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3 BR / 2 BA / Sleeps 8

Caribbean Surf - Anna Maria Island vacation rentals
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Caribbean Surf

3 BR / 2 BA / Sleeps 8 | Quick view

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Caribbean Surf 306 67th Street Unit B Holmes Beach, Fl 34217 Caribbean Surf is one side of a newly constructed private duplex that offers a discreet backyard with a tropical pool, swim-up Tiki table and BBQ grill. This brand new Island home is equipped with 3 bedrooms and 2 bathrooms and is centrally located on the…
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    • Suitable for the elderly - ask

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    $300

    5 BR / 4 BA / Sleeps 12

    Bayfront Paradise - Anna Maria Island vacation rentals
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    Bayfront Paradise

    5 BR / 4 BA / Sleeps 12 | Quick view

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    Bayfront Paradise 238 South Harbor Dr. Holmes Beach, Fl 34217 Bayfront Paradise is an absolutely stunning custom luxury home that is tucked away on a quiet residential street with the most amazing Bay views. As soon as you enter the property you are immediately immersed in the relaxing isle atmosphere of Anna Maria…
    • Heated Pool
    • High Speed Internet
    • Patio
    • Television
    • DVD Player
    • Suitable for children - ask
    • Suitable for the elderly - ask

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    $200

    3 BR / 2 BA / Sleeps 8

    Quiet Palms - Anna Maria Island vacation rentals
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    Quiet Palms

    3 BR / 2 BA / Sleeps 8 | Quick view

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    Quiet Palms 215 81st St. Holmes Beach, FL. 34217 The name says it all! Quiet palms resides on a docile street on Holmes Beach, just a few minutes walk from the white sandy beaches. This 3 bedroom, 2.5 bathroom Florida vacation home offers a lovely serene atmosphere. The very private backyard is embellished with…
    • Private Pool
    • High Speed Internet
    • Patio
    • Television
    • DVD Player
    • Suitable for children - ask
    • Suitable for the elderly - ask

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    $125

    2 BR / 2 BA / Sleeps 6

    9 Reviews

    $125

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    Dolphin Dance, North Side

    2 BR / 2 BA / Sleeps 6 | Quick view
    “ Excellent ” 9 Reviews

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    Reviews

    (9)

    The Dolphin Dance North side, located at 803 Gulf Drive South is an impressive, two bedroom one and one half bath duplex with panoramic views of the Gulf of Mexico.This spacious, town home unit will sleep six with a queen size bed, a full size bed and a sofa bed. Extras include washer, dryer, VCR, DVD and microwave …
    • Ocean or water views
    • Internet Access
    • Pet friendly - ask
    • Smoking allowed - ask
    • Suitable for children - ask
    • Suitable for the elderly - ask
    • Wheelchair accessible - ask

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    Reviews

    (9)

    Beach front living

    Left on Feb 26, 2009 for a stay in April 2007

    We have fond memories of our week at the beach. Enjoyed the views of both the gulf and the intercoastal waterway. Our biggest disapointment was that one bedroom did not have twin beds as was listed on website. Luckily there was a pull out bed (couch) for our kids. Otherwise the home was perfect for our needs that week.

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    $350

    3 BR / 2 BA / Sleeps 8

    Direct Beach Front - Anna Maria Island vacation rentals
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    Direct Beach Front

    3 BR / 2 BA / Sleeps 8 | Quick view

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    Direct Beach Front Sandcastle Condominium Unit # 6 200 Gulf Dr. south Unit # 6 Bradenton Beach, FL 34217 The Direct Beachfront has spectacular million dollar views out over the Gulf of Mexico. This really beautiful, direct beachfront condo has 3 bedrooms, 2 bathrooms and directly overlooks the crystal blue waters…
    • Shared outdoor pool (unheated)
    • High Speed Internet
    • Patio
    • Television
    • DVD Player
    • Suitable for children - ask
    • Suitable for the elderly - ask

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    $220

    3 BR / 2 BA / Sleeps 7

    5 Reviews

    $220

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    Hideaway

    3 BR / 2 BA / Sleeps 7 | Quick view
    “ Very Good ” 5 Reviews

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    Reviews

    (5)

    The Hideaway, located at 5002 5th Avenue in Holmes Beach is a gulf front home which will take you back in time when living was easy. This wonderful home was built in the 1940’s and still has the same charm and ambience of days gone by. Magnolia wood walls and ceilings throughout the home give the feel of an old time…
    • Waterfront
    • Ocean or water views
    • Internet Access
    • Grill
    • Pet friendly - ask
    • Smoking allowed - ask
    • Suitable for children - ask
    • Suitable for the elderly - ask
    • Wheelchair accessible - ask

    Details

    Reviews

    (5)

    Classic Florida Beach House

    Left on May 05, 2011 for a stay in April 2011

    I grew up in Bradenton, and know anna Maria Island well. The Hideaway is a gem of a place from a era when most of the island consisted of single family homes, and not condos or monstrous beach pads. If you want a place right on the beach, that still has "old Florida charm", then this is the place.

    I found the management company extremely responsive when we had a small problem with the phone …

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    $143

    2 BR / 1 BA / Sleeps 4

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    Kims Kottage East

    2 BR / 1 BA / Sleeps 4 | Quick view

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    Kim's Kottages East 205E 75th Street Holmes Beach, Fl. 34217 ISLAND DUPLEX-This totally updated 2 bedroom and 1 bathroom ground level duplex is just a short 2 minute walk away from the stunning white sandy beaches of the Gulf of Mexico. If you are looking for a quiet retreat away from it all than look no further. …
    • Shared outdoor pool (unheated)
    • Internet Access
    • Dishwasher
    • Suitable for children - ask
    • Suitable for the elderly - ask

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    $125

    2 BR / 1 BA / Sleeps 6

    3 Reviews

    $125

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    Hudson Bay

    2 BR / 1 BA / Sleeps 6 | Quick view
    “ Very Good ” 3 Reviews

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    Reviews

    (3)

    Hudson Bay is located at 309 62nd Street in Holmes Beach on Anna Maria Island. This two bedroom one bath home features a private, heated pool in a tropically landscaped fenced backyard. This ground level home features a newly remodeled kitchen with an open floor plan. Free WIFI as well as expanded cable and free …
    • 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

    (3)

    Not home away from home, but OK

    Left on Apr 09, 2013 for a stay in March 2013

    Very easy to rent from abroad. Island Vacation Properties know what they are doing! Easy access to the keys even on a Sunday.
    The house - situated in a quiet neighbourhood - was small but functional. We especially liked the kitchen.
    The outside furniture and the back patio close to the house, is in need of some serious upgrading.

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    $140

    1 BR / 2 BA / Sleeps 5

    15 Reviews

    $140

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    Sunset Terrace 201

    1 BR / 2 BA / Sleeps 5 | Quick view
    “ Excellent ” 15 Reviews

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    Reviews

    (15)

    Sunset Terrace Condo #201 is a newly renovated Gulf front condo with a heated pool, located at 2312 Gulf Drive in Bradenton Beach. It offers a spectacular view of the Gulf of Mexico from almost every room. This one bedroom, one and one half bath condo has a small den area. It sleeps six with a king size bed a sofa bed…
    • Waterfront
    • Ocean or water views
    • Shared outdoor pool (unheated)
    • Internet Access
    • Pet friendly - ask
    • Smoking allowed - ask
    • Suitable for children - ask
    • Suitable for the elderly - ask
    • Wheelchair accessible - ask

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    Reviews

    (15)

    Right on the beach

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

    This is a nice place. I have a young child and I like that we don't even have to cross the street to get to the beach. It was also very quiet. Our stays ahve always been enjoyable

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    $200

    3 BR / 2 BA / Sleeps 8

    12 Reviews

    $200

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    Crow's Nest

    3 BR / 2 BA / Sleeps 8 | Quick view
    “ Very Good ” 12 Reviews

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    Reviews

    (12)

    The Crow's Nest, located directly on the beach at 2416 Gulf Drive in Bradenton Beach is a unique three bedroom, two bath home that was designed by a man with a passion for boats and a love of the sea. From its lofty view, enjoy a perspective of Bradenton Beach from the spacious screened lanai that is seen only by …
    • Waterfront
    • Ocean or water views
    • Internet Access
    • Pet friendly
    • Smoking allowed - ask
    • Suitable for children - ask
    • Suitable for the elderly - ask
    • Wheelchair accessible - ask

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    Reviews

    (12)

    Wonderful View

    Left on Mar 16, 2009 for a stay in March 2008

    This vacation home provides a wonderful view of the Gulf and beach. Every night you can watch the sunset from the screen porched.
    My advice if you don't like stairs, this is not the place for you. That was the only downfall was not being at ground level for a quick access to the sand.

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    $236

    3 BR / 3 BA / Sleeps 10

    6 Reviews

    $236

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    BAREFOOTBLISS

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

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    Reviews

    (6)

    Coastal living in a tropical setting! Gorgeous ground level 3 bedroom/3 bath home with designer touches at every glance. This light and airy, open-concept floor plan is generously appointed with flat screen TVs in all rooms and tile floors throughout every one of its almost 2000 square feet. You will be pleased to …
    • Shared outdoor pool (unheated)
    • A/C or climate control
    • Parking
    • Grill
    • Satellite or cable TV
    • Suitable for children
    • Suitable for the elderly

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    Reviews

    (6)

    It was like a little bit of paradise.

    Left on Nov 21, 2013 for a stay in May 2013

    The home was beautiful and very comfortable. The pool is georgeous and easily accessible from the home. The beach is only a short walk from the home.

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    $137

    2 BR / 2 BA / Sleeps 4

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    Sun Plaza West 115

    2 BR / 2 BA / Sleeps 4 | Quick view

    Details

    Sun Plaza West #115 5608 Gulf Drive Unit 115 Holmes Beach, Fl. 34217 Sun Plaza West #115 is a beautifully decorated 2 bedroom and 2 bathroom condo, located directly on the Gulf! This gorgeous end corner unit, provides lots of privacy and stunning direct Gulf front views from both the living room and Master …
    • Shared outdoor pool (unheated)
    • Internet Access
    • Dishwasher
    • Suitable for children - ask
    • Suitable for the elderly - ask

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    $90

    2 BR / 2 BA / Sleeps 6

    7 Reviews

    $90

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    Cove at Sandy Pointe 205A

    2 BR / 2 BA / Sleeps 6 | Quick view
    “ Excellent ” 7 Reviews

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    Reviews

    (7)

    The Cove at Sandy Pointe #205, at 3601 East Bay Drive is a cheerful, two bedroom and two bath condo in a secluded complex close to shopping and conveniently located to the beach. Sandy Pointe features undercover parking and a large heated pool.This well appointed and recently refurnished unit offers every amenity you …
    • Internet Access
    • Washing Machine
    • Clothes Dryer
    • Dishwasher
    • Satellite or cable TV
    • Pet friendly - ask
    • Smoking allowed - ask
    • Suitable for children - ask
    • Suitable for the elderly - ask
    • Wheelchair accessible - ask

    Details

    Reviews

    (7)

    time with grandkids!!!!

    Left on Feb 23, 2009 for a stay in July 2008

    Great location! Short walk to the trolley ! Nice home ! IT WAS A ALL AROUND GREAT TIME! Thanks for asking.,Christine Remaley

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    $145

    1 BR / 1 BA / Sleeps 4

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    Hidden Oasis

    1 BR / 1 BA / Sleeps 4 | Quick view

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    Hidden Oasis 777A North Shore Anna Maria, Fl. 24216 This lovely 1 bedroom, 1 bathroom gulf front hideaway has just been completely renovated from top to bottom! This second level location has a private balcony with large southern views of the beautiful blue waters of the Gulf of Mexico. Part of a Gulf-front …
    • Internet Access
    • Dishwasher
    • Suitable for children - ask
    • Suitable for the elderly - ask

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    $214

    3 BR / 2 BA / Sleeps 6

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    $214

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

    3 BR / 2 BA / Sleeps 6 | Quick view

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    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

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    $250

    4 BR / 3 BA / Sleeps 8

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    $250

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    Avenue E By The Sea

    4 BR / 3 BA / Sleeps 8 | Quick view

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    Avenue E by the Sea 3105 Gulf Drive Holmes Beach, Fl 34217 Wow! Beautiful views of the sparkling Gulf waters can be seen from the living room, kitchen, large covered 2nd floor porch and the roof-top deck- unbelievable!. This luxury home has much more than just views, it offers many extras for your relaxing …
    • Private Pool
    • High Speed Internet
    • Patio
    • Television
    • DVD Player
    • Suitable for children - ask
    • Suitable for the elderly - ask

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    $200

    3 BR / 2 BA / Sleeps 8

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    $200

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    Anna Maria Chateau

    3 BR / 2 BA / Sleeps 8 | Quick view

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    Anna Maria Chateau 612 Fern Street Anna Maria, Fl 34216 Perfect island getaway, nestled at the North end of Anna Maria Island. Anna Maria Chateau, open and spacious, a newly and completely renovated, well equipped 3 bedroom, 2 bath home with vaulted ceilings in the living area and in all bedrooms. This house has …
      • Suitable for children - ask
      • Suitable for the elderly - ask

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      $156

      3 BR / 2 BA / Sleeps 6

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      $156

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      Dolphin House

      3 BR / 2 BA / Sleeps 6 | Quick view

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      Dolphin House 311 64th Street Holmes Beach, Fl. 34217 Nestled right in the midst of Anna Maria Island is this stunning 3 bedroom 2.5 bath townhome with private heated pool. Tropical landscaping abounds with a covered poolside patio. This island townhome offers great room and open kitchen area, large covered …
      • Outdoor Pool
      • Internet Access
      • Dishwasher
      • Suitable for children - ask
      • Suitable for the elderly - ask

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      $158

      2 BR / 2 BA / Sleeps 6

      1 Reviews

      $158

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      Anna Maria Island Club 33

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

      Details

      Reviews

      (1)

      2-bedroom/2-bath units directly on the Gulf of Mexico with its perfect snow-white beach. Large private terrace, views of the Gulf from both living/dining area and master bedroom. This is the perfect place to enjoy your vacation! Building has heated pool, Jacuzzi, covered parking, elevator and secured entry. Amenities…
      • Waterfront
      • Ocean or water views
      • Hot Tub/Jacuzzi
      • Washing Machine
      • Clothes Dryer
      • Suitable for children
      • Suitable for the elderly

      Details

      Reviews

      (1)

      Fantastic - Beyond Our Expectations

      Left on Apr 14, 2013 for a stay in April 2013

      Online pictures are dated and do not do this unit or the Anna Maria Island Club justice. Overall, the unit was well appointed and maintained. The kitchen was the best stocked that we have experienced in over 7 years of beach rentals. The closets were like a treasure trove. We found beach chairs, umbrellas, boogie boards, beach towels etc. tucked away. We could keep an eye on our teens at the pool…

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      $171

      3 BR / 3 BA / Sleeps 8

      1 / 16

      $171

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      Sea Place

      3 BR / 3 BA / Sleeps 8 | Quick view

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      Sea Place 215 66th St. Holmes Beach, Fl. 34217 WOW- look at the reduced pricing on this one! This is a ground level island bungalow with 3 bedrooms and 2 full baths. Recently professionally re-decorated in a tasteful tropical island style, it also has a brand new heated pool to enjoy. One of the best values on …
      • Private Pool
      • High Speed Internet
      • Patio
      • Television
      • DVD Player
      • Suitable for children - ask
      • Suitable for the elderly - ask

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      $514

      6 BR / 4 BA / Sleeps 14

      3 Reviews

      $514

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      TWOPINACOLADAS

      6 BR / 4 BA / Sleeps 14 | Quick view
      “ Poor ” 3 Reviews

      Details

      Reviews

      (3)

      Welcome to the ultimate in Large Family luxury vacation Homes, with peeks of the Gulf of Mexico from the balconies. This Brand New, 6 bedroom/4.5 bath home with 10' ceilings, Granite countertops, and Stainless Appliances features a large privacy fenced yard, Tropical Heated Pool and Hot Tub, Swim Up Tiki, and covered…
      • Ocean or water views
      • Hot Tub/Jacuzzi
      • Internet Access
      • Washing Machine
      • Clothes Dryer
      • Pet friendly
      • Suitable for children
      • Suitable for the elderly

      Details

      Reviews

      (3)

      Poor up-keep, poor management, not worth the money!

      Left on Feb 03, 2014 for a stay in December 2013

      Our family rented this home for the week of Christmas and at first glance it was a lovely home. The problems began almost immediately. Dishwasher didn't work, so they sent a repairman out to fix and then replace it the next day which was terribly inconvenient. The ice machine in the refrigerator didn't work so we had to purchase ice everyday and keep it in coolers. Many of the lightbulbs …

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      $514

      6 BR / 5 BA / Sleeps 14

      1 Reviews

      $514

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      CASADELSOL

      6 BR / 5 BA / Sleeps 14 | Quick view
      “ Excellent ” 1 Reviews

      Details

      Reviews

      (1)

      Welcome to the ultimate in Large Family luxury vacation Homes, with peeks of the Gulf of Mexico from the front balconies, and wide open intercoastal waterway views from the back of the home. This Brand New, 6 bedroom/5 bath home with Elevator features a large Tropical Heated Pool, Swim Up Table, and covered patio by …
      • Waterfront
      • Ocean or water views
      • Internet Access
      • Washing Machine
      • Clothes Dryer
      • Suitable for children
      • Suitable for the elderly

      Details

      Reviews

      (1)

      Awesome Vacation

      Left on Aug 15, 2013 for a stay in June 2013

      We are a family of 10 and had a wonderful time at Casadelsol. Plenty of room for all. The kids spend most of the time in the pool, kayaking, fishing, or walking over to the ocean and playing there. So much to do that no one got bored. Loved it!

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      $144

      1 BR / 1 BA / Sleeps 4

      26 Reviews

      $144

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      Alamanda Villas 5

      1 BR / 1 BA / Sleeps 4 | Quick view
      “ Very Good ” 26 Reviews

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      Reviews

      (26)

      Alamanda Villas, located at 102 39th Street in Holmes Beach is a charming beachside complex featuring eight units surrounding a heated pool, tropical landscaping, multi-level decks and built in BBQ area. Anna Maria's white sandy beaches and the emerald green water of the Gulf of Mexico are just outside your door to …
      • Waterfront
      • Ocean or water views
      • Shared outdoor pool (unheated)
      • Internet Access
      • Grill
      • Pet friendly
      • Smoking allowed - ask
      • Suitable for children - ask
      • Suitable for the elderly - ask
      • Wheelchair accessible - ask

      Details

      Reviews

      (26)

      RIGHT ON THE BEACH

      Left on Feb 23, 2009 for a stay in October 2008

      A great place for a couple to stay, in a wonderful part of the world. unfortunately the weakness of the British currency will defer most Uk citizens from returning in 2009.

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      $97

      2 BR / 2 BA / Sleeps 4

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      $97

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      Shorewalk Vacation Villas Bradenton YR

      2 BR / 2 BA / Sleeps 4 | Quick view

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      Welcome to ShoreWalk Retreat. This imposing 2 bedroom condo is located on the popular ShoreWalk Vacation Villas resort in West Bradenton. Our stunning two bedroom, two bath stylishly furnished condo will give you the ultimate vacation experience at this ever popular resort. Fabulous lake views can be seen from the …
      • Waterfront
      • Ocean or water views
      • Hot Tub/Jacuzzi
      • Internet Access
      • Washing Machine
      • Suitable for children - ask
      • Suitable for the elderly - ask
      • Wheelchair accessible - ask

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      $155

      1 BR / 1 BA / Sleeps 4

      1 Reviews

      $155

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      Four Beach Lovers 1

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

      Details

      Reviews

      (1)

      Welcome to the Four Beach Lovers (Formerly Dawg Daze). Located at 2908 Avenue E in Holmes Beach, this gulf front tropical paradise features four well-appointed and comfortable one bedroom units. Each of the four units is fully equipped and tastefully furnished. All four units feature a private patio area and a …
      • 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

      (1)

      Beautiful Sunsets/Sunrises

      Left on Aug 25, 2014 for a stay in August 2014

      We have stayed in this unit several times and have never been disappointed. We first stayed here because the unit is "pet friendly" and it is hard to find a place in this area that will allow you to bring your pet . The unit is secure and private with a fence and locked gate around three sides of the property and is convenient to great restaurants, fishing pier and a Publix grocery store. The …

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      $279

      2 BR / 2 BA / Sleeps 4

      1 / 27

      $279

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      Direct Beachfront 2 BR Condo on Florida’S Beautiful Gulf Coast!

      2 BR / 2 BA / Sleeps 4 | Quick view

      Details

      Make your stay in Florida fun and easy! This 2 Bedroom, 2 Bath condo is direct beachfront with wide open views up and down the coast. The condo is on the top floor (6th) of the building and is completely furnished with a dining table that seats 6 – 8, sofa and loveseat, coffee and end tables, flat screen tv, and …
      • Suitable for children
      • Suitable for the elderly
      • Wheelchair accessible

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      $209

      4 BR / 3 BA / Sleeps 8

      1 / 30

      $209

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      Pelican Villa

      4 BR / 3 BA / Sleeps 8 | Quick view

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

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      $156

      3 BR / 2 BA / Sleeps 6

      1 Reviews

      $156

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      Pineapple Pointe

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

      Details

      Reviews

      (1)

      Pineapple Pointe 117 51st Holmes Beach, Fl. 34217 How about this beautiful beach bungalow, nestled on a quiet street only a short 1-2 minute stroll to the white sand beach of the Gulf of Mexico. A perfect place to enjoy that family vacation and just get lost for a while. It features tasteful island decor …
      • Outdoor Pool
      • Internet Access
      • Dishwasher
      • Suitable for children - ask
      • Suitable for the elderly - ask

      Details

      Reviews

      (1)

      Beautiful house just off the beach

      Left on Feb 16, 2015 for a stay in February 2015

      We just stayed here and loved it. It was just as described. Beach was easy to access. It was fairly cool when we were on the island so it was nice to sit by the pool out of the wind. We would stay again!

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      $241

      3 BR / 2 BA / Sleeps 8

      1 Reviews

      $241

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      Island Paradise 3

      3 BR / 2 BA / Sleeps 8 | Quick view
      “ Excellent ” 1 Reviews

      Details

      Reviews

      (1)

      Island Paradise #3 3708 Gulf Drive Unit 3 Holmes Beach, Fl. 34217 Island Paradise is just that- the best view on Anna Maria Island. Panoramic views of the beautiful blue waters of the Gulf of Mexico and the white sand beaches. And don't forget the legendary sunsets. It simply does not get any better than this. …
      • Shared outdoor pool (unheated)
      • Internet Access
      • Dishwasher
      • Suitable for children - ask
      • Suitable for the elderly - ask

      Details

      Reviews

      (1)

      Beautiful Sunsets

      Left on Aug 17, 2014 for a stay in August 2014

      The unit was very clean & well kept as well as the entire building. Our view of the Gulf of Mexico from the living room was breath taking. The pool was nice size and clean. We were 200 yards from #1 rated hamburger joint in area and same to ice cream bar. Beach was not busy and very clean as well. Remember to bring your own beach chairs and umbrella. Would stay here again.

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      $125

      3 BR / 2 BA / Sleeps 8

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      $125

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      Egrets Landing

      3 BR / 2 BA / Sleeps 8 | Quick view

      Details

      Egrets Landing 303 74th St. Unit A Holmes Beach, Fl. 34217 Egrets Landing is a brand new ground level construction with a private heated pool! Offering the best of all that Anna Maria Island has to offer with its central location, you are never too far from white sandy beaches, local cuisine, shops and the popular …
      • Heated Pool
      • High Speed Internet
      • Patio
      • Television
      • DVD Player
      • Suitable for children - ask
      • Suitable for the elderly - ask

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      $317

      4 BR / 3 BA / Sleeps 10

      4 Reviews

      $317

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      FAIRWINDS

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

      Details

      Reviews

      (4)

      Beautifully furnished 4 bedroom/3.5 bath home just a block to the beach! Large greatroom layout with four separate balconies, high ceilings, and tropical hardwood floors throughout. Master Suite on the main floor has large walk-in closet and ensuite bathroom with Jacuzzi soaker tub and separate shower. Very well-…
      • Hot Tub/Jacuzzi
      • Internet Access
      • Washing Machine
      • Clothes Dryer
      • Outdoor Dining Area
      • Suitable for children
      • Suitable for the elderly

      Details

      Reviews

      (4)

      Love this house!

      Left on Aug 15, 2013 for a stay in March 2013

      Lovely, comfortable house with a great location. The pool was perfect ... We are going back next year!

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      $200

      3 BR / 2 BA / Sleeps 6

      1 / 22

      $200

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      Villa Sand Dollar

      3 BR / 2 BA / Sleeps 6 | Quick view

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      Villa Sand Dollar 113 75th Street Holmes Beach, Fl. 34217 Newly remodeled and a perfect location! This Island retreat offers 3 bedrooms, 2 1/2 baths and is a very short walk to the Gulf beach. The home sits West of Gulf Dr, only 5 houses in from the beach and about a 30 second walk! Offering views of the Gulf …
      • Outdoor Pool
      • Internet Access
      • Dishwasher
      • Suitable for children - ask
      • Suitable for the elderly - ask

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      $100

      2 BR / 2 BA / Sleeps 6

      7 Reviews

      $100

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      Fountainhead Condo 7

      2 BR / 2 BA / Sleeps 6 | Quick view
      “ Very Good ” 7 Reviews

      Details

      Reviews

      (7)

      Fountainhead Condo #7, located at 3400 6th Avenue in Holmes Beach is just a few steps from the beautiful beaches and emerald green water of the Gulf. This eight unit complex has a heated pool and laundry room on site.This unit is beautifully furnished and well equipped for your enjoyment. The unit itself offers every …
      • Shared outdoor pool (unheated)
      • Internet Access
      • Pet friendly - ask
      • Smoking allowed - ask
      • Suitable for children - ask
      • Suitable for the elderly - ask
      • Wheelchair accessible - ask

      Details

      Reviews

      (7)

      Great! Just what we were looking for.

      Left on Feb 23, 2009 for a stay in March 2008

      This was a perfect place to stay. Had everything we needed. Nice and clean! Close to the beach and stores/restaurants.

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      $100

      1 BR / 1 BA / Sleeps 2

      1 / 24

      $100

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      Flamingo House: 1BR Elderly-Friendly Steps From Beach

      1 BR / 1 BA / Sleeps 2 | Quick view

      Details

      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

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      $150

      3 BR / 3 BA / Sleeps 8

      1 / 28

      $150

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      Calypso Cottage

      3 BR / 3 BA / Sleeps 8 | Quick view

      Details

      Calypso Cottage 515 42nd St. Holmes Beach, Fl. 34217 Calypso Cottage is a stylish Mediterranean beach villa with all the finishing touches of what you would expect from an exquisite Anna Maria vacation home. Only a 5 minute stroll to the beach, the focal point has to be the brand new elaborate pool which wraps …
      • Heated Pool
      • High Speed Internet
      • Patio
      • Television
      • DVD Player
      • Suitable for children - ask
      • Suitable for the elderly - ask

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      $300

      5 BR / 3 BA / Sleeps 12

      1 / 22

      $300

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      Mojito Splash

      5 BR / 3 BA / Sleeps 12 | Quick view

      Details

      Mojito Splash 304 65th St. Holmes Beach, Fl. 34217 This beautiful 5 bedroom, 3.5 bathroom Island style home is perfect for all your vacation needs. It is only a short 2-3 minute walk to the white sand beaches of the Gulf of Mexico. It also is a very short walk to the free trolley stop which can take you from one …
      • Private Pool
      • High Speed Internet
      • Patio
      • Television
      • DVD Player
      • Suitable for children - ask
      • Suitable for the elderly - ask

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      $72

      1 BR / 1 BA / Sleeps 4

      2 Reviews

      $72

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      Villas by the Sea #1

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

      Details

      Reviews

      (2)

      The Villas is a small, 5 unit complex with a pool located steps from downtown Bradenton Beach and the beautiful white sand beaches of Anna Maria Island. All the units are clean and tastefully decorated with new ceramic tile floors and appliances. The complex offers FOUR 1 bedroom, 1 bath units and ONE 2 bedroom, 1 …
      • Internet Access
      • Washing Machine
      • Clothes Dryer
      • A/C or climate control
      • Central heating
      • Pet friendly
      • Suitable for children

      Details

      Reviews

      (2)

      Great Place To Stay!

      Left on Oct 06, 2012 for a stay in September 2012

      A very short walk to the beach, but don't have to deal with traffic and noise. Close to places to eat and shop. Enjoy the private pool and grill outside the back door. Everything is right there. A short drive to Longboat Key, Bradenton and Sarasota. I most certainly recommend this place for the price, location and quality.

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      $230

      4 BR / 4 BA / Sleeps 8

      1 / 19

      $230

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      Riki Tiki

      4 BR / 4 BA / Sleeps 8 | Quick view

      Details

      Riki Tiki 110 46th Street Holmes Beach, Fl 34217 Riki Tiki is a beautiful beach house that is only 3 houses away from the stunning Gulf of Mexico. Offering a fantastic location, private heated pool, lots of amenities including a gourmet and fully stocked kitchen and much more! The sleeping arrangements for Riki …
        • Suitable for children - ask
        • Suitable for the elderly - ask

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        $230

        3 BR / 2 BA / Sleeps 8

        1 / 22

        $230

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        Sirena del Mar

        3 BR / 2 BA / Sleeps 8 | Quick view

        Details

        Sirena del Mar is a three bedroom, two bath home located at 201 30th Street in Holmes Beach. This home has been totally renovated and features a small pool. Its two very short blocks to the wonderful, white sandy beaches.Sirena del Mar has a wonderful open design with all new kitchen cabinets and appliances. There is …
        • Shared outdoor pool (unheated)
        • Internet Access
        • Grill
        • Pet friendly
        • Smoking allowed - ask
        • Suitable for children - ask
        • Suitable for the elderly - ask
        • Wheelchair accessible - ask

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        $450

        5 BR / 4 BA / Sleeps 10

        1 / 26

        $450

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        The Big Yellow House

        5 BR / 4 BA / Sleeps 10 | Quick view

        Details

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

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        $535

        8 BR / 6 BA / Sleeps 20

        1 / 40

        $535

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        Surf View

        8 BR / 6 BA / Sleeps 20 | Quick view

        Details

        Surf View 209 54th St Holmes Beach, Fl 34217 Surf View is a newly constructed custom luxury home that is now ready for rental! The home is lavish and bold- it offers everything you would expect out of a luxury home and more!! Enjoy the private heated pool, waterslide, spa, swim-up Tiki table, rooftop deck with …
          • Suitable for children - ask
          • Suitable for the elderly - ask

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          $124

          2 BR / 2 BA / Sleeps 4

          1 / 14

          $124

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          Island Escape

          2 BR / 2 BA / Sleeps 4 | Quick view

          Details

          Island Escape 6506 Holmes Blvd. Holmes Beach, Fl. 34217 This new construction, elegant island style private 2 bed, 2 bath cottage has everything you could want in a tropical getaway. Nestled on a quiet street, it has a lovely private, heated swimming pool surrounded by lush vegitation and a privacy fence. The …
          • Private Pool
          • Patio
          • Television
          • DVD Player
          • Suitable for children - ask
          • Suitable for the elderly - ask

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          $229

          4 BR / 3 BA / Sleeps 8

          2 Reviews

          $229

          Inquire

          ENDLESS SUMMER

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

          Details

          Reviews

          (2)

          Beautiful, completely remodeled, ground level 4 bedroom/3 bath Home in a quiet neighborhood located just over a block to the beautiful white sand gulf beach. Close to shops and restaurants, and just a short block to the free trolley stop. Within an easy walk of Hurricane Hanks, A Moveable Feast,The Eat Here Restaurant…
          • Internet Access
          • Washing Machine
          • Clothes Dryer
          • Outdoor Dining Area
          • A/C or climate control
          • Suitable for children
          • Suitable for the elderly

          Details

          Reviews

          (2)

          Wow

          Left on Jun 20, 2014 for a stay in April 2014

          All I can say is that this house had the wow factor (for us), it was almost perfect.

          The layout of the house was great, it was fully fitted out and had everything we needed.

          The fenced off pool was great was we had small children, with outside space was really nice, especially having a lawn rather than concrete it allowed the children to play outside whilst we did other things - the almost …

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          $120

          2 BR / 2 BA / Sleeps 6

          2 Reviews

          $120

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          While Away

          2 BR / 2 BA / Sleeps 6 | Quick view
          “ Very Good ” 2 Reviews

          Details

          Reviews

          (2)

          The While Away, located at 6203 Holmes Blvd. in Holmes Beach is a two bedroom, two bath, ground level duplex with a private heated pool. This very spacious duplex is located in a quiet, residential neighborhood just a short stroll to the beach, shopping or the library. It’s a perfect spot to relax, unwind and …
          • Shared outdoor pool (unheated)
          • Internet Access
          • Pet friendly
          • Smoking allowed - ask
          • Suitable for children - ask
          • Suitable for the elderly - ask
          • Wheelchair accessible - ask

          Details

          Reviews

          (2)

          Overall OK

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

          The property was clean and we'll kept. The AC had trouble maintaining a constant, comfortable temp during the day. We arrived on Thursday and discovered on Friday night that the washing machine was broken. We reported the problem to property management on Saturday and to their credit, they had someone out they same day; however, it wasn't fixed until the following Tuesday.

          About a 5 minutes …

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          $209

          4 BR / 3 BA / Sleeps 10

          1 / 17

          $209

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          Sundown North

          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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          $143

          3 BR / 3 BA / Sleeps 6

          1 Reviews

          $143

          Inquire

          Bay View Villa

          3 BR / 3 BA / Sleeps 6 | Quick view
          “ Excellent ” 1 Reviews

          Details

          Reviews

          (1)

          Bay View Villa is a three bedroom, three bath private Key West style island home with bay views; tile and bamboo floors, spacious living room with large open decks, and just a short stroll to Bean Point and Bayfront Park. Very desireable area on the North end of Anna Maria Island. Sleeps upto 8 people. Amenities …
          • Internet Access
          • Washing Machine
          • Clothes Dryer
          • A/C or climate control
          • Central heating
          • Suitable for children

          Details

          Reviews

          (1)

          quiet ,spacious,clean ,lovely position

          Left on Dec 02, 2011 for a stay in November 2011

          everything spot on,between the 2 piers ,both walking distance,2 minutes stroll to the park opposite with the beach ,sea and picnic area,lovely. a clean peacefull area .

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          $95

          2 BR / 1 BA / Sleeps 6

          17 Reviews

          $95

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          Sweet Escape

          2 BR / 1 BA / Sleeps 6 | Quick view
          “ Excellent ” 17 Reviews

          Details

          Reviews

          (17)

          The Sweet Escape is located at 111 4th Street South in Bradenton Beach. If you want to have the best of both worlds on Anna Maria Island, look no further. This beautiful beach cottage is located right in the middle of everything! It’s just three houses from either the beach or bay. Historical Bridge Street with …
          • Internet Access
          • Grill
          • Pet friendly
          • Smoking allowed - ask
          • Suitable for children - ask
          • Suitable for the elderly - ask
          • Wheelchair accessible - ask

          Details

          Reviews

          (17)

          Perfect little beach house

          Left on Apr 09, 2009 for a stay in March 2009

          I have rented this perfect little beach house twice and will do so again. The location couldn't be better; a 30 sec walk to Gulf and Bay. Nice restaurants withing walking distance. The island is busy in March so reservations are recommended.

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          $285

          3 BR / 2 BA / Sleeps 8

          18 Reviews

          $285

          Inquire

          Tiki

          3 BR / 2 BA / Sleeps 8 | Quick view
          “ Excellent ” 18 Reviews

          Details

          Reviews

          (18)

          The Tiki, located at 3214 Gulf Drive in Holmes Beach is a spectacular three bedroom, two bath home directly on the emerald waters of the Gulf of Mexico. While the Tiki is located in a very quiet area on a secluded beach area, it is within a five minute walk to shopping and restaurants. Recent renovations include …
          • 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)

          Spring Break 2009

          Left on Apr 08, 2009 for a stay in March 2009

          The house was great! Very clean, everything you would need was supplied with the exception of beach chairs. The location was very easy to get to. The beach beautiful. We arrived early and were given keys to the house as soon as it was released from the cleaning crew.

          Our only complaint was a short note stating the water heater was to be replaced on Monday, in our check in package. First guy …

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          $124

          2 BR / 2 BA / Sleeps 6

          1 / 13

          $124

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          Sunny Side Up

          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

          PreviousNext property

          $129

          2 BR / 2 BA / Sleeps 4

          4 Reviews

          $129

          Inquire

          Southern Comfort: 2BR Pool Home, Block from Beach

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

          Details

          Reviews

          (4)

          This elevated vacation rental offers all the modern conveniences while instilling tranquil island flair. Located in Holmes Beach on Anna Maria Island, Southern Comfort is a two-bedroom, two-bath home that sleeps four. Tastefully decorated in beach décor with hardwood and tile floors throughout, the kitchen is fully …
          • Wireless Internet
          • Washing Machine
          • Clothes Dryer
          • A/C or climate control
          • Balcony or terrace
          • Suitable for children - over five
          • Suitable for the elderly - ask

          Details

          Reviews

          (4)

          perfectly at home!!

          Left on Jan 06, 2014 for a stay in December 2013

          I stayed in this condo with my 3 friends from Japan for 4 days in the end of year.
          eventhough Holmes beach is located quite a bit far away from big city, staying this condo is perfectly at home!!
          it was so clean and pretty new interior, well equiped all electric devices.
          During our staying it was not so good weather. So we spent most time in this condo. we relaxed so much with watching DVD or …

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