Search Cottages in Casselberry

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Compare 95 Cottages in Casselberry with updated reviews, rates, and availability.

Orlando Lakefront Tiny House Community
Exterior

Orlando Lakefront Tiny House Community

3.0 star property
9.4 out of 10, Exceptional, (226)
"We stayed at the "Swan" house...we loved it! The community is quiet, safe, and welcoming. The house was spacious, clean, and just lovely. It had everything we needed. I would definitely stay there again and can't wait to try other tiny homes. "
The price is SAR 286
SAR 589 total
includes taxes & fees
9 Dec - 10 Dec
Orlando Lakefront Tiny House Community
Tiny Hidden Cottage
Room

Tiny Hidden Cottage

9.4 out of 10, Exceptional, (24)
"The house was perfect for my weekend stay and I hope to stay again on my next trip"
The price is SAR 346
SAR 631 total
includes taxes & fees
6 Dec - 7 Dec
Tiny Hidden Cottage
The Coach House- Entire Home - 2 bedroom/3 bath Orlando getaway!
Orlando oasis ☀️

The Coach House- Entire Home - 2 bedroom/3 bath Orlando getaway!

9.8 out of 10, Exceptional, (6)
"Our family of 4 (myself, my husband and my parents) along with our little pup enjoyed our stay. The property was clean and the availability of snacks and a stocked bar was an added bonus. I wish we could've stayed longer. Highly recommend!"
The price is SAR 488
SAR 1,085 total
includes taxes & fees
9 Dec - 10 Dec
The Coach House- Entire Home - 2 bedroom/3 bath Orlando getaway!
Orlando Holiday Special! Guest House with Private pool & WiFi
Pool for your enjoyment.

Orlando Holiday Special! Guest House with Private pool & WiFi

9.8 out of 10, Exceptional, (26)
"I had surgery and stayed here for my recovery, nice quiet area, easily accessible to stores and very comfortable bed. I felt very comfortable while recuperating. Washer and dryer big plus and the pool was beautiful and well kept. I didn't get to use the pool but I sure would have loved to. I will be back when I have to go for my checkups "
The price is SAR 379
SAR 922 total
includes taxes & fees
9 Dec - 10 Dec
Orlando Holiday Special! Guest House with Private pool & WiFi
Orlando Home w/ Private Pool: 10 Mi to UCF Campus!
Pool

Orlando Home w/ Private Pool: 10 Mi to UCF Campus!

3.0 star property
Orlando Home w/ Private Pool: 10 Mi to UCF Campus!
Orlando Christmas Getaway! Cottage with queen bed & fire pit.
Family Room

Orlando Christmas Getaway! Cottage with queen bed & fire pit.

10.0 out of 10, Exceptional, (8)
"Nice and clean, and small"
The price is SAR 394
SAR 947 total
includes taxes & fees
6 Dec - 7 Dec
Orlando Christmas Getaway! Cottage with queen bed & fire pit.
Modern Winter Garden Cottage: 16 Mi to Disney
Living area

Modern Winter Garden Cottage: 16 Mi to Disney

3.0 star property
10.0 out of 10, Exceptional, (1)
"This house is adorable! It was perfect for us as a couple. Very sweetly decorated and homey. The neighborhood is very quiet and off the beaten path, as they say, yet very close to stores and beautiful downtown Winter Garden. We would SO stay again! Would love to do a seasonal stay. "
Modern Winter Garden Cottage: 16 Mi to Disney
Deltona Lake House, Day Trip to Disney & Universal
Exterior

Deltona Lake House, Day Trip to Disney & Universal

3.0 star property
10.0 out of 10, Exceptional, (3)
"This house was perfect! Very spacious, clean, and felt like a very safe neighborhood for a few women traveling. The ONLY improvements I would suggest would be having more towels, and extra blankets available for guests. And I would replace the pull out couch mattress as it was very uncomfortable. Still a 10/10 overall!"
Deltona Lake House, Day Trip to Disney & Universal
Luxe Orlando Home w/ Grill & Fenced Yard!
Living area

Luxe Orlando Home w/ Grill & Fenced Yard!

3.0 star property
Luxe Orlando Home w/ Grill & Fenced Yard!
Downtown Winter Garden Home ~ 12 Mi to Disney!
Winter Garden Vacation Rental | 3BR | 2BA | 1,200 Sq Ft | 3 Steps to Enter

Downtown Winter Garden Home ~ 12 Mi to Disney!

9.6 out of 10, Exceptional, (5)
"We evacuated from Helene. Because we were unable to return to our home, we ended up having to rent multiple vacation rentals. This is the first home that actually looked like it did online--really lovely. (I agree, yard can use some TLC) I liked the retro touches throughout. Comfortable furniture and beds. Luxury towels and linens. Really nice! Walk west and cross over Dillard two block then three blocks north to Plant street and you'll find many wonderful restaurants and shops. Saturday...
Downtown Winter Garden Home ~ 12 Mi to Disney!
Modern Winter Garden Cottage: 16 Mi to Disney
Winter Garden Cottage | 1BR | 1BA | 527 Sq Ft | Single-Story Cottage

Modern Winter Garden Cottage: 16 Mi to Disney

9.8 out of 10, Exceptional, (10)
"Had a couple of reasons to contact manager. He was not as responsive as I would have liked. I also was not pleased with the final pricing. Otherwise location is good and convenient."
Modern Winter Garden Cottage: 16 Mi to Disney
Resort Townhome: Perfect Orlando Vacation Spot!!
Living area

Resort Townhome: Perfect Orlando Vacation Spot!!

4.0 star property
8.0 out of 10, Very Good, (1)
Resort Townhome: Perfect Orlando Vacation Spot!!
Downtown Winter Garden Cottage ~ 12 Mi to Disney!
Winter Garden Vacation Rental | 2BR | 1BA | 3 Steps Required for Entry

Downtown Winter Garden Cottage ~ 12 Mi to Disney!

9.8 out of 10, Exceptional, (41)
"Very comfortable beds. Kitchen well equipped. Nice front porch to sit on. Walking distance to shops & restaurants in downtown Winter Garden. Would definitely recommend."
Downtown Winter Garden Cottage ~ 12 Mi to Disney!
Orlando Golden Girls Retreat: Prime Location!
Living area

Orlando Golden Girls Retreat: Prime Location!

3.0 star property
Orlando Golden Girls Retreat: Prime Location!
Chic Orlando Family Getaway w/ Fenced Yard!
Living area

Chic Orlando Family Getaway w/ Fenced Yard!

3.0 star property
10.0 out of 10, Exceptional, (1)
Chic Orlando Family Getaway w/ Fenced Yard!
Florida Vacation Rental on < 6 Acres w/ Fire Pit!
Living area

Florida Vacation Rental on < 6 Acres w/ Fire Pit!

3.0 star property
Florida Vacation Rental on < 6 Acres w/ Fire Pit!
The Pink Door Cottage-Historic Sanford
Exterior detail

The Pink Door Cottage-Historic Sanford

10.0 out of 10, Exceptional, (9)
"A great location in Sanford. Well-stocked house in a historic district near downtown. Close to everything. Great host. Sleeps six comfortably. Large backyard with outdoor patio and bbq. An excellent family unit. 5 stars +."
The Pink Door Cottage-Historic Sanford
Apopka Single-story Home w/ Private Lanai + Pool!
Pool

Apopka Single-story Home w/ Private Lanai + Pool!

3.0 star property
Apopka Single-story Home w/ Private Lanai + Pool!
Altamonte Springs Home w/ Canoe on Lake Marion
Living area

Altamonte Springs Home w/ Canoe on Lake Marion

3.0 star property
Altamonte Springs Home w/ Canoe on Lake Marion
Sandford Vacation Rental Near Airport & Lake!
Outdoor dining

Sandford Vacation Rental Near Airport & Lake!

3.0 star property
10.0 out of 10, Exceptional, (1)
"The house and location for our business trip was perfect. The house was spacious, clean, and had everything we needed. Communication with the owner was excellent and he was very accommodating. We plan on renting this house again for our next pet trip to the area "
Sandford Vacation Rental Near Airport & Lake!
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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Other property types in Casselberry

The View Studio Suites and Event Venue
Front of property

The View Studio Suites and Event Venue

3.5 star property
8.6 out of 10, Excellent, (584)
"My family enjoyed staying and would come back, hopefully they would consider a buffet breakfast."
The price is SAR 287
SAR 323 total
includes taxes & fees
1 Jan - 2 January 2025
The View Studio Suites and Event Venue
Florida Hotel & Conference Center in the Florida Mall
Exterior

Florida Hotel & Conference Center in the Florida Mall

3.5 star property
9.0 out of 10, Wonderful, (1617)
"best place with all available options "
The price is SAR 597
SAR 768 total
includes taxes & fees
16 Dec - 17 Dec
Florida Hotel & Conference Center in the Florida Mall
The Point Hotel & Suites
Exterior

The Point Hotel & Suites

3.5 star property
8.0 out of 10, Very Good, (3100)
"Everything was fine, except wrong payment at front"
The price is SAR 345
SAR 422 total
includes taxes & fees
17 Dec - 18 Dec
The Point Hotel & Suites
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.

Frequently asked questions

How much do cottages in Casselberry cost?
Cottages in Casselberry range between SAR 286 and SAR 488 per night. These retreats offer a chance to soak up nature’s beauty — at a price you can afford. 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 Casselberry with Expedia?
Expedia has some great cottages in Casselberry, so start packing your bags for a memorable stay close to nature. If you have a fixed budget, click on how much you’re willing to spend and the preferred star rating of your property. Or, try out our filters to search for cottages with a pool or free WiFi. We’ll help you find a suitable place whatever your style of travel or plans.
How can I find cheap cottages in Casselberry?
Expedia is here to help you locate cheap cottages in Casselberry. To reserve your perfect stay in a couple of quick clicks, try out the filter tool to refine your search results by amenities, star rating and budget.