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Check prices for these dates

Next weekend
21 Nov - 23 Nov
In two weeks
28 Nov - 30 Nov
In one month
12 Dec - 14 Dec
In two months
9 Jan - 11 Jan

Featured Cottages in Winter Garden

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 NZ$838
includes taxes & fees
17 Nov - 18 Nov
Fire Pit & Yard: Updated Winter Garden Home!
Exterior
Guesthouse Retreat – Private Pool & King Suite

Guesthouse Retreat – Private Pool & King Suite

Lake Mary
9.8 out of 10, Exceptional, (43)
"Great times!!! I would book again!!!"
United States
Darren B.
Guesthouse Retreat – Private Pool & King Suite
Property grounds
Cozy Cottage Retreat – Queen Bed, Fire Pit & Private Lanai

Cozy Cottage Retreat – Queen Bed, Fire Pit & Private Lanai

Lake Mary
10.0 out of 10, Exceptional, (16)
"Great place and exactly as described. "
United States
Kanzeda C.
The price is NZ$429
includes taxes & fees
22 Nov - 23 Nov
Cozy Cottage Retreat – Queen Bed, Fire Pit & Private Lanai
Exterior
Charming 2-bedroom Country Cottage in Kissimmee with private parking

Charming 2-bedroom Country Cottage in Kissimmee with private parking

Kissimmee
9.0 out of 10, Wonderful, (4)
"great experience. very clean and in a good area"
United States
Aubrey V.
The price is NZ$245
includes taxes & fees
24 Nov - 25 Nov
Charming 2-bedroom Country Cottage in Kissimmee with private parking
Interior
Tiny Hidden Cottage

Tiny Hidden Cottage

Longwood
9.2 out of 10, Wonderful, (56)
"The house is perfect for my weekend trips to the area and I plan to stay there again if my travels permit. "
United States
Wesley P.
The price is NZ$254
includes taxes & fees
18 Nov - 19 Nov
Tiny Hidden Cottage
Exterior
Incredible Private Lakefront Cottage Retreat

Incredible Private Lakefront Cottage Retreat

Altamonte Springs
10.0 out of 10, Exceptional, (27)
"Super cool spot I sank in the main bed in bedroom Aside from that the place was amazing"
United States
Chris W.
The price is NZ$596
includes taxes & fees
23 Nov - 24 Nov
Incredible Private Lakefront Cottage Retreat
Fridge, microwave, oven, stovetop
Hidden Garden Cottage-Swim&Spa, Ctrl Orlando Disney Universal Sea World Beaches,

Hidden Garden Cottage-Swim&Spa, Ctrl Orlando Disney Universal Sea World Beaches,

Altamonte Springs
8.6 out of 10, Excellent, (17)
"Lots of room to spend time with family and friends. Great location, easy to move around Orlando from here."
United States
Rachael C.
The price is NZ$591
includes taxes & fees
15 Dec - 16 Dec
Hidden Garden Cottage-Swim&Spa, Ctrl Orlando Disney Universal Sea World Beaches,
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
10.0 out of 10, Exceptional, (29)
"Easy and convenient in a nice place "
United States
cameron h.
The price is NZ$669
includes taxes & fees
17 Nov - 18 Nov
The Coach House- Entire Home - 2 bedroom/3 bath Orlando getaway!
House (4 Bedrooms) | Interior
Terra Verde Swanky

Terra Verde Swanky

3.0 star property
Kissimmee
The price is NZ$717
includes taxes & fees
30 Nov - 1 Dec
Terra Verde Swanky
Children’s area
Charming 2-bedroom cottage in Kissimmee

Charming 2-bedroom cottage in Kissimmee

2.0 star property
Kissimmee
10.0 out of 10, Exceptional, (1)
"Kudos to the hosts. A seamless experience. My first ever vacation rental and I was very impressed. The cottage was super clean and was equipped with everything and then some. "
United States
Gail E.
The price is NZ$394
includes taxes & fees
17 Nov - 18 Nov
Charming 2-bedroom cottage in Kissimmee
Property grounds
Hidden Lake View Cottage 5 miles from Disney!

Hidden Lake View Cottage 5 miles from Disney!

Kissimmee
9.0 out of 10, Wonderful, (2)
"Awesome"
United States
Bulmaro S.
The price is NZ$385
includes taxes & fees
1 Dec - 2 Dec
Hidden Lake View Cottage 5 miles from Disney!
Interior
Family-Friendly Cottage Near Orlando’s Top Attractions

Family-Friendly Cottage Near Orlando’s Top Attractions

Kissimmee
The price is NZ$358
includes taxes & fees
23 Nov - 24 Nov
Family-Friendly Cottage Near Orlando’s Top Attractions
Exterior
Perfect Place for a Perfect Vacation

Perfect Place for a Perfect Vacation

3.0 star property
Kissimmee
10.0 out of 10, Exceptional, (1)
The price is NZ$339
includes taxes & fees
23 Nov - 24 Nov
Perfect Place for a Perfect Vacation
Property grounds
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 NZ$378
includes taxes & fees
17 Nov - 18 Nov
Mickey's Hideaway Cottage 4 miles from Disney in Kissimmee with WiFi and AC
Microwave, stovetop
Tiny house close to Disney KISSIMMEE

Tiny house close to Disney KISSIMMEE

2.0 star property
Kissimmee
8.0 out of 10, Very good, (1)
"The location was great. We really just needed somewhere to sleep because we spent the day at the Disney Parks. The place had enough beds and was a great price."
United States
Christine M.
The price is NZ$305
includes taxes & fees
7 Dec - 8 Dec
Tiny house close to Disney KISSIMMEE
Exterior
Disney, Universal and Legoland Getaway

Disney, Universal and Legoland Getaway

Kissimmee
9.2 out of 10, Wonderful, (9)
"I love the place ! It was beautiful! Enough room for everyone "
United States
Anthony M.
The price is NZ$423
includes taxes & fees
24 Nov - 25 Nov
Disney, Universal and Legoland Getaway
Property grounds
Fully-Stocked Cozy Tropical Cottage-4 mi to Disney

Fully-Stocked Cozy Tropical Cottage-4 mi to Disney

Kissimmee
The price is NZ$458
includes taxes & fees
26 Nov - 27 Nov
Fully-Stocked Cozy Tropical Cottage-4 mi to Disney
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)
"We stayed and visited universal snd drove to Jacksonville it was a cute cottage"
United States
Jennifer b.
The price is NZ$432
includes taxes & fees
26 Nov - 27 Nov
Beautiful Cottage! Your Home Away From Home. 4 miles from Disney, Kissimmee
Interior
Solterra Swanky

Solterra Swanky

3.0 star property
Solterra Resort
The price is NZ$719
includes taxes & fees
1 Dec - 2 Dec
Solterra Swanky
Exterior
Charming 1-bedroom cottage in Kissimmee

Charming 1-bedroom cottage in Kissimmee

Kissimmee
The price is NZ$391
includes taxes & fees
1 Dec - 2 Dec
Charming 1-bedroom cottage in Kissimmee
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

Rosen Inn at Pointe Orlando

Rosen Inn at Pointe Orlando

10/10 Excellent
"Clean room. Great value for the rate. "
JIm 3-night trip
Posted 1 day ago
Rosen Inn at Pointe Orlando

Find out more about Winter Garden

Winter Garden Cottages information

Number of reviews
201
Accommodation
1992 Cottages
Lowest Price
NZ$245
Highest Price
NZ$838

Frequently asked questions

How much do cottages in Winter Garden cost?
Cottages in Winter Garden range between NZ$245 and NZ$838 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.
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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