Hotels with Swimming Pool in Siesta Key, Florida

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Check availability on Siesta Key Hotels with Swimming Pool

Tonight
Dec 25 - Dec 26
Tomorrow
Dec 26 - Dec 27
This weekend
Dec 26 - Dec 28
Next weekend
Jan 2 - Jan 4

Our top choices for Siesta Key hotels with a pool

Iron/ironing board, free WiFi
Azul Resort Siesta Key

Azul Resort Siesta Key

Azul Resort Siesta Key
2.0 star property
South Village
10.0 out of 10, Exceptional, (3)
"We loved our stay here in this newly renovated hotel. Location was perfect and the decor was awesome. Siesta Key is a special place and Azul made it that much more so. Gratitude!"
United States
Baron
The price is P16,386
P18,516 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Azul Resort Siesta Key
Property grounds
Tropical Beach Resorts

Tropical Beach Resorts

Tropical Beach Resorts
3.5 star property
South Village
9.4 out of 10, Exceptional, (5171)
"Great place, easy beach access and property was beautiful. "
United States
Maria
The price is P8,437
P10,861 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Tropical Beach Resorts
2 outdoor pools, a heated pool
Siesta Key Palms Resort

Siesta Key Palms Resort

Siesta Key Palms Resort
3.5 star property
Sarasota
9.2 out of 10, Wonderful, (1000)
"Tiki bar was a definite plus"
United States
thomas
The price is P4,770
P8,377 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Siesta Key Palms Resort
2 outdoor pools, pool umbrellas, sun loungers
Tropical Breeze Resort

Tropical Breeze Resort

Tropical Breeze Resort
3.0 star property
Siesta Key Village
9.0 out of 10, Wonderful, (1006)
"Great stay, walking distance to the beach and restaurants! "
United States
Joseph
The price is P19,336
P24,471 total
includes taxes & fees
Jan 2 - Jan 3, 2026
Tropical Breeze Resort
Outdoor pool, pool umbrellas, sun loungers
Siesta Key Beachside Villas

Siesta Key Beachside Villas

Siesta Key Beachside Villas
2.5 star property
Siesta Key Village
8.8 out of 10, Excellent, (900)
"Our stay was great. "
United States
Karla
Siesta Key Beachside Villas
Outdoor pool, open 9 AM to 9 PM, sun loungers
Siesta Key Beach Resort and Suites

Siesta Key Beach Resort and Suites

Siesta Key Beach Resort and Suites
2.5 star property
Siesta Key Village
9.0 out of 10, Wonderful, (1037)
"Great resort in a great area!"
United States
Tammy
Siesta Key Beach Resort and Suites
Outdoor pool, a heated pool, open 7:00 AM to 8:00 PM, sun loungers
Hibiscus Suites - Gateway to Siesta Key

Hibiscus Suites - Gateway to Siesta Key

Hibiscus Suites - Gateway to Siesta Key
2.5 star property
Sarasota
8.6 out of 10, Excellent, (2219)
"Very nice place !"
United States
Ivette
Hibiscus Suites - Gateway to Siesta Key
Outdoor pool, free cabanas, pool umbrellas
Turtle Beach Resort

Turtle Beach Resort

Turtle Beach Resort
3.5 star property
Siesta Key
8.8 out of 10, Excellent, (334)
"Great place!!"
United States
Shallynn
Turtle Beach Resort
Outdoor pool, pool umbrellas, sun loungers
Spark by Hilton Sarasota Siesta Key Gateway

Spark by Hilton Sarasota Siesta Key Gateway

Spark by Hilton Sarasota Siesta Key Gateway
3.0 star property
Sarasota
8.4 out of 10, Very Good, (1868)
"Fantastic place to daty"
United States
Carlos
The price is P7,657
P8,653 total
includes taxes & fees
Jan 8 - Jan 9, 2026
Spark by Hilton Sarasota Siesta Key Gateway
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Siesta Key Hotel Reviews

Siesta Key Beach Resort and Suites

Siesta Key Beach Resort and Suites

10/10 Excellent
"Very good "
Ronald 4-night trip
Posted 6 days ago
Siesta Key Beach Resort and Suites

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 17 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. Twin Palms at Siesta: Hotel, 4-minute walk from Crescent Beach. Offers free self parking, an outdoor pool, and complimentary wireless internet access. The Capri at Siesta: Hotel, 8-minute walk from Crescent Beach. Provides free self parking, a pool, and sun loungers.
How many hotels with pools will I be able to find in Siesta Key?
Expedia's 17 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 Crescent Beach and Point of Rocks 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.