Canal Front with Boat Dock! Perfect Location! Game Room! -A Pirate's Dream

Holmes Beach, Florida
$874 avg/night
Bed 4

Bed

Bath 3

Bath

Home Private Vacation Home

Property Type

Sleep 8

Max Sleeps

A Pirate’s Dream by AMI Locals

Welcome to A Pirate’s Dream by AMI Locals, a grand waterfront retreat that perfectly blends coastal elegance with island adventure on beautiful Anna Maria Island. This four bedroom, three and a half bath vacation home plus loft is designed for families and groups seeking both relaxation and excitement. Located just a five-minute walk from the beach, this Mediterranean inspired home features a private dock, a heated pool, and spectacular bay and canal views, creating a luxurious setting for your next island getaway.

Highlights
• 5-minute walk to Holmes Beach
• 4 Bedrooms / 3.5 Bathrooms
• 4 King beds, 4 Twin beds
• Private dock
• Heated private pool with sun shelf and picnic table
• Outdoor kitchen with grill, TV, and bar
• Game room with ping pong, Connect Four, and Cornhole
• Balcony water views and multiple lounge areas
• 4 Parking spaces

Relax and unwind in your own tropical paradise, surrounded by tranquil canals and swaying palms. Enjoy the heated pool featuring a built in picnic table and sun shelf, perfect for cooling off or lounging in the Florida sunshine. The outdoor kitchen boasts a high end grill, stone finishes, and a TV, while the tiki bar sets the scene for memorable evenings with friends and family. With a private dock that accommodates boats up to 38 feet, you can kayak, paddleboard, or watch for dolphins and manatees right from your backyard.

Inside, Mediterranean elegance meets modern comfort. The open concept living room invites you to relax on plush leather sofas while streaming your favorite shows on the large TV. The chef’s kitchen is fully equipped with stainless steel appliances, granite countertops, custom cabinetry, and a breakfast bar with seating. Gather around the dining table for six or take your meals outdoors on the balcony to enjoy the view.

Each bedroom provides the perfect retreat with luxurious bedding, TVs, and ceiling fans. The primary suite on the second floor offers a king bed, balcony access, and a spa-inspired ensuite bathroom with a marble walk-in shower. The second bedroom features a king bed and private ensuite, while the third and fourth bedrooms share a jack-and-jill bathroom with a walk-in shower. The third bedroom also includes a private balcony. Upstairs, the loft with two twin bunk sets and a Smart TV creates a cozy hideaway for kids or teens.

Room Details
• Primary Bedroom (2nd floor): King bed, balcony, ensuite bathroom with walk-in shower
• Second Bedroom (3rd floor): King bed, ensuite bathroom with walk-in shower
• Third Bedroom (3rd floor): King bed, balcony, jack-and-jill bathroom with walk-in shower
• Fourth Bedroom (3rd floor): King bed, jack-and-jill bathroom with walk-in shower
• Loft (3rd floor): Two sets of twin bunk beds, balcony access

The first-floor game room is perfect for family fun, featuring a ping pong table, lounge area, and an extra fridge for poolside drinks. The laundry room includes a washer, dryer, and granite utility sink for convenience.
Located near restaurants such as Skinny's Place inc. and Hurricane Hanks, or close to Publix Super Market, this waterfront home keeps you close to Anna Maria Island’s best dining, shopping, and outdoor experiences while maintaining the privacy of your own tropical oasis.

From morning coffee on the balcony to sunset cocktails by the tiki bar, A Pirate’s Dream by AMI Locals offers the ultimate Anna Maria Island vacation rental experience. Embrace the laid-back luxury of island life, where every day feels like a treasure waiting to be discovered. Book your stay today and set sail on your perfect coastal escape!

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4 cars maximum are able to park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles.

Garage is off-limits to any vehicles, including Golf Carts

No Pets are allowed in this home

This home is managed by AMI Locals, an Anna Maria Island property management company.

These premises are monitored by video surveillance in select exterior areas.

We do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age.

Please Remember: You are vacationing in a residential area. Please be a good neighbor by keeping the noise respectful during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property. *Exceeding the noise ordinance could result in disciplinary actions, including fines and termination of your rental agreement without a refund.

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  • Feature Features
  • Map Map
  • School District Rates & Availability
  • Review Review

Feature Features

  • PETS

    No Pets Allowed
  • BEACH

    Near The Beach
  • DINING

    Dining Table
  • SAFETY

    Carbon Monoxide Detector Installed (host Has Indicated There Is A Carbon Monoxide Detector On The Property) Deadbolt Lock Fire Extinguisher Smoke Detector Installed (host Has Indicated There Is A Smoke Detector On The Property)
  • BEDROOM

    4 Bedrooms Bed Sheets Provided
  • GENERAL

    Unit Size: 2536 Sq Ft (236 Sq M)
  • KITCHEN

    Coffee/tea Maker Cookware/dishes/utensils Dishwasher Kitchen Island Microwave Oven Refrigerator Stovetop Toaster
  • LAUNDRY

    Laundry Facilities Near Laundromat Washing Machine And Dryer
  • PARKING

    Onsite Parking Onsite Parking Options Include A Garage
  • INTERNET

    Free WiFi
  • OUTDOORS

    Balcony Barbecue Grill Fenced Yard
  • POOL/SPA

    Heated Pool Hot Tub Private Pool
  • BATHROOMS

    3.5 Bathrooms Hair Dryer Towels Provided
  • LANGS SPOKEN

    English
  • THINGS TO DO

    Ecotours Nearby Fishing Nearby Fitness Facilities Nearby Hiking/biking Trails Nearby Jet Skiing Nearby Marina Nearby Power Boating Nearby Sailing Nearby Surfing/body Boarding Nearby Wildlife And Game Walks Nearby
  • ENTERTAINMENT

    Arcade/game Room Games Table Tennis Smart TV
  • LIVING SPACES

    Living Room
  • CLIMATE CONTROL

    Air Conditioning Heating
  • LOCATION HIGHLIGHTS

    Near A Health Or Beauty Spa Near A Hospital Near Outlet Shopping Near The Sea On The Waterfront
  • SERVICES AND CONVENIENCES

    Iron/ironing Board
  • SUITABILITY/ACCESSIBILITY

    Smoke-free Property

CheckIn Check-in : 04:00 PM CheckOut Check-out : 10:00 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 8

Map Map

School District Rates & Availability

Review Review

  • George N.

    Submitted May 7, 2024

    Stayed Apr 23, 2024

    Our time at this wonderful vacation rental home was a blast! We vacation to Anna Maria every year with our best friends and our school-age kids, and this was our favorite place we have stayed EVER. Situated along a peaceful canal with a boat dock for us to tie up to, it offered something for everyone, from the kids to the teens and adults. We loved the views, the great pool and game room entertained the whole group for hours daily, and the indoor decor was just the right mix of comfy and chic. We fired up the outdoor kitchen for BBQs and beach days were easy with the Gulf of Mexico just a short stroll away. Overall, it was a top-notch stay, leaving us with memories we'll be talking about for ages. Thanks for having us! Highly recommend.

  • Renee C.

    Submitted Jun 14, 2023

    Stayed May 27, 2023

    We had a lovely time at this home. Don't sit on the fence on this one, it is just as pictured! Really close to everything and the beach is a SHORT walk, very easy to get to. It is well equipped. Wonderful outdoor area. We wish we would have had use of the fire pit as the evenings/nights were chilly. We had 6 adults and there was plenty of room for everyone. Only one real request, some extra blankets for sleeping. I know people staying in June, July and August would say What but we were at the end of May and were chilly in the bed.

  • Steve G.

    Submitted May 28, 2023

    Stayed May 13, 2023

    The home is beautiful and location was perfect. Ample amount of room for all of our guests. It was nice getting the sunrise each morning with the view of the canal. We were able to see a manatee one day in the canal and tons of Huge finish swimming around the dock light at night. 10/10 would stay again!

  • Julie B.

    Submitted Feb 13, 2023

    Stayed Feb 4, 2023

    Here is the list of problems. Unable to upload photos showing many of the issues. 1. Upon arrival, A) Many utensils, glassware & mugs not all clean B) Windows dirty C) Stove hood full of grease 2. No bowls with lids 3. No products like Saran Wrap, foil, salt pepper 4. No Kleenex / tissues. We had to buy them. 5. Sink aerator / rubber piece was coming off. 6. Doorbell did not work. 7. Spotlight over grill did not work. 8. Cannot open many windows (handle missing). Makes it very warm when you want fresh air. 9. No screen on many windows. 10. Had issues with lighting in areas. Needed repair and instruction on how to operate a few switches. Management company could not give us a time as to when someone would come so we lost over half of one day waiting at house. This was incredibly frustrating and disappointing. 11. Slow internet – resolved on day 2

  • Fran H.

    Submitted Oct 29, 2022

    Stayed Oct 22, 2022

    Perfect location. Everything close, grocery, beach, pool. Watch the Manatee swim through the canal.

  • YALILEURYS S.

    Submitted Aug 3, 2022

    Stayed Jul 16, 2022

    Nice location

  • Mike T.

    Submitted Jul 20, 2022

    Stayed Jul 2, 2022

    The house was very nice. there were some minor electrical challenges out on the doc and back patio but were able to work around them. We thoroughly enjoyed our time there. It was a nice space for kids and family connectedness. Everything was up to date and quite technologically advanced. The access to the bay, ocean and beaches were very convenient. We brought our 27 ft boat and it worked quite well. thanks for a great time!

  • Janet V.

    Submitted Jun 3, 2022

    Stayed May 21, 2022

    We loved Holmes Beach/Anna Maria Island! An amazing location for a vacation, especially if you are boaters. The bay, ICW and gulf -- all at your finger tips. The owners had their personal boat on their lift but we had plenty of space and water depth to dock our boat. The dock was spacious and equipped with water for washing down and a fish cleaning station. The house was awesome, roomy and clean with a beautiful view. We loved cooking dinners using the outdoor kitchen, listening to music and hanging by the pool. AMI was great to work with. We look forward to coming again next year! Thanks so much!

  • Kenda Y.

    Submitted May 8, 2022

    Stayed Apr 30, 2022

    Renta process was smooth. Upon arrival a few items were noted and forwarded to the property manager. AMI, the property management, was prompt to reply. Additional issues arose, again AMI replied promptly with a solution. Each time these were property issues, housekeeping issues, appliances didn't work, firepit not available as in listing & A/C pre-set control system. The home served our family's needs.

  • Liz S.

    Submitted Apr 20, 2022

    Stayed Apr 9, 2022

    Fun fishing off the dock if you bring your own supplies! A great spot to enjoy the bay or a short walk to the beach and close access to the trolley!

Your dates are Available!

Total

Includes taxes and fees
$874+
View details