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Anna Maria Pirates Den

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170 Reviews from our TripAdvisor Community

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Showing 169: English reviews
Cambridge, Massachusetts
Reviewed 1 week ago

We have been to the Pirate's Den twice. One week this year and one week two years ago. Low key and wonderful home away from home. A "Mom and Pop" operation. Six units, all decorated as you would expect beach houses to be. Funky, in the best sense. We chose to not even rent a car. Just bike rentals for...

Thank jgmeath
Casselberry, Florida, United States
Reviewed 1 week ago via mobile

With all the options in the area, we still keep coming back here. It is across the street from a gorgeous beach. Two blocks away from Publix and other shopping. In the middle of a great island. The rooms are wonderful, comfortable, large and accommodating. Vicki and family are a joy to sit and chat with and do a great...

Thank Ana V
Dayton, Ohio
Reviewed 3 January 2017 via mobile

This is our 3rd stay at the Pirates Den. We came this time at Christmas for 2weeks thru the New Year and as usual have already booked our next stay. We absolutely love Vicky, she is awesome! And our stay is always relaxing and beautiful. Can't wait to be back and haven't even left yet! Our family when we're away...

Thank Lynney M
Oviedo, Florida
Reviewed 29 December 2016

We spent 2 nights in the apartment with 2 bedrooms and 2 baths. This was perfect as there were 3 of us. The beds were comfortable and the unit very clean. It was delightful swimming in the pool in December. As the Pirates Den is located on the Gulf Drive by-pass, it was very quiet and only a block from...

Thank Susan M
Houston, Texas
Reviewed 13 December 2016

As noted by other reviewers, this is really a cool place to stay. The accommodations are perfect if you're seeking "old" Florida ambiance combined with all the comforts of modern day living. We (2 adults) stayed for 5 nights in one of the cottages and the amount of room provided was ideal for our needs. Clean as a whistle; a/c...

2Thank teddyjackeddy m
Reviewed 9 November 2016 via mobile

We had a wonderful weekend with family. Beautiful rooms and lovely family. They even called when we were late to make sure everything was ok. Quite neighborhood. Everything you could possibly need was provided. Short walk to the beach. Very good food on the island also.

1Thank Stephanie G
Reviewed 7 November 2016

Going to the Pirates Den was definitely our highlight this year. Our whole vacation was beautiful, but coming here was like coming home. Everything is so neat and comfy and staying here really felt like staying in paradise. Vicky and her mom are so full of kindness and joy! The kids loved the pool and their own room and the...

1Thank Ricarda M
Marydel, Delaware
Reviewed 12 September 2016

Pirate's Den is the best beach place ever! Vicky went above and beyond to accommodate our stay when the hurricane came in. She worked with us so we didn't lose any time in this very clean and well decorated apartment. We will definitely be back and recommend it to any one in town. Close to the beach and has all...

1Thank pharlow88
Fort Lauderdale, Florida
Reviewed 2 September 2016

Stayed for our first time in late July. Love Apt 2, it was perfect for my son and his friend and myself. Clean, owners and staff were more than helpful; made you feel like family....just great. You walk right across to great beach access, nice pool....great location on the island. Loved the Anna Maria Island pier and the great sea...

Thank Allthosewhowander1
Tierra Verde, Florida
Reviewed 17 August 2016

My wife, and 3 year old Black Lab (Millie) went to celebrate my wife's 60th Birthday. We rented once of the cottages and the amenities were more than we have expected. From the time of check which was granted hours earlier than normal check in times to coordination of all the special arrangements I had planned. The Privates Den was...

Thank David R

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  • Pool
  • Free Parking
  • Beachfront
About the property
  • Beachfront
  • Pets Allowed ( Dog / Pet Friendly )
Things to do
  • Pool
Room types
  • Kitchenette
  • Suites
In your room
  • Air Conditioning
  • Refrigerator in room
  • Free Parking
Official Description (provided by the hotel)
Anna Maria Pirates Den is a small family run resort located on gulf drive in Holmes Beach. We have four individually decorated 2 bedroom apartments and 2 one bedroom cottages. Enjoy the island way of life, sun, beach, and most of all relaxation. Swim in the warm waters of the Gulf of Mexico and walk any of the seven miles of sandy beaches and of course if you walk too far you can always catch the free trolley back to your fully equipped apartment. The island described by the English Daily Mail newspaper as "tranquil Florida, as it used to be, just beaches, pelicans and palm trees". ... more   less 

Additional Information about Anna Maria Pirates Den

Address: 3501 Gulf Dr, Holmes Beach, Anna Maria Island, FL 34217-2028
Region: United States > Florida > Anna Maria Island > Holmes Beach
Price Range: $104 - $242 (Based on Average Rates for a Standard Room)
Number of rooms: 6
Also Known As:
Anna Maria Pirates Den Hotel Holmes Beach
Hotel Anna Maria Island
Resort Anna Maria Island
Anna Maria Pirates Den Holmes Beach, Anna Maria Island, Florida
Hotel Style:
#1 Best Value Hotel in Holmes Beach
#3 On the Beach Hotel in Holmes Beach
#3 Family Hotel in Holmes Beach
#6 Romantic Hotel in Holmes Beach
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Questions & Answers

Here's what travellers have asked, with answers from Anna Maria Pirates Den staff and other travellers.
1 question
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Merritt Island, Florida
9 months ago

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Typical questions asked:
  • Can tickets for local attractions be purchased at the front desk?
  • Do you have to pay extra for a mini-fridge?
  • At what time does the pool open each day?

See which rooms travellers prefer

“Ask the owners. They are friendly and honest.”
 of 5 bubbles jgmeath, 13 Feb 2017 | Read review
“All room very clean with the coastal décor with a bit of Key West flare.”
 of 5 bubbles davidrZ5493OY, 16 Aug 2016 | Read review
“The upper level units are more modern than the lower level units.”
 of 5 bubbles lisarodriguez1840, 5 Aug 2016 | Read review
“We stayed in the upstairs apartment and from the deck and out the bedroom window you can get a little glimpse of the beach.”
 of 5 bubbles A5860MYkimberlys, 29 Jun 2016 | Read review
“Everything looked great !”
 of 5 bubbles Mamamia15, 30 May 2016 | Read review
5 of 5