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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Price per night
Accommodation type
Rating
39 Unique places to stay in Longboat Key, FL
9.0 11 reviews
Longboat Key, FL
08/22 – 09/05
$461/nighttotal: $6454 (14 )
Sunkissed Cabin
3 3
cabin , Holmes Beach
Sunkissed Cabin is located in Holmes Beach, Florida, just a 7-minute walk from Anna Maria Island and a short drive from the John and Mable Ringling Museum of Art. The cabin has received very good user ratings, making it a popular choice for travelers. The cozy cabin has 3 bedrooms and 2 bathrooms, providing comfortable accommodation for families and groups. Guests can enjoy features like a private balcony, a fully equipped kitchen with a dishwasher, a swimming pool, and free Wi-Fi.
Longboat Key, FL
08/22 – 09/05
$469/nighttotal: $6566 (14 )
Dolphin Cabin! Available For Summer! Screened Pool, Dock & More!
3 3
cabin , Cortez
Dolphin Cabin, located in Bradenton, Florida, offers convenient access to Sarasota attractions, including the Ringling Museum of Art, approximately 12 miles away. This 1980-square-foot vacation home features three bedrooms, two bathrooms, sleeps eight guests, and includes a fully equipped kitchen, screened pool, private dock, free Wi-Fi, and air conditioning.
Longboat Key, FL
07/11 – 07/17
$160/nighttotal: $960 (6 )
112 M² Bungalow ∙ 3 Bedrooms ∙ 7 Guests
3 3
bungalow , Palmetto
This Palmetto bungalow is located on Florida's Gulf Coast, a short drive from Anna Maria Island, St. Petersburg, and Snead Island beaches, offering convenient access to Gulf of Mexico activities. This 1190 square foot house sleeps up to 7 guests with 3 bedrooms and 2 bathrooms, featuring a full kitchen, open living/dining area, master en-suite, guest bathroom, two loft bedrooms, a private patio, a basketball court, and off-street parking.
9.9 244 reviews
Longboat Key, FL
08/22 – 09/05
$195/nighttotal: $2730 (14 )
Cabin 2 Spinnakers Cottages - 204 - 56th 2
1 3
cabin , Holmes Beach
This Holmes Beach vacation rental is located just a 10-minute walk from Bradenton Beach and Island Gallery West, and within a mile of Holmes Beach Beaches and Manatee Public Beach. Guests consistently rate this property excellent for its location, cleanliness, and overall experience. The one-bedroom, one-bathroom house has 800 square feet of space and can comfortably accommodate up to four guests. This rental offers a fully equipped kitchen, a private swimming pool, a spa, a garden with barbecue grills, and access to a water park, making it perfect for a relaxing and fun-filled stay.
10 4 reviews
Longboat Key, FL
08/22 – 09/05
$362/nighttotal: $5068 (14 )
104 M² Bungalow ∙ 2 Bedrooms ∙ 6 Guests
2 3
bungalow , Holmes Beach
The Blue Haven bungalow is located in Holmes Beach on Anna Maria Island, a seven-minute walk from the pristine sands and near Pine Avenue's shops and restaurants. This 1,110-square-foot vacation home features two bedrooms, two bathrooms, sleeps six, and includes a private heated pool, a fully equipped kitchen with stainless steel appliances, and Tempur-Pedic mattresses.
Longboat Key, FL
12/26 – 12/31
$139/nighttotal: $695 (5 )
Yacht Time
1 2
yacht , Bradenton
The Yacht Time cottage, a pet-friendly boat rental in Bradenton, Florida, is located 5 miles from the city center, offering a quiet escape. This one-bathroom vessel accommodates two guests and features a microwave, air conditioning, a terrace, a garden, barbecue area, and on-site parking.
Longboat Key, FL
06/19 – 06/26
$3502/nighttotal: $24514 (7 )
Luxurious 55-foot Yacht With Captain & First Mate
2 2
houseboat , Sarasota
This 55-foot Prestige yacht, located in Sarasota near St. Armands Circle and the Mall at University Town Center, offers easy access to Lido Beach and Siesta Key Beach. The luxury vessel boasts two bedrooms, two bathrooms, and sleeps eight guests, featuring a spacious salon, modern galley, expansive decks, and included captain and first mate service.
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.
Longboat Key, FL
07/11 – 07/17
$160/nighttotal: $960 (6 )
112 M² Bungalow ∙ 3 Bedrooms ∙ 7 Guests
3 3
bungalow , Palmetto
This Palmetto bungalow is located on Florida's Gulf Coast, a short drive from Anna Maria Island, St. Petersburg, and Snead Island beaches, offering convenient access to Gulf of Mexico activities. This 1190 square foot house sleeps up to 7 guests with 3 bedrooms and 2 bathrooms, featuring a full kitchen, open living/dining area, master en-suite, guest bathroom, two loft bedrooms, a private patio, a basketball court, and off-street parking.
10 4 reviews
Longboat Key, FL
08/22 – 09/05
$362/nighttotal: $5068 (14 )
104 M² Bungalow ∙ 2 Bedrooms ∙ 6 Guests
2 3
bungalow , Holmes Beach
The Blue Haven bungalow is located in Holmes Beach on Anna Maria Island, a seven-minute walk from the pristine sands and near Pine Avenue's shops and restaurants. This 1,110-square-foot vacation home features two bedrooms, two bathrooms, sleeps six, and includes a private heated pool, a fully equipped kitchen with stainless steel appliances, and Tempur-Pedic mattresses.
Best Longboat Key, FL unique accommodations with a garden
Longboat Key, FL
12/26 – 12/31
$139/nighttotal: $695 (5 )
Yacht Time
1 2
yacht , Bradenton
The Yacht Time cottage, a pet-friendly boat rental in Bradenton, Florida, is located 5 miles from the city center, offering a quiet escape. This one-bathroom vessel accommodates two guests and features a microwave, air conditioning, a terrace, a garden, barbecue area, and on-site parking.
9.9 244 reviews
Longboat Key, FL
08/22 – 09/05
$195/nighttotal: $2730 (14 )
Cabin 2 Spinnakers Cottages - 204 - 56th 2
1 3
cabin , Holmes Beach
This Holmes Beach vacation rental is located just a 10-minute walk from Bradenton Beach and Island Gallery West, and within a mile of Holmes Beach Beaches and Manatee Public Beach. Guests consistently rate this property excellent for its location, cleanliness, and overall experience. The one-bedroom, one-bathroom house has 800 square feet of space and can comfortably accommodate up to four guests. This rental offers a fully equipped kitchen, a private swimming pool, a spa, a garden with barbecue grills, and access to a water park, making it perfect for a relaxing and fun-filled stay.
Longboat Key, FL
07/11 – 07/17
$160/nighttotal: $960 (6 )
112 M² Bungalow ∙ 3 Bedrooms ∙ 7 Guests
3 3
bungalow , Palmetto
This Palmetto bungalow is located on Florida's Gulf Coast, a short drive from Anna Maria Island, St. Petersburg, and Snead Island beaches, offering convenient access to Gulf of Mexico activities. This 1190 square foot house sleeps up to 7 guests with 3 bedrooms and 2 bathrooms, featuring a full kitchen, open living/dining area, master en-suite, guest bathroom, two loft bedrooms, a private patio, a basketball court, and off-street 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.
Destinations nearby
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.
10 4 reviews
Longboat Key, FL
08/22 – 09/05
$362/nighttotal: $5068 (14 )
104 M² Bungalow ∙ 2 Bedrooms ∙ 6 Guests
2 3
bungalow , Holmes Beach
The Blue Haven bungalow is located in Holmes Beach on Anna Maria Island, a seven-minute walk from the pristine sands and near Pine Avenue's shops and restaurants. This 1,110-square-foot vacation home features two bedrooms, two bathrooms, sleeps six, and includes a private heated pool, a fully equipped kitchen with stainless steel appliances, and Tempur-Pedic mattresses.
Best pet friendly Longboat Key, FL unique stays
Among the 39 accommodations in Longboat Key, FL, here are the 4 best pet friendly unique accommodations
Longboat Key, FL
12/26 – 12/31
$139/nighttotal: $695 (5 )
Yacht Time
1 2
yacht , Bradenton
The Yacht Time cottage, a pet-friendly boat rental in Bradenton, Florida, is located 5 miles from the city center, offering a quiet escape. This one-bathroom vessel accommodates two guests and features a microwave, air conditioning, a terrace, a garden, barbecue area, and on-site parking.
9.9 244 reviews
Longboat Key, FL
08/22 – 09/05
$195/nighttotal: $2730 (14 )
Cabin 2 Spinnakers Cottages - 204 - 56th 2
1 3
cabin , Holmes Beach
This Holmes Beach vacation rental is located just a 10-minute walk from Bradenton Beach and Island Gallery West, and within a mile of Holmes Beach Beaches and Manatee Public Beach. Guests consistently rate this property excellent for its location, cleanliness, and overall experience. The one-bedroom, one-bathroom house has 800 square feet of space and can comfortably accommodate up to four guests. This rental offers a fully equipped kitchen, a private swimming pool, a spa, a garden with barbecue grills, and access to a water park, making it perfect for a relaxing and fun-filled stay.
10 4 reviews
Longboat Key, FL
08/22 – 09/05
$362/nighttotal: $5068 (14 )
104 M² Bungalow ∙ 2 Bedrooms ∙ 6 Guests
2 3
bungalow , Holmes Beach
The Blue Haven bungalow is located in Holmes Beach on Anna Maria Island, a seven-minute walk from the pristine sands and near Pine Avenue's shops and restaurants. This 1,110-square-foot vacation home features two bedrooms, two bathrooms, sleeps six, and includes a private heated pool, a fully equipped kitchen with stainless steel appliances, and Tempur-Pedic mattresses.
Longboat Key, FL
08/22 – 09/05
$469/nighttotal: $6566 (14 )
Dolphin Cabin! Available For Summer! Screened Pool, Dock & More!
3 3
cabin , Cortez
Dolphin Cabin, located in Bradenton, Florida, offers convenient access to Sarasota attractions, including the Ringling Museum of Art, approximately 12 miles away. This 1980-square-foot vacation home features three bedrooms, two bathrooms, sleeps eight guests, and includes a fully equipped kitchen, screened pool, private dock, free Wi-Fi, and air conditioning.
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.
9.9 244 reviews
Longboat Key, FL
08/22 – 09/05
$195/nighttotal: $2730 (14 )
Cabin 2 Spinnakers Cottages - 204 - 56th 2
1 3
cabin , Holmes Beach
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.
9.9 244 reviews
Longboat Key, FL
08/22 – 09/05
$195/nighttotal: $2730 (14 )
Cabin 2 Spinnakers Cottages - 204 - 56th 2
1 3
cabin , Holmes Beach
Longboat Key, FL
08/22 – 09/05
$469/nighttotal: $6566 (14 )
Dolphin Cabin! Available For Summer! Screened Pool, Dock & More!
