An aerial view of a lake surrounded by residential areas and greenery.

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Check prices for these dates

In two weeks
11 Sept - 13 Sept
In two months
23 Oct - 25 Oct
In three months
20 Nov - 22 Nov
In four months
18 Dec - 20 Dec

Our top choices for Casselberry cottages

A single-story building with the number 297, a red door, and a bench outside.

1. 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$329
includes taxes & fees
26 Aug - 27 Aug
Today ONLY! Instant check in! Pool Days & Hammock Naps Book Your Escape NOW!
A house with a porch, surrounded by a grassy area and a pond with lily pads.

2. 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 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$339
includes taxes & fees
3 Sept - 4 Sept
Today ONLY! Instant Check In Lake Mary Last-Minute Deal!
A house with a red door, a front porch, and a pathway leading to the entrance.

4. 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
26 Aug - 27 Aug
Downtown Cottage
A white building with large windows and a brick pathway leading to it.

5. 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, (48 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.

6. Romantic Lakefront Getaway with Balcony near Downtown Orlando

Romantic Lakefront Getaway with Balcony near Downtown Orlando
Orlando
The price is AU$269
includes taxes & fees
26 Aug - 27 Aug
Romantic Lakefront Getaway with Balcony near Downtown Orlando
A serene landscape with a pond, trees with Spanish moss, and a palm tree.

7. 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$514
includes taxes & fees
26 Aug - 27 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.

8. 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.

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

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

Th10 - 3BR House Near Disney and Universal Studios
3.0 star property
Orlando
Th10 - 3BR House Near Disney and Universal Studios
A row of yellow buildings with red-tiled roofs, a paved driveway, and a well-maintained lawn with palm trees.

11. 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
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
Th20 - 3BR House With Resort Access Near Parks
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 Casselberry Hotel Reviews

Universal's Endless Summer Resort - Dockside Inn and Suites

Universal's Endless Summer Resort - Dockside Inn and Suites

10/10 Excellent
"Nice staff, very helpful. Check in and out was smooth sailing."
Marina 7-night trip
Posted 1 hour ago
Universal's Endless Summer Resort - Dockside Inn and Suites

Find out more about Casselberry

Casselberry Cottages information

Number of reviews
170
Accommodation
155 Cottages
Lowest Price
AU$235
Highest Price
AU$696

Frequently asked questions

How much do cottages in Casselberry cost?
Cottages in Casselberry range between AU$235 and AU$696 per night. These properties offer a chance to soak in nature's beauty — at a price you can afford. 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 Casselberry near my cottage?
You'll find tons of fabulous things to fill your itinerary with in Casselberry. Drop by major attractions like Albin Polasek Museum and Sculpture Gardens, Morse Museum of American Art and Hard Knocks. Hannibal Square Heritage Centre, Battleground Orlando and Winter Park History Museum are other must-see's.