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Newly Added Properties

The Island Real Estate family of vacation rental homes is ever growing. Check out the latest we have to offer on Anna Maria Island.

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Pineapple Cottage 407 Spring $1,750.00 - $4,250.00 per week

  • City: Anna Maria
    Pets Allowed: Dogs 25lbs
    Pool:Yes, heated & spa
    BBQ/Grill: Yes
    Remote Entry: No
    SQFT Under A/C: 1,500
    Turn Day: Any
    • 4Bedrooms:
    • 3.0Bath:
    • 8Sleeps:
    • Guest Rating:
      No Guest Rating Available
    • Property Rating: Platinum
Description:

Experience the laid back luxury vacation you deserve when you stay at "Pineapple Cottage" located at 407 Spring Ave, Anna Maria, Florida. This lively Anna Maria Island ground level vacation rental is well-appointed with everything for the perfect tropical island getaway.

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Blue Palm 7304 Holmes Blvd $1,000.00 - $2,597.00 per week

  • City: Holmes Beach
    Pets Allowed: No
    Pool:Yes, heated
    BBQ/Grill: Yes
    Remote Entry: No
    SQFT Under A/C: 1,600
    Turn Day: Any
    • 2Bedrooms:
    • 2.0Bath:
    • 6Sleeps:
    • Guest Rating:
      No Guest Rating Available
    • Property Rating: Silver
Description:

Charming elevated single family home located within 2 blocks of the best beaches on the West Coast of Florida. This well maintained oversized 2 bedroom 2 bath home is located in a quiet area of Holmes Beach. Sleeps 6 guests. Enjoy the large master bedroom with master bathroom.

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Honey Beach House 103 50th St $1,750.00 - $3,150.00 per week

  • City: Holmes Beach
    Pets Allowed: Yes, dogs under 25lb
    Pool:No
    BBQ/Grill: Yes
    Remote Entry: Yes
    SQFT Under A/C: 2,718
    Turn Day: Any
    • 3Bedrooms:
    • 3.5Bath:
    • 7Sleeps:
    • Guest Rating:
      No Guest Rating Available
    • Property Rating: Gold
Description:

Welcome to Honey Beach House located at 103 50th Street Holmes Beach on beautiful Anna Maria Island. A lot of time, love, and taste have gone into this Gulf front vacation home. (3) Bedroom, (3.5) Bathroom, accommodates up to (7) people: 2 King, 1 Double w/ twin over, 1 Trundle & double sleeper sofa. Dogs welcome under 25lbs.

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Sideways 113 8th St S $1,250.00 - $2,100.00 per week

  • City: Bradenton Beach
    Pets Allowed: Yes, all size dogs
    Pool:Yes, heated & spa
    BBQ/Grill: Yes
    Remote Entry: No
    SQFT Under A/C: 1,008
    Turn Day: Any
    • 2Bedrooms:
    • 2.0Bath:
    • 6Sleeps:
    • Guest Rating:
      No Guest Rating Available
    • Property Rating: Gold
Description:

"Sideways" located at 113 8th ST South, Bradenton Beach on beautiful Anna Maria Island, Florida. ALL NEW beautifully renovated single family vacation rental and only a short stroll to the beach.

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Vista Grande 3 Penthouse $4,893.00 - $5,943.00 per week

  • City: Holmes Beach
    Pets Allowed: No
    Pool:Yes, heated
    BBQ/Grill: Yes
    Remote Entry: No
    SQFT Under A/C: 2600
    Turn Day: Any
    • 3Bedrooms:
    • 3.0Bath:
    • 6Sleeps:
    • Guest Rating:
      No Guest Rating Available
    • Property Rating: Platinum
Description:

By far the BEST direct view of the Gulf you will find on Anna Maria Island. Exclusive PENTHOUSE with floor to ceiling windows across 40’ with sweeping views of the Gulf of Mexico from the kitchen, dining and living rooms. Relax on the wrap around balcony while enjoying the sea breezes and stunning sunsets.

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