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

Casselberry Vacation Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Casselberry vacation rentals

Traveler's Dream: Refresh & Recharge Poolside

Traveler's Dream: Refresh & Recharge Poolside
Casselberry
9.2 out of 10, Wonderful, (13 reviews)
"Easy check-in/out experience. Quaint and cozy. Just what we needed for our stay."
United States
Kaitlin G.
The price is CA $96
CA $199 total
includes taxes & fees
Jul 9 - Jul 10
Traveler's Dream: Refresh & Recharge Poolside

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, (50 reviews)
"The house was very clean and the owner was very prompt in answering our one question. The A/C worked great. "
United States
Michael
The price is CA $179
CA $347 total
includes taxes & fees
Jul 8 - Jul 9
Sleeps 8-3 Bedrooms 2 Full Bathroms+Gameroom your perfect vacation home!

Cozy Modern Studio

Cozy Modern Studio
2.0 star property
Casselberry
The price is CA $107
CA $226 total
includes taxes & fees
Jul 12 - Jul 13
Cozy Modern Studio

Charming 1-bedroom house in Casselberry

Charming 1-bedroom house in Casselberry
Casselberry
The price is CA $77
CA $194 total
includes taxes & fees
Aug 5 - Aug 6
Charming 1-bedroom house in Casselberry

Florida Vacation with pool fun for families

Florida Vacation with pool fun for families
Casselberry
9.4 out of 10, Exceptional, (43 reviews)
"Awesome location, nice home, and great pool"
United States
Daniel W.
The price is CA $153
CA $463 total
includes taxes & fees
Jul 21 - Jul 22
Florida Vacation with pool fun for families

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
8.0 out of 10, Very good, (1 review)
"Very responsive owners to issues that popped up."
United States
Richard N.
The price is CA $181
CA $462 total
includes taxes & fees
Jul 28 - Jul 29
Stylish and Spacious Winter Park Retreat Close to Dining, Shopping and Rollins College

Wana Chill Spot w/ Pool, Spa, Bar ,Ping Pong, BBQ

Wana Chill Spot w/ Pool, Spa, Bar ,Ping Pong, BBQ
Casselberry
10.0 out of 10, Exceptional, (7 reviews)
"The property had many fun amenities and was very comfortable. The location was convenient and felt safe."
United States
June K.
The price is CA $675
CA $1,184 total
includes taxes & fees
Jul 9 - Jul 10
Wana Chill Spot w/ Pool, Spa, Bar ,Ping Pong, BBQ

The Soundwave Retreat 🌴 Pool, Spa & Golf Oasis

The Soundwave Retreat 🌴 Pool, Spa & Golf Oasis
Casselberry
10.0 out of 10, Exceptional, (7 reviews)
"Unique property and a great family place to stay! Very responsive and easy to access. "
United States
Cameron B.
The price is CA $1,155
CA $1,745 total
includes taxes & fees
Jul 16 - Jul 17
The Soundwave Retreat 🌴 Pool, Spa & Golf Oasis

Pool Days & Hammock Naps Book Your Escape Before It’s Gone

Pool Days & Hammock Naps Book Your Escape Before It’s Gone
Lake Mary
9.8 out of 10, Exceptional, (59 reviews)
"Absolutely perfect location! It was truly one of the best places we have stayed at!"
United States
Jaelyn M.
The price is CA $137
CA $351 total
includes taxes & fees
Jul 20 - Jul 21
Pool Days & Hammock Naps Book Your Escape Before It’s Gone

Incredible Private Lakefront Cottage Retreat

Incredible Private Lakefront Cottage Retreat
Altamonte Springs
10.0 out of 10, Exceptional, (37 reviews)
"Beautiful property in a fantastic location! We've booking this stay twice and will be back again."
United States
Lisa
The price is CA $170
CA $482 total
includes taxes & fees
Jul 8 - Jul 9
Incredible Private Lakefront Cottage Retreat

Totally 80's

Totally 80's
3.0 star property
Sanford
8.4 out of 10, Very good, (10 reviews)
"Great location to downtown Sanford!"
United States
Kathleen
The price is CA $86
CA $192 total
includes taxes & fees
Jul 12 - Jul 13
Totally 80's

The Blue Aztec

The Blue Aztec
3.0 star property
Downtown Sanford
9.6 out of 10, Exceptional, (13 reviews)
"Great location! Great Dining! "
United States
Lisa
The price is CA $109
CA $324 total
includes taxes & fees
Jul 8 - Jul 9
The Blue Aztec

The Cozy Crash Pad: Tiny House Experience

The Cozy Crash Pad: Tiny House Experience
Orlando
8.8 out of 10, Excellent, (27 reviews)
"Overall a good experience. Quiet location. Ideal for solo travelers. I'd give it a 10-out-of-10 if it had a stove top & oven, but space is tight here. A place to hang close would also be nice."
United States
Joseph M.
The price is CA $88
CA $207 total
includes taxes & fees
Jul 14 - Jul 15
The Cozy Crash Pad: Tiny House Experience

Casa Chiquita apartment efficiency

Casa Chiquita apartment efficiency
Orlando
10.0 out of 10, Exceptional, (14 reviews)
"We were pleased with the place it was very well kept and very quiet we would definitely recommend and stay again"
United States
Gabriel
The price is CA $88
CA $247 total
includes taxes & fees
Jul 12 - Jul 13
Casa Chiquita apartment efficiency

The Front Porch

The Front Porch
3.0 star property
Downtown Sanford
9.2 out of 10, Wonderful, (5 reviews)
"Enjoyed the place. Nice and relaxing. Close to downtown and lots of options for food. "
United States
Johnny
The price is CA $170
CA $310 total
includes taxes & fees
Jul 8 - Jul 9
The Front Porch

A Tranquil Hideaway in a peaceful, quiet Deltona neighborhood

A Tranquil Hideaway in a peaceful, quiet Deltona neighborhood
Deltona
9.6 out of 10, Exceptional, (23 reviews)
"Host was extremely attentive and available whenever we reached out. She was flexible with our arrival as well. The property was clean, cozy and perfect for our needs. "
United States
Kimberly
The price is CA $112
CA $203 total
includes taxes & fees
Jul 13 - Jul 14
A Tranquil Hideaway in a peaceful, quiet Deltona neighborhood

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 CA $149
CA $195 total
includes taxes & fees
Aug 3 - Aug 4
Chic Studio -10 Min to SFB Airport & Boombah Sports Complex

Yania's Cozy Getaway

Yania's Cozy Getaway
Azalea Park
9.8 out of 10, Exceptional, (16 reviews)
"Very quiet and clean. Great place to relax."
United States
Anonymous traveller
The price is CA $96
CA $248 total
includes taxes & fees
Jul 8 - Jul 9
Yania's Cozy Getaway

Beautiful Studio near Int. Drive, Disney & Airport.

Beautiful Studio near Int. Drive, Disney & Airport.
Conway
9.4 out of 10, Exceptional, (24 reviews)
"A very clean property and close to the Hilton where my conference was 10 out of 10 recommend because those other attendees that stayed at the Hilton had a very horrible experience and I was blessed to be staying at this clean private suite."
United States
Diana
The price is CA $96
CA $224 total
includes taxes & fees
Jul 8 - Jul 9
Beautiful Studio near Int. Drive, Disney & Airport.

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 CA $102
CA $210 total
includes taxes & fees
Jul 23 - Jul 24
Boho Nights
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Casselberry Hotel Reviews

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, 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 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 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 vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Casselberry vacation rentals we have selected for you start as low as CA $132 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 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. 

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?

Amazing house with Pool4b(4b just 9 minutes from Ventura country club golf: This vacation home rental outside of Casselberry offers a fireplace, a patio, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Make the most of the selection of games in this rental home to help you unwind.

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 Kia Center and Universal Studios Florida.

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.