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$290

5 BR / 3 BA / Sleeps 12

7 Reviews

$290

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Gorgeous views,spectacular home!

Anna Maria house
5 BR / 3 BA / Sleeps 12 | Quick view
Excellent7 Reviews

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Reviews

(7)

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

(7)

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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$700

4 BR / 5 BA / Sleeps 8

16 Reviews

$700

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Stunning luxury newly constructed beachfront villa

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

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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

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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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$157

2 BR / 1 BA / Sleeps 6

7 Reviews

$157

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Pineapple Cottage: 2BR Quaint Pet-Friendly Cottage

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

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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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$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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$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

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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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$180

3 BR / 2 BA / Sleeps 6

14 Reviews

$180

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Ocean View 3 bedroom, pool, North Shore Drive

Anna Maria house
3 BR / 2 BA / Sleeps 6 | Quick view
Excellent14 Reviews

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Reviews

(14)

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

(14)

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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$36

4 BR / 5 BA / Sleeps 8

7 Reviews

$36

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4 bed luxury upscale executive waterfront home

Anna Maria house
4 BR / 5 BA / Sleeps 8 | Quick view
Excellent7 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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$125

2 BR / 1 BA / Sleeps 6

13 Reviews

$125

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Becker's Beach Bungalow!

Anna Maria house
2 BR / 1 BA / Sleeps 6 | Quick view
Excellent13 Reviews

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Reviews

(13)

Charming, newly renovated, the Becker Beach Bungalow offers a comfortable stay less than 2 blocks from the beach. Accommodates 6 people comfortably; master bedroom with 1 queen bed, second bedroom with 2 twin beds, and an additional daybed with pop up in the sun room. The living room also has a queen size sofa bed. …
  • Wireless Internet
  • Housekeeping Optional
  • Washing Machine
  • Clothes Dryer
  • A/C or climate control
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible

Details

Reviews

(13)

Fabulous

Left on Jun 29, 2011 for a stay in June 2011

Becker's Beach Bungalow was a dream come true. So clean, comfortable and containing everything you would need made for a perfect vacation destination. The location is the best...right down the street from the beach, ice cream shop even closer and great restaurants and shops all around. Highly recommend this delightful "rental"...

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$110

2 BR / 1 BA / Sleeps 4

7 Reviews

$110

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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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    $143

    2 BR / 2 BA / Sleeps 4

    1 Reviews

    $143

    Inquire

    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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    $250

    5 BR / 3 BA / Sleeps 12

    1 Reviews

    $250

    Inquire

    Tortuga Bay

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

    Details

    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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    $250

    6 BR / 4 BA / Sleeps 12

    34 Reviews

    $250

    Inquire

    Berryfish Apartments. Gulf location! Sea Views!

    Anna Maria condo
    6 BR / 4 BA / Sleeps 12 | Quick view
    Excellent34 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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      $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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      $300

      5 BR / 4 BA / Sleeps 10

      10 Reviews

      $300

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

      Anna Maria house
      5 BR / 4 BA / Sleeps 10 | Quick view
      Excellent10 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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      $122

      2 BR / 1 BA / Sleeps 5

      1 / 14

      $122

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      Pine Ave and North Shore Drive Anna Maria Villa A

      Anna Maria villa
      2 BR / 1 BA / Sleeps 5 | Quick view

      Details

      This villa is quaint and adorable tucked in a quiet neighborhood just 9 houses from the Gulf of Mexico and white sandy north end Anna Maria Island beaches. Step outside your door and stroll down the street in 1 minute or less to the quaint shops and cafes along Pine Ave. Walk to everything the north end has to offer…
      • Internet Access
      • Washing Machine
      • Clothes Dryer
      • Outdoor Dining Area
      • A/C or climate control
      • Pet friendly
      • Suitable for children
      • Suitable for the elderly
      • Wheelchair accessible

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      $170

      3 BR / 2 BA / Sleeps 6

      1 / 16

      $170

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      Jacaranda Artist Retreat

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

      Details

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

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      $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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      $200

      3 BR / 3 BA / Sleeps 8

      1 Reviews

      $200

      Inquire

      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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      $243

      4 BR / 3 BA / Sleeps 8

      1 Reviews

      $243

      Inquire

      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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        $171

        3 BR / 2 BA / Sleeps 6

        5 Reviews

        $171

        Inquire

        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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        $257

        4 BR / 3 BA / Sleeps 10

        6 Reviews

        $257

        Inquire

        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…
        • 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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        $214

        3 BR / 2 BA / Sleeps 8

        3 Reviews

        $214

        Inquire

        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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        $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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        $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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        $129

        3 BR / 2 BA / Sleeps 8

        2 Reviews

        $129

        Inquire

        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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        $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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        $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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        $496

        5 BR / 4 BA / Sleeps 10

        7 Reviews

        $496

        Inquire

        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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        $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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        $129

        2 BR / 1 BA / Sleeps 4

        2 Reviews

        $129

        Inquire

        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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        $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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        $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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        $100

        1 BR / 1 BA / Sleeps 2

        1 Reviews
        1 / 24

        (1)

        Poor

        $100

        Inquire

        Flamingo House: 1BR Elderly-Friendly Steps From Beach

        Anna Maria condo
        1 BR / 1 BA / Sleeps 2 | Quick view
        Poor1 Reviews

        Details

        Reviews

        (1)

        Enjoy your vacation in this charming, one-bedroom, one-bath original house just six houses away from the white sand beaches of Anna Maria Island and sparkling waters of the Gulf of Mexico. Flamingo House is perfect for anyone who needs a quick weekend getaway or an extended stay! Located in Anna Maria on the west …
        • Wireless Internet
        • A/C or climate control
        • Porch
        • Parking
        • Books
        • Suitable for the elderly

        Details

        Reviews

        (1)

        Nice community, poor accommodation

        Left on Apr 11, 2015 for a stay in March 2015

        Very good: the house is close to a beautiful beach

        Poor: the house is too close to the noisy street; no place to sit outside; terrible smell of humidity inside; windows dirty and don't open.

        Not worth the rental price.

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        $168

        2 BR / 1 BA / Sleeps 4

        1 / 21

        $168

        Inquire

        Sea Oats: 2BR Elderly-Friendly Pool Home on Canal

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

        Details

        Begin your relaxing vacation at Sea Oats, located just a block from the white sand beaches of Anna Maria Island. This lovely two-bedroom, one-bath vacation rental has just been completely remodeled and fabulously decorated! Cozy and relaxing furnishings await you and your friends and family during your vacation stay…
        • Wireless Internet
        • Washing Machine
        • Clothes Dryer
        • Outdoor Dining Area
        • A/C or climate control
        • Suitable for children - ask
        • Suitable for the elderly - ask

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        $157

        2 BR / 1 BA / Sleeps 4

        1 / 15

        $157

        Inquire

        Beach Walk: 2BR Family-Friendly Pool Home on Canal

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

        Details

        Begin your relaxing vacation at Beach Walk, located just a block from the white sand beaches of Anna Maria Island. This lovely two bedroom, one bath, home has just been completely remodeled and fabulously decorated! Cozy and relaxing furnishings await you and your friends and family during your vacation stay. The …
        • Internet Access
        • Washing Machine
        • Clothes Dryer
        • A/C or climate control
        • Patio
        • Suitable for children - ask
        • Suitable for the elderly - ask

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        $214

        3 BR / 2 BA / Sleeps 6

        1 / 23

        $214

        Inquire

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

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

        Details

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

        PreviousNext property

        $286

        5 BR / 4 BA / Sleeps 12

        1 / 20

        $286

        Inquire

        Villa Marianne: 5BR Awesome Pool Home

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

        Details

        Villa Marianne is the ultimate beach getaway for you and your family. Located on the north end of Anna Maria Island in the city of Anna Maria just steps from the white sand beach, this five bedroom, four bath vacation rental will make you never want to leave! Exquisitely decorated with beach colors in every room, …
        • Spa/Whirlpool
        • Internet Access
        • Washing Machine
        • Clothes Dryer
        • Outdoor Dining Area
        • Suitable for children - ask
        • Suitable for the elderly - ask

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        $186

        2 BR / 2 BA / Sleeps 4

        1 / 21

        $186

        Inquire

        Tequila Sunset: 2BR Island Home with Heated Pool

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

        Details

        This lovely two bedroom family- and pet-friendly Anna Maria Island vacation rental is just a few houses from the island's white sand beach and azure blue waters of the Gulf of Mexico. Located on the quiet north end of the island in the city of Anna Maria, at 950 square feet, this classic elevated beach home with both…
        • Internet Access
        • Washing Machine
        • Clothes Dryer
        • A/C or climate control
        • Porch
        • Pet friendly
        • Suitable for children - over five
        • Suitable for the elderly - ask

        PreviousNext property

        $157

        2 BR / 2 BA / Sleeps 6

        1 / 24

        $157

        Inquire

        Cook's Cove: 2BR Elderly-Friendly Steps From Beach

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

        Details

        Grab your flip flops and your bathing suit for your fabulous vacation in this well-appointed Anna Maria home! Cook's Cove is located just steps away from the beautiful, white sand beaches of Anna Maria Island and the azure water of the Gulf of Mexico. Both elderly- and family-friendly, this lovely, two-bedroom, 2.5-…
        • Internet Access
        • Fireplace
        • Washing Machine
        • Clothes Dryer
        • A/C or climate control
        • Suitable for children - over five
        • Suitable for the elderly

        PreviousNext property

        $200

        3 BR / 2 BA / Sleeps 6

        1 Reviews

        $200

        Inquire

        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

          Details

          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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          $330

          5 BR / 3 BA / Sleeps 14

          1 Reviews

          $330

          Inquire

          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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          $350

          3 BR / 2 BA / Sleeps 9

          3 Reviews

          $350

          Inquire

          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

          Details

          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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          $500

          4 BR / 4 BA / Sleeps 12

          1 Reviews

          $500

          Inquire

          Cayman Bay

          Anna Maria house
          4 BR / 4 BA / Sleeps 12 | Quick view
          Excellent1 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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          $300

          5 BR / 4 BA / Sleeps 12

          1 Reviews

          $300

          Inquire

          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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          $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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            $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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            $300

            4 BR / 3 BA / Sleeps 14

            1 Reviews

            $300

            Inquire

            Ocean Walk

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

            Details

            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

              Details

              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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              $145

              4 BR / 2 BA / Sleeps 8

              2 Reviews

              $145

              Inquire

              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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              $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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              $450

              5 BR / 4 BA / Sleeps 10

              1 / 26

              $450

              Inquire

              The Big Yellow House

              Anna Maria 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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