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Check prices for these dates

In two weeks
28 Nov - 30 Nov
In two months
9 Jan - 11 Jan
In three months
6 Feb - 8 Feb
In four months
6 Mar - 8 Mar

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 AED 746
AED 1,748 total
includes taxes & fees
16 Nov - 17 Nov
Fire Pit & Yard: Updated Winter Garden Home!
Interior
Solterra Swanky

Solterra Swanky

3.0 star property
Solterra Resort
The price is AED 411
AED 1,501 total
includes taxes & fees
1 Dec - 2 Dec
Solterra Swanky
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 AED 261
AED 531 total
includes taxes & fees
16 Nov - 17 Nov
Tiny Hidden Cottage
Front of property
Historic Tremain Cottages

Historic Tremain Cottages

3.0 star property
Mount Dora
8.4 out of 10, Very Good, (32)
"Excellent place to stay Walking distance to historic downtown Maria is a A+ hostess "
United States
Ruben
Historic Tremain Cottages
Exterior
Guesthouse Retreat – Private Pool & King Suite

Guesthouse Retreat – Private Pool & King Suite

Lake Mary
9.8 out of 10, Exceptional, (42)
"Great times!!! I would book again!!!"
United States
Darren B.
The price is AED 380
AED 940 total
includes taxes & fees
18 Nov - 19 Nov
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 AED 347
AED 903 total
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
10.0 out of 10, Exceptional, (3)
"great experience. very clean and in a good area"
United States
Aubrey V.
The price is AED 386
AED 511 total
includes taxes & fees
17 Nov - 18 Nov
Charming 2-bedroom Country Cottage in Kissimmee with private parking
House (4 Bedrooms) | 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 AED 470
AED 1,554 total
includes taxes & fees
12 Nov - 13 Nov
~ 5 Mi to Theme Parks: Kissimmee Home w/ Pool
Property grounds
Cozy Lake Front Cottage

Cozy Lake Front Cottage

Clermont
10.0 out of 10, Exceptional, (17)
"As advertised!"
United States
Peter j.
The price is AED 459
AED 911 total
includes taxes & fees
12 Nov - 13 Nov
Cozy Lake Front Cottage
Smart TV, DVD player
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 AED 744
AED 1,401 total
includes taxes & fees
19 Nov - 20 Nov
The Coach House- Entire Home - 2 bedroom/3 bath Orlando getaway!
Microwave, oven, stovetop
Charming Historic Cottage with Cozy Porch and Garden Retreat

Charming Historic Cottage with Cozy Porch and Garden Retreat

Polk City
The price is AED 464
AED 969 total
includes taxes & fees
18 Nov - 19 Nov
Charming Historic Cottage with Cozy Porch and Garden Retreat
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 AED 295
AED 812 total
includes taxes & fees
16 Nov - 17 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 AED 294
AED 803 total
includes taxes & fees
1 Dec - 2 Dec
Hidden Lake View Cottage 5 miles from Disney!
Exterior
The Ingram * 3 min walk to Downtown Mt. Dora!!

The Ingram * 3 min walk to Downtown Mt. Dora!!

Mt Dora
9.8 out of 10, Exceptional, (47)
"Perfect location and a great little house. Would definitely recommend and look forward to a future stay!"
United States
Donald A.
The Ingram * 3 min walk to Downtown Mt. Dora!!
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 AED 621
AED 1,457 total
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, (16)
"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 AED 503
AED 1,177 total
includes taxes & fees
17 Nov - 18 Nov
Hidden Garden Cottage-Swim&Spa, Ctrl Orlando Disney Universal Sea World Beaches,
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 AED 298
AED 703 total
includes taxes & fees
20 Nov - 21 Nov
Perfect Place for a Perfect Vacation
Interior
Family-Friendly Cottage Near Orlando’s Top Attractions

Family-Friendly Cottage Near Orlando’s Top Attractions

Kissimmee
The price is AED 331
AED 748 total
includes taxes & fees
12 Nov - 13 Nov
Family-Friendly Cottage Near Orlando’s Top Attractions
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 AED 324
AED 786 total
includes taxes & fees
12 Nov - 13 Nov
Mickey's Hideaway Cottage 4 miles from Disney in Kissimmee with WiFi and AC
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 AED 364
AED 908 total
includes taxes & fees
12 Nov - 13 Nov
Disney, Universal and Legoland Getaway
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

The Grove Resort & Water Park Orlando

The Grove Resort & Water Park Orlando

10/10 Excellent
"We enjoy our stay every single time at the grove! "
Chelsea 7-night trip
Posted 15 hours ago
The Grove Resort & Water Park Orlando

Frequently asked questions

How much do cottages in Winter Garden cost?
Cottages in Winter Garden range between AED 511 and AED 1,748 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.

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