Entire home

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

Waterfront holiday home with private pool and kitchen

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

Terrace/patio
Fridge, microwave, oven, stovetop
Exterior
Fridge, microwave, oven, stovetop
Outdoor dining

Reviews

9.6 out of 10
Exceptional

Entire home

4 bedrooms4 bathroomsSleeps 8236 sq m

Popular amenities

  • Pool
  • Kitchen
  • Washing machine
  • Dryer
  • Free Wi-Fi
  • Air-conditioning

Explore the area

View map
Holmes Beach, FL
  • Place, Bradenton Beach
    ‪6 min walk‬
  • Place, Manatee Public Beach
    ‪8 min walk‬
  • Place, West Coast Surf Shop
    ‪8 min walk‬
  • Airport, Sarasota, FL (SRQ-Sarasota-Bradenton Intl.)
    ‪29 min drive‬

Room options

About the area

Holmes Beach

At this holiday home you'll be within just a 10-minute stroll of Bradenton Beach and Holmes Beach Beaches. Highlights at this holiday home include a kitchen, a private pool and a washing machine. .Home features free WiFi, 3.5 bathrooms and a balcony. In-room dining is easy with a kitchen that comes equipped with a fridge, a microwave and a stovetop. A living room, a fenced private garden and a Smart TV are also available. .This smoke-free holiday home offers a games room and barbecues. Added amenities include laundry facilities. .Attractions within a 10-minute drive of this Holmes Beach holiday home include Bean Point Beach and Coquina Beach.

What's nearby

  • Bradenton Beach - 6 min walk - 0.5 km
  • 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
  • Anna Maria Sound - 12 min walk - 1.1 km

Getting around

  • Sarasota, FL (SRQ-Sarasota-Bradenton Intl.) - 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

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
221 N Harbor Dr, Holmes Beach, Florida

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.

Similar properties

Property amenities

Beach

  • Beach nearby

Pool/Spa

  • Heated pool
  • Private pool

Internet

  • Available in the house: Free WiFi

Parking and transport

  • Onsite parking options include a garage

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Hob
  • Kitchen island
  • Microwave
  • Oven
  • Refrigerator
  • 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

  • Smoke-free property

Services and conveniences

  • Iron/ironing board

Location highlights

  • Near a health/beauty spa
  • Near a hospital
  • Near an outlet shopping centre
  • 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
  • Snorkelling nearby
  • Surfing/bodyboarding nearby
  • Swimming nearby
  • Wildlife walks nearby

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • Fire extinguisher
  • Deadbolt lock

General

  • Unit size: 2,536 square feet

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
Information provided by the property may be translated using automated translation tools

Pets

  • No pets 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
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a deadlock
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that 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
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a professional host. The provision of housing is linked to their trade, business or profession. This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children. If you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room. On-site parties or group events are strictly prohibited. For guests' safety, the property includes a carbon monoxide detector, a fire extinguisher, a smoke detector and a deadbolt lock in all accommodation.

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

Frequently asked questions

Are there any beaches close to Canal Front with Boat Dock! Perfect Location! Game Room! -A Pirate's Dream?

Yep, Canal Front with Boat Dock! Perfect Location! Game Room! -A Pirate's Dream is a short 5-minute walk from Bradenton Beach. Fun beach activities include jet skiing, snorkelling and body boarding. You can also find motor boats.

Does Canal Front with Boat Dock! Perfect Location! Game Room! -A Pirate's Dream have a pool?

Canal Front with Boat Dock! Perfect Location! Game Room! -A Pirate's Dream has a heated pool and a pool.

What luxury perks are available at Canal Front with Boat Dock! Perfect Location! Game Room! -A Pirate's Dream?

This property features a heated pool, as well as a private pool and a living room.

Is there a private hot tub at Canal Front with Boat Dock! Perfect Location! Game Room! -A Pirate's Dream?

No, but there is a private pool.

Is there a free airport shuttle available at Canal Front with Boat Dock! Perfect Location! Game Room! -A Pirate's Dream?

No, Canal Front with Boat Dock! Perfect Location! Game Room! -A Pirate's Dream does not offer an airport shuttle service.

What time are check-in & check-out at Canal Front with Boat Dock! Perfect Location! Game Room! -A Pirate's Dream?

Check-in begins at 4:00 PM. Check-out time is 10:00 AM.

Are pets allowed at Canal Front with Boat Dock! Perfect Location! Game Room! -A Pirate's Dream?

No, pets are not allowed.

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

Reviews

9.6

Exceptional

Rating 10 - Excellent. 11 out of 13 reviews
Rating 8 - Good. 1 out of 13 reviews
Rating 6 - Okay. 1 out of 13 reviews
Rating 4 - Poor. 0 out of 13 reviews
Rating 2 - Terrible. 0 out of 13 reviews

9.4/10

Cleanliness

Reviews

10/10 Excellent

Phil B.

Liked: Cleanliness
Stayed 7 nights in Mar 2025

10/10 Excellent

George N.

Liked: Cleanliness

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.
Stayed 1 night in Apr 2024

10/10 Excellent

Renee C.

Liked: Cleanliness

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.
Stayed 7 nights in May 2023

10/10 Excellent

Steve G.

Liked: Cleanliness

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!
Stayed 7 nights in May 2023

6/10 Okay

Julie B.

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
Stayed 7 nights in Feb 2023

10/10 Excellent

Fran H.

Liked: Cleanliness

Would Return!

Perfect location. Everything close, grocery, beach, pool. Watch the Manatee swim through the canal.
Stayed 7 nights in Oct 2022

10/10 Excellent

YALILEURYS S.

Liked: Cleanliness

Perfect

Nice location
Stayed 7 nights in Jul 2022

10/10 Excellent

Mike T.

Liked: Cleanliness

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!
Stayed 7 nights in Jul 2022

10/10 Excellent

Janet V.

Liked: Cleanliness

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!
Stayed 7 nights in May 2022

8/10 Good

Kenda Y.

Liked: Cleanliness

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.
Stayed 7 nights in Apr 2022

10/10 Excellent

Liz S.

Liked: Cleanliness

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!
Stayed 7 nights in Apr 2022

10/10 Excellent

Heather L.

Liked: Cleanliness

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..
Stayed 7 nights in Feb 2022

10/10 Excellent

Kate T.

Liked: Cleanliness

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.
Stayed 1 night in Nov 2021