Airbnb your place

Holiday houses in Casselberry

Find and book unique accommodation on Airbnb

Quick stats about holiday rentals in Casselberry

  • Total holiday rentals

    Explore 150 holiday rentals in Casselberry

  • Nightly prices starting at

    Casselberry holiday rentals start at $28 AUD per night before taxes and fees

  • Verified guest reviews

    Over 5,440 verified reviews to help you choose

  • Family-friendly holiday rentals

    80 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 40 rentals that welcome pets

  • Holiday rentals with a pool

    70 properties feature pools

  • Rentals with dedicated workspaces

    80 properties have a dedicated workspace

  • Wi-Fi availability

    140 of Casselberry holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi and Pool across Casselberry rentals

  • 4.8 Average rating

    Casselberry stays are highly rated by guests—averaging 4.8 out of 5!

Top-rated holiday rentals in Casselberry

Guests agree: these stays are highly rated for location, cleanliness and more.

1 of 1 pages1 / 1
Guest favourite
A spacious bedroom features two sets of twin bunk beds, accommodating multiple guests. A cozy seating area with a chair and ottoman is positioned in front of a mounted TV. Large windows invite natural light, enhancing the bright, modern decor.
Home in Casselberry
4.91 out of 5 average rating, 101 reviews

Nov. Specials, time to visit family. Long term ok

Remodeled, modern and spacious 3-bedroom home in the Orlando area. Perfect for a weekend trip to the parks or a family vacation! ✨Fully Remodeled ✨Modern Design ✨Fully Stocked Kitchen ✨Close to Wekiva Springs ✨Private Fire Pit Area ✨Short Drive to the Beach ✨Short Drive to Disney World and Universal Studios! ✨Close to Orlando Airport ✨Reliable High Speed Wifi ✨Smart TV's ✨Outdoor Grill ✨Patio ✨Easy Freeway Access ✨Quiet Neighborhood ✨Insurance Displacement Stays Welcome ✨Long Term Stays Welcome

ValueFamilyGetting around

Guest favourite
A well-lit bedroom features a spacious bed dressed in a light blue coverlet. A nightstand with a lamp is located beside the bed. An closet with sliding doors is visible, providing additional storage. Neutral-toned walls and tiled flooring contribute to a serene ambiance.
Guest suite in Casselberry
4.85 out of 5 average rating, 103 reviews

Comfortable and quiet place

Forget your worries in this spacious and serene space, we offer our guests k cups coffee(Victor Allens), sweteners (splenda) and "Oasis Bliss" personal care amenities( shampoo,conditioner, body lotion, bar soap).Private kitchen and bathroom. Also located less than an hour to Disney and Universal parks. Many restaurants and shoping centers around the area, 15 miles- 20 mins to "Orlando Sandford International Airport". Feel free to ask questions and our family will be in contact with you, thanks

ValueLocationBathroom

Guest favourite
A refreshing pool is captured, with sunlight sparkling on the water's surface. The stone-accented summer kitchen with a wooden pergola is visible in the background, along with plants and seating, creating a relaxed outdoor setting.
Home in Casselberry
4.93 out of 5 average rating, 137 reviews

Villa with Guest House & Pool-Patio

Welcome to this Amazing House Pool-Patio with 4 Bedrooms + 2 Bathrooms and optional guest house to complete the 10 guests. True gem with covered summer kitchen, covered pergola, garage for two cars and a large driveway. 30 Minutes distance to Universal, Sea World, Volcano Bay and others. UCF in 15 minutes and Daytona beach/Cape Canaveral in 50’. Great restaurants and shops. The house is conveniently located for all attractions in Central Orlando. Airport is 25 minutes. SAFE NEIGHBORHOOD

ValueLocationCheck-in

Top Guest favourite
The image depicts a calm lake at sunset, with reflections of clouds and colors mirrored in the water. In the foreground, a fishing boat is anchored, positioned near the lake's serene shoreline surrounded by lush greenery.
Home in Longwood
4.95 out of 5 average rating, 176 reviews

Pvt Fishing lk , Pets,Nature, Pool,garage

No HOA. Private 20 acre lake property, with fishing boats and trolling motors, canoes , peaceful boardwalk / dock. Large extra parking for trailers or work trucks. Fishing gear / poles. 2 car garage for safely storing whatever you bring. Fishing gear, tools, bikes, Harley's. Located near Seminole Trail, parks, sun-rail station. 45-60 min from the beach or the attractions DISNEY, UNIVERSAL STUDIOS, close to Lake Mary, Sanford, Wekiva Springs, Daytona 500, Bike week, 20 min from Boombah

ValueLocationParking

Top Guest favourite
A screened-in pool area features a clear blue pool surrounded by landscaped greenery. A stone waterfall adds a natural touch, complemented by decorative plants and a Zen-inspired statue. Sunlight filters through the trees, enhancing the tranquil ambiance.
Home in Longwood
4.97 out of 5 average rating, 133 reviews

Relaxing 3-Bedroom Pool Getaway

This is a 3-bedroom 2-bath home, bathroom in the main bedroom connects directly to the pool. Accommodates comfortably up to 6 people. We have a wide range of amenities including wifi, TV, covered pool, fully equipped kitchen, and more! This is located in a quiet neighborhood located 30 minutes from Universal Studios, Sea World, and Disney World. The home comes with pool toys, board games, a space for an outdoor bar! The outdoor space is enclosed to keep out mosquitos and other pests.

LocationValueOutdoor spaces

Top Guest favourite
Cottage in Winter Park
4.95 out of 5 average rating, 467 reviews

Winter Park Pearl 6 min drive to historic Park Ave

This Winter Park cottage was built in 1954 with original hardwood flooring. Take a 5 min drive to and through historical Winter Park to access shops and restaurants on the coveted Park Ave. It is the perfect central location to access beaches, Universities, Orlandos events, and the best restaurants. The house is tucked away into a quiet neighborhood with lots of sleepy old big oaks. If you have any questions I am always available, so please ask. My response time is immediate!

ValueFamilyDecor

Guest favourite
A hot tub is positioned beside a gazebo, with comfortable seating and decorative lighting. Lounge chairs are arranged around a spacious pool deck, surrounded by green foliage and palm trees. The evening sky is visible in the background, creating a tranquil outdoor environment.
Home in Casselberry
4.98 out of 5 average rating, 50 reviews

Wana Chill Spot *Pool *Spa *Bar *Ping Pong *BBQ

Our home brings together elements of comfort, convenience, and fun with relaxed and social vibes. Ideal for families exploring central Florida who want to avoid the crowds. Nestled in a quiet neighborhood you’ll find shopping, restaurants, groceries, parks & golf walking distance. ☀️Highlights: Pool (not heated) & Hot Tub (very hot!) Outdoor lounges Propane firepit table & grill Table tennis Eclectic bar area Grand TVs Fully equipped kitchen Small Gym with free weights

FamilyValueIndoor spaces

Guest favourite
An open living area includes a modern kitchen with white cabinetry and stainless steel appliances alongside a spacious seating area. A black sectional sofa faces a large window, allowing natural light to brighten the space. Decorative plants are arranged on a nearby shelf.
Home in Altamonte Springs
4.97 out of 5 average rating, 253 reviews

3/1 house conveniently located in central Florida!

Relax with your whole family in this peaceful quiet home. Your home away from home is Conveniently Located close to all the attraction and beaches. It's a small 800 sq ft 3 bed 1 bath House with Casper beds and flat screen in every room. 10 Minutes away from the Altamonte Springs hospital. Full Stocked kitchen with everything you need to cook a home cooked meal. It's a perfect place to stay with your family instead of a Hotel for a more comfortable stay and peace of mind.

FamilyValueSleep quality

Top Guest favourite
A spacious living area showcases comfortable seating with colorful chairs in blue and orange. An elegant coffee table occupies the center, while a large TV hangs on the wall. Bright lighting enhances the open floor plan, accented by decorative plants and modern artwork.
Home in Casselberry
4.97 out of 5 average rating, 70 reviews

Luxury Villa: Heated Pool · Disney & Epic Universe

Perfect for families & groups — The Blue Villa! Sleeps 8: King, Queen, Twin, Trundle + Folding bed Heated private pool + BBQ Fully equipped kitchen Wi-Fi 1Gbs - 3 Smart TVs Free parking 4 cars + EV Charger L2 Home gym: elliptical & stationary bike Game room: ping pong, billar, darts, etc Private patio - quiet & safe area Workstation - in-unit laundry 24/7 Superhost support 30 min to Disney, Epic Universe & MCO Airport Self check-in via keypad. Make yourself at home!

FamilyLocationHospitality

Guest favourite
Townhouse in Winter Springs
4.94 out of 5 average rating, 50 reviews

The Springs -Townhouse in the Winter Springs

Charming 2-Bedroom, 1.5-Bath Townhouse. Your Perfect Home Away from Home. Whether you're here for business or leisure, this cozy retreat offers everything you need for a relaxing stay. Located just 15 minutes from Sanford Airport and 35 minutes from MCO Airport, it's also a short walk to a nearby park, making it ideal for those who love to explore. Plus, you're close to all the local attractions, so fun and adventure are just around the corner!

LocationValueNearby

Guest favourite
A spacious living area features a large sectional couch and a stylish coffee table. Natural light filters through the windows, highlighting modern décor. An arcade game stands in the background, and a laundry area is visible to the left, contributing to the home's functionality.
Home in Casselberry
4.88 out of 5 average rating, 157 reviews

Cozy 4/2, King Beds, Pergola, Hot Tub & Pool!

Newly renovated farmhouse gem in the heart of Casselberry/Orlando! Featuring 2 king beds, 1 queen, a bunk room (2 doubles & 2 twins), and an 8' farmhouse table seating 8, it's perfect for families and groups. Relax in the hot tub, cool off in the private above-ground pool, enjoy the Marvel Arcade, spacious walk-in shower, and patio with pergola, grill, and seating. Plus, a larger neighborhood pool & playground are just around the corner!

FamilyLocationAmenities

Guest favourite
Home in Casselberry
4.88 out of 5 average rating, 93 reviews

Moxy Luxe Vacation /Heated Pool /Last-Minute Deals

Welcome to your new home away from home! This stunning single-level property boasts an open floor plan that is perfect for relaxing with the family. The cheerful modern decor is sure to brighten your day, and the property is equipped with everything you need for a comfortable stay, including a washer and dryer, and TVs in all bedrooms. This property is located in a quiet cul de sec with free parking and full fenced in yard..

LocationFamilyIndoor spaces

Popular amenities for Casselberry holiday rentals

KitchenWi-FiPoolFree parking on premisesAir conditioning

Stay near Casselberry's top sights

Charles Hosmer Morse Museum of American Art

198 locals recommend

Kraft Azalea Garden

34 locals recommend

Aloma Cinema Grill

15 locals recommend

Aiguille Rock Climbing Center

12 locals recommend

Hourglass Brewing

11 locals recommend

Casa Feliz Historic Home Museum

8 locals recommend

Other great holiday rentals in Casselberry

Superhost
Home in Casselberry
4.83 out of 5 average rating, 64 reviews

Entire Townhome | Stylish & Cozy | Peaceful

ValueLocationCleanliness

Top Guest favourite
The living area showcases a spacious sectional sofa adorned with accent pillows, positioned near a sleek electric fireplace. A large Smart TV is mounted above the mantel. Light wood flooring complements the modern design, while a vibrant green accent wall enhances the atmosphere.
Home in Winter Park
4.95 out of 5 average rating, 82 reviews

Top 1% Modern Japandi Retreat - Jacuzzi No Fee

FamilyLocationGetting around

Guest favourite
Home in Casselberry
5.0 out of 5 average rating, 5 reviews

Spacious 3BR Home Near Lake Howell & Orlando

FamilyLocationBackyard

Superhost
The living area features a spacious gray sectional sofa accented with bright yellow throw pillows. A decorative gold coffee table sits on a plush area rug. Natural light fills the room through large windows, complemented by art pieces adorning the walls.
Home in Casselberry
4.87 out of 5 average rating, 53 reviews

Home away from home in Orlando!

LocationFamilyOutdoor spaces

Top Guest favourite
Home in Winter Park
4.95 out of 5 average rating, 75 reviews

10 min to Winter Park, Games, Gym, King bd, Coffee

LocationFamilyDecor

Guest favourite
Home in Winter Park
4.95 out of 5 average rating, 64 reviews

The Winter Park Experience

FamilyLocationBiking

Guest favourite
Guesthouse in Longwood
4.87 out of 5 average rating, 67 reviews

The Perfect Escape • Orlando Access/Private Patio

ValueFamilyBathroom

Guest favourite
Home in Winter Park
4.91 out of 5 average rating, 34 reviews

3BR House minutes walk to Park Ave and golf course

ValueFamilyNearby

When is the best time to visit Casselberry?

MonthJanFebMarAprMayJuneJulyAugSeptOctNovDec
Avg. price$189 AUD$184 AUD$198 AUD$195 AUD$189 AUD$189 AUD$158 AUD$170 AUD$167 AUD$170 AUD$184 AUD$191 AUD
Avg. temp16°C18°C20°C22°C25°C27°C28°C28°C27°C24°C20°C17°C

Frequently Asked Questions

  • What are the best places to stay in Casselberry?

    Vacation rentals in Casselberry are found in neighborhoods near parks and lakes, making it easy to access outdoor activities. Family homes and apartments are popular choices for groups and longer stays.

  • What are the best things to do in Casselberry with kids?

    Families often explore parks with playgrounds, lakes for birdwatching, and community recreation centers in Casselberry. Seasonal festivals and craft spaces are frequently suggested for hands-on fun.

  • What are some of the best things to do in Casselberry?

    Explore lakeside parks, try craft workshops at community centers, or attend outdoor concerts with local musicians. Art fairs and food markets are also popular throughout the year.

  • How is the weather in Casselberry?

    Casselberry has mild winters around 49–72°F (10–22°C) and warm, humid summers near 74–92°F (23–33°C), with higher rainfall in summer months. Lightweight clothing and a rain jacket are recommended.

  • When is the best time to visit Casselberry?

    Late winter through spring is often recommended, with pleasant temperatures and blooming landscapes. Outdoor festivals and farmers markets are common in these months.

  • What are the best places to visit in Casselberry?

    Frequently suggested spots in Casselberry include local parks, art galleries, and lakeside recreation areas. The city has community gardens and public spaces hosting events throughout the year.

  • What are some hiking trails in Casselberry?

    Casselberry's parks have walking and biking trails around lakes and wooded areas that are frequently suggested for leisurely hikes. Community paths make it easy to enjoy the city’s natural scenery.

  • What are some family activities we can do in Casselberry?

    Families can enjoy playgrounds at local parks, paddle on lakes, or participate in art workshops at community spaces. Storytime events and public concerts are often recommended for a lively day out.

  • What are some of the best day trip ideas from Casselberry?

    Day trips from Casselberry often include exploring nature preserves, visiting local art museums, and discovering larger city attractions around the region. Botanical gardens and historic districts are frequently suggested within reach.

  • Are there any pet friendly accommodations available in Casselberry?

    Many vacation rentals in Casselberry welcome pets, especially in areas near parks and lake walking paths. The city has green spaces for outdoor time with dogs and other pets.

  • What are some local tips for visiting Casselberry?

    Locals often suggest bringing comfortable shoes for lake park walks and checking community calendars for art fairs and concerts. Independent cafes and shops around the city provide a welcoming atmosphere.

  • What is Casselberry known for?

    Casselberry is known for its scenic lakes, community parks, and annual arts and music festivals. The city also has a strong tradition of outdoor recreation and neighborhood gatherings.

  • What are the best hidden gems to explore in Casselberry?

    Casselberry has small neighborhood gardens, mural-lined walking paths, and lakes often mentioned by locals for a peaceful retreat. Family-run eateries and independent shops add distinct flavor to the area.

  • What are the best foods to try in Casselberry?

    Casselberry has a mix of Southern-inspired dishes, Latin American flavors, and locally baked desserts. Independent restaurants and food markets often showcase regional favorites and fusion cuisine.

  • What should I bring for a trip to Casselberry?

    Pack lightweight clothing, sunscreen, and a rain jacket for summer, as humidity and quick showers are common. Comfortable walking shoes and insect repellent are also suggested for outdoor activities.

  • What is the nightlife in Casselberry like?

    Casselberry has a relaxed nightlife with neighborhood bars, live music venues, and casual eateries. Community events and local performances bring people together in the evenings.

  • What are the most popular events or festivals in Casselberry?

    Casselberry hosts annual arts and music festivals, food-centric events, and cultural celebrations during spring and fall. Outdoor concerts and holiday gatherings are also frequently suggested.

  • Are there family friendly vacation rentals in Casselberry?

    Casselberry has a range of vacation rentals, including homes and apartments well-suited for families. Many accommodations are located near parks, shopping, and local activities.

Destinations to explore