The Best Hotels with a Pool in Siesta Key, FL from ￥18,118 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. Features free self parking, an outdoor pool, and complimentary wireless internet access. Palm Bay Club Siesta Key Newley renovated ! : Resort, 4-minute walk from Siesta Key Beach. Offers kitchens, a communal pool, and televisions.

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Our top choices for Siesta Key hotels with a pool

Azul Resort Siesta Key

South Village

￥26,721 total

includes taxes & fees

May 28 - May 29

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.

￥41,198 total

includes taxes & fees

May 19 - May 20

VILLA 5, Siesta Key, Pool View. King Bed. Daily rentals

Sarasota

￥36,421 total

includes taxes & fees

May 19 - May 20

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.

Walk to Beach, Siesta Key Villa 2, Pool View. Daily Rentals

Sarasota

￥57,745 total

includes taxes & fees

May 19 - May 20

Siesta Heron Suites & Villas

Siesta Key

Sun-drenched pool paradise with extended hours offers the ultimate Siesta Key relaxation retreat.

￥48,962 total

includes taxes & fees

May 19 - May 20

Siesta Key Island Rentals

Siesta Key

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.

￥32,568 total

includes taxes & fees

May 25 - May 26

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

Breakfast included

Hot tub

Hotels with pools and hot tubs in Siesta Key

Siesta Key Beach Resort and Suites

Siesta Key Village

Private Beach Access w/shared Pool -Casita East

South Village

￥96,868 total

includes taxes & fees

May 20 - May 21

Iron/ironing board, free WiFi, bed sheets

Couple’s Escape-Beach Club at Siesta Key 106C by RVA

South Village

￥58,132 total

includes taxes & fees

May 19 - May 20

Beach Days, Home Nights 2BR w/ Kitchen-Beach Club at Siesta Key #103E by RVA

South Village

￥73,714 total

includes taxes & fees

May 20 - May 21

Bright & Beachy–Beach Club Siesta Key 100A by RVA

South Village

￥58,513 total

includes taxes & fees

May 19 - May 20

Spark by Hilton Sarasota Siesta Key Gateway

Sarasota

￥24,857 total

includes taxes & fees

Jun 1 - Jun 2

Dream Sunsets & Coastal Bliss–Beach Club 108A / RVA

South Village

￥79,482 total

includes taxes & fees

May 19 - May 20

2 Bedroom Unit with Pool - 2 min walk to Siesta Beach

Siesta Key

￥86,085 total

includes taxes & fees

May 25 - May 26

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Top Siesta Key Hotel Reviews

Captiva Beach Resort

10/10 Excellent

"Awesome resort, super close to the beach and friendly staff! WILL BE BACK!"

Siesta Key Beachside Villas

8/10 Good

"Had 2-bedroom villa and villa and grounds were clean. Villa and grounds including pool are smaller than they appear in pictures. Convenient parking and daily cost was reasonable. Appreciated the small cooler, beach chairs, towels and wagon provided. Nice location, 5 min walk to beach and to small grocery, restaurants, bars and shops. Staff was professional and courteous. We had issues with broken coffee maker and toilet not refilling and disappointed it took to day 3 before the issues were resolved. If you have a large group or family might want to take that into consideration as to what villa you choose to book. Value for the money, I’d give it a B-."

The Inn On Siesta Key

10/10 Excellent

"This property was everything we wanted...although not on the beach, it was a short walk to the beach and chairs, umbrellas, coolers and wagons were provided to the beach. The pool area was very comfortable and clean. We like that there were only 6 units...each was unique and very clean. We stayed in "The Nook" which was perfect for our getaway."

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 16 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. Features free self parking, an outdoor pool, and complimentary wireless internet access. Palm Bay Club Siesta Key Newley renovated !: Resort, 4-minute walk from Siesta Key Beach. Offers kitchens, a communal pool, and televisions.

How many hotels with pools will I be able to find in Siesta Key?

Expedia's 16 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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