Starting at $200.00 a night
2500 sqft
Step into this fantastic pet friendly Anna Maria Island vacation home, only two blocks to turquoise waters of the Gulf of Mexico and one block to the bay!

This house is pet friendly with the huge front porch completely secure and a completely fenced in back yard as well.

This five bedroom, three bathroom large home is a memory maker for sure! Sleep the entire family, a few couples, or a group of friends for the perfect beach get-away!

There is a plethora of outdoor living space, plenty of room for everyone to spread out. There is a huge front porch with a table to dine, play cards, or just enjoy the bay breeze as it finds it way through the peaceful palms in the front yard. There is a balcony off the master bedroom (we highly suggest (weather permitting) having those doors wide open! And if you get a chance, grab a cup of coffee and make it back to the porch for sunrise! The back balcony joins the two back bedrooms. Curl up with a book, gaze at the stars, the perfect place to unwind before bedtime.

The back patio is a completely private tropical oasis! Mature Florida landscaping and a fence creates a barrier from neighbors and makes this back yard perfect for your four legged visitors as well! 

The kitchen is fully equipped with anything you would possibly need to prepare meals while on on vacation! Not lacking seating room, the kitchen table seats 6 and there are 2 stools at the breakfast bar for additional seating.

Enjoy soft buttery leather furniture in the living room, perfect for a snooze or to cuddle up and watch a movie!

There are FIVE bedrooms with the following sleeping arrangements:

Upstairs Master: King bed, master bathroom with walk in shower

Upstairs Guest Room 1 - Two twin beds (one trundle for special sleep overs!)

Upstairs Guest Room 2 - Daybed with trundle (sleeps 2)

Upstairs Bathroom - Tub / shower

Downstairs Guest Room 3 - Queen bedroom

Downstairs Guest Room 4 - Bunk Beds (both are full size!)

Downstairs Bathroom - Tub / Shower

There are plenty of linens, towels, and other fun beach accessories that past guests have left!

We hope you choose to start your family / friend traditions at the Pirates Nest! It's a lovely home on a beautiful island, it's everything you've been dreaming of!
King Size
Queen Size
Single/Twin Size
Single/Twin Size
Single/Twin Size
Single/Twin Size
Single/Twin Size
Single/Twin Size



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3-7 Night Minimum

$500 Down Payment at time of reservation. Balance due 30 days prior to arrival.

Fee Amount
Booking Fee $48.00
Damage Waiver $50.00
Cleaning Fee $200.00
Taxes 12%

Bradenton Beach , FL , United States


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Perfect place for our family

Date of Stay:

Thanks for a wonderful Thanksgiving retreat. This is our third Thanksgiving beach getaway, and we think we found the perfect place (others were charming but a tad claustrophobic). The Pirates Nest provided plenty of private sleeping space and gathering space for nine guests. We loved especially hanging out in the front and back porches. Our only disappointment was something beyond the capacity of the owner/manager to fix: more clouds than sun during our stay!

Felt like home

Date of Stay:

Great house, space for ten with little kids!

Great Cottage

Date of Stay:

Had a nice time staying at Pirates Nest. It is convenient to everything and just a couple blocks to the Gulf. It needs some updating, however, was very clean. And, no bugs!

Pirates nest vacation

Date of Stay:

This was our first attempt at a full family vacation and it was very good. We had several family groups together for spring break week. All were entertained with the beautiful beaches, Busch gardens, and just simply relaxing? The staff (Alex) was extremely helpful and the accommodations were ready to go! Would definitely choose them again in the future.

Island getaway!!!

Date of Stay:

Big house with all you need for a great vacation. Literally less than 5 minutes from the beach. Close to stores, dining and nightlife. Enjoyed every minutes of our stay.

Wedding Week & 50th BirthdayTrip

Date of Stay:

We really enjoyed the Pirates Nest. It was clean and in a good location, walking distance to beach or bay. The rental company and Megan were very easy to work with. We especially enjoyed the sunrise view from bed in the master as well as the huge closet! We certainly would recommend to a friend and would stay there again. My only complaint was that the home was advertised as having a hot-tub and there was not one when we got there. The owners refunded us a very small amount back, but was still disappointed. There were some staples not available in the house that we had to buy like toilet paper, which I thought was odd. Also, no basics like salt & pepper in the kitchen or a pan for biscuits. There was not a broom either, which bugged me, because we were there for 7 days and I would have liked to sweep up. All are little things, and it did not hinder our fun time on the island. I wish that I had read their recommendation to visit Bean Point earlier in our stay. It is the most beautiful place on the island!! Make sure to get to The Sign of the Mermaid for breakfast.

Great Wedding Vacation with Friends & Family

Date of Stay:

The place was in a great location with a very short walk to the beach. Loved all the outdoor seating areas to enjoy the gorgeous weather. Lots of sleeping options as well. Everyone really enjoyed their stay. My only suggestion is to inform future guests there is no longer a hot tub!!(Although who needs a hot tub when you have the beach)


Date of Stay:

It was really nice loved everything about it

Perfect Nest for a Family Getaway for a 50th Surprise Celebration

Date of Stay:

The house has so much character, so many rooms, and plenty of outdoor spaces for enjoying the gorgeous beach weather. Very affordable for the amount of bedrooms. The many trees and plants in the front and back yards make for a really secluded getaway. We enjoyed the park across the street, there's a decent playground, picnic tables, and a great view of the water. The few minutes it took to get to the beach made it easy to go back and forth throughout the day. The fully equipped kitchen made it real easy to dine in for breakfast, lunch and dinner. The welcome supplies made it easy to move right in. We enjoyed our stay so much I am sure we will be back again and again!

Fabulous Place for Family Reunion

Date of Stay:

he house is lovely, beautifully decorated, and impeccably clean. The management provided many touches to make the house very comfortable for a group. The kitchen had all the dishes, glasses, flatware, utensils, and appliances we needed. A washer and dryer are conveniently in the kitchen. When we arrived, the house was cool, the living room fan and TV were on. We felt very welcome! We look forward to staying again. Thanks so much!

Pirates Nest

Date of Stay:

We were thrilled w this house. Ideal space for a large group and plenty of towels for the beach! Close to beach, gym, grocery stores. Would stay here again for sure.


Date of Stay:

We had five families in five rooms for five days for a local wedding. Pirate's Nest was perfect, management responsive and accommodating. Not fancy, but very comfortable saved us a lot of money relative to other options in the area. Thanks so much for a great time!

Birthday Fun

Date of Stay:

We rented this home for my brothers 40th birthday. Great days at the beach followed by grilling in the back yard. It had everything we needed for a weekend away. The front porch was perfect to put our sandy stuff from the beach. We didn't fine the outdoor shower in the back yard until the 3rd day! Woops! But once we did, it was great. The house has great vibes. We were all comfortable and happy. Thanks for the sweet welcome bag too, Island Dreams! Response

Awesome Location!

Date of Stay:

We had a great vacation. This is exactly what we were looking for. The house was cute and a perfect distance from the Gulf. If you are looking for a place to relax, this is it!!I only wish the hot tub would have still been on the property. I think we found our place to start making memories.

Last minute getaway

Date of Stay:

We decided to tack on a few days to our conference in Orlando and head down to AMI. Property was the cleanest we've ever seen a vacation rental. Manager was great; smooth booking even though it was last minute. We would recommend to anyone who wants to be close to the beach and sleep in a nice clean bed with the AC pumping. If you rent, go sit on the benches on the bay and watch the boats. We really enjoyed that.


Date of Stay:

This was a perfect vacation home. Literally a two minute walk to the beach. We had plenty of room to spread out in the house. The beach is clear and very relaxing. The only thing missing was a hot tub but other than that it's a great place. We will be back

Family getaway

Date of Stay:

Pirates Nest was a blast for my family! With 4 kids there was plenty of space for everyone. The kids enjoyed the park down the street and the walk to the beach was very quick and easy. We practically lived on the big front porch. We have booked for next year and plan to bring my sisters two kids with us. Lots or room and so much fun!

Florida fun

Date of Stay:

Pirates Nest was a last minute trip but having stayed with Island Dreams a few other times we knew we were in good hands. We were bummed at first that there wasn't a pool, but you can't beat the quick walk to the beach and to the bay. There is a sweet little park right on the bay with a basketball court, swings, and all kind of fun stuff for the kids. Since it was early November, we didn't miss a thing without a pool. It's so peaceful in the back yard! Nice clean house. We loved all the windows!

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