408 Longboat Key Vacation Rentals & Short Term Rentals

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Compare Longboat Key vacation rentals from 9 rental sites including HomeAway, TripAdvisor, Booking.com and more, from $70 a night.

Information about Longboat Key

About Longboat Key

Located on the Gulf side of Florida, Longboat Key offers a winter getaway for anyone trying to escape the harsh winters in the North.  The town is situated on a barrier island next to Sarasota and Manatee and is part of both counties.  Beaches line the entire western shoreline of Longboat Key, making it a perfect destination.

Things to Do in Longboat Key

Along the entire eleven mile western coast of Longboat Key is white sand and turquoise blue water.  It’s easy to find your own personal oasis.  Whitney Beach at the north end offers public parking.  There are eleven different access points along the western coast.  At the north end of Longboat Key, Beer Can Island can be reached in a shallow boat or walked to when the tide is low and offers a stunning location for parties, picnics, fishing, and swimming.  Besides the pristine beaches, the Longboat Key Center for the Arts is a mecca for artists and art-lovers.  It was established in 1952 and houses the Durante Gallery, Cultural Media Room and lots of classroom spaces.  Also the Longboat Key Education Center is a non-profit adult enrichment center, which offers a myriad of classes and recreational activities.  Whether you’re a shopaholic or just looking for a souvenir, there are a variety of places up and down Longboat Key for you.  Places, like St. Armands Circle or The Chart House, are sure to fulfill your shopping desires!  When you get hungry, be sure to try Lazy Lobster of Longboat and Mar Vista Dockside Restaurant.  Also the Blue Dolphin Café is exceptional.

Longboat Key Day Trips

If you find yourself wanting to leave Longboat Key for the day, then drive out to Sarasota or Bradenton.  Sarasota has so much to offer from amazing dining to shopping.  Be sure to see the Ringling Museum of Art and the Mote Marine Aquarium & Laboratory.  The Circus Arts Conservatory in Sarasota is home to world-class circus productions and student ones.  You can also take weekend trapeze or aerial classes.  Or take a walk through the Jungle Gardens and see what Florida was like in a forgotten era.  All car-lovers must check out the Sarasota Classic Car Museum, which is recognized as the second oldest, continuously run antique car museum in the country!  If you’re heading to Bradenton, take a walk along the Mantee River where the 1.5 miles of paved path becomes host to all kinds of festivals, art shows and concerts.

Longboat Key Accommodations

Staying in Longboat Key and the deals you can get will depend on the season, but regardless if it’s high or low season, this is the place to be.  There are all kinds of options to fit everyone’s needs, wants, and budget.  If you’re looking for a home, then Rolling Waves Beach Cottages or Sun ‘n’ Sea Cottages will be perfect.  Each company offers individual homes to make your stay more personal and unique.  If you want everything taken care of without the worry or fuss, then a resort is the way to go.  Longboat Key has phenomenal resorts to choose from, like Zota Beach Resort, Silver Sands Gulf Beach Resort, Longbeach Key Club Beach & Resort, and Sand Cay Beach Resort.

Transportation in Longboat Key

If you don’t plan on going off Longboat Key, then renting a bicycle is a perfect way to enjoy the sites and get around.  Or rent a scooter.  Otherwise, a car is the preferred mode of transportation, especially if you plan to visit Sarasota or Bradenton.

Vacation Rentals in Longboat Key

Looking for a vacation rental in Longboat Key? Tripping.com has 408 rental homes available in Longboat Key. Potential renters will find 11 studios, 117 1-bedroom, 214 2-bedroom and 66 rentals with 3 or more bedrooms from $70 a night. Many of these properties are instantly bookable.

The average price of a nightly rental in Longboat Key is $250 while the average price of a weekly rental is $1732. For those looking for more than a short term rental such as corporate rentals, extended stays or long term rentals, the average monthly price of a Longboat Key home is $5321.

Wondering if you can bring your favorite dog or cat with you? We have 49 pet friendly vacation rentals available for you. In addition to accommodating pets, Longboat Key rentals offer a variety of amenities. In particular, 278 rentals have internet and wifi, 264 have TV and/or cable and 232 have a pool or hot tub.

Search properties from 9 rental sites in Longboat Key where the top providers in that area are HomeAway, TripAdvisor, and Booking.com. There are 209 HomeAway rentals, 167 TripAdvisor short term rentals and 19 Booking.com vacation rentals.