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Longboat Key vacation rentals

We found 10,945 vacation rentals — enter your dates for availability

Select from 168 houses, 49 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.

Vacation rentals with weekly discounts - Longboat Key

Showing deals for:Nov 7 - Nov 14
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Find out more about Longboat Key

Find out more about Longboat Key

Why visit Longboat Key

  1. Beautiful Beaches: Longboat Key boasts stunning sandy shores perfect for relaxation and sunbathing.
  2. Outdoor Activities: Enjoy a range of activities from kayaking and paddleboarding to bike riding along scenic trails.
  3. Cultural Experiences: Discover vibrant local art scenes and charming nearby neighborhoods like Lido Key.
  4. Family-Friendly Atmosphere: Longboat Key offers diverse activities catering to families and solo travellers alike.
  5. Varied Accommodations: Choose from beach condo rentals, private homes, and apartments to suit your needs.

Popular types of accommodation in Longboat Key

If you're exploring vacation rentals in Longboat Key, you're in for a treat! This stunning destination offers a variety of popular accommodations, including beach condo rentals, houses, and apartments. With our transparent information and focus on customer satisfaction, finding the perfect Longboat Key vacation rental is easy and stress-free. Enjoy your getaway in a beautiful beachside retreat that suits your needs and budget!

  • Condos: The top choice for vacation rentals in Longboat Key, offering beautiful views and amenities for a comfortable stay.
  • Houses: A popular option for families or groups, providing ample space and a home-like atmosphere.
  • Apartments: Ideal for those seeking a cozy and convenient place to stay during their holiday.
  • Cottages: A charming and quaint option, perfect for a relaxing getaway by the beach.
  • Villas: Luxurious accommodations that offer privacy and upscale amenities for a refined vacation experience.**

Top attractions in Longboat Key

Longboat Key is an ideal destination for beach lovers and families seeking a vibrant vacation. With popular attractions including beautiful beaches, modern colleges, and marinas, visitors can immerse themselves in culture and outdoor experiences. Whether you're looking for relaxation or adventure, Longboat Key offers a variety of activities that cater to all types of travellers. Enjoy the sun and surf while creating unforgettable memories in this charming Florida locale.

  1. IMG Academy: A prestigious athletic training facility, IMG Academy offers top-notch sports programs and events. Experience world-class coaching and facilities while witnessing aspiring athletes from various sports disciplines.
  2. St. Armands Circle: This vibrant shopping and dining district is perfect for leisurely strolls. Enjoy an array of boutique shops, art galleries, and restaurants that capture the lively city atmosphere.
  3. Lido Beach: A picturesque beach known for its soft white sands and stunning sunsets. Relax by the ocean, take a swim, or enjoy beachside activities in a laid-back atmosphere.

Things to do recommended for couples

Ready for a romantic getaway in Longboat Key? Indulge in relaxation at Aluna Wellness Center & Spa, enjoy a fun round at Fish Hole Adventure Golf, or embark on an exhilarating adventure with H2O Watersportz. Experience the perfect blend of wellness, fun, and outdoor thrills together!

Things to do recommended for families

Families visiting Longboat Key can enjoy a day at LECOM Park for some sports excitement, explore the fun at Astro Skate and Fun Center, and relax at the Robert L. Taylor Community Complex, all within a short drive from the beautiful beaches.

Things to do recommended for groups

Groups visiting Longboat Key can hike the scenic Sarasota BayWalk, experience culture at the Asolo Theatre for the Performing Arts, and enjoy a round of golf at the picturesque Manatee Golf Course, all while soaking up the outdoor vibes of this beautiful coastal destination.

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

When planning your trip, whether you're travelling with a group, enjoying a family getaway, bringing along your pets, or seeking extended stays, it's important to prioritise your needs. Here are some helpful Vrbo booking tips to guide you.

  • Traveling to Longboat Key with a group: Think about how many bedrooms you'll require, along with features like a full kitchen or outdoor areas for group gatherings. Luckily, you can easily filter for all these options and more on Vrbo.
  • Traveling to Longboat Key with young kids: Journeying with young kids can be quite a task. It’s important to prioritize their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, it's wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Longboat Key: For many, a family vacation wouldn’t feel complete without their furry companion. If that resonates with you, take a look at Vrbo properties that welcome pets. Most 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 searching for vacation rentals that offer 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 rentals. Don't forget to include features like a parking space, a well-equipped kitchen, or a private pool in your search.

Where to stay in Longboat Key

Longboat Key, Florida, is a picturesque island paradise perfect for a beach getaway. Here, you can unwind on beautiful sandy shores or explore vibrant nearby neighborhoods like Lido Key. With its friendly atmosphere, art scene, and relaxing excursions, Longboat Key offers a diverse vacation experience ideal for families and solo travellers alike. Discover the charm of this captivating destination, where sun-soaked days and serene evenings await you.

  • Sarasota: Located 14.5km from Longboat Key, Sarasota is a vibrant city known for its beautiful beaches and family-friendly atmosphere. Visitors can enjoy a delightful mix of urban and coastal experiences, including shopping at local malls and relaxing in resort settings. The city is home to stunning natural landmarks, such as Lido Key Beach and Siesta Key Beach, which are perfect for sunbathing and water sports. In addition, the cultural scene is rich with art galleries, theatres, and museums, making Sarasota a well-rounded destination for all ages.
  • Anna Maria Island: Just 11.3km from Longboat Key, Anna Maria Island is a picturesque escape that embodies the charm of a classic Floridian island. Known for its pristine beaches and outdoor activities, it's an ideal spot for families seeking fun in the sun. Visitors can explore the island's recreational areas, shop at charming boutiques, and enjoy local dining experiences. With attractions like Coquina Beach and the Anna Maria Island Historical Society, there’s plenty to see and do, ensuring memorable moments for everyone.
  • Bradenton Beach: Situated only 8.0km from Longboat Key, Bradenton Beach offers a laid-back coastal vibe perfect for a family getaway. The city is renowned for its beautiful shorelines and outdoor adventures, with easy access to shopping centres and resorts. Visitors can enjoy a variety of local attractions, including the famous Bradenton Beach Marina and the serene Cortez Beach. This friendly community is great for those looking to unwind while still having fun activities at their fingertips.

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 iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January62.6°F (17.0°C)Light RainMostly SunnyAverageSlightly Low
February65.5°F (18.6°C)No Rain (Dry)Mostly SunnyAverageAverage
March68.4°F (20.2°C)Light RainMostly SunnyModerately HighSlightly High
April73.8°F (23.2°C)Light RainMostly SunnyModerately HighSlightly High
May78.1°F (25.6°C)Light RainMostly SunnyAverageAverage
June82.0°F (27.8°C)Light RainMostly SunnyAverageAverage
July83.1°F (28.4°C)Moderate RainMostly SunnyModerately HighSlightly High
August83.5°F (28.6°C)Moderate RainMostly SunnyAverageAverage
September81.5°F (27.5°C)Moderate RainMostly SunnyAverageSlightly Low
October77.0°F (25.0°C)Light RainMostly SunnyModerately LowSlightly Low
November70.5°F (21.4°C)Light RainMostly SunnyModerately LowAverage
December66.4°F (19.1°C)Light RainMostly SunnyModerately LowAverage

Booking with Vrbo is simple

Looking to save on your next trip? Consider being flexible with your travel dates, as prices can fluctuate. Moreover, extending your stay often results in significant savings. To discover the ideal Vrbo property that fits your budget, make use of our filters to search by price, location, and type of vacation rental.

Vrbo Trips: Planning made easy

Vrbo's innovative Trip Board offers you a convenient way to plan your travels, pick up right where you left off, or manage your itinerary with ease. You can access the properties you've previously saved and booked, now organized under Potential, Upcoming, or Current Trips. To get started with Trip Boards, simply visit: https://www.vrbo.com/en-ca/trips.

**Based on Vrbo properties bookings.

Tranquil Longboat Key will entice you

Enjoy the monuments and other features of Longboat Key. This relaxing city is known for its beaches, bird watching and seaside. Siesta Key Beach and Lido Beach are just a couple of the must-sees in the area. Many rental homes come with outdoor spaces, separate dining areas and full kitchens, perfect if you want to enjoy some home-cooked meals.

Activities and attractions in and around Longboat Key

Are you hoping to find attractions to visit during your stay? Venture out of your vacation home and experience everything that makes Longboat Key a fun place to get away. Here are some of the top attractions to explore, all within 30 miles (48.2 km) of the city center:

  • Sarasota Jungle Gardens (7.1 mi / 11.4 km)
  • Mote Marine Laboratory & Aquarium (7.4 mi / 12 km)
  • Premier Sports Campus at Lakewood Ranch (16.9 mi / 27.3 km)
  • Aluna Wellness Center & Spa (5.3 mi / 8.6 km)
  • Harborside Golf Course at Longboat Key Club (6.9 mi / 11.2 km)
  • Islandside Golf Course at Longboat Key Club (7 mi / 11.2 km)

Exploring the beaches and other natural features in Longboat Key

Travelers enjoy Longboat Key for its sunsets and seaside. Whether you're looking for adventure or just want to spend some time taking in the scenery, Longboat Key is a great place to get out in nature. Here are a few of the area's most eye-catching features, all within 30 miles (48.2 km) of the city center:

  • Siesta Key Beach (12 mi / 19.4 km)
  • Lido Beach (8.8 mi / 14.2 km)
  • Tampa Bay (25.2 mi / 40.6 km)
  • Jewfish Key (2.5 mi / 3.9 km)
  • Longboat Key Beaches (2.8 mi / 4.6 km)
  • Coquina Beach (3.2 mi / 5.2 km)

Seasonal weather averages in Longboat Key

Travelers enjoy Longboat Key for its boating. If you're hoping to enjoy some warm-weather activities on your vacation, August, July, June and September are the hottest months to visit, when temperatures average 83°F.

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.

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.

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