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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 NZ$784
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 NZ$386
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 NZ$368
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 NZ$590
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 NZ$279
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 NZ$534
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 NZ$323
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
The price is NZ$385
includes taxes & fees
6 Sept - 7 Sept
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 NZ$605
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 NZ$835
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 NZ$782
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 NZ$782
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
169
Accommodation
146 Cottages
Lowest Price
NZ$279
Highest Price
NZ$864

Frequently asked questions

How much do cottages in Winter Springs cost?
You'll pay between NZ$279 and NZ$864 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.
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.