Vacation rentals on Florida's Longboat Key range from breezy beach front apartments to luxurious houses, so you can find the perfect home for your vacation. The town's aqua waters are broken by the prows of yachts and its sandy beaches are the ultimate place to unwind with friends and family.

Top 15 Recommended vacation rentals in Longboat Key
Find your perfect vacation rental in Longboat Key from just $168 per night!
Vacation rentals and apartments with air conditioning
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Popular Rental Amenities in Longboat Key
Longboat Key is a good vacation destination if you want an accommodation with a pool, as 75% of the properties provide one. In addition, more condo offer a pool than apartment rental. Usually, condo with pools in Longboat Key accommodate 5 vacationers and have an average cost of $534 a night. You can also compare and find an accommodation providing a pool near the water, which is the case for nearly half of the rentals in this destination.
Waterfront Vacation Rentals in Longboat Key

The whole family will love Buttonwood Harbor
Buttonwood Harbor is home to an array of delights for kids, including boat rides around the harbor which the kids will love. Around its circumference, you'll find surf shops, where fishing tackle, boogie boards and other equipment can be bought and hired. Kayak out into the water in search of dolphins, or play a spot of tennis with the locals.
Explore the area and take a trip to Beer Can Island
As this area becomes more popular, local fishermen have joked that Beer Can should be re-named 'Champagne Island.' This curved sandbar draws yachts and sunbathers with its calm seas and lively nightlife. Tampa Bay is also little over an hour away if you want a day trip exploring St. Petersburg or downtown Tampa.
There's so much to do in Longboat Key
Coquina Beach
Armored crayfish scuttle on the dappled sand, hooked from the crystal waters of Coquina Beach. Spacious reaches of super fine sand welcomes families who enjoy a day on the shore.
Joan M. Durante Community Park
Sunlight swims on the surface of the water at this park, which affords spectacular views of Sarasota Bay and is perfect for hiking and cycling. There are designated dog fountains where your furry friend can enjoy a drink, and there's also a café where you can too.
Cannons Marina
Rent a boat and float out onto Florida's waters at this 60-year-old, family-run boat dealer. Their fleet of pre-owned boats is managed by highly experienced professionals, focused on keeping their clients enjoying Florida's shoreline. Soak up the sun, sea air and smiles as you sail up and down the peninsula.
Quick Point Nature Reserve
Explore diverse habitats ranging from mangroves to salt marshes and lagoons throughout this 34-acre nature reserve. Observe the birdlife as you hike, bike and stroll through this leafy wonderland. There's even a picnic area where you can enjoy a well-earned rest after your exploration.
Islandside Golf Clubs
Test your game at this challenging course. Its Par 71 layout requires precise aim, and many holes traverse waterways. Each of the 18 holes has been designed to give you a one-of-a-kind golfing experience, one set among oleanders and fringed with over 5000 palm trees. Wildlife flutter and scuttle through this golf haven as you get your game on.
Information about vacation rentals in Longboat Key
🏡 Vacation rentals available | 1,477 rentals |
---|---|
💳 Possible discounts | up to 56% |
🌙 Nightly prices starting at | $168 |
⭐ Popular amenities | Pool, Pets allowed and Internet |
🐾 Pet friendly homes | 185 homes |
🏊 Vacation rentals with pools | 1,107 homes |
Frequently Asked Questions
What is the nightly price for a vacation home in Longboat Key?
The nightly price of accommodations in Longboat Key starts at $168. Nightly prices for condos are $421 on average. House rentals in Longboat Key cost on average $503 per night.
How many vacation rentals are available to book in Longboat Key?
Currently there are 1,477 vacation homes in Longboat Key to choose from and rent for your next trip.
What amenities are most popular for vacation homes in Longboat Key?
The most popular amenities for vacation rentals in Longboat Key include accommodations with: Pool, Pets allowed, and Internet.
How many vacation rentals with a pool are there in Longboat Key?
There are 1,107 vacation homes from 21 providers in Longboat Key.
Are dogs allowed in vacation homes in Longboat Key?
If traveling with a pet in Longboat Key, 13% of vacation rentals are pet-friendly.
What's the best month to travel to Longboat Key?
July and August are the warmest months in Longboat Key with temperatures around 91 °F. The coldest months in Longboat Key are January and February, with 52 °F on average.
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