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Holiday rentals in Longboat Key

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Travel insights for holiday rentals in Longboat Key

Use these up-to-date, data-driven insights about booking a holiday rental in Longboat Key including ideal times to book, pricing trends, and more.

What is the cheapest month to book a vacation rental in Longboat Key?

The cheapest month to book a vacation rental in Longboat Key is July ($715). Conversely, the most expensive month to stay in Longboat Key is April ($5,807).

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

The cheapest day to stay in Longboat Key is Sunday ($645). On the other hand, travelers can expect to pay the most on Monday, when the average nightly price is $4,310.

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

Save money by booking a vacation rental at least 83 days before your trip to Longboat Key. The lowest price found when booking 83 days ahead was $291 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 $367 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 26 July 2025
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
$367
Avg. per night
View Deal
Haley's at Anna Maria Island Inn
Haley's at Anna Maria Island Inn

Haley's at Anna Maria Island Inn

Holmes Beach, FL, United States
3.2 km from city centre
Air conditioning
$493
Avg. per night
View Deal

Other accommodations in Longboat Key

Find the perfect holiday rental for your stay in Longboat Key. There are 999 hotels in Longboat Key and price data was last updated on 26 July 2025. The average price for a hotel in Longboat Key is $897/night.
Zota Beach Resort
Zota Beach Resort

Zota Beach Resort

4711 Gulf of Mexico Drive, Longboat Key, FL, United States
1.8 km from city centre
Parking
$524
Avg. per night
View Deal
The Resort At Longboat Key Club
The Resort At Longboat Key Club

The Resort At Longboat Key Club

220 Sands Point Road, Longboat Key, FL, United States
11.3 km from city centre
Free Wi-Fi
$828
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 26 July 2025.
Utilise the map to find properties close to the Longboat Key area(s) or attractions you plan on visiting. Clicking on a holiday rental name will take you to a page with pricing, reviews, and more useful information.

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 26 July 2025.

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

    $897/night is a typical cost for a holiday rental in Longboat Key throughout the year. Rental prices do vary though, and you’ll find that April is the most expensive month to book, and February is the cheapest month to book. HotelsCombined users recently found Longboat Key holiday rentals for as low as $141/night. In general, any Longboat Key rental for $579 or less is a good deal.

  • Are there any Resort holiday rentals in Longboat Key?

    At the moment, there are 9 properties listed as a Resort holiday rental in Longboat Key. A popular Resort in Longboat Key amongst our users is The Resort At Longboat Key Club.

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