TOP Hotels with Pool in Siesta Key, FL for 2026

Q: What are some hotels with pools in Siesta Key?

Siesta Key Beach Resort and Suites : Resort, 1-minute walk from Siesta Key Beach. Features complimentary bicycles, a pool and complimentary wireless Internet access. The Capri at Siesta : Hotel, 8-minute walk from Crescent Beach. Offers free self parking, a pool and sunloungers. Twin Palms at Siesta : Hotel, 4-minute walk from Crescent Beach. Provides free self parking, an outdoor pool and complimentary wireless Internet access.

A yellow lifeguard tower with an American flag on a beach with people and umbrellas.

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Check availability on Siesta Key Hotels with Pool

Tonight

Tomorrow

Next weekend

In two weeks

Our top choices for Siesta Key hotels with a pool

Outdoor pool, pool umbrellas, pool loungers

Spark by Hilton Sarasota Siesta Key Gateway

Sarasota

Splash into holiday mode with a sparkling poolside sanctuary just steps from Siesta Key Beach.

Rp1.825.070 total

includes taxes & fees

9 Aug - 10 Aug

Outdoor pool, a heated pool, open 7:00 AM to 8:00 PM, pool loungers

Hibiscus Suites - Gateway to Siesta Key

Sarasota

Sparkling outdoor pool surrounded by tropical gardens offers a perfect retreat to cool off in florida's sunshine.

Rp2.582.675 total

includes taxes & fees

9 Aug - 10 Aug

Tropical Beach Resorts

South Village

Sparkling private beachfront pool awaits just steps from your villa-style retreat.

Rp3.555.227 total

includes taxes & fees

10 Aug - 11 Aug

Siesta Key Beach Resort and Suites

Siesta Key Village

Relax in the Mediterranean-style pool sanctuary with hot tub, just steps from Siesta Key Beach.

Rp5.440.274 total

includes taxes & fees

27 Jul - 28 Jul

SeaSpray Resort

Siesta Key

Tranquil beachside retreat with a refreshing outdoor pool and private lounging areas, just steps from Siesta Key Beach.

Rp5.279.559 total

includes taxes & fees

26 Aug - 27 Aug

2 outdoor pools, pool umbrellas, pool loungers

Tropical Breeze Resort

Siesta Key Village

Luxurious splash and sand escape with two sun-drenched pools just steps from pristine shores.

Rp3.876.052 total

includes taxes & fees

25 Aug - 26 Aug

Outdoor pool, open 8:00 AM to 9:00 PM, pool umbrellas, pool loungers

Azul Resort Siesta Key

South Village

Rp3.250.308 total

includes taxes & fees

25 Aug - 26 Aug

Siesta Key Beachside Villas

Siesta Key Village

Secluded pool oasis offers tropical tranquility steps from the white sand beaches.

Rp4.192.025 total

includes taxes & fees

23 Aug - 24 Aug

View all properties

Choose what matters most at hotels with a pool in Siesta Key

Breakfast included

Hot tub

Top Siesta Key Hotel Reviews

The Capri at Siesta

8/10 Good

"The room was quite nice,except the the stove coils were all crooked and it made it hard to prepare food. Also It was missing some pans of different sizes. We made the best of it. Beach is great there but we where unfortunately hit with bad weather from Bertha in the Gulf."

The Inn On Siesta Key

10/10 Excellent

"We had a wonderful stay at The Inn on Siesta Key. The Cabana was perfect for our family of 4, very clean and well equipped kitchen. The beds are very comfortable, and we enjoyed our morning coffee on the porch area. The property is fully equipped for the beach with chairs, towels, umbrellas, coolers, ice, and these great wagons to haul it all to the beach. Beaches are a short walk and amazing. The property is also a very short walk to The Village for shopping and dining. Paige checked us in and gave us a thorough overview of the property, as well as some recommendations on restaurants, grocery stores and activities, which was very helpful. Looking forward to coming back again!"

Frequently asked questions

What's it like visiting Siesta Key?

If spending time by the pool is your idea of the perfect getaway, you may want to consider quaint Siesta Key, which offers 14 places to stay with pools. During your visit, you can explore attractions such as Siesta Key Beach and Lido Beach, and then take it easy poolside at one of the accommodation options in Siesta Key that guests like for their pools.

What are some hotels with pools in Siesta Key?

Siesta Key Beach Resort and Suites: Resort, 1-minute walk from Siesta Key Beach. Features complimentary bicycles, a pool and complimentary wireless Internet access. The Capri at Siesta: Hotel, 8-minute walk from Crescent Beach. Offers free self parking, a pool and sunloungers. Twin Palms at Siesta: Hotel, 4-minute walk from Crescent Beach. Provides free self parking, an outdoor pool and complimentary wireless Internet access.

How many hotels with pools should I expect to find in Siesta Key?

Expedia has 14 hotels in Siesta Key for your poolside break.

What is there to see and do in Siesta Key?

Explore places such as Siesta Key Beach while you're in Siesta Key. The picturesque setting of Shell Beach and Crescent Beach showcase the area's natural beauty. Visitors to Siesta Key speak highly of the natural attractions, including the beautiful beaches.

When is the best time to book a hotel with a pool in Siesta Key?

Taking the local weather in Siesta Key into account can help you maximise your time at the pool during your trip. The hottest months are usually August and July, with an average temperature of 28°C, while the coldest months are January and February, with an average of 19°C. Average annual precipitation for Siesta Key is 1126 mm.

Explore a world of travel with Expedia

More ways to book

Book Hotels with Pool in Siesta Key on Expedia.com

Room 1

Change your mind

Treat yourself

Be picky

Check availability on Siesta Key Hotels with Pool

Our top choices for Siesta Key hotels with a pool