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Longboat Key cottage rentals

We found 229 cottage rentals — enter your dates for availability

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Frequently asked questions

Are there any cottage rentals in Longboat Key?
Choose one of our 229 cottage rentals in Longboat Key and get ready to enjoy the comfort, charm and unique experiences that come with this type of property. Longbeach Village, Heron’s Watch and Bay Isles are among this city’s most popular areas to stay.
How much does it cost to stay in a cottage rental in Longboat Key?
Upscale or budget, in a bustling tourist hub or off the beaten track, high season or off-peak season — these factors and more will influence how much your cottage rental in Longboat Key will cost. How long you stay can also affect the final price. Some properties offer discounts for longer bookings, so keep your eyes peeled for special deals.
When is the best time to rent a cottage in Longboat Key?
For a peaceful retreat among Mother Nature, organize your vacation to Longboat Key outside of peak tourist periods and major events. Also consider the sort of activities you like to do. Another useful tip? Before booking your ideal cottage rental, check out the reviews from previous guests to find out more about their experience and what you can expect.
Where can I rent a Longboat Key vacation cottage with great views?
Offering more than just a place to stay, our cottage rentals promise an unforgettable escape surrounded by the views you love. Whether that’s nature, bright city lights or a blend of both, use Vrbo’s handy filters to customize your search for your ideal vacation. Look for cottages in Longboat Key that feature balconies or decks so you can enjoy the stunning scenery.
Does Longboat Key have any lakeside cottages?
Lovely views of sparkling water, the beauty of nature and outdoor recreation are just a few of the things to enjoy in one of Vrbo’s lakeside cottage rentals. Try out our “Location” filter and check the “Lake” box to find out if there are any cozy stays in Longboat Key overlooking the water.
What are the top things to do in Longboat Key?
When you’re ready to travel beyond the peaceful surroundings of your cottage rental, you’ll find lots to see and do in Longboat Key, starting with Siesta Key Beach. Need more ideas that will keep the whole family entertained? Mote Marine Laboratory & Aquarium and Sarasota Jungle Gardens are other top attractions worth checking out.
Why should I book my vacation cottage with Vrbo?
No sharing your space, no awkward vacation experiences with strangers. When you stay in a Vrbo cottage rental, you’ll get the whole place to yourself. Need to change or cancel your travel plans? Our flexible cancellation policies mean you’re able to book your cottage with total peace of mind. Plus, thanks to our One Key™ rewards platform, you’ll be able to earn and spend OneKeyCash™* on all eligible bookings on Vrbo, Hotels.com and Expedia. *OneKeyCash disclaimer - OneKeyCash is not redeemable for cash and can only be used on Vrbo, Expedia and Hotels.com.

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