The Best Hotels with a Pool in Siesta Key, FL from NT$4,004 in 2026 | Expedia

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

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

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Check availability on Siesta Key Hotels with a Pool

Tonight

Jul 11 - Jul 12

Tomorrow

Jul 12 - Jul 13

Next weekend

Jul 17 - Jul 19

In two weeks

Jul 24 - Jul 26

Our top choices for Siesta Key hotels with a pool

Property grounds

Tropical Beach Resorts

South Village

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

NT$6,371 total

includes taxes & fees

Aug 9 - Aug 10

Exterior

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.

NT$9,446 total

includes taxes & fees

Jul 14 - Jul 15

Outdoor pool, pool umbrellas, sun loungers

Siesta Key Beachside Villas

Siesta Key Village

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

NT$8,152 total

includes taxes & fees

Aug 11 - Aug 12

Balcony view

The Inn On Siesta Key

Siesta Key

Sparkling pools and white sand beaches merge at this serene cottage retreat on Siesta Key.

Luxury Suite | Terrace/patio

SeaSpray Resort

Siesta Key

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

NT$9,788 total

includes taxes & fees

Jul 19 - Jul 20

Outdoor pool, a heated pool

Captiva Beach Resort

South Village

Splash into beachside serenity with a pristine pool just steps from Siesta Key's famous white sand shores.

NT$6,543 total

includes taxes & fees

Aug 3 - Aug 4

Outdoor pool, pool umbrellas, sun loungers

Spark by Hilton Sarasota Siesta Key Gateway

Sarasota

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

NT$4,146 total

includes taxes & fees

Aug 10 - Aug 11

2 outdoor pools, pool umbrellas, sun loungers

Tropical Breeze Resort

Siesta Key Village

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

NT$7,717 total

includes taxes & fees

Aug 11 - Aug 12

View all properties

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

Breakfast included

Hot tub

Top Siesta Key Hotel Reviews

Tropical Beach Resorts

Tropical Beach Resorts

10/10 Excellent

"The property is in neat condition, everything was amazing. The pool is awesome, we really enjoyed it. Beach is pretty close and it’s calm, clear and beautiful. We’re coming back definitely"

Siesta Key Beachside Villas

Siesta Key Beachside Villas

8/10 Good

"The staff was very friendly, attentive, and always willing to help, which I truly appreciated. They did their best to make our stay enjoyable. However, there were a few cleanliness issues that were disappointing. It appeared that the bed sheets had not been changed when we arrived, and even the clean replacement sheets had noticeable stains. Also, the bathroom soap dispenser was empty. Overall, the customer service was excellent, but I hope the housekeeping standards improve because they make a big difference in the overall experience."

Siesta Palms By the Beach

Siesta Palms By the Beach

10/10 Excellent

"This place was perfect for what we were looking for. The location is prime. It’s a very short walk to the beach - like 100 yards. There is a nice pool and courtyard. Our room had a nice patio. Beach gear was provided for each room. The kitchen and bathroom were modern. Communication was clear and consistent. We arrived in the middle of the night and had no problems accessing the unit. That’s more comfortable, even the fold-out bed. Location, location, location. We would gladly stay here again and would recommend it to others."

Frequently asked questions

What's it like visiting Siesta Key?

If taking it easy by the pool is your idea of the perfect getaway, you may want to check out quaint Siesta Key, which offers 15 places to stay with pools. While you're visiting, you can explore attractions like Siesta Key Beach and Lido Beach, and then relax and unwind poolside at one of the accommodations 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 sun loungers. 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 will I be able to find in Siesta Key?

Expedia's 15 hotels in Siesta Key give you a great choice for your poolside getaway.

What is there to see and do in Siesta Key?

Explore places like 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 into account the local weather in Siesta Key can help you maximize your time at the pool during your trip. The hottest months are usually August and July with an average temp of 82°F, while the coldest months are January and February with an average of 66°F. Average annual precipitation for Siesta Key is 44 inches.

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