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3 BR / 2 BA / Sleeps 6

The Stepping Stone - Anna Maria vacation rentals
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The Stepping Stone

3 BR / 2 BA / Sleeps 6 | Quick view

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"The Stepping Stone" is truly a stone's throw away from the beaches of Anna Maria Island just over the Anna Maria Bridge in Bradenton, Florida. Tucked away on a tree lined, quiet residential street, this spacious and well appointed three bedroom, two bath home offers the best of both worlds. Take advantage of the …
  • Internet Access
  • Satellite or cable TV
  • Pet friendly - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$200

3 BR / 2 BA / Sleeps 8

Anna Maria Chateau - Anna Maria vacation rentals
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Anna Maria Chateau

3 BR / 2 BA / Sleeps 8 | Quick view

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Anna Maria Chateau 612 Fern Street Anna Maria, Fl 34216 Perfect island getaway, nestled at the North end of Anna Maria Island. Anna Maria Chateau, open and spacious, a newly and completely renovated, well equipped 3 bedroom, 2 bath home with vaulted ceilings in the living area and in all bedrooms. This house has …
    • Suitable for children - ask
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    $125

    3 BR / 2 BA / Sleeps 6

    Casa Blanca - Anna Maria vacation rentals
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    Casa Blanca

    3 BR / 2 BA / Sleeps 6 | Quick view

    Details

    Spend your vacation just steps from our beautiful beaches and crystal-clear waters! Casa Blanca is in the heart of the village of Anna Maria, and west of Gulf Drive...there's no better place to be! Only 5 houses from the beach, you'll be steps from the sand AND just moments from shopping, restaurants, the Anna Maria…
    • Internet Access
    • A/C or climate control
    • Balcony or terrace
    • Parking
    • Garage
    • Suitable for children - ask
    • Suitable for the elderly - ask

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    $214

    3 BR / 2 BA / Sleeps 8

    1 Reviews

    $214

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    AMI Retreat: 3BR Pool Home 200 Steps from Beach

    3 BR / 2 BA / Sleeps 8 | Quick view
    “ Excellent ” 1 Reviews

    Details

    Reviews

    (1)

    Located in the city of Anna Maria on the north end of Anna Maria Island, this gorgeous three-bedroom dog-friendly vacation rental is the perfect place for a vacation retreat! With an estimated 2100 square feet, AMI Retreat has plenty of room to kick off your flip flops and enjoy your down time. With king beds in …
    • Wireless Internet
    • Washing Machine
    • Clothes Dryer
    • A/C or climate control
    • Patio
    • Pet friendly - ask
    • Suitable for children

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    Reviews

    (1)

    Relaxing

    Left on Feb 14, 2015 for a stay in February 2015

    Our rental property was exactly how it was pictured on the web. Plenty of space with all the amenities you need to prepare food in our go out. The newly installed pool and spa made this rental perfect!

    The quick access to the beach allowed for many many walks on the white sand beach and plenty of time to enjoy food and cocktails at the sandbar restaurant

    I highly recommend this …

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    $188

    3 BR / 2 BA / Sleeps 8

    12 Reviews

    $188

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    Blue Dolphin Inn - Flamingo Up

    3 BR / 2 BA / Sleeps 8 | Quick view
    “ Excellent ” 12 Reviews

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    Reviews

    (12)

    The Flamingo unit at the Blue Dolphin Inn, located at 780 Jacaranda in the Historic Village of Anna Maria is a wonderful and spacious three bedroom, two bath upstairs unit furnished in a tropical theme. The Blue Dolphin Inn consists of four units surrounding a free style heated pool with fountains and nearby tiki …
    • Shared outdoor pool (unheated)
    • Internet Access
    • Grill
    • Pet friendly - ask
    • Smoking allowed - ask
    • Suitable for children - ask
    • Suitable for the elderly - ask
    • Wheelchair accessible - ask

    Details

    Reviews

    (12)

    Megan and Justin's Wedding

    Left on Oct 28, 2010 for a stay in October 2010

    This was the best vacation ever. I could not have wanted any more. The hammock between two palm trees, the pool, the wooden tower, it was just amazing. I didn't want to leave. Very clean, had everything we needed. Very impressed!

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    $170

    3 BR / 2 BA / Sleeps 6

    Jacaranda Artist Retreat - Anna Maria vacation rentals
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    Jacaranda Artist Retreat

    3 BR / 2 BA / Sleeps 6 | Quick view

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    As an artist this private three bedroom and two bath elevated vacation home has been a retreat that inspires many paintings of Anna Maria Island. Located on the secluded North End you will enjoy the tranquility of the Island and have an easy stroll to the Gulf of Mexico and the best white sugar-sand beach. You can …
    • Wireless Internet
    • Washing Machine
    • Clothes Dryer
    • Outdoor Dining Area
    • A/C or climate control
    • Pet friendly - ask
    • Suitable for children - over five
    • Suitable for the elderly - ask

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    $214

    3 BR / 2 BA / Sleeps 6

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    Havana Cay

    3 BR / 2 BA / Sleeps 6 | Quick view

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    Havana Cay 109 Cedar St. Anna Maria, Fl. 34216 With this secluded and historic property, you will feel like you are vacationing at your own private 5-star resort. Havana Cay sits only 4 houses in from the beach and there are no busy streets to cross and zipping to and from the beach will be so easy! A quick 30 …
    • Private Pool
    • High Speed Internet
    • Patio
    • Television
    • DVD Player
    • Suitable for children - ask
    • Suitable for the elderly - ask

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    $250

    3 BR / 3 BA / Sleeps 6

    1 Reviews

    $250

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    Anna Maria Cottage

    3 BR / 3 BA / Sleeps 6 | Quick view
    “ Very Good ” 1 Reviews

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    Reviews

    (1)

    Anna Maria Cottage 104 Magnolia Avenue Anna Maria Island, FL 34216 This beautiful historic beach cottage is a true embodiment of "Old Florida Charm". This wonderful home offers 3 suites, each with their own en-suite full bathroom, a wrap around porch with stunning Gulf views and much more! Just steps from the…
      • Suitable for children - ask
      • Suitable for the elderly - ask

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      Reviews

      (1)

      Great location!

      Left on Feb 23, 2015 for a stay in February 2015

      I spent almost 3 weeks on AMI sharing this lovely cottage with my sister and some other friends and family. The location is wonderful, very close to the beautiful beach, so an easy stroll over for sunsets and long walks, and quite near the Sandbar and restaurants and shops on Gukf and Pine. The cottage is nicely decorated with vintage signs, historical photographs and local art, and the furniture…

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      $285

      3 BR / 2 BA / Sleeps 8

      14 Reviews

      $285

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      Azure Seas

      3 BR / 2 BA / Sleeps 8 | Quick view
      “ Excellent ” 14 Reviews

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      Reviews

      (14)

      The Azure Seas is a glorious three bedroom, two bath Gulf front home located at 779 North Shore Drive in the much desired and tranquil northern end of Anna Maria Island. Tropical paradise found!! This is the perfect place to forget your troubles and soak in the unbelievable views of the Gulf of Mexico. A large, 16 x …
      • Waterfront
      • Ocean or water views
      • Internet Access
      • Grill
      • Pet friendly
      • Smoking allowed - ask
      • Suitable for children - ask
      • Suitable for the elderly - ask
      • Wheelchair accessible - ask

      Details

      Reviews

      (14)

      great

      Left on Aug 05, 2010 for a stay in June 2010

      Totally sold my enlaws on the gulf coast beaches. Location perfect.

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      $550

      3 BR / 2 BA / Sleeps 6

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      Serendipity

      3 BR / 2 BA / Sleeps 6 | Quick view

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      Serendipity 789 North Shore Drive Anna Maria, Fl. 34216 GULF FRONT HOME - "Serendipity" - Just as its name implies: "A pleasant surprise"! Enjoy coastal living at its best. Newly renovated private home that still embraces that "Old Florida" charm with high end quality decor and furnishings This 3 bedroom 1.…
      • Internet Access
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      • Suitable for children - ask
      • Suitable for the elderly - ask

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      $350

      3 BR / 2 BA / Sleeps 9

      2 Reviews

      $350

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      Seaside

      3 BR / 2 BA / Sleeps 9 | Quick view
      “ Excellent ” 2 Reviews

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      Reviews

      (2)

      Seaside 851 N. Shore Dr. Anna Maria, Fl. 34216 Seaside is a private, luxury home located on the very northern tip of Anna Maria Island. It looks directly at the Skyway Bridge, Egmont Key and Downtown St. Petersburg- you will not find a more breathtaking view anywhere on the island. The home has the charm of a …
      • High Speed Internet
      • Patio
      • Television
      • DVD Player
      • Suitable for children - ask
      • Suitable for the elderly - ask

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      Reviews

      (2)

      The most amazing views

      Left on Jul 20, 2013 for a stay in July 2013

      We love Anna Maria and decided to splurge and rent a house on the north end right on the beach. This was a winner, a 180 degree view of the gulf, sunrises from the master bedroom and sunsets all in one location. And the best view of the distant Skyway Bridge, this house had all the necessary things, great master suite, studio, loft, decks.....If I had to complain the two other bedrooms were a …

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      $143

      3 BR / 2 BA / Sleeps 6

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      Bay Bungalow

      3 BR / 2 BA / Sleeps 6 | Quick view

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      Bay Bungalow 607 N. Bay Blvd. Anna Maria, Fl. 34216 Brand new heated pool! Bay Bungalow is a newly updated elevated bungalow located on the North end of the island, just across from the famous Rod and Reel Pier and only 2 blocks from Bean Point beach. The custom decoration includes nautical themes and artwork …
      • Heated Pool
      • High Speed Internet
      • Patio
      • Television
      • DVD Player
      • Suitable for children - ask
      • Suitable for the elderly - ask

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      $200

      3 BR / 2 BA / Sleeps 6

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      White Sands

      3 BR / 2 BA / Sleeps 6 | Quick view

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      White Sands 709 North Bay Blvd Anna Maria, Fl 34216 White Sands is a newly renovated beach cottage located on the prestigious Northern end of Anna Maria Island. Offering 3 bedrooms and 2 bathrooms, a new kitchen and a private heated pool this home is ideal for your Island getaway! Lots of attention to detail has …
        • Suitable for children - ask
        • Suitable for the elderly - ask

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        $171

        3 BR / 2 BA / Sleeps 6

        5 Reviews

        $171

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        Coastal Cottage: 3BR Pet-Friendly Pool Home

        3 BR / 2 BA / Sleeps 6 | Quick view
        “ Excellent ” 5 Reviews

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        Reviews

        (5)

        The adorable Coastal Cottage, located in the laid-back city of Anna Maria, is the perfect place to take a totally carefree vacation. The white sand beach of Anna Maria Island and the azure blue waters of the Gulf of Mexico are only a short stroll from this delightful three-bedroom, two-bath vacation rental. An open …
        • Wireless Internet
        • Washing Machine
        • Clothes Dryer
        • A/C or climate control
        • Patio
        • Suitable for children - over five
        • Suitable for the elderly

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        Reviews

        (5)

        Coastal Cottage

        Left on Jul 25, 2013 for a stay in February 2013

        We loved the location. We enjoyed the house, but we did not know it was up for sale until we pulled in the driveway. We had too many requests for viewing which disturbed our visit enough that we decided not to book with you again next year.

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        $221

        3 BR / 3 BA / Sleeps 8

        1 Reviews

        $221

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        Bay View Villa

        3 BR / 3 BA / Sleeps 8 | Quick view
        “ Excellent ” 1 Reviews

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        Reviews

        (1)

        Bay View Villa is a three bedroom, three bath private Key West style island home with bay views; tile and bamboo floors, spacious living room with large open decks, and just a short stroll to Bean Point and Bayfront Park. Very desireable area on the North end of Anna Maria Island. Sleeps upto 8 people. Amenities …
        • Internet Access
        • Washing Machine
        • Clothes Dryer
        • A/C or climate control
        • Central heating
        • Suitable for children

        Details

        Reviews

        (1)

        quiet ,spacious,clean ,lovely position

        Left on Dec 02, 2011 for a stay in November 2011

        everything spot on,between the 2 piers ,both walking distance,2 minutes stroll to the park opposite with the beach ,sea and picnic area,lovely. a clean peacefull area .

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        $240

        3 BR / 3 BA / Sleeps 6

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        LOVESHACK

        3 BR / 3 BA / Sleeps 6 | Quick view

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        Newly Remodeled 3 Bedroom/3 Bath with Queen Master, Queen 2nd Bedroom, and Twin Bunk Bed with Twin Trundle. New Pool and landscape, with a quiet canalfront setting. Located on a quiet dead end street, close to the trolley, the beach, the city pier, and walking distance to Anna Maria shops and restaurants. Amenities…
        • Waterfront
        • Ocean or water views
        • Internet Access
        • Washing Machine
        • Clothes Dryer
        • Pet friendly
        • Suitable for children
        • Suitable for the elderly

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        $257

        3 BR / 2 BA / Sleeps 8

        1 Reviews

        $257

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        OURPLACEBYTHESEA

        3 BR / 2 BA / Sleeps 8 | Quick view
        “ Average ” 1 Reviews

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        Reviews

        (1)

        Beautiful ground level 3 bedroom/2.5 bath home, with a quiet north end location only a block to the beach! There is a King in the master with a private patio, a Queen in the second, twin beds in the third, and a queen sleeper sofa in the sunroom (which has blinds for privacy), all accommodating up to 8 people. …
        • Shared outdoor pool (unheated)
        • A/C or climate control
        • Parking
        • Grill
        • Suitable for children
        • Suitable for the elderly

        Details

        Reviews

        (1)

        Great location, pool

        Left on Jul 01, 2014 for a stay in June 2014

        We had a great time on Anna Maria with our two college-aged sons. This house is very nicely located, and the pool is wonderful. The home was spacious and comfortable for four people. Our main negative was the beds. All of them were uncomfortable with lousy, flimsy, worn-out mattresses. Also, the kitchen was in some regards well-equipped, but lacking in quality and quantity of pots/pans/…

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        $171

        3 BR / 2 BA / Sleeps 7

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        The Beach House

        3 BR / 2 BA / Sleeps 7 | Quick view

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        The Beach House 9308 Gulf Drive Anna Maria, Fl. 34216 Totally updated 3 bedroom 2.5 bath elevated home just six houses from the Gulf of Mexico. French doors and sliders open to your covered wrap-around porches. Listen to the sounds of rustling palms and embrace the gentle gulf breezes while relaxing on your …
        • Internet Access
        • Dishwasher
        • Suitable for children - ask
        • Suitable for the elderly - ask

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        $300

        3 BR / 3 BA / Sleeps 8

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        $300

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        Heron House

        3 BR / 3 BA / Sleeps 8 | Quick view

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        Heron House 213 Elm Ave. Anna Maria, Fl. 34216 Wow, this luxury 3/3 North-end elevated home has it all! Just newly remodeled and ready to go! Just a short walk to it all- the beautiful Gulf beach, the fun and entertainment of Pine Ave. and even walk to the fantastic Sandbar restaurant. The home has approx. 2700 …
        • Internet Access
        • Dishwasher
        • Suitable for children - ask
        • Suitable for the elderly - ask

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        $450

        3 BR / 2 BA / Sleeps 8

        1 Reviews

        $450

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        Serendipity

        3 BR / 2 BA / Sleeps 8 | Quick view
        “ Excellent ” 1 Reviews

        Details

        Reviews

        (1)

        Our home is a Direct Beach Front 3 bedroom- 1 & 1/2 bath residence furnished with all the comforts of home. Panoramic view of the Gulf of Mexico from your soothing beach cottage style home and decor. The living level has a full size kitchen, half bath, great room and dining room in an open floor plan to capture …
        • Waterfront
        • Ocean or water views
        • Internet Access
        • Fireplace
        • Housekeeping Optional
        • Suitable for children
        • Suitable for the elderly

        Details

        Reviews

        (1)

        The house name says it all

        Left on Jan 17, 2014 for a stay in September 2013

        3 nights here and 11 near Disney. Asked the kids what part of the holiday they preferred - "the one with the house on a beach!". For us that said it all. Buckets and spades Vs Mickey Mouse. Who would have believed the winner.
        This place is perfect. Apprehensive with the white interior and kids, but they were always on the beach. It really is a restful retreat for all types - families, couples and…

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        $244

        3 BR / 2 BA / Sleeps 8

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        HAV'ANNA DAYDREAMIN

        3 BR / 2 BA / Sleeps 8 | Quick view

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        Completely Remodeled 3 bedroom/2 bath home with private Heated pool. Beautiful new tile, Granite countertops, all new appliances, and living room overlooking the heated pool. Bright, open kitchen, dining and living area! Sleeps up to 8. 1500 Sq. ft. 204 Archer Way, Anna Maria 3 Bedroom/2Bath Home with Heated Pool…
        • Internet Access
        • Washing Machine
        • Clothes Dryer
        • Outdoor Dining Area
        • A/C or climate control
        • Suitable for children
        • Suitable for the elderly

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        $125

        3 BR / 2 BA / Sleeps 6

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        Sunset Cottage On Rose

        3 BR / 2 BA / Sleeps 6 | Quick view

        Details

        Sunset Cottage on Rose 710 Rose Street Anna Maria, FL 34216 Sunset Cottage on Rose is a beautiful newly renovated Island home located on the prestigious Northern End of Anna Maria Island! Tucked away on a quiet residential street this wonderful property is your home away from home. With just a short walk to the …
          • Suitable for children - ask
          • Suitable for the elderly - ask

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          $240

          3 BR / 2 BA / Sleeps 6

          2 Reviews

          $240

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          ANNA BANANA

          3 BR / 2 BA / Sleeps 6 | Quick view
          “ Excellent ” 2 Reviews

          Details

          Reviews

          (2)

          Great Ground Level 3 Bedroom/2 Bath Home with a Heated Pool located in the quiet north end and just 3 houses to the beach!! King-Sized master bedroom with TV, Queen in the 2nd Bedroom with TV, and Twins in the Third with TV. Cable TV, DVD, and Flat Screen TV in Living Room. High speed Internet, Washer/Dryer, AC, Gas …
          • Internet Access
          • Washing Machine
          • Clothes Dryer
          • Outdoor Dining Area
          • A/C or climate control
          • Suitable for children
          • Suitable for the elderly

          Details

          Reviews

          (2)

          clean, cozy, and close to everything we need!

          Left on Aug 22, 2013 for a stay in July 2013

          Anna Banana house was pristinely clean, well-decorated, cozy, had plenty of room for the 4 of us, and was the most convenient place we have ever stayed on anna Maria Island. It is close to a lovely stretch of beach where we found fewer people and lots of relaxation...not to mention sand dollars, and lovely shells of all sorts. It is convenient to the trolley stops on Pine, and located on a …

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          $129

          3 BR / 2 BA / Sleeps 8

          1 Reviews

          $129

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          Gulfshore Cottage: 3BR Family-Friendly, Block from Beach

          3 BR / 2 BA / Sleeps 8 | Quick view
          “ Excellent ” 1 Reviews

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          Reviews

          (1)

          Your time on Anna Maria Island should be perfectly charming in this classic beach-style cottage perfectly located on the west side of Gulf Drive in the city of Anna Maria. Only steps away from the azure blue waters of the Gulf of Mexico, this unique vacation rental boasts two very large bedrooms with king-sized bed …
          • Wireless Internet
          • Washing Machine
          • Clothes Dryer
          • A/C or climate control
          • Porch
          • Suitable for children
          • Suitable for the elderly

          Details

          Reviews

          (1)

          This is fabulous, spacious and well equipped cottage in a superb location only 3 minutes walk from

          Left on Nov 12, 2014 for a stay in October 2014

          On entering the cottage, the screened porch was a perfect cool place to relax in the evening with a drink or to take morning coffee and watch Anna Maria Island come to life.

          Inside,, was spacious and open plan with a very well equipped and stocked kitchen , and comfortable seating and dining areas,simply decorated in restful paste; tones with 'beach themed' soft furnishings. This carried …

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          $236

          3 BR / 2 BA / Sleeps 8

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          $236

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          BEACHCOMBERS

          3 BR / 2 BA / Sleeps 8 | Quick view

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          Beachcombers is a spacious 3 bedroom/2 bath home with all of the "Old Florida Charm" you could ask for. Situated on Spring Avenue, just a couple of blocks to the Gulf of Mexico on Anna Maria's beautiful north end! Easy walking distance to many shops, restaurants, the Anna Maria City Pier and a short block to the free …
          • Internet Access
          • Washing Machine
          • Clothes Dryer
          • Outdoor Dining Area
          • A/C or climate control
          • Suitable for children
          • Suitable for the elderly

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          $200

          3 BR / 2 BA / Sleeps 6

          1 Reviews

          $200

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          Limelight

          3 BR / 2 BA / Sleeps 6 | Quick view
          “ Excellent ” 1 Reviews

          Details

          Reviews

          (1)

          Limelight 771 Jacaranda Rd. Anna Maria, Fl. 34216 Limelight is a gorgeous newly renovated home, inside and out, located on the prestigious North End of Anna Maria Island. Only a brisk 3 minute walk away from the sandy white beaches, this home offers everything you are looking for in an Island vacation home. …
            • Suitable for children - ask
            • Suitable for the elderly - ask

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            Reviews

            (1)

            Perfect vacation spot

            Left on Jan 11, 2015 for a stay in January 2015

            We loved the location and the house was beautiful and well equipped. It was a perfect place for us to vacation with our three adult children. The kitchen was top notch with beautiful appliances. They also supplied beach towels and towels and all the things necessary for an afternoon on the beach...beach chairs,coolers, umbrella. A big plus were the bikes that were available for us to use. We …

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            $283

            3 BR / 2 BA / Sleeps 6

            2 Reviews

            $283

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            CARIBBEAN SOUL

            3 BR / 2 BA / Sleeps 6 | Quick view
            “ Excellent ” 2 Reviews

            Details

            Reviews

            (2)

            Beautifully remodeled 3 bedroom/2.5 bath home with luxury amenities on the North End of Anna Maria, just 4 houses to Bean Point, one of the quietest beaches on the island, and 2 blocks to the famous Rod & Reel Pier! Private Backyard with Heated Pool, and an open floor plan with vaulted ceilings! Sleeps up to 6. …
            • Internet Access
            • Washing Machine
            • Clothes Dryer
            • Outdoor Dining Area
            • A/C or climate control
            • Suitable for children
            • Suitable for the elderly

            Details

            Reviews

            (2)

            Fabulous getaway

            Left on Sep 28, 2013 for a stay in April 2013

            This was my first trip to anna Marie Island. The area and weather is gorgeous in april. The accommodations are amazing with everything you can possible want or need provided. I would love to make this an annual event.

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            $200

            3 BR / 2 BA / Sleeps 6

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            $200

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            A Snails Place

            3 BR / 2 BA / Sleeps 6 | Quick view

            Details

            A Snails Place 302 Spring Avenue Anna Maria, Fl. 34216 This beautifully decorated 3 bedroom, 2 bath ground level home is just a short walk to the Gulf of Mexico. With it's convenient location on Spring Avenue you are walking distance to historic Pine Avenue! This adorable cottage offers a splash pool (not heated…
            • Outdoor Pool
            • Internet Access
            • Dishwasher
            • Suitable for children - ask
            • Suitable for the elderly - ask

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            $253

            3 BR / 2 BA / Sleeps 8

            1 / 33

            $253

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            HURRICANE HOUSE

            3 BR / 2 BA / Sleeps 8 | Quick view

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            Beautifully redone 3 bedroom/2.5 bath home! Ceramic tile throughout, and brand new open kitchen area with breakfast bar. Beautiful large caged pool area with huge covered patio! Only a block to the beach, the Sandbar Restaurant, Ginny and Jane E's, Rudy's Subs, Feeling Swell and more. Just a few steps away from …
            • Internet Access
            • Washing Machine
            • Clothes Dryer
            • Outdoor Dining Area
            • A/C or climate control
            • Pet friendly
            • Suitable for children
            • Suitable for the elderly

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            $258

            3 BR / 2 BA / Sleeps 6

            1 / 25

            $258

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            White Shell

            3 BR / 2 BA / Sleeps 6 | Quick view

            Details

            Gaze out of your living room to the calming serenity of the canal as you sip on your favorite beverage at this comfortable and spacious home located in the prestigious north end of the island. This beautiful 3 bedroom 2 bath tastefully decorated home is invitingly awaiting your arrival for the vacation of a lifetime…
            • Shared outdoor pool (unheated)
            • Internet Access
            • A/C or climate control
            • Balcony or terrace
            • Fitness Room
            • Suitable for children - ask
            • Suitable for the elderly - ask

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            $200

            3 BR / 2 BA / Sleeps 10

            1 / 14

            $200

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            Las Palmas

            3 BR / 2 BA / Sleeps 10 | Quick view

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            Las Palmas 212 Palm Avenue Anna Maria, Fl. 34216 North-end location just a few minutes walk to Pine Ave and Gulf beaches! This lovely 3 bedroom 2 bath elevated home with private heated pool is situated in the heart of the island, centrally located to everything fun. Comfortable and charming with a Southern-style …
            • Outdoor Pool
            • Internet Access
            • Dishwasher
            • Suitable for children - ask
            • Suitable for the elderly - ask

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            $190

            3 BR / 2 BA / Sleeps 6

            1 / 14

            $190

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            Dolphin Dreams

            3 BR / 2 BA / Sleeps 6 | Quick view

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            Dolphin's Dream 855 North Shore Drive Anna Maria, Fl. 34216 Dolphin's Dream is a totally updated Florida beach house ideal for those who want Old Florida charm with updated decor. This 3 bedroom 2 bath ground level home is a short walk to the Rod-n-Reel Pier and Bean Point on the Gulf of Mexico. Incredible views of…
            • Internet Access
            • Dishwasher
            • Suitable for children - ask
            • Suitable for the elderly - ask

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            $272

            3 BR / 3 BA / Sleeps 8

            1 Reviews

            $272

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            Canal Place

            3 BR / 3 BA / Sleeps 8 | Quick view
            “ Excellent ” 1 Reviews

            Details

            Reviews

            (1)

            Canal Place is a restored three bedroom, three bath Old Florida island home with a pool and hot tub; neutral and relaxing decor with a spacious living room and just a short stroll to the white sand beaches if Anna Maria. Direct waterfront with beautiful canal views. Sleeps upto 8 people. Amenities Include: Full …
            • Waterfront
            • Ocean or water views
            • Hot Tub/Jacuzzi
            • Internet Access
            • Washing Machine
            • Suitable for children
            • Suitable for the elderly

            Details

            Reviews

            (1)

            Great house for a family beach vacation!

            Left on Oct 30, 2013 for a stay in October 2013

            We stayed here for a week in October with seven of us and had a great time! The house was incredibly well equipped-the kitchen was stocked with lots of plates, bowls, glasses, pans, etc. which is really helpful when there are seven of us eating together everyday and there are lots of beach towels, beach chairs, and various other beach supplies right there. We used the bikes every day and it was …

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            $189

            3 BR / 2 BA / Sleeps 7

            8 Reviews

            $189

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            BON AMI: 3BR Family- and Pet-Friendly Pool Home

            3 BR / 2 BA / Sleeps 7 | Quick view
            “ Excellent ” 8 Reviews

            Details

            Reviews

            (8)

            BON AMI will be your "good friend" after a vacation stay. Located on the north end of Anna Maria Island and a short distance to Bean Point, this heated pool stilt home will beckon you back year after year! Beautifully decorated, this three-bedroom, two-bath vacation rental is spacious, airy, and open. Granite …
            • Wireless Internet
            • Washing Machine
            • Clothes Dryer
            • A/C or climate control
            • Patio
            • Pet friendly
            • Suitable for children - over five
            • Suitable for the elderly - ask

            Details

            Reviews

            (8)

            This was a return home for our family without any of the stress

            Left on Jul 24, 2013 for a stay in July 2013

            Coastal Cottages aMI staff is the best! The rental was truly more than we could have hoped for with central access to the Bay, Coast and lazy shopping. The North Shore is the only place we ever wish to return.

            The BON aMI home was just that, we needed for nothing during our stay. The freedom to kick our feet up, fish, swim, explore is all right there. This is what I remember of my childhood …

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            $214

            3 BR / 2 BA / Sleeps 6

            1 / 23

            $214

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            Life is Good at the Beach: 3BR Family/Pet-Friendly

            3 BR / 2 BA / Sleeps 6 | Quick view

            Details

            Life is Good at the Beach, located on the north end of Anna Maria Island, is a fantastic place to start your vacation. This three-bedroom, two-bath, vacation rental is just a five minute walk to the beautiful north end beaches near Bean Point and two blocks to the Rod & Reel Pier. The extra-large screened porch …
            • Internet Access
            • Washing Machine
            • Clothes Dryer
            • A/C or climate control
            • Porch
            • Pet friendly
            • Suitable for children - over five
            • Suitable for the elderly - ask

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            $229

            3 BR / 2 BA / Sleeps 6

            1 / 17

            $229

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            Casa Allegria

            3 BR / 2 BA / Sleeps 6 | Quick view

            Details

            Casa Allegria is just perfect! Beautiful cool beachy colors throughout and only a short walk from the beach. This spacious 3 bedroom, 2 bath ground level home is located in the most sought after area on Anna Maria Island! Close to Pine Avenue, trolley stops, and the SandBar Restaurant. Come and enjoy the island life…
            • Suitable for children
            • Suitable for the elderly

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            $171

            3 BR / 2 BA / Sleeps 8

            6 Reviews

            $171

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            Mangoes on Magnolia: 3BR Classic Beach Home w/Pool

            3 BR / 2 BA / Sleeps 8 | Quick view
            “ Excellent ” 6 Reviews

            Details

            Reviews

            (6)

            Location, location, location. Welcome to the quaint and quiet north end of Anna Maria Island! This classic AMI elevated, open floor plan vacation rental boasts three bedrooms and two baths with plenty of room for a large family or group to spread out and relax! Two queen-size beds, a full-size bed, a futon and two …
            • Spa/Whirlpool
            • Wireless Internet
            • Washing Machine
            • Clothes Dryer
            • Outdoor Dining Area
            • Suitable for children - over five
            • Suitable for the elderly - ask

            Details

            Reviews

            (6)

            Did not want to leave

            Left on Jan 02, 2014 for a stay in December 2013

            Beautiful house and very close to the beach. Back yard area with pool and spa is tropical and relaxing. The town of anna Maria is quiet, which is what we wanted but there are also several local bars and restaurants within walking distance when nightlife is in demand. Definitely visit Sand Bar for the sunset...spectacular! We loved staying here and did not want to leave. We were also impressed …

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            $178

            3 BR / 2 BA / Sleeps 6

            1 / 34

            $178

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            La Vie en Rose 616 Rose St

            3 BR / 2 BA / Sleeps 6 | Quick view

            Details

            Welcome to "La Vie en Rose"" located at 616 Rose Street on the northern end of beautiful Anna Maria Island. This lovely three bedroom and two bath vacation rental features all that you will need to stay a week or a month! Feel the breezes through the screened lanai or lounge by the new heated pool located in the back …
            • Shared outdoor pool (unheated)
            • Internet Access
            • Parking
            • Dishwasher
            • Pet friendly
            • Suitable for children - ask
            • Suitable for the elderly - ask

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            $128

            3 BR / 2 BA / Sleeps 8

            1 / 26

            $128

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            316 Hardin Ave

            3 BR / 2 BA / Sleeps 8 | Quick view

            Details

            This newly remodeled and updated island vacation rental duplex is just a stroll to the Gulf of Mexico and our beautiful sunsets. This home has been decorated to make you feel like you were in Key West. This unique unit is actually two separate living spaces that adjoin in the center. Offering two separate full …
            • Shared outdoor pool (unheated)
            • Internet Access
            • Parking
            • Dishwasher
            • Pet friendly
            • Suitable for children - ask
            • Suitable for the elderly - ask

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            $214

            3 BR / 2 BA / Sleeps 6

            3 Reviews

            $214

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            LaRaya-801 Jacaranda

            3 BR / 2 BA / Sleeps 6 | Quick view
            “ Excellent ” 3 Reviews

            Details

            Reviews

            (3)

            801 Jacaranda located just two blocks from Bean Point on beautiful Anna Maria Island, FL. This recently totally remodeled home offers designer features throughout and upscale furnishings. There are 3 bedrooms and 2 bathrooms with large living room and dining area. The kitchen has an open floor plan so the whole family…
            • Shared outdoor pool (unheated)
            • Internet Access
            • Parking
            • Dishwasher
            • Pet friendly
            • Suitable for children - ask
            • Suitable for the elderly - ask

            Details

            Reviews

            (3)

            Our summer vacation---Relaxing, Fun, Awesome!!!

            Left on Jul 22, 2013 for a stay in June 2013

            Check in was fast and easy. The home was spacious and very clean. It was very nicely decorated and in an updated manner. The pool was very nice as well as the surrounding patio area. The location is awesome, we stayed at the house next door last summer so we knew we wanted to rent in this area again. We love anna Maria Island and will return again next summer.

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            $215

            3 BR / 2 BA / Sleeps 8

            1 / 15

            $215

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            Sweet Retreat Cottage-748 NoSh

            3 BR / 2 BA / Sleeps 8 | Quick view

            Details

            Right across from the beach! This new ground level home awaits you and your family for a wonderful vacation. Enjoy everything from the heated pool to the soft sand beaches of Anna Maria Island. Everything is new and top of the line for your all of your holiday needs. This is a well sought after location on the quiet …
            • Shared outdoor pool (unheated)
            • Internet Access
            • Parking
            • Dishwasher
            • Suitable for children - ask
            • Suitable for the elderly - ask

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            $100

            3 BR / 2 BA / Sleeps 8

            4 Reviews

            $100

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            Maple Cottage-120 Maple

            3 BR / 2 BA / Sleeps 8 | Quick view
            “ Very Good ” 4 Reviews

            Details

            Reviews

            (4)

            Great ground level home on Maple Ave in Anna Maria CIty. West of Gulf Drive with no busy roads to cross. Three bedrooms and two baths. Extra bonus sun room off new deck perfect for a cookout. Kitchen is large enough to try your hand at island cusine, yet the Sandbar Restaurant is just up the street as well! …
            • Internet Access
            • Parking
            • Dishwasher
            • Suitable for children - ask
            • Suitable for the elderly - ask

            Details

            Reviews

            (4)

            One of our best family vacations ever!

            Left on Jul 24, 2008 for a stay in June 2008

            We had a wonderful time during our vacation to AMI. One of the things that made our vacation so enjoyable was our unit. With 3BRs, a huge kitchen, top of the line decor and tons of living space the condo was definately top notch. The beach was absolutely beautiful and the trolley made getting around the island easy. We definately plan to return for another wonderful vacation next year. The Atwell…

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            $360

            3 BR / 8 BA / Sleeps 6

            6 Reviews

            $360

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            619 Rose - Dream Maker

            3 BR / 8 BA / Sleeps 6 | Quick view
            “ Excellent ” 6 Reviews

            Details

            Reviews

            (6)

            Absolutely stunning in every way! This ultimate luxury beach vacation rental home is for relaxing with family and friends at the highly coveted north end of Anna Maria Island. It's just a short stroll from Bean Point beach and an easy walk to the Rod & Reel and City piers for fishing, dining or strolling. This …
            • Shared outdoor pool (unheated)
            • Internet Access
            • Parking
            • Dishwasher
            • Suitable for children - ask
            • Suitable for the elderly - ask

            Details

            Reviews

            (6)

            Really liked this house

            Left on Oct 08, 2009 for a stay in March 2009

            Our family really enjoyed this house. The house was very comfortable - all
            the furnishings were new and we really like the way it was decorated -
            beachy but not overdone. The kitchen was well equipped - good
            appliances, large fridge and plenty of storage. The beds were very
            comfortable and it was very convenient that each bedroom had its own
            washroom and tons of closet space . The salt …

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            $192

            3 BR / 2 BA / Sleeps 8

            7 Reviews

            $192

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            Willow Cottage - 108 Willow

            3 BR / 2 BA / Sleeps 8 | Quick view
            “ Excellent ” 7 Reviews

            Details

            Reviews

            (7)

            Welcome to Willow Cottage located West of Gulf Dr at 108 Willow and on beautiful Anna Maria Island.This lovely ground level Anna Maria Island beach bungalow awaits you for the vacation you deserve! This rental home is stylishly decorated with touches of both new and old Florida. Rare and highly desirable three bedroom…
            • Shared outdoor pool (unheated)
            • Internet Access
            • Parking
            • Dishwasher
            • Pet friendly
            • Suitable for children - ask
            • Suitable for the elderly - ask

            Details

            Reviews

            (7)

            Fabulous relaxing getaway!

            Left on Jul 24, 2008 for a stay in June 2008

            The house on Willow Ave. was the cutest little house on the outside. Once you get inside, however you discover a very spacious home. The backyard was wonderful with a bbq, lawn chairs, and the most beautiful smelling flowering tree. It took us only 2 minutes to walk from the front door of the house to the clear warm water of the beach. The house was stocked with EVERYTHING you could possibly need…

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            $180

            3 BR / 2 BA / Sleeps 6

            1 / 30

            $180

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            Heavenly Holly-721 Holly Road

            3 BR / 2 BA / Sleeps 6 | Quick view

            Details

            Welcome to 721 Holly Road located on the northern end of beautiful Anna Maria Island. This lovely single family elevated three bedroom and two bath vacation rental features all that you will need to stay a week or a month! Feel the breezes through the screened lanai or lounge by the new heated pool & spa overlooking …
            • Shared outdoor pool (unheated)
            • Internet Access
            • Parking
            • Dishwasher
            • Pet friendly
            • Suitable for children - ask
            • Suitable for the elderly - ask

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            $294

            3 BR / 2 BA / Sleeps 8

            1 / 26

            $294

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            Paradise Pointe 411 Poinsettia

            3 BR / 2 BA / Sleeps 8 | Quick view

            Details

            Paradise Pointe located in the quiet north end of beautiful Anna Maria awaits the vacationer in you. This picture perfect ground level three bedroom two bathroom vacation rental single family home is located on a lagoon canal and has a private heated pool & spa. Also, it is about 2 blocks to the Bean Pt and the best …
            • Shared outdoor pool (unheated)
            • Internet Access
            • Parking
            • Dishwasher
            • Suitable for children - ask
            • Suitable for the elderly - ask

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            $250

            3 BR / 4 BA / Sleeps 8

            1 / 35

            $250

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            HoneyWood House 243 Willow

            3 BR / 4 BA / Sleeps 8 | Quick view

            Details

            Living at the beach is like living anywhere else except it's BETTER in almost every way imaginable! You will enjoy the morning sun as it rises over the dock & canal and floods the living room with light. Experience it for yourself in 243 Willow Ave, Anna Maria Island. This beautiful 3 bedroom, den and 4 full …
            • Shared outdoor pool (unheated)
            • Internet Access
            • Parking
            • Dishwasher
            • Suitable for children - ask
            • Suitable for the elderly - ask

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            $136

            3 BR / 2 BA / Sleeps 9

            1 Reviews

            $136

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            Sandy's Getaway-122 Peppertree

            3 BR / 2 BA / Sleeps 9 | Quick view
            “ Excellent ” 1 Reviews

            Details

            Reviews

            (1)

            Three Bedroom elevated recently renovated private home. This property in Anna Maria City and West of Gulf Drive! Gorgeous outdoor elevated covered deck is a perfect spot to relax and let your cares be whisked away by the Gulf Breezes. Just a few hundred steps from the Gulf of Mexico with no streets to cross. Just …
            • Internet Access
            • Parking
            • Dishwasher
            • Pet friendly
            • Suitable for children - ask
            • Suitable for the elderly - ask

            Details

            Reviews

            (1)

            Anna Maria Island - A Fantastic Summer Destination

            Left on Jul 15, 2014 for a stay in July 2014

            Where do I start! First, if you live anywhere near central Florida, this is one of those magical FL west coast places you must visit. A little, secluded, but quaint paradise just a couple hours away from Orlando. Second, the beaches are second to none; white sugar-like sand with a perfect relaxed shore, ideal for bathing and just relax. This time of year, the water is WARM - about 80F on average…

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            $114

            3 BR / 2 BA / Sleeps 8

            1 / 21

            $114

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            North Shore Cottage-871 NShore

            3 BR / 2 BA / Sleeps 8 | Quick view

            Details

            Welcome to 871 No Shore guest cottage. Enjoy the feel of "old Florida" with this charming split level 3 bedroom 2 bathroom accommodations located behind the main house. Great bayfront location with direct access to bay. Feel free to walk along the main house with easy access to the Bay beach on Tampa Bay. This …
            • Internet Access
            • Parking
            • Dishwasher
            • Pet friendly
            • Suitable for children - ask
            • Suitable for the elderly - ask

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            $136

            3 BR / 2 BA / Sleeps 6

            1 / 19

            $136

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            Casa Campoamor 11107 Gulf Dr.

            3 BR / 2 BA / Sleeps 6 | Quick view

            Details

            Steps to the beach - "Old Florida" beach cottage located at 11107 Gulf Drive, Anna Maria, Anna Maria Island, FL -- (3) Bed: (2 ) Bath: Accommodates up to (6) people: 2 Kings 1 Queen, Adorable three bedroom and two bath beach cottage rental so close to the beach you can smell the salt air. The sugar sand beach is only…
            • Shared outdoor pool (unheated)
            • Internet Access
            • Dishwasher
            • Suitable for children - ask
            • Suitable for the elderly - ask
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