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$157

2 BR / 2 BA / Sleeps 6

Cook's Cove: 2BR Elderly-Friendly Steps From Beach - Anna Maria vacation rentals
1 / 24

$157

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

2 BR / 2 BA / Sleeps 6 | Quick view

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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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$300

5 BR / 4 BA / Sleeps 10

10 Reviews

$300

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

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

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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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$700

4 BR / 5 BA / Sleeps 8

13 Reviews

$700

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Stunning luxury newly constructed beachfront villa

4 BR / 5 BA / Sleeps 8 | Quick view
“ Excellent ” 13 Reviews

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Reviews

(13)

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

Details

Reviews

(13)

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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$500

4 BR / 4 BA / Sleeps 12

1 Reviews

$500

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Cayman Bay

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

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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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$357

4 BR / 3 BA / Sleeps 8

5 Reviews

$357

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

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

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Reviews

(5)

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

Details

Reviews

(5)

fantastic

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

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

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$250

2 BR / 2 BA / Sleeps 4

2 Reviews

$250

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The Shady Mango ~ Anna Maria Island's Most Charming Coastal Cottage!

2 BR / 2 BA / Sleeps 4 | Quick view
“ Excellent ” 2 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 …
  • 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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$189

2 BR / 2 BA / Sleeps 6

1 Reviews

$189

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Sapphire Surf - Heated Pool, North End, 1 Level

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

Details

Reviews

(1)

Enjoy the quiet and comfort of SAPPHIRE SURF on the North end of Anna Maria Island. This enchanting two bedroom/two bath ranch style home is located on a quiet street and less than a 4 minute walk to Gulf Beach. Ranch style construction means easy access to and from the house with no steps to climb. The newly …
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • A/C or climate control
  • Suitable for children
  • Suitable for the elderly

Details

Reviews

(1)

Holiday Perfection!

Left on Aug 19, 2013 for a stay in August 2013

After 10 days in Orlando we wanted to close our vacation with a week by the ocean. Anna Maria Island was recommended and we found Sapphire Surf on the web. The accommodation is in a 2 bedroom bungalow style less than 5 minutes walk from the fabulous beach which faces the Gulf of Mexico. White sands and warm water and safe for kids in the shallows. Sapphire Surf is beautifully furnished, …

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$85

2 BR / 2 BA / Sleeps 6

1 / 22

$85

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Villa Nora South

2 BR / 2 BA / Sleeps 6 | Quick view

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Only a block to the pristine white sands of our Gulf of Mexico beaches, this lovely two bedroom/two bath duplex is nestled at the end of a long shell driveway, and overlooks picturesque Lake LaVista, a body of water that began its life as a natural lake frequented by the island's early settlers. Sometime in the first…
  • Internet Access
  • A/C or climate control
  • Patio
  • Fitness Room
  • Satellite or cable TV
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$400

4 BR / 2 BA / Sleeps 8

3 Reviews

$400

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A Time Out

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

Details

Reviews

(3)

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

Details

Reviews

(3)

Amazing anna Maria Island Sun Cottage Getaway

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

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

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$275

3 BR / 2 BA / Sleeps 9

3 Reviews

$275

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Panoramic Gulfront Home Beautiful Anna Maria Isl

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

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Reviews

(3)

This 3 bedroom/2 bath beachy home has views of the gulf from all but 1 bedroom. It has a 600 sq.ft. deck. The sand is sugary white and this is a private beach, but if you want some action, you can walk to some of the nicest restaurants on the water, or drive 5 or 6 minutes into town. I have had some renters return …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children
  • Suitable for the elderly

Details

Reviews

(3)

Great house, amazing location

Left on Aug 30, 2014 for a stay in August 2014

What an amazing location: right on one of the best beaches in Florida. The house is old but well maintained and has everything you need, from a washing machine to internet and air conditioning.

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$110

2 BR / 1 BA / Sleeps 4

7 Reviews

$110

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Waterfront, SeaView, Close to Beach & Restaurants

2 BR / 1 BA / Sleeps 4 | Quick view
“ Excellent ” 7 Reviews

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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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    $235

    3 BR / 2 BA / Sleeps 6

    12 Reviews

    $235

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    Ocean View 3 bedroom, pool, North Shore Drive

    3 BR / 2 BA / Sleeps 6 | Quick view
    “ Excellent ” 12 Reviews

    Details

    Reviews

    (12)

    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

    (12)

    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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    $125

    2 BR / 1 BA / Sleeps 6

    10 Reviews

    $125

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    Becker's Beach Bungalow!

    2 BR / 1 BA / Sleeps 6 | Quick view
    “ Excellent ” 10 Reviews

    Details

    Reviews

    (10)

    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

    (10)

    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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    $250

    6 BR / 4 BA / Sleeps 12

    34 Reviews

    $250

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    Berryfish Apartments. Gulf location! Sea Views!

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

    Details

    Reviews

    (34)

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

      Details

      Reviews

      (34)

      Our amazing Wedding Weekend!

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

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

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      $471

      4 BR / 3 BA / Sleeps 8

      4 Reviews

      $471

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      Cherryfish, a spectacular spacious 4-bed home!

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

      Details

      Reviews

      (4)

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

      Details

      Reviews

      (4)

      Wonderful, chilled out experience!

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

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

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

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      $300

      4 BR / 5 BA / Sleeps 8

      7 Reviews

      $300

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      4 bed luxury upscale executive waterfront home

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

      Details

      Reviews

      (7)

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

      Details

      Reviews

      (7)

      Absolutely Wonderful!

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

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

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      $122

      2 BR / 1 BA / Sleeps 5

      1 / 14

      $122

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      Pine Ave and North Shore Drive Anna Maria Villa A

      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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      Inquire for rates.

      4 BR / 3 BA / Sleeps 12

      1 Reviews

      Inquire for rates

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      OakView - Anna Maria Island - Old World Florida

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

      Details

      Reviews

      (1)

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

      Details

      Reviews

      (1)

      Excellent

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

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

      Thanks Rick


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