Kid-friendly vacation rentals in Osceola County

Find and book unique kid-friendly rentals on Airbnb

Top-rated kid-friendly rentals in Osceola County

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

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Guest favorite

A Harry Potter-themed home theater is showcased, featuring castle-like structures and banners. Plush, red couches are positioned for seating, and dimensions of the room are defined by a decorative stone wall. A large screen is present, enhancing the movie-watching experience.

Vacation home in Kissimmee

4.87 out of 5 average rating, 39 reviews

BEST HOUSE! H Potter, Marvel, Princesses, StarWars

The best Orlando homes, under 10 minutes (2 miles) from Disney's Maingate! "Happily Ever After" Luxury Playhouses sleep up to 20 guests in 8 bedrooms, 4 of which are gorgeous King Master Suites with 5 stunning bathrooms. Fully stocked kitchen with Mickey dinnerware! Magical HARRY POTTER 3D home theater with Oculus/XBOX/PS4. STAR WARS, ENCANTO, MOANA, & CINDERELLA rooms full of toys & costumes for all ages/sizes! The tropical LITTLE MERMAID Pool & Hot Tub are always heated to your comfort!

Guest favorite

A screened patio is featured with a private hot tub, inviting seating options, and a small dining area. The view showcases a serene lakeside with lush greenery and soft evening lighting, creating a relaxed space for outdoor enjoyment.

Townhouse in Kissimmee

4.8 out of 5 average rating, 253 reviews

#5708 Lakefront Oasis,2 MBRs,Priv Spa,Pool,Disney

Stunning LAKEFRONT view with SOUTH exposure for all day SUNLIGHT. MODERN furniture & HARDWOOD floors! Private JACCUZI! 5 SMART TVs & FREE WIFI. 4 BDS (2 with ensuite, one on each floor) & 3.5 BATH. SS appliances, water filter and quartz counter tops. 10 mins to Disney, 15 mins to Sea World, 20 mins to Universal. Walk to Old Town, Fun Spot, restaurants and stores. Uber/Lyft/Lynx bus to Disney. Resort heated pool, water slides, fitness, tennis, restaurant/bar, mini store and 24/7 gate with guard.

Guest favorite

A private patio features a heated pool with inviting water. Comfortable seating is arranged around the pool, complemented by a grill station. An enchanting sunset casts warm colors across the sky, creating a serene backdrop for outdoor relaxation.

Townhouse in Kissimmee

4.93 out of 5 average rating, 104 reviews

"Sunnyside Up" Luxurious Townhome w/private pool

Welcome to "Sunnyside Up" a modern townhouse in the fantastic resort of Windsor at Westside. This modern spacious home has a beautiful, south-facing, spacious patio with a heated private pool & BBQ. Two modern adult bedroom with King size beds, one bedroom with a queen size bed, and two fun kids rooms, each with twin bunk beds and a full size bed in both. A spacious second lounge in the loft area gives the youngsters their own privacy. This beautiful vacation rental awaits you and your family!

Top guest favorite

A large swimming pool is set within a landscaped area, featuring a gentle curve and surrounded by lounge chairs and umbrellas. A clubhouse with a tiled roof is visible in the background, contributing to the inviting atmosphere of the gated community.

Townhouse in Kissimmee

4.99 out of 5 average rating, 102 reviews

Family friendly/Pet friendly Orlando paradise

*PET AND CHILD FRIENDLY* *Long term renters welcome* 2 bedroom 2.5 bath Townhome in gated community! 10 mins to Disney, 20 to seaworld, and 30 to universal studios. Community includes large beautiful heated pool and playground/bbq area. Professional cleaning services after each guest stay. Fully stocked kitchen with Keurig coffee, all dishes, utensils, seasonings etc. All bathrooms fully stocked with toiletries and plenty of extra towels. Patio includes chairs, gas grill, and sitting area.

Superhost

A luxurious cabana overlooks a sparkling pool, surrounded by palm trees and lounge chairs. A tray with drinks and snacks rests on a soft seating area, while the vibrant clubhouse is visible in the background, creating an inviting atmosphere for relaxation.

Townhouse in Kissimmee

4.88 out of 5 average rating, 127 reviews

Orlando Disney new House at Resort with lake view!

Renewed house in Resort with fantastic lake view and an Amazing Clubhouse. (NO resort fees) | 1 min | Old Town Kissimmee | 3 min | Publix® | 3 min | McDonald's®, Wendy's®, Miller's Ale House® and much more | 6 min | Walmart® & Target® | 7 min | Celebration | 9 min | Premium Outlet® I-4 | 9 min | DISNEY® AREA (All Parks) | 10 min | ESPN Sports | 10 min | Convention Center | 14 min | UNIVERSAL® STUDIOS | 26 min | Orlando Airport | 60 min | Bush Garden's® | 95 min | Sarasota & Clearwater

Guest favorite

A spacious living area features large glass doors that open to a scenic balcony overlooking the Arnold Palmer PGA golf course. Soft furnishings are complemented by a stylish coffee table and decorative accents. Nearby, a vibrant Star Wars-themed bedroom displays unique decor and multipurpose seating.

Condo in Kissimmee

4.95 out of 5 average rating, 163 reviews

*Sunset Perch: Views, Reunion Resort, XBox, 2Pools

This modern 3-bedroom luxury condo (with an ELEVATOR right to the door) has one of the most PICTURESQUE VIEWS in the Reunion Resort of the Arnold Palmer PGA golf course. Combining STYLISH DESIGN and LUXURIOUS COMFORT, there are 2 KING bedrooms and a playful STAR WARS themed bedroom with a classic Arcade machine & Xbox. 4 TVs with DirecTV, free high-speed wifi, your own washer & dryer, access to 6 resort pools, 2 of which are only a 3 minute walk away, and only a short drive to Disney.

Guest favorite

A panoramic view captures a vibrant community featuring a pool surrounded by lush greenery. Modern kitchen amenities are visible in a light-filled space. A cozy living area showcases comfortable seating and artistic wall decor. A serene bedroom offers a spacious bed with access to a private balcony.

Townhouse in Kissimmee

4.89 out of 5 average rating, 64 reviews

Modern Family Friendly 3 bed 2.5 bath Townhome!

Welcome to our stylish, family-friendly getaway that can comfortably host up to 6 guests! Gated community with 24-hour security. This stunning home offers a lot! Notable mentions include • Modern, baby-friendly amenities • Resort pool and kids splash pad • Outdoor covered children’s play area • Clubhouse and gym • Conveniently located near world-famous attractions Ideal for an unforgettable vacation with your loved ones. Check in 4pm, check out 11am. NO CHECKOUT CHORES!

Superhost

A whimsical children's bedroom features a castle-themed bed with a slide and light blue walls. The room is adorned with soft carpeting and a chandelier, providing ample space for play. Two doors lead to additional areas, completing the enchanting atmosphere.

Home in Kissimmee

4.88 out of 5 average rating, 56 reviews

Baby Safe w *Indoor PlayGround*

**Property Requires refundable Security Deposit**Close to Disney Parks! Home equipped for baby! Full nursery, double stroller, highchair, packnplay, outlet covers, baby gates, toys, books, bouncy, and more. Kids love the Toy Story indoor playground with ball-pit, trampoline & slide, the fun doesn't stop at Disney! 6 themed bedrooms (3 Kids & 3 Adult themes), 5 baths, appliance stocked kitchen, a movie/game loft w/ 2 queen sofa sleepers, in-ground pool and Jacuzzi with BABY GATE!

Guest favorite

The entrance to the resort, marked by a prominent sign reading 'Encantada,' is framed by tall palm trees. A spacious, shaded portico welcomes guests, and patterned tiles lead to the entrance. Lush landscaping enhances the serene atmosphere.

Townhouse in Kissimmee

4.94 out of 5 average rating, 189 reviews

Beautiful family home near all attractions.

Beautiful, spacious and impeccable townhome close to all parks and entertainment with resort amenities. We follow Airbnb's enhanced cleaning protocol, which was developed with expert guidance. Here are a few highlights: *We sanitize high-touch surfaces, down to the doorknob. *We use cleaners and disinfectanst approved by global health agencies, and We wear protective gear to help prevent cross-contamination. *We clean each room using extensive cleaning checklist.

Guest favorite

The image presents a four-part collage, featuring a bright bedroom with two spacious beds adorned with decorative pillows, a private hot tub surrounded by nature, a resort pool with loungers and a water slide, and a clubhouse area with expansive outdoor seating and vibrant landscaping.

Townhouse in Kissimmee

4.87 out of 5 average rating, 115 reviews

♥Disney-3 Miles from ♥Private HotTub ♥to Top♥ Resort

Our gated-community townhouse offers a resort feeling with all the comforts of home, peaceful & quiet, yet central to Disney, Old Town, and all major attractions. After an exciting family day, relax in your private patio hot tub and enjoy the nature, or soak up some sun poolside at the resort. Fun for adults and kids of all ages! Also enjoy the resort tennis courts, pool table, gym, restaurant, and poolside snack bar! NO RESORT FEES! FREE PARKING!

Guest favorite

Colorful cottages with light-colored exteriors are framed by palm trees, situated along a paved road. Each cottage features a porch with white railings, creating a charming, welcoming appearance. The bright sky is dotted with clouds, enhancing the visibility of the well-maintained grounds.

Cottage in Kissimmee

4.86 out of 5 average rating, 456 reviews

Yay! Cool Tiny Home Near All the Parks (98)

Located in the middle of it all. Hundreds of restaurants/shopping/grocery stores/pharmacies. You will love our great porch and the quiet atmosphere. One awesome thing about our neighborhood is that even though it is centrally located, you cannot hear any noise. 15 minutes from Disney, Sea World and Universal!! Deer, raccoons, and large water birds walk down the streets. Our cottage is great for families, couples, solo adventurers or business travel.

Guest favorite

An aerial view of a clubhouse surrounded by lush greenery, featuring a circular swimming pool. Sun loungers are arranged around the pool, and a winding path leads to a nearby pond, enhancing the serene environment.

Home in Kissimmee

4.88 out of 5 average rating, 125 reviews

Flexible Early Check ins / Late Check outs*

Thanks for checking out our listing! 😊 Not sure which Airbnb to choose? Feel free to message us with any questions—💬 we're here to help! We’re a family of passionate travelers eager to provide you with a memorable experience. ✨ If you stay with us, you'll find thoughtful details throughout the house, perfect for both kids and adults! 🎉 After all, we all come to Orlando to PLAY, don’t we? 🎢🎈