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
Sep 11 - Sep 13
In two months
Oct 23 - Oct 25
In three months
Nov 20 - Nov 22
In four months
Dec 18 - Dec 20

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
9.0 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.
$128 nightly
The price is $140
Sep 8 - Sep 9
Total with taxes and fees
Traveler's Dream: Refresh & Recharge Poolside
A modern kitchen with white cabinets, a stainless steel refrigerator, and a window with white flowers.

2. Charming 1-bedroom house in Casselberry

Charming 1-bedroom house in Casselberry
Casselberry
$120 nightly
The price is $132
Sep 4 - Sep 5
Total with taxes and fees
Charming 1-bedroom house in Casselberry
A compact bedroom with a bed, a desk, a TV, and a ceiling fan.

3. Cozy Modern Studio

Cozy Modern Studio
2.0 star property
Casselberry
$144 nightly
The price is $162
Sep 9 - Sep 10
Total with taxes and fees
Cozy Modern Studio

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.
$291 nightly
The price is $322
Sep 13 - Sep 14
Total with taxes and fees
Florida Vacation with pool fun for families
A bedroom with a bed, a mirror, a wardrobe, and a floral artwork on the wall.

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.
$224 nightly
The price is $248
Aug 31 - Sep 1
Total with taxes and fees
Sleeps 8-3 Bedrooms 2 Full Bathroms+Gameroom your perfect vacation home!
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
$352 nightly
The price is $352
Sep 7 - Sep 8
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, (66 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.
$219 nightly
The price is $242
Sep 1 - Sep 2
Total with taxes and fees
Orlando Pool Days & Hammock Naps Book Your Escape NOW!
A serene lakeside scene with a large tree reflecting sunlight, a calm lake, and a grassy area with two chairs.

8. 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
$325 nightly
The price is $359
Sep 3 - Sep 4
Total with taxes and fees
Incredible Private Lakefront Cottage Retreat
A modern kitchen with white cabinets, a microwave, and a green wall with a neon sign.

9. Labor Day Weekend! Orlando Last-Minute Deal! Book Today!

Labor Day Weekend! Orlando Last-Minute Deal! Book Today!
Lake Mary
10.0 out of 10, Exceptional, (21 reviews)
"Easy access, perfect location, perfectly appointed. Will stay again :-)"
United States
Tricia S.
$222 nightly
The price is $245
Sep 3 - Sep 4
Total with taxes and fees
Labor Day Weekend! Orlando Last-Minute Deal! Book Today!
A modern kitchen with a central island, white cabinetry, and a view of greenery outside.

10. Stylish Boutique Guest house in Winter Park

Stylish Boutique Guest house in Winter Park
Winter Park
10.0 out of 10, Exceptional, (109 reviews)
"We enjoyed a great stay! "
United States
Amanda B.
$315 nightly
The price is $349
Aug 31 - Sep 1
Total with taxes and fees
Stylish Boutique Guest house in Winter Park
A kitchen with wooden flooring, green cabinets, a central island, and a microwave.

11. Oviedo Charmer - Heated Pool - Close to everything

Oviedo Charmer - Heated Pool - Close to everything
Oviedo
9.2 out of 10, Wonderful, (44 reviews)
"We absolutely loved our stay at the Oviedo Charmer. "
United States
Nichole L.
$352 nightly
The price is $389
Sep 20 - Sep 21
Total with taxes and fees
Oviedo Charmer - Heated Pool - Close to everything
A vibrant living room with a teal sofa, a wooden chair, and a coffee table.

12. Boho Nights

Boho Nights
3.0 star property
Downtown Sanford
9.6 out of 10, Exceptional, (16 reviews)
"Great stay!"
United States
Nicholas
$145 nightly
The price is $162
Aug 31 - Sep 1
Total with taxes and fees
Boho Nights
A modern kitchen with a marble countertop, gold faucets, and a large window.

13. 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
$145 nightly
The price is $162
Aug 31 - Sep 1
Total with taxes and fees
Bella Breeze
A modern kitchen with wooden cabinets, a black countertop, a stainless steel refrigerator, a microwave, and a coffee maker.

14. 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.
$269 nightly
The price is $298
Aug 31 - Sep 1
Total with taxes and fees
Stylish & Cozy King Bed Retreat @ Baldwin Park
A bedroom with a bed, a ceiling fan, a nightstand, a lamp, a door, and a painting on the wall.

15. 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.
$235 nightly
The price is $261
Aug 31 - Sep 1
Total with taxes and fees
Charming 2-bedroom apartment with WiFi, AC in lovely Orlando
A modern kitchen with a dining area, a black sofa, and a painting of a sunset.

16. 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.
$150 nightly
The price is $166
Aug 31 - Sep 1
Total with taxes and fees
Cozy studio in fabulous Orlando close to everything
A compact living space with a kitchenette, a dining area, and a seating area with a couch and chairs.

17. 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
$220 nightly
The price is $237
Aug 31 - Sep 1
Total with taxes and fees
The Blue Aztec
A modern kitchen with dark cabinets, a stainless steel refrigerator, and a dining area with a glass table and white chairs.

18. 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.
$197 nightly
The price is $217
Sep 7 - Sep 8
Total with taxes and fees
River City Retreat
A compact kitchenette with a microwave, coffee maker, and a small fridge. There are red mugs hanging on hooks, a basket with jars, and a cutting board with apples.

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

Chic Studio -10 Min to SFB Airport & Boombah Sports Complex
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.
$152 nightly
The price is $168
Sep 2 - Sep 3
Total with taxes and fees
Chic Studio -10 Min to SFB Airport & Boombah Sports Complex

20. Suites by The Wellborn

Suites by The Wellborn
4.0 star property
Lake Cherokee
8.2 out of 10, Very Good, (329 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
$110 nightly
The price is $123
Aug 31 - Sep 1
Total with taxes and fees
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

Westgate Lakes Resort & Spa Universal Studios Area

Westgate Lakes Resort & Spa Universal Studios Area

8/10 Good
"Our stay was ok. We had issues with the water being cold. They came and fixed it for us thankfully. The cleanliness could have been better. We found long strands of hair in the bed, the shower head was mildewed. That’s was a little unsettling. But over all it was an ok stay at a decent price."
Josee-Lucy 2-night trip
Posted 1 hour ago
Westgate Lakes Resort & Spa Universal Studios Area

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 $87 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 23 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.