Find Hotels with a Pool in Siesta Key, FL

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Check availability on Siesta Key Hotels with a Pool

Tonight
Oct 29 - Oct 30
Tomorrow
Oct 30 - Oct 31
This weekend
Oct 31 - Nov 2
Next weekend
Nov 7 - Nov 9

Top Siesta Key Hotels with a Pool

2 outdoor pools, a heated pool
Siesta Key Palms Resort
Siesta Key Palms Resort
3.5 star property
  • 2 outdoor pools
  • Near the beach
9.2 out of 10, Wonderful, (1001)
Aquatic serenity awaits at this tropical haven where 2 refreshing outdoor pools anchor the experience. Complimentary bicycles invite exploration of nearby Siesta Key shores, while fire pits and hammocks create perfect relaxation spots after sun-soaked adventures.
The price is ₩97,771
₩183,320 total
includes taxes & fees
Nov 18 - Nov 19
Siesta Key Palms Resort
Outdoor pool, a heated pool, open 8:00 AM to 8:00 PM, pool umbrellas
The Inn On Siesta Key
The Inn On Siesta Key
3.5 star property
  • Outdoor pool
  • Pool loungers
  • Direct access to the beach
10.0 out of 10, Exceptional, (186)
Sparkling outdoor pool creates a blissful retreat after exploring nearby white sand beaches. Guests relish comfortable loungers under shady umbrellas from 8:00 AM to 8:00 PM, complemented by concierge services and free bicycle rentals for coastal adventures.
The price is ₩255,001
₩367,464 total
includes taxes & fees
Oct 30 - Oct 31
The Inn On Siesta Key
View from room
Siesta Key Island Rentals
Siesta Key Island Rentals
3.0 star property
  • Washer
  • Dryer
  • Parking included
  • Free WiFi
9.6 out of 10, Exceptional, (48)
The price is ₩151,035
₩422,000 total
includes taxes & fees
Oct 30 - Oct 31
Siesta Key Island Rentals
2 outdoor pools, pool umbrellas, sun loungers
Tropical Breeze Resort
Tropical Breeze Resort
3.0 star property
  • 2 outdoor pools
  • Pool loungers
  • Direct access to the beach
  • Hot tub
9.0 out of 10, Wonderful, (1022)
Poolside paradise awaits with heated waters, sun loungers, and umbrella-shaded relaxation after beach adventures. Kayaking, snorkeling, and sailing excursions complement this hotel's tranquil atmosphere, complete with garden terraces and complimentary bicycle rentals.
The price is ₩241,878
₩306,120 total
includes taxes & fees
Oct 30 - Oct 31
Tropical Breeze Resort
Outdoor pool, a heated pool, open 8 AM to 10 PM, pool umbrellas
Tropical Beach Resorts
Tropical Beach Resorts
3.5 star property
  • Outdoor pool
  • Pool loungers
  • Private beach access
9.4 out of 10, Exceptional, (5066)
Poolside paradise awaits at this sun-drenched retreat where heated waters invite year-round swimming. Steps from a private beach, guests enjoy loungers, umbrellas, and convenient beach volleyball before returning to clean, kitchen-equipped rooms.
The price is ₩181,417
₩237,375 total
includes taxes & fees
Oct 30 - Oct 31
Tropical Beach Resorts
Outdoor pool, pool umbrellas, sun loungers
Spark by Hilton Sarasota Siesta Key Gateway
Spark by Hilton Sarasota Siesta Key Gateway
3.0 star property
  • Outdoor pool
  • Poolside bar
  • Pool loungers
  • Near the beach
  • Hot tub
8.4 out of 10, Very Good, (1795)
Sparkling waters welcome weary travelers at the recently renovated pool area, where comfortable loungers, a hot tub, and poolside bar create a perfect retreat. After swimming, guests can enjoy the outdoor firepit or catch the free shuttle to nearby beaches.
The price is ₩151,522
₩171,220 total
includes taxes & fees
Nov 4 - Nov 5
Spark by Hilton Sarasota Siesta Key Gateway
Outdoor pool, pool umbrellas, sun loungers
Siesta Key Beachside Villas
Siesta Key Beachside Villas
2.5 star property
  • Outdoor pool
  • Pool loungers
  • Direct access to the beach
8.8 out of 10, Excellent, (882)
Shimmering waters await at this intimate outdoor pool just steps from white sand beaches. Complimentary bicycles enable guests to explore coastal trails while sun loungers provide peaceful respite after kayaking adventures.
The price is ₩229,733
₩338,899 total
includes taxes & fees
Oct 30 - Oct 31
Siesta Key Beachside Villas
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

Tropical Breeze Resort

Tropical Breeze Resort

10/10 Excellent
"Spotless room, great staff, great location "
Justin 3-night trip
Posted 1 day ago
Tropical Breeze Resort

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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 9 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 has 9 hotels in Siesta Key for your poolside break.
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.