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Check prices for these dates

In two weeks
28 Aug - 30 Aug
In two months
9 Oct - 11 Oct
In three months
6 Nov - 8 Nov
In four months
4 Dec - 6 Dec

Our top choices for Winter Garden cottages

House (2 Bedrooms) | Interior

1. Fire Pit & Yard: Updated Winter Garden Home!

Fire Pit & Yard: Updated Winter Garden Home!
3.0 star property
Winter Garden
The price is AU$706
includes taxes & fees
11 Aug - 12 Aug
Fire Pit & Yard: Updated Winter Garden Home!
The Garden, Pet Friendly | Terrace/patio

2. Historic Tremain Cottages

Historic Tremain Cottages
3.0 star property
Mount Dora
8.6 out of 10, Excellent, (39 reviews)
"Very clean room, quaint, close to the downtown area. "
United States
Raymond
The price is AU$247
includes taxes & fees
12 Aug - 13 Aug
Historic Tremain Cottages
Property grounds

3. Shore Steps Cottage - Walking Distance To The Town Of Windermere

Shore Steps Cottage - Walking Distance To The Town Of Windermere
Windermere
The price is AU$521
includes taxes & fees
11 Aug - 12 Aug
Shore Steps Cottage - Walking Distance To The Town Of Windermere
Property grounds

4. Cozy Lake Front Cottage

Cozy Lake Front Cottage
Clermont
10.0 out of 10, Exceptional, (24 reviews)
"The setting was very nice and in a quiet area, but conveniently located to travel around Florida. Cottage was clean and very comfortable. Would definitely stay again."
United States
Brenda P.
The price is AU$414
includes taxes & fees
11 Aug - 12 Aug
Cozy Lake Front Cottage
Exterior detail

5. Downtown Cottage

Downtown Cottage
Colonialtown North
8.4 out of 10, Very good, (12 reviews)
"Clean perfect location for what we needed "
United States
Jerred B.
The price is AU$245
includes taxes & fees
18 Aug - 19 Aug
Downtown Cottage
Exterior

6. Lake Mary Pool Days & Hammock Naps Book Your Escape Before It’s Gone

Lake Mary Pool Days & Hammock Naps Book Your Escape Before It’s Gone
Lake Mary
9.8 out of 10, Exceptional, (63 reviews)
"Everything was great as usual!!"
United States
Christine B.
The price is AU$376
includes taxes & fees
15 Aug - 16 Aug
Lake Mary Pool Days & Hammock Naps Book Your Escape Before It’s Gone
Exterior

7. Incredible Private Lakefront Cottage Retreat

Incredible Private Lakefront Cottage Retreat
Altamonte Springs
10.0 out of 10, Exceptional, (38 reviews)
"Beautiful property in a fantastic location! We've booking this stay twice and will be back again."
United States
Lisa
The price is AU$531
includes taxes & fees
23 Aug - 24 Aug
Incredible Private Lakefront Cottage Retreat
Exterior

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

The Coach House- Entire Home - 2 bedroom/3 bath Orlando getaway!
College Park
10.0 out of 10, Exceptional, (44 reviews)
"The place was great overall, had everything needed. Rooms and bathrooms were spacious. Hosts left goodies for the stay, communicated what was needed, and made the check-in/check-out process very easy. Would stay again. It was perfect distance from Kia Center (5 min drive) "
United States
M L.
The price is AU$477
includes taxes & fees
17 Aug - 18 Aug
The Coach House- Entire Home - 2 bedroom/3 bath Orlando getaway!
Front of property

9. Mount Dora Cottages

Mount Dora Cottages
3.0 star property
Mount Dora
9.4 out of 10, Exceptional, (212 reviews)
"Perfect spot"
United States
PATRICIA
The price is AU$335
includes taxes & fees
11 Aug - 12 Aug
Mount Dora Cottages
Property grounds

10. Charming Celtic Cottage Retreat – 2 Bed, 1 Bath Haven"

Charming Celtic Cottage Retreat – 2 Bed, 1 Bath Haven"
Mount Dora
10.0 out of 10, Exceptional, (21 reviews)
"Wonderful eclectic cottage loaded with charm. The house was super clean and the beds extremely comfortable. Great outdoor space and a nice location convenient to everything."
United States
Nora S.
The price is AU$357
includes taxes & fees
16 Aug - 17 Aug
Charming Celtic Cottage Retreat – 2 Bed, 1 Bath Haven"
Interior

11. Beautiful Historic Cottage, Rendezvous

Beautiful Historic Cottage, Rendezvous
Mount Dora
9.4 out of 10, Exceptional, (16 reviews)
"This property is the perfect location for walking downtown shops and dining! "
United States
Julie
The price is AU$293
includes taxes & fees
11 Aug - 12 Aug
Beautiful Historic Cottage, Rendezvous
House (2 Bedrooms) | Interior

12. Mount Dora Home: Private Pool, Spa & Tropical Bar!

Mount Dora Home: Private Pool, Spa & Tropical Bar!
3.0 star property
Mount Dora
6.0 out of 10, (1 review)
The price is AU$482
includes taxes & fees
11 Aug - 12 Aug
Mount Dora Home: Private Pool, Spa & Tropical Bar!
Terrace/patio

13. Beautiful Historic Cottage, The Garden

Beautiful Historic Cottage, The Garden
Mount Dora
10.0 out of 10, Exceptional, (15 reviews)
"It was a perfect house for our short stay. Great location."
United States
Connie D.
The price is AU$312
includes taxes & fees
11 Aug - 12 Aug
Beautiful Historic Cottage, The Garden
Exterior

14. Serenity Lakeview Retreat Stunning Water Views, No Rear Neighbors, Private Pool, Game Room & Star Wars Cinema

Serenity Lakeview Retreat Stunning Water Views, No Rear Neighbors, Private Pool, Game Room & Star Wars Cinema
3.0 star property
Kissimmee
The price is AU$1,201
includes taxes & fees
11 Aug - 12 Aug
Serenity Lakeview Retreat Stunning Water Views, No Rear Neighbors, Private Pool, Game Room & Star Wars Cinema
Terrace/patio

15. Early Check In Lake Mary Last-Minute Deal!

Early Check In Lake Mary Last-Minute Deal!
Lake Mary
10.0 out of 10, Exceptional, (20 reviews)
"Easy access, perfect location, perfectly appointed. Will stay again :-)"
United States
Tricia S.
The price is AU$342
includes taxes & fees
17 Aug - 18 Aug
Early Check In Lake Mary Last-Minute Deal!
House (5 Bedrooms) | Interior

16. Upstay Disney 5BR Movie Mansionwindsor Cay Resort

Upstay Disney 5BR Movie Mansionwindsor Cay Resort
3.0 star property
Clermont
The price is AU$804
includes taxes & fees
11 Aug - 12 Aug
Upstay Disney 5BR Movie Mansionwindsor Cay Resort
Property grounds

17. Romantic Lakefront Getaway with Balcony near Downtown Orlando

Romantic Lakefront Getaway with Balcony near Downtown Orlando
Orlando
The price is AU$273
includes taxes & fees
12 Aug - 13 Aug
Romantic Lakefront Getaway with Balcony near Downtown Orlando
Terrace/patio

18. Beautiful Historic Cottage, Nantucket

Beautiful Historic Cottage, Nantucket
Mount Dora
9.8 out of 10, Exceptional, (7 reviews)
"Great location. Very clean "
United States
University Sports M.
The price is AU$275
includes taxes & fees
11 Aug - 12 Aug
Beautiful Historic Cottage, Nantucket
Exterior

19. Perfect Place for a Perfect Vacation

Perfect Place for a Perfect Vacation
Kissimmee
10.0 out of 10, Exceptional, (1 review)
The price is AU$291
includes taxes & fees
11 Aug - 12 Aug
Perfect Place for a Perfect Vacation
Exterior

20. Breezy Green Cottage with Private Hot Tub near Disney with Margaritaville.

Breezy Green Cottage with Private Hot Tub near Disney with Margaritaville.
Kissimmee
8.0 out of 10, Very good, (1 review)
"We’ve stayed at Margaritaville at least 4-5 times in different houses and we always have a great time. This house had a great location, as it was close to the gym and pool area. Negatives: on the listing it says there is a king bed, definitely no king bed. The first night was cold and none of the beds had anything other than sheets and when we called and requested additional blankets, we were told it was going to be $10 each blanket! The room did not come with sheets for the pull out couch so...
United States
Chad A.
The price is AU$638
includes taxes & fees
24 Aug - 25 Aug
Breezy Green Cottage with Private Hot Tub near Disney with Margaritaville.
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

Westgate Lakes Resort & Spa Universal Studios Area

Westgate Lakes Resort & Spa Universal Studios Area

10/10 Excellent
"Very nice and convenient for all parks"
Angel 4-night trip
Posted less than an hour ago
Westgate Lakes Resort & Spa Universal Studios Area

Find out more about Winter Garden

Winter Garden Cottages information

Number of reviews
212
Accommodation
2357 Cottages
Lowest Price
AU$247
Highest Price
AU$963

Frequently asked questions

How much do cottages in Winter Garden cost?
Rates for cottages in Winter Garden range between AU$247 and AU$963 per night. No matter your budget, you're sure to find a perfect place to reconnect with nature. This price was 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.
What is there to do in Winter Garden near my cottage?
No matter your tastes or interests, Winter Garden has tons to keep you on the move. The Wizarding World of Harry Potter™, Winter Garden Heritage Museum and Garden Theatre are on many travellers' agendas. Don't miss Museum of the Apopkans, The Woods Laser Tag and Carter Family Bowl either. With Expedia's Winter Garden hotel deals, you can discover more fantastic attractions like these with the cash you save.