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As the vacation rentals leader on Anna Maria Island we strive for excellence in all aspects of your vacation. Enjoy premium linens professionally cleaned off-site with ozone technology.

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Shoreline Terrace-901 NShore $2,000.00 - $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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Casa Sierra - 205 A 36th ST $900.00 - $1,650.00 per week

  • City: Holmes Beach
    Pets Allowed: Yes, dogs < 50lbs
    Pool:Yes, heated shared
    BBQ/Grill: Yes
    SQFT Under A/C: 750
    Turn Day: Any
    • 2Bedrooms:
    • 2.0Bath:
    • 6Sleeps:
    • Guest Rating:
    • Property Rating: Gold
  • Description:

    Just a two minute walk to the beach! Casa Sierra 205 A 36th Street in Holmes Beach. Sleeps (6), (2) Bedroom (2) Bathroom: 1 king bed, 2 twin beds and queen sleeper sofa. Community heated pool. Walk to trolley, shopping, dining. Wireless internet, dishwasher, free community washer/dryer, 2 parking spaces, dogs up to 50 pounds welcome.

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Coastal Sands-213 70th St $1,350.00 - $2,185.00 per week

  • City: Holmes Beach
    Pets Allowed: Yes
    Pool:Yes, heated/caged
    BBQ/Grill: Yes
    SQFT Under A/C: 1,500
    Turn Day: Any
    • 3Bedrooms:
    • 2.0Bath:
    • 6Sleeps:
    • Guest Rating:
    • Property Rating: Gold
  • Description:

    Cool and coastal beachy vacation rental home. (3) Bathroom, (2) Bath, accommodates up to (8) people: 1 King, 1 Queen, 2 Twins, 1 Queen Sleeper Sofa.  Private heated pool, free wireless, pets welcome with fee, less than two blocks to the beach.

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Turtle Nest - 305A 65th St $850.00 - $1,450.00 per week

  • City: Holmes Beach
    Pets Allowed: No
    Pool:Yes, heated
    BBQ/Grill: Yes
    SQFT Under A/C: 1,000
    Turn Day: Any
    • 2Bedrooms:
    • 2.0Bath:
    • 6Sleeps:
    • Guest Rating:
    • Property Rating: Bronze
  • Description:

    Cozy and oh-so-comfy vacation rental across the street from the world-famous white sand beaches of Anna Maria Island and the Florida gulfcoast. (2) Bedroom, (2) Bath, accomodates to (6) people: 1 Queen, 2 Twin, Queen sleeper. Private heated pool, free wireless, sorry no pets allowed. 

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Maple Cottage-120 Maple $950.00 - $1,650.00 per week

  • City: Anna Maria
    Pets Allowed: No
    Pool:No
    BBQ/Grill: Yes
    SQFT Under A/C: Approx 1506 sqft
    Turn Day: Any
    • 3Bedrooms:
    • 2.0Bath:
    • 8Sleeps:
    • Guest Rating:
    • Property Rating: Silver
  • Description:

    Charming and relaxing vacation cottage. (3) Bedrooms, (2) Bathrooms, accommodates up to (8) guests. 1 King, 1 Queen, 2 Twins, 1 Sleeper Sofa. free wireless internet, sorry no pets, one block to the beach access.

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AMI Beach Home 201 69th Street $2,002.00 - $4,452.00 per week

  • City: Holmes Beach
    Pets Allowed: No
    Pool:Yes, heated & spa
    BBQ/Grill: Yes
    SQFT Under A/C: 2,000
    Turn Day: Saturday
    • 4Bedrooms:
    • 3.5Bath:
    • 8Sleeps:
    • Guest Rating:
      No Guest Rating Available
    • Property Rating: Platinum
  • Description:

    Visit AMI Beach Home, a marvelous custom-built ground floor vacation rental home just a few steps from the powder soft beaches of the Gulf of Mexico. 4 spacious Bedrooms, 3.5 Bathrooms, accommodates up to 8 people, 3 King beds, 2 Twin beds, 1 Queen sleeper sofa in living room.

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Key Lime Cottage West-202 73rd $1,400.00 - $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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Starfish 6804 B Marina Dr $1,500.00 - $2,600.00 per week

  • City: Holmes Beach
    Pets Allowed: No
    Pool:Yes, heated
    BBQ/Grill: Yes
    SQFT Under A/C: 2,425
    Turn Day: Any
    • 3Bedrooms:
    • 3.5Bath:
    • 6Sleeps:
    • Guest Rating:
      No Guest Rating Available
    • Property Rating: Gold
  • Description:

    “Starfish” 6804 Marina Drive in Holmes Beach. (3) Bedroom (3.5) Baths (Sleeps 6): 1 king and 2 queen beds. Heated pool with waterfall and backyard tiki. Washer/Dryer, dishwasher, wireless internet premium linens. Elevator. Wet bar in master suite. Parking for three vehicles.

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303B 61st St-East Winds $1,278.00 - $3,675.00 per week

  • City: Holmes Beach
    Pets Allowed: No
    Pool:Yes, Heated
    BBQ/Grill: Yes
    SQFT Under A/C: Approx 2600 sqft
    Turn Day: Saturday
    • 4Bedrooms:
    • 3.5Bath:
    • 8Sleeps:
    • Guest Rating:
    • Property Rating: Gold
  • Description:

    Colorful Holmes Beach vacation rental “East Wind” located at 303 B 61st Street. Sleeps (8) guests with (4) bedrooms and (3.5) bathrooms: 2 king bed, 1 queen, 1 twin/double bunk, queen sleeper sofa in the den. Heated pool, walk to beach. Washer/Dryer, dishwasher, 3-4 parking spaces, wireless television, elevator.

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Sun Ray - 305B 65th St $850.00 - $1,450.00 per week

  • City: Holmes Beach
    Pets Allowed: No
    Pool:Yes, heated
    BBQ/Grill: Yes
    SQFT Under A/C: 1,000
    Turn Day: Any
    • 2Bedrooms:
    • 2.0Bath:
    • 4Sleeps:
    • Guest Rating:
    • Property Rating: Bronze
  • Description:

    This vacation duplex is a warm, welcoming spot for your next holiday in Holmes Beach. Rent one or both sides and soak up the Florida sunshine with your whole family. (2) Bedroom, (2) Bathroom, accomodates up to (4) people: 1 Queen, 2 Twin. Private heated pool, free wireless, sorry no pets allowed.

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