Cabin holiday rentals in Lake Mary

“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

Peaceful wooden bungalow w private yard

Very private—nothing is shared. Take it easy at this unique and tranquil getaway. A peaceful, one-of-a -kind wooden cabin, with its own backyard, perfect for a couple. Centrally located 15 minutes from MCO airport + downtown Orlando, 30 minutes to Disney, Universal, SeaWorld. Features a kitchenette with all amenities, free parking, fresh sheets, towels, coffee, fast WiFi + Smart TV. Enjoy this Bungalow in the city that sleeps 2 people on a luxurious queen bed. We live close by should you need us

The Little Barn Loved by Hearts! Cozy & Charming!

A magical Little Barn for unforgettable, simple moments!❤️ Near Springs, Manatee watch areas, Rivers, Fishing & Equestrian activities! Minutes to Ocala Forest, You-pick Farms, Charming Towns & Antiques Markets! Just 14 min to famous Mt Dora downtown! Only 43 miles to beaches and 39 to Orlando & Disney! Entire Place! Free Parking! Pet Friendly! Fenced Yard 1 Queen Bed + Daybed with 2 Comfortable Twin Mattresses Outdoor Bathtub! Natural surroundings🌳 Nice quiet, safe neighborhood! 🏡💛

Clear Landing /Cabin in the Forest

This is 2 acres nestled in 53,000 acres of forest, yet just 1 min. Tosohatchee Wildlife Mangt Area, 5 min. to Ft. Christmas Historical Park, 20 min. to Orlando Airport, 20 min. to Kennedy Space Center, 30 min. to Jetty Park Beach (Atlantic Ocean), 10 min. Lone Cabbage Air-boat rides on the St. Johns River, 45 min. Disney World & many other attractions.. You’ll love my peaceful place, because of the Diverse change of environment w/in min. & gives you a variety of pleasures w/in just mins.

Manatee Manor/The Harvey House

A private cabin located in a vast wildlife conservation area inside Blue Spring State Park near Orange City, Florida. This is the perfect spot for a truly unique and secluded Florida experience with the nearest private residence being almost a mile away. Enjoy panoramic views of the St. Johns River from the entire property and watch manatees swim by from the private dock. Great for outdoor activities, observing wildlife and fishing. The perfect place to relax and get in touch with nature.

Entire Cabin at peaceful Retreat in Christmas, FL

Welcome to your getaway paradise away from the hustle and bustle of everyday life! Relax, unwind and enjoy the tranquility that nature has to offer, nestled in acres of Tosohatchee Wildlife Area, this oasis offers families and friends a true unique experience. Enjoy taking a nap in the hammock or have a coffee sitting on the rustic rocking chairs, bathe in the beautiful sunshine Florida provides. At night tell stories around the outdoor fireplace and look at the beautiful night sky!

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!

Sunset Cottage & Lake Dora Dock

Take it easy at this unique and tranquil getaway - the enchanting Sunset Cottage. You will enjoy a turn of the century cozy, rustic cottage with views of beautiful sunsets over Lake Dora from the porch and tropical yard and the community dock is just 2 houses away! The oldest home in Dora de Luxe, this cottage features many original features, but has a modern, updated bathroom and fully stocked kitchen (but no range or dishwasher). The private fenced yard welcomes your pet.

Lakefront Magic Wilderness Cabin

Make some forever memories at this unique and family-friendly place! Nestled on an acre of oak and cypress forest, The Magic Wilderness Cabin evokes the timeless beauty of early Florida lake life with a whimsical nod to it's original beginnings at a world famous theme park. The Magic Wilderness Cabin welcomes you to delight in the quiet nature of beautiful Lake Harris and the Harris chain while watching the sunset over the the scenic shores of the lake from our private dock

Hidden Sanford Cabin Close to everything

Completely remodeled Cabin ready for extended stays for travel or work. Situated on a quiet country feel culdesac with excellent neighbors. This Cabin is in perfect location to visit many of Central Florida's best kept secrets, Parks and Beaches. This Cabin is just a short walk to the Seminole Wekiva trail that leads to excellent restaurants. Keep it simple at this peaceful and centrally-located place. 1100 sqft 3 bedroom and 1 bath fully furnished.

Equestrian lakefront cabin

This charming equestrian lakefront cabin is located on a private, secluded, clean spring fed lake in Eustis Florida. Newly built in 2025. Lake access, including the ability to launch small boats on site. Fishing and campfires are welcome. Enjoy the peacefulness with a view of grazing horses on property. This is your authentic lake cabin destination. Away from all the chaos, but within minutes you can be in downtown Mt Dora or Eustis.

Cabin Near Disney & Beach | Spa, Firepit & More!

Experience the charm of a Unique 3BR/2BA log cabin retreat on a 3.7-acre oasis! Enjoy a jacuzzi, firepit, outdoor kitchen, ping pong, soccer area, and hammock under the trees. The huge paver deck is perfect for gathering. Feel secluded yet be minutes from markets & dining. Go fishing, horseback riding, or hiking nearby. Whether for family fun, a romantic escape, or a remote work retreat, adventure & relaxation await!