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$274

4 BR / 2 BA / Sleeps 8

6 Reviews

$274

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HAWAIIAN PUNCH

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

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(6)

Beautiful, cheerful and tropucal 4 bedroom/2 bath home with beautiful new furnishings throughout! Comfortable and roomy with split floor plan (two bedrooms on each side!). Ceramic tile throughout, beautiful open kitchen area with breakfast bar and granite countertops. The living room opens up onto a large paver deck …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly

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(6)

Best vacation ever!

Left on Aug 02, 2013 for a stay in May 2013

This was our "family come together" vacation as we live in 4 different locations. We loved our rental house because it offered everything we needed - enough accommodations, pool, fenced in yard, dock access to canal, and absolutely perfect location as to proximity to shops, pier, and beach. It also helped that we had the best weather ever! It seems that every time we talk to any of our kids, …

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$608

9 BR / 6 BA / Sleeps 26

5 Reviews

$608

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Blue Dolphin Inn - all units

9 BR / 6 BA / Sleeps 26 | Quick view
“ Excellent ” 5 Reviews

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Reviews

(5)

The Blue Dolphin Inn, located at 780 Jacaranda and 404 Alamanda in the tranquil City of Anna Maria features four units surrounding a tropical heated pool with tiki huts, grills, rooftop observation decks and loads of charm. Each unit has its own private patio and gas grill for an evening of relaxation. Every …
  • 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

(5)

Fun and relaxing family vacation spot

Left on Aug 03, 2012 for a stay in July 2012

First time we have done this kind of vacation and it turned out wonderful! This was a great location for our family get together. Each unit complete with home style living to allow personal space as well as be able to host other family from ajoining units for visits. Our family from ms, SC, IL, and FL enjoyed the space and the private fence that included a pool as well as tiki bar! 2 blocks …

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$300

4 BR / 3 BA / Sleeps 14

1 Reviews

$300

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Ocean Walk

4 BR / 3 BA / Sleeps 14 | Quick view
“ Excellent ” 1 Reviews

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Reviews

(1)

Ocean Walk 117 Willow Avenue Anna Maria Island, Fl 34216 Ocean Walk is a brand new private home that is now ready for rental! The style of the home offers a very attractive roof line with steep pitches, lots of balconies and being located West of Gulf drive there are no busy roads to cross and only a 1 minute …
    • Suitable for children - ask
    • Suitable for the elderly - ask

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    Reviews

    (1)

    Perfect introduction to anna Maria island!

    Left on Mar 15, 2015 for a stay in March 2015

    Everything in this house is top notch. We've rented lots of places in Florida, but this one is beautiful. Everything is brand new, furniture is all good quality, bedding is great. Everything is so pretty. A lot of thought and care went into decorating the house, from accents to furnishings to patio furniture. Televisions in every bedroom, plus family room and pool area. Yes, there's a tv outside…

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    $290

    5 BR / 3 BA / Sleeps 12

    6 Reviews

    $290

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    Gorgeous views,spectacular home!

    5 BR / 3 BA / Sleeps 12 | Quick view
    “ Excellent ” 6 Reviews

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    Reviews

    (6)

    WELCOME TO ALL DECKED OUT! Whether getting away for a family vacation, with a group of friends, for a wedding or any other occasion, our gorgeous 5 Bedroom home offers everything you could want for a relaxing holiday on Anna Maria Island.... with incredible views of the Bay! Sit by the tropical courtyard garden, …
    • Ocean or water views
    • Internet Access
    • Washing Machine
    • Clothes Dryer
    • Outdoor Dining Area
    • Pet friendly
    • Suitable for children
    • Suitable for the elderly - ask

    Details

    Reviews

    (6)

    A week of Bliss!

    Left on Jan 09, 2014 for a stay in May 2013

    We were able to spend a week of absolute delight, fun and relaxation. The rooms are large (huge master bedroom). Flat screens in every room, Ipod docking stations everywhere, plenty of everything and large living areas. Yet the best were the views for the decks. The location is perfect. We will definitely return regardless of whether or not 5 bedrooms are needed!

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    $243

    4 BR / 3 BA / Sleeps 8

    1 Reviews

    $243

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    North Shore Villa Anna Maria

    4 BR / 3 BA / Sleeps 8 | Quick view
    “ Very Good ” 1 Reviews

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    Reviews

    (1)

    NORTH SHORE VILLA 904 North Shore Drive Anna Maria Welcome to North Shore Villa. This luxury Key West style home has it all. Expansive bay views, private heated pool, extra large master suite with a double shower and Jacuzzi tub, fresh and modern decor, two large balconies, indoor sitting area off the pool, and 2 …
      • Suitable for children
      • Suitable for the elderly - ask

      Details

      Reviews

      (1)

      Great house- Poor Management

      Left on Jan 05, 2015 for a stay in December 2014

      In August I reserved N. Shore house for 2 weeks - Our family's Christmas- 6 adults. Final deposit due early December. The Home is as described-- very beautiful, casual feel, plenty of room, so clean and well kept. Loved It!

      On the 1st Monday of our trip a construction crew pulled up to house next door. (Scaffolding and construction limber etc was already on the property.) There were 5-7 …

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      $209

      4 BR / 3 BA / Sleeps 8

      Pelican Villa - Anna Maria vacation rentals
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      Pelican Villa

      4 BR / 3 BA / Sleeps 8 | Quick view

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      Pelican Villa 214 Magnolia Avenue Anna Maria, Fl. 34216 Pelican Villa is a newly constructed home on the prestigious north end of Anna Maria Island. You will find 4 bedrooms and 3 full bathrooms in this property. This building is an elevated home with a large covered patio area and a private heated pool, …
      • Outdoor Pool
      • Internet Access
      • Dishwasher
      • Suitable for children - ask
      • Suitable for the elderly - ask

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      $214

      4 BR / 3 BA / Sleeps 8

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      $214

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      Sundown South

      4 BR / 3 BA / Sleeps 8 | Quick view

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      Sundown South 300 N. Shore Unit A Anna Maria, Fl. 34216 This is a one of a kind brand new construction on Anna Maria Island. Sundown South has 4 bedrooms and 3 full baths and a private heated pool. Located on a beautiful lake on the prestigious North Shore Drive and only a very short walk to famous Pine Ave. It…
      • Private Pool
      • High Speed Internet
      • Patio
      • Television
      • DVD Player
      • Suitable for children - ask
      • Suitable for the elderly - ask

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      $209

      4 BR / 4 BA / Sleeps 8

      1 Reviews

      $209

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      Sunchase Villa

      4 BR / 4 BA / Sleeps 8 | Quick view
      “ Very Good ” 1 Reviews

      Details

      Reviews

      (1)

      Sunchase Villa 302 Gulf Blvd Anna Maria, Fl. 34216 Sunchase Villa is a true Old Florida, ground level beach cottage nestled on the north end of Anna Maria Island only a short walk to restaurants and shopping. There are fantastic Gulf Views from this well-appointed 4 bedroom, 4.5 bath private home directly across…
      • Internet Access
      • Suitable for children - ask
      • Suitable for the elderly - ask

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      Reviews

      (1)

      Great location but property needs some improvements

      Left on Dec 15, 2014 for a stay in December 2014

      The location of this house is great---right on the beach and close to many restaurants! The house is roomy and nicely furnished, including multiple TVs for anyone who is interested. The screened-in porch looking out on the water is a real plus! However, the house needs some serious work. Many of the windows did not open, the kitchen cabinet doors kept falling open, one bathroom drain was clogged…

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      $330

      5 BR / 3 BA / Sleeps 14

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      Villa Del Sol

      5 BR / 3 BA / Sleeps 14 | Quick view

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      Villa Del Sol 211 Chilson Avenue Anna Maria, FL 34217 This is an exquisite, newly remodeled 5 bedroom, 3 bath ground level home with available boat dock. Inside the home you will find quality furnishings with a Caribbean decor. The open floor plan provides the perfect space for spending time together or …
      • Outdoor Pool
      • Internet Access
      • Dishwasher
      • Suitable for children - ask
      • Suitable for the elderly - ask

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      $343

      4 BR / 3 BA / Sleeps 10

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      LA HACIENDA

      4 BR / 3 BA / Sleeps 10 | Quick view

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      Located in the heart of Anna Maria, a gorgeous and spacious Mediterranean style 4 Bedroom/3 Bath Home with a Heated Pool in a very private and peaceful setting. Only steps to Pine Avenue shopping and Trolley Stop, 2 blocks to the Beach, and walking distance to the Pier. The open floor plan features granite countertops…
      • 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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      $360

      5 BR / 3 BA / Sleeps 16

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      $360

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      Willow Beach House

      5 BR / 3 BA / Sleeps 16 | Quick view

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      Willow Beach House 211 Willow Avenue Anna Maria, Fl 34216 Willow Beach House is a beautiful, bright and airy 5 bedroom and 3.5 bathroom private home, located on the prestigious North-end of Anna Maria. Only a block away from the stunning white sand beaches, this newly renovated canal front home offers a private …
        • Suitable for children - ask
        • Suitable for the elderly - ask

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        $300

        5 BR / 4 BA / Sleeps 12

        1 Reviews

        $300

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        Villa Marianne

        5 BR / 4 BA / Sleeps 12 | Quick view
        “ Excellent ” 1 Reviews

        Details

        Reviews

        (1)

        Villa Marianne 111 Maple Ave. Anna Maria, Fl. 34216 Wow, you just can't say enough great things about this beautiful beach villa! This 5 bedroom, 4 bathroom home so close to the beach- no more than a 1 minute stroll and located on the prestigious North end of the island. Every room is exquisite- decorated to …
        • Outdoor Pool
        • Internet Access
        • Dishwasher
        • Suitable for children - ask
        • Suitable for the elderly - ask

        Details

        Reviews

        (1)

        Awesome place to stay!!

        Left on Mar 22, 2015 for a stay in March 2015

        We just returned from our week long stay at Villa Marianne and couldn't be happier. We were two families- mine and my cousin and hers. 4 adults total, and 5 kids ages 8,6, 4,3, and 1. First of all, you are just a short walk to a lovely stretch of beach. At the end of the street there is a short path. And since it isn't a public access area, there aren't that many people- even during crowded …

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        $145

        4 BR / 2 BA / Sleeps 8

        2 Reviews

        $145

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        Whispering Winds

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

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        Reviews

        (2)

        Whispering Winds 210 Sycamore Avenue Anna Maria, Fl 34216 Key West style 4 bedroom, 2 bath home just a short walk from the Gulf of Mexico. This home offers private heated pool, three covered decks overlooking pool, BBQ grill, two car garage, cathedral ceilings, tile, carpet, open floor plan with large kitchen…
        • Outdoor Pool
        • Internet Access
        • Dishwasher
        • Suitable for children - ask
        • Suitable for the elderly - ask

        Details

        Reviews

        (2)

        Can't wait to go BACK!

        Left on May 13, 2014 for a stay in March 2014

        We stayed at Whisper Winds,3 houses to the wonderful White Sand... Great house with 4 bdrm ,heated pool, great location with plenty of room for Family Vacation.. This is our 2nd trip to AnnaMaria. So many quaint shops,be sure you visit the fresh donuts shop..get their early their worth the wait. The north end is great if your traveling with small kids. Bring your bikes or rent them their.. So …

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        $379

        6 BR / 3 BA / Sleeps 17

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        $379

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        Grande Haven

        6 BR / 3 BA / Sleeps 17 | Quick view

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        Grande Haven 804 North Shore Dr. Anna Maria, Fl. 34216 Grande Haven is a spectacular example of high architecture, fine design and custom finishing at its best. This home was designed by the award winning Gene Leedy, combining the use of pre-stressed concrete, contemporary architecture and a splash of British East…
        • High Speed Internet
        • Patio
        • Television
        • DVD Player
        • Suitable for children - ask
        • Suitable for the elderly - ask

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        $350

        5 BR / 4 BA / Sleeps 12

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        $350

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        Villa La Concha

        5 BR / 4 BA / Sleeps 12 | Quick view

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        Villa La Concha 113 Maple Avenue Anna Maria, Fl 34216 Villa La Concha is a stunning brand new elevated and luxury Island home located on the prestigious Northern end of Anna Maria Island. This lovely home is located West of Gulf Drive and just 1 minute stroll down the street from a direct beach access to the Gulf …
          • Suitable for children - ask
          • Suitable for the elderly - ask

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          $250

          4 BR / 4 BA / Sleeps 10

          1 / 25

          $250

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          Island Dream

          4 BR / 4 BA / Sleeps 10 | Quick view

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          Island Dream 157 Crescent Drive Anna Maria, FL 34216 An exceptional property with glorious views of the Sunshine Skyway Bridge from its entrance, this beautiful, newly built and elegantly furnished four bedroom and four bathroom home on the desirable north end of Anna Maria is situated in a quiet residential …
          • Private Pool
          • High Speed Internet
          • Patio
          • Television
          • DVD Player
          • Suitable for children - ask
          • Suitable for the elderly - ask

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          $343

          4 BR / 4 BA / Sleeps 11

          2 Reviews

          $343

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          HAV'ANNA HIDEAWAY

          4 BR / 4 BA / Sleeps 11 | Quick view
          “ Excellent ” 2 Reviews

          Details

          Reviews

          (2)

          When you 'have anna maria' on your mind, you'll want 'hav'anna hideaway' for your vacation home. This newly constructed 4 bedroom, 4 bath home is located just one short block to the beautiful and sparkling gulf beach. The main floor of the home consists of an open concept living room, kitchen with breakfast bar …
          • Internet Access
          • Washing Machine
          • Clothes Dryer
          • Outdoor Dining Area
          • A/C or climate control
          • Suitable for children
          • Suitable for the elderly

          Details

          Reviews

          (2)

          Fantastic Family vacation

          Left on Aug 02, 2013 for a stay in June 2013

          We rented Hava'nna Hideaway in June 2013. It was the first family vacation for all ten of us. The house was very clean and roomy so we didn't feel hemmed in. We cooked most of our meals and used the BBQ grill outside a lot. It's about a block from the beach but they provide a beach wagon to haul your stuff. We loved the small pool outside and we used it a lot just sitting around talking and …

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          $317

          4 BR / 3 BA / Sleeps 9

          2 Reviews

          $317

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          TOES IN THE WATER

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

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          Reviews

          (2)

          Newly remodeled, 4 bedroom/3 bath home, just 90 Steps to the beach, with a large private HEATED pool! Quiet setting in the beautiful north end of Anna Maria, and located west of Gulf Drive for easy beach access with no streets to cross. Easy walking distance to many shops and restaurants, and less than a block to …
          • Internet Access
          • Washing Machine
          • Clothes Dryer
          • Outdoor Dining Area
          • A/C or climate control
          • Suitable for children
          • Suitable for the elderly

          Details

          Reviews

          (2)

          Great location, adorable and clean!

          Left on Oct 27, 2013 for a stay in January 2013

          My parent rented this house when they came to visit last winter. We stayed for a week in late January(?) to early Feb and my 3 year old son still asks to go back.

          Personally I think that speaks volumes as 1. He is young 2. We have stayed/visited some amazing places since then. He doesn't ask to go to Disney World, he wants to go to 'his' beach house.

          It may look small from the front, but it …

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          $250

          4 BR / 2 BA / Sleeps 10

          1 / 15

          $250

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          Cabana Breeze

          4 BR / 2 BA / Sleeps 10 | Quick view

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          Cabana Breeze 511 Spring Avenue Anna Maria Island, Fl 34217 Cabana Breeze is a newly and completely renovated 4 bedroom 2 bathroom home with multiple outdoor shaded living areas, a large lot, and a brand new custom pool and pool-side cabana. This gorgeous home is located on the prestigious north end of Anna Maria …
            • Suitable for children - ask
            • Suitable for the elderly - ask

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            $250

            4 BR / 3 BA / Sleeps 10

            1 / 22

            $250

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            Bay View

            4 BR / 3 BA / Sleeps 10 | Quick view

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            Bay View 804 South Bay Blvd. Anna Maria, Fl 34216 Stunning Bay views and white sandy beaches are literally at your doorstep at Bay View. This spacious, well-equipped four bedroom, three-bath ground-level property provides all the comforts of home in an ideal beach setting. It has been recently completely …
            • Internet Access
            • Dishwasher
            • Suitable for children - ask
            • Suitable for the elderly - ask

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            $209

            4 BR / 3 BA / Sleeps 8

            1 / 19

            $209

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            Casa Muratti

            4 BR / 3 BA / Sleeps 8 | Quick view

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            Casa Muratti 210 Palmetto Avenue Anna Maria Fl. 34216 This is an exceptional 4 bedroom 3.5 bath Mediterranean style home just a short walk to the Gulf of Mexico. With its modern decor and bright open floor plan this home is perfect for your vacation getaway! There is a private heated pool and a large covered patio …
            • Outdoor Pool
            • Internet Access
            • Dishwasher
            • Suitable for children - ask
            • Suitable for the elderly - ask

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            $309

            4 BR / 3 BA / Sleeps 8

            2 Reviews

            $309

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            NORTH END CHIC

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

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            Reviews

            (2)

            Beautiful, Brand New, Ground Level 4 bedroom/3 bath home, just around the corner from the Rod & Reel Pier, Bayfront Park, and just a couple of blocks to Fabulous Bean Point Beaches and Sunsets. Beautiful back yard with Heated Pool surrounded by a large paver deck and beautiful outdoor lounging area by pool. Open …
            • Internet Access
            • Washing Machine
            • Clothes Dryer
            • Outdoor Dining Area
            • A/C or climate control
            • Suitable for children
            • Suitable for the elderly

            Details

            Reviews

            (2)

            Slice of heaven

            Left on Oct 06, 2013 for a stay in October 2013

            This was our sixth visit to anna Maria Island and by far the best because of the house. It was wonderful in every way possible, immaculate, beautifully decorated, comfortable beds and quiet. Ami accommodations are easy to work with and very quick to answer my questions prior to arriving and when we checked in. We went to the Rod and Reel for supper one night which as always was excellent and went…

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            $350

            5 BR / 3 BA / Sleeps 15

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            $350

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            Lighthouse Lagoon

            5 BR / 3 BA / Sleeps 15 | Quick view

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            Lighthouse Lagoon 508 Spring Avenue Anna Maria, Fl. 34216 Lighthouse Lagoon is a beautifully updated 5 bedroom, 3 bathroom Island home located on Spring Street on the North-end of Anna Maria Island. The rear of the house backs up to outstanding Pine Avenue with it's quaint shops, wonderful restaurants and of …
            • Private Pool
            • High Speed Internet
            • Patio
            • Television
            • DVD Player
            • Suitable for children - ask
            • Suitable for the elderly - ask

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            $209

            4 BR / 3 BA / Sleeps 10

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            $209

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            Sundown North

            4 BR / 3 BA / Sleeps 10 | Quick view

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            Sundown North 300 N. Shore Dr. - Unit B Anna Maria, Fl. 34216 Sundown North- a unique water front property that has 4 bedrooms, 3 bathrooms and a private heated pool one block to Pine Ave. It sleeps up to 8 guests in beds and 10 total. Sundown North also has a separate living room upstairs with large TV and …
            • Private Pool
            • High Speed Internet
            • Patio
            • Television
            • DVD Player
            • Suitable for children - ask
            • Suitable for the elderly - ask

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            $300

            5 BR / 3 BA / Sleeps 10

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            $300

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            Whitecaps

            5 BR / 3 BA / Sleeps 10 | Quick view

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            Whitecaps 749 Jacaranda Anna Maria, FL 34217 Whitecaps is a luxury tropical island style 5 bedroom, 3.5 bathroom home located at the prestigous north end of Anna Maria Island. This home sits only 1 block in from the Gulf beaches and is only about a 1 minute stroll over to the water. It has wonderful views of…
            • Outdoor Pool
            • Dishwasher
            • Suitable for children - ask
            • Suitable for the elderly - ask

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            $250

            5 BR / 3 BA / Sleeps 12

            1 / 22

            $250

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            Tortuga Bay

            5 BR / 3 BA / Sleeps 12 | Quick view

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            Tortuga Bay 9405 Gulf Dr. Anna Maria, FL 34216 This one is extraordinary! Tortuga Bay is a completely renovated, ground level, 5 bedroom property that has one of the most outstanding tropical pools on the island- featuring a theme-park style water-slide! Located in the prestigious city of Anna Maria, it is the…
            • Heated Pool
            • High Speed Internet
            • Patio
            • Television
            • DVD Player
            • Suitable for children - ask
            • Suitable for the elderly - ask

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            $450

            5 BR / 4 BA / Sleeps 10

            1 / 26

            $450

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            The Big Yellow House

            5 BR / 4 BA / Sleeps 10 | Quick view

            Details

            The Big Yellow House on Pine 104 Pine Avenue Anna Maria Fl. 34216 This home is one of a handful of very select rental properties on the island- direct Gulf front with a private heated pool! It has all the perfect ingredients for a wonderful vacation. Enjoy your front row seat to spectacular sunsets from this …
            • Outdoor Pool
            • Internet Access
            • Suitable for children - ask
            • Suitable for the elderly - ask

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            $250

            4 BR / 3 BA / Sleeps 10

            1 / 25

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            Tarpon Pointe

            4 BR / 3 BA / Sleeps 10 | Quick view

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            Tarpon Pointe 306 Tarpon St. Anna Maria, Fl. 34216 Tarpon Pointe is a newly remodeled property on the exclusive Northern-End of Anna Maria Island! This gorgeous private home embodies all of the best that the Island has to offer including a private heated pool, a dock, several porches, tropical landscaping and …
            • Heated Pool
            • High Speed Internet
            • Patio
            • Television
            • DVD Player
            • Suitable for children - ask
            • Suitable for the elderly - ask

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            $225

            4 BR / 2 BA / Sleeps 10

            1 / 15

            $225

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            Whispering Whale Retreat

            4 BR / 2 BA / Sleeps 10 | Quick view

            Details

            Whispering Whale Retreat 505 Spring Avenue, Anna Maria, Fl 34216 Whispering Whale Retreat is a lovely brand new elevated home with 4 bedrooms and 2 bathrooms. Located on the prestigious Northern end of Anna Maria Island this versatile home incorporates the best of all that Anna Maria Island has to offer! With a …
            • Outdoor Pool
            • Internet Access
            • Dishwasher
            • Suitable for children - ask
            • Suitable for the elderly - ask

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            $843

            4 BR / 4 BA / Sleeps 14

            5 Reviews

            $843

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            Golden Dolphin

            4 BR / 4 BA / Sleeps 14 | Quick view
            “ Excellent ” 5 Reviews

            Details

            Reviews

            (5)

            The Golden Dolphin, located at 801 North Shore Drive in Anna Maria, is the ultimate in beach front luxury. This executive level gulf front home has a tropical heated pool with waterfalls, four bedrooms, a library, three and one half baths a gourmet kitchen and much more. It was custom built with extreme attention to …
            • Waterfront
            • Ocean or water views
            • 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

            (5)

            An Excellent Vacation

            Left on Jun 16, 2013 for a stay in June 2013

            Our vacation was one of the best ever. A Golden Dolphin is a premier vacation property, and the location is phenomenal. We enjoyed the house and felt it offered more than we expected in amenities. Beach accessories were available at the house and contributed to our days on the beach. Anna Maria Island is a perfect vacation location with many attractions and fine restaurants. We are already …

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            $257

            4 BR / 3 BA / Sleeps 10

            6 Reviews

            $257

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            Bradley's Beach House: 4BR Pool Home Steps From Beach

            4 BR / 3 BA / Sleeps 10 | Quick view
            “ Excellent ” 6 Reviews

            Details

            Reviews

            (6)

            Just steps from the white sand beaches of Anna Maria Island, this four-bedroom, three bath, family-friendly vacation rental is located on the north end of the island in the city of Anna Maria. With a new heated pool, a large, covered and furnished balcony and patio, a gas grill, plus an organic vegetable garden, you …
            • Wireless Internet
            • Washing Machine
            • Clothes Dryer
            • A/C or climate control
            • Patio
            • Suitable for children - over five
            • Suitable for the elderly - ask

            Details

            Reviews

            (6)

            Fabulous location for our 2nd honeymoon!

            Left on Feb 03, 2014 for a stay in January 2014

            We arrived late after a delayed flight from the UK to find the porch light on and the key easily accessed to get in -- very helpful when tired and bleary. The first impression -- and continued impression -- was fantastic! Beautifully decorated, equipped and located accommodation. And when the pool is completed it will be even better! Coastal Cottages staff were very helpful when something …

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            $496

            5 BR / 4 BA / Sleeps 10

            7 Reviews

            $496

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            Seahorse Cove: 5BR Amazing Pool Home with Dock

            5 BR / 4 BA / Sleeps 10 | Quick view
            “ Excellent ” 7 Reviews

            Details

            Reviews

            (7)

            Located on the north end of Anna Maria Island in the city of Anna Maria, this family-friendly vacation rental was built for rest and relaxation. Beginning with the lush landscaping that meets you at the front door, all the way through to the putting green, kayak launch and boat dock, this house has high standards. A …
            • Waterfront
            • Sauna
            • Spa/Whirlpool
            • Wireless Internet
            • Fireplace
            • Suitable for children - over five
            • Suitable for the elderly - ask

            Details

            Reviews

            (7)

            Great house, but Coastal Cottages could use lessons in Customer

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

            The Seahorse Cove home is outstanding - the furnishings are gorgeous and top of the line. The pool is just as exotic as it looks in the photos. I have nothing but rave reviews about the home itself. What mars my opinion of this property was the treatment we received from Coastal Cottages (the company that maintains the home).

            When we arrived on Saturday (which is a typical arrival day), the …

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            $375

            4 BR / 2 BA / Sleeps 8

            1 / 17

            $375

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            Breakaway

            4 BR / 2 BA / Sleeps 8 | Quick view

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            Breakaway 891 North Shore Dr. Anna Maria, Fl. 34216 Leaping to the top of the class- this fabulous Bay front home has just undergone a significant renovation inside and out! The makeover includes an addition of a 4th bedroom, remodelled Master bedroom with a walk in closet, new floors in the Master and all other …
            • Internet Access
            • Dishwasher
            • Suitable for children - ask
            • Suitable for the elderly - ask

            PreviousNext property

            $300

            5 BR / 4 BA / Sleeps 10

            10 Reviews

            $300

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            C-view Florida, Canal/Dock/Heated Pool/Near Gulf

            5 BR / 4 BA / Sleeps 10 | Quick view
            “ Excellent ” 10 Reviews

            Details

            Reviews

            (10)

            This is our personal Vacation Home. C-view is managed by a team we have selected, not a property management company. C-view Florida is one of the few canal homes (29 foot dock) close to the Gulf of Mexico. This newly renovated, 5 bedroom, 3 1/2 bathroom home has a large and beautifully landscaped pool area …
            • Waterfront
            • Ocean or water views
            • Internet Access
            • Housekeeping Optional
            • Washing Machine
            • Suitable for children
            • Suitable for the elderly
            • Wheelchair accessible

            Details

            Reviews

            (10)

            New Perspective on What a Vacation Can Be

            Left on Aug 08, 2009 for a stay in July 2009

            Staying at C-View for a week has given me a new perspective on how relaxing
            a vacation can be. Our family of 8 was able to spread out and enjoy this
            wonderful house, but we were also able to spend time together around the
            large kitchen table and the outdoor seating area. Our kids especially liked the
            pool. It was just the right size and had both shallow and deeper areas for all
            ages.

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            $357

            4 BR / 3 BA / Sleeps 8

            5 Reviews

            $357

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            Pool-spa-dock-sea--steps to sugar-white-sand. GEM!

            4 BR / 3 BA / Sleeps 8 | Quick view
            “ Excellent ” 5 Reviews

            Details

            Reviews

            (5)

            Beachie, Bright and Beautiful. Say no more. You’re there! Ready to satisfy that oh-my-gosh-we-need-a-vacation? Beach Nest will make you absolutely swoon. Kick off your shoes and throw them in the back of the closet. Promise yourselves to live in bathing suits from breakfast to bedtime! Vacationers, dreamers, …
            • Waterfront
            • Ocean or water views
            • Hot Tub/Jacuzzi
            • Internet Access
            • Housekeeping Optional
            • Suitable for children
            • Suitable for the elderly
            • Wheelchair accessible - ask

            Details

            Reviews

            (5)

            fantastic

            Left on Oct 29, 2012 for a stay in July 2012

            Stayed several days and enjoyed every moment from swimming in the pool to taking walks on the beach. The accomodations were perfect

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            $500

            4 BR / 4 BA / Sleeps 12

            1 Reviews

            $500

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            Cayman Bay

            4 BR / 4 BA / Sleeps 12 | Quick view
            “ Excellent ” 1 Reviews

            Details

            Reviews

            (1)

            Cayman Bay 505 Magnolia Ave. Anna Maria, Fl. 34216 Cayman Bay may well be one of the most exquisite private homes available for rent on all of Anna Maria Island. This 4 bedroom/4 bathroom 5300 sq. ft. custom home has all the fine touches and professional craftsmanship one would expect in a high-end custom home. …
            • Private Pool
            • High Speed Internet
            • Patio
            • Television
            • DVD Player
            • Suitable for children - ask
            • Suitable for the elderly - ask

            Details

            Reviews

            (1)

            Really Nice

            Left on Aug 19, 2014 for a stay in August 2014

            We stayed here for two weeks this past August. This was our second trip to AMI - such a lovely place. This house was perfect for us. It is very spacious. All the bedrooms are very comfortable. The beds have nice linens and plenty of pillows. The bathrooms are great - beautiful tile and good lighting - especially the master. The living is very open with a large TV. The sound system was …

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            $700

            4 BR / 5 BA / Sleeps 8

            15 Reviews

            $700

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            Stunning luxury newly constructed beachfront villa

            4 BR / 5 BA / Sleeps 8 | Quick view
            “ Excellent ” 15 Reviews

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            Reviews

            (15)

            4 Bedroom 5 bath luxury beach front house sleeping 8 with heated pool separate spa numerous decks and stunning beach views from every room. We are located on the desirable family friendly island of Anna Maria. The house is direct beach front on the quiet upmarket north end of the island. Recently constructed it has …
            • Hot Tub/Jacuzzi
            • Internet Access
            • Housekeeping Optional
            • Washing Machine
            • Clothes Dryer
            • Suitable for children
            • Suitable for the elderly
            • Wheelchair accessible - ask

            Details

            Reviews

            (15)

            Fantastic Beach Home

            Left on Dec 18, 2011 for a stay in December 2011

            Our week at anna Maria Island was just fantastic! The beach home was absolutely perfect, spacious, immaculate, beautifully decorated and stocked, a kitchen to die for that included every appliance or utensil you could need. Sitting on the balconies (it did not matter which one) and watching the world go by was heavenly. Plenty of space for multiple families - as well as privacy. Good …

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            $400

            4 BR / 2 BA / Sleeps 8

            3 Reviews

            $400

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            A Time Out

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

            Details

            Reviews

            (3)

            We call this home "A Time Out" cottage and you will definitely say, "We deserve a time out at this place!" This completely remodeled private home on Anna Maria Island's north end features four bedrooms, two baths and the most wonderful tropical and lush pool and patio area! On the main level of this home you'll find a…
            • Ocean or water views
            • Internet Access
            • Housekeeping Optional
            • Washing Machine
            • Clothes Dryer
            • Suitable for children
            • Suitable for the elderly

            Details

            Reviews

            (3)

            Amazing anna Maria Island Sun Cottage Getaway

            Left on Feb 05, 2014 for a stay in November 2013

            We simply had a wonderful vacation on anna Maria Island over the Thanksgiving holiday. Escaping to the Sun Cottage perfectly located just across the street from beach access made it super easy to ride the provided bike cruisers around the neighborhood and on the beach during low tide, stroll into town for coffee each morning, and walk over for cocktails and dinner in the evenings. The tropical …

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            $300

            4 BR / 5 BA / Sleeps 8

            7 Reviews

            $300

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            4 bed luxury upscale executive waterfront home

            4 BR / 5 BA / Sleeps 8 | Quick view
            “ Excellent ” 7 Reviews

            Details

            Reviews

            (7)

            Upscale luxury executive four bedroom waterfront home with private pool dock and elevator. Stylishly furnished and dressed, modern build 2006 - this is our family second home - and is home from home available to you. This exclusive executive property is in the heart of lovely Anna Maria Island; stroll to the …
            • Waterfront
            • Ocean or water views
            • Hot Tub/Jacuzzi
            • Internet Access
            • Washing Machine
            • Suitable for children
            • Suitable for the elderly - elevator access
            • Wheelchair accessible

            Details

            Reviews

            (7)

            Absolutely Wonderful!

            Left on Mar 16, 2011 for a stay in March 2011

            This house was absolutely perfect for us on our first trip to Anna Maria. We had a family of three (2 adults, 1 teen) and a family of four (2 adults, 1 teen, 1 child) stay at this wonderful home and it was a great setup! Each couple had their own master suite and the kids had their bedrooms. The kitchen and family room were large so we could hang out together there. The kids enjoyed the pool …

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            $471

            4 BR / 3 BA / Sleeps 8

            4 Reviews

            $471

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            Cherryfish, a spectacular spacious 4-bed home!

            4 BR / 3 BA / Sleeps 8 | Quick view
            “ Excellent ” 4 Reviews

            Details

            Reviews

            (4)

            Cherryfish is the latest addition to the Pineapplefish collection of houses on Anna Maria Island. It is a spectacular 4 bedroom house, in a fantastic location, just one block from Tampa Bay Beach, the amazing Waterfront Restaurant and the island's most popular tourist destination - City Pier. Climb the steps of this…
            • Ocean or water views
            • Internet Access
            • Washing Machine
            • Outdoor Dining Area
            • A/C or climate control
            • Suitable for children

            Details

            Reviews

            (4)

            Wonderful, chilled out experience!

            Left on Aug 08, 2013 for a stay in July 2013

            Cherryfish is a beautiful home in a tranquil setting on anna Maria Island. The house is close to the beach and close to the "village centre" and probably the best restaurant on the island. The whole place has a very laid back feel and Cherryfish is the perfect house to stay and experience the anna Maria way of life.

            The house is well equipped, although a few more instructions on how to use some …

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            $250

            6 BR / 4 BA / Sleeps 12

            34 Reviews

            $250

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            Berryfish Apartments. Gulf location! Sea Views!

            6 BR / 4 BA / Sleeps 12 | Quick view
            “ Excellent ” 34 Reviews

            Details

            Reviews

            (34)

            Berryfish is a fantastic new Caribbean style, beachfront apartment from Pineapplefish, ideal, due to its flexible accommodation, for larger groups of families and friends. Berryfish is double duplex apartment just a stroll to the beach, with 2 separate accommodations - Berryfish East and West, each with 3 bedrooms…
              • Pet friendly - ask
              • Suitable for children - ask

              Details

              Reviews

              (34)

              Our amazing Wedding Weekend!

              Left on Jun 02, 2010 for a stay in May 2010

              We reserved Berryfish for our Memorial Weekend Wedding. It was perfect! We had all the key players stay at the house with us. We walked out to the beach for our ceremony and then walked back to our perfect reception. We had it all...caterers that prepared the food all in the east side kitchen and we all got ready for the big day on the west side. Everyone was amazing in helping with this. Sato …

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              Inquire for rates.

              4 BR / 3 BA / Sleeps 12

              1 Reviews

              Inquire for rates

              Inquire

              OakView - Anna Maria Island - Old World Florida

              4 BR / 3 BA / Sleeps 12 | Quick view
              “ Excellent ” 1 Reviews

              Details

              Reviews

              (1)

              We completed construction of this new home is November 2009. It is a decorator furnished, pool home and is a top of the line vacation rental home. With approximately 3200 square feet of conditioned space and over 2100 square feet of covered balconies, poolside dining and lounging areas there is plenty of room for a …
              • Ocean or water views
              • Internet Access
              • Housekeeping Optional
              • Washing Machine
              • Clothes Dryer
              • Suitable for children

              Details

              Reviews

              (1)

              Excellent

              Left on Jan 12, 2014 for a stay in January 2014

              The house was excellent and had everything that was expected. The walk to the beach was only about 500 ft. The pool was very nice and easy to clean up with the tools supplied. Very close to some excellent restaurants, very nice local people. We plan on going there again next year !

              Thanks Rick


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