Siesta Key resorts

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

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Booking Insights
Recommended by KAYAK

Best Siesta Key resorts and all inclusive resorts

These are the best prices for Jun 25 - Jul 2.
Captiva Beach Resort - Siesta Key - Bedroom
Captiva Beach Resort
Siesta Key, FL
9.2Wonderful(1250)
Parking
Free Wi-Fi
Pool
$267+
Check availability
Seaspray Resort - Siesta Key - Bedroom
Seaspray Resort
Siesta Key, FL
9.0Wonderful(328)
Free Wi-Fi
Pool
$365+
Check availability
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
$417+
Check availability
Turtle Beach Resort - Siesta Key - Outdoors view
Turtle Beach Resort
Siesta Key, FL
9.2Wonderful(197)
Parking
Free Wi-Fi
Pool
Pet friendly
$342+
Check availability
Tropical Beach Resorts - Sarasota - Sarasota - Pool
Tropical Beach Resorts - Sarasota
Sarasota, FL
9.0Wonderful(2752)
Parking
Free Wi-Fi
Pool
$281+
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Lido Beach Resort - Sarasota - Pool
Lido Beach Resort
Sarasota, FL
8.2Very good(2125)
Spa
$464+
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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
$334+
Check availability
Golden Host Resort - Sarasota - Pool
Golden Host Resort
Sarasota, FL
6.8Okay(1139)
Pool
$86+
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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
$285+
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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
$491+
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Palm Bay Club - Bayside - Siesta Key - Living room
Palm Bay Club - Bayside
Siesta Key, FL
9.2Wonderful(5)
Pool
$438+
Check availability
Anchorage Resort 2 Bedroom Condo 6th Flr, Beach Access, Pool 2 Condo - Siesta Key - Living room
Anchorage Resort 2 Bedroom Condo 6th Flr, Beach Access, Pool 2 Condo
Siesta Key, FL
9.5Wonderful(12)
Free Wi-Fi
$499+
Check availability
Anchorage Resort 2nd Floor 2 Bedroom Condo Facing IntraCoastal Waters 2 Condo - Siesta Key - Balcony
Anchorage Resort 2nd Floor 2 Bedroom Condo Facing IntraCoastal Waters 2 Condo
Siesta Key, FL
9.3Wonderful(6)
Free Wi-Fi
$516+
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Sun N Fun Resort by Carefree Resorts - Sarasota - Dining room
Sun N Fun Resort by Carefree Resorts
Sarasota, FL
8.8Very good(22)
Pool
$178+
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Wonderful Cottage @ Gated Resort - Sarasota - Living room
Wonderful Cottage @ Gated Resort
Sarasota, FL
8.6Very good(3)
Pool
$176+
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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+
Check availability
Siesta Sands Beach Resort 4th Floor with Elevator - Siesta Key
Siesta Sands Beach Resort 4th Floor with Elevator
Siesta Key, FL
9.3Wonderful(32)
Free Wi-Fi
Pool
$663+
Check availability
Booking Insights

KAYAK’s insights for resorts in Siesta Key

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

Which month has the cheapest resort rates in Siesta Key?

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

The cheapest month to book a resort in Siesta Key is September, with an average nightly rate of $218. The most expensive month is March at $483 per night.

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

Wednesday offers the lowest rates in Siesta Key, with an average nightly price of $263/night. The highest prices are found on Friday, with average rates at $357/night.

How early should you book a resort in Siesta Key?

Book at least 4 days before your stay begins to get the best price for your Siesta Key resort.

Find deals

How much is a Siesta Key resort?

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

Good to know

Low season

High season

Average price (weeknight)

Average price (weekend night)

September
February
$287
$349
Cheapest month to stay with an average 28% drop in price.
Most expensive month to stay with an average 86% 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 Siesta Key resort deals

  • If you’re looking for a cheap resort in Siesta Key, you should consider going during the low season. You’ll generally find lower-priced resorts in Siesta Key in September and August.
  • Resort room prices vary depending on many factors but you’ll likely find the best resort deals in Siesta Key if you stay on a Wednesday. The most expensive day for resort bookings is Friday.
  • If you want to ensure you grab a bargain, try to book at least 4 days before your stay to get the best price for a Siesta Key resort.
  • Don’t know how much time you need to see all the sights? KAYAK users usually book their resort in Sarasota for 3 days.

FAQs when booking a resort in Siesta Key

  • How much is a resort in Siesta Key for tonight?

    The best price a KAYAK user has found for a 3-star resort in Siesta Key in the last 3 hours was $173 and the lowest priced 4-star resort was $187. The cheapest resort found on KAYAK for tonight is $173.

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

    In the last 72 hours, KAYAK users have booked Siesta Key resort for this weekend for as low as $196. Users have also found 3 star hotels from $196 and 4-star plus hotels from $247.

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

    The average price for a night in a resort in Siesta Key is $330 compared to $349 for a night in a hotel.

  • Which Siesta Key resorts are especially family-friendly?

    Resorts offer a fun-filled time for the entire family. Resorts in Siesta Key that are recommended as particularly family-friendly are Turtle Beach Resort, Azul Resort Siesta Key and Captiva Beach Resort.

Where to find the best resorts in Siesta Key?

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

Everything you need to know for your stay in Siesta Key