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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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Anna Maria's Finest-231 Willow $2,058.00 - $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 $1,750.00 - $3,150.00 per week

  • City: Holmes Beach
    Pets Allowed: Yes, dogs <25lbs
    Pool:Yes, heated
    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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HoneyWood House 243 Willow $1,750.00 - $3,153.00 per week

  • City: Anna Maria
    Pets Allowed: No
    Pool:Yes,heated & spa
    BBQ/Grill: Yes
    SQFT Under A/C: 2,400
    Turn Day: Any
    • 3Bedrooms:
    • 4.0Bath:
    • 8Sleeps:
    • Guest Rating:
    • Property Rating: Gold
  • Description:

    Relaxing canal front Anna Maria vacation rental “Honeywood House” 243 Willow Avenue. (3) Bedroom (4) bath, Sleeps (8): 3 king bed, 1 twin with trundle. Heated pool/spa and large screened lanai. Walk to beach, shopping, dining, free trolley. Dishwasher, premium linens, washer/dryer, wireless internet, 4 parking spaces. Boat access 28 feet/12 feet.

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Paradise Pointe 411 Poinsettia $2,058.00 - $3,087.00 per week

  • City: Anna Maria
    Pets Allowed: No
    Pool:Yes, heated & spa
    BBQ/Grill: Yes
    SQFT Under A/C: 1,750
    Turn Day: Any
    • 3Bedrooms:
    • 2.0Bath:
    • 8Sleeps:
    • Guest Rating:
    • Property Rating: Gold
  • Description:

    BRAND NEW to our rental program, a picture perfect vacation home in the quaint city of Anna Maria. (3) Bedroom, (3) Bath, accommodates (8) people: 1 King, 1 Queen, 2 Twins, 1 Queen Sleeper. Canal front with boat access, heated pool and hot tub, free wireless internet, sorry no pets please.

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671 Old Compass Rd LBK $1,225.00 - $1,890.00 per week

  • City: Long Boat Key
    Pets Allowed: No
    Pool:Yes,heated & spa
    BBQ/Grill: Yes
    SQFT Under A/C: 2012
    Turn Day: Any
    • 3Bedrooms:
    • 2.0Bath:
    • 6Sleeps:
    • Guest Rating:
      No Guest Rating Available
    • Property Rating: Silver
  • Description:

    Canal Front Longboat Key Vacation rental home 671 Old Compass Road. (3) Bedroom (2) Bath (Sleeps 6): 1 king bed, 1 queen bed, 1 twin with trundle. Canal Front. 30 night minimum stay. Heated pool and spa, washer/dryer, dishwasher, wireless internet, large front yard, parking for four vehicles.

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Casa Bonita-230 Oak Avenue $2,400.00 - $5,653.00 per week

  • City: Anna Maria
    Pets Allowed: No
    Pool:Yes, heated & spa
    BBQ/Grill: Yes
    SQFT Under A/C: 3,600
    Turn Day: Any
    • 4Bedrooms:
    • 4.0Bath:
    • 8Sleeps:
    • Guest Rating:
      No Guest Rating Available
    • Property Rating: Platinum
  • Description:

    Experience very upscale living in Casa Bonita; a BRAND NEW single family home in our rental program. (4) Bedroom, (4) Bath, accommodates up to (8) people: 3 Kings, a double and a twin, 1 Queen Sleeper Sofa. Heated pool and hot tub, "5 Star Platinum", Elevator, less than two blocks to the beach, free wireless internet, sorry no pets please.

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Fish House-231 Oak Ave $2,058.00 - $3,087.00 per week

  • City: Anna Maria
    Pets Allowed: Yes, dogs under 50lb
    Pool:Yes, heated & spa
    BBQ/Grill: Yes
    SQFT Under A/C: 2,033
    Turn Day: Any
    • 3Bedrooms:
    • 3.0Bath:
    • 8Sleeps:
    • Guest Rating:
    • Property Rating: Gold
  • Description:

    Adorable rustic vacation rental “Fish House” located at 231 Oak Avenue in the city of Anna Maria. Rooms (8) guests in (3) bedrooms (3) bathrooms: 1 King bed, 1 Queen bed, 4 Twins in bunk room. Canal front with boat access and 10,000 pound boat lift. Short walk to gulf beaches, free trolley stops, dining and shopping. Dogs under 50 pounds welcome. Heated pool and spa. Premium linens, Gas stove, dishwasher, washer/dryer. 

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Living The Dream 703 So Bay $2,500.00 - $3,675.00 per week

  • City: Anna Maria
    Pets Allowed: No
    Pool:Yes, heated
    BBQ/Grill: Yes
    SQFT Under A/C: 2,366
    Turn Day: Any
    • 4Bedrooms:
    • 3.0Bath:
    • 8Sleeps:
    • Guest Rating:
    • Property Rating: Gold
  • Description:

    Gorgeous canal front vacation home with immaculate decor. (4) Bedroom, (3) Bath, accommodates (8) people: 2 Kings, 2 XL Twins, 2 Twins. Private heated pool, boat access, free wireless internet, sorry no pets, across the street from the bay beach access.

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My Sisters Beach House $3,124.00 - $7,172.00 per week

  • City: Anna Maria
    Pets Allowed: No
    Pool:Yes, heated and spa
    BBQ/Grill: Yes
    SQFT Under A/C: 5,700
    Turn Day: Saturday
    • 5Bedrooms:
    • 3.5Bath:
    • 10Sleeps:
    • Guest Rating:
    • Property Rating: Platinum
  • Description:

    Luxury Canal Front vacation rental “My Sister’s Beach House” 520 Bayview Place in Anna Maria. Sleeps (10) guests with (5) Bedrooms and (3.5) bathrooms: 4 king beds, 2 twin beds, 1 queen sleeper sofa and one twin sleeper sofa. Elevator, boat access, walk to beach, gorgeous open balconies, heated pool and spa, 6 parking spaces, washer/dryer, dishwasher.

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Casa Varadero-619 Gladstone $2,333.00 - $3,267.00 per week

  • City: Holmes Beach
    Pets Allowed: No
    Pool:No, but large spa
    BBQ/Grill: Yes
    SQFT Under A/C: 2,200
    Turn Day: Any
    • 4Bedrooms:
    • 3.0Bath:
    • 8Sleeps:
    • Guest Rating:
      No Guest Rating Available
    • Property Rating: Platinum
  • Description:

    Quiet, gorgeous upscale location in Key Royale perfect for a delightful holiday getaway. (4) Bedroom, (3) Bath, accommodates up to (8) people: 2 Kings, 2 Queens.  Heated spa, free wireless internet, sorry no pets, canal access for boat lovers.

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