Find Historic Hotels in Anna Maria Island, FL

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Pick from 13 Anna Maria Island Historic Hotels and compare room rates, reviews, and availability. Most hotels are fully refundable.

EXCELLENT LOCATION IN THE HEART OF HOLMES BEACH ON ANNA MARIA ISLAND!
9.8 out of 10, Exceptional, (42)
"This place checks all the boxes. Big, clean, parking and close to stores and restaurants. The check in process was easy and painless. The description was accurate. The beach is a super short walk away and the free trolley almost right outside the door. The owners communicated very well with lots of helpful information."
EXCELLENT LOCATION IN THE HEART OF HOLMES BEACH ON ANNA MARIA ISLAND!
Sea Pirate Cottage By The Sea on Anna Maria Island, Smart TV in every room.
10.0 out of 10, Exceptional, (233)
"The property was really great and the host superb. We were staying there the week of Hurricane Helene, and unfortunately were required to evacuate after just a few days into our stay. The host was so amazingly gracious and helpful! She gave us regular updates as to the status of the hurricane, and when the emergency order came to evacuate, she notified us to make sure we were aware. She graciously gave us a 100% refund due to the extenuating circumstances. I'm sad to think that the place we...
Sea Pirate Cottage By The Sea on Anna Maria Island, Smart TV in every room.
Bridgewalk A Landmark Resort
3.5 star property
9.2 out of 10, Wonderful, (718)
"Great place right in the heart of Bradenton Beach. Walking distance from restaurants and shops and right on the tram line for exploring this wonderful area. Staff we spoke to were really friendly and helpful. The room was a little dated (but I believe that a refurbishment is happening) but was clean and offered everything we needed for our two night break. We were sorry to leave and will return in the future."
Bridgewalk A Landmark Resort
Tradewinds Beach Resort
2.5 star property
9.2 out of 10, Wonderful, (361)
"Me encantó el lugar, las casitas estan muy bien ubicadas con la playa, tienen un muelle que se puede pescar, la limpieza buena con excepción del sofá cama que no lo revisaron antes de entregar la habitación y estaba lleno de basura y el cubre colchón estaba sucio, lo recomiendo a pesar de este inconveniente."
Tradewinds Beach Resort
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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