Discover a selection of 8,000 vacation rentals in Longboat Key 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 $76 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.
Top rated rentals — Longboat Key
Destination guide

Discover beach rentals in Longboat Key

Longboat Key is a tropical paradise for Sarasota beach rentals. With access to Anna Maria Island and Sarasota, Longboat Key is the ideal base camp to explore the wonders of Sarasota Bay and the Gulf of Mexico. It’s home to a variety of gorgeous, laid-back beaches with gentle surf and turquoise waters that are popular for snorkeling and diving. On land, you can visit the protected wetlands of Joan M. Durante Community Park to see native species. Longboat Key is perfect for relaxation, but if you want nightlife and excitement, you can travel to the cities for a night out.

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?

Our 2021 property listings offer a large selection of 7,830 vacation rentals around Longboat Key. From 3,816 house rentals to 3,836 condo and apartment rentals, find a unique house rental for you to enjoy a memorable holiday or a weekend with your family and friends.