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Check prices for these dates

In two weeks
5 Jun - 7 Jun
In two months
17 Jul - 19 Jul
In three months
14 Aug - 16 Aug
In four months
11 Sept - 13 Sept

Our top choices for Winter Springs cottages

Exterior

Orlando Sunshine Is Cheaper Midweek ☀️ Early CHECK-IN

Orlando Sunshine Is Cheaper Midweek ☀️ Early CHECK-IN
Lake Mary
9.8 out of 10, Exceptional, (53 reviews)
"Absolutely perfect location! It was truly one of the best places we have stayed at!"
United States
Jaelyn M.
The price is €208
includes taxes & fees
27 May - 28 May
Orlando Sunshine Is Cheaper Midweek ☀️ Early CHECK-IN
Exterior

Incredible Private Lakefront Cottage Retreat

Incredible Private Lakefront Cottage Retreat
Altamonte Springs
10.0 out of 10, Exceptional, (36 reviews)
"The host was easy to contact and the cottage was very cozy with all necessary amenities. The lakeside location was both beautiful and peaceful, especially considering it is so close to 436 and I4. We definitely plan to return. "
United States
Carol G.
The price is €303
includes taxes & fees
21 May - 22 May
Incredible Private Lakefront Cottage Retreat
Interior

Downtown Cottage

Downtown Cottage
Colonialtown North
8.2 out of 10, Very good, (11 reviews)
"Clean perfect location for what we needed "
United States
Jerred B.
The price is €167
includes taxes & fees
1 Jun - 2 Jun
Downtown Cottage
Terrace/patio

Relax Tonight. Cozy, Quiet and Super Clean.

Relax Tonight. Cozy, Quiet and Super Clean.
Lake Mary
10.0 out of 10, Exceptional, (19 reviews)
"Easy access, perfect location, perfectly appointed. Will stay again :-)"
United States
Tricia S.
The price is €208
includes taxes & fees
31 May - 1 Jun
Relax Tonight. Cozy, Quiet and Super Clean.
House (2 Bedrooms) | Interior

Chic Orlando Family Getaway w/ Fenced Yard!

Chic Orlando Family Getaway w/ Fenced Yard!
3.0 star property
Rosemont
10.0 out of 10, Exceptional, (1 review)
The price is €450
includes taxes & fees
24 May - 25 May
Chic Orlando Family Getaway w/ Fenced Yard!
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, (37 reviews)
"Lovely spot, in a quiet neighborhood. Clean and spotless, and stocked with amenities for breakfast and snacks. We'll be booking again next time we go down to visit family in Orlando."
United States
John
The price is €307
includes taxes & fees
1 Jun - 2 Jun
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 €311
includes taxes & fees
21 May - 22 May
Shore Steps Cottage - Walking Distance To The Town Of Windermere
Property grounds

Romantic Lakefront Getaway with Balcony near Downtown Orlando

Romantic Lakefront Getaway with Balcony near Downtown Orlando
Orlando
The price is €195
includes taxes & fees
27 May - 28 May
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 €224
includes taxes & fees
2 Jun - 3 Jun
Walkable Quiet Lakefront Retreat near Downtown Orlando with Private Patio
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 €436
includes taxes & fees
21 May - 22 May
Fire Pit & Yard: Updated Winter Garden Home!
Interior

Pool Access! Spacious Home Near Wekiwa Springs

Pool Access! Spacious Home Near Wekiwa Springs
3.0 star property
Apopka
The price is €349
includes taxes & fees
8 Jun - 9 Jun
Pool Access! Spacious Home Near Wekiwa Springs
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

Avanti International Resort

Avanti International Resort

2/10 Terrible
"Not really"
Busenur 2-night trip
Posted 6 hours ago
Avanti International Resort

Find out more about Winter Springs

Winter Springs Cottages information

Number of reviews
145
Accommodation
127 Cottages
Lowest Price
€167
Highest Price
€450

Frequently asked questions

How much do cottages in Winter Springs cost?
You'll pay between €167 and €450 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 holiday 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.