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
13 Nov - 15 Nov
In two months
25 Dec - 27 Dec
In three months
22 Jan - 24 Jan
In four months
19 Feb - 21 Feb

Our top choices for Casselberry holiday rentals

An outdoor patio area with a covered seating area, lounge chairs, and a pool.

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$246
includes taxes & fees
2 Nov - 3 Nov
Traveler's Dream: Refresh & Recharge Poolside
A compact bedroom with a bed, a desk, a TV, and a ceiling fan.

2. Cozy Modern Studio

Cozy Modern Studio
2.0 star property
Casselberry
The price is NZ$275
includes taxes & fees
30 Oct - 31 Oct
Cozy Modern Studio
A bedroom with a bed, a mirror, a wardrobe, and a floral artwork on the wall.

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, (58 reviews)
"This home was just what we needed, it was clean and comfortable. Great communication with the owner. Nice, safe neighborhood."
United States
Angie P.
The price is NZ$436
includes taxes & fees
29 Oct - 30 Oct
Sleeps 8-3 Bedrooms 2 Full Bathroms+Gameroom your perfect vacation home!
Private kitchen

4. Florida Vacation with pool fun for families

Florida Vacation with pool fun for families
Casselberry
9.2 out of 10, Wonderful, (49 reviews)
"We had a great time at this property and it met all of our expectations."
United States
lisa b.
The price is NZ$587
includes taxes & fees
27 Oct - 28 Oct
Florida Vacation with pool fun for families
A spacious living area with a dining table, chairs, a sofa, and a fireplace.

5. Hilltop Haven – Peaceful Casselberry Getaway

Hilltop Haven – Peaceful Casselberry Getaway
Casselberry
The price is NZ$625
includes taxes & fees
1 Nov - 2 Nov
Hilltop Haven – Peaceful Casselberry Getaway
A modern kitchen with white cabinetry, a built-in oven, and a central island.

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$522
includes taxes & fees
27 Oct - 28 Oct
Stylish and Spacious Winter Park Retreat Close to Dining, Shopping and Rollins College
A sign with 'The Wellborn' written on it, surrounded by lush greenery and a building in the background.

7. Suites by The Wellborn

Suites by The Wellborn
4.0 star property
Lake Cherokee
8.2 out of 10, Very good, (341 reviews)
"The check in process was smooth and did not require any front desk it was perfect for a quick stay! The room was pretty big for the price! and very clean. The property itself was cute and cozy they had a very cool common area! Love this stay"
United States
Dustin
The price is NZ$151
includes taxes & fees
28 Oct - 29 Oct
Suites by The Wellborn
A swimming pool with lounge chairs and palm trees.

8. The Point Hotel & Suites Orlando

The Point Hotel & Suites Orlando
4.0 star property
Florida Center
8.6 out of 10, Excellent, (1,451 reviews)
"Convenient to parks and good value."
United States
Tracy
The price is NZ$143
includes taxes & fees
9 Nov - 10 Nov
The Point Hotel & Suites Orlando
A resort pool area with palm trees, lounge chairs, and umbrellas.

9. Marriott's Grande Vista

Marriott's Grande Vista
4.0 star property
Orlando
9.0 out of 10, Wonderful, (5,291 reviews)
"Place was really nice for our stay"
United States
Patricia
The price is NZ$189
includes taxes & fees
19 Nov - 20 Nov
Marriott's Grande Vista
Relax in a cozy, candle-lit living space with plush seating and warm a lighting.

10. 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, (68 reviews)
"The Property was very clean ! Super convenient location and the perfect size for a family with 2 younger children ! Suzy was super nice !"
United States
Gary
The price is NZ$458
includes taxes & fees
5 Nov - 6 Nov
Orlando Pool Days & Hammock Naps Book Your Escape NOW!
A modern kitchen with white cabinets, a wooden countertop, and a built-in oven.

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

Last-Minute Getaway? 🌴 Private Lanai & Cozy Cottage
Lake Mary
10.0 out of 10, Exceptional, (23 reviews)
"We had an amazing stay! The place was beautiful, cozy, and incredibly comfortable. Even though we had to leave earlier than planned, we truly enjoyed our time here. The host was kind, responsive, and made everything easy from start to finish. We would definitely stay here again and look forward to returning in the future. Highly recommend!"
United States
Chiann M.
The price is NZ$424
includes taxes & fees
2 Nov - 3 Nov
Last-Minute Getaway? 🌴 Private Lanai & Cozy Cottage
Private kitchen

12. Charming 1-bedroom mother-in-law suite w/ full kitchen in delightful Apopka

Charming 1-bedroom mother-in-law suite w/ full kitchen in delightful Apopka
Apopka
9.8 out of 10, Exceptional, (8 reviews)
"Great place to stay. We plan on staying again."
United States
Nancee H.
The price is NZ$232
includes taxes & fees
1 Nov - 2 Nov
Charming 1-bedroom mother-in-law suite w/ full kitchen in delightful Apopka
A modern kitchen with a central island, built-in appliances, and a skylight.

13. Stylish Boutique Guest house in Winter Park

Stylish Boutique Guest house in Winter Park
Winter Park
10.0 out of 10, Exceptional, (110 reviews)
"We enjoyed a great stay! "
United States
Amanda B.
The price is NZ$594
includes taxes & fees
9 Nov - 10 Nov
Stylish Boutique Guest house in Winter Park
A bedroom with a bed, a ceiling fan, and artwork on the walls.

14. Downtown Private Efficiency Lake Eola Central Business District

Downtown Private Efficiency Lake Eola Central Business District
Downtown Orlando
9.6 out of 10, Exceptional, (68 reviews)
"It's a nice spot tucked right in the heart of Orlando! Perfect for solo travelers or couples. It's bigger and better than the hotels nearby. Plus it includes free parking and is cheaper than a hotel!"
United States
Noah
The price is NZ$247
includes taxes & fees
27 Oct - 28 Oct
Downtown Private Efficiency Lake Eola Central Business District
A modern kitchen with grey cabinets, a wooden countertop, and a built-in stove.

15. Lake Eola view 1 bedroom Thornton Park

Lake Eola view 1 bedroom Thornton Park
South Eola
10.0 out of 10, Exceptional, (15 reviews)
"Clean and quiet spot with an easy check-in process. Super close to the lake with lots of restaurants within walking distance. Parking was easy to access and made getting in and out quite easy."
United States
Caroline V.
The price is NZ$312
includes taxes & fees
1 Nov - 2 Nov
Lake Eola view 1 bedroom Thornton Park
A bedroom with a tufted headboard, striped pillows, a bed with a blue blanket, a gray rug, and a white closet with louvered doors.

16. Beautiful Studio near Int. Drive, Disney & Airport.

Beautiful Studio near Int. Drive, Disney & Airport.
Conway
9.4 out of 10, Exceptional, (25 reviews)
"Good place"
United States
Rodrigo
The price is NZ$259
includes taxes & fees
27 Oct - 28 Oct
Beautiful Studio near Int. Drive, Disney & Airport.
A bedroom with a bed, a ceiling fan, a nightstand, a lamp, a door, and a painting on the wall.

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

Charming 2-bedroom apartment with WiFi, AC in lovely Orlando
Orlando
9.6 out of 10, Exceptional, (13 reviews)
"Very clean and hospitable. Recommend staying here for sure!"
United States
Kyle Y.
The price is NZ$452
includes taxes & fees
27 Oct - 28 Oct
Charming 2-bedroom apartment with WiFi, AC in lovely Orlando
A hotel room with a large bed, bedside lamps, a view of the city, a window with curtains, and a desk with a chair.

18. 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, (2,206 reviews)
"Great stay Large comfortable.room Reasonable price"
United States
Martyn
The price is NZ$156
includes taxes & fees
24 Nov - 25 Nov
The View Hotel, Trademark Collection by Wyndham
A backyard with a hammock, outdoor seating, and string lights.

19. 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$277
includes taxes & fees
8 Nov - 9 Nov
The Jazz Loft
A spacious lobby with a kitchen area, seating arrangements, and a view of the outdoors.

20. 2 Full Beds Non-Smoking

2 Full Beds Non-Smoking
Orlando FL
9.0 out of 10, Wonderful, (32 reviews)
"The staff were friendly and helpful during check in."
United States
Anonymous traveller
The price is NZ$153
includes taxes & fees
27 Oct - 28 Oct
2 Full Beds Non-Smoking
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

Coco Key Hotel & Water Park Resort

Coco Key Hotel & Water Park Resort

10/10 Excellent
"This place is amazing for kids. We had a wonderful stay. No complaints!!"
Ashlery 7-night trip
Posted 1 hour ago
Coco Key Hotel & Water Park Resort

Find out more about Casselberry

Everything you need to know about Casselberry holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Casselberry holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Casselberry holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Casselberry holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Casselberry. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Casselberry holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Casselberry holiday rentals we have selected for you start as low as NZ$143 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Casselberry rentals

At Expedia, we put the best Casselberry holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Casselberry rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Casselberry holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Casselberry. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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 20 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.