Anna Maria Island Hotel Guide - Historic Hotels in Anna Maria Island, Florida

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Top Anna Maria Island Historic Hotels

Sea Pirate Cottage By The Sea on Anna Maria Island, Smart TV in every room.
Outdoor dining
Sea Pirate Cottage By The Sea on Anna Maria Island, Smart TV in every room.
10.0 out of 10, Exceptional, (230)
"Condo was very clean, conveniently located, and would definitely stay here again."
Sea Pirate Cottage By The Sea on Anna Maria Island, Smart TV in every room.
EXCELLENT LOCATION IN THE HEART OF HOLMES BEACH ON ANNA MARIA ISLAND!
Beach nearby, sun-loungers, beach towels
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!
Bridgewalk A Landmark Resort
Front of property – evening/night
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
Private beach nearby, sun-loungers, beach towels
Tradewinds Beach Resort
2.5 star property
9.2 out of 10, Wonderful, (361)
"It makes you feel like you don’t want to leave "
Tradewinds Beach Resort
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