Entire home
Canal Front with Boat Dock! Perfect Location! Game Room! -A Pirate's Dream
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Reviews
9.69.6 out of 10
Exceptional
Entire home
4 bedrooms4 bathroomsSleeps 8236 sq m
Popular amenities
- Parking available
- Dryer
- Washer
- Outdoor space
- Pool
- Air conditioning
Explore the area

Holmes Beach, FL
- Holmes Beach BeachesPlace, Holmes Beach Beaches6 min walk
- Manatee Public BeachPlace, Manatee Public Beach8 min walk
- West Coast Surf ShopPlace, West Coast Surf Shop8 min walk
- Sarasota, FL (SRQ-Sarasota-Bradenton Intl.)Airport, Sarasota, FL (SRQ-Sarasota-Bradenton Intl.)28 min drive
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About the area
Holmes Beach
When you stay at this vacation home in Holmes Beach, you'll be on the waterfront, within a 10-minute drive of Bean Point Beach and Coquina Beach. .This vacation home is 10 mi (16.1 km) from IMG Academy and 18.3 mi (29.4 km) from Tampa Bay.
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 - 8 min drive - 5.8 km
- Anna Maria Beach - 9 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
- Hurricane Hanks - 9 min walk
- Skinny's Place - 10 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
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.
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.
Make yourself comfortable in this air-conditioned vacation home, which features a private pool and a Smart TV. There's a private balcony. A kitchen is outfitted with a refrigerator, an oven, and a stovetop. Complimentary wireless internet access is available to keep you connected.
Make use of convenient amenities, which include an arcade/game room and barbecue grills.
Guests will find features like internet access and onsite parking.
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 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
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
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