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

Casselberry Vacation Rentals

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Check prices for these dates

In two weeks
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

Our top choices for Casselberry vacation 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.
$128 nightly
The price is $140
Oct 20 - Oct 21
Total with taxes and fees
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
$141 nightly
The price is $158
Oct 19 - Oct 20
Total with taxes and fees
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)
"The residence met all of our needs for an entertaining/relaxing stay."
United States
Kevin K.
$227 nightly
The price is $251
Oct 19 - Oct 20
Total with taxes and fees
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)
"Awesome location, nice home, and great pool"
United States
Daniel W.
$305 nightly
The price is $337
Oct 19 - Oct 20
Total with taxes and fees
Florida Vacation with pool fun for families
A modern living room with a sofa, coffee table, and dining area with chairs.

5. Hilltop Haven – Peaceful Casselberry Getaway

Hilltop Haven – Peaceful Casselberry Getaway
Casselberry
$327 nightly
The price is $363
Nov 1 - Nov 2
Total with taxes and fees
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
$309 nightly
The price is $309
Oct 19 - Oct 20
Total with taxes and fees
Stylish and Spacious Winter Park Retreat Close to Dining, Shopping and Rollins College
A swimming pool with a unique light display creating patterns on the water's surface.

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, (68 reviews)
"The property was very clean and the host was quick to respond to any questions."
United States
Colette T.
$222 nightly
The price is $246
Oct 18 - Oct 19
Total with taxes and fees
Orlando Pool Days & Hammock Naps Book Your Escape NOW!
A modern bedroom with a large bed, a bedside table, a wooden dresser, and a hanging light fixture.

8. Suites by The Wellborn

Suites by The Wellborn
4.0 star property
Lake Cherokee
8.2 out of 10, Very good, (337 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
$69 nightly
The price is $78
Oct 20 - Oct 21
Total with taxes and fees
Suites by The Wellborn
A modern kitchen with white cabinets, a microwave, and a green wall with a neon sign.

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

Last-Minute Getaway? 🌴 Private Lanai & Cozy Cottage
Lake Mary
10.0 out of 10, Exceptional, (22 reviews)
"Easy access, perfect location, perfectly appointed. Will stay again :-)"
United States
Tricia S.
$235 nightly
The price is $260
Nov 2 - Nov 3
Total with taxes and fees
Last-Minute Getaway? 🌴 Private Lanai & Cozy Cottage
A swimming pool with lounge chairs and palm trees.

10. The Point Hotel & Suites Orlando

The Point Hotel & Suites Orlando
4.0 star property
Florida Center
8.6 out of 10, Excellent, (1,417 reviews)
"Convenient to parks and good value."
United States
Tracy
$83 nightly
The price is $93
Nov 2 - Nov 3
Total with taxes and fees
The Point Hotel & Suites Orlando
A resort pool area with palm trees, lounge chairs, and umbrellas.

11. Marriott's Grande Vista

Marriott's Grande Vista
4.0 star property
Orlando
9.0 out of 10, Wonderful, (5,192 reviews)
"Place was really nice for our stay"
United States
Patricia
$100 nightly
The price is $113
Nov 4 - Nov 5
Total with taxes and fees
Marriott's Grande Vista
A bedroom with a bed, a ceiling fan, a nightstand, a lamp, a door, and a painting on the wall.

12. 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.
$233 nightly
The price is $259
Oct 16 - Oct 17
Total with taxes and fees
Charming 2-bedroom apartment with WiFi, AC in lovely Orlando
A narrow hallway leading to a bathroom with a toilet, a sink, and a shower curtain.

13. Bella Breeze

Bella Breeze
2.5 star property
Downtown Sanford
9.8 out of 10, Exceptional, (22 reviews)
"The location was perfect, can walk to restaurants easily. Unit was very clean and nicely designed, would stay again"
United States
Sara
$155 nightly
The price is $174
Nov 2 - Nov 3
Total with taxes and fees
Bella Breeze
A vibrant living room with a teal sofa, a wooden chair, and a coffee table.

14. Boho Nights

Boho Nights
3.0 star property
Downtown Sanford
9.6 out of 10, Exceptional, (16 reviews)
"Great stay!"
United States
Nicholas
Boho Nights
A backyard with a hammock, outdoor seating, and string lights.

15. 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
$150 nightly
The price is $168
Nov 8 - Nov 9
Total with taxes and fees
The Jazz Loft
A compact workspace with a laptop, a desk lamp, a notebook, and a cup.

16. 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.
$127 nightly
The price is $140
Oct 18 - Oct 19
Total with taxes and fees
Modern Private Suite w/Dedicated Entrance-Minutes to Boombah Sports, SFB & MCO
A modern kitchen with light-colored cabinets, stainless steel appliances, and a herringbone-patterned backsplash.

17. Home Sweet Home

Home Sweet Home
Sanford
9.4 out of 10, Exceptional, (33 reviews)
"The house was perfect for our three night stay. The location was a short distance to all our activities. It was super clean and had very nice updates. The area was quiet and the house very comfortable. If we are in the area again, we’ll definitely stay there again!"
United States
Janice M.
$282 nightly
The price is $311
Oct 19 - Oct 20
Total with taxes and fees
Home Sweet Home
A bedroom with a bed, a ceiling fan, a stained glass window, and a door leading to another room.

18. TINY unit in cottage in the middle of Downtown

TINY unit in cottage in the middle of Downtown
Downtown Orlando
9.8 out of 10, Exceptional, (23 reviews)
"The unit was nice and clean. It was a close walk to the Kia Center. In a pretty quiet area."
United States
Paula
$133 nightly
The price is $148
Oct 18 - Oct 19
Total with taxes and fees
TINY unit in cottage in the middle of Downtown
A bedroom with a tufted headboard, striped pillows, a bed with a blue blanket, a gray rug, and a white closet with louvered doors.

19. 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
$134 nightly
The price is $148
Oct 16 - Oct 17
Total with taxes and fees
Beautiful Studio near Int. Drive, Disney & Airport.
A spacious lobby with seating areas, a reception desk, and a visible staircase.

20. King Bed Non-Smoking

King Bed Non-Smoking
Orlando
9.6 out of 10, Exceptional, (31 reviews)
"We found it cozy and easy to settle in right away. Perfect for two people traveling together."
United States
Anonymous traveler
$59 nightly
The price is $65
Oct 18 - Oct 19
Total with taxes and fees
King Bed 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

Spark by Hilton Orlando near Universal

Spark by Hilton Orlando near Universal

10/10 Excellent
"Buenisimo"
Yanet 4-night trip
Posted 3 hours ago
Spark by Hilton Orlando near Universal

Find out more about Casselberry

Everything you need to know about Casselberry vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Casselberry vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Casselberry vacation 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 low season months. For more hustle and bustle, you may prefer to visit Casselberry in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $92 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Casselberry rentals

At Expedia, we put the best Casselberry vacation 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 vacation.

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.

Explore a world of travel with Expedia

Frequently asked questions

Are there vacation rentals in Casselberry?

Yes, we give you a choice of vacation rentals close to well known points of interest 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 vacation rentals that Casselberry has to offer?

Salt Pool, cozy House near Downtown and International Airport: This vacation home rental outside of Casselberry is located in the city center and has a garden, a barbecue grill, 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 you can cook with friends or family.

How many vacation rentals will I find in Casselberry?

Expedia has 20 vacation 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 like Universal Studios Florida and Universal Orlando Resort.

What’s a vacation rental in Casselberry like?

Vacation rentals are privately owned properties where you can stay for several days or longer in Casselberry. Vacation rentals offer extras such as patios, hot tubs, and fire pits so you'll have everything you need. If you're concerned about cleanliness, a vacation rental can provide a sense of privacy away from public hotel elevators and busy front desks while still allowing you the enjoyment of travel. You'll also find more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a great option for family trips or small group gatherings.