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$250

5 BR / 3 BA / Sleeps 12

1 Reviews

$250

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Tortuga Bay

Anna Maria house
5 BR / 3 BA / Sleeps 12 | Quick view
Very Good1 Reviews

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Reviews

(1)

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

Details

Reviews

(1)

Amazing week in paradise

Left on Apr 02, 2015 for a stay in March 2015

The house was beautiful, spotless, and comfortable. The pool area was amazing and the walk to the beach was seriously 2 minutes tops. We like to stay beach front so if the beach wasn't too far for me it shouldn't be to far for anyone. The negative side - it was on the main road - the traffic never stopped - a little nerve racking with the kids. But the front yard - like a giant parking lot - …

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$133

1 BR / 1 BA / Sleeps 2

1 Reviews

$133

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SUMMER BREEZE

Anna Maria cottage
1 BR / 1 BA / Sleeps 2 | Quick view
Excellent1 Reviews

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Reviews

(1)

Newly Remodeled 1 Bedroom/1 Bath Cottage in a serene north end location. The allure of the Gulf of Mexico Beach just 250 steps away. A back yard dock on Lake LaVista Bayou with a patio table, umbrella, and sling back chairs. Launch the provided kayaks right from the dock or choose to bring your own vessel to explore …
  • Ocean or water views
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly

Details

Reviews

(1)

getting away for a week

Left on Nov 14, 2013 for a stay in October 2013

We stayed on anna Maria Island for a week & it was tremendous. Not just the Island itself. While anna Maria Island has kept itself modern in many ways, its also kept itself "accessible". Thats not easy in the age of 12 story condos & "no beach access" unless you are rich.

But the Island itself was only part of our tremendous week. Our stay at Summer Breeze, a dated duplex with what was once …

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$350

3 BR / 2 BA / Sleeps 9

3 Reviews

$350

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Seaside

Anna Maria house
3 BR / 2 BA / Sleeps 9 | Quick view
Excellent3 Reviews

Details

Reviews

(3)

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

(3)

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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$200

3 BR / 2 BA / Sleeps 6

1 Reviews

$200

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Limelight

Anna Maria house
3 BR / 2 BA / Sleeps 6 | Quick view
Excellent1 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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    $141

    2 BR / 1 BA / Sleeps 4

    3 Reviews

    $141

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    TURTLE TRAX

    Anna Maria condo
    2 BR / 1 BA / Sleeps 4 | Quick view
    Excellent3 Reviews

    Details

    Reviews

    (3)

    This adorable remodeled duplex sits quietly in the highly desirable north end of the Island in the City of Anna Maria. It is a short walk of only a little more than a block to the Gulf beach where the sand is sugary white and the water is a beautiful blue-green color. There is a King in the master with TV, a Queen …
    • Internet Access
    • Washing Machine
    • Clothes Dryer
    • Outdoor Dining Area
    • A/C or climate control
    • Suitable for children
    • Suitable for the elderly

    Details

    Reviews

    (3)

    Great week at a great place

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

    We had a great visit in april. The weather was great, the pool was even better. Cannot wait to get back in 2014.

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    $240

    3 BR / 2 BA / Sleeps 6

    2 Reviews

    $240

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    ANNA BANANA

    Anna Maria house
    3 BR / 2 BA / Sleeps 6 | Quick view
    Excellent2 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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    $143

    2 BR / 2 BA / Sleeps 4

    1 Reviews

    $143

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    Birds Eye View

    Anna Maria house
    2 BR / 2 BA / Sleeps 4 | Quick view
    Very Good1 Reviews

    Details

    Reviews

    (1)

    Birds Eye View 802 Gladiolus Street Anna Maria, FL 34216 This spacious and charming 2 bedroom, 2.5 bath elevated home is just three houses from the Gulf of Mexico! It is located near popular Bean Point at the prestigious northern tip of Anna Maria Island. It has fabulous island style furnishings and a bright open …
    • Dishwasher
    • Suitable for children - ask
    • Suitable for the elderly - ask

    Details

    Reviews

    (1)

    Nice Location - Bean Point

    Left on Sep 06, 2013 for a stay in September 2013

    Lovely property...close to both gulf and bay beaches for sunrise/sunset. Loads of space with a huge master bedroom/bathroom. Clean and well kept but could use a few updates. Toaster looked 1960's vintage and although it worked well enough, we were a bit concerned using it due to it's age. Oven door and oven itself were tricky to operate. Several of the venetian blinds did not work, either to open…

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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

    Anna Maria house
    3 BR / 2 BA / Sleeps 6 | Quick view
    Excellent5 Reviews

    Details

    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

    Details

    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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    $200

    2 BR / 2 BA / Sleeps 6

    4 Reviews

    $200

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    Starfish Dreams: 2BR Canal Home w/Dock and Pool

    Anna Maria house
    2 BR / 2 BA / Sleeps 6 | Quick view
    Excellent4 Reviews

    Details

    Reviews

    (4)

    Starfish Dreams is the perfect place to start your vacation! This family-friendly vacation rental is centrally located on Pine Avenue in the city of Anna Maria on Anna Maria Island, halfway between the Gulf of Mexico and Tampa Bay. If that were not enough, it also has a heated pool and is on a canal. This two-…
    • Waterfront
    • Internet Access
    • Washing Machine
    • Clothes Dryer
    • A/C or climate control
    • Suitable for children - over five
    • Suitable for the elderly - ask

    Details

    Reviews

    (4)

    Magnificent property in fantastic spot on Anna Maria

    Left on Jun 14, 2013 for a stay in May 2013

    This was the best holiday rental (sorry Sue) we've ever had. Right in Pine Street, where all of the boutiques and local stores are, but within 100 yards of the beach and City Pier. Fantastically appointed, with excellent quality of all the equipment, this is a really, really comfortable and well situated property.

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    $214

    3 BR / 2 BA / Sleeps 8

    3 Reviews

    $214

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    AMI Retreat: 3BR Pool Home 200 Steps from Beach

    Anna Maria house
    3 BR / 2 BA / Sleeps 8 | Quick view
    Excellent3 Reviews

    Details

    Reviews

    (3)

    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

    Details

    Reviews

    (3)

    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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    $150

    2 BR / 2 BA / Sleeps 6

    1 Reviews

    $150

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    BLUE LAGOON NORTH

    Anna Maria condo
    2 BR / 2 BA / Sleeps 6 | Quick view
    Very Good1 Reviews

    Details

    Reviews

    (1)

    Completely remodeled 2 bedroom/2 bath duplex, with a beautiful tropical HEATED pool, just over a block to the beach, and the free island Trolley! There is a King and a Queen bedroom in the North Unit, and a King and Twin Bedroom in the south unit. Both units also have a queen sleeper sofa.. 708 Sq. ft. 76 North …
    • Internet Access
    • Washing Machine
    • Clothes Dryer
    • Outdoor Dining Area
    • A/C or climate control
    • Suitable for children
    • Suitable for the elderly

    Details

    Reviews

    (1)

    Great Location

    Left on Dec 31, 2014 for a stay in October 2014

    BLN is very well located in the quieter northern part of the island. It is just a very short walk from the beach and Ginny and Jane Es. Likewise, a short walk in the opposite direction to the shops and restarants on Pine. The unit itself, while it doesn't look anything special from the outside, is very pleasant on the inside and surprisingly spacious, but don't expect 5 star luxury.

    One note …

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    $129

    2 BR / 1 BA / Sleeps 4

    2 Reviews

    $129

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    Light House: 2BR/1BA Canal-Front Home with Dock

    Anna Maria house
    2 BR / 1 BA / Sleeps 4 | Quick view
    Very Good2 Reviews

    Details

    Reviews

    (2)

    The Light House welcomes you in with its tropical landscaping, canal view and calming green exterior. This nicely furnished two-bedroom, one-bath vacation rental on Anna Maria Island has everything you need to begin a relaxing and restful vacation. Newer appliances will make quick work of breakfast or dinner, leaving…
    • Waterfront
    • Wireless Internet
    • Washing Machine
    • Clothes Dryer
    • A/C or climate control
    • Suitable for children - over five
    • Suitable for the elderly

    Details

    Reviews

    (2)

    Island Paradise

    Left on Jan 07, 2014 for a stay in December 2013

    One block from bay and four blocks from Gulf or Bean Point...what more could you want?!! Easy walk to all the restaurants and shopping on the North end of island (our favorite part of anna Maria). We brought our own bicycles and the garage was a good storage area for them.
    Loved the backyard view of the canal and the Florida room was excellent for dining in on those occassions.
    Cozy little …

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    $290

    5 BR / 3 BA / Sleeps 12

    6 Reviews

    $290

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    Gorgeous views,spectacular home!

    Anna Maria house
    5 BR / 3 BA / Sleeps 12 | Quick view
    Excellent6 Reviews

    Details

    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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    $129

    3 BR / 2 BA / Sleeps 8

    2 Reviews

    $129

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

    Anna Maria cottage
    3 BR / 2 BA / Sleeps 8 | Quick view
    Excellent2 Reviews

    Details

    Reviews

    (2)

    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

    (2)

    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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    $145

    4 BR / 2 BA / Sleeps 8

    2 Reviews

    $145

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    Whispering Winds

    Anna Maria house
    4 BR / 2 BA / Sleeps 8 | Quick view
    Excellent2 Reviews

    Details

    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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    $257

    4 BR / 3 BA / Sleeps 10

    6 Reviews

    $257

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

    Anna Maria house
    4 BR / 3 BA / Sleeps 10 | Quick view
    Excellent6 Reviews

    Details

    Reviews

    (6)

    Steps from the white sand beaches of Anna Maria, this four-bedroom, three bath, elevated house is just the place to build sand castles and memories! Located on Pine Avenue in Anna Maria, this charming beach vacation rental with a new backyard pool is beckoning you to start your vacation now. A large, covered balcony…
    • Internet Access
    • 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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    $243

    4 BR / 3 BA / Sleeps 8

    1 Reviews

    $243

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    North Shore Villa Anna Maria

    Anna Maria house
    4 BR / 3 BA / Sleeps 8 | Quick view
    Very Good1 Reviews

    Details

    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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      $291

      3 BR / 3 BA / Sleeps 8

      2 Reviews

      $291

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      COZY COTTAGE

      Anna Maria house
      3 BR / 3 BA / Sleeps 8 | Quick view
      Excellent2 Reviews

      Details

      Reviews

      (2)

      Located four houses (2 min stroll) from Anna Maria's sugary beach, "Cozy Cottage" is the ultimate retreat for relaxation and reconnecting with family or friends. Nestled on Anna Maria's cherished North End, this luxurious home features (3) bedrooms and (3) baths - two bedrooms have en-suite bathrooms. Each bedroom is …
      • Internet Access
      • Washing Machine
      • Clothes Dryer
      • Outdoor Dining Area
      • A/C or climate control
      • Pet friendly
      • Suitable for children
      • Suitable for the elderly

      Details

      Reviews

      (2)

      Amazing trip to anna Maria Island & loved Cozy Cottage!!

      Left on Oct 24, 2013 for a stay in October 2013

      We had an amazing visit to anna Maria Island! The cottage is in the most perfect location. It was about a 2 minute walk to the gorgeous, quiet beach & 5 minute bike ride to restaurants and shopping. Waterfront & Eat Here were great for dinner. The house had all that we needed for the kitchen and beach. Everything was clean and well organized and looked new. It was great to have wireless …

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      $300

      5 BR / 4 BA / Sleeps 12

      1 Reviews

      $300

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      Villa Marianne

      Anna Maria house
      5 BR / 4 BA / Sleeps 12 | Quick view
      Excellent1 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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      $143

      3 BR / 3 BA / Sleeps 6

      1 Reviews

      $143

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      Bay View Villa

      Anna Maria house
      3 BR / 3 BA / Sleeps 6 | Quick view
      Excellent1 Reviews

      Details

      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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      $496

      5 BR / 4 BA / Sleeps 10

      7 Reviews

      $496

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      Seahorse Cove: 5BR Amazing Pool Home with Dock

      Anna Maria house
      5 BR / 4 BA / Sleeps 10 | Quick view
      Excellent7 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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      $317

      4 BR / 3 BA / Sleeps 9

      2 Reviews

      $317

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      TOES IN THE WATER

      Anna Maria house
      4 BR / 3 BA / Sleeps 9 | Quick view
      Excellent2 Reviews

      Details

      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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      $330

      5 BR / 3 BA / Sleeps 14

      1 Reviews

      $330

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      Villa Del Sol

      Anna Maria house
      5 BR / 3 BA / Sleeps 14 | Quick view
      Excellent1 Reviews

      Details

      Reviews

      (1)

      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

      Details

      Reviews

      (1)

      Beautiful, spacey and comfortable place for families

      Left on May 17, 2015 for a stay in May 2015

      Villa Del Sol is a Fabulous comfortable house in Paradise. We had 14 people stay at the house for a week. The house fit us very comfortably with awesome beds, bathroom and a wonderful, entertaining backyard. Their was easy access to the beach and plenty of sand/water toys. The house was clean and had everything we need to make it a very comfortable stay. The location is very convenient to Pine …

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      $200

      3 BR / 3 BA / Sleeps 8

      1 Reviews

      $200

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      Canal Place

      Anna Maria house
      3 BR / 3 BA / Sleeps 8 | Quick view
      Excellent1 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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      $111

      1 BR / 1 BA / Sleeps 2

      3 Reviews

      $111

      Inquire

      SNAILS PACE

      Anna Maria cottage
      1 BR / 1 BA / Sleeps 2 | Quick view
      Excellent3 Reviews

      Details

      Reviews

      (3)

      Great 1 Bedroom/1 Bath remodeled cottage on the quiet North End with outdoor patio, ceramic tile throughout, and granite countertops. The allure of the Gulf of Mexico Beach just 250 steps away. A back yard dock on Lake LaVista Bayou with a patio table, umbrella, and sling back chairs. Launch the provided kayaks right …
      • Internet Access
      • Washing Machine
      • Clothes Dryer
      • Outdoor Dining Area
      • A/C or climate control
      • Pet friendly
      • Suitable for children
      • Suitable for the elderly

      Details

      Reviews

      (3)

      It was perfectly amazing!

      Left on Nov 14, 2013 for a stay in November 2013

      This cottage was exactly what my wife and I wanted for our honeymoon. It was super close to the beach and was definitely within walking distance of almost all of the restaurants and shops. We had such a wonderful time there and didn't want to leave after our week was over. The staff were very friendly and helpful, as were the locals that live in the area. They helped us with tips on where to eat …

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      $209

      4 BR / 4 BA / Sleeps 8

      1 Reviews

      $209

      Inquire

      Sunchase Villa

      Anna Maria house
      4 BR / 4 BA / Sleeps 8 | Quick view
      Very Good1 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

      Details

      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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      $343

      4 BR / 4 BA / Sleeps 11

      2 Reviews

      $343

      Inquire

      HAV'ANNA HIDEAWAY

      Anna Maria house
      4 BR / 4 BA / Sleeps 11 | Quick view
      Excellent2 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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      $110

      2 BR / 1 BA / Sleeps 4

      7 Reviews

      $110

      Inquire

      Waterfront, SeaView, Close to Beach & Restaurants

      Anna Maria condo
      2 BR / 1 BA / Sleeps 4 | Quick view
      Excellent7 Reviews

      Details

      Reviews

      (7)

      Seaside Views - Waterfront, Steps from Beach & Restaurants This water front, two bedroom condominium (ground floor), sits on the end of Pine Avenue, across the street from the beach and has wonderful seaside views of the bay. It also has it's own private fishing dock and boat slip! We have tastefully furnished …
        • Suitable for children - ask
        • Suitable for the elderly
        • Wheelchair accessible - ask

        Details

        Reviews

        (7)

        This place is perfect!

        Left on Jul 14, 2009 for a stay in January 2008

        Anna Maria is quaint and relaxing. The location of this condo made it even more so. It's nice to enjoy a comfortable condo in a great location. Hope to do it again.

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        $189

        3 BR / 2 BA / Sleeps 7

        8 Reviews

        $189

        Inquire

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

        Anna Maria house
        3 BR / 2 BA / Sleeps 7 | Quick view
        Excellent8 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
        • Deck
        • 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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        $309

        4 BR / 3 BA / Sleeps 8

        2 Reviews

        $309

        Inquire

        NORTH END CHIC

        Anna Maria house
        4 BR / 3 BA / Sleeps 8 | Quick view
        Excellent2 Reviews

        Details

        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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        $283

        3 BR / 2 BA / Sleeps 6

        2 Reviews

        $283

        Inquire

        CARIBBEAN SOUL

        Anna Maria house
        3 BR / 2 BA / Sleeps 6 | Quick view
        Excellent2 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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        $223

        2 BR / 2 BA / Sleeps 6

        4 Reviews

        $223

        Inquire

        LAZY LAGOON

        Anna Maria house
        2 BR / 2 BA / Sleeps 6 | Quick view
        Excellent4 Reviews

        Details

        Reviews

        (4)

        Newly remodeled 2 bedroom/2 bath home. Brand new pool, hot tub, and landscape with a serene canalfront setting. Located on a quiet dead-end street, close to the trolley, the beach, and walking distance to Anna Maria shops and restaurants. Bring your boat and take part in some of the best fishing on the West Coast or …
        • Waterfront
        • Ocean or water views
        • Hot Tub/Jacuzzi
        • Internet Access
        • Washing Machine
        • Suitable for children
        • Suitable for the elderly

        Details

        Reviews

        (4)

        friendly retreat

        Left on Aug 14, 2013 for a stay in July 2013

        This was our 3rd visit to the island. we usually
        share with family but we travelled ourselves this
        year. Lazy Lagoon was a beautiful 2 bed canal
        home with pool. This smaller property offered
        everything the larger homes we previously rented had.
        My daughter (19) fished for hours every day even the
        rain did not bring her in. A lovely walk to the short
        walk to the beach and short walk to sand …

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        $250

        2 BR / 2 BA / Sleeps 4

        2 Reviews

        $250

        Inquire

        The Shady Mango ~ Anna Maria Island's Most Charmin

        Anna Maria cottage
        2 BR / 2 BA / Sleeps 4 | Quick view
        Excellent2 Reviews

        Details

        Reviews

        (2)

        The Shady Mango was originally built in 1925. According to local history the heart pine used in constructing the original house came by steam boat to the City Pier and was hauled by horse-drawn lorry up Pine Avenue to the home's present site. In 2004 the home was given a major renovation consisting of replacing all …
        • Hot Tub/Jacuzzi
        • Internet Access
        • Fireplace
        • Housekeeping Optional
        • Washing Machine
        • Suitable for children - ask
        • Suitable for the elderly

        Details

        Reviews

        (2)

        Magical!

        Left on Apr 06, 2012 for a stay in April 2012

        I've been affiliated with The Shady Mango for almost 4 years now, and not once have I had a guest stay there who didn't just love their experience! The cottage is just as charming as it looks in the pictures (one guest told me that of all the vacation rentals he and his wife have enjoyed, The Shady Mango is the only one that actually looks like its pictures!), and the back yard with its navy …

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        $171

        2 BR / 2 BA / Sleeps 4

        4 Reviews

        $171

        Inquire

        Simpatico: 2BR Pet-Friendly Canal Home with Kayaks

        Anna Maria house
        2 BR / 2 BA / Sleeps 4 | Quick view
        Excellent4 Reviews

        Details

        Reviews

        (4)

        With its luscious landscaping, eclectic look and colorful Key-West style, Simpatico could be right out of Coastal Living Magazine. This bungalow is perfect for the ideal secluded island vacation! Located on the north end of Anna Maria Island, this canal home, with a boat dock and kayaks, is just a short stroll to the …
        • Waterfront
        • Wireless Internet
        • Washing Machine
        • Clothes Dryer
        • Outdoor Dining Area
        • Suitable for children - over five
        • Suitable for the elderly

        Details

        Reviews

        (4)

        A relaxing, tropical paradise...

        Left on Apr 07, 2014 for a stay in March 2014

        This cottage is the perfect getaway spot for those who want a tropical experience. Located on a canal, this home was bright, clean, and cheery and packed with tropical foliage that made us feel like we had escaped to the tropics. There is a great entertaining area and backyard which our friends loved! Coastal Cottages were terrific and extremely responsive when we called with questions during …

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        $121

        1 BR / 1 BA / Sleeps 4

        4 Reviews

        $121

        Inquire

        Island Place Cottage: 1BR Pet-Friendly Cottage

        Anna Maria cottage
        1 BR / 1 BA / Sleeps 4 | Quick view
        Excellent4 Reviews

        Details

        Reviews

        (4)

        This vacation rental is located on Anna Maria Island's historic Pine Avenue, halfway between the Gulf of Mexico and the Anna Maria City Pier! This adorable, one bedroom cottage, with high beamed ceilings, wood floors and shabby chic décor throughout is ideal for a vacation getaway! This quaint cottage offers a fully…
        • Internet Access
        • Washing Machine
        • Clothes Dryer
        • A/C or climate control
        • Parking
        • Pet friendly
        • Suitable for children - over five
        • Suitable for the elderly

        Details

        Reviews

        (4)

        Great cottage, great location.

        Left on Jul 26, 2013 for a stay in July 2013

        Cottage is perfectly located right in the heart of anna Maria. Quick walk to the Gulf beaches or to the Bay.

        Cottage was immaculate and perfect size for the three of us. A few years ago we stayed in the adjacent Pineapple House which was also perfect for our larger party during that visit.

        Would not hesitate to stay again.

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        $157

        2 BR / 1 BA / Sleeps 6

        7 Reviews

        $157

        Inquire

        Pineapple Cottage: 2BR Quaint Pet-Friendly Cottage

        Anna Maria cottage
        2 BR / 1 BA / Sleeps 6 | Quick view
        Excellent7 Reviews

        Details

        Reviews

        (7)

        Pineapple Cottage, centrally located on historic Pine Avenue in the city of Anna Maria, is the perfect place to slow down and catch your breath! This Anna Maria Island cottage is tastefully decorated with wood floors, granite and stainless kitchen, tiled shower and comfortable furnishings. The master bedroom boasts a…
        • Wireless Internet
        • Washing Machine
        • Clothes Dryer
        • A/C or climate control
        • Porch
        • Pet friendly
        • Suitable for children - over five
        • Suitable for the elderly

        Details

        Reviews

        (7)

        peaceful place

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

        I love aMI, I am a visitor since 2003 from Miami. I love, love this place and Pineapple Cottage was the best place for us to stay. I felt right at home with all the comodities anyone can desire. We thank you for sharing this house with us. See you soon.

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        $190

        2 BR / 2 BA / Sleeps 10

        18 Reviews

        $190

        Inquire

        Anna Maria Escape

        Anna Maria house
        2 BR / 2 BA / Sleeps 10 | Quick view
        Very Good18 Reviews

        Details

        Reviews

        (18)

        The Anna Maria Escape located at 725 North Shore Drive in Anna Maria city is just that - a peaceful, relaxed place to get away from it all. You can stroll on the beach for miles in either direction! It’s a perfect Anna Maria Island vacation home!This spacious and charming two bedroom, two bath Gulf front home has …
        • 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

        (18)

        peaceful tranquilty

        Left on Feb 23, 2009 for a stay in July 2007

        No need to travel to paradise when it is right here in our own backyard. The Escape provided everything we needed and had plenty of room for our family of 6. We already know we'll be coming back to the Escape.

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        $141

        2 BR / 1 BA / Sleeps 5

        1 Reviews

        $141

        Inquire

        YELLOWBIRD COTTAGE B

        Anna Maria cottage
        2 BR / 1 BA / Sleeps 5 | Quick view
        Excellent1 Reviews

        Details

        Reviews

        (1)

        Beautiful 2B/1B cottage on the quiet North end, only 5 houses to the beach, and no streets to cross. Beautiful new Heated Pool. Twins can be converted to King in all bedrooms. NO dishwasher, no garbage disposal.Rear trash pick up! Charcoal Grill, not gas. Both units also include private Washer/Dryer, Cable TV, …
        • Internet Access
        • Washing Machine
        • Clothes Dryer
        • Outdoor Dining Area
        • A/C or climate control
        • Pet friendly
        • Suitable for children
        • Suitable for the elderly

        Details

        Reviews

        (1)

        Very close to the beach

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

        Excellent service, from booking to checking into Yellowbird B. The cottage was lovely and clean and had everything we needed to enjoy our stay, including chairs for the beach.
        Brilliant location only a few steps from the lovely sandy beach.
        Only negative bathroom although very clean could do with an update.
        We had a fantastic holiday and hope to come back.

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        $180

        3 BR / 2 BA / Sleeps 6

        13 Reviews

        $180

        Book

        Ocean View 3 bedroom, pool, North Shore Drive

        Anna Maria house
        3 BR / 2 BA / Sleeps 6 | Quick view
        Excellent13 Reviews

        Details

        Reviews

        (13)

        Just steps to the sugar sand beaches in Anna Maria, FL. Your 3 bedroom, 2 bath, pool home with sweeping gulf views from two elevated front porches is located in the charming northern end of Anna Maria on North Shore Drive. If you are looking for a tropical vacation home to just relax, take long restfull naps, and …
        • Ocean or water views
        • Internet Access
        • Washing Machine
        • Clothes Dryer
        • Outdoor Dining Area
        • Pet friendly
        • Smoking allowed - ask
        • Suitable for children
        • Suitable for the elderly - ask

        Details

        Reviews

        (13)

        Perfect!

        Left on Jul 18, 2012 for a stay in July 2012

        This home is lovely, just as the pictures show. It is directly across the street (with beach access) from the most beautiful beach on anna Maria with gorgeous views from the balconies. Everything you need is right here including beach chairs, beach towels, beach umbrella, and even floaties. The pool is on the small side but it is perfect for a quick cool down with lots of poolside lounge …

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        $186

        2 BR / 2 BA / Sleeps 6

        7 Reviews

        $186

        Inquire

        Whispering Pines: 2BR Classic Cottage Near Beach

        Anna Maria cottage
        2 BR / 2 BA / Sleeps 6 | Quick view
        Excellent7 Reviews

        Details

        Reviews

        (7)

        This two-bedroom, two-bath vacation rental is located on the quiet north end of Anna Maria Island. Whispering Pines is just three houses from one of the most beautiful beach accesses on the island. This classic 1920's beach cottage has been lovingly restored. The original wood molding, fireplace, high ceilings, and …
        • Internet Access
        • Fireplace
        • Washing Machine
        • Clothes Dryer
        • A/C or climate control
        • Suitable for children - over five
        • Suitable for the elderly

        Details

        Reviews

        (7)

        Perfect Old Florida

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

        Whispering Pines has everything you could possibly want in an aMI vacation rental home with the exception of swimming pool, but who needs a pool when you are fifty yards from beach access and the Gulf?

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        $171

        3 BR / 2 BA / Sleeps 8

        8 Reviews

        $171

        Inquire

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

        Anna Maria house
        3 BR / 2 BA / Sleeps 8 | Quick view
        Excellent8 Reviews

        Details

        Reviews

        (8)

        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

        (8)

        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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        $700

        4 BR / 4 BA / Sleeps 14

        5 Reviews

        $700

        Inquire

        Golden Dolphin

        Anna Maria house
        4 BR / 4 BA / Sleeps 14 | Quick view
        Excellent5 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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        $250

        3 BR / 3 BA / Sleeps 6

        1 Reviews

        $250

        Inquire

        Anna Maria Cottage

        Anna Maria house
        3 BR / 3 BA / Sleeps 6 | Quick view
        Very Good1 Reviews

        Details

        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

          Details

          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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          $171

          2 BR / 2 BA / Sleeps 6

          4 Reviews

          $171

          Inquire

          Island Oasis: 2BR Canal Home with Pool and Dock

          Anna Maria house
          2 BR / 2 BA / Sleeps 6 | Quick view
          Excellent4 Reviews

          Details

          Reviews

          (4)

          Come and enjoy your own private Island Oasis! Located on the north end of Anna Maria Island in the city of Anna Maria, one block from the bay and a few blocks from the City Pier, this charming vacation rental will allow for some serious relaxation. This home-away-from-home offers two bedrooms and two baths, with a …
          • Waterfront
          • Spa/Whirlpool
          • Internet Access
          • Washing Machine
          • Clothes Dryer
          • Pet friendly
          • Suitable for children - over five
          • Suitable for the elderly

          Details

          Reviews

          (4)

          Best Stay Yet!

          Left on Jul 11, 2013 for a stay in May 2013

          We were lucky to find Island Oasis. The wife and I have visited Siesta Key and anna Maria Island several times. This was the best stay yet. We caught snook across the bay in Perico Bayou and grouper at Longboat Pass. The backyard pool is the nicest and being able to hop in the boat and to the beach is just wonderful.

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          $574

          9 BR / 6 BA / Sleeps 26

          5 Reviews

          $574

          Inquire

          Blue Dolphin Inn - all units

          Anna Maria condo
          9 BR / 6 BA / Sleeps 26 | Quick view
          Excellent5 Reviews

          Details

          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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          $243

          2 BR / 2 BA / Sleeps 6

          4 Reviews

          $243

          Inquire

          Wave Crest: 2BR Gulf-Front Beachfront Cottage

          Anna Maria cottage
          2 BR / 2 BA / Sleeps 6 | Quick view
          Excellent4 Reviews

          Details

          Reviews

          (4)

          This gulf-front vacation rental cottage is located right on the beach on the secluded north end of Anna Maria Island. Step out Wave Crest's door and into the waiting lounge chairs and rub your toes in the beautiful white sand beaches of AMI or enjoy the views of the sparkling Gulf of Mexico waters from the Florida …
          • Waterfront
          • Ocean or water views
          • Wireless Internet
          • Washing Machine
          • Clothes Dryer
          • Suitable for children - over five
          • Suitable for the elderly

          Details

          Reviews

          (4)

          Best kept secret in the country

          Left on Jul 14, 2013 for a stay in March 2013

          If you want the beach as your back yard, along with a quiet and empty beach, you just found it. This house was perfect for my wife and I and our two daughters. Having been to Mexican all inclusive resorts twice, my daughters said they actually enjoyed this more. It was so relaxing and being able to look at the beach and water before bed and we woke up was incredible. The sand is so fine, you won'…

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          $471

          4 BR / 3 BA / Sleeps 8

          4 Reviews

          $471

          Inquire

          Cherryfish, a spectacular spacious 4-bed home!

          Anna Maria villa
          4 BR / 3 BA / Sleeps 8 | Quick view
          Excellent4 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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          $700

          4 BR / 5 BA / Sleeps 8

          16 Reviews

          $700

          Inquire

          Stunning luxury newly constructed beachfront villa

          Anna Maria villa
          4 BR / 5 BA / Sleeps 8 | Quick view
          Excellent16 Reviews

          Details

          Reviews

          (16)

          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

          (16)

          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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          $115

          2 BR / 1 BA / Sleeps 6

          1 Reviews

          $115

          Inquire

          Southern Breeze 1

          Anna Maria house
          2 BR / 1 BA / Sleeps 6 | Quick view
          Excellent1 Reviews

          Details

          Reviews

          (1)

          Southern Breeze #1 607 Fern Street #1 Anna Maria, Fl. 34216 ISLAND 6-PLEX - Newly renovated top to bottom June 2013! These are 2 bedroom, 1 bath ground level units located at the tip of Anna Maria Island just steps from the Bay. Heated pool with nicely landscaped surroundings. Each is decorated with the feel of…
          • Shared outdoor pool (unheated)
          • Internet Access
          • Suitable for children - ask
          • Suitable for the elderly - ask

          Details

          Reviews

          (1)

          Descoberta Maravilhosa!!

          Left on Aug 21, 2014 for a stay in June 2014

          Amei conhecer a ilha Anna Maria! tanto que estou pretendendo voltar no próximo ano para passar pelo menos um mês inteiro! Alugamos essa casa pela internet com poucos dias de antecedência, recebemos um código por email que serviu para abir um cofre na entrada liberando as chaves da casa. Tudo estava limpo, arrumado, ar condicionado ligado (estava bem quente!). Dois quartos bem mobilhados, uma …

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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!

          Anna Maria house
          4 BR / 3 BA / Sleeps 8 | Quick view
          Excellent5 Reviews

          Details

          Reviews

          (5)

          Ahhhhhh. Welcome to Beach Nest! Ready to satisfy that oh-my-gosh-we-need-a-vacation? 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, honeymooners, would-be family-reunion planners and just plain oglers -- peer …
          • 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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