Family-friendly vacation 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 favorite

Villa in Osceola County

*Private Golf-Front Oasis with Pool, Spa & Cinema

Escape to one of Reunion Resort's most unforgettable homes, where luxury meets nonstop fun just minutes from Disney. Enjoy your private pool & spillover spa on the sprawling 2,000 sq ft pool deck, then take in golf course views from the separate fire pit terrace & balcony. Inside, discover a Star Wars theater/game room with digital pinball, arcade games & karaoke, a Marvel kids' suite with tube slide, Xbox Series S, and a hidden Harry Potter cupboard. Perfect for unforgettable family vacations.

FamilyKitchenAccess

4.99 out of 5 average rating, 153 reviews

Top guest favorite

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

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

"Guest favorite" - This home is in the top 5% of eligible listings based on ratings, reviews, and reliability. Comfort and Space in an Elegant home with a lot of amenities, 4Bed/3Bath. Private Movie Theater, Game Room, Pool and Themed Rooms. A well equipped Kitchen, Laundry, 3 parking spaces, WiFi, Smart TVs. Located at Crystal Cove Resort, a gated community, close to Disney. Few minutes to Walmart, Target, Sams Club, Publix, Outlets, Restaurants, Disney, Sea World, OCCC, EPIC and Universal.

FamilyIndoor spacesWifi

4.87 out of 5 average rating, 456 reviews

Guest favorite

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.

Condo in Osceola County

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)

KitchenFamilyCondition

4.9 out of 5 average rating, 127 reviews

Top guest favorite

Home in Kissimmee

Near Disney | Heated Pool, King Bed, Arcade

✨ Family-Friendly Retreat Near Disney in a gated, safe & quiet community 🏰 Loved by guests for its cleanliness, comfort, and fast communication. 🏊‍♂️ Unwind after park days in your private HEATED pool 🍔 Enjoy the outdoor BBQ for easy family meals 🎮 Have fun in the upgraded game room with pool table, ping pong, foosball, and a retro arcade ⭐ Hosted by 3 experienced Superhosts known for quick, reliable replies. A perfect balance of fun and relaxation. Book now as dates fill fast!

FamilyKitchenWalkability

4.97 out of 5 average rating, 184 reviews

Guest favorite

Aerial view of the pool area shows vibrant water slides winding through landscaped surroundings. Multiple swimming pools can be seen, complemented by palm trees and open spaces. Sun loungers are arranged around the pools, offering ample relaxation spots for guests.

Apartment in Kissimmee

Apartment in Four Corners

Escape to this stylish 2-bedroom, 2-bathroom condo, perfect for families or friends seeking a memorable getaway. Enjoy spacious living area, complete with a comfortable sofa bed, and a fully-equipped kitchen. Relax in luxury with a king-size bed and en-suite bathroom. Access at NO ADDITIONAL cost to world-class pools, a lazy river, and a fitness center . Enjoy complimentary Wi-Fi and parking Located in the heart of Champions Gate, Aprox. 15 mins to Disney Parks & 30mins to Universal

KitchenFamilyOutdoor spaces

4.9 out of 5 average rating, 107 reviews

Top guest favorite

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

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.

FamilyKitchenAmenities

4.97 out of 5 average rating, 1167 reviews

Superhost

A modern two-story house is showcased, featuring a bright exterior and a spacious driveway. Lush green grass surrounds the property, while palm trees add a tropical touch. Large windows on the upper level allow for ample natural light, highlighting the clean lines of the architecture.

Home in Buenaventura Lakes

Villa Resort Club

LUXURIOUS VILLA - SUPER BEAUTIFUL NEIGHBORHOOD POOL HEATER HOUSE - Have fun with the whole family in this modern style home, you will love the picnic area in front of the house , the play area and pool with heater , a spacious artificial grass place to play your children and in a very trankila area near the Disney parks and the MCO airport. YOU WILL LOVE THE HOUSE Local utility or county personnel may access exterior areas for maintenance without prior notice.

Indoor spacesFamilyParks

4.88 out of 5 average rating, 171 reviews

Top guest favorite

Home in Davenport

Magical 2 pool-Spa & Game Room Villa near “Disney”

Looking for stay away from the crowd but yet close to Disney ? This private pool themed home is perfect to complete your Dream Disney family vacation you always wanted. 15 miles /Magic kingdom -13 miles from Disney springs -15 miles from Epcot center -25 miles / 30 Universal Studios Make your stay Magical with our custom made themed rooms Star Wars play area and kitchen Romantic master Arabian night Avatar pandora Moana bedroom Just less than 2 miles from I4 hw

KitchenFamilyParking

4.97 out of 5 average rating, 144 reviews

Top guest favorite

A well-maintained exterior showcases a single-story house with a blue garage door and driveway, framed by a lush lawn and shaded trees. Inside, a bright living area is highlighted by modern decor and a large smart TV. A private screened pool is visible, surrounded by seating.

Home in Kissimmee

10 Minutes to Disney King Bed, Heated Pool, Arcade

✨ Perfect family getaway just minutes from Disney magic! ✨ This spacious 4-bedroom home sleeps 9 and features 2 king beds, 4 full beds, and 1 twin, plus fun Mickey Mouse & Minion themed rooms kids love. Unwind in your private screened pool, enjoy the game room with arcade games, ping pong, foosball & pool table, or relax with cozy board-game nights. 🏰 Animal Kingdom 10 mins Epcot & Hollywood Studios 15 mins Book now and start making unforgettable family memories!

FamilyKitchenHeating

4.98 out of 5 average rating, 112 reviews

Top guest favorite

A unique sleeping area features a round bed designed to resemble a giant clam shell. Vibrant murals depicting underwater scenes adorn the walls, complementing the ocean-themed decor. Soft curtains in shades of green flow down from the ceiling, adding color to the tranquil space.

Home in Davenport

Royal Retreat Disney Themed Pool Home, Arcade, Theater

Welcome to The Royal Retreat. Located just 10 miles away from the entrance of WDW, our rental is the perfect place to stay for your Disney vacation. Our 5 star home features 8 themed bedrooms and 5 bathrooms, a fully-equipped kitchen, private heated pool, private arcade, home theater & BBQ! Free Pool heat & the 1st tank of propane for the BBQ are included. Booking with us includes full access to the Champions Gate Clubhouse, Oasis Resort and Retreat Club!

Indoor spacesFamilyCleanliness

4.96 out of 5 average rating, 116 reviews

Superhost

Camper/RV in Lake Wales

Cozy RV/Camper and Campsite.

WELCOME TO RANCHO Pura Vida ! "Where Memories are Made" Relax with the whole family at this peaceful place to stay. -ABOUT THE PROPERTY- This's a privately owned, Beautiful RV lot, fully equipped with everything you'll need for your stay. Bring nothing but the one's you love, food and drink. ¡ FREE GOLF CART INCLUDED ! For your convenience so that you can enjoy all the amenities that Westgate and River Ranch has to offer !

FamilyIndoor spacesPool

4.91 out of 5 average rating, 109 reviews

Top guest favorite

Home in Kissimmee

Lux Disney Villa | Pool, Theater/games | Sleeps 22

Epic 10-bedroom themed luxury villa near Disney — sleeps 22 — with private pool & hot tub, movie theater with reclining seats, and a Marvel/LEGO arcade featuring racing simulators, air hockey, foosball & pinball. Includes elegant king suites and magical kids’ rooms (Toy Story, Star Wars, Minions, Beauty & the Beast). Perfect for multi-family getaways — just 20 minutes from Magic Kingdom.

Indoor spacesFamilyCheckout

4.99 out of 5 average rating, 137 reviews