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Family-friendly vacation 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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Top guest favorite

A spacious outdoor area features a pool surrounded by a tiled patio. Comfortable lounge chairs are neatly arranged around the pool, while decorative planters with blooming flowers add a touch of color. The setting is complemented by manicured lawns and a clear sky.

Apartment in Altamonte Springs

4.96 out of 5 average rating, 332 reviews

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.

Top guest favorite

Guest suite in Sanford

4.98 out of 5 average rating, 235 reviews

The Secret Sanctuary in Sanford, 5min from Airport

Welcome to your quiet, spacious, and private sanctuary. Enjoy all new appliances in the full size kitchen, a 50” flat screen TV, and a shaded outdoor area surrounded by greenery. It is located only minutes from the Orlando Sanford International Airport, Historic Downtown Sanford’s restaurants and shops, Lake Monroe’s scenic waterfront, and is centrally located between Florida’s beaches and the amusement parks. **Space is cleaned with EPA approved cleaners, including high touch surfaces**

The bedroom features a spacious bed dressed in soft blue bedding, complemented by two bedside lamps on wooden tables. Decorative curtains with a water-themed design frame the window, while a subtle area rug adds texture to the room's original terrazzo flooring.

Apartment in Winter Park

4.9 out of 5 average rating, 171 reviews

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.

Top guest favorite

A white door with a glass panel leads into the studio, framed by a decorative welcome mat on stone pavers. Lush green plants are positioned beside the door, adding a natural touch to the entrance. Soft shadows from nearby foliage create a calming atmosphere.

Guest suite in College Park

4.97 out of 5 average rating, 219 reviews

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.

Top guest favorite

An efficient layout showcases the interior of the airstream, featuring a modern kitchenette with a sink and seating area. Along one wall, sleek bar stools are positioned in front of a counter. Soft lighting creates a cozy atmosphere, enhancing the vintage charm.

Camper/RV in Orlando

4.91 out of 5 average rating, 143 reviews

Unique and modern airstream near UCF

Our airstream is just like regular apartment with all of the amenities of a regular house! Must see pictures! 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!

A cozy studio suite is shown with warm wood accents. A small kitchenette is equipped with a microwave and refrigerator. A workspace with a blue desk and two chairs is visible. Bright green plants add a touch of nature, complemented by a vibrant area rug.

Guesthouse in Orlando

4.75 out of 5 average rating, 510 reviews

Private Cozy Cottage in heart of Orlando

Come stay at our Cozy quaint suite located in the historic downtown Lake Davis neighborhood with a 5 minute walk to a quiet neighborhood market, 1 mile walk to downtown Orlando with entertainment and the Downtown Farmers Market. Less than 30 minutes to the worlds greatest attractions Disney, Universal Studios, Sea World etc. The beach is a 1 hour drive. One car parking. The room is connected to a family home you’re able to hear guest next door. Not for parties . Please NO pets.

A small bedroom features a spacious bed with a patterned white and navy coverlet. A window with light curtains allows natural light to enter. A wooden shelf with various items is visible next to a desk with a lamp. A closet door reflects the room's layout.

Guest suite in Orlando

4.73 out of 5 average rating, 832 reviews

Cozy & Private Studio close to the Attractions

Is a small space completely private attached to the side of the house with a separated entrance from the main area. Clean, quite and safe. The studio has a bedroom, a bathroom and there is also an area with microwave, mini fridge, toaster and coffee maker. Wi-fi is available. You’ll be located 17 minutes from Universal Studios and 25 minutes from Disney World driving. Feels free to contact us at any time, we would be happy to help you in any way possible. HABLAMOS ESPAÑOL

A cozy bedroom features a black platform bed dressed in a navy and white patterned duvet. A wooden dresser stands adjacent to the bed, and a small desk is positioned nearby. Natural light illuminates the space, highlighting the serene beach artwork on the wall.

Guest suite in Eatonville

4.98 out of 5 average rating, 184 reviews

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.

The spacious guest suite features a stylish seating area with two green chairs and a small table. A comfortable bed is visible in the background, complemented by decorative wall art and soft curtains. Natural light enters through a large window, creating a bright atmosphere.

Guest suite in Orlando

4.85 out of 5 average rating, 200 reviews

✪ Stylish ✔Location ✔Netflix ✔Parking ✔Wifi

Enjoy a stylish experience at this centrally-located guest suite in the heart of Orlando. You also will have ✔FREE driveway parking ✔Fast wifi ✔ Netflix. The high-end memory foam mattress provides a beautiful night's sleep and the kitchenette has all the basics you need for your stay. There is an Esporta Gym, pool, and sauna 2-minute drive away. The suite sits in an excellent location, 15 minutes from downtown Orlando, Winter Park, UCF & the airport.

A spacious dining area is illuminated by overhead lighting, featuring a large wooden table surrounded by upholstered chairs. A contemporary kitchen is visible in the background, equipped with modern appliances and a breakfast bar with additional seating.

Home in Casselberry

4.97 out of 5 average rating, 120 reviews

Spacious 3 BR Home Perfect for Orlando Getaway

Relax with friends or family at this peaceful parkside home, while enjoying everything that makes Central Florida so special. From Disney and Universal Studios to Downtown Orlando. Entertainment is just minutes away in either direction with an abundance of shopping and dining options to choose from. Our family absolutely loves this area! We have a recommendation for just about anything and are excited to share this home with you!

Guest suite in Altamonte Springs

4.98 out of 5 average rating, 130 reviews

The Serenity Suite

This is a beautiful space perfect for one person and ideal for travel nurses and business travelers. Tasteful decor and all the amenities for a lovely stay. Gorgeous bathroom with soaker tub, glass shower and double sinks. Fully equipped Kitchenette with everything accept an oven. There’s a table/work area and comfy leather loveseat. Outside seating area and screened in pool. Second unit Cozy Lake Front.

A sleeping area features a full bed with a floral-patterned blanket, complemented by a decorative 'COZY' pillow. A wall-mounted shelf displays a plant and decorative items, while a ceiling fan provides air circulation. Soft lighting creates a calm ambiance.

Guesthouse in Orlando

4.75 out of 5 average rating, 110 reviews

Private full kitchen near Disney & Epic Universe!

Get ready for an Orlando escapade! Our quirky rental features a cozy futon over a twin and a full bed that sleeps up to 4. Nestled next to I-4, you're just 25 mins from Universal, Epic universe, and 35 mins from Disney, with more fun nearby. Enjoy a homey retreat with easy check-in and a fully stocked kitchen for your midnight snack raids. Book now for comfort, laughs, and unforgettable adventures!

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Popular amenities for Casselberry family-friendly rentals

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

Home in College Park

4.93 out of 5 average rating, 143 reviews

The Boho Jungalow - Private | HotTub I Downtown

A hot tub is positioned under a wooden pergola, providing a view of the serene lake. The water reflects natural light, while nearby seating options include two black chairs and a small table, inviting relaxation by the water’s edge.

Home in Lake Mary

4.85 out of 5 average rating, 331 reviews

Independent Unique Lake guest house/kayaks/jacuzzy

A spacious living area features a modern sectional sofa arranged facing a stone fireplace. Large glass doors provide natural light and views of the outdoor space. Decorative plants and a wall-mounted mirror add elegance to the cozy atmosphere.

Home in Maitland

4.87 out of 5 average rating, 129 reviews

Bonheur Ala Maison

Guesthouse in Lake Cherokee

4.97 out of 5 average rating, 109 reviews

1926 Spanish Carriage House Lower

Top guest favorite

The living space features a large window allowing natural light to fill the room, showcasing a comfortable bed with an elegant coverlet. A game table and a full-sized pool table with cues are visible, alongside a modern kitchen area equipped with appliances.

4.96 out of 5 average rating, 141 reviews

Chill 4/2, Lakefront, Game Room, Fishing & Hot Tub

Top guest favorite

A heated hot tub is nestled beside a sparkling pool, surrounded by lush greenery and tropical plants. The natural stone border complements the inviting water, while a screened enclosure offers protection and a serene atmosphere.

Home in Lake Formosa

4.97 out of 5 average rating, 127 reviews

Spacious Home with Pool & Hot Tub near Downtown

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, 115 reviews

Villa with Guest House & Pool-Patio

A quaint exterior view of a small house surrounded by lush greenery. The porch is framed by a railing and features a couple of chairs, while string lights add a charming touch. Colorful flowers bloom in the foreground, enhancing the serene atmosphere.

Guesthouse in Orlando

4.94 out of 5 average rating, 431 reviews

Garden House near Orlando's cultural hub

Family- and pet-friendly home rentals

A modern kitchen is seen, featuring white cabinetry and a speckled granite countertop. Stainless steel appliances, including a microwave and toaster, are positioned conveniently. A small potted plant adds a touch of greenery, while natural light filters in through the window above the sink.

Condo in Winter Park

4.83 out of 5 average rating, 107 reviews

Lovely Winter Park Home close to Hospitals !

A welcoming entrance is framed by a vibrant green leaf panel, with a cheerful sunflower decoration displaying the word 'WELCOME.' The surrounding area features a red fence and a light-colored door leading into the home.

Guest suite in Orlando

4.91 out of 5 average rating, 157 reviews

Grey House near Orlando Universal Parks

Guesthouse in College Park

4.91 out of 5 average rating, 183 reviews

8th Green Cottage - A relaxing oasis in the city

A cozy guest suite features a kitchenette with dark cabinets and a coffee maker, alongside a spacious bed with gray bedding. A wall-mounted TV is positioned in front of a comfortable seating area. Soft lighting creates a welcoming ambiance, complemented by sleek laminate flooring.

Guest suite in Orlando

4.82 out of 5 average rating, 139 reviews

Renovated!Charming private suite with Kitchenette

A modern living room is presented, featuring a deep blue sectional sofa and a coordinating armchair. A circular glass coffee table sits at the center, complemented by a decorative vase with flowers. Natural light enters through a large window, enriching the neutral tones of the space.

Home in Altamonte Springs

4.87 out of 5 average rating, 177 reviews

Elegant, Spacious Three Bedroom Residential House.

Top guest favorite

A spacious bedroom features a large bed with white bedding and decorative pillows. Two soft bedside lamps illuminate the area, complemented by a cozy armchair and a decorative bench at the foot of the bed. Exposed brick wall accents the room.

Guesthouse in Wadeview Park

4.98 out of 5 average rating, 113 reviews

The Cottage A Pet Friendly Guesthouse

Top guest favorite

Guest suite in Orlando

4.96 out of 5 average rating, 132 reviews

Thornton Park Loft Studio

Top guest favorite

A bright bedroom features a spacious bed with a plush headboard and soft linens. Natural light enters through two windows, illuminating the room. A round mirror is mounted on the wall above a minimalistic desk with a chair, adding functionality to the cozy space.

Home in College Park

4.95 out of 5 average rating, 127 reviews

Priv. Modern Cozy CP 1B/1Ba Suite near DT Orl & WP

Family-friendly home rentals with a pool

Top guest favorite

A private outdoor pool area is highlighted, featuring a clear blue pool surrounded by patio tiles. Comfortable lounge chairs and a dining set under large umbrellas offer shaded seating. Lush greenery forms a natural backdrop, enhancing the tranquil atmosphere.

Guest suite in Oviedo

4.92 out of 5 average rating, 429 reviews

Oviedo Oasis:2/1 attached Guest Suite;Private Pool

Top guest favorite

Guesthouse in Lake Eola Heights

5 out of 5 average rating, 258 reviews

Livingston Pool House- In The Heart of Downtown

A serene pool area features clear water with a gentle wave design along the edge. Lush palm trees surround the space, providing a tropical feel. Sunlight reflects off the water, while a floating yellow duck adds a playful touch.

Apartment in Orlando

4.92 out of 5 average rating, 162 reviews

Apartment, 7 Min to Orlando Airport/ Lake Nona

A spacious private pool is enclosed by a screened structure, featuring a basketball hoop at one end. The crystal-clear water is surrounded by a concrete deck, while colorful flags decorate the fencing, adding a friendly vibe to the outdoor space.

Home in Colonialtown South

4.98 out of 5 average rating, 149 reviews

Private pool home near Downtown

A living area is presented with a comfortable gray sofa adorned with decorative pillows. A white coffee table is centered in front, accompanied by a minimalist glass side table. Tall plants bring a touch of greenery, while a television completes the space.

Guesthouse in Orlando

4.93 out of 5 average rating, 124 reviews

Kyle's Place - Private Unit, Pool + Laundry Room

Top guest favorite

A tranquil pool area is surrounded by a screened enclosure, showcasing a crystal-clear saltwater pool. Comfortable lounge chairs are positioned near the water, and lush greenery, including ferns and tropical plants, enhances the serene setting.

Guest suite in Lake Mary

4.96 out of 5 average rating, 347 reviews

Stylish & spa like Getaway - peaceful garden suite

A spacious living room is featured with light-colored tile flooring. A large flat-screen television is mounted on the wall above a dark media console. One side includes a sleek sofa and a foldable futon, while a round coffee table is situated in the center.

Guest suite in Altamonte Springs

4.93 out of 5 average rating, 181 reviews

Comfortable Guest Suite-Stylish Altamonte Springs!

Top guest favorite

The exterior of the Cozy Cottage is designed with a welcoming green facade, featuring glass doors that open to a charming patio. A stone path leads to a small round table with chairs, complemented by a decorative fountain and lush greenery surrounding the area.

Bungalow in College Park

4.98 out of 5 average rating, 120 reviews

Cozy Cottage in College Park.

Quick stats about vacation rentals that are family-friendly in Casselberry

Total rentals
80 properties
Nightly prices starting at
ﺩ.ﺇ110 before taxes and fees
Total number of reviews
2.8K reviews
Pet-friendly rentals
30 properties allow pets
Rentals with a pool
30 properties have a pool
Rentals with dedicated workspaces
40 properties have a dedicated workspace

Destinations to explore