Where to stay around Longboat Key?

Our 2019 property listings offer a large selection of 6,929 vacation rentals near Longboat Key. From 2,536 Houses to 3,287 Condos/Apartments, find a unique house rental for you to enjoy a memorable stay with your family and friends. The best places to stay near Longboat Key for a holiday or a weekend are on HomeAway.

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: 92 vacation rentals
  • Bay Isles: 164 vacation rentals
  • Pass-a-Grille Beach: 182 vacation rentals
  • Lido Key: 1,718 vacation rentals
  • Isla del Sol: 279 vacation rentals

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

Can I rent Houses in Longboat Key?

Yes, of course. HomeAway has 2,536 Houses in Longboat Key. Our other popular types of vacation rentals in Longboat Key include:

  • Condos/Apartments: 3,287 rentals available
  • Cottages: 299 rentals available
  • Bungalows: 299 rentals available

But you can also enjoy a great stay in one of our other vacation rentals including Villas 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 5,283 vacation rentals with pool available in Longboat Key. Please use our search bar to access the selection of vacation rentals available.

    A hot spot for midwinter getaways on Longboat Key

    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.

    Longboat Key—where fishing is first

    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.

    Excursions to the world of art and marine life

    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.

    Winter getaways, summer savings on Longboat Key

    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.

    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.

    Explore destinations around Longboat Key

    Siesta Key
    4,672 vacation rentals
    7,184 vacation rentals
    Saint Pete Beach
    4,620 vacation rentals
    Saint Petersburg
    10,050 vacation rentals
    3,266 vacation rentals
    Bradenton Beach
    3,808 vacation rentals
    6,339 vacation rentals
    2,327 vacation rentals
    Holmes Beach
    3,606 vacation rentals
    Anna Maria
    3,687 vacation rentals
    4,584 vacation rentals
    465 vacation rentals
    4,414 vacation rentals
    South Venice
    3,131 vacation rentals
    Tierra Verde
    2,933 vacation rentals
    4,480 vacation rentals
    4,787 vacation rentals
    Sun City Center
    192 vacation rentals
    Sun City
    207 vacation rentals
    6,258 vacation rentals