Published October 20, 2020 10/20/2020

24 Coolest Airbnbs in Florida

Our research is editorially independent but we may earn a commission for purchases made through our links.

While you can always find your usual list of holiday rentals in Florida, vacation-goers who are looking for something truly unique can also find some seriously one-of-kind Airbnb accommodations that will make your vacation getaway that much more memorable. Instead of booking a boring hotel room surrounded by tourists when you stay in the Sunshine State, choose from Airbnb’s most unusual choices, from a treehouse canopy, luxury yacht, to a spaceship or floating tiki. From quirky to strange and all-around awesome, here are some of the coolest Airbnbs in Florida.

YOU'RE ALL SET!

Look out for our newsletters in your inbox soon.

Disney Themed Villa - Kissimmee Disney themed Villa, Kissimmee
Credit: airbnb.com
Disney themed Villa, Kissimmee

Disney Themed Villa - Kissimmee

It wouldn’t be a list of holiday rentals in Florida without a Disney theme sprinkled in, and this whimsical Disney-themed villa in Kissimmee certainly does not disappoint. The extensive amount of details in the Frozen, Avengers, Tron and Harry Potter themed rooms are the real highlight, but the kids will also delight in the property’s Mickey’s 50’s Diner and Seven Dwarfs playhouse area in the back. Accommodating up to an astounding 15 people, the villa is conveniently located only 4 miles from Disney World and a short drive from Universal Studios, Sea World and other major attractions in Orlando. Both parents and kids alike can soak in the sunshine at the outdoor pool, and if the weather isn’t ideal, you can browse the DVD, books and video games available.

The Yurt at Danville - Geneva The Yurt at Danville, Geneva
Credit: airbnb.com
The Yurt at Danville, Geneva

The Yurt at Danville - Geneva

If staying overnight in a tent seems appealing to you, then you might consider choosing a yurt as your next holiday rental. Located on a private airstrip adjacent to Lake Harney and part of the St. Johns River, the Yurt at Danville offers a luxury glamping experience. You’ve got plenty of space here, as the 14-foot vaulted ceiling and 5-foot skylight provides the comforts of home, while the air-conditioning, full bath, mini kitchen and king size beds are just icing on the cake. Take your loved one for a romantic getaway, where you can share a bottle of wine on your large porch, start up the barbecue, and stargaze through the skylight in the dome of the yurt.

Houseboat - Sanford Houseboat, Sanford
Credit: airbnb.com
Houseboat, Sanford

Houseboat - Sanford

Located within walking distance of Historic Sanford and its array of bars, restaurants and art galleries, this 60-foot “floating condo” is up for grabs for your next vacation rental. Docked at Lake Monroe Marina and part of the St. Johns River System, here you’ll have all the traditional amenities of a holiday rental with the added luxury of floating on Lake Monroe. With two bedrooms and three bathrooms, vacation-goers will have access kitchen appliances, stereos and TVs to ensure you have a comfortable stay. Wake up to watch the sunrise over the lake and birds fluttering about before taking a short pedal on the beach cruisers, go on a dinner cruise, or take a sailing class.

Treehouse Canopy: Permaculture Farm - Miami Treehouse Canopy: Permaculture Farm, Miami
Credit: airbnb.com
Treehouse Canopy: Permaculture Farm, Miami

Treehouse Canopy: Permaculture Farm - Miami

Ever wanted to be a part of the Swiss Family Robinson? Here’s your chance. Located in Miami, this 3-level tree house canopy rental is built within a towering tree. Perfect for animal lovers and nature enthusiasts, here you’ll be perched above a permaculture farm where you’ll have the chance to get up close and personal with goats, pigs, emus, and chickens. Here you’ll have the best of both worlds, as you can sleep to the sound of animals from the treehouse and have easy access to the big-city attractions in Miami’s city center. If you’re up for it, you can also help feed the animals, partake in farm events, and play lively games of volleyball every weekend.

ManCave Apartment - Geneva ManCave Apartment, Geneva
Credit: airbnb.com
ManCave Apartment, Geneva

ManCave Apartment - Geneva

A manman caveace that you can only dream of, this ManCave Apartment in Geneva is a part of an active airplane hangar on a private airstrip in East Seminole County. Decorated with an eclectic collection of unique artifacts, you’ll find every nook and cranny covered with unique items. Providing a fun ambiance with a bar, satellite TV, and wood-burning fireplace, it is the perfect place to relax and unwind with a couple of your friends. You’ll have all the amenities you need for a weekend of fun, and if the weather is ideal, you might even see some of your neighbors flying their aircraft off the grass strip. The rental is located in a prime location, just 45 minutes from the theme parks and 30 minutes from the Kennedy Space Center and the nearby beaches.

The Treehouse At Danville - Geneva
Credit: airbnb.com

The Treehouse At Danville - Geneva

Another unconventional stay in the Danville area, this treehouse has incredible amenities that will make you feel like a modern day Swiss Family Robinson on your next getaway.  Complete with a tree trunk elevator, there is also a private shower, air-conditioning, and real toilet, meaning you aren’t sacrificing comforts for this treehouse stay. The 18 foot yurt has picturesque accent lighting that sets the mood.

The Little Treehouse - Orlando The Little Treehouse 2 at Country Club of Orlando
Credit: airbnb.com
The Little Treehouse 2 at Country Club of Orlando

The Little Treehouse - Orlando

Feel like a kid again in this fun treehouse, which is a completely renovated 1926 carriage house in the historic Country Club of Orlando. The cozy space boasts an overstuffed queen-size bed, a kitchenette with a mini-fridge and a flat-screen TV equipped with Netflix and Amazon Prime. There’s also a seating area in the backyard, with a fire pit available by request, as well as bicycles for cruising the neighborhood. It offers an ideal location for exploring Orlando, just five minutes from downtown and less than 30 minutes from Universal Studios and Disney.

The Ritz - Orlando The Ritz
Credit: airbnb.com
The Ritz

The Ritz - Orlando

Have you ever wanted to try tiny house living? This stylish tiny house in Orlando offers plenty of perks, including a full-size fridge, glass stove cooktop and an open floor plan with high ceilings. Don’t spend all your time indoors though, as this space is perfect for outdoor adventures, including fishing, kayaking and sunrise yoga by the lake. Accommodating up to five guests, the house is also pet-friendly. If the Ritz is not available for the dates you want, check out the host’s other listings, as they have multiple highly-rated tiny houses.

Colorful Dog-Friendly Studio - Saint Petersburg Colorful Dog-Friendly Studio - Saint Petersburg
Credit: airbnb.com
Colorful Dog-Friendly Studio - Saint Petersburg

Colorful Dog-Friendly Studio - Saint Petersburg

Experience a burst of color when you enter this private garage studio close to downtown Saint Petersburg. Offering a private entrance, it welcomes travelers and their furry friends with its fenced-in shady picnic area where Fido can roam free. The full studio has everything you need, including a kitchenette and queen-size bed, in addition to a 60-game arcade that includes classics like Ms. Pac Man, Donkey Kong and Frogger.

Vintage '71 Airstream, Pool, Spa, Lanai & Beaches - Bradenton Vintage '71 Airstream
Credit: airbnb.com
Vintage '71 Airstream

Vintage '71 Airstream, Pool, Spa, Lanai & Beaches - Bradenton

Parked next to some of Florida’s most beautiful beaches on Anna Maria Island, this vintage 1971 Airstream is a perfect getaway for couples, solo adventurers and even furry friends (for a small fee). The remodeled Airstream is cozy as can be, offering a California king bed, lots of windows, a kitchen, storage compartments, air conditioning and a projector for movies. It’s parked beneath an oak tree canopy with a hangout area and next to a covered pool, hot tub and keystone coral fire pit.

The Birdhouse, Suwannee River Sanctuary - Old Town Suwannee River Sanctuary, The Birdhouse
Credit: airbnb.com
Suwannee River Sanctuary, The Birdhouse

The Birdhouse, Suwannee River Sanctuary - Old Town

The Birdhouse offers you a glamping site unlike any other in Florida with its 360-degree open-air building, which includes three single beds, a rocking chair, charcoal grill and mini-fridge. Wake up to stunning views of the surrounding nature or enjoy a cup of coffee on your river-facing balcony, then spend the day hiking, fishing, swimming or kayaking. You can also visit one of the multiple natural springs by the Suwannee River.

Artist's Dream Cabin Under the Oaks - Santa Rosa Beach Artist's Dream Cabin Under the Oaks
Credit: airbnb.com
Artist's Dream Cabin Under the Oaks

Artist's Dream Cabin Under the Oaks - Santa Rosa Beach

A tranquil oasis after enjoying the white sandy shoreline of Santa Rosa Beach, this unique cabin designed for artists is set on 10 acres of gorgeous woodland. It features a double futon and bunk bed, as well as a charming front porch area to hang out. The dog-friendly space and has an outdoor shower, air conditioning, Wi-Fi and grill – everything you need to get your creative juices flowing. There are also two kayaks and beach bikes available.

“Serenity” Yacht - Key Largo “Serenity” Yacht
Credit: airbnb.com
“Serenity” Yacht

“Serenity” Yacht - Key Largo

For a vacation that includes dolphin and manatee spotting, fishing and stunning sunsets, stay in this luxurious yacht in Key Largo. Docked next to a tiki bar and a small bait shop that rents jet skis and pontoons, it’s also five minutes from John Pennekamp Coral Reef State Park. It can sleep up to four people comfortably and includes a private area of the dock with a patio table and gas grill, while inside features a small kitchen. Two fishing poles and tackle are also included.

The Tiki Suite - Key West The Tiki Suite
Credit: airbnb.com
The Tiki Suite

The Tiki Suite - Key West

There’s truly no Airbnb like this one, an iconic Key West Tiki Suite that combines the best parts of boat life with the comforts of a modern home. It offers the ultimate glamping experience for those who love water with its tropical-themed exterior, cozy hammock, stand-up paddleboards and snorkel gear. Spotting wildlife like dolphins and manatees is common, while inside you’ll find a high vaulted ceiling, king-size bed, voice-controlled lighting, coffee maker and French doors that open up right onto the ocean.

Luxury Villa With Drive-In Home Theater - Kissimmee Luxury Villa With Drive-In Home Theater
Credit: airbnb.com
Luxury Villa With Drive-In Home Theater

Luxury Villa With Drive-In Home Theater - Kissimmee

This over-the-top luxury seven-bedroom villa is the ultimate vacation getaway for families. Along with original theme rooms, it boasts a “drive-in” indoor theater with a projector entertainment system and classic car sofas, an arcade and a private pool. Located in the prestigious Reunion Resort, you’re within a short drive of Disney.

Orlando Venice - Orlando Orlando Venice
Credit: airbnb.com
Orlando Venice

Orlando Venice - Orlando

This pet-friendly tiny house in Orlando is Florida lake living at its finest, offering a roll-up garage door with double-paned windows that opens from a summer kitchen onto a covered patio. Enjoy the electric fireplace and open concept design, as well as the captivating panoramic views of Lake Fairview. Spend your days fishing and kayaking or wake up early and enjoy sunrise yoga by the lake.

The Spaceship House - Navarre Beach The Spaceship House
Credit: airbnb.com
The Spaceship House

The Spaceship House - Navarre Beach

If you’re a fan of the extraterrestrial, this unique spaceship house is sure to pique your interest. Your stay in this dome house will be out of this world, as the newly remodeled rental is decorated to look like a spaceship both inside and out. Perfect for Trekkies and Star Wars fans who like to pretend their traveling to galaxies far far away, the spaceship is also across the street from the beach and offers space bicycles to cruise the area.

Dome Villa - Largo Dome Villa
Credit: airbnb.com
Dome Villa

Dome Villa - Largo

We’re confident you’ve never stayed in a unique Dome Villa like this. Set in Largo, this charming three-bedroom space can accommodate up to eight guests and offers a unique interior, although modern comforts like a well-equipped kitchen and inviting living room with cozy couches are available. The outdoor space is a great place to unwind, offering a seating area, barbecue grill and garden area, while Indian Rocks Beach is just 10 minutes away by car.

Luxury Villa with Bowling Alley - Four Corners Luxury Villa with Bowling Alley
Credit: airbnb.com
Luxury Villa with Bowling Alley

Luxury Villa with Bowling Alley - Four Corners

Almost like renting out your own theme park, this 12 bedroom luxury villa boasts a long list of amenities that both kids and adults will appreciate. Accommodating 16+ of your closest friends, the 15,000 square feet of space houses a bowling alley, squash and basketball court, home cinema, game room, spa and gym. Make a splash at the pool with a sunken bar and 10 seating spa, enjoy the arcade or relax in the sauna and steam room. If you can peel yourself away, Disney is just 5.5 miles away.

Private Barn Studio at Pura Vida Florida Farm - Vero Beach Private Barn Studio at Pura Vida Florida Farm
Credit: airbnb.com
Private Barn Studio at Pura Vida Florida Farm

Private Barn Studio at Pura Vida Florida Farm - Vero Beach

If you’ve ever dreamed of waking up at a farm, here’s your chance. Home to beloved animals like “Sweetheart” the donkey and horses “Chance”, “Cimi” and “Teddy”, this 20-acre farm boasts a beautiful oak tree-lined driveway, catch-and-release pond and swing-set for kids. Your living space is on the second floor of the barn and has private access, with cozy spaces for eating, sleeping and relaxing.

Quirky Studio, Steps to Beach & Restaurants - Gulfport Quirky Studio, Steps to Beach & Restaurants
Credit: airbnb.com
Quirky Studio, Steps to Beach & Restaurants

Quirky Studio, Steps to Beach & Restaurants - Gulfport

Both fun and quirky, this colorful Gulfport studio is a dream for beach lovers, located steps from both the popular Beach Blvd and Gulfport Beach, as well as the collection of eclectic shops Gulfport is known for. The light and bright artists studio comes with a Smart TV, Keurig coffee maker and dedicated parking space in addition to two beach chairs and a back patio with a peaceful garden.

13 Bedroom Great Escape Lakeside - Clermont 13 Bedroom Great Escape Lakeside
Credit: airbnb.com
13 Bedroom Great Escape Lakeside

13 Bedroom Great Escape Lakeside - Clermont

Accommodating up to a whopping 43 people, this massive 13-bedroom property is set on 10 acres of land in Clermont. The one-of-a-kind estate is a destination within itself, offering a pool with waterslides, lazy river, escape game room as well as a laser maze, theater, human foosball and soccer billiards. Featured on the Guinness Book of World Records, each room at this lavish estate is based around a popular game, such as Monopoly, Scrabble, Clue and Risk. Challenge your friends and family to a game in the family TV game show studio with interactive buzzers or enjoy the outdoors in one of the kayaks, three-person canoe or five-person pedal boat.

Get a Little Glam in a Retro Palm Beach-Style Boudoir - Winter Park Get a Little Glam in a Retro Palm Beach-Style Boudoir
Credit: airbnb.com
Get a Little Glam in a Retro Palm Beach-Style Boudoir

Get a Little Glam in a Retro Palm Beach-Style Boudoir - Winter Park

It’s hard not to be lured in by the retro Palm Beach-style decor at this stylish apartment in Winter Park. What looks like a boutique hotel or magazine for interior design, the charming space is an ode to Old Florida, showcasing coral decor and tropical fruit and flamingo motifs. It offers a full kitchen with all the necessities, as well as a cozy living room with cable TV, air conditioning and tranquil bedroom space with a queen-size bed and room-darkening shades. Free parking is also available on the premises.

Shipping Container, Gainesville Shipping Container, Gainesville
Credit: airbnb.com
Shipping Container, Gainesville

Shipping Container, Gainesville

A shipping container like you’ve never seen before, this 400 square foot haven in Gainesville offers cozy living for those looking for a unique accommodation choice. Perfect for solo travelers or couples, this charming one bedroom container apartment also features a kitchen and living room for a comfortable night of sleep. With a large window, high ceilings and modern decor, you’d never expect to feel so comfortable in such a small space. Cold air-conditioning keeps you cool on hot summer days, while the cargo’s easy access to downtown shops and restaurants make it an ideal vacation shop.

You May Also Like
The Best Cabin Airbnb in Every State By K.C. DERMODY | SEP 30, 2020

Powered by: Strive Media

YOU'RE ALL SET!

Look out for our newsletters in your inbox soon.

Oops!

Please fill out highlighted fields and click "Compare Prices" to continue.