees
14 Apr - 15 Apr
Walkable Quiet Lakefront Retreat near Downtown Orlando with Private Patio
Interior

9 Mi to Disney: Home w/ Pool Table & Water Views!

9 Mi to Disney: Home w/ Pool Table & Water Views!
3.0 star property
Lake Berkley
9 Mi to Disney: Home w/ Pool Table & Water Views!
Exterior

Perfect Place for a Perfect Vacation

Perfect Place for a Perfect Vacation
Kissimmee
10.0 out of 10, Exceptional, (1 review)
The price is HK$634
HK$1,499 total
includes taxes & fees
20 Apr - 21 Apr
Perfect Place for a Perfect Vacation
Microwave, stovetop

Tiny house close to Disney KISSIMMEE

Tiny house close to Disney KISSIMMEE
Kissimmee
8.4 out of 10, Very good, (6 reviews)
"Just needed a place to stay close to Disney for the night and the place was clean and easy to check in and out. "
United States
Jena B.
The price is HK$556
HK$1,365 total
includes taxes & fees
11 May - 12 May
Tiny house close to Disney KISSIMMEE
Exterior

Beautiful Cottage! Your Home Away From Home. 4 miles from Disney, Kissimmee

Beautiful Cottage! Your Home Away From Home. 4 miles from Disney, Kissimmee
Kissimmee
10.0 out of 10, Exceptional, (2 reviews)
"We stayed and visited universal snd drove to Jacksonville it was a cute cottage"
United States
Jennifer b.
The price is HK$632
HK$2,056 total
includes taxes & fees
21 Apr - 22 Apr
Beautiful Cottage! Your Home Away From Home. 4 miles from Disney, Kissimmee
Smart TV, books

Family-Friendly Cottage Near Orlando’s Top Attractions

Family-Friendly Cottage Near Orlando’s Top Attractions
Kissimmee
10.0 out of 10, Exceptional, (1 review)
"Perfect location to enjoy Universal Epic and Islands of Adventure with only a 15 minute ride. The beds were very comfortable and the place is clean. We were welcomed with a cute sign, bottled water and cookies. Will definitely stay here again!"
United States
Joyce R.
The price is HK$705
HK$1,579 total
includes taxes & fees
6 May - 7 May
Family-Friendly Cottage Near Orlando’s Top Attractions
Dining

Mickey's Hideaway Cottage 4 miles from Disney in Kissimmee with WiFi and AC

Mickey's Hideaway Cottage 4 miles from Disney in Kissimmee with WiFi and AC
Kissimmee
The price is HK$726
HK$1,723 total
includes taxes & fees
14 Apr - 15 Apr
Mickey's Hideaway Cottage 4 miles from Disney in Kissimmee with WiFi and AC
Exterior

MID CENTURY TINY FOREST HOME CLOSE TO DISNEY WORLD

MID CENTURY TINY FOREST HOME CLOSE TO DISNEY WORLD
Davenport
5.0 out of 10, (2 reviews)
"Needs some upgrades. The bed was a full size, very small for a couple, should really think of upgrading to a king. Pans were old and could use replacing. Bugs and ants constant. Shower was small. Very small tv. Stovetop had missing nob and was difficult to operate. Definitely needs upgrading, left a day early, didn’t feel comfortable there. "
United States
Rebecca F.
The price is HK$557
HK$1,219 total
includes taxes & fees
16 Apr - 17 Apr
MID CENTURY TINY FOREST HOME CLOSE TO DISNEY WORLD
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 HK$1,153
HK$1,280 total
includes taxes & fees
27 Apr - 28 Apr
Historic Tremain Cottages
Interior

Serenity - Family & Pet Friendly, Amazing Location

Serenity - Family & Pet Friendly, Amazing Location
3.0 star property
Crestwynd Bay
The price is HK$838
HK$3,266 total
includes taxes & fees
14 Apr - 15 Apr
Serenity - Family & Pet Friendly, Amazing Location
Exterior

Wellerden at Reunion Resort!by Shine Villas

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

~ 5 Mi to Theme Parks: Kissimmee Home w/ Pool

~ 5 Mi to Theme Parks: Kissimmee Home w/ Pool
3.0 star property
Indian Ridge
The price is HK$908
HK$3,693 total
includes taxes & fees
14 Apr - 15 Apr
~ 5 Mi to Theme Parks: Kissimmee Home w/ Pool
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

Universal's Cabana Bay Beach Resort

Universal's Cabana Bay Beach Resort

10/10 Excellent
"Nice"
Gjin 5-night trip
Posted 1 hour ago
Universal's Cabana Bay Beach Resort

Find out more about Winter Garden

Winter Garden Cottages information

Number of reviews
202
Accommodation
2417 Cottages
Lowest Price
HK$1,131
Highest Price
HK$3,983

Frequently asked questions

How much do cottages in Winter Garden cost?
Cottages in Winter Garden range between HK$1,131 and HK$3,983 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.

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