Longboat Key houses

Consider one of our 5,958 vacation home rentals and start organizing your Longboat Key trip. Whether you want to stay in Longbeach Village, Heron’s Watch, Bay Isles or another popular neighborhood, you’ll discover the perfect house on Vrbo.

A range of factors will influence how much you pay for a vacation home rental in Longboat Key, such as the size of the property and when and how long you plan to stay. All you need to do is enter your vacation dates and any preferences to find a house that matches your taste and budget.

Vrbo makes it easy to find a vacation home rental in Longboat Key whenever you want to go. Start by considering the weather conditions for the month you’re thinking of traveling. If you’re vacationing in the high season, book early for the best availability.

There’s only one thing better than enjoying your break in one of our Longboat Key vacation home rentals — being somewhere that has awesome views. Browse our options to discover a house with the amenities you need and the outlooks that’ll make your trip even more unforgettable. Sort the results by “Guest rating” or “Recommended” and see what’s available.

Explore our weekend rentals and get ready for a memorable couple of days away. Our tips for booking the right house in Longboat Key? Be flexible when searching and adjust your dates until you find the vacation home rental that fits your needs.

Yes. There are 26 vacation home rentals where pets are welcome in Longboat Key, so your pooch doesn’t have to miss out on the fun! Use our filter tool to search for pet-friendly houses that come with perks like dog beds and complimentary treats for them, and a bunch of cozy conveniences for you.

From Siesta Key Beach to Mote Marine Laboratory & Aquarium and Sarasota Jungle Gardens, there are plenty of exciting things to see and do during your family break to Longboat Key. With the fun stuff sorted out, Vrbo is here to help you find a vacation home rental that matches your taste and budget.

From houses by the oceanfront to those in busy downtown areas, Vrbo has a wide variety of vacation home rentals to pick from. One of the best things about booking with us? You’ll never have to share your space with the owner or anyone else. And with flexible cancellation policies and support before, during and after your getaway, we’ll ensure everything goes smoothly.