We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.
We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.
The latest reviews. The lowest prices. The perfect place to shop for hotels.

Anna Maria Pirates Den

Show Prices
Certificate of Excellence
Enter dates for lowest prices
powered by PriceFinder
Prices from our online travel partners are not available
Our online travel partners don't provide prices for this accommodation, but we can search other options in Holmes Beach
Check In Check Out
Show Prices
Management photos
Anna Maria Pirates Den
View Map
{"widget":{"name":"ibex_photo_carousel","template":"ibex_photo_carousel__widget","dust":{"nav_controls":"ibex_photo_carousel__nav_controls"},"divClasses":"prw_rup prw_ibex_photo_carousel","moduleList":["handlers"],"js":{"handlers":"(ta.prwidgets.getjs(this,'handlers'))"}},"scriptFlags":null,"containerClass":null}
Add Photo Write a Review

177 Reviews from our TripAdvisor Community

Traveller rating
Traveller type
Time of year
There are newer reviews for Anna Maria Pirates Den
See the most recent reviews
Showing 176: English reviews
Burnside, Kentucky
Reviewed 6 October 2015

It was within walking distance to the beach, the owner and everybody else there are very friendly, they make you feel right at home, their very clean and organized and I would totally stay there next time we come back to Anna Maria island

1Thank kayce j
Leicester, United Kingdom
Reviewed 13 August 2015 via mobile

Just got back from a lovely 2 nights here at Pirates Den. We booked with Vicky and had regular contact which is reassuring. On arrival we had a warm welcome from Vicky's parents Kathy & Al. Kathy was lovely and showed us up to apartment 4. She was happy to help and answer any questions. You can access the garage...

4Thank Louise B
Ocala, Florida
Reviewed 12 July 2015

I was optimistic that after such a pleasant booking experience that the stay would be wonderful!!! Vicky, the owner and her mother and father, Kathy and Al were extremely nice, helpful and very accommodating. We were in the #1 unit, which was spotless with a private screened porch. The unit was equipped with all the essentials, including coffee and comfortable...

3Thank JenBriSpeCha
Zephyrhills, Florida
Reviewed 28 June 2015

What a wonderful place to stay. The room we stayed in was home away from home and the owners are just wonderful. This was a last minute plan and I would have to say I certainly will be come back and staying again. Thank You Kathy for the hospitality!

3Thank Sandra T
Reviewed 27 June 2015 via mobile

We had the best vacation ever here. We were never bothered, anything we needed for beach or pool fun was provided. They work hard to keep it clean and neat. And the outside shower at our little cottage was awesome. Thank you for such an incredible experience and thanks to the staff who went above and beyond. We will be...

3Thank KelseaMoyers
Tampa, Florida
Reviewed 25 June 2015

Myself and my fiancee stayed for a long weekend in 2014. I am writing this review a year late, as I go to book another long weekend on the island. Unfortunately, I failed to let other potential renters know of the issue. On the morning of the day of checkout, we walked over to Publix, and left our car and...

9Thank Danny C
vickykay8364, Owner at Anna Maria Pirates Den, responded to this review

One year later? We are very disappointment and saddened . However we do remember your elevated phone call stating that we had an issue with our housekeeping and you accusing her of stealing, pretty harsh and as we all found out to be, untrue (you left the bike lock in question on the back porch!) NO one stole anything. As...

Reviewed 22 June 2015

We booked this place based on the overwhelming amount of good reviews it had, thinking we could not go wrong. We were in apartment 4, initially booking for 4 people, but at the last minute we changed it to 5, and was told they would sort something out and not made aware of the extra cost, sorting this out turned...

3Thank steerpike01
Central Florida, Florida
Reviewed 20 June 2015

My husband and I with our 5 children stayed here for 4 nights - such a great relaxing place!! Clean, comfortable, and very roomy for 2 bed/2bath. 7 of us slept very comfortably, and we never felt we were on top of each other. Pool was fantastic-I loved just lounging and watching my kiddos swim...AND it is such a short...

2Thank Kristi W
Reviewed 19 June 2015

Myself and my husband had the pleasure of staying at The Pirates Den on a recent trip to AMI. From the minute I e-mailed Vicky from England I knew we weren't going to regret choosing this accommodation. Vicky couldn't have been nicer or more welcoming. She was patient with all my questions and even allowed us a 2 night rather...

4Thank ms_sunshine
Beverly Hills, Florida
Reviewed 26 May 2015 via mobile

Our stay was nothing but perfect for I am a very picky person.Vickie was great and her mom Cathy and dad Al were thete for any questions.This resort is quiet,clean and just perfect just what we were looking for. It was great to bring our dog as well. A+ we will be back... Sandi and Kevin Marsh

1Thank sweety2554

106 photos of this hotel

Traveller photos: See what travellers like you saw

All Traveller Photos (66)
View from Room (5)
Pool/Beach Area (14)
Hotel & Grounds (2)
Room/Suite (12)
Bathroom (1)
Dining (4)
Other (28)

Management photos: Courtesy of the property manager

All Management Photos (40)
Room/Suite (22)
Pool/Beach Area (3)
View from Room (1)
Hotel & Grounds (6)
Bathroom (6)
Other (2)
Check In Check Out
Hotels you might also like...
Also consider these accommodations in or near Holmes Beach
1.0 km away
Cedar Cove Resort & Cottages
Cedar Cove Resort & Cottages
#2 of 15 in Holmes Beach
900 reviews
2.5 km away
Silver Surf Gulf Beach Resort
Silver Surf Gulf Beach Resort
#3 of 12 in Bradenton Beach
612 reviews
2.4 km away
An Island Getaway at Palm Tree Villas
Show Prices
Show Prices
Show Prices
1.3 km away
Anna Maria Island Dream Inn
Anna Maria Island Dream Inn
#11 of 12 in Bradenton Beach
147 reviews
2.6 km away
Queen's Gate Resort
Queen's Gate Resort
#7 of 12 in Bradenton Beach
163 reviews
3.4 km away
BridgeWalk a Landmark Resort
BridgeWalk a Landmark Resort
#1 of 12 in Bradenton Beach
748 reviews
Show Prices
Show Prices
Show Prices


  • Pool
  • Free Parking
  • Beachfront
About the property
  • Beachfront
  • Pets Allowed ( Dog / Pet Friendly )
Things to do
  • Pool
Room types
  • Kitchenette
  • Non-Smoking Rooms
  • 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: €74 - €172 (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 Anna Maria Island/Holmes Beach, 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
Is This Your TripAdvisor Listing?
Own or manage this property? Claim your listing for free to respond to reviews, update your profile and much more.
Claim Your Listing

Questions & Answers

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

See all questions (1)

Questions? Get answers from Anna Maria Pirates Den staff and past guests.
Posting guidelines
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