Siesta Key Hotels with a Pool

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Booking Insights
Recommended by KAYAK

Best Siesta Key hotels with a pool

These are the best prices for Mar 23 - 30.
Captiva Beach Resort (open private beach access) - Siesta Key - Bedroom
Captiva Beach Resort (open private beach access)
Siesta Key, FL
9.2Wonderful(1241)
Parking
Free Wi-Fi
Pool
$362+
Check availability
Azul Resort Siesta Key - Siesta Key - Pool
Azul Resort Siesta Key
Siesta Key, FL
8.9Very good(13)
Parking
Free Wi-Fi
Pool
Pet friendly
$560+
Check availability
Siesta Key Beachside Villas - Siesta Key - Patio
Siesta Key Beachside Villas
Siesta Key, FL
8.7Very good(916)
Villa
Free Wi-Fi
Pool
$587+
Check availability
Turtle Beach Resort - Siesta Key - Pool
Turtle Beach Resort
Siesta Key, FL
9.1Wonderful(196)
Parking
Free Wi-Fi
Pool
Pet friendly
$476+
Check availability
Siesta Heron Suites & Villas - Siesta Key - Living room
Siesta Heron Suites & Villas
Siesta Key, FL
8.9Very good(332)
House
Parking
Free Wi-Fi
Pool
$361+
Check availability
Seaspray Resort - Siesta Key - Bedroom
Seaspray Resort
Siesta Key, FL
9.0Wonderful(328)
Free Wi-Fi
Pool
$579+
Check availability
The Ringling Beach House - Siesta Key - Pool
The Ringling Beach House
Siesta Key, FL
8.4Very good(791)
Parking
Free Wi-Fi
Pool
Pet friendly
$497+
Check availability
Siesta Key Island Rentals - Siesta Key - Living room
Siesta Key Island Rentals
Siesta Key, FL
8.8Very good(53)
House
Parking
Pool
$507+
Check availability
Siesta Key Inn - Siesta Key - Patio
Siesta Key Inn
Siesta Key, FL
8.5Very good(80)
Free Wi-Fi
Pool
$230+
Check availability
Siesta Palms By The Beach - Siesta Key - Living room
Siesta Palms By The Beach
Siesta Key, FL
9.1Wonderful(94)
Parking
Free Wi-Fi
Pool
$311+
Check availability
Beachfront Getaway in Siesta Key - Siesta Key - Pool
Beachfront Getaway in Siesta Key
Siesta Key, FL
9.5Wonderful(30)
Condo
Free Wi-Fi
Pool
$549+
Check availability
Jamaica Royale Beach Happiness - Siesta Key - Pool
Jamaica Royale Beach Happiness
Siesta Key, FL
9.0Wonderful(12)
House
Free Wi-Fi
$583+
Check availability
Palm Bay Club 8th Floor On Complex Private Beach - Siesta Key - Balcony
Palm Bay Club 8th Floor On Complex Private Beach
Siesta Key, FL
9.6Wonderful(5)
House
$682+
Check availability
Walk to the Beach and More from this Fully Renovated Unit W/ Heated Pool - Siesta Key - Pool
Walk to the Beach and More from this Fully Renovated Unit W/ Heated Pool
Siesta Key, FL
9.3Wonderful(16)
Condo
Free Wi-Fi
$293+
Check availability
Jamaica Royale - 49 - Siesta Key - Living room
Jamaica Royale - 49
Siesta Key, FL
9.2Wonderful(4)
House
Free Wi-Fi
Pool
$598+
Check availability
Booking Insights

KAYAK’s insights for hotels with a pool in Siesta Key

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

How much does a hotel room with a pool in Siesta Key cost?

The average price for a hotel with a pool in Siesta Key is $258 but this can vary depending on the season, the star rating of the hotel and when you’ve booked. In the last 7 days, the cheapest price found on KAYAK was $123.

How much is a hotel with a pool in Siesta Key for tonight?

The best deal for a 3-star hotel with a pool room in Siesta Key found by KAYAK users in the last 3 days was $301, while a 4-star hotel with a pool the lowest price was $564. The cheapest room found overall was for $301.

How much is a hotel with a pool in Siesta Key for this weekend?

The cheapest hotel with a pool room in Siesta Key for the upcoming weekend found on KAYAK in the last 3 days was for $392 per night. For the same dates, 3-star hotel with a pool rooms have been found for as low as $249 per night and 4-star hotel with a pool rooms from $428 per night.

How early should you book a hotel with a pool in Siesta Key?

Book at least 4 days before your stay begins to get the best price for your Siesta Key hotel with a pool.

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Good to know

Low season

High season

Lowest hotel price

November
June
$179
Cheapest month to stay with an average 50% drop in price.
Most expensive month to stay with an average 27% rise in price.
The cheapest hotel with a pool room rate in the last 7 days

KAYAK's top tips for finding Siesta Key hotel with a pool deals

  • Prices for hotels with a pool in Siesta Key are cheaper in the low season, which is in November and October.

FAQs about Siesta Key hotels with a pool

  • How many hotels with a pool are there in Siesta Key?

    Currently, there are around 1,326 hotels with a pool on KAYAK available for you to book.

  • What are the most popular hotels in Siesta Key with a pool?

    The most popular hotels with a pool among KAYAK users in the last 3 months are The Ringling Beach House, Siesta Key Inn and Siesta Key Beachside Villas.

Where to stay in a hotel with a pool in Siesta Key?

Our map will help you find the perfect place to stay in Siesta Key by showing you the exact location of each hotel.

Everything you need to know for your stay in Siesta Key