
Family-friendly holiday rentals in Casselberry
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Casselberry
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

Bonsai House
Welcome to Bonsai Home, a unique blend of modern comfort and nature's embrace. Our charming abode, nestled between Orlando and Winter Park, offers a harmonious fusion of stylish interior design and a soothing ambiance. As you settle into your cozy living space, indulge in our thoughtful amenities and captivating details inspired by the tranquility of bonsai. Rest assured that we are at your service whenever you need assistance or have any inquiries. We extend our warmest welcome to Bonsai Home!

Maitland-Orlando Area, FL. Pool House Bungalow
Large open space adjacent to a beautiful pool, waterfall, and fantastic lake view. 27 miles to Disney World, close to Park Avenue, local hospitals, Universities, and less than an hour to local beaches. Only 18 miles to MCO-Orlando International Airport. Great shopping within 3 miles. Location is secluded with large trees, lakeside, and adjacent to the commuter train track. The train runs by on regular basis. Please note in the pictures the pool creates the ambiance to make your stay complete.

Tiny Home Near the Springs
Fresh air and back to nature. Imagine a tiny but comfortable hotel room in a rural setting. You'll hear roosters crow as the sun rises. Take a walk on a moonless cloudless night, and you may see stars. This 190 sq. ft. tiny house is a ten minute drive to either Rock Springs or Wekiva Springs, a four minute bike ride to the West Orange Trail which runs for 22 miles, and a 15 minute drive to the Lake Apopka Wildlife Drive. The major theme parks are a 30 to 45 minute drive, depending on traffic.

College Park/Winter Pk 1 bed/bath private entrance
255 sq ft studio- queen bed, workspace, kitchenette, large bathroom, private yard area & entrance. This gem is clean & quiet w/ complete blackout in bedroom. Bathroom has tons of natural light & 3 shower heads. There’s TV w/Roku, microwave, fridge & Keurig. Comfy, peaceful at I-4 Par exit # 44. $20 pet fee No cleaning fee. Universal 11 mi Kia Center 3 mi Airports (MCO) (SFB) 23 mi Orlando City Soccer 4.6 AdventHealth Orlando 0.6 mi Orlando Health, Arnold/Winnie Palmer 3.8 Rollins College 1.9

St.John suite
Luxurious space with PRIVATE ENTRANCE, BATHROOM, and breakfast kitchenette. Located on a large lake front property with amenities that include private dock, pool, large manicured lawns and much more. Ideal for canoeing, watching the sun rise or doing nothing at all. Close to theme parks and beaches. Spring Valley is a peaceful community with age old oak tree lined streets, Ample shopping and award winning restaurants very nearby. Come play or rejuvenate your soul in this picturesque setting.

The Lake House
Welcome to the mid-century Lake House. 370 square feet apartment with a private entrance and original terrazzo floors. Located on a quiet residential street on a small lake, and located within a 5-minute drive to anything you may need! Starbucks and Panera are within walking distance, and dozens of other places to eat. Publix, Walgreens, and Sprouts are just around the corner. A short 10 minute drive to the famous Park Ave, in Downtown Winter Park with shopping and gourmet restaurants.

New Mid Century-Modern Studio
Enjoy your stay in this beautifully decorated studio with all the conveniences of home. The bed is Queen. We are located in College Park of Orlando. On Edgewater Drive there are restaurants, bars, and boutique shops. Close to downtown , 30 min. from all the attractions, and 5 min. from one of the city’s largest hospitals, 23 miles from ORMC airport. Walking distance from the historic Dubsdread Golf Club and restaurant. Pet fee required. Please make sure to add the pet to the reservation.

Orlando, spacious, quiet, centrally located, suite
This suite includes private entrance, living room, kitchen with utensils and cookware, one bedroom with king bed and private bath. Third and fourth persons may be accommodated with recliner that lays flat into a queen-size bed in living room. Also a queen size air mattress and portacrib is available. Excellent location for Disney, Universal, SeaWorld, and beaches. Approx. 35 min. to Disney; 27 min. to Universal; 23 min. to convention center; 45 min. to beach; and 35 min. to Airport.

Private entrance/bathroom 10 min from DT Orlando
Welcome to your home away from home! Our cozy room with a attached bathroom is the perfect retreat for your visit to Orlando. Located just 10min from downtown Orlando, 30min from MCO and Disney, and 20 min from Universal, you'll have the best of both worlds - convenience and comfort. Whether you're here for business or pleasure, our room is the perfect place to call your temporary home. Book your stay with us today and experience the best of our city.

Unique and modern airstream near UCF
Our airstream has all the amenities you need. It is located in our one acre property behind our house (very private) the parking is on the side of our house next to our carport and you will go through a gate and follow the path to the airstream. MCO Airport 12 miles Disney parks 25 mil Universal Studios 16 mil beaches 50 mil UCF 2.4 mil Full Sail 2.4 mil Valencia 3.5 mil Dining, Shopping entertainment and much more!

Sierra Suite w/ Pool, Hot tub, and Sauna-Near UCF
Welcome to your home away from home! Our 1 bedroom, 1 bathroom suite offers all the amenities you need for a comfortable and relaxing stay. Enjoy a dip in the pool, soak in the hot tub, or unwind in the sauna. The bedroom has a comfortable queen size bed, and the bathroom has a shower and tub. The suite is perfect for couples or solo travelers looking for a tranquil getaway. We look forward to hosting you!

Entire house, The Traveler (Tiny House)
Business or vacation plans bring you to sunny Florida and need a place to stay? Look no further than this Brand New Tiny Home with all of the modern amenities located in Lake Mary. Close to all the major Orlando attractions. The Traveler was built with your comfort in mind and includes: queen upstairs and a day bed with 2 twin size, kitchen , bathroom w/ shower and smart TV. Especially WiFi.
Popular amenities for Casselberry family-friendly rentals
Family-friendly home rentals with a hot tub

Independent Unique Lake guest house/kayaks/jacuzzy

No Airbnb fee! Home Pvt Pool/ Spa/Game Room 244301

Bonheur Ala Maison

1924 Spanish Carriage House Lower

Spacious Home with Pool & Hot Tub near Downtown

Villa with Guest House & Pool-Patio

Treehouse at Danville

temple & A/C glamping under a 120 y/o oak tree
Family- and pet-friendly home rentals

Lovely Winter Park Home close to Hospitals !

Cozy 3 Bedroom Home, Great location!!

Grey House near Orlando Universal Parks

Guest House near attractions

Themed Home + Near Disney + Arcade + King Bed + Water Park + Spa

Elegant, Spacious Three Bedroom Residential House.

The Cottage A Pet Friendly Guesthouse

Thornton Park Loft Studio
Family-friendly home rentals with a pool

The Cypress House

Quiet Place, convenient to everything!

Private pool home near Downtown

5 stars! waterpark! GameRm! Ariel Buzz StarWars

Super Mario's Sky Suite - Epic Universe 3 BD SUITE

Charming Retreat In Winter Park

Magical Family Fun House Near Disney Luxury Villa

Vintage Florida Vibes House
When is the best time to visit Casselberry?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £120 | £123 | £133 | £129 | £117 | £141 | £139 | £131 | £127 | £130 | £136 | £125 |
| 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 |
Quick stats about holiday rentals that are family-friendly in Casselberry

Total holiday rentals
Explore 80 holiday rentals in Casselberry

Nightly prices starting at
Casselberry holiday rentals start at £23 per night before taxes and fees

Verified guest reviews
Over 3,090 verified reviews to help you choose

Pet-friendly holiday rentals
Find 30 rentals that welcome pets

Holiday rentals with a pool
40 properties feature pools

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wifi availability
80 of Casselberry holiday rentals include wifi access

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

4.8 Average rating
Casselberry stays are highly rated by guests – averaging 4.8 out of 5!
Destinations to explore
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- Rentals with a washing machine and dryer Casselberry
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- Family-friendly rentals Seminole County
- Family-friendly rentals Florida
- Family-friendly rentals United States
- Universal Studios Florida
- Orange County Convention Center
- Universal Orlando Resort
- Universal's Volcano Bay
- SeaWorld Orlando
- Disney Springs
- Old Town Kissimmee
- Disney's Animal Kingdom Theme Park
- Magic Kingdom Park
- Epcot
- ESPN Wide World of Sports
- Amway Center
- Walt Disney World Resort Golf
- Reunion Resort Golf Courses - Palmer & Watson
- Daytona International Speedway
- Playalinda Beach
- Discovery Cove
- Aquatica
- Apollo Beach
- Island H2O Water Park
- Titusville Beach
- Disney's Hollywood Studios
- ICON Park
- Southern Dunes Golf and Country Club




