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Check prices for these dates

Next weekend
14 Mar - 16 Mar
In two weeks
21 Mar - 23 Mar
In one month
4 Apr - 6 Apr
In two months
2 May - 4 May

Compare 1645 Cottages in Winter Garden with updated reviews, rates, and availability.

The Grove Resort & Water Park Orlando
Aerial view

The Grove Resort & Water Park Orlando

4.0 star property
8.0 out of 10, Very Good, (7080)
"The pools, grounds, market and restaurants were all great aspects of the property. The staff was very friendly and helpful. "
The price is AED 521
AED 770 total
includes taxes & fees
19 Mar - 20 Mar
The Grove Resort & Water Park Orlando
Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center
Lobby

Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center

2.5 star property
9.4 out of 10, Exceptional, (2677)
"Our stay was excellent! The staff are very pleasant and welcoming. Everything was super neat and clean, would definitely stay again."
The price is AED 459
AED 516 total
includes taxes & fees
23 Mar - 24 Mar
Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center
Home2 Suites by Hilton Orlando at Flamingo Crossings
Outdoor pool, open 9:00 AM to 10:00 PM, sun loungers

Home2 Suites by Hilton Orlando at Flamingo Crossings

3.0 star property
9.4 out of 10, Exceptional, (3889)
"This is our go-to hotel when we go to Disney! My kids always think we are staying at rich hotel because of the kitchen accomidations right in our room, youngest loves the sleeper couch. One of our favorite things about this hotel is the fantastic breakfast that includes Mickey Mouse waffles! There is shuttle transportation to the parks of you should choose. Thos hotel is always clean and check-in is a breeze. I will continue to stay here instead of on resort since it's half the price and...
The price is AED 482
AED 542 total
includes taxes & fees
31 Mar - 1 Apr
Home2 Suites by Hilton Orlando at Flamingo Crossings
Hilton Vacation Club Aqua Sol Orlando West
Exterior

Hilton Vacation Club Aqua Sol Orlando West

4.0 star property
8.8 out of 10, Excellent, (3747)
"Very clean and well kept. Lots of things to do. Friendly staff. A little noise from unit above"
The price is AED 476
AED 639 total
includes taxes & fees
23 Mar - 24 Mar
Hilton Vacation Club Aqua Sol Orlando West
SpringHill Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance
Outdoor pool, a heated pool

SpringHill Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance

3.5 star property
9.0 out of 10, Wonderful, (2041)
"Hotel was great. Only issue was restaurant was expensive for the food offered."
The price is AED 383
AED 431 total
includes taxes & fees
1 Apr - 2 Apr
SpringHill Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance
Homewood Suites by Hilton Orlando at Flamingo Crossings
Outdoor pool, open 9:00 AM to 10:00 PM, sun loungers

Homewood Suites by Hilton Orlando at Flamingo Crossings

3.0 star property
9.4 out of 10, Exceptional, (1613)
"Fantastic stay! Perfect for our Disney World Vacation "
The price is AED 575
AED 647 total
includes taxes & fees
2 Apr - 3 Apr
Homewood Suites by Hilton Orlando at Flamingo Crossings
TownePlace Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance
Outdoor pool, a heated pool

TownePlace Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance

3.5 star property
9.0 out of 10, Wonderful, (1525)
"It is centrally located and easy for Uber drivers to find."
The price is AED 378
AED 426 total
includes taxes & fees
31 Mar - 1 Apr
TownePlace Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance
Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance
Outdoor pool, open 8:00 AM to 11:00 PM, pool umbrellas, sun loungers

Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance

3.0 star property
9.6 out of 10, Exceptional, (1408)
"Wonderful staff. Can’t say enough about the workers at Residence Inn. The place was so clean and they were so kind and helpful throughout our stay!!"
The price is AED 492
AED 554 total
includes taxes & fees
30 Mar - 31 Mar
Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance
Home2 Suites By Hilton Winter Garden
Exterior

Home2 Suites By Hilton Winter Garden

3.0 star property
9.4 out of 10, Exceptional, (210)
"Everything was wonderful!!"
The price is AED 496
AED 558 total
includes taxes & fees
1 Apr - 2 Apr
Home2 Suites By Hilton Winter Garden
Edgewater Hotel
City view from property

Edgewater Hotel

2.5 star property
9.6 out of 10, Exceptional, (297)
"Cool old property with a wonderful location. Staff was very attentive and breakfasts were excellent. Would like to be notified by sign in room and or at checkin that things like hair dryer are on request. Dont like elevator or stairs."
The price is AED 546
AED 614 total
includes taxes & fees
13 Mar - 14 Mar
Edgewater Hotel
Orange County National Lodge
BBQ/picnic area

Orange County National Lodge

3.0 star property
7.4 out of 10, Good, (253)
"What an unbelievable place this is it’s on a beautiful golf course and the staff was amazing and the accommodations are simple, but elegant, and it has BaggoL"
The price is AED 452
AED 508 total
includes taxes & fees
15 Mar - 16 Mar
Orange County National Lodge
Family Resort 5 minutes from Disney and other major attractions
Pool

Family Resort 5 minutes from Disney and other major attractions

9.6 out of 10, Exceptional, (4)
"Nice but a bit too busy"
Family Resort 5 minutes from Disney and other major attractions
Oakland Manor House
Porch

Oakland Manor House

2.0 star property
The price is AED 2,295
AED 2,582 total
includes taxes & fees
6 Mar - 7 Mar
Oakland Manor House
Holiday Inn Club Vacations At Orange Lake Resort - North Village - 1BR
Pool

Holiday Inn Club Vacations At Orange Lake Resort - North Village - 1BR

Holiday Inn Club Vacations At Orange Lake Resort - North Village - 1BR
Aqua Sol, a Hilton Vacation Club
Pool

Aqua Sol, a Hilton Vacation Club

2.0 star property
Aqua Sol, a Hilton Vacation Club
The Palisades Resort Orlando
Outdoor pool

The Palisades Resort Orlando

2.0 star property
7.6 out of 10, Good, (999)
"Check your notes I've called and I'm very upset thinking about taking legal action against you and them"
The Palisades Resort Orlando
2 bedroom villa, sleeps 8. 5 minutes to the theme parks.
Pool

2 bedroom villa, sleeps 8. 5 minutes to the theme parks.

2 bedroom villa, sleeps 8. 5 minutes to the theme parks.
2200 sq ft villa, 3BD+3BA, right next to the Magic Kingdom June 13-17
Pool

2200 sq ft villa, 3BD+3BA, right next to the Magic Kingdom June 13-17

2200 sq ft villa, 3BD+3BA, right next to the Magic Kingdom June 13-17
Stay near magic! 2-bedroom resort room, just a 12-min drive away from from parks
Pool

Stay near magic! 2-bedroom resort room, just a 12-min drive away from from parks

Stay near magic! 2-bedroom resort room, just a 12-min drive away from from parks
Just minutes from Walt Disney World
Lobby

Just minutes from Walt Disney World

Just minutes from Walt Disney World
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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Other property types in Winter Garden

Vacation Village at Parkway
Aerial view

Vacation Village at Parkway

3.0 star property
8.4 out of 10, Very Good, (1651)
"Everything was perfect "
The price is AED 306
AED 403 total
includes taxes & fees
18 Mar - 19 Mar
Vacation Village at Parkway
Lake Buena Vista Resort Village & Spa
2 outdoor pools, a heated pool, open 8:00 AM to 10:00 PM, pool umbrellas

Lake Buena Vista Resort Village & Spa

4.0 star property
8.4 out of 10, Very Good, (8400)
"Very convenient. Close to the parks. Good parking. Kids loved the pool. Friendly staff. "
Lake Buena Vista Resort Village & Spa
Margaritaville Resort Orlando Cottages by Rentyl
Interior

Margaritaville Resort Orlando Cottages by Rentyl

4.0 star property
8.8 out of 10, Excellent, (1234)
"We loved so much about the stay, the cottages were modern but comfortable and smartly decorated. There were all the essentials in the kitchen even a huge amazing blender. The buildings were very attractive and painted lovely colors. Beds were comfortable and bathrooms as well (could have been a little more upgraded, basic shower stalls). The entire unit was very spacious also. The pools were gorgeous with chairs available right in front. However there were a few things we didn't like. We were...
Margaritaville Resort Orlando Cottages by Rentyl
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.

Frequently asked questions

How much do cottages in Winter Garden cost?
Cottages in Winter Garden range between AED 274 and AED 643 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.