Title: Canal Front with Boat Dock! Perfect Location! Game Room! -A Pirate's Dream - Latest Reviews, Deals & Photos 2025 - Expedia.ca [See all properties](http://www.expedia.ca/Hotel-Search?regionId=&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) Entire home # Canal Front with Boat Dock! Perfect Location! Game Room! -A Pirate's Dream Waterfront vacation home with private pool and kitchen ![Outdoor dining](https://images.trvl-media.com/lodging/69000000/68020000/68013500/68013461/e306cab4.jpg?impolicy=resizecrop&rw=598&ra=fit) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/69000000/68020000/68013500/68013461/76e8e017.jpg?impolicy=resizecrop&rw=297&ra=fit) ![A heated pool](https://images.trvl-media.com/lodging/69000000/68020000/68013500/68013461/1c302653.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Marina](https://images.trvl-media.com/lodging/69000000/68020000/68013500/68013461/e8ad3ed8.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Exterior](https://images.trvl-media.com/lodging/69000000/68020000/68013500/68013461/1fd67b9a.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Amenities - Policies - Location Escape to A Pirate's Dream by AMI Locals, a grand waterfront vacation home in Holmes Beach, Florida. Unwind by the dock or private pool and savor enchanting water views of the bay. With an outdoor kitchen and game room, this island retreat offers relaxation and adventure for all ages. 9.6 Exceptional ### Entire home 4 bedrooms4 bathroomsSleeps 82536 sq ft ## Popular amenities - Parking available - Dryer - Washer - Pool - Barbecue grill - Outdoor space ## Add dates for prices Check-in Check-out Travellers ## About this property ### Entire place You'll have the entire home to yourself and will only share it with other guests in your party. ### Canal Front with Boat Dock! Perfect Location! Game Room! -A Pirate's Dream A Pirate’s Dream by AMI Locals Home in Holmes Beach, Florida Highlights • Private dock • Private pool (Heated between Nov 1st- May 1st) • 5-minute walk to the beach • Outdoor kitchen • Game room A Pirate’s Dream by AMI Locals 221 N Harbor Dr Holmes Beach, Florida This grand, waterfront, four-bedroom, and three-and-a-half vacation home is A Pirate's Dream! Immerse yourself in the lore of piracy and the island history of Anna Maria. You can relax by the dock, which can accommodate vessels up to 38 ft, drop your kayak, paddleboard, and fishing line, set sail, or even look into boat rentals! You can also swim in the private pool or dine alfresco while savoring enchanting water views of the bay, vibrant sunrises, and sunsets. A broad paver driveway leads to the graceful, Mediterranean-style front loggia, featuring columns, arches, and elaborate accents such as classic lantern-style chandeliers and Spanish wrought iron railings. The opulent interior spares no details; there are sizable picture windows framing canal and bay views for our guests to enjoy. Unwind on the plush cream-colored leather couches, engage in family board games, curl up with a good book, or stream your preferred shows or movies on the large wall-mounted Smart TV. The spacious and bright gourmet chef's kitchen is perfect for entertaining guests. It features custom cabinetry, beautiful granite countertops, a breakfast bar with four stools, and stainless-steel appliances, including a gas stove with hood, convection oven, microwave, French door fridge with icemaker, dishwasher, and double basin sink. The kitchen also comes fully equipped with pots, pans, cookware, utensils, cutlery, dishware, glassware, a coffee maker, a kettle, a toaster, a blender, and a chef's knife block, among other things. Just adjacent is a large dining table that can seat six people comfortably. The modern geometric chandelier illuminates the dining area, while the outdoor dining table on the balcony provides cushioned seating for another six people. Each bedroom has luxurious mattresses, sumptuous bedding, wall-mounted Smart TVs, ceiling fans, and bedside tables with reading lamps. The primary bedroom, located on the second floor, is particularly lavish with premium bedding and breathtaking water views from the balcony. Its attached bathroom boasts ample storage space and a grand walk-in shower adorned with marble tiles. The second bedroom features calming beach decor and a spacious ensuite bathroom with a walk-in closet and a gorgeous walk-in shower. The third and fourth bedrooms share a jack-n-jill bathroom with a walk-in shower, and the third bedroom also has a private balcony. The loft area is perfect for children, with two bunk beds and fun bean bag chairs to create a cozy oasis. There’s even a convenient laundry room with a state-of-the-art washer and dryer and a granite vanity laundry room sink. Room Details \-Primary Bedroom, 2nd floor: King bed, Smart TV, balcony access, and an ensuite bathroom with walk-in shower \-Second bedroom, 3rd floor: King bed, Smart TV, and an ensuite bathroom with walk-in shower. Third bedroom, 3rd floor: King bed, Smart TV, balcony access and jack-n-jill bathroom with walk-in shower \-Fourth Bedroom, 3rd floor: King bed, Smart TV, and jack-n-jill bathroom with walk-in shower \-Loft, 3rd floor: two sets of twin bunk beds, Smart TV, and balcony access On the first floor is a game room with a lounge area with a sofa, a table, and chairs beside the ping pong table. It also features fun family games such as Connect Four and Corn Hole and a fridge and counter space that can be used as an extra space when using the poolside kitchen. This backyard boasts outstanding amenities, is surrounded by water and interlaced with canals, and host to many amazing sea creatures, including Loggerhead Turtles, Manatees, and dolphins. There is a free-form swimming pool, a sun shelf and a built-in picnic table, which is great for all ages, and the dock can accommodate vessels up to 38 feet. The outdoor kitchen is made of gorgeous stone and features a high-end grill and a large wall-mounted Smart TV. After dinner, you can gather your group for evening cocktails at the tiki bar, hoist the Jolly Roger, and drink some rum! The beautiful white sand beaches of Anna Maria Island are less than a 5-minute walk away, and they are home to some of the most stunning seashells in all of Florida. It's quite common to see dolphins swimming and tourists enjoying a swim in the Gulf of Mexico. If you enjoy fishing, you can bring your gear and cast a line off the pier or rent a boat and venture out into deeper waters to reel in some fish. The free island trolley stop is also just a two-minute walk from your doorstep. Longboat Key, Bradenton Beach, and Anna Maria Island have fantastic restaurants and beachside activities such as boat rentals, sunset cruises, jet ski, bike, paddleboard, scooter, and kayak rentals. Don't forget a trip to downtown Bradenton on the Manatee River with bars, dining, and Village of the Arts. The Village of the Arts is an eclectic live-work community of colorful historic cottages that house everything from award-winning restaurants to specialty shops, studios, healing arts, bakeries, and Bradenton’s best art galleries. \- 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. ## Property amenities ### Beach - Beach nearby ### Pool/Spa - Heated pool - Private pool ### Internet - Available in the house: Free WiFi ### Parking and transportation - Onsite parking options include a garage ### Kitchen - Coffee/tea maker - Cookware, dishware, and utensils - Dishwasher - Kitchen island - Microwave - Oven - Refrigerator - Stovetop - Toaster ### Dining - Dining table ### Bedrooms - 4 bedrooms - Bedsheets provided ### Bathroom - 3.5 bathrooms - Hair dryer - Towels provided ### Living spaces - Dining table - Living room ### Entertainment - Smart TV ### Outdoor areas - Balcony - Barbecue grill - Fenced yard ### Laundry - Laundry facilities - Washing machine ### Comfort - Air conditioning - Heating ### Pets - No pets allowed ### Suitability/Accessibility - Smoking not allowed ### Services and conveniences - Iron/ironing board ### Location highlights - Near a health/beauty spa - Near a hospital - Near an outlet shopping mall - Near the marina - Near the sea - On the waterfront ### Things to do - Arcade/game room - Heated pool - Table tennis - Basketball nearby - Birdwatching nearby - Ecotours nearby - Fishing nearby - Golfing nearby - Hiking/biking trails nearby - Horseback riding nearby - Jet skiing nearby - Kayaking nearby - Motor boating nearby - Parasailing nearby - Sailing nearby - Snorkeling nearby - Surfing/bodyboarding nearby - Swimming nearby - Wildlife walks nearby ### Safety features - Carbon monoxide detector not reported (host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector) - Smoke detector (host has indicated there is a smoke detector on the property) - Fire extinguisher - Deadbolt lock ### General - Unit size: 2,536 square feet ## Similar properties ![Marina](https://images.trvl-media.com/lodging/94000000/93350000/93343800/93343747/249d8cb9.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Canal front home with Incredible Rooftop Views and Pool with Spa - Aqua Bay Holmes Beach - Pool - Hot tub - Kitchen - Washer 9.0 Wonderful 13 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-10&endDate=2025-11-11&selected=93343747&PinnedHotelID=93343747&HadPinnedHotel=true®ionId=-1&adults=2) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/111000000/110680000/110677100/110677099/1256e55c.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Family-Friendly Waterfront Paradise! 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Holmes Beach - Pool - Kitchen - Washer - Dryer 9.0 Wonderful 11 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-10&endDate=2025-11-11&selected=73527536&PinnedHotelID=73527536&HadPinnedHotel=true®ionId=-1&adults=2) ## Policies ### Check-in Check-in time starts at 4:00 PM Minimum check-in age: 25 ### Check-out Check-out before 10:00 AM ### Special check-in instructions You will receive an email from the host with check-in and check-out instructions ### Pets Pets not allowed ### Children and extra beds Children are welcome ### Events No events allowed ### Smoking Smoking is not permitted ## Important information ### You need to know Extra-person charges may apply and vary depending on property policy Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed Onsite parties or group events are strictly prohibited Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip Host has indicated there is a smoke detector on the property Safety features at this property include a fire extinguisher and a deadbolt lock This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation ### Property is also known as A Pirate's Dream by AMI Locals Holmes Beach 279 A Pirate's Dream by AMI Locals Private vacation home ## About the area Located in Holmes Beach, this vacation home is on the waterfront. The area's natural beauty can be seen at Bean Point Beach and Anna Maria Beach. Looking to enjoy an event or a game while in town? See what's happening at LECOM Park or IMG Bollettieri Tennis Academy. Be sure to check out the area's animals with activities such as game walks and birdwatching. [Visit our Holmes Beach travel guide](https://www.expedia.ca/Holmes-Beach.dx55128) [View more Vacation homes in Holmes Beach](https://www.expedia.ca/Holmes-Beach-Private-Vacation-Homes.d55128-aaPrivateVacationHomes.Travel-Guide-Accommodation) ![Map](https://maps.googleapis.com/maps/api/staticmap?&size=660x330&map_id=3b266eb50d2997c6&zoom=13&markers=icon:https%3A%2F%2Fa.travel-assets.com%2Ftravel-assets-manager%2Feg-maps%2Fproperty.png%7C27.50164%2C-82.71084&channel=expedia-HotelInformation&maptype=roadmap&scale=1&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=LqU9Qw5eWBSaxYs4DCrowEsYnS8=) Holmes Beach, FL ### What's nearby - Holmes Beach Beaches - 6 min walk - 0.5 km - Manatee Public Beach - 8 min walk - 0.7 km - West Coast Surf Shop - 8 min walk - 0.7 km - Bean Point Beach - 10 min drive - 5.8 km - Anna Maria Beach - 11 min drive - 6.5 km ### Getting around - Sarasota-Bradenton Intl. Airport (SRQ) - 40 min drive ### Restaurants - ‪The Ugly Grouper - ‬14 min walk - ‪Anna Maria Island Beach Cafe - ‬8 min walk - ‪Dunkin' - ‬16 min walk - ‪Skinny's Place - ‬10 min walk - ‪Hurricane Hanks - ‬9 min walk ## Frequently asked questions ### Does Canal Front with Boat Dock! Perfect Location! Game Room! -A Pirate's Dream have a pool? > Yes, this property has a pool. Pool types include heated pools. ### Is Canal Front with Boat Dock! Perfect Location! Game Room! -A Pirate's Dream pet-friendly? > No, pets are not allowed at this property. ### What time is check-in at Canal Front with Boat Dock! Perfect Location! Game Room! -A Pirate's Dream? > Check-in begins at 4:00 PM. ### What time is check-out at Canal Front with Boat Dock! Perfect Location! Game Room! -A Pirate's Dream? > Check-out is at 10:00 AM. ### Where is Canal Front with Boat Dock! Perfect Location! Game Room! -A Pirate's Dream located? > Situated on the waterfront, this vacation home is within a 10-minute walk of Bradenton Beach, Holmes Beach Beaches, and Manatee Public Beach. West Coast Surf Shop and AMI Paddleboard Adventures are also within 10 minutes. ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. Ask a question ## Canal Front with Boat Dock! Perfect Location! Game Room! -A Pirate's Dream Reviews 9.6 ### Exceptional All reviews shown are from real guest experiences. Only travellers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.[More information](https://www.expedia.ca/lp/b/content-guidelines) ### 9.4 Cleanliness ### 10 Location 10 - Excellent 11 8 - Good 1 6 - Okay 1 4 - Poor 0 2 - Terrible 0 ### 10/10 Excellent #### Heather L. Feb 27, 2022 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Great place Place was perfect for our friends and family getaway.. we saw manatees everyday by the dock, great fishing close by, nice quiet neighborhood.. ##### Heather L. Stayed 7 nights in Feb 2022 ### 10/10 Excellent #### Liz S. Apr 20, 2022 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Great location! 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! ##### Liz S. Stayed 7 nights in Apr 2022 ### 10/10 Excellent #### YALILEURYS S. Aug 3, 2022 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Perfect Nice location ##### YALILEURYS S. Stayed 7 nights in Jul 2022 ### 10/10 Excellent #### Fran H. Oct 29, 2022 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Would Return! Perfect location. Everything close, grocery, beach, pool. Watch the Manatee swim through the canal. ##### Fran H. Stayed 7 nights in Oct 2022 ### 10/10 Excellent #### Steve G. May 28, 2023 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Everything was awesome 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! ##### Steve G. Stayed 7 nights in May 2023 ### 10/10 Excellent #### Mike T. Jul 20, 2022 Liked: Cleanliness, check-in, communication, location, listing accuracy #### 4th of July visit 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! ##### Mike T. Stayed 7 nights in Jul 2022 ### 10/10 Excellent #### George N. May 7, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### We had the time of our lives 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. ##### George N. Stayed 1 night in Apr 2024 ### 10/10 Excellent #### Renee C. Jun 14, 2023 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Really NICE!! 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. ##### Renee C. Stayed 7 nights in May 2023 ### 10/10 Excellent #### Janet V. Jun 3, 2022 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Family Vacation 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! ##### Janet V. Stayed 7 nights in May 2022 ### 10/10 Excellent #### Kate T. Nov 19, 2021 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Will be back! This house was absolutely beautiful. We stayed here with several members of our family, including children. Even though we had several people in one house, we did not feel as if we were crowded at all. House was stocked with kitchen supplies/appliances. The house was very clean. Check-in and check-out was also very easy. The house was perfect for everyone of all ages – kids & adults very much enjoyed the pool and dock. On a couple occasions we saw Manatees in the canal, which was really cool. The walk to the beach was not bad at all – just a couple minutes. Also, AMI Locals was super nice and responsive during our stay. We will be back. ##### Kate T. Stayed 1 night in Nov 2021 ### 8/10 Good #### Kenda Y. May 8, 2022 Liked: Cleanliness, check-in, communication, location #### Family Vacation 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. ##### Kenda Y. Stayed 7 nights in Apr 2022 ### 6/10 Okay #### Julie B. Feb 13, 2023 Liked: Check-in, communication, location, listing accuracy Disliked: Cleanliness #### Issues and nice location 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 ##### Julie B. Stayed 7 nights in Feb 2023 ### 10/10 Excellent #### Phil B. Apr 20, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy ##### Phil B. 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