A Pirate's Dream

Average Rating

Address: 221 N Harbor Dr Location: Holmes Beach Type: House
4 Beds 3 Full, 1 Half Baths Sleeps 12 No

• Canal-front
• Private Dock up to 35 feet
• Private Pool
• 5- minute walk to the beach
• Ping Pong Table
• Bonus Room

A Pirate’s Dream
221 N Harbor Dr.
Holmes Beach, FL 34217

Welcome to A Pirate’s Dream, a stunning canal-front vacation home with a private swimming pool and a private dock that is also just a five-minute walk to the warm sands of Holmes Beach! This four-bedroom, three-and-a-half-bathroom rental sleeps up to twelve guests. The open living area has large windows that let in the bright Florida sun and gives guests a relaxing place to connect with friends and family or have a movie night. Additionally, the living space opens up to the balcony with stunning views of the canal for guests to enjoy while relaxing and discussing Anna Maria Island activities. The fully equipped kitchen is a chef''s dream, with stainless steel appliances, ample counter space, and a wine fridge! Enjoy a quick snack at the kitchen island and a cup of coffee on the balcony in the morning. There is an indoor dining area and a dining area on the balcony, which are perfect for delighting in homemade island-inspired meals or the best Anna Maria Island take-out. Additionally, there is an outdoor kitchen with a full grill set up perfect for grilling fresh-caught seafood and a tv.

Catch up on much-needed sleep in the primary bedroom, which radiates luxury and has access to the second-level balcony with stunning views of the canal. The primary bathroom has ample storage space for all your vacation necessities and a grand walk-in shower. The second bedroom has calming beach decor that will make guests smile and an ensuite bathroom with a bright walk-in shower. The third bedroom has access to the private third-floor balcony with breathtaking views and shares a jack-n-jill bathroom with the fourth bedroom.

After making memories at the gorgeous Gulf of Mexico beaches, head back to your backyard. This backyard oasis has it all. From a gorgeous pool, immaculate outdoor kitchen, and stunning canal, it will surely have something for every guest! Relax by the dock, drop your kayak, paddleboard, and fishing line, set sail on your boat, or look into Anna Maria Island boat rentals! The free Island trolley stop is a three-minute walk from your doorstep. Check out Rod and Reel Pier at secluded Bean Point and the famous Pine Ave. Enhance your dream vacation by booking a manatee and dolphin tour, rent bikes, plan a golf trip, enjoy a spa day, rent kayaks and paddle boards, book a fishing charter, or take a sunset sail to make the most of your Anna Maria Island vacation!

Sleeping Arrangement (Sleeps 12)
-Primary Bedroom, 2nd floor: King bed, tv, balcony access, and an ensuite bathroom with walk-in shower.
-Second bedroom, 3rd floor: King bed, tv, and an ensuite bathroom with walk-in shower.
-Third bedroom, 3rd floor: King bed, tv, and jack-n-jill bathroom with walk-in shower.
-Fourth Bedroom, 3rd floor: King bed, tv, and jack-n-jill bathroom with walk-in shower.

**Boat Slip-Accommodates up to 35 foot Vessel**

*Please note: 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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  • Marina nearby
  • Theme Parks nearby
  • Health Beauty Spa nearby
  • Water Parks nearby
  • Zoo nearby
  • Museums
  • Satellite or Cable
  • Ping Pong Table
  • Television
  • Towels
  • Hair Dryer
  • Hangers
  • Washer
  • Dryer
  • Wireless Internet
  • Parking - See Description
  • Living Room
  • Air Conditioning
  • Kitchen
  • Bed Linens
  • Pool
  • Smoke Detector
  • Carbon Monoxide Detector
  • Fire Extinguisher
  • Surveillance Camera Present
  • Coffee Maker
  • Refrigerator
  • Kitchen Area
  • Dishes & Silverware
  • Gambling
  • Wildlife Viewing
  • Walking
  • Sight Seeing
  • Shopping nearby
  • Shelling
  • Scenic Drives
  • Boating
  • Beach Combing
  • Eco Tourism
  • Antiquing
  • Bird Watching
  • Horseback Riding
  • Horseshoes
  • Photography
  • Paddle Boating
  • Outlet Shopping
  • Miniature Golf
  • Village
  • Water View
  • Water Front
  • Near Ocean
  • Long Term Stays Allowed
  • Balcony
  • Patio or Balcony
  • Grill
  • BBQ Area
  • Deck Patio Uncovered
  • Heated Pool
  • Private Pool
  • Wind Surfing
  • Basketball Court
  • Cycling nearby
  • Fishing
  • Golf
  • Hiking
  • Jet Skiing
  • Para-sailing
  • Sailing
  • Surfing
  • Swimming
  • Tennis
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