Casselberry holiday homes

We found 1,866 holiday rentals — enter your dates for availability
Discover a selection of 20 homes and other holiday rentals in Casselberry that are perfect for your trip. Holiday homes provide the amenities that you need and want for you and your friends, family or even pets, such as parking and air conditioning. At the end of the day, you'll be able to choose a property to rent for everyone's needs, including accessible or non-smoking choices.

Holiday rentals with weekly discounts – Casselberry

Showing deals for:8 Jan - 15 Jan

Living area
Dining
Private kitchen
Outdoor dining
Wonderful
(21 reviews)

Orlando 4 BR Home Centrally Located on Dead End St

Orlando

8% off
NZ$3,835
for 7 nights, 1 home
NZ$548 per night
includes taxes & fees
Orlando 4 BR Home Centrally Located on Dead End St
Enjoy the sunset aboard your own sailboat with a cold beverage.
Dock on Lake Hiawassee is a great spot to fish, have coffee, or catch a sunset!
Close to everything in Orlando yet feels like a private waterfront paradise.
Walkway down from the front yard to your private oasis.
Exceptional
(35 reviews)

Key West Themed Lakefront Oasis with Liveaboard Sailboat!

Orlando

15% off
NZ$5,068
for 7 nights, 1 home
NZ$724 per night
includes taxes & fees
Key West Themed Lakefront Oasis with Liveaboard Sailboat!
Exterior
Marina
Marina
Interior
Exceptional
(73 reviews)

Downtown Floating Bungalow Historic Sanford Lake Monroe Marina

Sanford

8% off
NZ$2,354
for 7 nights, 1 houseboat
NZ$336 per night
includes taxes & fees
Downtown Floating Bungalow Historic Sanford Lake Monroe Marina
Property grounds
Terrace/patio
Room
Pool
Exceptional
(115 reviews)

Lake Front Suite -Close to all Attractions

Apopka

8% off
NZ$1,246
for 7 nights, 1 home
NZ$178 per night
includes taxes & fees
Lake Front Suite -Close to all Attractions
Private kitchen
Living area
Interior
Living area
Exceptional
(6 reviews)

A comfortable home close to the city, yet tucked away from the noise.

Orlando

7% off
NZ$2,346
for 7 nights, 1 home
NZ$335 per night
includes taxes & fees
A comfortable home close to the city, yet tucked away from the noise.
Marina
Marina
Private kitchen
Interior
Exceptional
(35 reviews)

Luxury Floating House - Boat Tree Marina on St. John’s River, Sanford

Sanford

8% off
NZ$1,961
for 7 nights, 1 houseboat
NZ$280 per night
includes taxes & fees
Luxury Floating House - Boat Tree Marina on St. John’s River, Sanford
Dining
Room
Private kitchen
Living area
Exceptional
(19 reviews)

Sanford's Sunset - Pet-friendly home, 4BR/sleeps 10

Lake Mary

8% off
NZ$3,949
for 7 nights, 1 home
NZ$564 per night
includes taxes & fees
Sanford's Sunset - Pet-friendly home, 4BR/sleeps 10
Private kitchen
Interior
Exterior
Room
Wonderful
(19 reviews)

Family friendly home in Sanford

Sanford

7% off
NZ$2,668
for 7 nights, 1 home
NZ$381 per night
includes taxes & fees
Family friendly home in Sanford
Bathroom
Interior
Bathroom
Room
Exceptional
(9 reviews)

Modern Private Suite w/Dedicated Entrance-Minutes to Boombah Sports, SFB & MCO

Sanford

14% off
NZ$1,451
for 7 nights, 1 apartment
NZ$207 per night
includes taxes & fees
Modern Private Suite w/Dedicated Entrance-Minutes to Boombah Sports, SFB & MCO
Living area
Living area
Have a family game night with Uno, Jenga, Yahtzee, and more!
Room
Exceptional
(23 reviews)

Stylish 2BR in Downtown Orlando, Walk to Lake Eola & Colonial Town!

Orlando

11% off
NZ$2,372
for 7 nights, 1 home
NZ$339 per night
includes taxes & fees
Stylish 2BR in Downtown Orlando, Walk to Lake Eola & Colonial Town!
Private kitchen
Outdoor dining
Interior
Interior
Exceptional
(20 reviews)

Charming 1920's House - pet friendly, 45 minutes from beach & attractions!

Sanford

16% off
NZ$3,242
for 7 nights, 1 home
NZ$463 per night
includes taxes & fees
Charming 1920's House - pet friendly, 45 minutes from beach & attractions!
Room
Private kitchen
dinning
Interior
Exceptional
(70 reviews)

Tiny Hidden Cottage

Longwood

8% off
NZ$1,471
for 7 nights, 1 cottage
NZ$210 per night
includes taxes & fees
Tiny Hidden Cottage
Living area
Property grounds
Interior
Private kitchen
Exceptional
(8 reviews)

Trailhouse Retreat with Hot Tub, Firepit & Bikes

Sanford

7% off
NZ$3,860
for 7 nights, 1 home
NZ$551 per night
includes taxes & fees
Trailhouse Retreat with Hot Tub, Firepit & Bikes
Room
Living area
Living area
Exterior
Very good
(8 reviews)

Two bedroom park model near Disney

Apopka

7% off
NZ$1,276
for 7 nights, 1 home
NZ$182 per night
includes taxes & fees
Two bedroom park model near Disney
Dining
Living area
Living/dining room
Guest room
Exceptional
(6 reviews)

Royal Blue 2 Bedroom Condo in Orlando Central.

Orlando

7% off
NZ$2,282
for 7 nights, 1 apartment
NZ$326 per night
includes taxes & fees
Royal Blue 2 Bedroom Condo in Orlando Central.
Interior
Outdoor area
Living Room
Second Bedroom (with lakeview)
Exceptional
(10 reviews)

Charming 2-bedroom lakefront bungalow in Orlando

Orlando

7% off
NZ$1,935
for 7 nights, 1 home
NZ$276 per night
includes taxes & fees
Charming 2-bedroom lakefront bungalow in Orlando
Coffee bar/reheat station. Complimentary coffee/tea, creamer and sugar provided.
Make it a classic campfire night at The Sanctuary Den. We’ll curate it for you!
Breakfast bar
Room
Exceptional
(8 reviews)

A Backyard Retreat Worth Finding • Close to Downtown Sanford

Sanford

6% off
NZ$2,082
for 7 nights, 1 apartment
NZ$297 per night
includes taxes & fees
A Backyard Retreat Worth Finding • Close to Downtown Sanford
Exterior detail
Living area
Dining
Private kitchen
Exceptional
(8 reviews)

Cozy Private Apartment 10 minutes from Downtown Orlando

Orlando

7% off
NZ$1,138
for 7 nights, 1 apartment
NZ$163 per night
includes taxes & fees
Cozy Private Apartment 10 minutes from Downtown Orlando
Exterior
Private kitchen
Living area
Room
Exceptional
(12 reviews)

2 miles from UCF and 1 mile from Oviedo On the Park 2-bedroom house

Oviedo

8% off
NZ$2,700
for 7 nights, 1 home
NZ$386 per night
includes taxes & fees
2 miles from UCF and 1 mile from Oviedo On the Park 2-bedroom house
Interior
Private kitchen
Dining
Room
Exceptional
(9 reviews)

Charming Walkable Attic Bungalow near Lake Eola with Full Kitchen

Orlando

8% off
NZ$2,327
for 7 nights, 1 apartment
NZ$332 per night
includes taxes & fees
Charming Walkable Attic Bungalow near Lake Eola with Full Kitchen
Room
Living area
Interior
Private kitchen
Exceptional
(18 reviews)

Treehouse Lake Davis - 1BR Private Modern Home with Balcony Downtown

Orlando

8% off
NZ$2,124
for 7 nights, 1 apartment
NZ$303 per night
includes taxes & fees
Treehouse Lake Davis - 1BR Private Modern Home with Balcony Downtown
Dining
Private kitchen
Interior
Living area
Exceptional
(10 reviews)

WHEELCHAIR ACCESSIBLE 3 Bedroom 2 Bathroom Home

Longwood

8% off
NZ$2,940
for 7 nights, 1 home
NZ$420 per night
includes taxes & fees
WHEELCHAIR ACCESSIBLE 3 Bedroom 2 Bathroom Home
Living area
View from Master
Exterior
Outdoor dining
Exceptional
(134 reviews)

Alderwood lake house Sanford/Orlando near SFB

Sanford

8% off
NZ$2,736
for 7 nights, 1 home
NZ$391 per night
includes taxes & fees
Alderwood lake house Sanford/Orlando near SFB
Room
Living area
Interior
Dining
Wonderful
(78 reviews)

The Frogs Castle

Longwood

7% off
NZ$2,505
for 7 nights, 1 home
NZ$358 per night
includes taxes & fees
The Frogs Castle

  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Head to the lively city of Casselberry

Enjoy the live music and other features of Casselberry. This city's shopping, restaurants and golfing draw many visitors. Universal Studios Florida and Universal Orlando Resort are just a couple of the must-see attractions in the area. Whether you're planning a family holiday, a trip with friends or a romantic retreat, HomeAway has a great selection of holiday homes. Many rentals come with a full kitchen and separate dining area, perfect if you need a space for entertaining.

Sightseeing in and around Casselberry

Are you hoping to discover attractions to visit in the city? Although it can be tempting to stay in your comfortable holiday rental, you'll want to experience everything that makes Casselberry a fun place to get away to. Here are some of the most popular attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Universal Studios Florida (16.3 mi / 26.2 km)
  • Universal Orlando Resort (16.5 mi / 26.6 km)
  • The Wizarding World of Harry Potter™ (16.2 mi / 26 km)
  • Universal’s Islands of Adventure (16.7 mi / 26.9 km)
  • Universal’s Volcano Bay (17.3 mi / 27.9 km)
  • Dubsdread Golf Course (7.5 mi / 12.1 km)

Exploring the natural landscape of Casselberry

Whether you're an outdoor enthusiast or just want to appreciate the scenery, Casselberry is a great place to spend some time outside. Here are a few of the area's noteworthy sights, all within 30 miles (48.2 km) of the city centre:

  • Boombah-Soldiers Creek Park (3.1 mi / 5 km)
  • Cranes Roost Park (3.5 mi / 5.7 km)
  • Central Winds Park (4 mi / 6.4 km)
  • Sanlando Park (4.1 mi / 6.7 km)
  • Lake Jesup (7.4 mi / 12 km)
  • Harry P. Leu Gardens (7.7 mi / 12.3 km)

Travelling to and around Casselberry

Fly into Orlando, FL (SFB-Orlando Sanford Intl.), the closest airport, located 8.5 mi (13.6 km) from the city centre. If you can't find a flight that's convenient for your trip, you might consider flying into Orlando International Airport (MCO), which is 17.1 mi (27.5 km) away.

Frequently asked questions

Where are the best areas for renting a beach house in Casselberry?
For renting a beach house in Casselberry, travellers should consider areas near the picturesque Lake Concord and the surrounding lakeside parks. While Casselberry itself is not directly on the coast, it offers proximity to several beautiful beaches within a short drive. Properties in this area often feature amenities such as private docks, outdoor grilling areas, and spacious backyards, ideal for enjoying the warm Florida weather.The nearby coastal towns of New Smyrna Beach and Daytona Beach are easily accessible, providing a range of beach house rentals with stunning ocean views and direct beach access. Many of these properties come equipped with essential amenities like full kitchens, laundry facilities, and outdoor spaces for relaxing after a day of sun and surf.Moreover, the local parks in Casselberry, such as the serene Secret Lake Park, offer opportunities for outdoor activities, including kayaking and picnicking. Rentals near these parks may have features like proximity to walking trails and playgrounds, making them suitable for families looking to enjoy both lake and beach experiences during their stay.
What is the most popular type of holiday rental accomodation in Casselberry?
In Casselberry, holiday houses are the most popular type of holiday rental, with approximately 76 available throughout the area. These homes typically feature spacious layouts with multiple bedrooms, fully equipped kitchens, and outdoor spaces such as patios or gardens, making them ideal for families or larger groups. Additionally, there are around 12 condos in the area, offering a more compact living style with amenities like pools and fitness centres. Several cottages, villas, and apartments can also be found, each providing unique character and comfort.
Are there any family house rentals in Casselberry?
In Casselberry, Florida, there are numerous family-friendly house rentals available, with around 17 options to choose from. This area is known for its suburban charm and proximity to various attractions, making it an ideal spot for families. Many of these homes feature spacious living areas, fully equipped kitchens great for preparing meals, and outdoor spaces where children can play safely. Visitors can also expect amenities like Wi-Fi, air conditioning, and sometimes even private pools or game rooms, enhancing their comfort during the stay.Nearby, families can explore local parks such as Lake Concord Park, which offers playgrounds, picnic areas, and walking trails. Additionally, the vibrant city of Orlando is just a short drive away, providing easy access to world-famous attractions like theme parks and shopping centres.
Can I rent a holiday home with a pool or hot tub in Casselberry?
In Casselberry, there are several holiday homes available for rent that come with pools or hot tubs, with around 11 options to consider. This charming suburb of Orlando offers a relaxed atmosphere while still being close to the attractions of Central Florida. Many of these properties feature private pools, spacious outdoor areas for lounging, and hot tubs, providing great spots for relaxation after a day of exploring the local area.Travellers can expect amenities such as fully equipped kitchens, laundry facilities, and comfortable living spaces, making them ideal for families or groups. Additionally, some homes may include outdoor grills and well-maintained gardens, enhancing the outdoor living experience.
Are there pet-friendly house rentals in Casselberry?
In Casselberry, there are several pet-friendly house rentals available, with approximately twelve options to choose from. These rentals typically include amenities such as fully equipped kitchens, spacious living areas, and outdoor spaces like patios or gardens, superb for both pets and their owners. Many properties are situated near local parks, providing ample opportunities for walks and playtime. The nearby Secret Lake Park is a lovely spot, featuring walking trails, picnic areas, and a playground, making it a great destination for families and pet owners alike.
Are there any remote work holiday rentals in Casselberry?
In Casselberry, Florida, there are numerous remote work-friendly holiday rentals available—around 100 in total. This vibrant area is well-equipped to cater to those working remotely, with many properties offering essential amenities such as high-speed Wi-Fi, dedicated desk spaces, and comfortable living areas conducive to productivity.Travellers can expect a variety of accommodation types, ranging from modern apartments to spacious houses, many of which allow for events and gatherings, making it easier to balance work and leisure. The surrounding area offers access to local parks and recreational opportunities, as well as dining options, providing plenty of breaks from work. To help narrow your search, insert your dates and apply the "WiFi" filter on Bookabach.
What are popular rental amenities in Casselberry?
In Casselberry, popular rental amenities include fully equipped kitchens, which allow guests to prepare their own meals. Many properties also feature onsite parking for convenience. For those who enjoy their morning brew, coffee and tea makers are commonly found in rentals. Additionally, many accommodations offer outdoor spaces such as decks or patios, great for relaxing in the sun or enjoying the pleasant Florida evenings. Some rentals even include blenders, suiting those who like to make smoothies or other blended drinks.
When is the best time to visit Casselberry for a holiday rental?
The best time to book a holiday rental in Casselberry is during the peak season from February to April. This period attracts visitors eager to enjoy the warm Florida sunshine and partake in outdoor activities such as kayaking on local lakes or exploring the scenic parks that abound in the area. With temperatures typically ranging from 15 to 27 degrees Celsius, the climate is ideal for sightseeing and enjoying the beautiful natural surroundings.March is particularly popular, as it often offers a great balance of pleasant weather and vibrant community events. During this month, you can immerse yourself in local culture by visiting nearby attractions like the historic downtown area or indulging in the local cuisine at charming restaurants.If you're looking for a more budget-friendly option, consider planning your visit in August. While this month is outside the high tourist season, it can still be enjoyable. The summer heat tends to deter some visitors, leading to quieter attractions and the chance to explore without the crowds.Ultimately, your ideal time to visit Casselberry will depend on whether you prefer the lively option of peak season or the tranquillity of the off-peak months.
What are the top attractions in Casselberry?
In Casselberry, visitors can enjoy a variety of attractions that highlight the area's natural beauty and recreational opportunities. The Casselberry Golf Club offers a well-maintained course for golf enthusiasts, while the nearby Lake Concord Park provides a picturesque setting for picnics, walking trails, and fishing. This park features a playground, making it a great spot for families.Additionally, the city is home to the Casselberry Art House, which showcases local art and hosts various community events, providing a cultural touch to the area. For those looking to explore further, the nearby Central Florida Zoo & Botanical Gardens in Sanford offers a delightful day out with its diverse animal exhibits and beautiful gardens.
Are all fees included in the Casselberry holiday homes prices shown on Bookabach?
Bookabach provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
Are there any Casselberry holiday homes with parking?
Bookabach offers a wide selection of holiday homes in Casselberry with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there any discounts for Casselberry holiday homes?
You can find great discounts on holiday homes in Casselberry on Bookabach, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for last-minute bookings, and early-bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I change or cancel my Casselberry holiday home booking on Bookabach?
To find Casselberry holiday rentals with free cancellation, just use Bookabach's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Whether you're adjusting your plans or looking for flexible payment options, Bookabach makes it easy to book with confidence.
Can I find long-stay holiday homes in Casselberry?
A long-stay holiday home in Casselberry is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Bookabach?
Bookabach's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a Casselberry holiday home?
Book your Casselberry holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Bookabach booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Casselberry?
Prices for holiday homes in Casselberry vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Bookabach offers something for every taste and budget, from affordable homes in Casselberry to more spacious homes.
What can I expect from Bookabach customer service and Bookabach Care™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, Bookabach Care™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Bookabach customer service is available 24/7 to support you every step of the way. Bookabach also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is Bookabach Care™ and how does it work?
Bookabach's mission is to help guests relax, reconnect, and enjoy precious time together. With Bookabach Care™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Bookabach as a host?
Joining Bookabach as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Bookabach makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Bookabach handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.