Hotels with a Pool in Siesta Key

14 places to stay in Siesta Key, FL — ranked by guest rating, with photos, amenities and booking links.

Hotel

The Inn on Siesta Key★★★

515 Beach Rd, Sarasota, FL 34242

★ 5.0 (382)

BeachfrontPet friendlySwimming pool

Resort

Sea Spray Resort★★★★

574 Canal Rd, Siesta Key, FL 34242

★ 4.8 (237)

BeachfrontPet friendlySwimming pool

Holiday Home

Siesta Sunset Royale Hotel★★★

5322 Calle De La Siesta, Siesta Key, FL 34242

★ 4.8 (103)

BeachfrontBreakfastSwimming pool

Holiday Home

Tivoli by the Sea★★★

625 Beach Rd, Siesta Key, FL 34242

★ 4.8 (97)

BeachfrontSwimming pool

Resort

Sarasota Surf & Racquet Club

5900 Midnight Pass Rd, Sarasota, FL 34242

★ 4.7 (781)

BeachfrontSwimming pool

Hotel

Tropical Sands Accommodations at Siesta Key- OHATB★★★

Rental Office located in, back of East Tower, 1055 Beach Rd, Sarasota, FL 34242

★ 4.7 (144)

Swimming pool

Resort

Beach Palms of Siesta Key Village★★

153 Beach Rd, Siesta Key, FL 34242

★ 4.6 (60)

Swimming pool

Resort

Island House Beach Resort★★★

6150 Midnight Pass Rd, Sarasota, FL 34242

★ 4.5 (392)

BeachfrontSwimming pool

Hotel

The Ringling Beach House★★★

523 Beach Rd, Sarasota, FL 34242

★ 4.5 (207)

Swimming pool

Holiday Home

Beachside Management

5700 Midnight Pass Rd #2, Sarasota, FL 34242

★ 4.4 (271)

BeachfrontSwimming pool

Resort

Harbor Towers

5855 Midnight Pass Rd APT 203, Siesta Key, FL 34242

★ 4.4 (60)

Swimming pool

Hotel

Siesta Key Beach Resort and Suites★★

5311 Ocean Blvd, Sarasota, FL 34242

★ 4.2 (864)

BeachfrontSwimming pool

Resort

Banyan Tree Beach Resort★★

378 Canal Rd, Siesta Key, FL 34242

★ 4.2 (30)

BeachfrontSwimming pool

Hotel

Parrot Beach Cottages

60 Avenida Veneccia, Siesta Key, FL 34242

★ 4.1 (35)

BeachfrontSwimming pool

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