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Cottages in Casselberry

Our top choices for Casselberry cottages

Orlando Lakefront Tiny House Community
The Sunshine Lake Shake | 2 bedrooms, individually decorated, individually furnished

Orlando Lakefront Tiny House Community

3.0 star property
9.4 out of 10, Exceptional, (328)
"We enjoyed our stay."
$161 nightly
The price is $181
Sep 7 - Sep 8
Total with taxes and fees
Orlando Lakefront Tiny House Community
2BR COTTAGE IN SANFORD HISTORIC DISTRICT
Exterior

2BR COTTAGE IN SANFORD HISTORIC DISTRICT

10.0 out of 10, Exceptional, (107)
"We had a great time at this charming cottage. Hosts were easy to communicate with and very accommodating. "
2BR COTTAGE IN SANFORD HISTORIC DISTRICT
The Coach House- Entire Home - 2 bedroom/3 bath Orlando getaway!
Exterior

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

10.0 out of 10, Exceptional, (26)
"Easy and convenient in a nice place "
$314 nightly
The price is $349
Sep 7 - Sep 8
Total with taxes and fees
The Coach House- Entire Home - 2 bedroom/3 bath Orlando getaway!
Tiny Hidden Cottage
Interior

Tiny Hidden Cottage

9.4 out of 10, Exceptional, (50)
"Great location, quiet area & friendly hosts. Could use some updated kitchenware and pans, toaster didnt seem to work. Otherwise was a nice place."
$131 nightly
The price is $144
Sep 7 - Sep 8
Total with taxes and fees
Tiny Hidden Cottage
Downtown Cottage
1 bedroom, desk, iron/ironing board, free WiFi

Downtown Cottage

9.6 out of 10, Exceptional, (4)
"Thank you for a wonderful stay. This gem of a guest house is in a perfect location in the Mills50 area of downtown Orlando. A perfectly cozy little home with comfortable beds and a welcoming environment. We look forward to staying again next time we are in Orlando!"
$145 nightly
The price is $160
Sep 7 - Sep 8
Total with taxes and fees
Downtown Cottage
Lovely Spacious Guesthouse in Mills 50 District, Orlando
Exterior

Lovely Spacious Guesthouse in Mills 50 District, Orlando

9.0 out of 10, Wonderful, (2)
"Loved this space, by great locations. Can’t wait to visit again."
Lovely Spacious Guesthouse in Mills 50 District, Orlando
Guest House with Private pool & WiFi
Exterior

Guest House with Private pool & WiFi

9.8 out of 10, Exceptional, (41)
"Wonderful stay. This is my second time here and love the accommodations and location. Very quiet. "
Guest House with Private pool & WiFi
16 Mi to Disney: Cottage w/ Deck in Winter Garden
Exterior

16 Mi to Disney: Cottage w/ Deck in Winter Garden

10.0 out of 10, Exceptional, (12)
"Experience was perfect in every way."
16 Mi to Disney: Cottage w/ Deck in Winter Garden
Orlando Home w/ Private Pool: 10 Mi to UCF Campus!
Exterior

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

3.0 star property
Orlando Home w/ Private Pool: 10 Mi to UCF Campus!
10251 Ebb Tide Lane
House (5 Bedrooms) | Property amenity

10251 Ebb Tide Lane

3.0 star property
10251 Ebb Tide Lane
Comfortable 4BR Getaway: Wifi & Parking Included
House (4 Bedrooms) | Front of property

Comfortable 4BR Getaway: Wifi & Parking Included

3.0 star property
Comfortable 4BR Getaway: Wifi & Parking Included
Resort Townhome: Perfect Orlando Vacation Spot!!
House (3 Bedrooms) | Property amenity

Resort Townhome: Perfect Orlando Vacation Spot!!

4.0 star property
8.0 out of 10, Very Good, (1)
Resort Townhome: Perfect Orlando Vacation Spot!!
5014 Tideview Circle #9
House (3 Bedrooms) | Property amenity

5014 Tideview Circle #9

3.0 star property
5014 Tideview Circle #9
Chic Orlando Family Getaway w/ Fenced Yard!
House (4 Bedrooms) | Interior

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!
Screened Lanai + Fenced Yard: Luxe Orlando Home
House (3 Bedrooms) | Interior

Screened Lanai + Fenced Yard: Luxe Orlando Home

3.0 star property
Screened Lanai + Fenced Yard: Luxe Orlando Home
The Sanford Foodie Guest House
1 bedroom, desk, WiFi, bed sheets

The Sanford Foodie Guest House

8.6 out of 10, Excellent, (12)
"Cozy little place to stay"
$225 nightly
The price is $248
Sep 6 - Sep 7
Total with taxes and fees
The Sanford Foodie Guest House
Fire Pit & Yard: Updated Winter Garden Home!
House (2 Bedrooms) | Interior

Fire Pit & Yard: Updated Winter Garden Home!

3.0 star property
Fire Pit & Yard: Updated Winter Garden Home!
Garden House - jacuzzi, skylights, window seat, near restaurants & culture
Exterior

Garden House - jacuzzi, skylights, window seat, near restaurants & culture

Garden House - jacuzzi, skylights, window seat, near restaurants & culture
16 Mi to Disney: Cottage w/ Deck in Winter Garden
Cottage (1 Bedroom) | Interior

16 Mi to Disney: Cottage w/ Deck in Winter Garden

3.0 star property
9.0 out of 10, Wonderful, (2)
"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. "
16 Mi to Disney: Cottage w/ Deck in Winter Garden
Dtwn Winter Garden Home: 12 Mi to Disney!
Exterior

Dtwn Winter Garden Home: 12 Mi to Disney!

10.0 out of 10, Exceptional, (13)
"Our family greatly enjoyed staying at this downtown Winter Garden home. Clean, well decorated, accommodating, and conveniently located for all things Winter Garden, FL. "
Dtwn Winter Garden Home: 12 Mi to 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 Casselberry Hotel Reviews

Westgate Lakes Resort & Spa Universal Studios Area

Westgate Lakes Resort & Spa Universal Studios Area

10/10 Excellent
"The room was outstanding"
terenna Darnell 3-night trip
Posted 2 days ago
Westgate Lakes Resort & Spa Universal Studios Area

Find out more about Casselberry

Find out more about Casselberry

Casselberry Cottages information

Number of reviews
Accommodation
136 Cottages
Lowest Price
$144
Highest Price
$349

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