
House holiday rentals in Casselberry
Find and book unique houses on Airbnb
Quick stats about house rentals in Casselberry

Total holiday rentals
Explore 100 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 4,000 verified reviews to help you choose

Family-friendly holiday rentals
60 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 30 rentals that welcome pets

Holiday rentals with a pool
40 properties feature pools

Rentals with dedicated workspaces
60 properties have a dedicated workspace

Wi-Fi availability
100 of Casselberry holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Casselberry rentals

4.9 Average rating
Casselberry stays are highly rated by guests—averaging 4.9 out of 5!
Top-rated house rentals in Casselberry
Guests agree: These houses are highly rated for location, cleanliness and more.

Farmhouse-Chic Retreat with a Charming Patio
Guests have full use of the house, including a spacious kitchen. Four bedrooms with memory foam mattresses ensure you can sleep comfortably. The dining room table can seat 6-8. In the living room there’s a comfortable seating area across the room from a large desk - great for those traveling for work! There is a separate laundry room off the back patio. Guests will have complimentary use of detergent. Iron and ironing board are also available for guest use. On the property there’s an occupied mother-in-law apartment - with separate parking and it’s own entrance so that guests staying in the house are not disturbed by the apartment’s full-time occupant. The backyard is also has a dividing fence for house guests’ privacy. As a guest staying at the house you will have privacy, but I’m local nearby and can assist guests at their request. Behind the house is an occupied apartment that has its own entrance, parking, and backyard. Nestled into a cluster of moss-draped oaks, the house is only a short drive from restaurants and shops in Lake Mary and quaint downtown Sanford. The best way to navigate the area is by car. There are several car rental agencies nearby, with the Orlando-Sanford International Airport just 5-7 min drive.
FamilyValueHospitality

Orlando Poolside Oasis
Welcome to the Orlando Poolside Oasis!! This property is located in a quiet suburb of Orlando, with easy access to both theme parks and the beaches. This 3 bedroom 2 bathroom pool home will allow you to vacation in comfort and style. We have recently completed many upgrades to the property, including a newly renovated kitchen and bathrooms. We hope you love this property as much as we do! The home is also very baby friendly (crib upon request, stroller, baby bath,etc)!We can’t wait to host you!😊
ValueFamilyPool

Winter Park Guest Suite |near UCF/FullSail/Rollins
🙌Look no further than this newly constructed guest suite. It's located in a centrally located neighborhood in Winter Park just a short drive from UCF, Rollins College, Full Sail, and Park Avenue. The guest suite is attached to the main house; however, it has its own private entrance. Our guest suite was constructed with impeccable design and high-end finishes throughout. We hope you will get to enjoy! 📌Please note: There’s no stove; however, there is a cook-plate with two burners to cook on.
FamilyLocationSleep quality

Clean, cozy home in a GREAT location
This clean, comfortable home is in a peaceful neighborhood and centrally located to everything you may wish to enjoy while on your Central Florida vacation. Literally two to three minutes away from I-4, highway 417 and a multitude of shopping and dining options. Universal Studios, Sea World and Daytona International Speedway are all within about 40 minutes, while Disney World and Kennedy Space Center are about 50 - 60 minutes. Also easy access to Sanford and Orlando International Airports.
LocationFamilyAir conditioning

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
FamilyLocationBarbecue

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
FamilyValueTV

Cozy Getaway | Game Garage + Fenced Backyard +more
Unwind in a comfortable and well-equipped home! Play pool, fusball, darts, and basketball in the game garage. Conveniently located near Orlando/Sanford Airport, Wekiwa Springs, and a variety of attractions. Enjoy the fully equipped kitchen for all your culinary needs, sleep soundly in comfortable beds, and relax on the spacious back deck with a privacy fence. We have an old school Nintendo 64 and retro Galaga game on the wall to play. Perfect for work, family, or vacation getaway!
LocationValueAccuracy

Florida Poolside Paradise a Great Place to Unwind!
Welcome to our exquisite 4-bedroom vacation rental in the heart of Maitland, Florida – a true gem where luxury meets convenience. This upscale home boasts fine furnishings and a private pool, making it the ideal retreat for families or groups seeking both comfort and style during their Sunshine State getaway. The house is located in a residential neighborhood with plenty of restaurants and shopping within a 5 minute drive. Convenient location off Rt 436. and half hour to the airport.
LocationValueComfort

Private 4-Bedroom home with pool!
Entire home located on 1 acre of land in the luxury neighbor hood of Markham Woods. This property is the ideal place to stay for a family vacation, or business trip. Take a swim in our large pool and enjoy the Florida Sun! Please add exact number of your guests, in your booking! Please NO Parties or gatherings! (Family visits are welcome 🤗) Please NO smoking on the property. If any violation occurs, your stay will be terminated immediately, and you will be charged a $1,500 fine!
LocationFamilyLayout

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.
ValueLocationLaundry

The Cypress House
This beautiful 2 bedroom, 1 bathroom Ranch Style home is conveniently located 3.5 miles from the Sanford International Airport and Boombah Sports Complex. The inviting landscape and backyard where you can cool off in the rustic style stock tank pool or grill out and relax on the patio. The open floor plan creates a spacious feel and every finish was selected with care. For a glamping experience check out our other listing: https://abnb.me/z3XrgOSPNFb
LocationValueQuiet

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!
FamilyValueDecor
Popular amenities for Casselberry house rentals
House rentals with a pool

Private Pool Oasis w/Xbox, Fireplace, Projector
ValueFamilyHospitality

Recharging Lakeview Oasis w/Pool centrally located
ValueLocationPool

Bonheur Ala Maison
FamilyLocationWi-Fi

Resort Like Private Pool, Waterfront Dock, Orlando
LocationFamilySleep quality

Gated community XL pool Home 2500sq/f
ValueLocationAccuracy

Modern Tropical House Heated Salt Pool
ValueLocationCleanliness

2-bedroom home with pool near Kings Landings!
ValueLocationParking

Private Pool at Flamingo Cottage
FamilyValueDecor
Weekly house rentals

Luxury home
LocationFamilyHospitality

Independent Unique Lake guest house/kayaks/jacuzzy
FamilyLocationCondition

RemodeledHouse w/king beds near Downtown Lake Mary
FamilyLocationIndoor spaces

Moxy Luxe Vacation /Heated Pool /Last-Minute Deals
ValueFamilyIndoor spaces

Elegant, Spacious Three Bedroom Residential House.
FamilyLocationBackyard

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

Entire Townhome | Stylish & Cozy | Peaceful
LocationFamilyAmenities

Cozy Modern Studio
LocationValueLong stay
Private house rentals

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

Top 1% Modern Japandi Retreat - Jacuzzi No Fee
LocationFamilyCleanliness

Cozy Home in Longwood Historic
ConditionComfortCleanliness

Central Florida Pool Home
ValueFamilyIndoor spaces

Casa Feliz
FamilyLocationPool

Joe's Bar and Grill
FamilyLocationBathroom

Luxury Villa: Heated Pool · Disney & Epic Universe
LocationFamilyIndoor spaces

The Winter Park Experience
LocationFamilyAccess
When is the best time to visit Casselberry?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $214 AUD | $210 AUD | $213 AUD | $223 AUD | $237 AUD | $218 AUD | $197 AUD | $198 AUD | $203 AUD | $204 AUD | $208 AUD | $234 AUD |
| Avg. temp | 16°C | 18°C | 20°C | 22°C | 25°C | 27°C | 28°C | 28°C | 27°C | 24°C | 20°C | 17°C |
Destinations to explore
- Miami Holiday rentals
- Four Corners Holiday rentals
- Miami Beach Holiday rentals
- Orlando Holiday rentals
- Panama City Beach Holiday rentals
- Fort Lauderdale Holiday rentals
- Tampa Holiday rentals
- Hollywood Holiday rentals
- Savannah Holiday rentals
- Charleston Holiday rentals
- Jacksonville Holiday rentals
- Hilton Head Island Holiday rentals
- Walt Disney World Resort
- Orange County Convention Center
- SeaWorld Orlando
- Disney Springs
- Orlando / Kissimmee KOA
- Daytona International Speedway
- Universal's Volcano Bay
- Epcot
- Camping World Stadium
- Kia Center
- Disney's Animal Kingdom Theme Park
- University of Central Florida
- Discovery Cove
- Tinker Field
- Old Town
- Reunion Resort Golf Courses - Palmer & Watson
- Disney's Hollywood Studios
- ChampionsGate Golf Club
- Playalinda Beach
- ICON Park
- Aquatica
- Island H2O Live!
- Ocala National Forest
- Blue Spring State Park





