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

Family · Location · Access

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

Family · Value · Hospitality

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!

Value · Family · Kitchen

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! 🏡💛

Location · Value · Barbecue

Cabin by the Water Escape Bring your Boat

Come take it easy at your own little cabin on the canal to the chain of lakes. Bring your boat & dock at property so you can experience the adventures of our local Canals & Lakes and Fishing. Enjoy our complementary kayaks & fishing poles. Relax & have a bonfire by the water. Sleeps 4-5. Fenced yard. Trailer parking. Full kitchen. Pets Welcome, just ask! Please note: A separate house/boathouse on property may be rented during your stay, but all spaces are fully separate for your privacy.

Family · Location · Parks

Modern, cozy farm cabin /beach and lake

Like summer camp for grown-ups (kids too) 😉Relax on the lawn with views of grazing horses and cows. A short walk away, enjoy a spring-fed lake featuring a white sand beach, fishing dock, and fire pit. Free Waterfront Fun: Kayaks, canoe, SUPs, and paddle boats all included! Prime Location: Tucked away in nature but minutes from the boutique shops and dining of Downtown Mount Dora and Eustis. The perfect blend of rustic farm life and modern comfort. Book your Florida lakeside escape now!

Location · Family · Wi-Fi

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.

Value · Family · Access

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.

Location · Access · Barbecue

Red Bird Cottage and Farm: Equestrian Lake 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. We use luxury, bedding, and linens

Family · Value · Barbecue

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.

Location · Value · Nearby

Relaxing Summer Retreat | Near Disney & Beaches

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!

Value · Family · Hospitality

Modern log cabin between the beach and Disney

Relax in this calm, stylish cabin tucked away on over a half acre. 3 bedroom, 2 bath modern space. Take in views of the horses next door while sitting on the front porch. Conveniently located between the beach and Disney. 9.5 miles to UCF, 6.5 miles to Boombah Sports Complex, 13 miles to historic Sanford. Plenty of parking. Bring your boat and go fishing in the nearby St. Johns River.

Value · Location · Parks