The widest selection of unusual accommodations in Longboat Key, FL

A cabin, a lighthouse, a glamping, your extraordinary stay awaits you

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Longboat Key, FL unique stays
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12 Unique places to stay in Longboat Key, FL

Top Family Unique Stays in Longboat Key, FL

A unique stay built for families near the water in Longboat Key, FL offers a memorable trip that truly stands out.

4/2 Home Heated Pool/close To Anna M. Beaches/ Img - Longboat Key, FL
9.6 95 reviews

4/2 Home Heated Pool/close To Anna M. Beaches/ Img

bungalow, Bradenton
This Bradenton vacation home is conveniently located near Blake Medical Center, arcadeland, IMG Academy, and Riverwalk, offering easy access to both medical facilities and local attractions. The home has received excellent ratings for user experience, location, and cleanliness, ensuring a comfortable and enjoyable stay.
The 1790 square foot home features four bedrooms and two bathrooms, providing ample space for families or groups. Guests can enjoy amenities like a private pool, a fenced yard, a fully equipped kitchen, barbecue grills, and free Wi-Fi, making it easy to relax and entertain.

Best Longboat Key, FL unique accommodations with a garden

Tropic Isle At Anna Maria Island Inn - Longboat Key, FL
9.0 100 reviews

Tropic Isle At Anna Maria Island Inn

island, Bradenton Beach
Tropic Isle at Anna Maria Island Inn is an oceanfront resort in Bradenton Beach, offering immediate access to the coast and located a 1-minute drive from Bradenton Beach and 5 minutes from Coquina Beach, with Bean Point Beach 5.2 miles away.
This inn provides 14 air-conditioned rooms with free Wi-Fi, a kitchen, a swimming pool, a terrace, and a garden, with pets allowed and on-site parking available for guests.
450' To Bayside Boat Ramp & Walk To Whitney Beach! - Longboat Key, FL
10 2 reviews

450' To Bayside Boat Ramp & Walk To Whitney Beach!

bungalow, Longboat Key
This Longboat Key bungalow, a former post office near Whitney Beach, boasts convenient access to a public boat ramp less than 450 feet away.
The two-bedroom, two-bathroom house sleeps six, features a heated pool and Jacuzzi, modern appliances, and an open layout with a sunroom; enjoy nearby water activities and private boat parking.

Frequently Asked Questions about unique stays in Longboat Key, FL

  • What attractions is Longboat Key, FL famous for?

    Longboat Key is known for its beautiful beaches, like the famous Longboat Key Beach, which is a great place to swim, sunbathe, and enjoy the ocean breeze. There's also the Longboat Key Club, a luxurious resort with a golf course and a spa, and the Mote Marine Laboratory & Aquarium, which features a variety of marine life.
  • What clothing or gear is recommended for the climate in Longboat Key, FL?

    Longboat Key has a tropical climate, so you'll want to pack light, breathable clothing. You'll definitely need swimwear, sunscreen, and a hat. If you plan on doing any outdoor activities, like hiking or biking, bring comfortable shoes and athletic wear. And don't forget a light jacket for the evenings, which can get a little chilly.
  • What are the best ways to travel to Longboat Key, FL eco-consciously?

    The best way to get to Longboat Key is to fly into Sarasota-Bradenton International Airport (SRQ) and then rent a car or take a taxi. If you're looking for a more eco-conscious option, you could consider taking the bus or train to Sarasota and then taking a taxi or rideshare to Longboat Key. You can also try to take a ride-sharing service to the island from the airport.
  • Which neigbourhood offers the best unique stays in Longboat Key, FL?

    The best neighborhood for unique stays in Longboat Key is probably the south end of the island. There are a lot of beautiful beachfront properties and some really unique vacation rentals. You can find everything from cozy cottages to luxurious villas. There is also a great selection of restaurants and shops in the area.
  • What should you know about unique stays in Longboat Key, FL before booking?

    Before you book a unique stay in Longboat Key, it's important to read the reviews and make sure that the property is right for you. You should also check the amenities and make sure that the property has everything you need. And if you're planning on bringing your pet, make sure that the property allows pets.

Popular destinations

Find the Best Unique Stays with a Hot Tub in Longboat Key, FL

Elevate your trip with a unique stay featuring a private hot tub in Longboat Key, FL, ideal for a private soak after a day of exploring.

450' To Bayside Boat Ramp & Walk To Whitney Beach! - Longboat Key, FL
10 2 reviews

450' To Bayside Boat Ramp & Walk To Whitney Beach!

bungalow, Longboat Key
This Longboat Key bungalow, a former post office near Whitney Beach, boasts convenient access to a public boat ramp less than 450 feet away.
The two-bedroom, two-bathroom house sleeps six, features a heated pool and Jacuzzi, modern appliances, and an open layout with a sunroom; enjoy nearby water activities and private boat parking.

Best pet friendly Longboat Key, FL unique stays

Among the 1 accommodations in Longboat Key, FL, here are the 1 best pet friendly unique accommodations

Island Gem A 2 Bedroom Villa By Redawning - Longboat Key, FL
No reviews

Island Gem A 2 Bedroom Villa By Redawning

island, Anna Maria
Island Gem A 2-Bedroom Villa offers a central Anna Maria location, convenient to Historic Green Village and Palmetto Avenue Beach, with pet-friendly accommodations (fees apply, service animals exempt).
This Anna Maria Island rental features one bathroom, sleeps two guests (children sharing parents' bed stay free), includes a kitchen with dishwasher and air conditioning, and provides city views.

Discover Unique Stays by the Sea in Longboat Key, FL

Plan a memorable beach-town holiday at seaside unique stays in Longboat Key, FL, situated short distances from regional shorelines.

Beach Rd, 300ft To Beach Access & 500ft To Siesta Key Village, 2bdr - Longboat Key, FL
8.0 2 reviews

Beach Rd, 300ft To Beach Access & 500ft To Siesta Key Village, 2bdr

chalet, Siesta Key

Explore Unusual Accommodations with Swimming Pool in Longboat Key, FL

A unique stay in Longboat Key, FL with a pool provides the perfect swim to complement your day by the water.

95 M² Bungalow ∙ 2 Bedrooms ∙ 6 Guests - Longboat Key, FL
No reviews

95 M² Bungalow ∙ 2 Bedrooms ∙ 6 Guests

bungalow, Holmes Beach
450' To Bayside Boat Ramp & Walk To Whitney Beach! - Longboat Key, FL
10 2 reviews

450' To Bayside Boat Ramp & Walk To Whitney Beach!

bungalow, Longboat Key
Beach Rd, 300ft To Beach Access & 500ft To Siesta Key Village, 2bdr & Studio - Longboat Key, FL
No reviews

Beach Rd, 300ft To Beach Access & 500ft To Siesta Key Village, 2bdr & Studio

chalet, Siesta Key
Cabin 2 Spinnakers Cottages: Dog Friendly - 250 Steps To Beach Home - Longboat Key, FL
9.9 255 reviews

Cabin 2 Spinnakers Cottages: Dog Friendly - 250 Steps To Beach Home

cabin, Holmes Beach
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