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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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Costa Lotta 220 36th ST $2,625.00 - $4,200.00 per week

  • City: Holmes Beach
    Pets Allowed: No
    Pool:Yes, heated & spa
    BBQ/Grill: Yes
    SQFT Under A/C: 2,100
    Turn Day: Any
    • 3Bedrooms:
    • 3.5Bath:
    • 6Sleeps:
    • Guest Rating:
    • Property Rating: Gold
  • Description:

    Welcome to Costa Lotta....this luxurious elevated vacation rental home located on beautiful Anna Maria Island in the city of Holmes Beach, FL. This property has its own golf cart & bicycles. This vacation rental home offers casual island luxury, an open floor plan with volume ceilings, a large terrace, private tropical yard with a heated pool & spa.

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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
    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. Enjoy the large master bedroom with master bathroom.

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Sugaree 5405 Gulf Dr A $1,250.00 - $2,100.00 per week

Special

Sugaree - 25% off now through the end of April 2017

01/12/2017 to 04/29/2017
Save 25%

Spend a week at our newest Vacation Rental property Sugaree for a week now through April 29th, 2017 and get 25% off of your rental fee!

Only valid on new reservations, doesn’t stack with other discounts, select vacation homes may be exempt, subject to manager approval and black out dates.

  • City: Holmes Beach
    Pets Allowed:
    Pool:Yes,heated
    BBQ/Grill: Yes
    SQFT Under A/C: 1,080
    Turn Day: Any
    • 2Bedrooms:
    • 2.0Bath:
    • 6Sleeps:
    • Guest Rating:
    • Property Rating: Gold
  • Description:

    "Sugaree" located at 5405 Gulf DR Unit A is an ALL NEW beautifully renovated duplex only a short stroll to the beach. 2 bedrooms and 2 bathrooms accommodates up to (6) people: 1 King, 2 Twins & 1 Sleeper Sofa. This property showcases designer quality furnishings and is fully equipped with all the most updated features.

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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
    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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Pineapple Cottage 407 Spring $1,750.00 - $4,000.00 per week

  • City: Anna Maria
    Pets Allowed: Dogs 25lbs
    Pool:Yes, heated & spa
    BBQ/Grill: Yes
    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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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
    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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La Mer 313 A 58th St $1,400.00 - $2,750.00 per week

  • City: Holmes Beach
    Pets Allowed: No
    Pool:Yes, heated & spa
    BBQ/Grill: Yes
    SQFT Under A/C: 2,500
    Turn Day: Any
    • 4Bedrooms:
    • 3.0Bath:
    • 6Sleeps:
    • Guest Rating:
      No Guest Rating Available
    • Property Rating: Gold
  • Description:

    This property showcases designer furnishings and a modern, comfortable atmosphere. "La Mar" is a short walk from the tranquil blue-green water of the Gulf beaches, shopping, dining, and nightlife featuring live music. You can hop on the free Anna Maria Island Trolley at a stop a mere 100 yards from the house. This is a great way to explore the island from Bradenton Beach to the city of Anna Maria.

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510 68th ST $850.00 - $1,470.00 per week

  • City: Holmes Beach
    Pets Allowed: No
    Pool:Yes, heated
    BBQ/Grill: Yes
    SQFT Under A/C: 1,494
    Turn Day: Any
    • 2Bedrooms:
    • 2.0Bath:
    • 4Sleeps:
    • Guest Rating:
      No Guest Rating Available
    • Property Rating: Bronze
  • Description:

    Bay Palms canal home located at 510 68th ST. Holmes Beach, Anna Maria Island, FL -- (2) Bed: (2) Bath Accommodates up to (4) people: 1 king, 1 queen. Heated pool, boat dock, wireless internet, bbq grill. 

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