The Best Hotels with a Pool in Siesta Key, FL from ₩149,913 in 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 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.

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

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Our top choices for Siesta Key hotels with a pool

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.

₩149,913 total

includes taxes & fees

Aug 13 - Aug 14

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

₩224,598 total

includes taxes & fees

Aug 2 - Aug 3

Tropical Beach Resorts

South Village

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

₩292,031 total

includes taxes & fees

Aug 10 - Aug 11

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.

₩371,604 total

includes taxes & fees

Aug 18 - Aug 19

SeaSpray Resort

Siesta Key

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

₩448,685 total

includes taxes & fees

Aug 9 - Aug 10

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.

₩367,860 total

includes taxes & fees

Aug 19 - Aug 20

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

Azul Resort Siesta Key

South Village

₩276,589 total

includes taxes & fees

Aug 18 - Aug 19

Siesta Key Beachside Villas

Siesta Key Village

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

₩344,337 total

includes taxes & fees

Aug 23 - Aug 24

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

Breakfast included

Hot tub

Top Siesta Key Hotel Reviews

Tropical Beach Resorts

10/10 Excellent

"Amazing!!"

Siesta Key Beach Resort and Suites

10/10 Excellent

"This was probably one of the cleanest resorts we have ever stayed in. The resort provides beach chairs, a cooler, beach towels for each guest and a wagon to haul your stuff to the beach. The property is located across the street from the beach but is surrounded by lots of entertainment. Staff is super friendly and helpful. We booked with Expedia which failed to mention the $10 per night parking fee which is the only bad thing I can say."

Siesta Key Beachside Villas

10/10 Excellent

"Location, location, location!!! Less than 5 mins you are sitting on the beach or the other direction you are choosing which location to stop and grab a bite. Very quiet location with nice pool, community sharing spaces and AC in the rooms. They supply ice coolers, chairs, loan bikes, etc…"

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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