The Best Hotels with a Pool in Siesta Key, FL from ￥45,433 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

￥58,496 total

includes taxes & fees

May 3 - May 4

Beachy Sarasota Duplex

Sarasota

￥68,712 total

includes taxes & fees

Apr 29 - Apr 30

VILLA 5 · Pool view. King bed. Daily rentals

Sarasota

￥45,433 total

includes taxes & fees

Apr 15 - Apr 16

Walk to beach. Pool. Daily Rentals V2

Sarasota

￥64,134 total

includes taxes & fees

Apr 13 - Apr 14

Unwind Poolside + Walk to Beach! Sarasota Retreat

South Village

￥85,395 total

includes taxes & fees

Apr 7 - Apr 8

Drift Inn A, Heated Pool, Beach and Amenities, 2-3 min walk.

South Village

￥48,067 total

includes taxes & fees

Apr 13 - Apr 14

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.

￥49,631 total

includes taxes & fees

May 3 - May 4

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

South Village

￥56,241 total

includes taxes & fees

Apr 16 - Apr 17

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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

￥79,516 total

includes taxes & fees

Apr 18 - Apr 19

Spark by Hilton Sarasota Siesta Key Gateway

Sarasota

￥32,081 total

includes taxes & fees

May 3 - May 4

The Beach Club at Siesta Key #106A Resort by RVA

South Village

￥80,616 total

includes taxes & fees

Apr 14 - Apr 15

2BR Beach & Trolley–Beach Club Siesta 204B by RVA

South Village

￥79,537 total

includes taxes & fees

Apr 26 - Apr 27

2BR Beach Style w Pool Beach Club Siesta 204C RVA

South Village

￥75,421 total

includes taxes & fees

Apr 26 - Apr 27

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

South Village

￥58,269 total

includes taxes & fees

Apr 13 - Apr 14

JUST One Block From Beach and One Block From Village – Island Time West

Siesta Key Village

￥167,841 total

includes taxes & fees

Apr 16 - Apr 17

JUST One Block From Beach and One Block From Village – Island Time East

Siesta Key Village

￥200,331 total

includes taxes & fees

Apr 26 - Apr 27

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Top Siesta Key Hotel Reviews

Tropical Beach Resorts

10/10 Excellent

"Great place to stay with my husband and kids. We got married on the beach during our stay and it was absolutely perfect And the staff were excellent Bill was a great help! I definitely recommend this place my kids want to move there and LOVED the pool! "

The Inn On Siesta Key

10/10 Excellent

"We met Paige and Gabe. They are very gracious and kind hosts. They have thought of everything to make your stay so accommodating. The room we had was clean and the bed was super comfortable. The grounds are very well maintained with a nice pool area. The Inn is so close to everything. It takes maybe 7 minutes to get to all the restaurants and bars. The beach is very easy to get to as well. We recommend this place highly! Dan and Tara"

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. 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 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 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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