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Vacation 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 January ($255). Conversely, the most expensive month to stay in Longboat Key is April ($2,845).

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

The cheapest day to stay in Longboat Key is Sunday ($278). On the other hand, travelers can expect to pay the most on Monday, when the average nightly price is $1,856.

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 $139 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 $230 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 15 octubre 2025
For those on a budget, these are the cheapest vacation rentals available in Longboat Key for the selected dates. Prices will typically fluctuate depending on the dates selected, star rating of vacation rental, and vacation rental location.
Little Gull Cottages
Little Gull Cottages

Little Gull Cottages

Longboat Key, FL, United States
0.4 km from city centre
Air conditioning
$230
Avg. per night
View Deal
Turtle Crawl Inn
Turtle Crawl Inn

Turtle Crawl Inn

4235 Gulf of Mexico Drive, Longboat Key, FL, United States
2.9 km from city centre
Free Wi-Fi
Air conditioning
$389
Avg. per night
View Deal

Other accommodations in Longboat Key

Find the perfect holiday rental for your stay in Longboat Key. There are 683 hotels in Longboat Key and price data was last updated on 15 octubre 2025. The average price for a hotel in Longboat Key is $595/night.
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
$389
Avg. per night
View Deal
Sea Club I
Sea Club I

Sea Club I

4141 Gulf of Mexico Drive, Longboat Key, FL, United States
3.0 km from city centre
Free Wi-Fi
Parking
$238
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 15 octubre 2025.
Scroll to and zoom in on the areas in Longboat Key you plan on visiting to find nearby properties. Clicking a property's name will unlock more information and allow you to book that particular vacation rental.

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 15 octubre 2025.

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

    The average cost for a holiday rental in Longboat Key is $596/night. A good holiday rental deal in Longboat Key would be for $352/night or less. The cheapest rental deal found recently by our users was $92/night. If you’re flexible with your travel dates, then try to avoid booking April, the most expensive month of the year. Booking January is the cheapest month to book a holiday rental in Longboat Key.

  • Are there any Resort holiday rentals in Longboat Key?

    Yes, there are 9 Resort holiday rentals in Longboat Key. According to our data, The Resort At Longboat Key Club is currently the most popular Resort rental in the city.

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