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16 Insanely Cool Cabins in Florida You Can Rent for a Weekend

Looking to stay in some of the coolest cabins in Florida? We’ve got you covered with 16 hot options!

Hey there, sunshine seekers and adventure enthusiasts! If you’re on the hunt for a unique and unforgettable getaway, look no further than the Sunshine State. Florida isn’t just about theme parks and sandy beaches – it’s also home to some seriously cool cabins that are waiting to be your home away from home for a weekend escape.

Picture yourself surrounded by the tranquil beauty of nature, waking up to the melodies of chirping birds, and sipping your morning coffee with breathtaking views right outside your doorstep. Whether you’re yearning for a cozy cabin nestled in the woods, a rustic retreat by a serene lake, or a chic modern oasis in the midst of nature, Florida has you covered.

In this guide, we’re unveiling 16 insanely cool cabins scattered across Florida that you can rent for a weekend that promises to be nothing short of extraordinary. From the Panhandle to the Keys, these hidden gems offer the perfect blend of relaxation and adventure, making them the ideal backdrop for your next mini-vacation.

So, pack your bags, gather your loved ones, and get ready to embark on a cabin adventure like no other. Let’s dive in and explore the wonders that await in the Sunshine State’s most charming cabins!

16. Hillsborough River

The best cabins in Florida to rent for a weekend | Airbnbs in Florida | Hillsborough River

The Hillsborough River Cabin is a must-see if you’re seeking an unusual cabin-style place to stay in Tampa.

Completely renovated in 2015, this place has one bedroom and one bathroom to accommodate four guests. The two-story duplex has a king-sized bed and a pull-out couch that is useful as a bed.

But if you are traveling with a big group, there’s an additional house, Heaven on the Hillsborough River, that can be combined to fit up to 9 people.

Further, you can spend most of your time on the open-air patio downstairs, seated at the outdoor table or the bar looking out over the water. There is also a tiny dock where you can kayak or canoe through the waters.

But getting on the Pirate Water Taxi, which picks up next door at Ricks on the River Marina, is one of the best ways to see the river. Along the Tampa Riverwalk, you can get on and off at places like Ulele, the Sail Pavilion, or Curtis Hixon Park while enjoying the beautiful river and downtown views.

The spot has basic cable, a smart TV, and Verizon WIFI, so you can sign in to your own Netflix or Amazon accounts. You will also have a fully stocked kitchen, sheets, towels, and a washer and dryer, among other things.

Click here to book.

15. Chic a si Cottage

The best cabins in Florida to rent for a weekend | Airbnbs in Florida | Chic a si Cottage

One of the few original cabins in Florida, right upon the white sands of Indian Rock Beach, will be perfect for people who want to relax.

Chic a si Cottage is a classic beach house with three bedrooms and two bathrooms set among lush tropical plants. It won a Historic Preservation Award in 2004, so you can be sure it will be worth your time to stay here.

However, the cottage isn’t as big, but it is perfect for one or two couples or a small household. The outdoor area looks very cute, and one of the best things about the property is its vast private outdoor shower where you can watch beautiful sunsets while you shower.

Moreover, this Florida cabin boasts a construction from cypress wood, accentuated by an authentic gingerbread trim. But that’s not all – its distinctive features extend to a tin roof and classic Bermuda shutters. Despite these charming old-world touches, every modern convenience and facility has been thoughtfully incorporated, ensuring a fully-equipped and cozy rental space.

These attributes have contributed to the overwhelmingly positive reviews and have solidified this Florida retreat as one of the most enchanting and meticulously maintained private getaways. It’s highly likely that you’ll find yourself equally enamored, whether you’re seeking solace by the beach, accompanied by the soothing sounds of lapping waves, or utilizing it as a launching pad for your explorations of the surrounding area.

Click here to book.

14. Castaway Cottage

The best cabins in Florida to rent for a weekend | Airbnbs in Florida | Castaway Cottage

If you want to stay near Bean Point on Anna Maria Island in your oasis with a heated spa and pool, just a 4-minute walk from the beach, go to Castaway Cottage!

Castaway Cottage ranks among the finest cabins in Florida for people who want a tropical oasis. It has two bedrooms and one bathroom, and it sleeps five. There is enough space for everyone, with two queen bedrooms and a pull-out couch.

Plus, it provides everything from beach towels to the basics, pack n’ plays, and strollers. They also welcome pets!

The cabin uses a street-legal golf cart with four seats, umbrellas, beach chairs, and wagons. Your stay also comes with bikes, stand-up paddle boards, and a kayak, so you won’t run out of things to do. These are perfect for strolling the islands or having fun in the pristine waters.

You can also use the outdoor shower, outdoor TV, and outdoor seating while in the heated pool or hot tub.

What’s more, thoughtful touches like complimentary chocolate, wine, water, coffee, and tea are available. But if you’d rather eat out, you can take the sandy beach path towards Rod & Reel Pier, one of the best restaurants in town, where you can eat fresh fish or have a sunset cocktail.

Plus, Anna Maria Island has so many fun things to do, making this an awesome location to stay at.

Click here to book.

13. Le Petit Suite

The best cabins in Florida to rent for a weekend | Airbnbs in Florida | Le Petit Suite

Next on this list is Le Petit Suite.

Le Petit Suite is a private cabin in Mount Dora tucked between oak trees that are over 100 years old. The 500-square-foot cottage has a driveway, a private deck in the back, a fire pit, and a BBQ grill. Also, it provides a welcome bottle of wine and a continental breakfast.

More importantly, you can access everything you might need here. And, if you need anything else, the hospitable owners live right there, and you can ask them. 

The best part about this rental is how cute and convenient it is to reach. A visit here will enable you to get the most out of Mt. Dora, a great place to do things like kayaking, fishing, watching birds and other wildlife, antiquing, and wine tasting.

If you want to try fishing, Grantham Point Park is nearby. You can also use the boat ramp to get out on the water and have a great time.

But if you want to have a getaway in nature, Mount Dora Recreation and Nature Park is just a few minutes away by car. It has many trails for walking and biking, picnic areas, playgrounds, and other places to have fun.

With everything you can access from this property, it’s not hard to see why this Florida cabin has hundreds of great reviews.

Click here to book.

12. Oasis in the Woods

The best cabins in Florida to rent for a weekend | Airbnbs in Florida: Oasis in the Woods

Families who prefer their own space can get away to Oasis in the Woods.

This cabin is in Mcalpin, Florida, close to Itchetucknee Springs and Suwannee River. It is a nature lover’s dream and boasts a natural wood wall and rustic furniture that are very comfortable.

Furthermore, this property has five acres of privacy, an indoor swim spa featuring super jetted massage seats, a gym, and a sauna in a 2500-square-foot spa room with 18-foot cathedral ceilings.

There is also a private pool outside. Aside from that, the spa room has relaxation cushions and mats, making it a great place to meditate.

The place has three bedrooms, an open dining room, a well-equipped kitchen, and a lounge room with a fireplace.

But the best thing about this cabin is that it is a lovely private oasis in the woods. It is only an hour’s drive from the stunning Gulf of Mexico beaches, while it takes an hour and thirty minutes to drive to the Atlantic Ocean.

If you pay extra, you can have events here with chef-prepared meals and licensed massage therapists. But people who want a more active vacation can use the cabin as a base to go river tubing, fishing, kayaking, scuba diving, or shopping for antiques.

Lastly, many people may not need to know this, but a great butcher shop is just down the road. You can visit that as well!

Click here to book.

11. Lakefront Cabin On Secluded Lake Kerr

The best cabins in Florida to rent for a weekend | Airbnbs in Florida | Lakefront Cabin On Secluded Lake Kerr

This cabin on Lake Kerr is among the most charming ones you can rent in Florida. This place is so cute, and the seclusion makes it even better.

It has two rooms, one and a half bathrooms, and enough space for six people to sleep. Also, a king-size bed faces the lake, and the other room has two queen beds. Meanwhile, the kitchen is open to the lake, making cooking fun.

Moreover, the decor looks just like what you would expect from a log cabin. The house has hardwood floors and granite countertops. The deck has a large hot tub, a fire pit, and a large patio where you can relax.

If you like to boat, you can put your boat in the water from the private beach on Lake Kerr, just a few steps from the back door. You can also use four single kayaks and fishing poles from the hosts.

But this rental stands out because it has a private beach where you can launch your kayaks and explore the magnificent Ocala National Forest.

Apart from that, Salt Springs Run is another great place to boat or paddleboard. Also, you can swim in the springs at Salt Springs Recreation Area, which is only two miles from the cabin.

If you want to relax in the spacious Hot Springs Grande hot tub while overlooking the lake, you can also lounge by the fire pit on the patio.

Click here to book.

10. Bocilla Breeze

The best cabins in Florida to rent for a weekend | Airbnbs in Florida | Bocilla Breeze

If you’re looking for a gorgeous tropical oasis, check out Bocilla Breeze.

Bocilla Breeze is the only single-family cottage in the deluxe Bocilla Island Club in Bokeelia, Florida, on the north end of lovely Pine Island. You can get a taste of old Florida here, with high ceilings, walls of windows and french doors, and stylish Tommy Bahama coastal decor.

Also, it’s a home on stilts with three bedrooms, three bathrooms, and an open living area with a kitchen, island, dining hall, living room, and screened porch.

The main suite has a king-size bed, a vanity with two sinks, a walk-in shower, and a private commode. On the other hand, the guest bedroom has two twin beds that you can combine to make a king bed with the help of a very comfortable mattress topper.

You can access the marina canal from the back porch with a slip and a 10k-lb lift holding a 24′ fishing or pleasure boat. You can go fishing in Charlotte Harbor, Pine Island Sound, and the Gulf of Mexico in just a few minutes.

Moreover, Bocilla Island Club gives access to two pools, tennis courts, a shuffleboard, and a clubhouse. You can also step across the street onto the club’s 40-foot private pier in Charlotte Harbor to fish or relish spectacular sunsets while drinking a beverage and watching dolphins play.

Nearby, there are many excellent art galleries, boutiques, and fancy places to eat.

Above all, the Great Calusa Blueways Paddling Trails give you access to 190 miles of kayak trails, and there are daily nature cruises and shelling trips to Cayo Costa, Captiva, Boca Grande, and Sanibel.

Click here to book.

9. The Peacock Cottage

The best cabins in Florida to rent for a weekend | Airbnbs in Florida | The Peacock Cottage

If you wish to escape to your little island, stay at The Peacock Cottage.

This cottage is ideal for people who want to relax and spend time alone. It’s hidden down a residential dirt road without traffic and surrounded by palm trees, pine trees, and mango orchards. It is also near Fort Myers and Sanibel, at the northernmost tip of Pine Island in Bokeelia.

Moreover, this Florida cracker-style house is an excellent place for a romantic trip for two people, but there is also a pull-out bed in the living room if you want to bring in more people. It has a kitchen, a dining room, a bathroom, and a bedroom with a queen bed.

This place has WIFI and both local and streaming TV that you can use. You can also use CDs, cassettes, LP records, and radio to listen to music while relaxing. What’s more, the house has central air conditioning and RO Water Filtration for drinkable water and ice, and your dog is welcome.

The best part is that it only takes two minutes to get to the local fishing ramp. The house is near restaurants, marinas, and boat ramps. You can even hop on a local ferry to get to Cayo Costa, Captiva, or Cabbage Key, all nearby islands.

Click here to book.

8. Riverfront Orlando Area Cabin

The best cabins in Florida to rent for a weekend | Airbnbs in Florida | Riverfront Orlando Area Cabin

The Riverfront Orlando Area Cabin in Wekiwa State Park is among the best Florida cabins for family fun.

It can sleep six people (or seven if someone intends to sleep on the couch), and you can rent a separate bungalow for four more people. This cabin is very open and roomy, with a big deck with many places to sit.

You probably already know that Orlando has much to do, especially for families, so you won’t have difficulty finding things to do. Near this cabin, some of the best things you can do are fish, swim, hike, look for wildlife, and ride horses.

You can also kayak or canoe from Wekiwa Springs State Park to Rock Springs Run State Reserve, which is a brilliant experience. Three miles of kayaking will get you between these two gorgeous state parks, but you can go on kayaking trips that are between one mile to ten miles long.

Even better, this cabin is close to places like Disney, Universal, museums, natural springs, and forests.

So, you don’t need to look any further if you want the ideal spot to create memories and take pictures with your family on vacation.

Click here to book.

Related: 27 Best Restaurants in Orlando Florida

7. Red Bird Cabin

The best cabins in Florida to rent for a weekend | Airbnbs in Florida | Red Bird Cabin

You should check out The Red Bird Cabin in Mayo, Florida if you want to rent a cabin in Florida to host a party. 

Red Bird Cabin is a great place to stay if you plan to go boating or have a cookout with all your associates. It is in a tiny village just west of Gainesville and south of Live Oak.

This cabin has three bedrooms and two bathrooms for six people. It is on 16 private acres, and the Suwannee River is just 450 yards away. Plus, the property is surrounded by giant oak trees, making it a great place to watch wildlife like deer, turkey, blue herons, and more.

With that, it is a great place to relax, whether on the front patios swings or in the screened-in sunroom. And, with a fire pit and grill, you can roast marshmallows or get warm at night.

Red Bird Cabin also ranks among the best places to go boating in Florida. The property has a private boat landing, and a public boat ramp is just 3 miles away.

You can go tubing on the Santa Fe River, the Ichetucknee Springs, or Bob’s River Place. All are easily reachable by boat. 

Do you want to try cave diving? The vicinity of the lodge serves as a starting point for cave diving.

Click here to book.

6. Lakefront Forest Getaway

The best cabins in Florida to rent for a weekend | Airbnbs in Florida | Lakefront Forest Getaway

If you are searching for serene lakefront cabins in Florida, you should check out Lakefront Forest Getaway.

This rental was once a hunting cabin and a site for Sunday Bible gatherings. It is now a two-bedroom, one-bathroom A-frame cabin with all the comforts of home. 

A beautiful water view and a relaxing dock will welcome you here. And, to get to the bedroom, you have to climb up ladder stairs.

More so, the cabin has a canal that leads to Lake Kerr. From there, you can see sunsets and various wildlife, such as Sandhill cranes and birds. There is also a pleasant fire pit outside for your leisure.

If you are outdoorsy, this place is a terrific choice for a vacation because you can hike, fish, canoe, boat, and even water ski.

On top of that, you can explore a few Florida springs in the area, like Silver Springs or Salt Springs, which are just a short drive away!

Note that this cozy cabin can accommodate up to four people. And you are lucky because you can access great dining spaces too. Among the best include Odd Todd’s and Papa Joe’s Drive-in.

Click here to book.

5. Cozy For Two

The best cabins in Florida to rent for a weekend | Airbnbs in Florida | Cozy For Two

This next one is a 9-minute walk to Seacrest Beach in Panama City, Florida.

Cozy for Two is a one-bedroom cabin with one bathroom perfect for a couple’s getaway. This comfortable carriage house is separate from the primary home on the property so that guests can have complete privacy.

This cabin also has a full kitchen of granite countertops and a remodeled kitchen, a bedroom with a king-size pillow-top mattress, and two private decks.

Here, you can relish a cup of coffee or a wine glass from one of the rocking chairs on a covered patio or eat your food at the outdoor table.

Just a short walk away, you can experience the large community pool or walk along the tree-lined sidewalk toward the beach resort access point. There is even a small cafe by the pool where you can order food and drinks. 

Regarding biking trails, there are two bikes you can use for free, and you can ride your bike along the A1A area, where there are around 17 miles of bike paths.

On the other hand, Seacrest Beach North is right between the exclusive neighborhoods of Rosemary Beach and Alys Beach. It means that many Rosemary Beach restaurants and shops are within walking distance.

Lastly, if you go on Friday night, you can taste wine at multiple places. Take note of that!

Click here to book.

4. The Grey House

The best cabins in Florida to rent for a weekend | Airbnbs in Florida | The Grey House

Next up is The Grey House. It’s perfect if you want to take your family on vacation to Florida and stay in a cabin.

The Grey House is an old cabin built in the 1900s and has just completed its renovation. This one-bedroom, one-bathroom cabin is on Sarasota Bay in Cortez, Florida, and it can sleep four people.

The cabin itself is just too cute for words. It has the original hard oak floors, bright white walls, and neutral colors. The kitchen and bathroom are up to date, and the kitchen has marble countertops. The bedroom has a king-size bed, and the sofa is available to pull out to make more space.

Moreover, the house has a large covered back deck and a dock that is 60 feet long. Both are great places to eat and watch the sun rise or set. Also, you can see real animals from the porch, like birds, fish, and dolphins swimming.

Even better, you can access fishing gear and kayaks to launch from the dock and paddle across the bay. But, if you want to bring your boat, you can rent a deep-water slip for an extra $35 per night.

Did we mention that this place is fantastic for couples? You and your partner will like the large bathrooms with a walk-in double shower. Or have some time together by going to Anna Maria Island beaches, enjoying Sarasota nightlife, and shopping at Siesta Key, which is all nearby.

Click here to book.

3. Smith House

The best cabins in Florida to rent for a weekend | Airbnbs in Florida | Smith House

Check out The Smith House if you want to rent a cabin in Florida that is a quiet place for small families or friends to get away. It is in Grayton Beach on the panhandle of Florida, close to Seaside, one of the most beautiful small beach towns in Florida.

This two-bedroom, one-bathroom cabin is about 1300 square feet and can sleep up to five people. This iconic home first rose in 1925 and has been updated to have all the modern amenities guests could want.

With its vaulted ceilings and screened porch surrounded by old trees, this is the perfect place to escape it all.

A main suite features a queen bed, a double bunk bed with beds long enough for adults, and a large open-plan kitchen and living room with two full-sized couches. 

But the porch, which wraps around the home and contains an outdoor shower, dining table, daybed, and a grill and picnic table just outside the porch, is the true show-stopper.

Apart from that, the shed has three beach bikes, a beach wagon with chairs, an umbrella, a cooler, beach rafts, and beach toys. It has everything you need to have fun at the beach.

But remember that the hosts want you to stay at least seven nights during Spring Break and the summer. If you disagree or book not on those times, you must stay at least three nights.

Click here to book.

2. Blue Run Cabin

The best cabins in Florida to rent for a weekend | Airbnbs in Florida | Blue Run Cabin

If beautiful Florida cabins with great views are at the top of your list, this Blue Run Cabin at Rainbow River is the perfect place for your next vacation. 

The Blue Run Cabin is in Dunnellon, Florida. It is right on Rainbow River, so that you can access one of Florida’s most naturally beautiful scenery from your window.

Moreover, the inside of this cabin is adorable. It has a rustic theme, with wood and stone accent walls and big windows in the bedroom that show off the setting of this cabin. Another upside is that the property is next to the Florida State Greenway, which makes it a peaceful and quiet place to live. But you can view wildlife from the house, like ducks, blue herons, otters, or even owls.

Regarding bedrooms, this property has two, with one being a loft with two beds that can sleep up to 4 people. It also has one bathroom and a large kitchen. 

There’s also an open-air deck with a grill and fire heater, a fire pit, a hammock near the river, a screened-in upper patio with a dining table, kayaks, tubes, masks, a screened-in hot tub, and more.

Seriously, this place has everything you would need. And guess what? People who want to rent for a long time are welcome.

Click here to book.

1. The Nature House

The best cabins in Florida to rent for a weekend | Airbnbs in Florida | The Nature House

This next cabin is perfect if you want the ultimate getaway for the weekend in Florida.

The Nature House is a private cabin retreat next to a canal. From the backyard, you can get to the Withlacoochee River.

This cabin has a whole window wall, a cozy electric fireplace, a huge loft, a vast main suite, and two large bedrooms. It also has a full-sized kitchen, flat-screen TVs with Roku, DSL internet connection, and memory foam that will make you feel at ease.

Once you reserve this cabin, you will have plenty of room for four or five guests to spread out in the 1500 square feet living area.

The best thing about this spot is that you can get to several springs. The Citrus Blue Spring is only a few minutes from the house, and it only takes 30 minutes to drive to the Rainbow Springs.

Meanwhile, it takes 20 minutes to go to the Tsala Apopka Chain of Lakes and 40 minutes to move to the World Equestrian Center and HITS.

You’ll also be a half-hour drive from Hernando, Dunnellon, Ocala, and Crystal River, so it’s a terrific place to stay if you want a fantastic and insane experience.

At The Nature House, there is no restriction on the number of activities you can do.

Canoeing, spring hopping, bike trail riding, ATV trails, kayaking, fishing, horseback riding and shows, boating, and even swimming with manatees are some of the best things to do. 

Of course, you can also go there to take it easy and do nothing.

Click here to book.

Without a doubt, Florida’s cabins are the ideal spot for a getaway. These Florida cabins provide a once-in-a-lifetime experience, with everything from beautiful waterside hideaways to cozy forest retreats.

So, why not reserve one of these fantastic cabins? Get away from the world, relax in nature, and enjoy everything Florida offers. With beautiful views, modern amenities, and a quiet atmosphere, these insanely cool cabins in Florida you can rent for a weekend are the perfect place to get the relaxation we deserve!

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