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

Resort at Longboat Key Club - Longboat Key - Beach
Resort at Longboat Key Club
Longboat Key, FL, United States
8.0Very good(412)
Parking
Free Wi-Fi
Pool
Spa
C$ 1,513+
Check availability
Sea Club I - Longboat Key - Beach
Sea Club I
Longboat Key, FL, United States
8.6Very good(227)
Parking
Free Wi-Fi
Pool
C$ 538+
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Lido Beach Resort - Sarasota - Pool
Lido Beach Resort
Sarasota, FL, United States
8.7Very good(2132)
Parking
Free Wi-Fi
Pool
Pet friendly
C$ 1,004+
Check availability
Tropical Beach Resorts - Sarasota - Sarasota - Pool
Tropical Beach Resorts - Sarasota
Sarasota, FL, United States
9.0Wonderful(2707)
Parking
Free Wi-Fi
Pool
C$ 569+
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Captiva Beach Resort (open private beach access) - Siesta Key - Bedroom
Captiva Beach Resort (open private beach access)
Siesta Key, FL, United States
9.2Wonderful(1237)
Parking
Free Wi-Fi
Pool
C$ 510+
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Golden Host Resort - Sarasota - Sarasota - Pool
Golden Host Resort - Sarasota
Sarasota, FL, United States
6.8Okay(1147)
C$ 194+
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Siesta Key Beach Resort and Suites - Sarasota - Beach
Siesta Key Beach Resort and Suites
Sarasota, FL, United States
8.4Very good(1952)
Free Wi-Fi
Pool
C$ 768+
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Seaspray Resort - Siesta Key - Bedroom
Seaspray Resort
Siesta Key, FL, United States
9.0Wonderful(328)
Free Wi-Fi
C$ 686+
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Turtle Beach Resort - Siesta Key - Pool
Turtle Beach Resort
Siesta Key, FL, United States
9.1Wonderful(196)
Parking
Free Wi-Fi
Pool
Pet friendly
C$ 910+
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Bridgewalk, a Landmark Resort - Bradenton Beach - Bedroom
Bridgewalk, a Landmark Resort
Bradenton Beach, FL, United States
8.9Very good(205)
Parking
Free Wi-Fi
Pool
C$ 468+
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The Ringling Beach House - Siesta Key - Pool
The Ringling Beach House
Siesta Key, FL, United States
8.4Very good(790)
Parking
Free Wi-Fi
Pool
Pet friendly
C$ 862+
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Anna Maria Beach Resort - Holmes Beach - Balcony
Anna Maria Beach Resort
Holmes Beach, FL, United States
9.0Wonderful(101)
Parking
Free Wi-Fi
Pool
C$ 1,441+
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Siesta Sands Beach Resort Gulf View - Siesta Key - Beach
Siesta Sands Beach Resort Gulf View
Siesta Key, FL, United States
9.7Wonderful(49)
Free Wi-Fi
C$ 1,438+
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Sun N Fun Resort by Carefree Resorts - Sarasota - Dining room
Sun N Fun Resort by Carefree Resorts
Sarasota, FL, United States
8.8Very good(22)
Pool
C$ 263+
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Siesta Sands Beach Resort - Sarasota - Pool
Siesta Sands Beach Resort
Sarasota, FL, United States
C$ 566+
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Resort Sixty-Six - Holmes Beach - Patio
Resort Sixty-Six
Holmes Beach, FL, United States
9.0Wonderful(2)
Parking
Free Wi-Fi
Pool
C$ 381+
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Palm Bay Club Siesta Key Newley renovated ! - Siesta Key - Living room
Palm Bay Club Siesta Key Newley renovated !
Siesta Key, FL, United States
9.0Wonderful(4)
C$ 962+
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Wonderful Cottage @ Gated Resort - Sarasota - Living room
Wonderful Cottage @ Gated Resort
Sarasota, FL, United States
8.6Very good(3)
Pool
C$ 241+
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Bungalow Beach Resort - Bradenton Beach
Bungalow Beach Resort
Bradenton Beach, FL, United States
9.1Wonderful(378)
Parking
Free Wi-Fi
Pool
C$ 856+
Check availability
Diplomat Condominium Resort - Longboat Key
Diplomat Condominium Resort
Longboat Key, FL, United States
C$ 266+
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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?

Resorts are cheapest in Longboat Key in September, with average rates of C$ 461/night. In comparison, March is the most expensive month, with prices at C$ 1,179/night.

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

Thursday offers the lowest rates in Longboat Key, with an average nightly price of C$ 614/night. The highest prices are found on Saturday, with average rates at C$ 1,094/night.

How early should you book a resort in Longboat Key?

Book at least 83 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)

September
March
C$ 761
C$ 1,086
Cheapest month to stay with an average 41% drop in price.
Most expensive month to stay with an average 51% 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 December.
  • 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 Sunday. The most expensive day for resort bookings is Saturday.
  • If you want to ensure you grab a bargain, try to book at least 83 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 4 days.

FAQs when booking a resort in Longboat Key

  • 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 C$ 1,260 compared to C$ 1,563 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

Complete your trip to Longboat Key

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