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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 December ($275). Conversely, the most expensive month to stay in Longboat Key is March ($530).

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 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 $200 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 October 28, 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
$200
Avg. per night
View Deal
Hotel Turtle Crawl Inn Resort
Hotel Turtle Crawl Inn Resort

Hotel Turtle Crawl Inn Resort

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

Other accommodations in Longboat Key

Find the perfect vacation rental for your stay in Longboat Key. There are 648 hotels in Longboat Key and price data was last updated on October 28, 2025. The average price for a hotel in Longboat Key is $368/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
7.0 mi 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
1.9 mi from city centre
Free Wi-Fi
Parking
$241
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 October 28, 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 October 28, 2025.

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

    $368 per night is how much a vacation rental in Longboat Key costs, on average. $127 per night was the cheapest price recently found by our users, though anything for $342 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 April.

  • What is the best Longboat Key vacation rental?

    Hotel Turtle Crawl Inn Resort has a 8.0 rating from 232 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 Hotel Turtle Crawl Inn Resort (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 Hotel Turtle Crawl Inn Resort with a 8.0/10 review score from 232 users. The distance from Longboat Key Golf Club to Hotel Turtle Crawl Inn Resort 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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