Cabin holiday rentals in Lake Mary

4.97 out of 5 average rating, 63 reviews

Cabin in St. Cloud

“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

4.92 out of 5 average rating, 202 reviews

Cabin in Orlando

Peaceful wooden bungalow w private yard

NOTHING IS SHARED, very private with your own entrance, Take it easy at this unique and tranquil getaway. A wooden cabin with a private back yard perfect for a couple. Centrally located 15 minutes from MCO airport + downtown Orlando, 30 minutes to Disney, Universal, Sea World. Kitchenette with all amenities, free parking, fresh sheets, towels, coffee! WiFi + Smart TV Netflix, Prime, Hulu, etc. This Bungalow in the city sleeps 2 people on a luxurious queen bed. We live close by should you need us

4.97 out of 5 average rating, 30 reviews

Cabin in Umatilla

Cozy Cabin at a Horse Ranch

Our cozy cabin is a 1 bedroom 1 bathroom cabin w/ a full kitchen, located at a Resort Ranch Campground. It has a dining area w/ a table and a comfy seating area with a couch and coffee table. Fully stocked, no need to bring your own kitchen items, sheets or anything like that. Enjoy your deck with comfy seating for morning coffee, lunch, or a nice BBQ dinner. Just outside is a loungey grass area with a firepit, seating, and gorgeous market lights. The pool & clubhouse are right near the cabin!

4.98 out of 5 average rating, 169 reviews

Cabin in Sorrento

Western Theme Cabin at Puzzle Ranch

Relax in this beautiful wild west themed cozy cabin in Sorrento Florida. Beautiful 5 acres property with relaxing trail to walk around. The cabin sleeps 4 guests, with a bed at the loft and a full size murphy bed in the main area. Full bathroom and kitchenette with small fridge, microwave, coffee maker, and more. TV and wifi. The night stay includes the petting farm access to enjoy all the different farm animals. Also you can reserve horseback leadline rides, hay rides, and gemstone mining

5 out of 5 average rating, 42 reviews

Cabin in Orange City

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.

4.71 out of 5 average rating, 14 reviews

Cabin in Leesburg

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

4.9 out of 5 average rating, 96 reviews

Cabin in Orlando

Private cabin 15 min to downtown, Valencia or MCO

Located in a safe area (3 min walk to bus 15), this cozy cabin (8x12ft.) in my private yard has a queen bed, mini fridge, microwave, Roku TV, window A/C (space heather available). The kitchen, bathroom and shower are NOT inside the cabin. They are about 20ft away and shared with other guests. This cabin is mostly enjoyed by outdoor lovers. Downtown is 6.5mi away, Florida Hospital East -1,5 mile, MCO airport -8.5mi, Valencia College -4mi. Free street parking for one car.

5 out of 5 average rating, 4 reviews

Cabin in Davenport

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!

5 out of 5 average rating, 24 reviews

Mouse House Cabin / Near Disney

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!

4.93 out of 5 average rating, 14 reviews

Cabin in Sanford

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.

4.98 out of 5 average rating, 48 reviews

Cabin in Umatilla

The Charming Little Barn! A Cozy & Serene Getaway!

Pleasant getaway from the City! ❤️ 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 39 miles to Orlando & Disney & 43 to Beaches! Entire Place! Free Parking! 🚗 Pet Friendly! Fenced Yard 👍😃 Dedicated work space! Outdoor Bathtub! Natural surroundings ☀️🌳 Nice quiet, safe neighborhood!

5 out of 5 average rating, 5 reviews

Cabin in Eustis

Redbird cottage and farm. Equestrian lake cabin

This charming equestrian lake cabin is located on a private, secluded, clean spring fed lake in central 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.

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Popular amenities for Lake Mary cabin rentals

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Wi-Fi

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Free parking on premises

Air conditioning

Cabin rentals with a hot tub

CherylRating, 5 stars3 weeks ago

Authentic Disney Fort Wilderness Cabin near WDW

It is very nice . Just as described if not more than. Felt like a home. Loved the swimming pools. I would go back there anytime I need a vacation! Victor is very accommodating and very nice to deal with!

4.65 out of 5 average rating, 122 reviews

Romantic Cabin w/ Balcony + Tub + Hammock + Grill

PreciousRating, 5 stars1 week ago

The place was beautiful and peaceful. Perfect for a romantic getaway! Looks just like the pictures. Will be booking again in the future!!

Cabin in Sorrento

4.72 out of 5 average rating, 18 reviews

Chic Cabin - King Bed, Grill, Spa/DipPool, FirePit

GladstonRating, 5 stars3 months ago

Jackie was responsive and when asked provided great recommendations. As previous posts said, even though there are neighbors it was still private. Will stay again

RichardRating, 5 stars14 months ago

Relax & Reboot - Fantastic Margaritaville Cottage

The place was amazing and clean. Check in instructions were a little unclear and I would like them to be delivered earlier. The hot tub was low on water and dirty and not private at all. There is no privacy

Cabin in Four Corners

Sunny Margaritaville Cottage - Private Pool, Full

Cabin in Clermont

The Caddie Shack

Authentic Disney Fort Wilderness Cabin near WDW

Private room in Orlando

Westgate Lakes Resorts & Spa 3 bedroom-Orlando FL

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Pet-friendly cabin rentals

Cabin in Montverde

DelaneyRating, 5 stars2 days ago

Peaceful Fort Wilderness Cabin

Very clean and very nice owner! Thank you, we had a great time.

4.98 out of 5 average rating, 42 reviews

Cabin in Tavares

Cabin by the Water Escape Bring a Boat or use ours

MichelleRating, 5 stars1 month ago

We Loved our weekend getaway at Darlene’s quaint cabin. It was an easy (and less than 2 hour) drive from Tampa! The location was great and easily accessible to the surrounding lakes and great restaurants with some awesome live music. The provided John boat was great for cruising the canals and fishing… we even caught lots of bluegill and a few good-sized bass right off of the dock at the cabin! Darlene was super responsive from the time of booking until our departure, although we only reached out to her to thank her for sharing her little piece of paradise with us. We will definitely return to this little gem!

4.92 out of 5 average rating, 52 reviews

Cabin in Paisley

Deep Woods Ranch Cabin

ChrystalRating, 5 stars1 week ago

Rich's place was exactly what we were looking for on Father's Day weekend. He was very responsive and we had an opportunity to talk with him which was topping on the cake. He shared some history of Paisley and about the Ranch/property we were staying. God willing, we will return and be a little more prepared to explore the property even more. If you want to be away from it all and unwind in God's nature - this is it! But... you're still not too far away from civilization. 😊

Cabin in Umatilla

Charming Cabin at a Horse Ranch

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Private cabin rentals

5 out of 5 average rating, 6 reviews

Cabin in Geneva

Cabin 52

CathieRating, 5 stars5 months ago

Cabin 52 is a peaceful retreat! Excellent Communications. Immaculate. Well stocked kitchen. The most comfortable beds! This location exceeded our expectations! We will definitely be back.

5 out of 5 average rating, 6 reviews

Cabin in Davenport

Hidden Disney Cabin- Close to parks!

BryanRating, 5 stars4 weeks ago

Peaceful serenity with modern amenities. Best of both worlds. Great escape from a hectic world. You won’t want to leave ! And the staff and owners are very accommodative and attentive. I would return without a doubt.

5 out of 5 average rating, 5 reviews

Cheap sleep and Go Lake Nona

AlexRating, 5 stars2 weeks ago

Great spot to stay for a limited time. For anyone who wants to stay there are some small things to keep in mind. One is that you’ll want a water filter, Orlando’s tap isn’t the best. Next is cooking and laundry, you have a microwave and fridge but that can be limiting for at-home chefs on their own. Finally you’ll need to find a laundromat, I found a cute place called Wash Rite and it fit my needs just fine. Just some small things you’ll want to plan if you have a busy schedule or limited transportation. Overall great experience at a good price.