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Dec 5 - Dec 7
In two months
Jan 16 - Jan 18
In three months
Feb 13 - Feb 15
In four months
Mar 13 - Mar 15

Cottages in Winter Springs

Exterior
Cozy Deltona Stay Fire Pit + Orlando

Cozy Deltona Stay Fire Pit + Orlando

2.0 star property
Deltona Lakes
10.0 out of 10, Exceptional, (1)
"We came down to see family who just had a baby and we were able to book this rental on very short notice. The host was very responsive to all of our questions and very welcoming.The home was exactly what we needed and came at a good price. Everything was clean and the kitchen was stocked with everything we needed. The coffee station was great, as well. The backyard was definitely the centerpiece here. It was very spacious and beautiful. Our kids insisted on eating just about every meal out...
United States
Gregory C.
$284 nightly
The price is $316
Nov 24 - Nov 25
Total with taxes and fees
Cozy Deltona Stay Fire Pit + Orlando
Property grounds
Sweetheart Cottage Near Downtown Lake Mary•Queen Bed, Fire Pit & Private Lanai

Sweetheart Cottage Near Downtown Lake Mary•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.
$234 nightly
The price is $259
Dec 14 - Dec 15
Total with taxes and fees
Sweetheart Cottage Near Downtown Lake Mary•Queen Bed, Fire Pit & Private Lanai
The Sunshine Lake Shake | 2 bedrooms, individually decorated, individually furnished
Orlando Lakefront Tiny House Community

Orlando Lakefront Tiny House Community

3.0 star property
Orlando
9.4 out of 10, Exceptional, (331)
"We enjoyed our stay."
United States
Ardeeh
$151 nightly
The price is $169
Dec 7 - Dec 8
Total with taxes and fees
Orlando Lakefront Tiny House Community
1 bedroom, desk, iron/ironing board, free WiFi
Downtown Cottage

Downtown Cottage

Colonialtown North
8.4 out of 10, Very Good, (6)
"Thank you for a wonderful stay. This gem of a guest house is in a perfect location in the Mills50 area of downtown Orlando. A perfectly cozy little home with comfortable beds and a welcoming environment. We look forward to staying again next time we are in Orlando!"
United States
Josh L.
$149 nightly
The price is $165
Dec 2 - Dec 3
Total with taxes and fees
Downtown Cottage
1 bedroom, desk, WiFi, bed sheets
The Sanford Foodie Guest House

The Sanford Foodie Guest House

Sanford
8.8 out of 10, Excellent, (13)
"Cozy little place to stay"
United States
Ruth P.
$128 nightly
The price is $141
Nov 30 - Dec 1
Total with taxes and fees
The Sanford Foodie Guest House
Exterior
The Blue Loft-Cozy Style Guest House · Close to UCF, Downtown & Theme Parks

The Blue Loft-Cozy Style Guest House · Close to UCF, Downtown & Theme Parks

2.0 star property
Orlando
$144 nightly
The price is $160
Dec 2 - Dec 3
Total with taxes and fees
The Blue Loft-Cozy Style Guest House · Close to UCF, Downtown & Theme Parks
Fridge, microwave, oven, stovetop
Garden Cottage-Swim/Spa sleeps 6 Ctrl Orlando Disney Universal SeaWorld Beaches,

Garden Cottage-Swim/Spa sleeps 6 Ctrl Orlando Disney Universal SeaWorld 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.
$280 nightly
The price is $310
Dec 22 - Dec 23
Total with taxes and fees
Garden Cottage-Swim/Spa sleeps 6 Ctrl Orlando Disney Universal SeaWorld Beaches,
House (2 Bedrooms) | Front of property
Deltona Lake House, Day Trip to Disney & Universal

Deltona Lake House, Day Trip to Disney & Universal

3.0 star property
Deltona Lakes
10.0 out of 10, Exceptional, (3)
"This house was perfect! Very spacious, clean, and felt like a very safe neighborhood for a few women traveling. The ONLY improvements I would suggest would be having more towels, and extra blankets available for guests. And I would replace the pull out couch mattress as it was very uncomfortable. Still a 10/10 overall!"
United States
Anonymous traveler
$310 nightly
The price is $345
Nov 24 - Nov 25
Total with taxes and fees
Deltona Lake House, Day Trip to Disney & Universal
Interior
Tiny Hidden Cottage

Tiny Hidden Cottage

Longwood
9.2 out of 10, Wonderful, (56)
"Check in process and house were both great. "
United States
Marc H.
$131 nightly
The price is $144
Dec 3 - Dec 4
Total with taxes and fees
Tiny Hidden Cottage
Exterior
Incredible Private Lakefront Cottage Retreat

Incredible Private Lakefront Cottage Retreat

Altamonte Springs
10.0 out of 10, Exceptional, (27)
"One of our best stays. "
United States
matthew m.
$332 nightly
The price is $368
Dec 1 - Dec 2
Total with taxes and fees
Incredible Private Lakefront Cottage Retreat
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)
"Absolutely beautiful place, fully equipped and close to everything. We very much enjoyed our stay."
United States
Sara R.
$336 nightly
The price is $373
Nov 29 - Nov 30
Total with taxes and fees
The Coach House- Entire Home - 2 bedroom/3 bath Orlando getaway!
House (2 Bedrooms) | Interior
Fire Pit & Yard: Updated Winter Garden Home!

Fire Pit & Yard: Updated Winter Garden Home!

3.0 star property
Winter Garden
$426 nightly
The price is $476
Nov 29 - Nov 30
Total with taxes and fees
Fire Pit & Yard: Updated Winter Garden Home!
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 Springs Hotel Reviews

Universal's Endless Summer Resort - Dockside Inn and Suites

Universal's Endless Summer Resort - Dockside Inn and Suites

10/10 Excellent
"Reception staff were very warm, courteous and welcoming. Very impressive and spacious lobby with a wide variety of food and drinks close by. Our room was very clean and well appointed with a fantastic view. "
Leslie 5-night trip
Posted 1 day ago
Universal's Endless Summer Resort - Dockside Inn and Suites

Find out more about Winter Springs

Winter Springs Cottages information

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Frequently asked questions

How much do cottages in Winter Springs cost?
You'll pay between and per night for cottages in Winter Springs. Whatever your budget, an ideal stay is only a few clicks away on Expedia. 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 Springs with Expedia?
Expedia has some terrific cottages in Winter Springs, so start packing your bags for a memorable vacation on nature's doorstep. If you're sticking to a budget, select how much you want to spend and the star rating of your property. Or take advantage of our filters to search for cottages with a hot tub or a kitchen. We'll help you find the perfect pad whatever your trip looks like.
How can I find cheap cottages in Winter Springs?
A good way to find cheap cottages in Winter Springs is with Expedia's useful filter tool. Tailor your search results by star rating, amenities and budget to access unbeatable rates with only a few clicks.
What is there to do in Winter Springs near my cottage?
After you've unpacked your things and settled in, head out and discover the cool things Winter Springs has to offer. Tuscawilla Golf Course is a popular attraction to add to your itinerary.

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