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Family-friendly holiday rentals in Osceola County

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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
A modern living area features a plush blue sectional sofa complemented by two stylish lounge chairs. A light area rug sits under a chic coffee table, while large sliding glass doors provide a view of the outdoors and allow natural light to enhance the space.
Apartment in Kissimmee
4.93 out of 5 average rating, 200 reviews

3171-206 Resort Lake View Disney Universal Orlando

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, 148 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!

Guest favourite
A bright dining area with a large table set for meals overlooks a modern kitchen with amenities, including stainless steel appliances. A cozy bedroom features a bed adorned with black and red accents. An aerial view displays a vibrant resort pool area with water slides and lounging spaces.
Townhouse in Kissimmee
4.91 out of 5 average rating, 382 reviews

Waterpark, Mini Golf, Batting Cage | Near Disney!

**Waterpark closed for maintenance from January 5th to February 5th, 2026** (See photo 7 in album for details) Located just minutes from Disney World & steps from restaurants. Your reservation will give you access to the resort’s amenities for up to 6 people without an additional charge! ✪AMENITIES✪ FantasyWorld amenities include: -Lazy river -Water slides -Heated pools -Pool bar -Splash pad -Jacuzzi -Gym -Picnic & BBQ areas -Playground -Arcade -Batting cage -Sports courts -Mini golf & more

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, 114 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
Townhouse in Four Corners
4.96 out of 5 average rating, 180 reviews

Near Disney/Kid-Friendly/Disney-Themed/Water Park

Your magical vacation starts here! Just 15 minutes from Disney World, this beautiful, family-friendly home offers luxury, themed rooms, and fun, perfect for creating unforgettable memories. The home is located in the ChampionsGate area. It has 3 bedrooms, 2.5 bathrooms, modern furniture, and super fast internet. You will have free access to the Enclaves at Festival amenities center which features a large beach-entry pool, kids water park, beach volleyball, mini-golf, restaurant, and gym.

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
The dining area features a modern table set with grey chairs, adorned with red napkins and dishes. A large mural of Mickey Mouse adds a playful touch to the wall. The kitchenette, equipped with sleek white cabinets and appliances, is visible in the background.
Home in Four Corners
4.92 out of 5 average rating, 102 reviews

Mickey and Donald

The Mickey and Donald house was decorated with joy and friendship in mind, mainly featuring Mickey, Minnie, Donald, and Daisy. Each area of the house is cute, stylish, and fun; Some of the highlights include the adorable Donald and Daisy bedroom, and the gorgeous Mickey Mouse mural in the dining area.There’s something for everyone in the family in this vibrant house that is sure to make for many happy vacation memories, also a equipped kitchen, laundry and free access to 2 clubhouses.

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, 1,079 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.

Top guest favourite
A keyless entry system can be seen installed on the door, featuring a numeric keypad for access. In the background, soft, colorful curtains frame a window, while a glimpse of a bed with decorative bedding is slightly blurred, suggesting a cozy sleeping area.
Guest suite in Kissimmee
4.91 out of 5 average rating, 159 reviews

It's too much like a elegant mini-hotel (2)

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
The image showcases a colorful resort with pastel-colored buildings reflecting on a calm lake. Lush greenery surrounds the area, enhancing the tranquil setting. A clear blue sky is visible, with a playful Mickey Mouse graphic indicating proximity to Disney World.
Apartment in Kissimmee
4.98 out of 5 average rating, 294 reviews

Amazing ❤️ Water View Condo near Disney & Universal

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, 142 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).

Popular amenities for Osceola County family-friendly rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Family-friendly home rentals with a hot tub

Guest favourite
An inviting living space features a modern gray sofa centered around a round coffee table, set on a plush area rug adorned with a playful pattern. A wall-mounted fan circulates air beneath a vibrant Mickey Mouse artwork, while a dining table for four is positioned nearby.
Apartment in Kissimmee
4.94 out of 5 average rating, 171 reviews

🏖 Resort Condo | 🎢 2mi -> Disney | 💦 Waterpark Fun

Top guest favourite
A collage of inviting spaces within the townhome is displayed. It includes a cozy living area with seating, a modern kitchen with granite countertops, and two colorful bedrooms, showcasing unique decor. A welcoming sign stating 'Be our Guest' is prominently featured.
Townhouse in Kissimmee
4.96 out of 5 average rating, 226 reviews

BE OUR GUEST! Close to Disney and Universal - Pool

Top guest favourite
A spacious living area features a large leather sofa and wall art, creating an inviting space. The open-concept layout connects to the kitchen and dining area, while large windows allow natural light to fill the room. A vibrant resort-style pool area and water slides are visible outside.
Apartment in Kissimmee
4.96 out of 5 average rating, 153 reviews

Disney Oasis

Top guest favourite
A patio area is presented under a covered porch, featuring a round table set for two with a white tablecloth and colorful cups. Two comfortable chairs with blue cushions are positioned around the table. A scenic view of a lake with greenery can be seen in the background.
Apartment in Kissimmee
4.83 out of 5 average rating, 145 reviews

Stunning view, near Disney.

Top guest favourite
The image showcases a resort pool surrounded by lounge chairs with palm trees in the background. A comfortable living area features a sectional couch and large windows allowing natural light. A themed bedroom displays a bed with a Mickey Mouse design. A backdrop of Cinderella Castle and Disney characters concludes the collage.
Apartment in Kissimmee
4.94 out of 5 average rating, 103 reviews

Fireworks Nightly Penthouse, Two Exits From Disney

Top guest favourite
An aerial view of the pool area features two pools surrounded by lush greenery and palm trees. The shallow pool has a unique shape with lounging areas, while the larger pool offers numerous sunbed arrangements. Gazebos are visible near the water's edge.
Cottage in Kissimmee
4.96 out of 5 average rating, 206 reviews

Magical Family Escape | Disney | Epic Universe

Superhost
A spacious living area features a blend of modern and mid-century design elements. A large wooden dining table is accompanied by comfortable seating, while a green feature wall and decorative plants add a touch of nature. Light filters through the windows, illuminating the inviting space.
Townhouse
4.91 out of 5 average rating, 143 reviews

Disney Themed Townhome- 5 miles to Disney Property

Superhost
Home in Kissimmee
4.77 out of 5 average rating, 338 reviews

Free Waterpark! Fantasy World - Fun at BnB

Family- and pet-friendly home rentals

Top guest favourite
The exterior of a single-story home is presented, featuring a paved driveway leading to a two-car garage. Lush green grass surrounds the house, and palm trees are positioned near the entrance. A colorful sunset sky provides a picturesque backdrop.
Villa in Kissimmee
4.99 out of 5 average rating, 140 reviews

Beautiful home. Private pool. Close to Disney!

Top guest favourite
The cottage features a charming exterior with bright yellow siding and a classic gabled roof. Lush palm trees and manicured hedges frame the entrance, which includes a welcoming porch with yellow chairs. Large windows allow natural light to enhance the inviting facade.
Cottage in Kissimmee
4.98 out of 5 average rating, 124 reviews

1BD Cottage "Limoncello" in Margaritaville

Top guest favourite
A home cinema room features a large flat-screen TV displaying a film scene. The walls are painted blue and red, and plush seating is arranged in front of the screen. Decor includes framed posters and a Mickey Mouse silhouette, creating an engaging entertainment space.
Villa in Kissimmee
4.86 out of 5 average rating, 430 reviews

OMG! Disney Area, Movie Theater, Game Room & Pool!

Guest favourite
A wooden barrel sauna is situated in a serene garden space surrounded by bamboo. The sauna features two benches and a wooden door, with soft lighting highlighting its natural texture and the tranquil atmosphere of the area.
Campervan/Motorhome in Lake Wales
4.85 out of 5 average rating, 113 reviews

Bamboo Bus -Sauna/ Pool/Fire pit/Grill

Guest favourite
The master bedroom features a spacious bed with a tufted headboard, complemented by a decorative mirror and framed artwork. Natural light streams in through a large window, revealing views of greenery. A warm color palette and wood accents create a relaxing atmosphere.
Apartment in Kissimmee
4.94 out of 5 average rating, 137 reviews

*NEW* Adventureland Stay / Sleeps 6 / Near Disney

Top guest favourite
A spacious outdoor area is visible, featuring a brick patio that opens towards a calm body of water. Nearby, a wooden dock extends into the water, surrounded by greenery and a few lounge chairs. A peaceful landscape is highlighted by gently waving trees.
Cabin in Haines City
4.98 out of 5 average rating, 203 reviews

Nearby Legoland,Disney,Universal,Seaworld and more

Guest favourite
The exterior of the Westgate Vacation Villas showcases an elegantly designed building with multiple levels. Soft lighting from street lamps illuminates the entrance. Rows of golf carts are parked in front, surrounded by manicured landscaping and palm trees under a clear blue sky.
Apartment
4.86 out of 5 average rating, 127 reviews

Westgate Vacation Villas - 1 Bedroom

Superhost
Townhouse in Kissimmee
4.79 out of 5 average rating, 229 reviews

Thematic, New Townhouse, Private Pool, Clubhouse

Family-friendly home rentals with a pool

Guest favourite
A spacious living area showcases a gray sofa adorned with decorative pillows. A dark rug sits beneath the seating arrangement, while a dining set with light wooden chairs and a round table is visible in the adjacent open-concept kitchen. A ceiling fan and floor lamp provide ambient lighting.
Flat in Kissimmee
4.87 out of 5 average rating, 91 reviews

Relax in Cozy Apt 1/1 near to Disney

Guest favourite
Apartment in Kissimmee
4.88 out of 5 average rating, 76 reviews

Disney 2BR Condo • Balcony • Storey Lake

Top guest favourite
The villa features a modern exterior with a sloped roof and a two-car garage. Palm trees are landscaped around the front yard, which is bordered by well-maintained grass. A clear blue sky provides a bright backdrop to the welcoming entrance.
Home
4.87 out of 5 average rating, 260 reviews

3 bedroom Villa in Kissimmee

Guest favourite
A resort-style pool area is surrounded by palm trees, with loungers and umbrellas providing shade. The sun casts a warm glow over the water, reflecting the clear blue sky. Paved stone surfaces are lined with colorful seating arrangements, creating an inviting social space.
Townhouse in Kissimmee
4.97 out of 5 average rating, 29 reviews

Enchanting Escape|Private Hot Tub|Near Disney

Top guest favourite
A modern tiny home features a welcoming front porch with white railings, accessible by stairs. Large windows allow ample natural light, and the residence is surrounded by well-kept grounds. A driveway is visible in front, providing convenient parking.
Tiny home in Kissimmee
4.93 out of 5 average rating, 180 reviews

Tiny Vacation Home Stay Near Disney & Universal

Top guest favourite
The living area features a brown leather sofa, two green accent chairs, and a wooden coffee table atop a grey rug. A dining area with metal chairs is visible in the background, along with kitchen cabinetry and pendant lighting that provides a modern touch.
Apartment in Four Corners
4.96 out of 5 average rating, 54 reviews

Condo Near Theme Parks!

Top guest favourite
The living area features a spacious gray sectional sofa arranged around a white coffee table, with decorative items adding style. A large window provides natural light, complemented by modern shelving and a lamp. The open kitchen is visible in the background, emphasizing a comfortable layout.
Flat in Kissimmee
5 out of 5 average rating, 67 reviews

Modern Luxury Kissimmee Retreat

Guest favourite
Apartment in Kissimmee
5 out of 5 average rating, 12 reviews

Moana Adventure Suite Near Disney

Destinations to explore