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

Casselberry Holiday Rentals

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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 holiday rentals

Outdoor dining

1. Traveler's Dream: Refresh & Recharge Poolside

Traveler's Dream: Refresh & Recharge Poolside
Casselberry
9.0 out of 10, Wonderful, (14 reviews)
"Easy check-in/out experience. Quaint and cozy. Just what we needed for our stay."
United States
Kaitlin G.
The price is HK$529
HK$1,101 total
includes taxes & fees
31 Aug - 1 Sept
Traveler's Dream: Refresh & Recharge Poolside
Private kitchen

2. Charming 1-bedroom house in Casselberry

Charming 1-bedroom house in Casselberry
Casselberry
The price is HK$398
HK$1,041 total
includes taxes & fees
27 Aug - 28 Aug
Charming 1-bedroom house in Casselberry
Room

3. Cozy Modern Studio

Cozy Modern Studio
2.0 star property
Casselberry
The price is HK$571
HK$1,228 total
includes taxes & fees
8 Sept - 9 Sept
Cozy Modern Studio
Private kitchen

4. Florida Vacation with pool fun for families

Florida Vacation with pool fun for families
Casselberry
9.2 out of 10, Wonderful, (47 reviews)
"Awesome location, nice home, and great pool"
United States
Daniel W.
The price is HK$941
HK$2,645 total
includes taxes & fees
13 Sept - 14 Sept
Florida Vacation with pool fun for families
Room

5. 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, (55 reviews)
"The residence met all of our needs for an entertaining/relaxing stay."
United States
Kevin K.
The price is HK$1,023
HK$1,988 total
includes taxes & fees
31 Aug - 1 Sept
Sleeps 8-3 Bedrooms 2 Full Bathroms+Gameroom your perfect vacation home!
Private kitchen

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 HK$1,236
HK$2,851 total
includes taxes & fees
7 Sept - 8 Sept
Stylish and Spacious Winter Park Retreat Close to Dining, Shopping and Rollins College
Property grounds

7. 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 HK$1,074
HK$2,833 total
includes taxes & fees
1 Sept - 2 Sept
Incredible Private Lakefront Cottage Retreat
Pool

8. 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, (64 reviews)
"A great, cozy home that checked all of our boxes. We have stayed a few times with this host and find them consistently good. Very comfy and clean!! Already have them booked twice more!"
United States
Lisa M.
The price is HK$882
HK$2,108 total
includes taxes & fees
8 Sept - 9 Sept
Orlando Pool Days & Hammock Naps Book Your Escape NOW!
Living area

9. Lake Mary Last-Minute Deal! Book Today!

Lake Mary Last-Minute Deal! Book Today!
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 HK$741
HK$1,927 total
includes taxes & fees
8 Sept - 9 Sept
Lake Mary Last-Minute Deal! Book Today!
Exterior

10. 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 HK$564
HK$1,159 total
includes taxes & fees
24 Sept - 25 Sept
The Jazz Loft
Room

11. Charming 2-bedroom apartment with WiFi, AC in lovely Orlando

Charming 2-bedroom apartment with WiFi, AC in lovely Orlando
Orlando
9.8 out of 10, Exceptional, (12 reviews)
"Very clean and hospitable. Recommend staying here for sure!"
United States
Kyle Y.
The price is HK$823
HK$2,042 total
includes taxes & fees
23 Sept - 24 Sept
Charming 2-bedroom apartment with WiFi, AC in lovely Orlando
Living area

12. Boho Nights

Boho Nights
3.0 star property
Downtown Sanford
9.6 out of 10, Exceptional, (16 reviews)
"Great stay!"
United States
Nicholas
The price is HK$599
HK$1,198 total
includes taxes & fees
8 Sept - 9 Sept
Boho Nights
Interior

13. 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 HK$784
HK$1,303 total
includes taxes & fees
24 Sept - 25 Sept
Cozy studio in fabulous Orlando close to everything
Dining

14. 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 HK$952
HK$1,702 total
includes taxes & fees
2 Sept - 3 Sept
River City Retreat
Living area

15. 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 HK$599
HK$1,786 total
includes taxes & fees
31 Aug - 1 Sept
The Blue Aztec
Interior

16. Bella Breeze

Bella Breeze
2.5 star property
Downtown Sanford
9.6 out of 10, Exceptional, (20 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 HK$599
HK$1,198 total
includes taxes & fees
21 Sept - 22 Sept
Bella Breeze
Room

17. Tranquil 3-bedroom house in Sanford with AC, WiFi

Tranquil 3-bedroom house in Sanford with AC, WiFi
Sanford
9.6 out of 10, Exceptional, (28 reviews)
"Beautiful place to stay near the airport "
United States
Rodney
The price is HK$917
HK$2,892 total
includes taxes & fees
24 Sept - 25 Sept
Tranquil 3-bedroom house in Sanford with AC, WiFi
Private kitchen

18. Stylish & Cozy King Bed Retreat @ Baldwin Park

Stylish & Cozy King Bed Retreat @ Baldwin Park
Orlando
10.0 out of 10, Exceptional, (16 reviews)
"The house was beautiful and the host was very responsive! "
United States
Dawn H.
The price is HK$940
HK$2,374 total
includes taxes & fees
30 Aug - 31 Aug
Stylish & Cozy King Bed Retreat @ Baldwin Park
Private kitchen

19. Chic Studio -10 Min to SFB Airport & Boombah Sports Complex

Chic Studio -10 Min to SFB Airport & Boombah Sports Complex
Sanford
10.0 out of 10, Exceptional, (8 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 HK$1,032
HK$1,313 total
includes taxes & fees
24 Sept - 25 Sept
Chic Studio -10 Min to SFB Airport & Boombah Sports Complex
Courtyard

20. Suites by The Wellborn

Suites by The Wellborn
4.0 star property
Lake Cherokee
8.2 out of 10, Very good, (327 reviews)
"So confusing, the online booking experience. Was confusing"
United States
Edward
The price is HK$860
HK$968 total
includes taxes & fees
27 Aug - 28 Aug
Suites by The Wellborn
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
"Great food and service"
Gerrell 3-night trip
Posted less than an hour ago
Universal's Endless Summer Resort - Dockside Inn and Suites

Find out more about Casselberry

Search for holiday rentals in Casselberry on Expedia! You can easily find your home rentals, villas, holiday apartments in Casselberry using one of the methods below:

  • View our selection of featured holiday rentals in Casselberry
  • Use the map to find apartments and other holiday homes in the Casselberry neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Casselberry while they last

Look no further and take a look at our great range of rental properties in Casselberry!

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 24 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.