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

  • City: Anna Maria
    Pets Allowed: No
    Pool:Yes, Heated
    BBQ/Grill: Yes
    Remote Entry: No
    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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Palm Paradise 518 71st $1,680.00 - $2,100.00 per week

  • City: Holmes Beach
    Pets Allowed: Yes, dogs under 25lb
    Pool:Yes, heated
    BBQ/Grill: Yes
    Remote Entry: No
    SQFT Under A/C: 1,508
    Turn Day: Any
    • 3Bedrooms:
    • 2.0Bath:
    • 6Sleeps:
    • Guest Rating:
      No Guest Rating Available
    • Property Rating: Gold
Description:

Anna Maria Island vacation rental "Palm Paradise" is located at 518 71st Street in Holmes Beach. (3) bedroom, (2) bath (Sleeps 6): 1 king, 1 queen and 2 twin beds. Newly re-done canal front home in Bay Palms. 30ft boat dock. Heated pool. Dishwasher, washer/dryer, wireless internet, pet friendly, 3 parking spaces. 

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516 77th Street $800.00 - $1,300.00 per week

  • City: Holmes Beach
    Pets Allowed: No
    Pool:No
    BBQ/Grill: Yes
    Remote Entry: No
    SQFT Under A/C: 1,535
    Turn Day: Any
    • 2Bedrooms:
    • 2.0Bath:
    • 6Sleeps:
    • Guest Rating:
    • Property Rating: Silver
Description:

Bay Palms canal home located at 516 77th ST. Holmes Beach, Anna Maria Island, FL -- (2) Bed: (2) Bath Accommodates up to (6) people: 1 King, 1 Queen, 1 Sleepr Sofa. Bring your boat! Dishwasher, Washer/Dryer. Two parking spaces.  

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Casa Bonita-230 Oak Avenue $2,200.00 - $5,500.00 per week

  • City: Anna Maria
    Pets Allowed: No
    Pool:Yes, heated & spa
    BBQ/Grill: Yes
    Remote Entry: No
    SQFT Under A/C: 3,600
    Turn Day: Any
    • 4Bedrooms:
    • 4.0Bath:
    • 8Sleeps:
    • Guest Rating:
    • 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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Heavenly Holly-721 Holly Road $1,350.00 - $2,250.00 per week

  • City: Anna Maria
    Pets Allowed: Yes, under 50lbs
    Pool:Yes, heated + tub
    BBQ/Grill: Yes
    Remote Entry: Yes
    SQFT Under A/C: 2,000
    Turn Day: Any
    • 3Bedrooms:
    • 2.0Bath:
    • 6Sleeps:
    • Guest Rating:
    • Property Rating: Silver
Description:

Whimsical canal front home located in historic Anna Maria. (3) Bedroom, (2) Bath, accommodates (6) people: 1 King, 1 Queen, 2 Twins. Private heated pool and soaking tub (hot tub without bubbles), pets are welcome with fee, free wilreless internet, 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
    Remote Entry: 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 $2,275.00 - $3,745.00 per week

  • City: Holmes Beach
    Pets Allowed: Yes, dogs <25lbs
    Pool:Yes, heated w/spa
    BBQ/Grill: Yes
    Remote Entry: No
    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/spa, covered patio.

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Casa Varadero-619 Gladstone $2,350.00 - $3,250.00 per week

  • City: Holmes Beach
    Pets Allowed: No
    Pool:No, but large spa
    BBQ/Grill: Yes
    Remote Entry: No
    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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Fish House-231 Oak Ave $1,750.00 - $3,087.00 per week

  • City: Anna Maria
    Pets Allowed: Yes, dogs under 50lb
    Pool:Yes, heated & spa
    BBQ/Grill: Yes
    Remote Entry: No
    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 $2,949.00 - $4,000.00 per week

  • City: Anna Maria
    Pets Allowed: No
    Pool:Yes, heated
    BBQ/Grill: Yes
    Remote Entry: Yes
    SQFT Under A/C: 2,366
    Turn Day: Saturday
    • 4Bedrooms:
    • 3.0Bath:
    • 8Sleeps:
    • Guest Rating:
    • Property Rating: Platinum
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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Office Locations{ Island Real Estate } 6101 Marina Drive, Holmes Beach, FL 34217 | 419 Pine Ave., Anna Maria, FL 34216