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Boat Access

With pristine waters and blue skies, Anna Maria Island has some of the best fishing and boating in Florida. Enjoy that privilege at one of Island Real Estate's vacation rental properties with boat access.

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Waterfront Retreat 513 Loquat $2,400.00 - $7,250.00 per week

  • City: Anna Maria
    Pets Allowed: Yes, dogs <50 lbs
    Pool:Yes, heated
    BBQ/Grill: Yes
    SQFT Under A/C: 2,650
    Turn Day: Any
    • 6Bedrooms:
    • 3.2Bath:
    • 14Sleeps:
    • Guest Rating:
    • Property Rating: Gold
  • Description:

    Urban beach styled Anna Maria vacation rental Waterfront Retreat. (6) Bedroom (3 full/2 half) Bathroom (Sleeps 14): 2 king beds, 3 queen beds, two sets of bunk beds. Short walk to Tampa Bay beaches, dining, shopping, free trolley stops. Canal front with dock and boat lift, heated pool, open balconies, wireless internet, washer/dryer, 2 dishwashers. Dogs up to 50 pounds. 2 Garage parking and 4 driveway.

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623 Ivanhoe Lane $1,350.00 - $2,250.00 per week

  • City: Holmes Beach
    Pets Allowed: No
    Pool:Yes, heated & caged
    BBQ/Grill: Yes
    SQFT Under A/C: 3,000
    Turn Day: Any
    • 3Bedrooms:
    • 3.0Bath:
    • 6Sleeps:
    • Guest Rating:
      No Guest Rating Available
    • Property Rating: Gold
  • Description:

    Luxury vacation rental 623 Ivanhoe Lane in Holmes Beach. (3) Bedroom (3) Bath with accommodations for up to (6) guests with 2 King beds and 1 queen bed. Situated between the Key Royale Gulf Course and Bimini Bay. Boat access with dock and 10,000 pound boat lift. Caged heated pool. Just minutes from shopping, dining and beaches.

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25 Seaside Court $800.00 - $1,250.00 per week

  • City: Holmes Beach
    Pets Allowed: Yes
    Pool:None
    BBQ/Grill: Yes
    SQFT Under A/C: Approx. 1100
    Turn Day: Any
    • 2Bedrooms:
    • 2.0Bath:
    • 4Sleeps:
    • Guest Rating:
    • Property Rating: Gold
  • Description:

    Coastal and cozy vacation villa. (2) Bedrooms, (2) Bathrooms, accommodates up to (4) guests. 1 Queen, 2 Twins. Highspeed wired internet, pets welcome with fee, bay front location with boat access, not far from the beach.

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208 Periwinkle Plaza $1,400.00 - $2,587.00 per week

  • City: Anna Maria
    Pets Allowed: No
    Pool:Yes, Heated
    BBQ/Grill: Yes
    SQFT Under A/C: 2,000
    Turn Day: Saturday
    • 3Bedrooms:
    • 2.5Bath:
    • 8Sleeps:
    • Guest Rating:
    • Property Rating: Gold
  • Description:

    Newly renovated, elegant oasis escape with a screened in patio. (3) Bedrooms, (2.5) Bath, accommodates up to (8) people: 1 King, 1 Queen, 2 Twin, 1 Double Sleeper Sofa. Private heated pool, free wireless internet, sorry no pets allowed, boat access, less than two blocks to the beach.

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Anna Maria's Finest-231 Willow $1,750.00 - $3,087.00 per week

  • City: Anna Maria
    Pets Allowed: Yes, under 25 lbs
    Pool:Yes, heated and spa
    BBQ/Grill: Yes
    SQFT Under A/C: 2,023
    Turn Day: Any
    • 3Bedrooms:
    • 3.0Bath:
    • 8Sleeps:
    • Guest Rating:
    • Property Rating: Gold
  • Description:

    Luxury vacation rental “Anna Maria’s Finest” located at 231 Willow Avenue, Anna Maria. Accommodates (8) guests with (3) Bedroom (3) Bathrooms: 2 King Beds, 1 Double bed and 1 queen sleeper sofa. Beautiful caged lanai with heated pool and spa, ample seating and outdoor grill kitchen area. Canal front with dock and boat access. Dogs up to 25 pounds welcome. Walking distance to gulf beaches, free trolley stop, dining and shopping.

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3 Oars 528 75th Street $2,000.00 - $3,250.00 per week

  • City: Holmes Beach
    Pets Allowed: Yes, dogs <25lbs
    Pool:Yes, heated w/spa
    BBQ/Grill: Yes
    SQFT Under A/C: 3,700
    Turn Day: Any
    • 4Bedrooms:
    • 4.0Bath:
    • 8Sleeps:
    • Guest Rating:
    • Property Rating: Platinum
  • Description:

    Luxury canal front Anna Maria Island vacation rental home “3 Oars” located at 528 75th Street in Holmes Beach. (4) Bedroom (4) Bathroom, Sleeps (8): 2 King beds, 1 queen bed and 2 twin beds. Gorgeous Bimini Bay Canal front dock fitting boats up to 36 feet. Dogs up to 25 pounds welcome. Elevator, high end fully equipped kitchen, wireless internet, washer/dryer, 2 garage parking plus driveway, heated pool, covered patio.

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Blue Bayou 229 Chilson Ave $1,680.00 - $2,750.00 per week

  • City: Anna Maria
    Pets Allowed: No
    Pool:Yes, heated w/spa
    BBQ/Grill: Yes
    SQFT Under A/C: 1,550
    Turn Day: Any
    • 3Bedrooms:
    • 3.0Bath:
    • 6Sleeps:
    • Guest Rating:
    • Property Rating: Platinum
  • Description:

    New Ground level rental "Blue Bayou" 229 Chilson Avenue in Anna Maria. (3) Bedroom (3) Bathroom (Sleeps 6): 1 king bed, 1 queen and 2 twins. Canal front with 16 foot dock. Walk to the beach and free trolley stops. Washer/dryer, dishwasher, wireless internet. Heated pool and spa. Outdoor propane grill. Park 3 vehicles. 

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Blue Waters-230 Willow $2,800.00 - $6,000.00 per week

  • City: Anna Maria
    Pets Allowed: No
    Pool:Yes, heated + spa
    BBQ/Grill: Yes
    SQFT Under A/C: 3,234
    Turn Day: Any
    • 4Bedrooms:
    • 4.0Bath:
    • 8Sleeps:
    • Guest Rating:
    • Property Rating: Platinum
  • Description:

    Enjoy Blue Waters, a gorgeous luxury Mediterranean-style villa in peaceful surroundings. (4) Bedroom, (4) Bath, accommodates (8) people: 1 King, 2 Queens, 2 Twins. Fabulous outdoor & indoor living areas, gourmet kitchen, private office, heated swimming pool with spa, private dock and boat lift, full size billiards table and large screen outdoor TV are just a few of the highlights. Minutes from beach & Pine Avenue.

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Cayman Bay 505 Magnolia $2,200.00 - $4,950.00 per week

  • City: Anna Maria
    Pets Allowed: No
    Pool:Yes, heated & spa
    BBQ/Grill: Yes
    SQFT Under A/C: 5,400
    Turn Day: Any
    • 4Bedrooms:
    • 4.0Bath:
    • 8Sleeps:
    • Guest Rating:
    • Property Rating: Gold
  • Description:

    Canal front Anna Maria vacation rental “Cayman Bay” 505 Magnolia Avenue. (4) bedroom, (4) bath, Sleeps (8): 2 king beds, 1 queen bed and 2 twin beds. Boat dock with 10,000 pound boat lift. One block to bay beaches. Heated pool/spa, elevator, washer/dryer, dishwasher, wine chiller. 5 parking spaces. Near Pine Avenue.

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Shore Birds-514 68th St $800.00 - $1,250.00 per week

  • City: Holmes Beach
    Pets Allowed: Yes $500 deposit
    Pool:Yes, heated
    BBQ/Grill: Yes
    SQFT Under A/C: 1,300
    Turn Day: Any
    • 2Bedrooms:
    • 2.0Bath:
    • 4Sleeps:
    • Guest Rating:
    • Property Rating: Bronze
  • Description:

    The perfect vacation home for the family of water loving anglers. Shore Birds is a luxury vacation rental complete with its own dock. (2) Bedroom, (2) Bathroom, accomodates up to (4) people: 1 Queen, 1 Full. Private heated pool, free wireless, pet friendly (small dogs only, with $500 deposit), canal front location.

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Office Locations{ Island Real Estate } 6101 Marina Drive, Holmes Beach, FL 34217 | 419 Pine Ave., Anna Maria, FL 34216