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Longboat Key holiday lettings

We found 10,972 holiday rentals — enter your dates for availability

Select from 178 houses, 53 apartments and other holiday rentals to find the perfect place for your stay in Longboat Key. Whether you're going on holiday with family or friends, holiday rentals have the best amenities for hanging out with the people that matter most, which might include Wi-Fi and a hot tub. No matter what you're looking for, you'll be sure to find a property to rent that has what everyone needs, including a place that is accessible or non-smoking.

Holiday rentals with weekly discounts - Longboat Key

Showing deals for:10 Oct - 17 Oct

Why visit Longboat Key

  • Tranquil beaches: Longboat Key boasts serene, sun-kissed shores perfect for relaxation and exploration.
  • Family-friendly atmosphere: The area offers a welcoming environment, ensuring enjoyable experiences for all ages.
  • Variety of accommodations: Choose from charming condos, spacious holiday homes, and luxurious villas to suit your needs.
  • Outdoor activities: Engage in a myriad of outdoor pursuits, from water sports to leisurely beach strolls.
  • Cultural attractions: Discover local marinas and modern educational institutions that enhance your visit.

Popular types of accommodation in Longboat Key

You've set your sights on a getaway to Longboat Key, and now the exciting task of selecting your accommodation begins. Explore the most sought-after options for holiday rentals, from charming condos and spacious private holiday homes to well-appointed apartments. Whether you’re after a luxurious villa or a cosy house rental, Longboat Key has something to suit every traveller's needs, ensuring a memorable stay by the beautiful coast.

  • Condos: The most sought-after accommodation in Longboat Key, offering a blend of luxury and convenience for holidaymakers.
  • Houses: A popular choice for families or groups, providing ample space and a home-like atmosphere.
  • Flats: Ideal for those seeking a comfortable and self-contained stay, these are a preferred option for solo travellers or couples.
  • Cottages: Quaint and charming, perfect for those who desire a more traditional holiday experience.
  • Villas: Luxurious and spacious, these accommodations offer an upscale retreat for discerning visitors.**

Top attractions near Longboat Key

Longboat Key is ideal for a beach holiday, family getaway, or city-themed vacation. Visitors can explore a variety of attractions, including stunning beaches, marinas, and modern educational institutions. The area offers a rich blend of culture and outdoor activities, ensuring a memorable beach experience for all types of travellers. Be sure to take advantage of the local points of interest to make the most of your visit.

  • IMG Academy: A premier sports training facility located 2.5km from Longboat Key, IMG Academy offers a unique opportunity to witness elite athletes in action. Visitors can engage in various sports events, clinics, and tournaments, making it a must-see for sports enthusiasts.
  • Lido Beach: Situated 5.6km away, Lido Beach boasts stunning white sands and vibrant beach vibes. It's perfect for sunbathing, swimming, and enjoying water sports, with picturesque sunsets that create a relaxing atmosphere.
  • St. Armands Circle: Located 5.0km from Longboat Key, this bustling street features an array of shops and restaurants, exuding lively city vibes. It's an excellent spot for leisurely strolls, dining, and indulging in boutique shopping.

Things to do recommended for couples

Seeking a romantic getaway in Longboat Key? Indulge in relaxation at Aluna Wellness Center & Spa, enjoy playful competition at Fish Hole Adventure Golf, or embark on an exciting paddleboarding adventure with AMI Paddleboard Adventures. Each experience promises memorable moments together in this stunning locale.

Things to do recommended for families

Families can enjoy a day out at LECOM Park, just 4.3km from Longboat Key, to soak up the sports atmosphere. Alternatively, the Astro Skate and Fun Center, also 4.3km away, offers thrilling arcade adventures, while the Robert L. Taylor Community Complex, 5.0km distant, promotes wellness and relaxation.

Things to do recommended for groups

Groups visiting Longboat Key can enjoy a cultural evening at the Asolo Theatre, play a round of golf at the nearby Manatee Golf Course, or shop for surf gear at the West Coast Surf Shop, all while soaking in the vibrant local atmosphere.

Booking with Vrbo is simple

Are you keen to save on your upcoming getaway? Being flexible with your travel dates can make a real difference, as prices often fluctuate. Additionally, you might enjoy substantial savings by opting for a longer stay. To discover a Vrbo property that aligns with your budget, simply use our filters to sort by price, location, and type of holiday rental.

Where to stay near Longboat Key

Longboat Key, Florida, offers a delightful beach getaway with its tranquil, sun-kissed shores and family-friendly atmosphere. Enjoy the serene vibes of quiet beaches, perfect for relaxation and exploration. Nearby cities provide a mix of business and friendly local charm, ensuring that every traveller finds their ideal excursion. With a variety of rentals available, Longboat Key promises a memorable stay for those seeking both adventure and relaxation in a stunning coastal setting.

  • Sarasota: Sarasota is a vibrant city located 5.6km from Longboat Key, offering a delightful blend of beach and urban experiences. Visitors flock to Sarasota for its stunning coastline and family-friendly attractions. Spend your days enjoying the beautiful beaches, shopping in the local malls, or indulging in the resort lifestyle. Notable landmarks include the picturesque family beach and charming neighbourhoods, making it an ideal destination for those seeking both relaxation and entertainment.
  • Anna Maria Island: Just 4.3km from Longboat Key, Anna Maria Island is a charming and tranquil destination that boasts beautiful beaches and outdoor adventures. Perfect for families and nature lovers, this island offers a variety of recreational activities alongside its stunning scenery. Explore the local resorts, unwind in the recreational areas, or enjoy shopping at the nearby malls. With its idyllic beaches and a family-friendly theme park, Anna Maria Island is a perfect spot for a leisurely getaway.
  • Anna Maria: Located 5.6km from Longboat Key, the city of Anna Maria is renowned for its breathtaking scenery and outdoor experiences. This picturesque location invites visitors to revel in its beaches and lush landscapes. Engage in activities at local resorts, enjoy shopping in quaint centres, or explore the recreational areas. With its stunning family beaches and the nearby cape, Anna Maria offers a perfect blend of relaxation and adventure, making it an excellent addition to your vacation itinerary.

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.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
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

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

If you're travelling with a group, enjoying a family holiday, bringing along your pets, or seeking extended stays, it's essential to filter your search according to your key priorities. Here are some helpful booking tips for Vrbo.

  • Traveling to Longboat Key with a group: Think about how many bedrooms you require, along with features like a fully equipped kitchen or outdoor areas for group activities. Thankfully, you can easily apply filters for all these options and more on Vrbo.
  • Traveling to Longboat Key with young kids: Travelling with young children can present its challenges. It's essential to prioritise their comfort and safety, along with appropriate facilities like a private swimming pool. Additionally, it’s wise to think about your closeness to family-friendly attractions.
  • Taking your pets with you to Longboat Key: For many families, a getaway wouldn’t be the same without their furry companion. If this 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 in search of holiday rentals with special offers for stays of a month or more, you’ve come to the right spot. By using the appropriate filter, you can effortlessly discover and save on monthly accommodations. Don’t forget to include features like a parking space, a well-equipped kitchen, or a private pool in your search criteria as well.

Vrbo Trips: Effortless planning

Vrbo's Trip Board offers a user-friendly area for you to plan new journeys, resume your previous arrangements, or keep track of your itineraries. Here, you'll find the properties you've saved or booked neatly organised into categories such as Potential, Upcoming, or Current Trips. To begin exploring Trip Boards, simply visit: https://www.vrbo.com/en-gb/trips.

**Based on Vrbo properties bookings.

Relaxing 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-see attractions 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 things to do during your stay? Venture out of your cosy holiday rental and experience everything that Longboat Key has to offer. Here are some of the most popular attractions to see, all within 30 miles (48.2 km) of the city centre:

  • 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

Travellers enjoy Longboat Key for its sunsets and seaside. Whether you're an adventurous traveller or just want to take in the scenery, you'll be sure to find the perfect setting for your holiday in Longboat Key. These are some of the area's most enchanting natural features, all within 30 miles (48.2 km) of the city centre:

  • 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

Travellers enjoy Longboat Key for its boating. If you're hoping to enjoy some warm-weather activities on your holiday, August, July, June and September are the hottest months to visit, when temperatures average 28°C.

How to get to and around Longboat Key

The nearest airport is in Sarasota, FL (SRQ-Sarasota-Bradenton Intl.), located 6.7 mi (10.8 km) from the city centre. If you're unable to find a flight that fits your schedule, 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 holiday rental accommodation in Longboat Key?
Condos are the most popular type of holiday rental in Longboat Key, according to our data. Even if you have a different idea about what you want, Vrbo has holiday 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 holiday rental in Longboat Key?
Length of stay, season and property type are some things that can determine the price of a holiday home. Simply enter your dates of travel to find your ideal match. From comfy cabins to expansive luxury villas, all Vrbo holiday 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 travelling. 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 holiday 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 holiday rentals in Longboat Key?
Longboat Key has 135 two-bedroom holiday rentals that you can choose from. Discover a holiday home with all the comfort and privacy you want at a price you'll love on Vrbo.
Are there holiday rentals with WiFi in Longboat Key?
You can pick from 94 holiday rentals with WiFi in Longboat Key. If you want to disconnect from daily life while on holiday, 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 holiday rental in Longboat Key?
The age limit can vary across properties on Vrbo, so be sure to check the rules of the holiday rental in Longboat Key you want to book. But normally, it's 16, 18 or 21.
How long can I rent a holiday rental in Longboat Key for?
How long you can book a holiday 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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