Anna Maria Pirates Den

3501 Gulf Dr, Holmes Beach, 34217-2028, FL

Enter Your Trip Dates

1 Room / 2 Adults

1 rooms,
2 adults
  • Rooms:

  • Adults:

  • Close

TripAdvisor Rating


Located on the Gulf Coast of Florida, Anna Maria Island is a barrier island south of Tampa Bay. This pirates den is small but family run and situated on Holmes Beach. Families will love playing on the seven miles of sandy beach and swimming in the Gulf of Mexico. A fishing pier is also nearby. There is a trolley that families can ride as well that tour the island. When you’re done with the sand, visit the outdoor pool where kids can continue to splash and adults can relax on a lounge chair or under an umbrella. Families will feel comfortable in the two-bedroom apartments or the one-bedroom cottages. The apartments feature a full kitchen with full size refrigerator, stove and dining table, plus a large living room. Some of the apartments have two bathrooms also. The cottages feature a patio, large living room and full kitchen with full size refrigerator and stovetop. Wi-Fi is available.

Our Editor Loves

  • Steps away from the beach
  • Outdoor pool
  • Holmes Beach

Family Interests

  • Beach
  • Museum/Cultural

Family Amenities

  • Family Room 5+
  • Kitchenettes
  • Laundry
  • Pool
  • Refrigerator


Best vacation place ever!

by Linda G

Love Pirates Den and the family who owns it. Vicky takes care of every detail to make your stay perfect. Beautiful accomodations, everything you need for the beach and pool is provided, and always greeted by a smiling face. We will be returning for another vacation!

Simply the best can I just move in....

by brianfish31

I could never get tired of staying here. I the owners would ever let me and my wife rent a unit long term we would move in yesterday. The owners of the place keep it to perfection. They continue to make changes and upgrades to make sure it will continue to be the best. They never leave a stone unturned. Durning our last stay my wife lost her phone. The owners walked the property with us in hope of finding it. After not finding it we had to order a new one. It was sent via fedex. FedEx called the office and let them know the time of delivery on Saturday. Vicki the called me to let us know to relax go to breakfast if the phone comes they would sign for it. We actually all sat out side waiting for it.... getting caught up on life with some of our favorite people. As always staying here is like staying with family except you come and go as you please. Every time we stay here its simply perfect... sun rain it doesnt matter the location provides easy access to all the island has to offer. We cant wait to schedule our next stay at The Pirates Den.....