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.
Want the lowest hotel prices? You're in the right place. We check 200+ sites for you.

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","divClasses":"prw_rup prw_ibex_photo_carousel","moduleList":["handlers"],"js":{"handlers":"(ta.prwidgets.getjs(this,'handlers'))"},"template":"ibex_photo_carousel__widget","dust":{"nav_controls":"ibex_photo_carousel__nav_controls"}},"scriptFlags":null,"containerClass":null}
Add Photo Write a Review

170 Reviews from our TripAdvisor Community

Traveller rating
Traveller type
Time of year
Language
There are newer reviews for Anna Maria Pirates Den
See the most recent reviews
Showing 169: English reviews
Homer, Illinois
Reviewed 13 May 2016 via mobile

Accommodations were great. Owners were great: friendly, helpful, and seemed to really enjoy my family and me enjoying our stay. Beach was just beautiful, and only a short walk away. While the island is a bit crowded, it has a relaxed, cool vibe. We're definitely going back.

 Report
Helpful?
Thank Sroost
vickykay8364, Owner at Anna Maria Pirates Den, responded to this review

We did enjoy your family and are so pleased that you enjoyed your stay at the pirates den, hope to see you back soon! Thank you-Vicky and Kevin Mcphail

Manchester, New Hampshire
Reviewed 13 May 2016

We had Unit 1 which was a lovely apartment. Clean, comfortable, walk across the street and you're on the beach. Vicky and her Mom were wonderful people too! Hoping to make it back next year! It was so peaceful, great for a small family. Two Bedrooms, one with a Queen bed and another with two twin beds. Walk to beach,...

 Report
Helpful?
Thank jadyeyes
vickykay8364, Owner at Anna Maria Pirates Den, responded to this review

Thank you for your kind words, we look forward to seeing you again soon!-Vicky and Kevin McPhail

Pelican Rapids
Reviewed 27 April 2016

We stayed in apartment 4 and it was perfect for 4 women! The beds were all comfortable and it was very clean. The pool was like bathwater, it was perfect and so relaxing. The owners were very friendly and accommodating. We were so lucky to have found The Pirates Den for our first stay on Anna Maria Island and it...

 Report
Helpful?
Thank Arnold-winnie C
vickykay8364, Owner at Anna Maria Pirates Den, responded to this review

We are so glad you enjoyed your stay and our island. We hope it was the first of many visits to the pirates den! Great group :)! Thank you-Vicky and Kevin McPhail

Reviewed 26 April 2016

Our family had an absolutely amazing time at the Pirates Den! Vicky and her family went out of there way to accommodate our short notice reservation. During our stay they made us feel like family. The room was super clean and well furnished, and convenient to the beach and local attractions. The private heated pool was just another great luxury...

 Report
Helpful?
Thank Lyn W
vickykay8364, Owner at Anna Maria Pirates Den, responded to this review

We are so glad we were able to accommodate your getaway and you enjoyed your time, hope to see you again soon! Thank you-Vicky and Kevin Mcphail

Ellsworth, Maine
Reviewed 23 April 2016 via mobile

We spent five nights at the Pirates Den and couldn't have asked for a better trip. This was a great place to vacation with our two young children. The heated pool was a huge hit with our 5 year old. When he would get tired of being at the beach, we could come back to the pool and continue the...

 Report
Helpful?
Thank mmourino6
vickykay8364, Owner at Anna Maria Pirates Den, responded to this review

What a wonderful family! So glad you enjoyed your stay and we hope to see you back at the pirates den on anna Maria Island ! Thank you-vicky and Kevin mcphail

Winter Haven, Florida
Reviewed 22 April 2016

Good service and room was lovely and very clean. Location was perfect for walking to stores and beach. Pet friendly and our golden retriever loved her vacation too. We may return in the Fall. We encountered so much traffic going and coming from Winter Haven and hope that won't be an issue in the future.

 Report
Helpful?
Thank chattypatty036
vickykay8364, Owner at Anna Maria Pirates Den, responded to this review

Sorry about the traffic :(, we try to give our guests early check-ins to get a jump start on your vacation which you were able to do. Glad you enjoyed your stay and we would love to have you back this fall! Thank you-Vicky and Kevin McPhail.

Anna Maria Island, Florida
Reviewed 22 April 2016

Viki is amazing!! This was exactly what I wanted when I booked my first "girl's trip"! Her family is so nice and welcoming! Always wanting to make sure we're having a great time, and making sure we have what we need. Very clean establishment! Just steps from the beach.. We truly struck gold when we found the Pirate's Den!! Thank...

 Report
Helpful?
Thank Jennifer B
vickykay8364, Owner at Anna Maria Pirates Den, responded to this review

What a great group. We are so glad you enjoyed first "girls trip". Hope it's the first of many!!! Thank you for you kind words-Vicky and Kevin McPhail

Grand Rapids, Michigan
Reviewed 21 April 2016

Amazing vacation spot. Great pool, short walk to the beach, shopping & dining. The awesome owners. Kevin & Vicky, had done some major upgrades since last year...our unit was beautifully redone and the amenities were awesome. And the on-site hosts, Al & Cathy are the best. Anna Maria Pirates Den is my Florida "home" and I am excited to be...

 Report
Helpful?
Thank Debra-da-lu-lu
vickykay8364, Owner at Anna Maria Pirates Den, responded to this review

Thank you for your kind words. We are so glad you have enjoyed all the improvements. We can't wait for your return to the pirates den! Thank you-Vicky and Kevin McPhail

Reviewed 20 April 2016 via mobile

This was our second stay at Pirates Den and we will return. Owners are so welcoming and hospitable. Our cottage was extremely clean, cozy. More than enough room for the two of us. Kitchen stocked well enough as we cooked fresh seafood a couple of nights. Great location, too, as it's 1 block to beach. Loved the private enclosed patio-great...

 Report
Helpful?
Thank Lori B
vickykay8364, Owner at Anna Maria Pirates Den, responded to this review

Nice to have you back at the Pirates Den and we hope to see you again soon!-thank you -Vicky and Kevin McPhail

Reviewed 19 April 2016 via mobile

This was one of the best vacations I've ever had & the best place I have stayed ever while away from home! The house we stayed in was so so clean & beautiful inside & out! The staff was very nice & helpful which made this vacation on the top of my list. I would recommend this place by far!

 Report
Helpful?
Thank Angela H
vickykay8364, Owner at Anna Maria Pirates Den, responded to this review

We are so glad you enjoyed your stay at the Pirates Den on Anna Maria Island! Hope to see you back again soon-Vicky and Kevin mcphail

104 photos of this hotel

Traveller photos: See what travellers like you saw

Viewed
All Traveller Photos (64)
Viewed
View from Room (5)
Viewed
Pool/Beach Area (14)
Viewed
Hotel & Grounds (2)
Viewed
Room/Suite (12)
Viewed
Bathroom (1)
Viewed
Dining (4)
Viewed
Other (26)

Management photos: Courtesy of the property manager

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

Amenities

Highlights
  • 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
Services
  • 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: €76 - €175 (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
9 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