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Check prices for these dates

In two weeks
17 July - 19 July
In two months
28 Aug - 30 Aug
In three months
25 Sept - 27 Sept
In four months
23 Oct - 25 Oct

Our top choices for Winter Springs cottages

Exterior

Pool Days & Hammock Naps Book Your Escape Before It’s Gone

Pool Days & Hammock Naps Book Your Escape Before It’s Gone
Lake Mary
9.8 out of 10, Exceptional, (59 reviews)
"Absolutely perfect location! It was truly one of the best places we have stayed at!"
United States
Jaelyn M.
The price is AU$377
includes taxes & fees
6 July - 7 July
Pool Days & Hammock Naps Book Your Escape Before It’s Gone
Exterior

Incredible Private Lakefront Cottage Retreat

Incredible Private Lakefront Cottage Retreat
Altamonte Springs
10.0 out of 10, Exceptional, (37 reviews)
"Beautiful property in a fantastic location! We've booking this stay twice and will be back again."
United States
Lisa
The price is AU$538
includes taxes & fees
6 July - 7 July
Incredible Private Lakefront Cottage Retreat
Terrace/patio

Last-Minute July 4th Getaway! Charming Cottage • Early Check-In

Last-Minute July 4th Getaway! Charming Cottage • Early Check-In
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 AU$349
includes taxes & fees
6 July - 7 July
Last-Minute July 4th Getaway! Charming Cottage • Early Check-In
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 AU$263
includes taxes & fees
15 July - 16 July
Downtown Cottage
Property grounds

Romantic Lakefront Getaway with Balcony near Downtown Orlando

Romantic Lakefront Getaway with Balcony near Downtown Orlando
Orlando
The price is AU$350
includes taxes & fees
6 July - 7 July
Romantic Lakefront Getaway with Balcony near Downtown Orlando
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 AU$508
includes taxes & fees
31 July - 1 Aug
Shore Steps Cottage - Walking Distance To The Town Of Windermere
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, (42 reviews)
"Our hosts were incredibly accommodating and welcoming. This was the perfect place for us to stay while in town for a wedding in Winter Park. Thank you! "
United States
Danielle S.
The price is AU$490
includes taxes & fees
13 July - 14 July
The Coach House- Entire Home - 2 bedroom/3 bath Orlando getaway!
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, (2 reviews)
"The house was well supplied with amenities, family friendly and it was very fun to use the pool and games. There’s a super Walmart and other shops close by."
United States
Jennifer
The price is AU$762
includes taxes & fees
29 July - 30 July
Chic Orlando Family Getaway w/ Fenced Yard!
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 AU$338
includes taxes & fees
19 July - 20 July
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 AU$789
includes taxes & fees
6 July - 7 July
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

Sheraton Orlando North Hotel

Sheraton Orlando North Hotel

10/10 Excellent
"."
Josie 1-night trip
Posted 1 hour ago
Sheraton Orlando North Hotel

Find out more about Winter Springs

Winter Springs Cottages information

Number of reviews
159
Accommodation
135 Cottages
Lowest Price
AU$263
Highest Price
AU$789

Frequently asked questions

How much do cottages in Winter Springs cost?
Rates for cottages in Winter Springs range between AU$263 and AU$789 per night. No matter your budget, you're sure to find the perfect place to get reacquainted with nature. This price was 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.
What is there to do in Winter Springs near my cottage?
Whatever your interests, Winter Springs has plenty of things to keep you on the hop. Central Florida Zoo & Botanical Gardens, Sanford Museum and Albin Polasek Museum and Sculpture Gardens are on most travellers' to-do lists. Don't miss Morse Museum of American Art, The Princess Theatre and Hard Knocks either. With Expedia's hotel deals in Winter Springs, you can see even more neat attractions like these with the money you save.