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

Casselberry Holiday Rentals

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Our top choices for Casselberry holiday rentals

1. Traveler's Dream: Refresh & Recharge Poolside

Traveler's Dream: Refresh & Recharge Poolside
Casselberry
9.2 out of 10, Wonderful, (15 reviews)
"Easy check-in/out experience. Quaint and cozy. Just what we needed for our stay."
United States
Kaitlin G.
The price is NZ$240
includes taxes & fees
15 Sept - 16 Sept
Traveler's Dream: Refresh & Recharge Poolside

2. Florida Vacation with pool fun for families

Florida Vacation with pool fun for families
Casselberry
9.4 out of 10, Exceptional, (48 reviews)
"Awesome location, nice home, and great pool"
United States
Daniel W.
The price is NZ$576
includes taxes & fees
13 Sept - 14 Sept
Florida Vacation with pool fun for families

3. Sleeps 8-3 Bedrooms 2 Full Bathroms+Gameroom your perfect vacation home!

Sleeps 8-3 Bedrooms 2 Full Bathroms+Gameroom your perfect vacation home!
Casselberry
9.8 out of 10, Exceptional, (56 reviews)
"The residence met all of our needs for an entertaining/relaxing stay."
United States
Kevin K.
The price is NZ$435
includes taxes & fees
15 Sept - 16 Sept
Sleeps 8-3 Bedrooms 2 Full Bathroms+Gameroom your perfect vacation home!

4. Cozy Modern Studio

Cozy Modern Studio
2.0 star property
Casselberry
The price is NZ$264
includes taxes & fees
26 Sept - 27 Sept
Cozy Modern Studio

5. Charming 1-bedroom house in Casselberry

Charming 1-bedroom house in Casselberry
Casselberry
The price is NZ$242
includes taxes & fees
12 Oct - 13 Oct
Charming 1-bedroom house in Casselberry

6. Stylish and Spacious Winter Park Retreat Close to Dining, Shopping and Rollins College

Stylish and Spacious Winter Park Retreat Close to Dining, Shopping and Rollins College
Winter Park
9.0 out of 10, Wonderful, (2 reviews)
"Enjoyed our stay .. was clean and had all the amenities"
United States
Ayman
The price is NZ$539
includes taxes & fees
14 Sept - 15 Sept
Stylish and Spacious Winter Park Retreat Close to Dining, Shopping and Rollins College

7. Orlando Pool Days & Hammock Naps Book Your Escape NOW!

Orlando Pool Days & Hammock Naps Book Your Escape NOW!
Lake Mary
9.8 out of 10, Exceptional, (66 reviews)
"The place was beautiful, cozy and so clean!!!! loved the pool and enjoyed spending my birthday there! will visit again soon!"
United States
Sara L.
The price is NZ$401
includes taxes & fees
12 Sept - 13 Sept
Orlando Pool Days & Hammock Naps Book Your Escape NOW!

8. Suites by The Wellborn

Suites by The Wellborn
4.0 star property
Lake Cherokee
8.2 out of 10, Very good, (332 reviews)
"Establishment with meticulously designed in, which made it very comfortable. I enjoyed my stay tremendously. The communication of the staff was amazing, our room is immaculate, a bar had a very in fighting comforting environment very clean get place to socialize with friends and family.I will see you next year the same time."
United States
Sondria
Suites by The Wellborn

9. The Jazz Loft

The Jazz Loft
3.0 star property
Downtown Sanford
8.8 out of 10, Excellent, (9 reviews)
"Great overnight stay. Really cute loft. Would definitely stay again."
United States
Tiffany
The price is NZ$253
includes taxes & fees
24 Sept - 25 Sept
The Jazz Loft

10. Last-Minute Getaway? 🌴 Private Lanai & Cozy Cottage

Last-Minute Getaway? 🌴 Private Lanai & Cozy Cottage
Lake Mary
10.0 out of 10, Exceptional, (21 reviews)
"Easy access, perfect location, perfectly appointed. Will stay again :-)"
United States
Tricia S.
The price is NZ$382
includes taxes & fees
12 Sept - 13 Sept
Last-Minute Getaway? 🌴 Private Lanai & Cozy Cottage

11. The View Hotel, Trademark Collection by Wyndham

The View Hotel, Trademark Collection by Wyndham
3.0 star property
Orlando
8.4 out of 10, Very good, (2,140 reviews)
"We had a really nice stay! The room was great and very comfortable, the breakfast was delicious, and the staff was incredibly friendly and helpful."
United States
Alvaro Andres
The price is NZ$150
includes taxes & fees
11 Oct - 12 Oct
The View Hotel, Trademark Collection by Wyndham

12. Bella Breeze

Bella Breeze
2.5 star property
Downtown Sanford
9.8 out of 10, Exceptional, (21 reviews)
"The location was perfect, can walk to restaurants easily. Unit was very clean and nicely designed, would stay again"
United States
Sara
The price is NZ$262
includes taxes & fees
12 Sept - 13 Sept
Bella Breeze

13. Private guest studio in the heart of orlando.

Private guest studio in the heart of orlando.
Orlando
9.8 out of 10, Exceptional, (65 reviews)
"Super clean and updated, loved the location, and quiet neighborhood. Definitely will stay here again!"
United States
Gianna N.
The price is NZ$237
includes taxes & fees
13 Sept - 14 Sept
Private guest studio in the heart of orlando.

14. Cozy studio in fabulous Orlando close to everything

Cozy studio in fabulous Orlando close to everything
Orlando
10.0 out of 10, Exceptional, (22 reviews)
"Super cute would stay here again"
United States
Kristen a.
The price is NZ$286
includes taxes & fees
13 Sept - 14 Sept
Cozy studio in fabulous Orlando close to everything

15. Modern Private Suite w/Dedicated Entrance-Minutes to Boombah Sports, SFB & MCO

Modern Private Suite w/Dedicated Entrance-Minutes to Boombah Sports, SFB & MCO
Sanford
9.8 out of 10, Exceptional, (9 reviews)
"Perfect spot for a quick night after your flight into Sanford. Close to the airport, clean accommodations in a quiet neighborhood. Couldn’t ask for more!"
United States
Julia F.
The price is NZ$278
includes taxes & fees
12 Sept - 13 Sept
Modern Private Suite w/Dedicated Entrance-Minutes to Boombah Sports, SFB & MCO

16. River City Retreat

River City Retreat
Sanford
9.6 out of 10, Exceptional, (21 reviews)
"Great place and quick, simple check in."
United States
Dennis L.
The price is NZ$367
includes taxes & fees
20 Sept - 21 Sept
River City Retreat

17. Stylish & Cozy King Bed Retreat @ Baldwin Park

Stylish & Cozy King Bed Retreat @ Baldwin Park
Orlando
10.0 out of 10, Exceptional, (17 reviews)
"The house was beautiful and the host was very responsive! "
United States
Dawn H.
The price is NZ$512
includes taxes & fees
14 Sept - 15 Sept
Stylish & Cozy King Bed Retreat @ Baldwin Park

18. Downtown Private Efficiency Lake Eola Central Business District

Downtown Private Efficiency Lake Eola Central Business District
Downtown Orlando
9.6 out of 10, Exceptional, (66 reviews)
"Great place to stay"
United States
James P.
The price is NZ$286
includes taxes & fees
16 Sept - 17 Sept
Downtown Private Efficiency Lake Eola Central Business District

19. Downtown Cottage

Downtown Cottage
Colonialtown North
8.8 out of 10, Excellent, (15 reviews)
"Clean perfect location for what we needed "
United States
Jerred B.
The price is NZ$303
includes taxes & fees
13 Sept - 14 Sept
Downtown Cottage

20. The Blue Aztec

The Blue Aztec
3.0 star property
Downtown Sanford
9.6 out of 10, Exceptional, (14 reviews)
"Great location! Great Dining! "
United States
Lisa
The price is NZ$390
includes taxes & fees
1 Oct - 2 Oct
The Blue Aztec
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

Find out more about Casselberry

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Casselberry holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Casselberry. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Casselberry. Seeing all the best attractions is bound to make you fall in love with Casselberry. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Casselberry short-term rentals, that won’t be hard to do.

Frequently asked questions

Are there holiday rentals in Casselberry?

Yes, there are holiday rentals close to the most popular sights in Casselberry, or you can select a more secluded option if you're looking for a relaxing stay. Casselberry is known for its live music and shopping. Make sure you have time to check out the restaurants and golf courses during your trip.

What are some of the best holiday rentals that Casselberry has to offer?

Salt Pool, cozy House near Downtown and International Airport: This holiday home rental outside of Casselberry is located in the city centre, and has a garden, a BBQ and air conditioning to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchenette with a fridge, a stovetop and a microwave, so that you can cook with friends or family.

How many holiday rentals will I find in Casselberry?

Expedia has 23 holiday rentals for your stay in Casselberry.

What’s there to see and do in Casselberry?

Red Bug Lake Park and Secret Lake Park are a couple of lovely local spots to get outside and enjoy nature. While in the area, you can also visit popular places such as Universal Studios Florida and Universal Orlando Resort.

What’s a holiday rental in Casselberry like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Casselberry. Holiday rentals offer extras such as kitchens and laundry facilities so you'll have all the comforts of home. If you're concerned about a clean environment, a holiday rental can provide a sense of seclusion away from public hotel lifts and lobbies bustling with people while still allowing you to travel. You'll also find more space in a holiday rental than in a hotel, which is another reason why a holiday rental is an attractive option for small groups.