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Vacation rentals in Longboat Key

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Travel insights for vacation rentals in Longboat Key

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

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 ($259). Conversely, the most expensive month to stay in Longboat Key is April ($2,102).

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

The cheapest day to stay in Longboat Key is Sunday ($234). On the other hand, travelers can expect to pay the most on Monday, when the average nightly price is $1,560.

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 $175 per night.
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Cheapest vacation 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 $205 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 julio 29, 2025
For those on a budget, these are the cheapest vacation rentals available in Longboat Key for the selected dates. Prices can differ depending on the dates selected, so use the search form to browse more options if you have flexibility.
Little Gull Cottages
Little Gull Cottages

Little Gull Cottages

Longboat Key, FL, United States
0.3 mi from city centre
Air Conditioning
$205
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
2.0 mi from city centre
Air Conditioning
$297
Avg. per night
View Deal

Where to stay in Longboat Key

Explore different neighborhoods and areas within Longboat Key to find the perfect location for your stay. Map data was last updated on julio 29, 2025.
Scroll through the map to find vacation rentals close to the Longboat Key neighborhood(s) you plan on visiting. More information on a given vacation rental can be accessed by clicking the vacation rental's name within the map.

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 julio 29, 2025.

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

    $540 per night is how much a vacation rental in Longboat Key costs, on average. $85 per night was the cheapest price recently found by our users, though anything for $348 per night or less is a good deal. Keep in mind that Longboat Key vacation rental prices fluctuate throughout the year: the most expensive month to book is April, and the cheapest time to book is February.

  • What is the best Longboat Key vacation rental?

    Turtle Crawl Inn has a 8.0 rating from 236 users, making it the best Longboat Key vacation rental based on our data.

  • What’s the closest vacation rental to Sarasota Bradenton Intl Airport?

    It’s only 5.4 mi from Sarasota Bradenton Intl Airport to Turtle Crawl Inn (the nearest Longboat Key vacation rental to the airport).

  • What’s the most popular vacation rental in Longboat Key near Longboat Key Golf Club?

    If you’re looking for a vacation rental close to Longboat Key Golf Club while in Longboat Key, then the most popular is Turtle Crawl Inn with a 8.0/10 review score from 236 users. The distance from Longboat Key Golf Club to Turtle Crawl Inn is 5.1 mi.

  • Are there any Resort vacation rentals in Longboat Key?

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

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