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Check prices for these dates

In two weeks
6 Mar - 8 Mar
In two months
17 Apr - 19 Apr
In three months
15 May - 17 May
In four months
12 Jun - 14 Jun

Our top choices for Winter Springs cottages

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
Orlando
6.0 out of 10, (1 review)
"This is a comfortable and convenient place. It is in a back yard with little privacy, and quite small. The host communication was poor, basically non existent. The water heater must be small and turned way down; it never actually gets hot and runs out quick. the shower head pressure is not great and has no options or settings, Overall not bad, clean and cozy. "
United States
Shannon T.
The price is AED 327
AED 628 total
includes taxes & fees
23 Feb - 24 Feb
The Blue Loft-Cozy Style Guest House · Close to UCF, Downtown & Theme Parks
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 reviews)
"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
The price is AED 500
AED 1,244 total
includes taxes & fees
23 Feb - 24 Feb
Deltona Lake House, Day Trip to Disney & Universal
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, (18 reviews)
"An excellent location for stays in Lake Mary. It has everything a single or a couple needs to feel at home."
United States
Kanzeda C.
The price is AED 334
AED 873 total
includes taxes & fees
24 Feb - 25 Feb
Sweetheart Cottage Near Downtown Lake Mary•Queen Bed, Fire Pit & Private Lanai
Exterior

The Little Lake Mary Guest House • Warm, Cozy & Inviting

The Little Lake Mary Guest House • Warm, Cozy & Inviting
Lake Mary
9.8 out of 10, Exceptional, (48 reviews)
"Absolutely perfect location! It was truly one of the best places we have stayed at!"
United States
Jaelyn M.
The price is AED 459
AED 999 total
includes taxes & fees
23 Mar - 24 Mar
The Little Lake Mary Guest House • Warm, Cozy & Inviting
Property grounds

Romantic Lakefront Getaway with Balcony near Downtown Orlando

Romantic Lakefront Getaway with Balcony near Downtown Orlando
Orlando
The price is AED 380
AED 839 total
includes taxes & fees
25 Feb - 26 Feb
Romantic Lakefront Getaway with Balcony near Downtown Orlando
Property grounds

Walkable Quiet Lakefront Retreat near Downtown Orlando with Private Patio

Walkable Quiet Lakefront Retreat near Downtown Orlando with Private Patio
Orlando
The price is AED 388
AED 848 total
includes taxes & fees
4 Mar - 5 Mar
Walkable Quiet Lakefront Retreat near Downtown Orlando with Private Patio
Interior

Downtown Cottage

Downtown Cottage
Colonialtown North
8.6 out of 10, Excellent, (8 reviews)
"Clean perfect location for what we needed "
United States
Jerred B.
The price is AED 231
AED 644 total
includes taxes & fees
24 Feb - 25 Feb
Downtown Cottage
Interior

Red Jordan Boho Style Vacation Home

Red Jordan Boho Style Vacation Home
3.0 star property
Meadow Woods
The price is AED 635
AED 1,660 total
includes taxes & fees
4 Mar - 5 Mar
Red Jordan Boho Style Vacation Home
Exterior

Incredible Private Lakefront Cottage Retreat

Incredible Private Lakefront Cottage Retreat
Altamonte Springs
10.0 out of 10, Exceptional, (31 reviews)
"One of our best stays. "
United States
matthew m.
The price is AED 502
AED 1,262 total
includes taxes & fees
7 Mar - 8 Mar
Incredible Private Lakefront Cottage Retreat
Property grounds

Tiny Hidden Cottage

Tiny Hidden Cottage
Longwood
9.2 out of 10, Wonderful, (62 reviews)
"Great little cottage, it was easy to locate and access the property. Nice quiet area and we really enjoyed our stay."
United States
Anna M.
The price is AED 298
AED 571 total
includes taxes & fees
22 Mar - 23 Mar
Tiny Hidden Cottage
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
9.8 out of 10, Exceptional, (33 reviews)
"Absolutely beautiful place, fully equipped and close to everything. We very much enjoyed our stay."
United States
Sara R.
The price is AED 744
AED 1,349 total
includes taxes & fees
23 Feb - 24 Feb
The Coach House- Entire Home - 2 bedroom/3 bath Orlando getaway!
Property grounds

Shore Steps Cottage - Walking Distance To The Town Of Windermere

Shore Steps Cottage - Walking Distance To The Town Of Windermere
Windermere
The price is AED 514
AED 1,331 total
includes taxes & fees
23 Feb - 24 Feb
Shore Steps Cottage - Walking Distance To The Town Of Windermere
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

The View Studio Suites and Event Venue

The View Studio Suites and Event Venue

10/10 Excellent
"Everything was great. Staff were really accommodating and helpful."
Leanna 4-night trip
Posted 11 hours ago
The View Studio Suites and Event Venue

Frequently asked questions

How much do cottages in Winter Springs cost?
You'll pay between AED 1,244 and AED 1,244 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.