Cabin holiday rentals in Winter Haven

5 out of 5 average rating, 27 reviews

Authentic Disney Fort Wilderness Cabin near WDW-2

Authentic Fort Wilderness family cabin from Walt Disney World upgraded w/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 large family: Full bathroom Full kitchen Queen bed 2 bunk beds Pull out double bed sofa Fold up child’s cot All Disney quality Not Disney affiliated

4.88 out of 5 average rating, 33 reviews

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.

A cozy cabin exterior features natural wood siding, complemented by vibrant green doors. A spacious front deck with a railing offers seating, while a picnic table sits on the grassy area nearby, surrounded by lush trees and foliage.

4.98 out of 5 average rating, 47 reviews

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!

5 out of 5 average rating, 54 reviews

A silhouette of a decorative bench is positioned near the water's edge at sunset. The calm lake reflects hues of orange and purple in the sky, framing the scene with trees that have soft moss hanging from their branches.

Cabin in Lake Alfred

Lakefront Cabin in Private Woods - Central Florida

Located in the "Heart of Florida." Halfway between Tampa & Orlando. Beaches are 75-90 miles to either coast. Previous guests describe: Breathtaking sunrises. Wide-open views. Cozy & comfortable space. Perfect for relaxing & recharging. A hidden gem close to everything. Squeaky clean. Frequent wildlife sightings. Thoughtfully stocked with amenities. A home away from home. A little piece Heaven. Host part of new pilot program. Starting Jan 5th, guests can pre-order groceries via app.

5 out of 5 average rating, 32 reviews

Cabin in Davenport

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!

4.98 out of 5 average rating, 53 reviews

A cozy living space features rustic sliding barn doors that open to reveal a stylish sleeping area. A queen-sized bed is neatly arranged with soft bedding, while ample natural light enters through large windows, illuminating the wooden ceiling and floor.

Cabin in Davenport

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!

4.86 out of 5 average rating, 14 reviews

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.

The inviting living area features a stone fireplace framed by rustic wooden walls. Two comfortable blue sofas encircle a light ottoman, and a flat-screen TV is situated to the right. Soft lighting from wall sconces adds a cozy ambiance to the space.

Cabin in Winter Haven

4.8 out of 5 average rating, 40 reviews

Serene Lakeview Retreat | Near Legoland & Golf

Escape to this cozy 3-bedroom, 2-bath lakeview cabin in the heart of Winter Haven. Surrounded by mature trees and peaceful water views, this family-friendly retreat offers the perfect blend of relaxation and convenience. Spend your days exploring nearby attractions, golfing, or enjoying the lake views from the deck, then return to a comfortable space designed for making memories with family and friends.

5 out of 5 average rating, 7 reviews

•Winnie‑the‑Pooh Cabin • Loft • Near Disney• Cozy•

Enjoy a cozy and charming stay in this Winnie‑the‑Pooh themed tiny cabin, perfect for families, couples, and Disney lovers. Relax in a warm and inviting space designed for comfort and fun. The space • Fun loft area kids love • Private bedroom with a queen bed • Two twin beds in the loft • Sofa bed for extra guests • Clean bathroom • Small coffee area for peaceful mornings

5 out of 5 average rating, 17 reviews

A log cabin with a metal roof is presented in a serene lakeside setting. Large windows provide views of the water, while a gently curved driveway leads to the entrance. Trees border the property, and a clear blue sky compliments the peaceful atmosphere.

Cabin in Bartow

Beautiful Log Cabin

Relax with the whole family at this peaceful place to stay. 3 bedroom 2 bath log cabin on private lake in Bartow, Florida. Centrally located within a 30 minute drive to Legoland and 1 hour drive to gulf beaches and attractions in Orlando. Close to Sun n Fun air show located in Lakeland, FL. Enjoy fishing on your private dock and watch the beautiful sunset over the water.

A private pool area features a spacious hot tub adjacent to a rectangular pool, both surrounded by paved decking. Sun loungers are positioned nearby, with a backdrop of pastel-colored cottages and a clear blue sky.

Cabin in Four Corners

Sunny Margaritaville Cottage - Private Pool, Full

This sunny 2BR cottage features a private pool, full kitchen, and plenty of social space. Incredible amenities include lagoon-style pools, a water park, on-site dining and entertainment, and a complimentary shuttle to iconic Orlando theme parks. Sleeps 6.