Longboat Key resorts

KAYAK searches hundreds of resorts and all inclusive resorts in Longboat Key

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Booking Insights
Recommended by KAYAK

Best Longboat Key resorts and all inclusive resorts

These are the best prices for Jun 26 - Jul 3.
Zota Beach Resort - Longboat Key - Pool
Zota Beach Resort
Longboat Key, FL
8.5Very good(1560)
Pool
$365+
Check availability
The Resort At Longboat Key Club - Longboat Key - Beach
The Resort At Longboat Key Club
Longboat Key, FL
8.5Very good(403)
Pool
Spa
$627+
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Sea Club I Beach Resort - Longboat Key
Sea Club I Beach Resort
Longboat Key, FL
8.7Very good(229)
Parking
Free Wi-Fi
Pool
$347+
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Captiva Beach Resort - Siesta Key - Bedroom
Captiva Beach Resort
Siesta Key, FL
9.2Wonderful(1250)
Parking
Free Wi-Fi
Pool
$266+
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Tropical Beach Resorts - Sarasota - Sarasota - Pool
Tropical Beach Resorts - Sarasota
Sarasota, FL
9.0Wonderful(2752)
Parking
Free Wi-Fi
Pool
$280+
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Lido Beach Resort - Sarasota - Pool
Lido Beach Resort
Sarasota, FL
8.2Very good(2124)
Spa
$468+
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Siesta Key Beach Resort and Suites - Sarasota - Beach
Siesta Key Beach Resort and Suites
Sarasota, FL
8.5Very good(1947)
Free Wi-Fi
Pool
$335+
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Golden Host Resort - Sarasota - Pool
Golden Host Resort
Sarasota, FL
6.8Okay(1139)
Pool
$86+
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Seaspray Resort - Siesta Key - Bedroom
Seaspray Resort
Siesta Key, FL
9.0Wonderful(328)
Free Wi-Fi
Pool
$364+
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The Ringling Beach House - Siesta Key - Bedroom
The Ringling Beach House
Siesta Key, FL
8.4Very good(795)
Parking
Free Wi-Fi
Pool
Pet friendly
$419+
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Tropical Breeze Resort - Sarasota - Patio
Tropical Breeze Resort
Sarasota, FL
8.2Very good(760)
Free Wi-Fi
$395+
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Anna Maria Beach Resort - Holmes Beach - Balcony
Anna Maria Beach Resort
Holmes Beach, FL
9.0Wonderful(102)
Parking
Free Wi-Fi
Pool
$830+
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Turtle Beach Resort - Siesta Key - Outdoors view
Turtle Beach Resort
Siesta Key, FL
9.2Wonderful(197)
Parking
Free Wi-Fi
Pool
Pet friendly
$342+
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The Capri At Siesta - Sarasota - Living room
The Capri At Siesta
Sarasota, FL
9.1Wonderful(890)
Parking
Free Wi-Fi
Pool
$284+
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Bridgewalk, a Landmark Resort - Bradenton Beach - Bedroom
Bridgewalk, a Landmark Resort
Bradenton Beach, FL
9.1Wonderful(205)
Parking
Free Wi-Fi
Pool
$331+
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Siesta Sands Beach Resort Gulf View - Sarasota
Siesta Sands Beach Resort Gulf View
Sarasota, FL
9.7Wonderful(57)
Free Wi-Fi
Pool
$490+
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Azul Resort Siesta Key - Siesta Key
Azul Resort Siesta Key
Siesta Key, FL
8.5Very good(48)
Parking
Free Wi-Fi
Pool
Pet friendly
$227+
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Siesta Sands Beach Resort 4th Floor with Elevator - Siesta Key
Siesta Sands Beach Resort 4th Floor with Elevator
Siesta Key, FL
9.3Wonderful(32)
$662+
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Anna Maria Island Bridge Port Beach Resort - Bradenton Beach
Anna Maria Island Bridge Port Beach Resort
Bradenton Beach, FL
9.1Wonderful(22)
Parking
Free Wi-Fi
Pool
$211+
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Bungalow Beach Resort - Bradenton Beach
Bungalow Beach Resort
Bradenton Beach, FL
9.3Wonderful(379)
Parking
Free Wi-Fi
Pool
$625+
Check availability
Booking Insights

KAYAK’s insights for resorts in Longboat Key

Discover seasonal trends, ideal booking windows, and other data-driven tips to plan your stay in Longboat Key with confidence.

Which month has the cheapest resort rates in Longboat Key?

Based on resort prices in Longboat Key found by KAYAK users over the last 12 months.

The cheapest month to book a resort in Longboat Key is September, with an average nightly rate of $249. The most expensive month is February at $837 per night.

What is the cheapest day of the week to book a resort in Longboat Key?

Wednesday offers the lowest rates in Longboat Key, with an average nightly price of $357/night. The highest prices are found on Saturday, with average rates at $753/night.

How early should you book a resort in Longboat Key?

Book at least 43 days before your stay begins to get the best price for your Longboat Key resort.

Find deals

How much is a Longboat Key resort?

Here are our most popular and best value resorts and all inclusive resorts in Longboat Key

Good to know

Low season

High season

Average price (weeknight)

Average price (weekend night)

October
March
$462
$616
Cheapest month to stay with an average 35% drop in price.
Most expensive month to stay with an average 110% rise in price.
Average Sun - Thu price over the last 2 weeks.
Average Fri & Sat price over the last 2 weeks.

KAYAK's top tips for finding Longboat Key resort deals

  • If you’re looking for a cheap resort in Longboat Key, you should consider going during the low season. You’ll generally find lower-priced resorts in Longboat Key in October and November.
  • Resort room prices vary depending on many factors but you’ll likely find the best resort deals in Longboat Key if you stay on a Wednesday. The most expensive day for resort bookings is Saturday.
  • If you want to ensure you grab a bargain, try to book at least 43 days before your stay to get the best price for a Longboat Key resort.
  • Don’t know how much time you need to see all the sights? KAYAK users usually book their resort in Tampa for 3 days.

FAQs when booking a resort in Longboat Key

  • How much is a resort in Longboat Key for this weekend?

    In the last 72 hours, KAYAK users have booked Longboat Key resort for this weekend for as low as $347. Users have also found 3 star hotels from $347 and 4-star plus hotels from $406.

  • Is it cheaper to stay in a resort than in a hotel in Longboat Key?

    The average price for a night in a resort in Longboat Key is $608 compared to $1,406 for a night in a hotel.

Where to find the best resorts in Longboat Key?

Our map will help you find the perfect resort in Longboat Key by showing you the exact location of each resort.

Everything you need to know for your stay in Longboat Key