Top Longboat Key houses - Florida

Explore Longboat Key house rentals

Beach Cottage with a Private Hot Tub

Sleeps 3 · 1 bedroom · 1 bathroom

Longboat Key beach house - 5 min walk to the beaches and top local restaurants

Sleeps 8 · 4 bedrooms · 2 bathrooms

Beautiful Longboat Key Beach at Sunset. x street

Country Club Long Boat Key Beach Villa 2B 3BA Pool No Hurricane Damage

Sleeps 6 · 2 bedrooms · 2+ bathrooms

Top rated house rentals - Longboat Key

Wonderful location and great stay!

We had a wonderful stay at this property, location and the house was a perfect fit for our group (5 adults plus 1 young child). Communication with owners was great. Would recommend!

Shaun L.

Stayed Dec 2024

The perfect home in a perfect location.

The home was beautifully presented and very well equipped. The host was extremely friendly and responded very quickly to queries. The home was in a perfect location for exploring LBK and Sarasota.

Heidi G.

Stayed May 2024

Premier Host

Amazing !!!!!!!!!!

On arrival at Larry's holiday home thought i had died and gone to heaven. Absolute perfection. We have been on vacation in florida every year for the last 20 years. Never staying anywhere which compares. The holiday home is beautiful and anyone who stays there will love it. Spotlessly clean with everything you can imagine for a great holiday. Had loads of fun playing pool. You can walk to the beach which is 2 minutes away. Almost didnt want to let people know quite how good this place is as i want to go there every year. Larry seems such a nice person. He goes out of his way to ensure you have a good time. Thanks Larry...Karl

Jane F.

Stayed Apr 2023

Premier Host

Very very nice villa

This is a very nicely decorated, spacious property practically on the beach, we would definitely think about staying here again. There are plenty of restaurants a short drive or cycle away. Cycles available to rent from hardware shop within walking distance.

Jennifer jones

Stayed Dec 2019

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Frequently asked questions

Are there any holiday home rentals in Longboat Key?

Consider one of our 6,138 holiday home rentals and start organising your Longboat Key trip. Whether you want to stay in Longbeach Village, Heron's Watch, Bay Isles or another popular neighbourhood, you'll discover the perfect house on Vrbo.

How much does it cost to stay in a holiday rental house in Longboat Key?

A range of factors will influence how much you pay for a holiday 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 holiday dates and any preferences to find a house that matches your taste and budget.

When is the best time to rent a holiday house in Longboat Key?

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

Where can I rent a Longboat Key holiday house with great views?

There's only one thing better than enjoying your break in one of our Longboat Key holiday 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.

Does Longboat Key have any weekend house rentals?

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 holiday home rental that fits your needs.

Are there any pet-friendly house rentals in Longboat Key?

Yes. There are 26 holiday 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 cosy conveniences for you.

What are the top things to do in Longboat Key?

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 holiday home rental that matches your taste and budget.

Why should I book my holiday rental house with Vrbo?

From houses high up in the mountains to those in bustling city centres, Vrbo has a wide range of holiday home rentals to choose from. One of the best things about booking with us? You won't have to share the property with any other guests. Plus, with our One Key™ rewards programme, you can collect OneKeyCash™* and redeem it on eligible bookings across Vrbo. And with flexible cancellation policies and support throughout your holiday, we'll make sure everything goes to plan. *OneKeyCash disclaimer - OneKeyCash is not redeemable for cash and can only be used on Vrbo.