Anna Maria Pirates Den

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

Best Prices for Your Stay

  • 1 Rooms,
  • 1 Adults

Enter Dates for Best Prices

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


Another amazing stay

by brianfish31

The pirates den was as welcoming as always. The plants are in full bloom even tried a mango off one of the trees. The place looks great and was immaculate clean as always. The owners are the friendliest people on the Island. We spent time getting caught up with them. We can't wait to be back in 4 weeks.

Our Home Away From Home

by Codibleu

And just like that, the sun sets on another beautiful family trip to Anna Maria Island. 8 cans of sunscreen and all the key lime pie later, we are on the road back to home. Rested, replenished and covered in salt and sand. So glad we have this yearly tradition and a place to go every year that feels like our second home. Everything you could ever need at The Pirates Den! We love Vicki and Family!! ????☀️????