Discover a selection of 8,000 vacation rentals in Longboat Key, FL that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including swimming pools and private pools. Prices start at $152 per night, and houses and condos are popular options for a stay in Longboat Key. Either way, you'll find a rental for everyone's needs.
Destination guide

Experience Longboat Key at vacation home rentals

Vacation treasures are just waiting to be unwrapped on this beach-lined ribbon of land in the Gulf of Mexico west of Bradenton and Sarasota. Known as a great location to pull out your fishing pole, Longboat Key also offers elegant resorts and upscale dining, plus opportunities to see nature up close and personal. It's only 30 minutes away from Bradenton-Sarasota airport, and just as easy to reach the cultural and family-friendly attractions in both communities. A Longboat Key vacation rental is a relaxing place to warm your heart on a midwinter getaway.

Things to do

Tourist attractions near Longboat Key vacation homes

A Longboat Key vacation rental is a convenient launching place to visit attractions around the area. Mote Marine Aquarium, just over the bridge to the south, has an open-water Shark Zone and exhibits on alligators, sting rays, manatees, sea turtles, and other aquatic life. South Florida Museum in Bradenton features a manatee aquarium and planetarium, plus exhibits on natural and cultural history. In Sarasota, visit the vast collection of the Ringling Museum of Art, plus the Marietta Museum of Art & Whimsy. Sarasota also offers botanical gardens and encounters of the retail kind.


Activities near your Longboat Key summer rental

If you're looking for sport fishing, Longboat Key is the place. Tarpon and cobia can be caught from the beach, and some docks are lighted for nighttime fishing. Redfish and speckled trout lurk in the mangroves. You can book a charter for offshore fishing—or a cruise just to view the dolphins. Gulf-side beaches beg you to loll in the sun, swim, take up windsurfing or parasailing, and rent paddle boards and boogie boards. There's a public tennis center. Beer Can Island is a boat-in stretch of beach for picnicking at the key's northern tip.


Climate for your trip to Longboat Key vacation rentals

Sunshine rules for 256 days a year on Longboat Key, making outdoor activities enjoyable all year from a Longboat Key vacation rental. Summer is the hottest season, and often humid, with July highs around 90. It's also the wettest, with August rainfall around 9 inches. January high temperatures are generally in the 80s, with the average low around 50. May to late fall is actually the slower season, with lower prices. The cooler, busier winter season is when visitors seek escape from cold and snow elsewhere. Spring and fall are in-between, for both weather and crowds.

Natural features

Good things in a small package on Longboat Key

Longboat Key occupies a narrow barrier island between the Gulf of Mexico and Sarasota Bay. Everything is packed into 4 square miles of dry land, and you could bike the 10 miles from northerly Beer Can Island to Quick Point in about 50 minutes. Sea turtles and shorebirds nest along the Gulf beaches from April to November, but habitats are protected by keeping observers at a distance and outdoor lights off at night. Crabs and conchs, egrets, herons, and osprey are seen from trails and boardwalks through 34 acres of wetland and mangrove lagoons at Quick Point Nature Preserve.


Best beaches near Longboat Key vacation homes

Longboat Key boasts gorgeous beaches ideal for swimming, sunbathing, and watersports. Vacation homes are available near places like Siesta Beach, a sandy beach with seaside amenities, and Anna Maria Public Beach, a white-sand beach with gentle surf for swimming. You'll also like Coquina Beach, a tranquil beach with turquoise waters and spectacular sunset views.

How to get there

Transportation to and around Longboat Key

The nearest airport is in Sarasota, FL (SRQ-Sarasota-Bradenton Intl.), located 5 mi (8 km) from the city center. If you're unable to find a flight that fits your schedule, you can also fly into St. Petersburg, FL (SPG-Albert Whitted), which is 26.8 mi (43.1 km) away.

Good for couples

Romantic vacation rentals in Longboat Key

If you're looking for a romantic retreat, Longboat Key has an array of tranquil locations to explore. Vacation rentals are available near places like St. Armands Key, a bay island with serene tropical surrounds and parklands, and Leffis Key, an island nature reserve and tidal habitat with nature trails and boardwalks through the marshland. You could also visit Palma Sola Botanical Park, a landscaped garden with exotic plants and lakes.

How many vacation rentals are available around Longboat Key, FL?

Our 2020 property listings offer a large selection of 7,829 vacation rentals around Longboat Key. From 3,714 house rentals to 3,891 condo and apartment rentals, find a unique house rental for you to enjoy a memorable holiday or a weekend with your family and friends.

What is the best area to stay when traveling to Longboat Key?

Whether you're traveling with family or friends, here are the areas with the largest selection of vacation rentals for a holiday trip or just for a weekend in Longboat Key:

  • Longbeach Village: 101 vacation rentals
  • Bay Isles: 184 vacation rentals
  • Isla del Sol: 278 vacation rentals
  • Ilexhurst: 1,466 vacation rentals
  • Pass-a-Grille: 174 vacation rentals

For other neighborhoods, please use our search bar to access the selection of vacation rentals available.

What are the popular point of interests near where I can stay when traveling to Longboat Key?

Vrbo offers a large selection of vacation rentals near lovely places in Longboat Key. From Vrbo travelers, the top most popular points of interest to stay for a holiday trip or just for a weekend are:

  • Harborside Golf Course at Longboat Key Club: 8,543 vacation rentals
  • Cannons Marina: 8,270 vacation rentals
  • Islandside Golf Course at Longboat Key Club: 8,544 vacation rentals
  • Quick Point Nature Reserve: 8,550 vacation rentals
  • St. Armands Circle: 8,594 vacation rentals

But there are many other points of interest around Longboat Key listed on Vrbo where you can find your place to stay. Please use our search bar to access the selection of vacation rentals available near the point of interest of your choice.

Can I rent Houses in Longboat Key?

Yes, of course. Vrbo has 3,714 Houses in Longboat Key. Our other popular types of vacation rentals in Longboat Key include:

  • Condos/Apartments: 3,891 rentals available
  • Cottages: 285 rentals available
  • Villas: 380 rentals available

But you can also enjoy a great stay in one of our other vacation rentals including Bungalows and more.

Can I find a vacation rental with pool in Longboat Key?

Yes, you can select your preferred vacation rental with pool among our 5,986 vacation rentals with pool available in Longboat Key. Please use our search bar to access the selection of vacation rentals available.

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