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$286

2 BR / 2 BA / Sleeps 4

Coquina Beach Club 205 - Anna Maria Island vacation rentals
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$286

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Coquina Beach Club 205

2 BR / 2 BA / Sleeps 4 | Quick view

Details

No need for shoes at this direct Gulf front condo. Out the door, down the steps, and your feet are in the sand. No streets to cross, you are on the beach! The view from your open air lanai is fantastic! You’ll love seeing dolphins swim by as you sip on your morning coffee. All day long you’ll enjoy open views …
  • Shared outdoor pool (unheated)
  • Internet Access
  • Parking
  • Dishwasher
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$209

4 BR / 4 BA / Sleeps 8

1 Reviews

$209

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Sunchase Villa

4 BR / 4 BA / Sleeps 8 | Quick view
“ Very Good ” 1 Reviews

Details

Reviews

(1)

Sunchase Villa 302 Gulf Blvd Anna Maria, Fl. 34216 Sunchase Villa is a true Old Florida, ground level beach cottage nestled on the north end of Anna Maria Island only a short walk to restaurants and shopping. There are fantastic Gulf Views from this well-appointed 4 bedroom, 4.5 bath private home directly across…
  • Internet Access
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Reviews

(1)

Great location but property needs some improvements

Left on Dec 15, 2014 for a stay in December 2014

The location of this house is great---right on the beach and close to many restaurants! The house is roomy and nicely furnished, including multiple TVs for anyone who is interested. The screened-in porch looking out on the water is a real plus! However, the house needs some serious work. Many of the windows did not open, the kitchen cabinet doors kept falling open, one bathroom drain was clogged…

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$200

2 BR / 2 BA / Sleeps 6

A Sandbox by the Sea - Anna Maria Island vacation rentals
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$200

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A Sandbox by the Sea

2 BR / 2 BA / Sleeps 6 | Quick view

Details

A Sandbox by the Sea 507 Spring Avenue Anna Maria, FL 34216 A Sandbox by the Sea has a large luxurious tropical yard with a new private heated pool complete with tanning shelf and a bubbling spa tub!! Both water features have the option of digital light shows for evening fun! A press of a button allows you to …
  • Heated Pool
  • High Speed Internet
  • Patio
  • Television
  • DVD Player
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$115

2 BR / 2 BA / Sleeps 4

4 Reviews

$115

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Sunbow Bay 114

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

Details

Reviews

(4)

Sunbow Bay Condominium #114 located at 3705 East Bay Drive in Holmes Beach has everything you could need or want for a memorable vacation. Conveniently close to shopping and restaurants yet out of the way and quiet. Sunbow Bay offers two heated pools, tennis courts, elevators, undercover parking and every conceivable …
  • 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

(4)

Sun & Fun

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

Nice clean Property, would stay there again,
The Internet has allowed us to view properties,
Prices etc. before booking. Agents for our
rentals have been very helpful.

Note' We travel all over the North Americal
continent, if we are in the Bradenton Fl. area we will defentely look you up again.

Jim Branchfloer

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$193

2 BR / 2 BA / Sleeps 4

Hidden Cove 5 - Anna Maria Island vacation rentals
1 / 16

$193

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Hidden Cove 5

2 BR / 2 BA / Sleeps 4 | Quick view

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Hidden Cove #5 5610 Gulf Drive #5 Holmes Beach, FL 34217 A fantastic, direct gulf front 2 bedroom, 2.5 bathroom townhouse. This property is newly remodeled with stainless steel appliances and granite counter tops in the kitchen. Picture worthy views of the Gulf can be seen from the living room and master bedroom. …
  • Shared outdoor pool (unheated)
  • Internet Access
  • Dishwasher
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$160

4 BR / 2 BA / Sleeps 8

Hawaiian Hideaway - Anna Maria Island vacation rentals
1 / 18

$160

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Hawaiian Hideaway

4 BR / 2 BA / Sleeps 8 | Quick view

Details

Hawaiian Hideaway 206 81st Street Unit A Holmes Beach, Fl 34217 Hawaiian Hideaway is a brand new ground level private duplex! A true gem of a home with a private heated pool and tropical landscaping throughout the backyard area for privacy. Centrally located, this property is close to it all - beaches, shops, …
    • Suitable for children - ask
    • Suitable for the elderly - ask

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    $440

    6 BR / 3 BA / Sleeps 16

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    $440

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    Grande Haven-804 No Shore Dr.

    6 BR / 3 BA / Sleeps 16 | Quick view

    Details

    Grande Haven is a spectacular example of high architecture, fine design and custom finishing at its best. This home was designed by the award winning Gene Leedy, combining the use of pre-stressed concrete, contemporary architecture and a splash of British East Indies Island flavor. Leedy creates something truly …
    • Shared outdoor pool (unheated)
    • Internet Access
    • Parking
    • Dishwasher
    • Pet friendly
    • Suitable for children - ask
    • Suitable for the elderly - ask

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    $294

    4 BR / 4 BA / Sleeps 8

    3 Reviews

    $294

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    Island Pearl - 204 76th St

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

    Details

    Reviews

    (3)

    Welcome to Island Pearl a new ground level vacation rental home on Anna Maria Island, this home is OVER the TOP! Easy stroll to the Gulf of Mexico and the white sugar sands on some of the best beaches anywhere. Short stroll in the evening for a magical sunset. Come for a holiday to the West Coast of Florida and enjoy…
    • Shared outdoor pool (unheated)
    • Internet Access
    • Parking
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    • Suitable for children - ask
    • Suitable for the elderly - ask

    Details

    Reviews

    (3)

    The Island Pearl rental property exceeded our expectations!

    Left on Dec 06, 2011 for a stay in November 2011

    A new rental property with a well thought out layout. Our group ranged from a 2-1/2 month old, to two great grandmothers aged 91 & 88 and it worked for all of us. The rental unit has been finished and furnished with quality in mind. Other than an initial lack of hangers, the property was equipped with everything that we required, including beach stuff. The rental agency, Island Real Estate, was …

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    $124

    2 BR / 2 BA / Sleeps 4

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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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    $165

    3 BR / 2 BA / Sleeps 8

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    $165

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    Mermaids Crossing

    3 BR / 2 BA / Sleeps 8 | Quick view

    Details

    Mermaids Crossing 207 69th Unit B Holmes Beach, Fl. 34217 Mermaids Crossing is a cute-as-a-button newly renovated, ground level 3 bedroom and 2 bathroom private duplex that offers a private heated pool, lush tropical landscaping, fantastic furnishings and so much more! Centrally located on the Island, you are just …
    • Heated Pool
    • High Speed Internet
    • Patio
    • Television
    • DVD Player
    • Suitable for children - ask
    • Suitable for the elderly - ask

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    $156

    3 BR / 3 BA / Sleeps 9

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    $156

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    Villa Monica

    3 BR / 3 BA / Sleeps 9 | Quick view

    Details

    Villa Monica 4108 6th Avenue Holmes Beach, FL 34217 This beautiful Mediterranean Villa has recently undergone a full renovation which includes a brand new tropical pool, pool furniture, all new kitchen with new granite counter-tops and stainless steal appliances, cookware and dinnerware. All new furniture, …
    • Outdoor Pool
    • Internet Access
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    • Suitable for children - ask
    • Suitable for the elderly - ask

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    $209

    4 BR / 3 BA / Sleeps 8

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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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    $536

    8 BR / 6 BA / Sleeps 20

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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
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      $128

      3 BR / 2 BA / Sleeps 8

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      $128

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      316 Hardin Ave

      3 BR / 2 BA / Sleeps 8 | Quick view

      Details

      This newly remodeled and updated island vacation rental duplex is just a stroll to the Gulf of Mexico and our beautiful sunsets. This home has been decorated to make you feel like you were in Key West. This unique unit is actually two separate living spaces that adjoin in the center. Offering two separate full …
      • Shared outdoor pool (unheated)
      • Internet Access
      • Parking
      • Dishwasher
      • Pet friendly
      • Suitable for children - ask
      • Suitable for the elderly - ask

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      $235

      3 BR / 3 BA / Sleeps 8

      1 / 22

      $235

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      Beachside

      3 BR / 3 BA / Sleeps 8 | Quick view

      Details

      The Beachside is a custom built three bedroom, two bath pool home located at 113 31st Street in Holmes Beach. This spectacular home is west of Gulf Drive for easy beach access with no busy streets to cross. The pool area is tropical and spacious with a charcoal grill for you enjoyment. It’s surrounded by swaying …
      • 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

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      $260

      4 BR / 2 BA / Sleeps 10

      15 Reviews

      $260

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      Blue Heron Beach House

      4 BR / 2 BA / Sleeps 10 | Quick view
      “ Excellent ” 15 Reviews

      Details

      Reviews

      (15)

      ** Some Fall weeks as low as $1400 - grab your week now before the owner comes to his senses ** Steps to the beach - "Old Florida" large beach cottage located at 117 Peppertree Avenue, Anna Maria, Anna Maria Island, FL -- (4) Bed: (2 ) Bath: Accommodates up to (10) people: 2 King, 2 twins, 2 bunk bed, 2 queen …
      • Shared outdoor pool (unheated)
      • Internet Access
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      • Suitable for children - ask
      • Suitable for the elderly - ask

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      Reviews

      (15)

      Slice of Paradise

      Left on Jul 24, 2008 for a stay in June 2008

      I like to start with thanking the Staff at Island Real Estate & Vacation Rentals, even thought it was raining upon our arrival they turned it in to a Sunny Day in paradise. Their professional and friendly atmosphere felt at if I was at a Five Star, Five Diamond Island Resort. The pictures and description of the rental fall short of how comfortable and covenant it was to stay at the cozy home. …

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      $137

      2 BR / 2 BA / Sleeps 4

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      $137

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      Coquina Breeze

      2 BR / 2 BA / Sleeps 4 | Quick view

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      Coquina Breeze 1107 Gulf Drive South Bradenton Beach, FL 34217 Spectacular Gulf views from every room of this private 2 bedroom 2.5 bath home. Located across from the Gulf of Mexico in Bradenton Beach. Coquina Breeze offers an open living room and European kitchen decks on each floor perfect for watching …
      • Internet Access
      • Dishwasher
      • Suitable for children - ask
      • Suitable for the elderly - ask

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      $125

      3 BR / 2 BA / Sleeps 8

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      $125

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      Tropic Dream

      3 BR / 2 BA / Sleeps 8 | Quick view

      Details

      Tropic Dream 5606 Holmes Blvd Holmes Beach, Fl. 34217 This is a newly renovated, ground level 3 bedroom, 2 bathroom home is only a short 2-3 minute walk to the beach. Surrounded by lush tropical landscaping, the home has a private heated pool and plenty of sunshine! It is the South unit of the duplex. There is…
      • Heated Pool
      • High Speed Internet
      • Patio
      • Television
      • Suitable for children - ask
      • Suitable for the elderly - ask

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      $250

      4 BR / 3 BA / Sleeps 10

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      $250

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      Island Retreat

      4 BR / 3 BA / Sleeps 10 | Quick view

      Details

      Island Retreat 4805 2nd Avenue Holmes Beach, FL 34217 Key West meets Anna Maria Island in a dream vacation home. Island Retreat combines the best of both worlds, oozing a traditional south Florida style outside, with shaded balconies and intricate wooden architecture, with unrivalled, modern luxury on the inside. …
      • Heated Pool
      • High Speed Internet
      • Patio
      • Television
      • DVD Player
      • Suitable for children - ask
      • Suitable for the elderly - ask

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      $219

      2 BR / 2 BA / Sleeps 4

      1 / 14

      $219

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      Island Paradise 4

      2 BR / 2 BA / Sleeps 4 | Quick view

      Details

      Island Paradise #4 3708 Gulf Drive #4 Holmes Beach, Fl 34217 Island Living at its best! 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. This is as good as it gets! Beautiful 2 bedroom 2 …
      • Shared outdoor pool (unheated)
      • Internet Access
      • Dishwasher
      • Suitable for children - ask
      • Suitable for the elderly - ask

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      $225

      4 BR / 2 BA / Sleeps 10

      1 / 15

      $225

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      Cabana Breeze

      4 BR / 2 BA / Sleeps 10 | Quick view

      Details

      Cabana Breeze 511 Spring Avenue Anna Maria Island, Fl 34217 Cabana Breeze is a newly and completely renovated 4 bedroom 2 bathroom home with multiple outdoor shaded living areas, a large lot, and a brand new custom pool and pool-side cabana. This gorgeous home is located on the prestigious north end of Anna Maria …
        • Suitable for children - ask
        • Suitable for the elderly - ask

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        $107

        1 BR / 6 BA / Sleeps 4

        14 Reviews

        $107

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        Palm Isle 3215

        1 BR / 6 BA / Sleeps 4 | Quick view
        “ Excellent ” 14 Reviews

        Details

        Reviews

        (14)

        3215 Gulf Drive at Palm Isle Village in Holmes Beach, FL - Anna Maria Island's NEWEST and finest condominium complex offers several fabulous holiday villas all designer decorated and with floor plans maximizing water views. A heated pool is a great place to relax after a day at the beach. Widow watches surround the …
        • Shared outdoor pool (unheated)
        • Internet Access
        • Parking
        • Dishwasher
        • Suitable for children - ask
        • Suitable for the elderly - ask

        Details

        Reviews

        (14)

        Great Holiday

        Left on Nov 13, 2008 for a stay in September 2008

        Perfect for couples and families.
        The property was beautiful and clean. We got a very good service from Island Real Estate. The house was bigger than we expected. The distance to the beach is quite ok (30 sec by foot). The panorama on the rooftop is very nice too and great to sit for breakfast or dinner.
        The island is quiet and perfect for relaxing. The beach is beautiful too. We were very happy…

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        $350

        5 BR / 4 BA / Sleeps 12

        1 / 28

        $350

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        Villa La Concha

        5 BR / 4 BA / Sleeps 12 | Quick view

        Details

        Villa La Concha 113 Maple Avenue Anna Maria, Fl 34216 Villa La Concha is a stunning brand new elevated and luxury Island home located on the prestigious Northern end of Anna Maria Island. This lovely home is located West of Gulf Drive and just 1 minute stroll down the street from a direct beach access to the Gulf …
          • Suitable for children - ask
          • Suitable for the elderly - ask

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          $250

          4 BR / 3 BA / Sleeps 10

          1 / 22

          $250

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          Bay View

          4 BR / 3 BA / Sleeps 10 | Quick view

          Details

          Bay View 804 South Bay Blvd. Anna Maria, Fl 34216 Stunning Bay views and white sandy beaches are literally at your doorstep at Bay View. This spacious, well-equipped four bedroom, three-bath ground-level property provides all the comforts of home in an ideal beach setting. It has been recently completely …
          • Internet Access
          • Dishwasher
          • Suitable for children - ask
          • Suitable for the elderly - ask

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          $125

          3 BR / 2 BA / Sleeps 6

          1 / 16

          $125

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          Villa Paradise

          3 BR / 2 BA / Sleeps 6 | Quick view

          Details

          Villa Paradise 5608 Holmes Blvd Holmes Beach, Fl. 34217 Villa Paradise is a brand new 3 bedroom, 2 bath ground level home that is only a short 2-3 minute walk to the Gulf beaches. This property has lush tropical landscaping and is surrounded by a privacy fence and also includes a PRIVATE heated pool as well. …
          • Outdoor Pool
          • Internet Access
          • Dishwasher
          • Suitable for children - ask
          • Suitable for the elderly - ask

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          $209

          4 BR / 3 BA / Sleeps 10

          1 Reviews

          $209

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          Bimini Bay

          4 BR / 3 BA / Sleeps 10 | Quick view
          “ Very Good ” 1 Reviews

          Details

          Reviews

          (1)

          Bimini Bay 4807 2nd Ave. Holmes Beach, Fl. 34217 Because you deserve the best: Bimini Bay is that stunning Island style 4 bedrooms, 3.5 baths, private luxury vacation home you have been dreaming of. Outfitted with beautiful and high end tropical furnishings and open living space, it is perfect for your family …
          • Heated Pool
          • High Speed Internet
          • Patio
          • Television
          • DVD Player
          • Suitable for children - ask
          • Suitable for the elderly - ask

          Details

          Reviews

          (1)

          Beautiful holiday rental

          Left on Jun 15, 2014 for a stay in May 2014

          We stayed at Bimini Bay on 2nd Avenue in mid May for 2 weeks. We were not disappointed.

          We were a party of 3 couples. The master suites with en-suites were delightful and the 3rd double room still had a great bathroom next door. All bedrooms were as described and the small lounge area upstairs was a bonus. We were very comfortable in this house. It's in a really great part of the Island, 3 …

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          $145

          2 BR / 2 BA / Sleeps 4

          1 / 16

          $145

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          Gulf Breeze Condo D

          2 BR / 2 BA / Sleeps 4 | Quick view

          Details

          Gulf Breeze Condo Unit D 2106 Gulf Dr. Unit D Bradenton Beach, Fl. 34217 Imagine yourself, slowly waking to the sound of waves crashing on the shoreline as you roll over to see white sandy beaches and blue waters from your private balcony. While this sounds like a dream come true, it is an every day reality at …
          • High Speed Internet
          • Television
          • Suitable for children - ask
          • Suitable for the elderly - ask

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          $143

          3 BR / 3 BA / Sleeps 6

          2 Reviews

          $143

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          Villa Tuscany

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

          Details

          Reviews

          (2)

          Villa Tuscany 4110 6th Avenue Holmes Beach, FL 34217 The enchanting Villa Tuscany is nestled in gated tropical gardens with views towards the Bay waters of Anna Maria Sound. Walls are topped with decorative Italian style balustrading and brightly covered bougainvillea along with flowering hibiscus surrounding …
          • Heated Pool
          • High Speed Internet
          • Patio
          • Dishwasher
          • Television
          • Suitable for children - ask
          • Suitable for the elderly - ask

          Details

          Reviews

          (2)

          Nice place

          Left on Jul 08, 2009 for a stay in January 2009

          We had a great stay. The Villa was large enough for all 8 of us. The pool was nice. The grocery store and the beach were in walking distance. We didn't realize there are stairs down to the kitchen. With 2 small grandchildren and my mother who has trouble with stairs this caused some problems. Baby gates would have solved the problem, 1 for the stairs to the kitchen, 1 for the stairs to the …

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          $343

          3 BR / 7 BA / Sleeps 6

          1 / 16

          $343

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          Palm Gables - 106 36th St

          3 BR / 7 BA / Sleeps 6 | Quick view

          Details

          Welcome to the Palm Gables located at 106 36th ST directly on the Gulf of Mexico. This well-appointed 3 bedroom, 2 1/2 bath condo with heated pool on the beach. You have secure covered parking to an elevator for ease of getting to this wonderful condo. This unit is spacious; decorator furnished and is well equipped …
          • Shared outdoor pool (unheated)
          • Internet Access
          • Parking
          • Dishwasher
          • Suitable for children - ask
          • Suitable for the elderly - ask

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          $111

          3 BR / 7 BA / Sleeps 8

          1 / 19

          $111

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          North Beach Village Unit 27

          3 BR / 7 BA / Sleeps 8 | Quick view

          Details

          Welcome to North Beach Village unit 27 on beautiful Anna Maria Island. This great location offers the perfect spot to walk to the beach or to shopping and dining in Holmes Beach. This town house features a 3 bedroom 2 ½ bathroom and an updated designer features throughout. There is a large screened lanai and this …
          • Shared outdoor pool (unheated)
          • Internet Access
          • Parking
          • Dishwasher
          • Suitable for children - ask
          • Suitable for the elderly - ask

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          $229

          3 BR / 2 BA / Sleeps 8

          1 / 22

          $229

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          Sandcastle 8

          3 BR / 2 BA / Sleeps 8 | Quick view

          Details

          SandCastle # 8 (Maui Cove) 200 Gulf Dr. South Unit #8 Bradenton Beach, Fl. 34217 Maui Cove- the name says it all. This luxury 3 bedroom, 2 bathroom direct Gulf front condo brings a unique and fun Hawaiian style atmosphere. From the decorative surf boards displayed on the way, to the Island Tropical furniture…
            • Suitable for children - ask
            • Suitable for the elderly - ask

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            $129

            2 BR / 2 BA / Sleeps 4

            1 Reviews

            $129

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            Starfish Beach Unit 2

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

            Details

            Reviews

            (1)

            Star Fish Beach - Anna Maria Island's chic upscale development offers this vacation rental condo for the discriminating vacationer only. Every detail has been taken care of with our guest's relaxation in mind. A heated pool in a tropical landscape offers an oasis to relax after a long day of walking for miles on …
            • Shared outdoor pool (unheated)
            • Internet Access
            • Parking
            • Dishwasher
            • Pet friendly
            • Suitable for children - ask
            • Suitable for the elderly - ask

            Details

            Reviews

            (1)

            Nice Location but this unit needs an update

            Left on Mar 25, 2014 for a stay in March 2014

            We have stayed at the Starfish complex for several years. Usually we stay for two weeks.

            The Starfish complex includes 4 different units, #1, #2, #3, #4. They all share a common pool which is beautiful.

            I believe these units are all owned by separate owners, and managed by Island Realty.

            The complex and Island Reality are great, but unit #2 has been neglected for years. Two years ago we stayed…

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            $121

            1 BR / 1 BA / Sleeps 4

            4 Reviews

            $121

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            Island Place Cottage: 1BR Pet-Friendly Cottage

            1 BR / 1 BA / Sleeps 4 | Quick view
            “ Excellent ” 4 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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            $250

            3 BR / 3 BA / Sleeps 6

            1 Reviews

            $250

            Inquire

            Anna Maria Cottage

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

            Details

            Reviews

            (1)

            Anna Maria Cottage 104 Magnolia Avenue Anna Maria Island, FL 34216 This beautiful historic beach cottage is a true embodiment of "Old Florida Charm". This wonderful home offers 3 suites, each with their own en-suite full bathroom, a wrap around porch with stunning Gulf views and much more! Just steps from the…
              • Suitable for children - ask
              • Suitable for the elderly - ask

              Details

              Reviews

              (1)

              Great location!

              Left on Feb 23, 2015 for a stay in February 2015

              I spent almost 3 weeks on AMI sharing this lovely cottage with my sister and some other friends and family. The location is wonderful, very close to the beautiful beach, so an easy stroll over for sunsets and long walks, and quite near the Sandbar and restaurants and shops on Gukf and Pine. The cottage is nicely decorated with vintage signs, historical photographs and local art, and the furniture…

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              $300

              5 BR / 3 BA / Sleeps 12

              1 / 31

              $300

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              Gulf View Cottage

              5 BR / 3 BA / Sleeps 12 | Quick view

              Details

              Gulf View Cottage 113 36th St. Holmes Beach, Fl. 34217 Gulf View Cottage has just completed a major renovation and is ready for rental. It has all new bedrooms, bathrooms, kitchen, private heated pool, 2 decks and much more! It is only a short 1 minute stroll over to the beach and there are no busy roads to cross…
              • Private Pool
              • High Speed Internet
              • Patio
              • Television
              • Suitable for children - ask
              • Suitable for the elderly - ask

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              $350

              3 BR / 2 BA / Sleeps 9

              2 Reviews

              $350

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              Seaside

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

              Details

              Reviews

              (2)

              Seaside 851 N. Shore Dr. Anna Maria, Fl. 34216 Seaside is a private, luxury home located on the very northern tip of Anna Maria Island. It looks directly at the Skyway Bridge, Egmont Key and Downtown St. Petersburg- you will not find a more breathtaking view anywhere on the island. The home has the charm of a …
              • High Speed Internet
              • Patio
              • Television
              • DVD Player
              • Suitable for children - ask
              • Suitable for the elderly - ask

              Details

              Reviews

              (2)

              The most amazing views

              Left on Jul 20, 2013 for a stay in July 2013

              We love Anna Maria and decided to splurge and rent a house on the north end right on the beach. This was a winner, a 180 degree view of the gulf, sunrises from the master bedroom and sunsets all in one location. And the best view of the distant Skyway Bridge, this house had all the necessary things, great master suite, studio, loft, decks.....If I had to complain the two other bedrooms were a …

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              $100

              2 BR / 2 BA / Sleeps 4

              1 / 11

              $100

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              The Terraces 6

              2 BR / 2 BA / Sleeps 4 | Quick view

              Details

              The Terraces Condominium #6 3100 Gulf Drive Holmes Beach, Fl. 34217 The Terraces is an exquisite 2 bedroom 2 bath townhome located only steps from the Gulf of Mexico. Upscale Florida decor. All new furnishings and appliances. Lush tropical landscaping surrounding heated pool with adjoining Pergola for added …
              • Shared outdoor pool (unheated)
              • Internet Access
              • Dishwasher
              • Suitable for children - ask
              • Suitable for the elderly - ask

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              $250

              5 BR / 3 BA / Sleeps 12

              1 / 20

              $250

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              Villa Portofino

              5 BR / 3 BA / Sleeps 12 | Quick view

              Details

              Villa Portofino 4112 5th Ave. Holmes Beach, FL 34217 Villa Portofino- it defines Anna Maria Island luxury. This upscale 5 bedroom, 3.5 bathroom Mediterranean Villa is only a short 3 minute walk from the beautiful white sand beaches. There is a walk-in heated swimming pool with waterfall. Also, the kids will …
              • Outdoor Pool
              • Internet Access
              • Dishwasher
              • Suitable for children - ask
              • Suitable for the elderly - ask

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              $120

              2 BR / 2 BA / Sleeps 6

              16 Reviews

              $120

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              Seacrest II Condos 1

              2 BR / 2 BA / Sleeps 6 | Quick view
              “ Excellent ” 16 Reviews

              Details

              Reviews

              (16)

              Located in the heart of Anna Maria Island, at 3703 5th Avenue, in the sun-drenched community of Holmes Beach this roomy two bedroom, two bathroom condo is a recently up-dated, re-decorated and well maintained roomy, light and airy unit with covered parking plus a heated pool. Leave the car at home because this small …
              • 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

              (16)

              Great Island Getaway!!

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

              We had a WONDERFUL stay in this condo! My family came down for my daughter's graduation; it was a perfect place - close to Bradenton, but with the island feel. It was great being so close to the beach, and the pool was nice and private. The condo was lovely - all the necessities, lots of extras, and everything was top-notch. The beds were very comfortable, and we spent lots of time on the …

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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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              $115

              1 BR / 2 BA / Sleeps 4

              4 Reviews

              $115

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              Seaside Beach House 102

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

              Details

              Reviews

              (4)

              Seaside Beach House #102 located at 102 68th Street in Holmes Beach is a direct Gulf front complex with a heated pool at beachside. It’s one of the nicest complexes on Anna Maria Island. This "hidden away" property is located on a quiet side street in the northern end of Holmes Beach. The beach stretches for miles …
              • 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

              Details

              Reviews

              (4)

              Everything I hoped would be.

              Left on Mar 02, 2011 for a stay in February 2011

              The condo was well furnished and in a quiet neighborhood. The beach was convenient and beautiful Will definitely plan on going back.

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              $129

              2 BR / 2 BA / Sleeps 4

              3 Reviews

              $129

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              Sun Plaza West: 2BR Condo w/Tennis Courts near Beach

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

              Details

              Reviews

              (3)

              Sun Plaza West, located in Holmes Beach on Anna Maria Island, is a fantastic get-away for the beach lover and tennis enthusiast! This two-bedroom, two-bath, end unit condo is located just steps to the white sand beaches of the Gulf of Mexico. This vacation rental features a large master suite with sliding glass doors…
              • Sauna
              • Internet Access
              • Washing Machine
              • Clothes Dryer
              • A/C or climate control
              • Suitable for children - over five
              • Suitable for the elderly

              Details

              Reviews

              (3)

              Lovely stay at Sun Plaza West 101

              Left on Jul 12, 2014 for a stay in June 2014

              We stayed at Sun Plaza West for a week. The condo complex is very nicely maintained. The pool area is very nice with restrooms and lots of seating and umbrellas. The beach is a short walk and there are outdoor showers. We loved the storage room with chairs, umbrellas, beach toys and more. It was also a great place to store our ocean floats. We also liked the grocery carts for our use by the …

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              $190

              2 BR / 2 BA / Sleeps 4

              1 Reviews

              $190

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              Jukes Beach House

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

              Details

              Reviews

              (1)

              Jukes Beach House is a charming, gulf front home located at 102 34th Street in Holmes Beach. This ground level home is conveniently located close to shopping and restaurants and on a pristine, wide expanse of beach. What could be better? This is a new and affordably priced gulf front home that will book quickly so …
              • 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

              (1)

              Paradise

              Left on Jul 07, 2014 for a stay in June 2014

              Beautiful location, nice house, beach view nice. Interior layout very practical, large kitchen, family room and Cable TV perfect. Bedrooms spacious, bathrooms large

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              $125

              3 BR / 2 BA / Sleeps 8

              1 Reviews

              $125

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              Hawaiian Tide

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

              Details

              Reviews

              (1)

              Hawaiian Tide 206 81st Street Unit B Holmes Beach, Fl 34217 Hawaiian Tide is a brand new ground level private duplex with a private heated pool! With tropical landscaping throughout the backyard and pool area you will feel as if you are transported to your own personal island. Centrally located, you have the …
                • Suitable for children - ask
                • Suitable for the elderly - ask

                Details

                Reviews

                (1)

                A beautiful house (looks exactly like the pictures) in paradise.

                Left on Sep 16, 2014 for a stay in August 2014

                Anna Maria is a dream location for any vacation for anyone who wants to relax. People are nice, kind and respectfull. You don´t have to worry about anything, not even transportantion in the Island (it´s free). This house looks like it came out of a magazine. It is gorgeous and so well taken care off. We had a fantastic vacation and want to come back to Annamaria again and again.

                I only …

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                $115

                2 BR / 1 BA / Sleeps 6

                14 Reviews

                $115

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                Sea Pirate 3

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

                Details

                Reviews

                (14)

                Sea Pirate Condo #3, located at 3301 Gulf Drive in the heart of Holmes Beach is just a stone's throw from the tropic teal waters of the Gulf of Mexico. Situated in a much desired area, close to shopping and restaurants, this smaller complex features a large, screened and heated pool, on site coin operated laundry …
                • 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

                (14)

                Fun on the beach

                Left on Jan 27, 2011 for a stay in January 2011

                The condo was very clean, nicely decorated, adequately furnished with everything we needed. Would love to stay there again sometime.

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                $145

                1 BR / 1 BA / Sleeps 4

                1 / 14

                $145

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                Hidden Oasis

                1 BR / 1 BA / Sleeps 4 | Quick view

                Details

                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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                $360

                5 BR / 3 BA / Sleeps 16

                1 / 24

                $360

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                Willow Beach House

                5 BR / 3 BA / Sleeps 16 | Quick view

                Details

                Willow Beach House 211 Willow Avenue Anna Maria, Fl 34216 Willow Beach House is a beautiful, bright and airy 5 bedroom and 3.5 bathroom private home, located on the prestigious North-end of Anna Maria. Only a block away from the stunning white sand beaches, this newly renovated canal front home offers a private …
                  • Suitable for children - ask
                  • Suitable for the elderly - ask

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                  $250

                  4 BR / 2 BA / Sleeps 9

                  1 / 21

                  $250

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                  Away To Play

                  4 BR / 2 BA / Sleeps 9 | Quick view

                  Details

                  Away to Play 117 White Avenue Holmes Beach Fl. 34217 This grand Victorian style Island home is luxury at its best! A newly constructed 4 bedroom, 2.5 bath elevated home with a private heated pool is surrounded by tropical landscaping. You will find Away to Play is a very short walk to the Gulf of Mexico - where …
                  • Outdoor Pool
                  • Internet Access
                  • Dishwasher
                  • Suitable for children - ask
                  • Suitable for the elderly - ask

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                  $330

                  5 BR / 3 BA / Sleeps 14

                  1 / 24

                  $330

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                  Villa Del Sol

                  5 BR / 3 BA / Sleeps 14 | Quick view

                  Details

                  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

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                  $137

                  2 BR / 2 BA / Sleeps 4

                  1 / 16

                  $137

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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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