Pirates Bay- Beachfront with pool, kayaks and and more for your perfect escape!

neighborhood of Anna Maria
from/per night $900
  • Sleeps 4
  • 2 Bedrooms
  • 2 Bathrooms
  • 1496 sqft.


This vintage seaside home has all the updated conveniences and modern amenities while still keeping its laid back beach vibe. Inside, the fully equipped kitchen, living and dining areas are laid out in an open floor plan with a full wall of floor to ceiling windows. There are two bedrooms, each with king beds, one en-suite bath and another full bath off the main area. The inside laundry room has a full sized washer and dryer. WiFi, cable, books, games and gas grill are included as are kayaks. The Rod and Reel Pier is steps away and a great spot for food, drinks, fishing and spotting dolphins in the afternoon. Pine Ave with locally owned shops and restaurants is a short distance away. Whether you want to explore the island, paddle t...

Read More


  • Beach Chairs
  • Bicycles
  • Deck / Patio
  • Kayak / Canoe
  • Outdoor Furniture
  • Water Sports Gear
  • Books
  • Games
  • Satellite / Cable
  • TV
  • Air Conditioning
  • Bed Linens Provided
  • Dryer
  • Hair Dryer
  • Heating
  • Iron & Board
  • Towels Provided
  • Washing Machine
  • Wireless Internet
  • Living Room
  • Parking
  • Blender
  • Coffee Maker
  • Dishes & Utensils
  • Dishwasher
  • Grill
  • Ice Maker
  • Kitchen
  • Microwave
  • Oven
  • Refrigerator
  • Stove
  • Toaster
  • Heated Pool
  • Pool
  • Private Pool
  • Children welcome
  • Luxury
  • Activities / Restaurants Guide
  • Beach Umbrellas
  • Child Highchair
  • Cooking Utensils
  • Dining Area
  • Freezer
  • Keyless Entry System
  • Outdoor Gas Grill

Location Info

Pine Avenue runs from the beach to the bay with locally-owned shops and eateries. The Anna Maria Community Center is within walking or biking distance and has fitness, art, enrichment classes, sports and children’s programs and offers temporary memberships. The free Anna Maria Trolley goes from one end of the island to the other and has a local stop at the Anna Maria City Pier.

Rates & Fees

Nightly rates range from $900.00 to $900.00

From To Minimum Stay Nightly Rate
2021-01-01 2024-12-31 7 nights $900.00



  • Suitable for Children

General Policies

There is a full sized air mattress for an additional child 12 and under. There is a maximum of 4 guests, including children, per occupancy regulations.

Please note that you will be asked to sign an amenity waiver agreement to use the equipment, including the golf cart. Only persons 21 and older may operate the golf cart operating the golf cart and provide a copy of a valid drivers license and proof of insurance before the arrival date.

House Rules

We welcome up to two dogs with a $200 pet fee per stay for one and $350 for 2 dogs. Pets must be on flea prevention and up to date on vaccines.

Cancellation Policy

For booked stays between January 1 and April 30: cancellations made 91 days or more before the arrival date will receive a refund, less $300. There will be no refunds for cancellations made within 90 days of arrival. For booked stays checking in between May 1 and November 29, Cancellations made 61 days or more before the arrival date will receive a refund, less $300. There will be no refunds for cancellations made within 60 days of arrival.


(Based on 10 reviews)
- 09/24/2020 -

Beautiful beach house!

"My family and I had a wonderful time at this beach house at Anna Maria Island. It had everything we were looking for, breathtaking views of the bay, steps to the beach, a pool and a well-equipped home! We also enjoyed touring the island in the golf cart. It had an easy check-in access. Highly recommend it and we’ll be definitely be back!"

Great Amenities

"Our family had a great long weekend here. The property was very spacious, private, small beach. The kitchen was well equipped, bedding comfortable and VERY clean. We all enjoyed the many water toys, golf cart and bikes. Easy to book, get ahold of property management and time saving check in-out. Appreciate the family for opening up their home to others to enjoy."

Amazing Thanksgiving vacation!

"Love, love, love this property! I love the location, the home decor, pool on the bay with paddleboards and kayaks! What else could you possibility need?? We will definitely rent again!"

Best beach house I ever stayed

"Just an amazing property, the view, the interior, just at a beach perfect for little kids, and the most beautiful pool I have ever seen. And amazing bean point beach is around the corner and the pier is just sooo cool. Cannot get better..."


"We absolutely love this beach house. It is our 3rd time and we will be back next year again! Perfect location, beach, and pool for kids. Has everything we needed. Only wish we could stay longer!"

Read More

Sign In

Not registered yet?
Click here for traveler sign up
Click here for host sign up
Select your Account Type :
You will receive an email containing a link allowing you to reset your password to a new preferred one.


Already have an account?