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.

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Guest favourite

Guesthouse in Leesburg

4.98 out of 5 average rating, 333 reviews

Silver Lake Guest Pool House

The Silver Lake Pool Guest house Is your home away from home 1400 sq feet plenty of room! The pool house is a peaceful place to relax or take a swim in a large salt water pool . Mt Dora Tavares, Eustis 10 to 15 minutes away from Pool house Forty five minutes Daytona, Tampa Smyrna beach and parks Minutes from grocery stores restaurants malls Full kitchen also grilling. We are happy to help you with your needs ! Home is great for couples families, solo adventurers, and business travelers.

16 – 23 Oct

$1,213 AUD total

Guest favourite

Home in Altamonte Springs

4.97 out of 5 average rating, 276 reviews

Eclectic Home Where Luxury Meets Affordability

Welcome to the Haven at Temper Wild - Your home away from home. We offer fully free amenities, luxury bedding and pillows, and quintessential design throughout the rooms and home. There are work spaces in every bedroom, ultra-fast wifi, games galore, and a beautiful outdoor space equipped with outdoor dining and lounging. Pet Fee's per pet: $100 (You must notify host if you are bringing a pet prior to booking) Read the rules of the property before booking, to ensure that you are OK with them.

11 – 18 Sept

$2,324 AUD total

Guest favourite

Home in Sanford

4.97 out of 5 average rating, 212 reviews

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.

30 Nov – 7 Dec

$1,406 AUD total

Guest favourite

Home in Maitland

4.94 out of 5 average rating, 148 reviews

Orlando area pool home in Maitland

Everyone finds our home fun & relaxing. We are close to tons of restaurants & shopping. Only 1 mile from the intersection of I-4 & 414 (Maitland Blvd). Home, it is fully stocked. Plus a gas grill. Towels & linens provided. Games and toys for all ages. Pets are welcome with pet fee. Guests have private use of property, 2 bedrooms & 2 full baths and all living areas, back yard and porch with pool . There is an optional third bedroom available for an additional $35 a night fee.

4 – 11 Apr

$2,760 AUD total

Guest favourite

Guesthouse in Mount Dora

4.9 out of 5 average rating, 707 reviews

Key West cottage of Mt Dora

Cozy little cottage located in the gardens of the main house. It has a full kitchen. 1 bath with a jacuzzi tub.. Queen size bed and a couch for a 3rd person. THE LOCATION is 3 MILES between Mount Dora ,Tavares & Eustis a short drive or bike ride to all location. I’m 2.5 blocks off Lake Shore Dr. to beautiful Lake Dora. FRESH eggs from the Easter egg hens for your use ( When available) The eggs they lay are pink, green and blue. They will need to be washed before use..

6 – 13 Jan

$1,657 AUD total

Guest favourite

Treehouse in Saint Cloud

4.97 out of 5 average rating, 790 reviews

TreeHouse in the Cloud, (Close toTheme Parks

The treehouse is a private getaway for a couple that want to experience the magic. For a video tour type the following link into your browser: https://tinyurl.com/a72vevp5 There have been several movie and other photo shoots done on property. Please text request and details, and we can negotiate fees. Our other AirBnB is just next door; meemaws-country -cottage which sleeps six.

21 – 28 Apr

$2,061 AUD total

Guest favourite

Guest suite in Altamonte Springs

4.92 out of 5 average rating, 316 reviews

The Bungalow

Welcome to your home away from home! Enter through a private driveway and enjoy the ease of keyless entry. Located across the street, Sanlando Park offers walking trails, basketball and popular tennis courts. Whether your interests are peace and quiet or adventure, you are only 30 minutes or less away from our beautiful natural springs, beaches and all major attractions. Wake up with the sunshine, put on a pot of coffee and welcome to Florida!

19 – 26 June

$1,275 AUD total

Guest favourite

Guesthouse in Sanford

4.95 out of 5 average rating, 330 reviews

Bungalow Steps to Downtown Sanford and Lake Monroe

400 sq. ft. 1-rm. Bungalow studio apartment on ground level. Partial view of Lake Monroe can be seen from property. Separate, private entrance. Comfortable one room efficiency studio located steps to Ft. Mellon Park, The Riverwalk on Lake Monroe, Sanford Marina, and downtown Sanford Historic District. Short walking distance to parks, restaurants, unique shops, art galleries, pubs, bus, and free trolley. Free on-site parking.

17 – 24 Jan

$1,187 AUD total

Guest favourite

Guesthouse in Maitland

4.87 out of 5 average rating, 381 reviews

Chez Bienvenu

Close proximity to Park Avenue in Winter Park! Sunny and Adorable Vintage Guest House ...entire spacious guest house; with private entrance and driveway* Just a couple of blocks off Park Avenue to enjoy Shopping! Cafes! Museums! Nestled in quiet family community* •Smart TV •Stackable washer and dryer included in the unit. •Grill, Beach Chairs, Fishing Poles available •750 square feet of living space

15 – 22 Feb

$1,439 AUD total

Superhost

Place to stay in Geneva

4.94 out of 5 average rating, 929 reviews

ManCave apartment

When the world seems crazy, sometimes you need to escape. The venues are separated on thirty acres. This is my Man Cave located in my airplane hanger. An eclectic collection of stuff is hung from the ceiling and walls. This is a fun space with a bar, microwave, satellite-TV, fireplace, Wi-Fi and air conditioning. The bed is located in the loft. Danville is a glamping experience.

7 – 12 July

$1,101 AUD total

Guest favourite

Cottage in Tavares

4.97 out of 5 average rating, 204 reviews

Lakeside Cottage on Lake Dora

A charming 1200 sq ft, two bedroom, two bath cottage located on beautiful Lake Dora with white sand beach. A great place to relax and your home away from home. Just minutes from Tavares (known as the Seaplane City) and Mt. Dora (known as the City of Festivals.) You can bring your boat and tie it up to the dock. Large circular drive with plenty of parking for cars, trailers, etc.

25 Aug – 1 Sept

$1,830 AUD total

Guest favourite

Guesthouse in Orlando

4.93 out of 5 average rating, 160 reviews

Private Backyard Cottage in Mills50

Airy one-bedroom garden cottage in Orlando's hippest historic neighborhood. Walk or bike to great restaurants, parks, and bars. Located 5 to 10 min to Downtown Orlando, Florida Hospital, and Winter Park; 20 to 30 min to Universal, Disney, and UCF. Recently upgraded with queen bed, stove, and access to brand-new washer/dryer. (City of Orlando Short-Term Rental registered.)

13 – 20 Aug

$1,276 AUD total