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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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$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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$250

2 BR / 2 BA / Sleeps 4

2 Reviews

$250

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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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$283

3 BR / 2 BA / Sleeps 6

2 Reviews

$283

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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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$471

4 BR / 3 BA / Sleeps 8

4 Reviews

$471

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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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$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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$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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$223

2 BR / 2 BA / Sleeps 6

4 Reviews

$223

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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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$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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    $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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    $500

    4 BR / 4 BA / Sleeps 12

    1 Reviews

    $500

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    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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    $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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    $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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    $400

    4 BR / 2 BA / Sleeps 8

    4 Reviews

    $400

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    A Time Out

    Anna Maria house
    4 BR / 2 BA / Sleeps 8 | Quick view
    Excellent4 Reviews

    Details

    Reviews

    (4)

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

    Details

    Reviews

    (4)

    Amazing anna Maria Island Sun Cottage Getaway

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

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

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    $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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    $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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    $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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      $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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      $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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      $157

      2 BR / 1 BA / Sleeps 4

      1 / 15

      $157

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      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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      $119

      3 BR / 3 BA / Sleeps 7

      1 / 18

      $119

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      Sunshine Cottage / Boat Dock, Private Pool, Beach

      Anna Maria house
      3 BR / 3 BA / Sleeps 7 | Quick view

      Details

      It doesn't get much better than being right on the water, ½ block from the bay beach, and only 7 blocks from Pine Avenue. Sunshine Cottage couldn't be a better name, because this 3 bedroom, 2 bathroom, cottage truly lets you experience the beauty of Anna Maria Island. Enjoy dangling your feet off the dock, swimming …
      • Waterfront
      • Ocean or water views
      • Internet Access
      • Housekeeping Optional
      • Washing Machine
      • Pet friendly - ask
      • Suitable for children
      • Suitable for the elderly
      • Wheelchair accessible - ask

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      $200

      3 BR / 2 BA / Sleeps 6

      1 / 17

      $200

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      Casa Allegria

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

      Details

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

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        $168

        2 BR / 1 BA / Sleeps 4

        1 / 21

        $168

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        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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        $175

        2 BR / 2 BA / Sleeps 4

        1 / 15

        $175

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        Windsong Cottage

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

        Details

        Windsong Cottage 119 Beach Avenue Anna Maria, Fl 34216 Windsong Cottage is a charming 2 bedroom 2 bath elevated home just five houses from the Gulf. It has an open floor plan with new, comfortable furnishings that make you feel *right at home*. The plantation shutters add to that "Old Florida" charm. You won'…
        • Outdoor Pool
        • Internet Access
        • Dishwasher
        • Suitable for children - ask
        • Suitable for the elderly - ask

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        $244

        3 BR / 2 BA / Sleeps 8

        1 / 30

        $244

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        HAV'ANNA DAYDREAMIN

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

        Details

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

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        $171

        3 BR / 2 BA / Sleeps 7

        1 / 21

        $171

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        The Beach House

        Anna Maria house
        3 BR / 2 BA / Sleeps 7 | Quick view

        Details

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

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        $124

        2 BR / 2 BA / Sleeps 6

        1 / 13

        $124

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        Sunny Side Up

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

        Details

        Sunny Side-Up 267 Gladiolus Street Anna Maria, Fl. 34216 Trendy colorful, happy cottage located in popular Anna Maria City. This 2 bedroom 2 bath ground level home was completely renovated inside and out. All new furniture throughout with lots of fun decor and an island feel. A delight the moment you enter …
        • Internet Access
        • Dishwasher
        • Suitable for children - ask
        • Suitable for the elderly - ask

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        $209

        4 BR / 3 BA / Sleeps 10

        1 / 17

        $209

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        Sundown North

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

        Details

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

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        $125

        3 BR / 2 BA / Sleeps 6

        1 / 10

        $125

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        Sunset Cottage On Rose

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

        Details

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

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          $190

          2 BR / 2 BA / Sleeps 10

          18 Reviews

          $190

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          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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          $138

          2 BR / 1 BA / Sleeps 6

          9 Reviews

          $138

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          Blue Dolphin Inn - Skimmer Down

          Anna Maria condo
          2 BR / 1 BA / Sleeps 6 | Quick view
          Very Good9 Reviews

          Details

          Reviews

          (9)

          The Skimmer unit at the Blue Dolphin Inn, located at 404 Alamanda in the Historic Village of Anna Maria is a wonderful two bedroom, one bath downstairs unit furnished in a tropical theme. The Blue Dolphin Inn consists of four units surrounding a free style heated pool with fountains and nearby tiki table. The Blue …
          • 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

          (9)

          relaxing

          Left on Oct 01, 2010 for a stay in August 2010

          great time ok ok ok ok ok ok ok ok ok ok ok ok ok ok ok ok ok ok ok ok

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          $343

          4 BR / 3 BA / Sleeps 10

          1 / 40

          $343

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          LA HACIENDA

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

          Details

          Located in the heart of Anna Maria, a gorgeous and spacious Mediterranean style 4 Bedroom/3 Bath Home with a Heated Pool in a very private and peaceful setting. Only steps to Pine Avenue shopping and Trolley Stop, 2 blocks to the Beach, and walking distance to the Pier. The open floor plan features granite countertops…
          • Internet Access
          • Washing Machine
          • Clothes Dryer
          • Outdoor Dining Area
          • A/C or climate control
          • Suitable for children
          • Suitable for the elderly

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          $188

          3 BR / 2 BA / Sleeps 8

          12 Reviews

          $188

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          Blue Dolphin Inn - Flamingo Up

          Anna Maria condo
          3 BR / 2 BA / Sleeps 8 | Quick view
          Excellent12 Reviews

          Details

          Reviews

          (12)

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

          Details

          Reviews

          (12)

          Megan and Justin's Wedding

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

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

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          $157

          2 BR / 2 BA / Sleeps 6

          1 / 24

          $157

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          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

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