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Holiday hires in Longboat Key

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Travel insights for holiday rentals in Longboat Key

Use our HotelsCombined data-powered tips to help you find your next holiday rental in Longboat Key.

What is the cheapest day to stay in a vacation rental in Longboat Key?

The cheapest day to stay in Longboat Key is Thursday ($286). On the other hand, travelers can expect to pay the most on Saturday, when the average nightly price is $1,143.

How far ahead should you book a vacation rental in Longboat Key?

Save money by booking a vacation rental at least 81 days before your trip to Longboat Key. The lowest price found when booking 81 days ahead was $194 per night.

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Cheapest holiday rentals in Longboat Key, Florida

Discover affordable stays in Longboat Key that provide a quality experience without breaking the bank. Hotels in Longboat Key can be found for as low as $437 per night. There is currently one property in Longboat Key that can be booked for this price. Little Gull Cottages is one of the hotels that can be booked for the lowest price in Longboat Key. Price data was last updated on 21 April 2026
These are the lowest prices we've found on holiday rentals in Longboat Key at the moment. If you have flexibility with arrival and departure, use the search form to compare prices for other dates.
Little Gull Cottages
Little Gull Cottages

Little Gull Cottages

Longboat Key, FL, United States
0.4 km from city centre
Air conditioning
$437
Avg. per night
View Deal

Where to stay in Longboat Key

Explore different neighbourhoods and areas within Longboat Key to find the perfect location for your stay. Map data was last updated on 21 April 2026.
Whether you're visiting Longboat Key for leisure or business, utilise the map to find holiday rentals close to your ideal location. Users can click on a holiday rental's name to find more information about it, such as price, reviews, and amenities, and also find different deals for the property.

Facts about staying in Longboat Key

Find useful tips and insights about staying in Longboat Key to help you make the most of your experience. FAQs were last updated on 21 April 2026.

  • How much does a holiday rental in Longboat Key cost?

    $540 per night is how much a holiday rental in Longboat Key costs, on average. $110 per night was the cheapest price recently found by our users, though anything for $484 per night or less is a good deal. Keep in mind that Longboat Key holiday rental prices fluctuate throughout the year: the most expensive month to book is March, and the cheapest time to book is January.

  • Are there any Resort holiday rentals in Longboat Key?

    If you’re looking to book a Resort holiday rental in Longboat Key, then you have 9 to choose from. We recommend looking at The Resort At Longboat Key Club as it’s currently the most popular Resort rental among our users.

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