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Friday Arrivals

Get ahead of the traffic by arriving to Anna Maria Island on Friday instead.

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Tortuga-212 81st St $1,125.00 - $2,550.00 per week

  • City: Holmes Beach
    Pets Allowed: No
    Pool:Yes, heated
    BBQ/Grill: Yes
    SQFT Under A/C: 1,200
    Turn Day: Any
    • 3Bedrooms:
    • 2.0Bath:
    • 6Sleeps:
    • Guest Rating:
    • Property Rating: Gold
  • Description:

    Slow down and get yourself on island time with a week at this ground level duplex in Holmes Beach, FL. (3) Bedrooms, (2) Bathrooms, accomodates up to (6) guests. 2 King, 2 Twins. Private heated pool, free wireless, sorry no pets allowed.  Note, this property has a Friday-Friday schedule.  Please call our office if you would like to request an exception.

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Jackie's Cottage-209 N Harbor $1,400.00 - $2,200.00 per week

  • City: Holmes Beach
    Pets Allowed: No
    Pool:Yes, Solar Heated
    BBQ/Grill: Yes
    SQFT Under A/C: Approx 1624 sqft
    Turn Day: Saturday
    • 4Bedrooms:
    • 3.0Bath:
    • 8Sleeps:
    • Guest Rating:
    • Property Rating: Gold
  • Description:

    Captivating ground level canal front private family vacation home with community boat dock.  (4) Bedroom, (3) Bathroom, accommodates up to (8) people: 2 Kings, 4 Twins. Private solar heated pool, free wireless, sorry no pets allowed, less than two blocks to the beach and canal front.

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Misty Beach-5802 Imperiore Ave $1,000.00 - $2,597.00 per week

  • City: Holmes Beach
    Pets Allowed: Yes under 25lbs
    Pool:Yes, Heated
    BBQ/Grill: Yes
    SQFT Under A/C: Approx 1020 sqft
    Turn Day: Any
    • 2Bedrooms:
    • 2.0Bath:
    • 6Sleeps:
    • Guest Rating:
    • Property Rating: Gold
  • Description:

    Bright and beachy island home for a peaceful island getaway. (2) Bedroom, (2) Bathroom, accommodates up to (6) people: 1 King, 1 Queen, 1 Full sleeper sofa. Private heated pool, free wireless, pet friendly (up to 25lbs) with fee, less than two blocks to the beach.  

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25 Seaside Court $630.00 - $1,635.00 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 internet, pets welcome with fee, bay front location with boat access, not far from the beach.

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Key Lime Cottage East-204 73rd $1,425.00 - $2,185.00 per week

  • City: Holmes Beach
    Pets Allowed: Yes, under 50lbs
    Pool:Yes, heated
    SQFT Under A/C: 1,300
    Turn Day: Any
    • 3Bedrooms:
    • 2.0Bath:
    • 6Sleeps:
    • Guest Rating:
    • Property Rating: Gold
  • Description:

    Coastal and vibrant private duplex for your relaxing seasonal getaway. (3) Bedroom, (2) Bath, accommodates up to (6) people: 2 Queens, 2 Twins.  Pets are welcome with fee, free wireless internet, private heated pool, less than two blocks to the beach.

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Key Lime Cottages 202-204 73rd $2,850.00 - $5,005.00 per week

  • City: Holmes Beach
    Pets Allowed: Yes, under 50lbs
    Pool:2 pools, heated
    SQFT Under A/C: 1,300 each unit
    Turn Day: Any
    • 6Bedrooms:
    • 4.0Bath:
    • 12Sleeps:
    • Guest Rating:
    • Property Rating: Gold
  • Description:

    Newly remodeled and vibrant island duplex perfect for large groups. (6) Bedroom, (4) Bath, accommodates (12) people: 4 Queens, 4 Times.  Two heated pools, free wireless internet, pets are welcome with pet fee, less than two blocks to the beach.

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North Beach Village Unit 27 $875.00 - $1,750.00 per week

  • City: Holmes Beach
    Pets Allowed: No
    Pool:Yes, Community
    BBQ/Grill: Yes
    SQFT Under A/C: 1,536
    Turn Day: Any
    • 3Bedrooms:
    • 2.5Bath:
    • 8Sleeps:
    • Guest Rating:
    • Property Rating: Gold
  • Description:

    Casual and fun townhome style Anna Maria Island vacation rental “North Beach Village” unit 27. Sleeps (8) guests with (3) bedroom and (2.5) bathrooms: 2 queen beds, 2 twin beds and one queen sleeper sofa. Walk to gulf beach. Community heated pool. Screened lanai, wireless internet, dishwasher, washer/dryer. Parking for three cars.

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Shoreline Terrace-901 NShore $2,170.00 - $4,550.00 per week

  • City: Anna Maria
    Pets Allowed: No
    Pool:No
    BBQ/Grill: Yes
    SQFT Under A/C: Approx 1732 sqft
    Turn Day: Any
    • 4Bedrooms:
    • 2.5Bath:
    • 8Sleeps:
    • Guest Rating:
    • Property Rating: Gold
  • Description:

    Come sunset, there’s no better place to be than the sundrenched patio of this vacation rental. Cook up the day’s catch on the propane grill and experience love at first sunset. (4) Bedroom, (2.5) Bathroom, accomodates up to (8) people: 2 King 1 Queen, 2 Twins, full futon. Free wireless, sorry no pets allowed, bay front location.

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611 Gulf Drive $466.00 - $518.00 per week

  • City: Bradenton Beach
    Pets Allowed: No
    Pool:Yes. Comm. heated
    BBQ/Grill: Yes
    SQFT Under A/C: 854
    Turn Day: Any
    • 2Bedrooms:
    • 1.0Bath:
    • 4Sleeps:
    • Guest Rating:
      No Guest Rating Available
    • Property Rating: Bronze
  • Description:

    Island style condominium “D-23 Imperial House” located at 116 Gulf Drive in Bradenton Beach. Sleeps 4 in (2) bedroom (1) bathroom: 1 queen bed and 1 double. 55+ Community, Private bay viewing dock and community heated pool. Walk to gulf beaches, shopping, dining, free trolley stops and sightseeing. Wireless internet, dishwasher, coin operated community laundry, one parking space.

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Key Lime Cottage West-202 73rd $1,425.00 - $2,185.00 per week

  • City: Holmes Beach
    Pets Allowed: Yes, under 50lbs
    Pool:Yes, heated
    SQFT Under A/C: 1,300
    Turn Day: Any
    • 3Bedrooms:
    • 2.0Bath:
    • 6Sleeps:
    • Guest Rating:
    • Property Rating: Gold
  • Description:

    Coastal and vibrant private duplex for your relaxing seasonal getaway. (3) Bedroom, (2) Bath, accommodates up to (6) people: 2 Queens, 2 Twins.  Pets are welcome with fee, free wireless internet, private heated pool, less than two blocks to the beach.

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