Insights

Longboat Key 5-star Hotels

Compare rates for 5-star hotels in Longboat Key, FL from hundreds of popular travel sites on HotelsCombined.

Longboat Key, United States
May 7 — May 82
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Travel insights for hotels in Longboat Key

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

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

The cheapest month to book a hotel in Longboat Key is June ($381). Conversely, the most expensive month to stay in Longboat Key is December ($1,302).

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

The cheapest day to stay in Longboat Key is Sunday ($407). On the other hand, travelers can expect to pay the most on Saturday, when the average nightly price is $598.
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Other star-rated hotels in Longboat Key

Hotels that are booked the most in each class receive the “Most popular” badge. Hotels with the “Best value” have the most attractive prices based on their popularity. Price data was last updated on April 30, 2025.
Not set on a 5-star hotel? We’ve got plenty of other options for you to choose from. These are the most popular and best value properties in Longboat Key based on hotel class.
4 stars
Casa Del Mar Longboat Key
Casa Del Mar Longboat Key

Casa Del Mar Longboat Key

4621 Gulf of Mexico Drive, Longboat Key, FL, United States
$461
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Zota Beach Resort
Zota Beach Resort

Zota Beach Resort

4711 Gulf of Mexico Drive, Longboat Key, FL, United States
$360
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3 stars
Turtle Crawl Inn
Turtle Crawl Inn

Turtle Crawl Inn

4235 Gulf of Mexico Drive, Longboat Key, FL, United States
$385
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Sea Club I Beach Resort
Sea Club I Beach Resort

Sea Club I Beach Resort

4141 Gulf of Mexico Drive, Longboat Key, FL, United States
$279
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Facts about 5-star hotels in Longboat Key

Find useful tips and insights about 5-star hotels in Longboat Key to help you make the most of your experience. FAQs were last updated on April 30, 2025.

  • How much does a 5-star hotel in Longboat Key cost?

    You'll find that a 5-star hotel in Longboat Key typically starts at $883, with an average price closer to $1,582 per night.

  • What is the cheapest 5-star hotel in Longboat Key?

    The St. Regis Longboat Key Resort is the cheapest 5-star hotel in Longboat Key, where prices start as low as $794 per night.

  • What month is cheapest to stay in a 5-star hotel in Longboat Key?

    The most affordable month to stay in a 5-star hotel in Longboat Key is September, with an average price of $282.

  • How many days in advance should I book a 5-star hotel in Longboat Key?

    If you book your 5-star hotel in Longboat Key 32 days before your stay, you may find rates as low as $250 per night, making it the ideal time to secure your accommodations.

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Stay elsewhere in Longboat Key

Consider these popular 3-star hotels in Longboat Key

Stay at one of these Longboat Key 3-star hotels that users have found on HotelsCombined.
Turtle Crawl Inn
Sea Club I Beach Resort