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Condo Longboat Key
$351 per night
Condo ∙ 4 guests ∙ 2 bedrooms
5.0
"Excellent" (38 ratings)
Longboat Key, Manatee County, Florida, United States
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Vrbo
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Condo Longboat Key
$133 per night
Condo ∙ 3 guests ∙ 1 bedroom
4.8
"Excellent" (25 ratings)
Longboat Key, Manatee County, Florida, United States
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Vrbo
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House Longboat Key
$179 per night
House ∙ 4 guests ∙ 2 bedrooms
5.0
"Excellent" (40 ratings)
Longboat Key, Manatee County, Florida, United States
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Vrbo
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Condo Longboat Key
$288 per night
Condo ∙ 7 guests ∙ 2 bedrooms
4.9
"Excellent" (116 ratings)
Longboat Key, Manatee County, Florida, United States
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Vrbo
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Condo Longboat Key
$232 per night
Condo ∙ 4 guests ∙ 2 bedrooms
5.0
"Excellent" (31 ratings)
Longboat Key, Manatee County, Florida, United States
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Vrbo
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Condo Longboat Key
$259 per night
Condo ∙ 4 guests ∙ 1 bedroom
5.0
"Excellent" (43 ratings)
Longboat Key, Manatee County, Florida, United States
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Vrbo
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Condo Longboat Key
$179 per night
Condo ∙ 4 guests ∙ 1 bedroom
5.0
"Excellent" (28 ratings)
Longboat Key, Manatee County, Florida, United States
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Vrbo
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Condo Longboat Key
$265 per night
Condo ∙ 4 guests ∙ 2 bedrooms
5.0
"Excellent" (67 ratings)
Longboat Key, Manatee County, Florida, United States
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Vrbo
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Condo Longboat Key
$229 per night
Condo ∙ 4 guests ∙ 2 bedrooms
5.0
"Excellent" (4 ratings)
Longboat Key, Manatee County, Florida, United States
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Vrbo
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Apartments and vacation rentals with a kitchen

Condo Kitchen Longboat Key
$448 per night
Condo ∙ 4 guests ∙ 2 bedrooms
5.0
"Excellent" (6 ratings)
Longboat Key, Manatee County, Florida, United States
Kitchen
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Vrbo
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Apartment Kitchen Longboat Key
$263 per night
Apartment ∙ 4 guests ∙ 1 bedroom
5.0
"Excellent" (136 ratings)
Longboat Key, Manatee County, Florida, United States
Kitchen
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Vrbo
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House Kitchen Longboat Key
$212 per night
House ∙ 4 guests ∙ 3 bedrooms
5.0
"Excellent" (22 ratings)
Longboat Key, Manatee County, Florida, United States
Kitchen
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Vrbo
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Vacation rentals and apartments with air conditioning

Condo Aircondition Longboat Key
$237 per night
Condo ∙ 4 guests ∙ 3 bedrooms
5.0
"Excellent" (13 ratings)
Longboat Key, Manatee County, Florida, United States
Aircondition
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Vrbo
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Apartment Aircondition Longboat Key
$239 per night
Apartment ∙ 3 guests ∙ 1 bedroom
4.8
"Excellent" (41 ratings)
Longboat Key, Manatee County, Florida, United States
Aircondition
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Vrbo
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Condo Aircondition Longboat Key
$376 per night
Condo ∙ 4 guests ∙ 2 bedrooms
5.0
"Excellent" (23 ratings)
Longboat Key, Manatee County, Florida, United States
Aircondition
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Vacation rentals with Wi-Fi

Condo Internet Longboat Key
$292 per night
Condo ∙ 6 guests ∙ 3 bedrooms
5.0
"Excellent" (8 ratings)
Longboat Key, Manatee County, Florida, United States
Internet
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Vrbo
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Condo Internet Longboat Key
$246 per night
Condo ∙ 3 guests ∙ 1 bedroom
4.7
"Outstanding" (40 ratings)
Longboat Key, Manatee County, Florida, United States
Internet
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Vrbo
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Condo Internet Longboat Key
$237 per night
Condo ∙ 6 guests ∙ 2 bedrooms
5.0
"Excellent" (23 ratings)
Longboat Key, Manatee County, Florida, United States
Internet
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Vrbo
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Frequently Asked Questions

Is renting a vacation home in Longboat Key expensive?

Prices for a stay in Longboat Key begin at $119 per night.

Can I see all vacation rentals that are available in Longboat Key?

Currently, there are 1,529 vacation rentals available for you to compare and book.

Finding the perfect vacation home has never been easier. Tripping.com searches the world's top vacation rental sites to find the best properties in 190 countries worldwide. One search lets you filter, compare and sort over 10 million available vacation rentals from trusted partners including HomeAway, VRBO, TripAdvisor, Booking.com and more. When you use Tripping.com to plan your trip and book your vacation rental, you never have to wonder if you're getting the best deal.

Longboat Key Information

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.

Popular Day Trips Near Longboat Key

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