Longboat Key Vacation Rentals, Florida: house rentals & more

Select from 176 houses, 44 apartments, and other vacation rentals to find the perfect place for your stay in Longboat Key. Whether you're going on vacation with family or friends, vacation rentals have the best amenities for spending time at your vacation home, which might include a garden and hot tub. No matter what you're looking for, you'll be sure to find a rental for everyone's needs, including a place that is accessible or non-smoking.

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Jewfish Key

Find the best place to stay - Longboat Key

Longboat Key beach house - 5 min walk to the beaches and top local restaurants

Sleeps 8 · 4 bedrooms · 2 bathrooms

Beautiful Longboat Key Beach at Sunset. x street

Country Club Long Boat Key Beach Villa 2B 3BA Pool No Hurricane Damage

Sleeps 6 · 2 bedrooms · 2+ bathrooms

Charming Cabana Beach Club #8 - Your Coastal retreat Awaits!#9 also available.

Sleeps 6 · 2 bedrooms · 1 bathroom

Top rated rentals - Longboat Key

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Longboat Key

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Find out more about Longboat Key

Why visit Longboat Key

Stunning Beaches: Enjoy the serene beauty of Longboat Key's pristine beaches, ideal for sunbathing and relaxation.
Outdoor Adventures: Engage in various outdoor activities, including boating, kayaking, and nature exploration.
Charming Neighborhoods: Discover inviting neighborhoods filled with vibrant art scenes and local culture.
Family-Friendly Activities: Experience a range of activities suitable for families, ensuring fun for all ages.
Diverse Accommodations: Choose from a variety of vacation rentals, from beach houses to luxurious condos.

Popular types of accommodation in Longboat Key

If you're looking for the perfect getaway in Longboat Key, you're in the right place! Our most popular vacation rentals include stunning condos, spacious apartments, and charming houses. Whether you prefer beach houses with breathtaking views, pool homes for relaxation, or lakefront retreats, we have something for everyone. Don't miss out on the exclusive Club Longboat experience—your ideal vacation awaits!

Condos: A favorite among visitors, condos offer a blend of comfort and convenience, making up 43% of vacation rentals in Longboat Key.
Apartments: A solid choice for travelers, apartments account for 22% of rentals, providing a home-like atmosphere.
Houses: Ideal for families or groups, these homes represent 19% of options, offering privacy and space.
Cottages: A charming accommodation choice, cottages provide a cozy retreat, perfect for a relaxing getaway.**

Top attractions in Longboat Key

Longboat Key is perfect for beach lovers and families seeking outdoor adventures. Visitors can explore stunning beaches, urban parks, and marinas that offer a blend of culture and nature. Enjoy the tranquility of quiet beaches and indulge in great boating experiences. This charming destination promises a memorable getaway filled with relaxation and exploration for all types of travelers.

IMG Academy: A premier sports training facility, IMG Academy offers a unique opportunity to witness elite athletes in training. With a focus on athletic excellence, the academy hosts various events and programs, making it a thrilling experience for sports enthusiasts.
Lido Beach: Known for its stunning white sands and clear blue waters, Lido Beach is the perfect spot for sunbathing, swimming, and beach activities. The laid-back atmosphere provides a quintessential beach vibe, ideal for relaxation and enjoyment.
St. Armands Circle: This vibrant shopping and dining district features a blend of upscale boutiques and eateries, creating a lively urban atmosphere. Stroll through the circle to enjoy art galleries, unique shops, and delightful outdoor dining options.

Things to do recommended for couples

For a romantic getaway in Longboat Key, indulge in soothing treatments at Aluna Wellness Center & Spa, only 5 miles away. For adventure, explore the underwater wonders with Blue Water Explorers or enjoy a fun round of mini-golf at Fish Hole Adventure Golf, both just 4 miles from your stay.

Things to do recommended for families

Your family will have a blast at the IMG Bollettieri Tennis Academy for sports fun, unwind at Nathan Benderson Park for some relaxation, and enjoy ice skating at the Ellenton Ice and Sports Complex for an exciting adventure. Longboat Key offers memorable experiences for everyone!

Things to do recommended for groups

Explore the Mall at University Town Center for shopping and family fun, catch a show at the Van Wezel Performing Arts Hall for a dose of culture, or enjoy a round of golf at Harborside Golf Course for outdoor excitement—all perfect for group travelers in Longboat Key!

What do I need to keep in mind when booking a vacation in Longboat Key

When traveling with a group, family, pets, or planning an extended stay, it's important to prioritize your preferences when filtering options. Here are some helpful Vrbo booking tips to assist you.

Traveling to Longboat Key with a group: Think about how many bedrooms you require, as well as additional features like a full kitchen or outdoor area for group gatherings. Luckily, you can easily filter for these options and many more on Vrbo.
Traveling to Longboat Key with young kids: Traveling with little ones can be quite demanding. It's important to prioritize their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, considering how close you are to family-friendly attractions can enhance your experience.
Taking your pets with you to Longboat Key: For many families, a vacation wouldn’t be the same without their furry companions. If that resonates with you, explore the Vrbo listings that welcome pets. Many of these pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels comfortable and at home.
Planning for a long term stay visiting Longboat Key: If you're in search of vacation rentals offering discounts for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rental options. Additionally, think about including features like a parking space, a well-equipped kitchen, or a private pool in your search criteria.

Where to stay in Longboat Key

Longboat Key offers a perfect blend of relaxation and adventure along Florida's Gulf Coast. With its stunning beaches and charming neighborhoods, visitors can enjoy family-friendly activities and vibrant art scenes. Explore nearby cities to soak in the friendly atmosphere and indulge in the unique charm of this Florida getaway. Whether you seek breathtaking gulf views or tranquil outdoor experiences, Longboat Key promises a memorable vacation for everyone.

Sarasota: Located approximately 9 miles from Longboat Key, Sarasota is renowned for its vibrant arts scene and beautiful beaches. This city offers a perfect blend of cultural experiences and outdoor activities. Visitors can explore the popular shopping mall center and recreational areas while soaking in the familial beach atmosphere. Notable attractions include the stunning Lido Beach, the family-friendly Siesta Key Beach, and the scenic parks that offer a variety of recreational opportunities. Sarasota is a fantastic destination for families looking for fun and relaxation.
Siesta Key: Just 11 miles from Longboat Key, Siesta Key is famous for its powdery white sand beaches and vibrant beach culture. This charming island is a haven for families and outdoor enthusiasts alike, offering numerous recreational areas and resort experiences. Visitors can enjoy the picturesque beaches and family-friendly parks that dot the landscape. Siesta Key is also home to delightful shopping venues, making it a perfect spot for leisure and relaxation while enjoying the stunning coastal views.
St. Petersburg - Clearwater: Situated 25 miles from Longboat Key, the bustling metropolis of St. Petersburg - Clearwater offers a diverse range of attractions for travelers. Known for its beautiful beaches and outdoor activities, this area features lively shopping areas and an inviting boardwalk. Families can explore the beautiful beaches and vibrant town neighborhoods that embody the spirit of Florida living. With its rich cultural scene and picturesque waterfront, St. Petersburg - Clearwater is an excellent destination for those seeking adventure and relaxation.

Best time to go to Longboat Key

If you're planning a trip to Longboat Key, it's a good idea to check both the weather and property rates. The warmest month is August. Peak season runs in March to April and July, while off-peak times, like October to December tend to have fewer bookings and better deals.

Calendar Month	Temperature	Precipitation	Cloudiness	Occupancy	Pricing
January	62.6°F (17.0°C)	Light Rain	Mostly Sunny	Average	Average
February	65.5°F (18.6°C)	No Rain (Dry)	Mostly Sunny	Average	Slightly High
March	68.4°F (20.2°C)	Light Rain	Mostly Sunny	Moderately High	Slightly High
April	73.8°F (23.2°C)	Light Rain	Mostly Sunny	Moderately High	Slightly High
May	78.1°F (25.6°C)	Light Rain	Mostly Sunny	Average	Average
June	82.0°F (27.8°C)	Light Rain	Mostly Sunny	Average	Average
July	83.1°F (28.4°C)	Moderate Rain	Mostly Sunny	Moderately High	Average
August	83.5°F (28.6°C)	Moderate Rain	Mostly Sunny	Average	Average
September	81.5°F (27.5°C)	Moderate Rain	Mostly Sunny	Average	Slightly Low
October	77.0°F (25.0°C)	Light Rain	Mostly Sunny	Moderately Low	Slightly Low
November	70.5°F (21.4°C)	Light Rain	Mostly Sunny	Moderately Low	Slightly Low
December	66.4°F (19.1°C)	Light Rain	Mostly Sunny	Moderately Low	Average

Booking with Vrbo is simple

Are you aiming to save on your upcoming journey? One effective way to do so is by being open to adjusting your travel dates, as prices can vary. Additionally, opting for a longer stay often leads to significant savings. To discover the perfect Vrbo property that fits your budget, take advantage of our filters to sort options by price, location, and type of vacation rental.

Save more with One Key

Reserve a qualifying Vrbo for your group getaway and earn OneKeyCash™ on your booking. Being the planner has its perks! By enrolling in our travel rewards program, OneKey, you can immediately access member discounts and earn OneKeyCash™ on eligible reservations. Sign up today and begin enjoying your savings!

Vrbo Trips: Effortless planning

Vrbo's Trip Board provides a convenient area where you can plan new trips, manage your existing plans, and keep track of your reservations. Your saved and booked properties are neatly organized into categories: Potential, Upcoming, or Current Trips. To check out the Trip Boards, please visit: https://www.vrbo.com/trips.

**Percentages are based on Vrbo properties booked during 2023 and 2024.

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.

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.

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.

How to get to and around Longboat Key

The nearest airport is in Sarasota-Bradenton Intl. Airport (SRQ), located 6.7 mi (10.8 km) from the city center. If you can't find a flight that works for your travel itinerary, you could book a flight to St. Petersburg, FL (SPG-Albert Whitted), which is 24.4 mi (39.2 km) away.

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.

Frequently asked questions

What is the most popular type of vacation rental accommodation in Longboat Key?

Condos are the most popular type of vacation rental in Longboat Key, according to our data. Even if you have a different idea about what you want, Vrbo has vacation homes in a variety of shapes and sizes. Take a look at our options to find your ideal match.

How much does it cost to rent a vacation rental in Longboat Key?

Length of stay, season and property type are some things that can determine the price of a vacation home. Simply enter your dates of travel to find your ideal match. From comfy cabins to expansive luxury villas, all Vrbo vacation rentals offer incredible value.

How much does it cost to rent a beach house in Longboat Key?

Prices for beach houses in Longboat Key differ depending on the size and type of the property and time of year you're traveling. Just enter your travel dates into Vrbo and how many guests to view your rental options and prices. From there you can use our filters to narrow your search by amenities, ratings, nearby activities and more.

What are popular rental amenities in Longboat Key?

A sauna, a beach view and tennis rank as the most popular rental amenities in Longboat Key. Whether you plan to go as a party of one, with your sweetheart or as a family group, Vrbo will help you find a vacation rental that suits your tastes with all the conveniences you're looking for.

What are the top attractions for families in Longboat Key?

There are loads of cool things to do and see with the family in Longboat Key, including:

Coquina Beach
Cortez Beach
Manatee Public Beach

Can I find two-bedroom vacation rentals in Longboat Key?

Longboat Key has 135 two-bedroom vacation rentals that you can choose from. Discover a vacation home with all the comfort and privacy you want at a price you'll love on Vrbo.

Are there vacation rentals with WiFi in Longboat Key?

You can pick from 94 vacation rentals with WiFi in Longboat Key. If you want to disconnect from daily life while on vacation, but still want to be connected to the web, these getaways have just what you need. Narrow your search by applying the WiFi filter on Vrbo.

How old do you have to be to rent a vacation rental in Longboat Key?

The age limit can vary across properties on Vrbo, so be sure to check the rules of the vacation rental in Longboat Key you want to book. But normally, it's 16, 18 or 21.

How long can I rent a vacation rental in Longboat Key for?

How long you can book a vacation rental in Longboat Key depends on the property. Just enter your desired travel dates to look at a list of options offering extended stays. With plenty of amenities such as air conditioning and kitchens, as well as some offering weekly or monthly discounts, you're sure to get someplace just right to call your home away from home in Longboat Key.