Casselberry holiday rentals

We found 1,829 holiday rentals — enter your dates for availability
Discover a selection of 22 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:18 Dec - 25 Dec

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

Orlando 4 BR Home Centrally Located on Dead End St

Orlando

8% off
AU$3,351
for 7 nights, 1 home
AU$479 per night
includes taxes & fees
Orlando 4 BR Home Centrally Located on Dead End St
Full Kitchen
Living room with sky windows for natural sunlight
Back Yard
Exterior
Exceptional
(6 reviews)

Orlando 1 Acre 4 BD Home Central Near Universal

Orlando

12% off
AU$3,924
for 7 nights, 1 home
AU$561 per night
includes taxes & fees
Orlando 1 Acre 4 BD Home Central Near Universal
Exterior
Marina
Private kitchen
Marina
Exceptional
(34 reviews)

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

Sanford

8% off
AU$1,541
for 7 nights, 1 houseboat
AU$220 per night
includes taxes & fees
Luxury Floating House - Boat Tree Marina on St. John’s River, Sanford
Living area
Room
Private kitchen
Dining
Exceptional
(19 reviews)

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

Lake Mary

8% off
AU$4,685
for 7 nights, 1 home
AU$669 per night
includes taxes & fees
Sanford's Sunset - Pet-friendly home, 4BR/sleeps 10
Have a family game night with Uno, Jenga, Yahtzee, and more!
Living area
Private kitchen
Living area
Exceptional
(23 reviews)

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

Orlando

11% off
AU$2,395
for 7 nights, 1 home
AU$342 per night
includes taxes & fees
Stylish 2BR in Downtown Orlando, Walk to Lake Eola & Colonial Town!
Private kitchen
Exterior
Private kitchen
Room
Exceptional
(30 reviews)

SAFE QUIET PRIVATE Villa - Mins to ORL/Winter Park/Eola FREE PARKING/EV Charging

Orlando

5% off
AU$2,040
for 7 nights, 1 villa
AU$291 per night
includes taxes & fees
SAFE QUIET PRIVATE Villa - Mins to ORL/Winter Park/Eola FREE PARKING/EV Charging
Interior
Interior
Exterior
Private kitchen
Exceptional
(11 reviews)

“Downtown Orlando Comfy House”

Orlando

9% off
AU$2,512
for 7 nights, 1 home
AU$359 per night
includes taxes & fees
“Downtown Orlando Comfy House”
Exterior
Private kitchen
Living area
Living area
Exceptional
(11 reviews)

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

Oviedo

8% off
AU$2,177
for 7 nights, 1 home
AU$311 per night
includes taxes & fees
2 miles from UCF and 1 mile from Oviedo On the Park 2-bedroom house
Private kitchen
Exterior detail
Property grounds
Room
Exceptional
(27 reviews)

Winter Park Oasis

Winter Park

8% off
AU$2,066
for 7 nights, 1 home
AU$295 per night
includes taxes & fees
Winter Park Oasis
Living Room
Outdoor area
Second Bedroom (with lakeview)
Interior
Exceptional
(10 reviews)

Charming 2-bedroom lakefront bungalow in Orlando

Orlando

7% off
AU$1,599
for 7 nights, 1 home
AU$228 per night
includes taxes & fees
Charming 2-bedroom lakefront bungalow in Orlando
Living area
Property grounds
Private kitchen
Room
Exceptional
(8 reviews)

Trailhouse Retreat with Hot Tub, Firepit & Bikes

Sanford

8% off
AU$3,667
for 7 nights, 1 home
AU$524 per night
includes taxes & fees
Trailhouse Retreat with Hot Tub, Firepit & Bikes
Interior
Living area
Living area
Private kitchen
Exceptional
(6 reviews)

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

Orlando

7% off
AU$1,776
for 7 nights, 1 home
AU$254 per night
includes taxes & fees
A comfortable home close to the city, yet tucked away from the noise.
master bedroom ensuite, split plan
full size kitchen to utilize everything included
private screened swimming pool with sundeck
Covered spa/hot tub, patio grill available, view to fenced bach yard
Exceptional
(12 reviews)

Tropical Pool & Spa Home, 3/2, Near Disney, Universal, Sea World, Beaches

Altamonte Springs

7% off
AU$2,799
for 7 nights, 1 home
AU$400 per night
includes taxes & fees
Tropical Pool & Spa Home, 3/2, Near Disney, Universal, Sea World, Beaches
Dining
Private kitchen
Terrace/patio
Pool
Exceptional
(6 reviews)

The Orlando Oasis with Private Pool

Orlando

8% off
AU$4,608
for 7 nights, 1 home
AU$658 per night
includes taxes & fees
The Orlando Oasis with Private Pool
Private kitchen
Outdoor dining
Interior
Interior
Exceptional
(20 reviews)

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

Sanford

16% off
AU$2,567
for 7 nights, 1 home
AU$367 per night
includes taxes & fees
Charming 1920's House - pet friendly, 45 minutes from beach & attractions!
Exterior detail
Living area
Room
Private kitchen
Exceptional
(8 reviews)

Cozy Private Apartment 10 minutes from Downtown Orlando

Orlando

7% off
AU$891
for 7 nights, 1 apartment
AU$127 per night
includes taxes & fees
Cozy Private Apartment 10 minutes from Downtown Orlando
Private kitchen
Interior
Living area
Room
Exceptional
(31 reviews)

Sanford Hideaway • Near Historic Downtown • Sleeps 4 • Free Parking

Sanford

8% off
AU$1,436
for 7 nights, 1 apartment
AU$205 per night
includes taxes & fees
Sanford Hideaway • Near Historic Downtown • Sleeps 4 • Free Parking
Bathroom
Interior
Room
climate control, couch, room, refrigerator, indoor, bed, private space, Large TV
Exceptional
(9 reviews)

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

Sanford

14% off
AU$1,128
for 7 nights, 1 apartment
AU$161 per night
includes taxes & fees
Modern Private Suite w/Dedicated Entrance-Minutes to Boombah Sports, SFB & MCO
Room
Make it a classic campfire night at The Sanctuary Den. We’ll curate it for you!
Living area
Coffee bar/reheat station. Complimentary coffee/tea, creamer and sugar provided.
Exceptional
(8 reviews)

A Backyard Retreat Worth Finding • Close to Downtown Sanford

Sanford

6% off
AU$1,750
for 7 nights, 1 apartment
AU$250 per night
includes taxes & fees
A Backyard Retreat Worth Finding • Close to Downtown Sanford
Interior
Living area
Private kitchen
Room
Exceptional
(17 reviews)

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

Orlando

8% off
AU$2,446
for 7 nights, 1 apartment
AU$349 per night
includes taxes & fees
Treehouse Lake Davis - 1BR Private Modern Home with Balcony Downtown
Room
Outdoor dining
Interior
Private kitchen
Exceptional
(17 reviews)

Quiet Garden Retreat Downtown Orlando - Private Apartment, Shared Pool and Patio

Orlando

8% off
AU$2,919
for 7 nights, 1 room
AU$417 per night
includes taxes & fees
Quiet Garden Retreat Downtown Orlando - Private Apartment, Shared Pool and Patio

  • 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)
  • 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)
  • Central Florida Zoo & Botanical Gardens (10.3 mi / 16.6 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:

  • Red Bug Lake Park (2.9 mi / 4.7 km)
  • 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)

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 Stayz.
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 Stayz?
Stayz 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?
Stayz 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 Stayz, 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 Stayz?
To find Casselberry holiday rentals with free cancellation, just use Stayz'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, Stayz 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 Stayz?
Stayz'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 Stayz 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. Stayz offers something for every taste and budget, from affordable homes in Casselberry to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz 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 StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, 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 Stayz as a host?
Joining Stayz 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, Stayz 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 Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

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