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Compare 98 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, (221)
"The location was beautiful. Loved the outside bed and being able to use the kayaks free of charge. Would be nice to have a few more in case our whole group wanted to go out. (6 of us) I did not ask as there may have been more if we asked. Overall, it was very nice and I would definitely stay again. Communication was great. Never had to wait for anything. However, the dryer did not work, and the one bedroom door did not close properly or lock. (not the king bedroom) Also, it would have been...
The price is AED 286
AED 582 total
includes taxes & fees
25 Nov - 26 Nov
Orlando Lakefront Tiny House Community
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!
Tiny Hidden Cottage
Room
Tiny Hidden Cottage
9.4 out of 10, Exceptional, (23)
"COZY & CLEAN. GREAT PLACE FOR A COUPLE TO GET AWAY FOR A WEEKEND. CLEAN& COMFORTABLE."
The price is AED 338
AED 616 total
includes taxes & fees
24 Nov - 25 Nov
Tiny Hidden Cottage
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
4801 Tidecrest Avenue #166
Living area
4801 Tidecrest Avenue #166
3.0 star property
4801 Tidecrest Avenue #166
Weekday special! Guest House with Private pool & WiFi
Pool
Weekday 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 AED 459
AED 1,023 total
includes taxes & fees
16 Dec - 17 Dec
Weekday special! Guest House with Private pool & WiFi
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 AED 477
AED 1,068 total
includes taxes & fees
3 Dec - 4 Dec
The Coach House- Entire Home - 2 bedroom/3 bath Orlando getaway!
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!!
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!
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!
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!
Orlando Honeymoon Cottage with queen bed & fire pit.
Fire Pit
Orlando Honeymoon Cottage with queen bed & fire pit.
10.0 out of 10, Exceptional, (7)
"This was the perfect place to stay while visiting friends in the area. Very clean and very cute."
The price is AED 386
AED 922 total
includes taxes & fees
22 Nov - 23 Nov
Orlando Honeymoon 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
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
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, (2)
"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
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, (565)
"The rooms were clean and larger than expected. Employees were extremely helpful and professional and the entire building was beautiful and well kept "
The price is AED 303
AED 341 total
includes taxes & fees
24 Nov - 25 Nov
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, (1606)
"Everything...very clean, shiny and spotless quiet and smells great. The parking is excellent, not too far to walk to the car. "
The price is AED 620
AED 792 total
includes taxes & fees
24 Nov - 25 Nov
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, (3097)
"The people next to us were not pleasant..breakfast was quite a joke for what was paid and the lady running it was really rude. "
The price is AED 364
AED 442 total
includes taxes & fees
12 Dec - 13 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 AED 286 and AED 477 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?
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