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Holiday rentals in Longboat Key

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Longboat Key, United States
1 May — 2 May2
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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 September (€142). Conversely, the most expensive month to stay in Longboat Key is October (€420).

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

The cheapest day to stay in Longboat Key is Sunday (€225). On the other hand, travelers can expect to pay the most on Wednesday, when the average nightly price is €419.

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 €154 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 €323 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 24 April 2025
These Longboat Key properties charge the lowest price per night of those we've come across. If you have flexibility with arrival and departure, use the search form to compare prices for other dates.
Show all 837 holiday rentals
Little Gull Cottages
Little Gull Cottages

Little Gull Cottages

Longboat Key, FL, United States
0.4 km from city centre
Air conditioning
€323
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
€367
Avg. per night
View Deal

Other accommodations in Longboat Key

Find the perfect holiday rental for your stay in Longboat Key. There are 837 hotels in Longboat Key and price data was last updated on 24 April 2025. The average price for a hotel in Longboat Key is €320/night.
Show all 837 stays
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
€317
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
€245
Avg. per night
View Deal
Turtle Crawl Inn - Longboat Key
Turtle Crawl Inn - Longboat Key

Turtle Crawl Inn - Longboat Key

4235 Gulf of Mexico Drive, Longboat Key, FL, United States
2.9 km from city centre
Free Wi-Fi
Air conditioning
€318
Avg. per night
View Deal
Longboat Bay Club
Longboat Bay Club

Longboat Bay Club

Longboat Key, FL, United States
5.1 km from city centre
Air conditioning
€257
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 24 April 2025.
Whether you're visiting Longboat Key for leisure or business, utilise the map to find holiday rentals close to your ideal location. 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 24 April 2025.

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

    The average cost for a holiday rental in Longboat Key is €321/night. A good holiday rental deal in Longboat Key would be for €278/night or less. The cheapest rental deal found recently by our users was €75/night. If you’re flexible with your travel dates, then try to avoid booking April, the most expensive month of the year. Booking February is the cheapest month to book a holiday rental in Longboat Key.

  • 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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