Cabin holiday rentals in Osceola County

Authentic Disney Fort Wilderness Cabin near WDW

Genuine Disney cabin purchased in 2024 from Fort Wilderness at Walt Disney World. These are authentic Disney cabins located only 2.8 miles from WDW and upgraded with extra Disney accents, style & decorative flavor. Great for families w/children for a long stay at a resort with pool, mini golf, playgrounds, dog park & wonderful amenities on site. Walking to shopping, restaurants, nature & entertainment. 10 minutes drive to Disney, 18 to MK, 16 min. To Hollywood, etc. Bus to MK through Celebration

“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!

Beautiful lakeside retreat cabin

Come and unwind in this beautiful two bedroom, one bath furnished cabin located at a beautiful lakeside retreat. Cabin features a Queen bed in master, two twins in second bedroom and a sleeper sofa in the living room. Full kitchen and bathroom with towels and linens provided. Patio out front to enjoy cooking on the charcoal grill while the sun sets on the lake. Family owned resort with high reviews for cleanliness and overall experience. Close to Bok Tower Gardens, LEGOLAND and Orlando parks.

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!

Lake Rosalie Retreat

Welcome to Oakasa Nestled beneath majestic oaks on three peaceful acres, Oakasa is a charming lakefront cabin where time slows down and memories come easy. Whether you're sipping coffee, casting a line off the dock, or watching the sun rise over Lake Rosalie, this is the kind of place that helps you breathe a little deeper. Our cozy 2-bedroom, 2-bath cabin is perfect for couples, families, or friends looking to unplug and unwind. Book your escape today, the lake is calling.

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.

Westgate River Ranch Cabin 3

Private cabin with wrap around porch. Relax with the whole family at this peaceful place to stay. It’s an authentic dude ranch. Ride horses, watch a rodeo, and float in a lazy river. Propane gas grill, full kitchen. One private bedroom, Murphy bed, and pull out couch. Petting zoo on property.