A clear lake surrounded by trees and a concrete walkway.

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Check prices for these dates

In two weeks
4 Sept - 6 Sept
In two months
16 Oct - 18 Oct
In three months
13 Nov - 15 Nov
In four months
11 Dec - 13 Dec

Our top choices for Winter Springs cottages

A multi-story residential building with balconies, a lawn, and outdoor seating.

1. Th10 - 3BR House Near Disney and Universal Studios

Th10 - 3BR House Near Disney and Universal Studios
3.0 star property
Orlando
The price is AU$654
includes taxes & fees
14 Sept - 15 Sept
Th10 - 3BR House Near Disney and Universal Studios
A single-story building with the number 297, a red door, and a bench outside.

2. Today ONLY! Instant check in! Pool Days & Hammock Naps Book Your Escape NOW!

Today ONLY! Instant check in! Pool Days & Hammock Naps Book Your Escape NOW!
Lake Mary
9.8 out of 10, Exceptional, (64 reviews)
"Everything was great as usual!!"
United States
Christine B.
The price is AU$328
includes taxes & fees
24 Aug - 25 Aug
Today ONLY! Instant check in! Pool Days & Hammock Naps Book Your Escape NOW!
A patio with outdoor furniture, a wooden deck, and a basketball hoop.

3. Today ONLY! Instant Check In Lake Mary Last-Minute Deal!

Today ONLY! Instant Check In Lake Mary Last-Minute Deal!
Lake Mary
10.0 out of 10, Exceptional, (20 reviews)
"Easy access, perfect location, perfectly appointed. Will stay again :-)"
United States
Tricia S.
The price is AU$311
includes taxes & fees
24 Aug - 25 Aug
Today ONLY! Instant Check In Lake Mary Last-Minute Deal!
A house with a porch, surrounded by a grassy area and a pond with lily pads.

4. Incredible Private Lakefront Cottage Retreat

Incredible Private Lakefront Cottage Retreat
Altamonte Springs
10.0 out of 10, Exceptional, (38 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$491
includes taxes & fees
1 Sept - 2 Sept
Incredible Private Lakefront Cottage Retreat
A house with a red door, a front porch, and a pathway leading to the entrance.

5. Downtown Cottage

Downtown Cottage
Colonialtown North
8.6 out of 10, Excellent, (14 reviews)
"Clean perfect location for what we needed "
United States
Jerred B.
The price is AU$235
includes taxes & fees
24 Aug - 25 Aug
Downtown Cottage
A white building with large windows and a brick pathway leading to it.

6. 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, (47 reviews)
"Everything was super clean and exactly as described. Great location and great stay!"
United States
Garrett S.
The price is AU$445
includes taxes & fees
13 Sept - 14 Sept
The Coach House- Entire Home - 2 bedroom/3 bath Orlando getaway!
A table with a potted plant and a cup of coffee, overlooking a scenic landscape.

7. Romantic Lakefront Getaway with Balcony near Downtown Orlando

Romantic Lakefront Getaway with Balcony near Downtown Orlando
Orlando
The price is AU$274
includes taxes & fees
26 Aug - 27 Aug
Romantic Lakefront Getaway with Balcony near Downtown Orlando
A lakeside patio with wooden rocking chairs and a table, overlooking a calm lake and a forested area.

8. Walkable Quiet Lakefront Retreat near Downtown Orlando with Private Patio

Walkable Quiet Lakefront Retreat near Downtown Orlando with Private Patio
Orlando
Walkable Quiet Lakefront Retreat near Downtown Orlando with Private Patio
A serene landscape with a pond, trees with Spanish moss, and a palm tree.

9. Shore Steps Cottage - Walking Distance To The Town Of Windermere

Shore Steps Cottage - Walking Distance To The Town Of Windermere
Windermere
10.0 out of 10, Exceptional, (1 review)
The price is AU$509
includes taxes & fees
24 Aug - 25 Aug
Shore Steps Cottage - Walking Distance To The Town Of Windermere
A two-story house with a front porch, a brick driveway, and a well-maintained lawn.

10. Fire Pit & Yard: Updated Winter Garden Home!

Fire Pit & Yard: Updated Winter Garden Home!
3.0 star property
Winter Garden
The price is AU$696
includes taxes & fees
27 Aug - 28 Aug
Fire Pit & Yard: Updated Winter Garden Home!
A resort with multiple buildings, a large swimming pool, and a lake in the background.

11. Th89 - 3BR House Near Disney With Resort Access

Th89 - 3BR House Near Disney With Resort Access
3.0 star property
Orlando
The price is AU$652
includes taxes & fees
6 Sept - 7 Sept
Th89 - 3BR House Near Disney With Resort Access
A resort with a swimming pool, parking, and a view of a lake.

12. Th20 - 3BR House With Resort Access Near Parks

Th20 - 3BR House With Resort Access Near Parks
3.0 star property
Orlando
The price is AU$652
includes taxes & fees
17 Sept - 18 Sept
Th20 - 3BR House With Resort Access Near Parks
A row of yellow buildings with red-tiled roofs, a paved driveway, and a well-maintained lawn with palm trees.

13. Th14 - 3BR House With Pool Access Near Disney

Th14 - 3BR House With Pool Access Near Disney
3.0 star property
Orlando
Th14 - 3BR House With Pool Access Near Disney
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

Coco Key Hotel & Water Park Resort

Coco Key Hotel & Water Park Resort

8/10 Good
"We received free breakfast and Park tickets definitely worth the money not domestic extravagant but we enjoyed it."
Alicia M 4-night trip
Posted 1 hour ago
Coco Key Hotel & Water Park Resort

Find out more about Winter Springs

Winter Springs Cottages information

Number of reviews
Accommodation
135 Cottages
Lowest Price
AU$652
Highest Price
AU$720

Frequently asked questions

How much do cottages in Winter Springs cost?
Rates for cottages in Winter Springs range between AU$652 and AU$720 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.