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Vacation rentals 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 (S$ 261). On the other hand, travelers can expect to pay the most on Saturday, when the average nightly price is S$ 1,045.

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 S$ 177 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 S$ 400 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 23 April 2026
At the moment, these vacation rentals offer the lowest nightly rate out of those we've come across in Longboat Key. If you have the flexibility, change the dates selected to compare prices.
Little Gull Cottages
Little Gull Cottages

Little Gull Cottages

Longboat Key, FL, United States
0.4 km from city centre
Air conditioning
S$ 400
Avg. per night
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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 23 April 2026.
Scroll to and zoom in on the areas in Longboat Key you plan on visiting to find nearby properties. Users can click on a vacation 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 23 April 2026.

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

    On average, it costs S$ 494 per night for a Longboat Key holiday rental, but S$ 442 per night or less would be considered a good deal. The cheapest holiday rental price our users have found recently in Longboat Key was for S$ 101 per night. If you can, try to avoid booking your rental March (as this is the most expensive month). Booking January (the cheapest month) may end up saving you money.

  • Are there any Resort holiday rentals in Longboat Key?

    There are 9 holiday rentals in Longboat Key that fall under the Resort category, the most popular is The Resort At Longboat Key Club.

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