Cabin vacation rentals in Lake Kissimmee

“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

Refugio seguro VIP

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 / Disney Fort Wilderness Cabin

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!

Lakefront Cabin in Private Woods - Central Florida

Located in the "Heart of Florida." Halfway between Tampa & Orlando. Beaches are only 75-90 miles to either coast. Previous guests describe: Breathtaking sunrises. Wide-open views. A cozy and comfortable space. Perfect for relaxing & recharging. An oasis of serenity on a quiet lake—total privacy. Immaculate. Squeaky-clean. Frequent wildlife sightings. Thoughtfully stocked with amenities. Truly a home away from home… a little piece of heaven. *Please read additional house rules before booking*

New Years Eve! Westgate River Ranch Resort & Rodeo

Rockin New Year's Eve! Available Fri. 12/26 - Fri. 1/2/26 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 Privately XL Luxury Cabin on 1,700 Acres of lush land. Award-winning live Rodeo Saturday nights! Wraparound porch rocking chairs! Nature!

Sunrise on the Lake: Make Offer Winter '26

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.

Cozy two bedroom cabin at lakeside retreat

Relax with the whole family at this peaceful lakeside retreat. This charming two bedroom, one bathroom cabin is fully furnished with a queen bed in the master, two twin beds in the spare and a small sleeper sofa in the living room. Close to Bok Tower Gardens, LEGOLAND, and across the lake from Bella Cosa Wedding venue. Full kitchen and bathroom with towels and linens provided. Consistent high reviews for cleanliness and overall experience. Family owned campground on Lake Pierce.

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.

Vintage 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, 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!

Lakefront 3BR+Loft, Jacuzzi, Games, Sleeps 12

Relax and unwind at this spacious lakefront retreat! This 2-bedroom, 2-bathroom home with a loft comfortably sleeps up to 12 guests. Enjoy stunning lake views while soaking in the jacuzzi or challenge friends to a friendly game of ping pong, foosball, or shuffleboard. Whether you're looking to relax by the water or have some fun indoors, this property has it all. Ideal for family getaways, group retreats, or special celebrations.

El Rancho

Relax with the whole family at this peaceful place to stay. where nature, adventure and peace of mind come together to elevate your vacation. From Horseback riding, petting zoo, archery, swamp buggy ride, fishing, Rodeo Night Every Saturday!!!! Airboat ride, bike rental, golf cart rental, restaurants or cook at the cabin with our full kitchen. Enjoy sunsets and nature walks