Family-friendly vacation rentals in Osceola County

4.87 out of 5 average rating, 243 reviews

Home in Kissimmee

3 bedroom Villa in Kissimmee

The villa is in a residential area within a 5-min drive to local amenities including, a pharmacy, 3 supermarkets and 2 gas stations. The property is between 15 - 40 mins drive from Disney, Epic Universe, SeaWorld, Gatorland & Universal Studios. Orlando International Airport is only about 17 mins drive away. Osceola Heritage Park, the home of the world’s largest collector car auction is only 4 mins drive from the villa. The Florida Turnpike that runs through Miami is 6 mins from the property.

Superhost

4.89 out of 5 average rating, 136 reviews

"Sunset Hideaway" - Enchanted Lakeside Retreat

Discover our luxurious 2100 sq ft, four-bedroom townhouse near Orlando's magic! A vast open-plan lounge meets a gourmet kitchen with a grand island. Step out to a sunlit pool deck facing a serene lake, perfect for Florida sunsets. Dine outdoors, watch TV, or sunbathe. Enjoy a ground-floor queen room with a spa-like ensuite. Upstairs, relax in a plush lounge with a TV and Xbox, sleep like royalty in the King En-Suite, or dive into themed rooms of Avatar and Mickey. Luxury and enchantment await!

4.83 out of 5 average rating, 449 reviews

Villa in Kissimmee

Step Free 7BDR, Pool, Spa, Game Room, Disney Area!

Fantastic, Comfortable house, 7 large Bedrooms, 4.5 Bathrooms in a gated community with Private Pool/Spa and Game/Movie Room. Well equipped kitchen, high speed internet, Smart TVs. The Location is absolutely perfect! Ground floor is 100% step free making easy, safety and comfortable for a person with a disability or elderly ones. Downstairs Master Ensuite is 100% step free with huge attached bathroom: walk-in shower with bars and bench. A Modern, Cozy and Convenient, Family Friendly Property!

4.9 out of 5 average rating, 125 reviews

Cottage in Lake Wales

The "Little ‘Toa" Ideal for short & long stays!

Welcome to the Little TOA, Central Florida's fishing, hunting and winter get away. The house sits just off the Kissimmee River which is part of the Kissimmee chain of lakes, connecting Lake Hatchineha and Kissimmee. This will be a great spot for you and your buddies or family for a short weekend trip or an extended stay. Come see old Florida, the area holds many things to occupy your vacation time. *Your pet is welcome, please let me know ahead of time. There is a one time fee for pets.

4.84 out of 5 average rating, 325 reviews

Comfy 3 bdrs w/private jacuzzi 5 min *Disney*

This spacious and recently upgraded decor townhouse is located in the beautiful Regal Oaks Resort. Regal Oaks is a private, gated Vacation Home Community and Resort. Located just a few minutes away from the traditional Old Town parks,shops and dinning and only 20 minutes away from Disney,this house will bring much fun to families, friends and groups looking for a weekend of fun or enjoy the great theme parks around. ** NO CARPETS **free parking, wifi and all resort’s amenities

4.96 out of 5 average rating, 988 reviews

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.

Superhost

Home in Kissimmee

4.89 out of 5 average rating, 166 reviews

Luxury Disney Vacation Home on Reunion Golf Resort

This 5 bedroom Luxury family vacation home has one of the most picturesque views in all of Reunion, located on the 14th fairway of the Jack Nicklaus course. 2 MASTER SUITES which looks over your private POOL & SPA. All rooms are professionally decorated with a Disney and a Harry Potter room. Your family will stay busy with the arcade, ping pong table and a large number of board games for all ages. Pool area has a basketball net, New WEBER BBQ and Kamado Joe

Superhost

Condo in Kissimmee

4.76 out of 5 average rating, 258 reviews

King Bed Small Studio Disney World Universal

Welcome🌞! This unit is on the first floor! Your much deserved fun vacation away from home starts here 😎! Llocated in the heart 💗 of Walt Disney World and all Kissimmee and Orlando best fun spots 🎢! Includes 1 King size bed. Just added BIG SMART TVs with Disney+, Netflix, Amazon Video perfect for relaxing after a fun-filled day.✨ 🚗 NEED A CAR? Ask us about our 8-passenger minivan. You can plan your stay and car rental all in one go. Ask us for the link!

4.86 out of 5 average rating, 650 reviews

Guest suite in Kissimmee

Private Studio in POOL home

Hello travelers! 😀 We offer a portion of our smoke-free home with a King sized bed, a large private bathroom with a Jacuzzi tub, and a Harry Potter play area accessed by rock climbing wall. The mini kitchen has a microwave, bread toaster, coffee maker, and refrigerator. There's an internet TV in the area with access to Roku. The pool and garden areas are shared with my family and another set of travelers. We are happy to offer our studio to travelers.

4.94 out of 5 average rating, 212 reviews

Relaxing Resort Stay Hot Tub Lake View Near Disney

Escape to this relaxing 2-bedroom townhouse in the gated Regal Oaks Resort, just 15 minutes from Disney! Enjoy your own private hot tub overlooking a peaceful lake, unwind after park days, and take advantage of resort-style amenities like pools, water slides, a fitness center, and a kids' club. Whether you're planning a family vacation, couples’ getaway, or multigenerational trip, this home offers the perfect mix of comfort, convenience, and fun.

4.89 out of 5 average rating, 294 reviews

Disney fireworks new house - 5 minutes to Disney

Welcome to our beautifully decorated 2-store Townhouse only 6 miles away from the Disney Parks and many other attractions. You will have the entirely house for yourself and your family while enjoying your vacation in Florida. We have sought to equip our home to a high standard and to anticipate your needs for a luxurious stay. We truly believe that our home is special based on 4 main reasons: Location, Security, Decoration and Comfort.