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Family-friendly holiday rentals in Osceola County

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Osceola County

Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

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Top guest favourite
The modern living area features a spacious gray sectional sofa accented by colorful cushions. A minimalist coffee table is positioned centrally, and large sliding glass doors provide a view of the outdoor space, allowing natural light to fill the room. Light-colored cabinetry and appliances are visible in the kitchen area.
Apartment in Kissimmee
4.93 out of 5 average rating, 222 reviews

3150-303 Condo Resort Water Park Pools near Disney

Minutes from Disney World Orlando Florida, Modern & Stylish 2bed/2bath fully equipped apartment for up to 6 guests, located in the family friendly Storey Lake Resort. FREE Clubhouse & WATERPARK amenities: Heated Pool, Hot Tub, Kids Splash Zone, Water Slides, Lazy River, Gym, Tiki Bar, Ice Cream Shop & more. The apt is located: 10 min drive to DISNEY, 25 min to UNIVERSAL STUDIOS, 18 min to SEA WORLD. FREE Parking. FREE Waterpark. No extra FEES. Gated Resort with Security 24/7 & Self check-in!

Top guest favourite
A compact kitchen features white cabinetry and modern stainless steel appliances. An electric stovetop is positioned beside a microwave, with a coffee maker and various kitchen utensils visible. A small refrigerator stands nearby, complemented by decorative items on the open shelves.
Home in Kissimmee
4.99 out of 5 average rating, 147 reviews

Private Suite with Independent Entrance

Private Suite with Independent Entrance Kissimmee, Fl Enjoy a modern and fully equipped private suite, perfect for couples or travelers looking for comfort, privacy, and a relaxing stay just minutes away from Orlando’s top attractions. 📍Perfect Location Conveniently located in Kissimmee, just minutes from: 🎢 Disney World 🎬 Universal Studios 🌊 SeaWorld and Aquatica You’ll also find restaurants, supermarkets, outlets, and gas stations nearby an excellent location for your Orlando vacation!

Top guest favourite
A private pool features a spacious deck and a whimsical swan float. Adjacent is a covered dining area with views of landscaped grounds. Inside, a kids’ tube slide and superhero-themed decor are seen, along with a game area featuring a billiards table and arcade console.
Villa in Osceola County
4.99 out of 5 average rating, 136 reviews

*Private Resort Oasis: Golf-Front, Pool/Spa/Cinema

The perfect balance of STYLISH DESIGN, LUXURIOUS COMFORT, & ENDLESS ENTERTAINMENT, beautifully situated with stunning views in the sprawling 3.5 square mile Reunion Resort. You will have your own private pool, spillover spa, STAR WARS cinema-game room with pinball, classic arcade games, and karaoke, MARVEL kids room with tube slide and double bunks, the latest Xbox Series S, a sprawling 2000 ft2 pool deck, fire pit, and even a HARRY POTTER cupboard hidden under the stairs, minutes to Disney.

Guest favourite
A spacious living room is highlighted by a large television displaying a castle scene. A cozy sectional sofa in grey is complemented by vibrant green accent chairs. A contemporary coffee table sits in front, and the kitchen area features modern appliances visible in the background.
Apartment in Four Corners
4.85 out of 5 average rating, 113 reviews

Magic Gate: Amazing Condo Near Disney Delights

Nestled in the prime locale of ChampionsGate Resort, just moments away from Disney and other major attractions, this 3BD/2BA unit awaits to make your vacation dreams come true. Spanning 1,558 Sq. Ft. has a fully equipped kitchen for culinary adventures, a cozy living room for family gatherings, a dedicated working station with desk and chair, a delightfully themed bedroom for the young, and a private game room ensuring endless family fun. Your ultimate retreat for cherished moments together!

Top guest favourite
An aerial view showcases a large pool surrounded by lounge chairs and palm trees. The pool area is defined by well-maintained landscaping, with a hot tub and a nearby shaded structure visible in the background, creating an inviting atmosphere.
Apartment in Osceola County
4.9 out of 5 average rating, 116 reviews

Stunning Orlando Condo 3 BR/2 bath, pets OK

This resort community is amazing to drive around in, let alone stay in. Just 20 to 25 minutes away from Disney World and Universal Studios and everything Orlando has to offer. Convenience stores (7-11), Dunkin' Donuts, CVS pharmacy, restaurants and grocery stores within walking distance. Three gorgeous pools and hot tub Jacuzzis, and world-class gym in the resort in this gated community with security. 5 minute drive to Champions Gate and I-4 highway. Up to 2 dogs/cats ($25/day/animal)

Guest favourite
A spacious bedroom features a vibrant yellow quilt covering a large bed, complemented by blue accent pillows. Shelves hold decorative items against a deep blue wall. Soft lighting is provided by bedside lamps, and a framed artwork adds a whimsical touch to the room.
Townhouse in Kissimmee
4.87 out of 5 average rating, 364 reviews

Be Our Guest !

Whether you’re seeking a romantic getaway or a family vacation time, our house offers you the perfect blend of comfort, style, and fun. Book with us today and enjoy your stay. Centrally located, just a short drive from theme parks and attractions, only 4 miles from Disney Explore the local restaurants, where you can savor the flavors of multicultural food. Nearby shopping centers and malls, Wal-Mart, Publix, Aldi supermarkets. Dollar Tree convenience store across the street.

Top guest favourite
A treehouse is illuminated by warm string lights, nestled among large branches under a deep blue sky. The structure features large windows allowing views of the surrounding greenery, with a cozy seating area visible inside. A wooden walkway leads to the entrance.
Treehouse in St. Cloud
4.97 out of 5 average rating, 1,078 reviews

TreeHouse in the Cloud, (Close toTheme Parks

The treehouse is a private getaway for a couple that want to experience the magic. Check out video tours on U-Tube. Type in Treehouse in the Cloud. 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; Country gem horses close to Theme parks [link] Which is 1,000 sq ft and sleeps six.

Guest favourite
A modern digital door lock is mounted on a light-colored door, featuring a keypad for secure access. A blurred plant with lush green leaves is visible in the background, adding a touch of nature to the entryway.
Guest suite in Kissimmee
4.95 out of 5 average rating, 167 reviews

It's too much like a elegant mini-hotel (5)

It's too much like a elegant mini hotel with rich artistic atmosphere! All the pictures on this page are a reflection of the real condition of the house. All the furniture has been carefully selected, and comfortable mattress and pillows will quickly accompany you into sweet dreams. The biggest feature of this house are comfort, economy and convenience. All of my houses have hosted countless friendly and courteous guests from Brazil. We will always welcome you!

Top guest favourite
An expansive pool area is surrounded by lounge chairs and palm trees, featuring a large beach-entry pool sparkling under blue skies. Nearby, a vibrant kids' water play area features a large pirate ship structure. A spacious living area is designed with light furnishings and a large TV, while a children's bedroom showcases Disney-themed twin beds with playful decor.
Townhouse in Davenport
4.99 out of 5 average rating, 121 reviews

3bd/2.5b Close to Disney °Luxury Paradise Living

Welcome To our beautiful, peaceful piece of paradise. A family friendly home! Enjoy the beautiful views, luxury decor, fine foods near you, and all this home has to offer! This home is all about creating loving memories. This beautiful home is newly built has 3 bedrooms 2.5 bathrooms, over 2,000 sqft, all new furniture, and super fast internet speed. The resort has a large beach-entry pool, kids water park, beach volleyball, mini-golf, arcade, and gym.

Top guest favourite
The image displays a resort landscape featuring various pastel-colored buildings surrounding a large pool area. A view of the tranquil lake is visible, with numerous palm trees and lounge chairs positioned near the water. The highlighted apartment is located on the second floor of one building.
Apartment in Kissimmee
4.98 out of 5 average rating, 404 reviews

Gorgeous❤️ Pool & Lake View Condo near Disney Parks

Welcome to Runaway Beach Club — your peaceful escape just minutes from the magic! With airy high ceilings and Key West-style decor, you’ll feel at home the moment you walk in. Whether you’re visiting theme parks or just want to relax, this cozy retreat is tucked away from the chaos but close to everything. Perfect for couples, small families, or business travelers. Book your stay and unwind in your own private slice of paradise!

Top guest favourite
The collage showcases various areas of the lakeside home. Highlights include a private patio dining set, a resort-style pool, a comfortable living space with a dining table, and vibrant bedrooms featuring bunk beds and colorful decor. The picturesque lake view complements the outdoor spaces.
Townhouse in Kissimmee
4.99 out of 5 average rating, 141 reviews

Lake View - 5 Miles to Disney!

This family friendly lakeside home is just five miles from your favorite theme parks and surrounded by a multitude of dining options, retail shopping, grocery stores and entertainment right outside the resort. This smart home offers high-speed internet/wifi and endless entertainment is just a voice command away. This home is located within the popular gated Encantada resort (staffed by security personnel 24 hours a day).

Guest favourite
A Star Wars themed bedroom features two twin beds with themed bedding. A decorative quilt with a pattern of star fighters is placed over one bed, while the other is dressed in a space-themed cover. A bedside table holds a lamp shaped like a lightsaber, with blue walls adorned with framed artwork.
Apartment in Kissimmee
4.91 out of 5 average rating, 187 reviews

Themed Resort Condo | Pool | Spa | Mins to Disney

The Magic Galaxy – an affordable 3 bedroom, 2 bath condo in the gated Windsor Palms resort, known for its cleanliness and thematic charm. The retreat features themes from Star Wars, Mickey Mouse, Jurassic World, and Harry Potter. Enjoy resort amenities like a pool, spa, splash pad, courts for basketball, tennis, and volleyball, a movie theater, game room, gym, Tiki bar and grill, and a sundry shop.

Popular amenities for Osceola County family-friendly rentals

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