Cabin vacation rentals in Osceola County

Authentic Disney Fort Wilderness Cabin near WDW-1

Authentic Fort Wilderness family cabin from Walt Disney World upgraded with extra classic Disney style. Welcome to our family vacation home in Kissimmee next to Celebration. 9 min. to WDW arch 18 min. to Magic Kingdom (no I-4 traffic) Sea World & Universal also nearby Beaches 1 hr. drive Shop, dining & bus service to WDW all walking distance Accommodates a large family: Full bathroom Full kitchen Queen bed 2 bunk beds Pull out double bed sofa Fold up cot All Disney quality Not Disney affiliated

New Year's Eve Westgate River Ranch Resort & Rodeo

Rockin New Year's Eve! Available Fri. 12/26 - Fri. 1/2 XL Grand Luxury Cabin # 1 Desirable Week! Sleeps 8+ BYO air Mattresses (1 King Bed 1 Queen Bed 2 Queen Sofa Beds) Pet Friendly** Experience an Unforgettable family vacation where the old-West meets modern amenities! Florida's only Authentic Dude Ranch at Westgate River Ranch Resort & Rodeo. Exclusive Private XL Luxury Cabin on 1,700 Acres of lush land. Award-winning live Rodeo Sat. night! Wraparound porch rocking chairs! Water Park! Nature!

“Tailypo” - Charming Newly Remodeled Studio Cabin

Welcome to our little cabin affectionately called “Tailypo”. What was once the original homestead shack over time had become a rundown ransacked shed that we jokingly called Tailypo reminiscent of the shack in the spooky classic tale. We didn’t have the heart to see it rot away so little by little we have restored the one room shack including reusing the original cypress cladding, refinishing the old wood floor, skinning an interior wall with the original tin roofing, mixed with modern amenities

VIP Safe Haven

This beautiful cabin is located in one of the best areas, privileged by its proximity to Disney parks (10-15 minutes), supermarkets, pharmacies, and restaurants (less than 1 mile). This spectacular cabin, small but cozy, gives you the tranquility you are looking for to rest or spend a few days relaxing. It has a pool to enjoy the beautiful Florida sun. Our guests have always been satisfied with the maintenance of our cabin. Visiting our cabin is like repeating the experience of having been here.

Mouse House Cabin/ Legacy Disney Fort Wilderness

Book July & August = Free Gift! Welcome to our cozy cabin, straight from Disney’s Fort Wilderness! This one-bedroom retreat sleeps six comfortably, featuring a queen bed, bunk beds, and a pull-out sofa. Enjoy the charm of original Disney furnishings alongside updated smart TVs for modern convenience. Relax on the spacious front deck with a picnic table, or take advantage of the resort amenities: pool, hot tub, game room, and fitness area. Perfect for a magical getaway with family and friends!

Tiny Home• "Winnie‑the‑Pooh"• Loft•" Near Disney"•

Enjoy a cozy and charming stay in this Winnie‑the‑Pooh themed tiny cabin, perfect for families and couples visiting Disney. The space includes a fun loft for kids, a comfortable bedroom, a clean bathroom, and a small coffee area for relaxing mornings. You'll also have access to the community pool and free parking. Located in a quiet and safe area of ​​Kissimmee, the cabin is just minutes from Disney, shops, and restaurants. I'm always available to make your stay smooth and enjoyable.

Sunrise on the Lake

Savor gorgeous sunrises year round from our lakeside cabin. Nestled among citrus groves in a very quiet neighborhood, you'll be minutes from town & Webber Univ; only 35-60 minutes from Disney, Legoland, Orlando, Winter Haven, Lakeland & Sebring. Enjoy a spacious lakeview bedroom, living room with dinette, bathroom & kitchen. Amenities for your stay: high-speed wifi, off-street parking, private sandy beach & access to 2 patios—perfect for dining al fresco. Contact us for special rates.

Hidden Disney Cabin- Close to parks!

Escape to our peaceful, gated retreat just 20 minutes from the theme parks. Nestled in nature, this unique retreat features three vintage cabins originally used by Disney, offering a magical and cozy stay. Enjoy the outdoor pavilion with yard games, picnic tables, a fire pit, an outdoor pool and a barbecue grill—perfect for relaxing after a day of adventure. Whether you're a Disney fan, a tourist, or a local seeking a getaway, this one-of-a-kind experience is waiting for you!

Relax Away Retreat | Cozy Cabin

Book with us now and receive access to all of these amenities: •Lightning Fast Internet •Mini Golf & Plenty of Games •Private Fire Pit •Private Swinging Bench •Covered Patio •Safe Gated Location •Keypad Entry Door •Comfortable Queen Sized Bed •TV (Adjustable) •Modernized Brand New Full Bathroom •Outdoor Dining Area •Kitchen, Fridge/Freezer, & Breakfast Nook •Complimentary Coffee & Breakfast •Cooking Equipment •Nearby All Major Attractions •And Much More! Book with us now!

Adorable cabin at lakeside retreat

Come and stay in this charming one bedroom, one bathroom cabin. Fully furnished with comfortable leather sofa and electric recliner, this cabin offers a comfortable King bed for a relaxing night's sleep. Full kitchen and bathroom with linens and towels included. This cabin is located at a peaceful lakeside retreat in Central Florida. Close to LEGOLAND, Bok Tower Gardens and Orlando attractions, this is a unique opportunity to connect with nature and find your inner peace.

Updated River Ranch Cabin + Golf Cart

If you’re looking in River Ranch, you already know how much fun there is to be had! There are tons of resort attractions including a water park, weekly rodeo, and horseback riding available. Or you can hang out, watch one of our smart TVs with Starlink Internet access and play some corn hole. Enjoy the use of our golf cart to cruise around the resort in style with LED lights and a Bluetooth soundbar. Community pool + hot tub access included.

The porch

Welcome to our charming cottage — a warm and inviting getaway created for those who love comfort and simplicity. Our tiny home combines rustic character with modern conveniences, offering the ideal spot to relax on the porch with your loved ones and take a peaceful break from daily life. Perfectly situated close to great restaurants, shopping centers, and only 4 miles away from Disney World and other popular attractions.