Entire home
Canal Front with Boat Dock! Perfect Location! Game Room! -A Pirate's Dream
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Reviews
9.6 out of 10
Exceptional
4 bedrooms3+ bathroomsSleeps 8235.6 sq m
Popular amenities
Explore the area

Holmes Beach, FL
- Place, Bradenton Beach6 min walk
- Place, Holmes Beach Beaches6 min walk
- Place, Manatee Public Beach8 min walk
- Airport, Sarasota, FL (SRQ-Sarasota-Bradenton Intl.)27 min drive
Rooms & beds
4 bedrooms (sleeps 8)
Bedroom 1
1 King Bed
Bedroom 2
1 King Bed
Bedroom 3
1 King Bed
Bedroom 4
1 King Bed
Loft
2 Single Bunk Beds
3 bathrooms, 1 half bathroom
Bathroom 1
Bathroom 2
Bathroom 3
Half Bathroom 1
Spaces
Deck or patio
Kitchen
Balcony
About this property
Canal Front with Boat Dock! Perfect Location! Game Room! -A Pirate's Dream
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!
-
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.
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!
-
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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9.0 out of 10, Wonderful, (13 reviews)
House Rules
Check in after 4:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
Children
Children allowed: ages 0–17
Events
No events allowed
Pets
No pets 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
About the area
Holmes Beach
Located in Holmes Beach, this holiday home is on the waterfront. The area's natural beauty can be seen at Bean Point Beach and Anna Maria Beach. Travelling with kids? Consider Fish Hole Adventure Golf, or check out an event or a game at LECOM Park. Make sure you get close to the area's animals with activities such as game walks and birdwatching.

Holmes Beach, FL
What's nearby
- Bradenton Beach - 6 min walk - 0.5 km
- Holmes Beach Beaches - 6 min walk - 0.5 km
- Island Gallery West - 8 min walk - 0.7 km
- Manatee Public Beach - 8 min walk - 0.7 km
- AMI Paddleboard Adventures - 8 min walk - 0.7 km
Getting around
Restaurants
- The Ugly Grouper - 14 min walk
- Anna Maria Island Beach Cafe - 8 min walk
- Smoqehouse - 5 min drive
- Anchor Inn - 3 min drive
- Ginny's & Jane E's - 7 min drive
Frequently asked questions
Reviews
9.6
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window9.4/10
Cleanliness
10/10
Check-in
10/10
Communication
10/10
Location
9.6/10
Listing accuracy
Reviews
Verified
27 February 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 7 nights in Feb 2022
Verified
10/10 Excellent
Liz S.
20 April 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location!
Liz S.
Stayed 7 nights in Apr 2022
Verified
10/10 Excellent
YALILEURYS S.
3 August 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect
YALILEURYS S.
Stayed 7 nights in Jul 2022
Verified
10/10 Excellent
Fran H.
29 October 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
Would Return!
Fran H.
Stayed 7 nights in Oct 2022
Verified
10/10 Excellent
Steve G.
28 May 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Everything was awesome
Steve G.
Stayed 7 nights in May 2023
Verified
10/10 Excellent
Mike T.
20 July 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
4th of July visit
Mike T.
Stayed 7 nights in Jul 2022
Verified
10/10 Excellent
George N.
7 May 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
We had the time of our lives
George N.
Stayed 1 night in Apr 2024
Verified
10/10 Excellent
Renee C.
14 June 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Really NICE!!
Renee C.
Stayed 7 nights in May 2023
Verified
10/10 Excellent
Janet V.
3 June 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
Family Vacation
Janet V.
Stayed 7 nights in May 2022
Verified
10/10 Excellent
Kate T.
19 November 2021
Liked: Cleanliness, check-in, communication, location, listing accuracy
Will be back!
Kate T.
Stayed 1 night in Nov 2021
Verified
8/10 Good
Kenda Y.
8 May 2022
Liked: Cleanliness, check-in, communication, location
Family Vacation
Kenda Y.
Stayed 7 nights in Apr 2022
Verified
6/10 Okay
Julie B.
13 February 2023
Liked: Check-in, communication, location, listing accuracy
Disliked: Cleanliness
Issues and nice location
Julie B.
Stayed 7 nights in Feb 2023
Verified
10/10 Excellent
Phil B.
20 April 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Phil B.
Stayed 7 nights in Mar 2025
About the host
Hosted by AMI Locals
Languages:
English
Premier Host
They consistently provide great experiences for their guests
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