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.

Property grounds
Sea Pirate #8, Family Friendly Cottage By The Sea on Anna Maria Island
10.0 out of 10, Exceptional, (218)
"Property was clean and comfortable. The kids enjoyed the pool and the patio to with the grill was nice for cooking out. Easy access to beach and all the accessories were in excellent shape and were great for the beach."
Sea Pirate #8, Family Friendly Cottage By The Sea on Anna Maria Island
Beach towels
A DREAM - amazing 3bd OCEANVIEW townhome with heated pool and hot tub
9.8 out of 10, Exceptional, (69)
"Location right across the street from beach was great!"
A DREAM - amazing 3bd OCEANVIEW townhome with heated pool and hot tub
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!
Front of property - evening/night
Bridgewalk A Landmark Resort
3.5 star property
9.2 out of 10, Wonderful, (680)
"What a fantastic property this is... so comfortable and clean everyone is friendly and helpful... if we are ever around this area again the BridgeWalk hotel is where I would stay just so beautiful "
The price is $222
$249 total
includes taxes & fees
May 27 - May 28
Bridgewalk A Landmark Resort
Private beach nearby, sun loungers, beach towels
Tradewinds Beach Resort
2.5 star property
9.2 out of 10, Wonderful, (353)
"Only good things to say about the Tradewinds. We have stayed at the Tortuga twice and loved it. Tradewinds was equally as awesome. Loved the pool location, communication was great by staff. "
The price is $260
$409 total
includes taxes & fees
May 29 - May 30
Tradewinds Beach Resort
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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.

Anna Maria Island Historic Hotels information

 

Historic Hotels in Anna Maria Island

13

Highest price
$260
Cheapest price
$222
Number of guest reviews
1,338
Total number of hotels in Anna Maria Island
3,757

 

Recent reviews of Anna Maria Island hotels
Expedia verified reviews

Tradewinds Beach Resort

Tradewinds Beach Resort

5/5 Excellent
Amazing resort, will be coming back!
"Only good things to say about the Tradewinds. We have stayed at the Tortuga twice and loved it. Tradewinds was equally as awesome. Loved the pool location, communication was great by staff. "
A verified traveler stayed at Tradewinds Beach Resort
Posted 1 month ago
Tradewinds Beach Resort