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$468

4 BR / 4 BA / Sleeps 16

Four Beach Lovers all units - Holmes Beach vacation rentals
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$468

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Four Beach Lovers all units

Holmes Beach house
4 BR / 4 BA / Sleeps 16 | Quick view

Details

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

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$800

5 BR / 5 BA / Sleeps 10

Island Dance - Holmes Beach vacation rentals
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$800

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Island Dance

Holmes Beach house
5 BR / 5 BA / Sleeps 10 | Quick view

Details

Experience Anna Maria Island at its best! This luxury beach-front home located in Holmes Beach is available for a minimum of 2 weeks and at a discounted rate monthly. An expertly decorated home that reflects the calming and relaxing atmosphere of the beach, Island Dance offers just what you are looking for on an …
  • Internet Access
  • Parking
  • Grill
  • Stereo or CD player
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$326

5 BR / 3 BA / Sleeps 12

SAND CASTLE - Holmes Beach vacation rentals
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$326

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SAND CASTLE

Holmes Beach house
5 BR / 3 BA / Sleeps 12 | Quick view

Details

Beautiful, brand new, 5 bedroom/3.5 bath home with large privacy fenced lushly tropical landscaped yard, heated pool, hot tub, elevator, and ping pong table! There is large covered patio by the pool area with outside dining options and plenty of seating in the large great room area. The kitchen is outfitted with …
  • 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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$400

8 BR / 5 BA / Sleeps 20

1 Reviews

$400

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Tropical Oasis

Holmes Beach house
8 BR / 5 BA / Sleeps 20 | Quick view
“ Poor ” 1 Reviews

Details

Reviews

(1)

Tropical Oasis 204 72nd St. Holmes Beach, Fl. 34217 Tropical Oasis is the pinnacle of Anna Maria Island luxury vacationing. This palatial 8 bedroom, 5.5 bathroom is something out of your dreams. A home that truly has it all with beautiful hardwood floors, crown moldings, fine fixtures, granite counter and so …
  • Private Pool
  • High Speed Internet
  • Patio
  • Television
  • DVD Player
  • Suitable for children - ask
  • Suitable for the elderly - ask

Details

Reviews

(1)

Good Home Terrible Customer Service

Left on Mar 13, 2015 for a stay in March 2015

The home itself is beautiful. Wonderful and comfortable beds, great pool, and close to beach. The Anna Maria Vacation Rental group is terrible. We have rented with them twice so far and both times their customer service is awful. The first time they promised us a rental which was not completely built when we were ready to come. They ended up putting us up in a different home which also was …

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$421

6 BR / 5 BA / Sleeps 16

Gulfside Oasis - Holmes Beach vacation rentals
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$421

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Gulfside Oasis

Holmes Beach house
6 BR / 5 BA / Sleeps 16 | Quick view

Details

Gulfside Oasis 204 66th St. Holmes Beach, Fl. 34217 This is it- the pinnacle of Anna Maria Island luxury! Gulfside Oasis is a brand new luxury home that combines comfort, class and convenience. Spacious, with 6 bedrooms and 5 full bathrooms, this property is the perfect get-away for larger parties or multiple …
  • Private Pool
  • High Speed Internet
  • Patio
  • Television
  • DVD Player
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$160

4 BR / 2 BA / Sleeps 8

Hawaiian Hideaway - Holmes Beach vacation rentals
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$160

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Hawaiian Hideaway

Holmes Beach house
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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    $400

    6 BR / 4 BA / Sleeps 16

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    Conch House

    Holmes Beach house
    6 BR / 4 BA / Sleeps 16 | Quick view

    Details

    Conch House 307 B 66th St. Holmes Beach, Fl. 34217 Conch House is a brand new construction, luxury island home with 6 bedrooms and 4.5 bathrooms. The pool area is an oasis of luxury, including a 6' water-slide, a unique enclosed "grotto" spa, lush tropical landscaping, a pool side bar with TV under the large …
    • Private Pool
    • High Speed Internet
    • Patio
    • Television
    • DVD Player
    • Suitable for children - ask
    • Suitable for the elderly - ask

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    $535

    8 BR / 6 BA / Sleeps 19

    1 Reviews

    $535

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    Summer House

    Holmes Beach house
    8 BR / 6 BA / Sleeps 19 | Quick view
    “ Very Good ” 1 Reviews

    Details

    Reviews

    (1)

    Summer House 211 54th St Holmes Beach, Fl 34217 Summer House is a brand new 8 bedroom and 6 bathroom rental home just completed and rental ready! The rental home has so many fun options for everyone- close to the beach, Gulf and Bay water views, table games, water slide, spa, roof top deck with hot tub (coming soon…
    • Heated Pool
    • High Speed Internet
    • Patio
    • Television
    • DVD Player
    • Suitable for children - ask
    • Suitable for the elderly - ask

    Details

    Reviews

    (1)

    Great for laid back vacation - Has it all

    Left on Dec 22, 2014 for a stay in December 2014

    Great house with heated pool, ping pong, pool table, hot tubs, etc.

    We had 9 people and plenty to spare.

    The kitchen is big, with plenty of dishes and bowls.

    The eating table can seat 12, which is one of the main reason we picked this property, as we only eat at the house, and we ate like kings.

    It is only 2 minutes to the beach, and a nice beach at that.

    I recommend it.

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    $209

    4 BR / 4 BA / Sleeps 10

    1 Reviews

    $209

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    Villa Milano

    Holmes Beach house
    4 BR / 4 BA / Sleeps 10 | Quick view
    “ Average ” 1 Reviews

    Details

    Reviews

    (1)

    Villa Milano 4006 5th Avenue Holmes Beach, FL 34217 This casually elegant Mediterranean style 4 bedroom, 4 full bathroom vacation residence has views of the Gulf waters and its own heated swimming pool set in a gated, private garden area. Just a two minute stroll from the beach, this Mediterranean villa is topped …
    • Outdoor Pool
    • Internet Access
    • Dishwasher
    • Suitable for children - ask
    • Suitable for the elderly - ask

    Details

    Reviews

    (1)

    A few things missing.

    Left on Aug 18, 2014 for a stay in August 2014

    At first glance the place seems great. Location to beach, shopping, and restaurants is ideal.

    Once your there awhile you start to notice a few things. Lots of water damage on west walls of building. Rot around windows and doors. Water stains on ceilings and walls.

    There is no common bathroom in the house. You must go though a bedroom to use restroom.

    When you go to the beach and return to…

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    $250

    4 BR / 2 BA / Sleeps 9

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    Away To Play

    Holmes Beach house
    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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    $250

    4 BR / 3 BA / Sleeps 10

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    Blue Heron

    Holmes Beach house
    4 BR / 3 BA / Sleeps 10 | Quick view

    Details

    Blue Heron 309B 65th St. Holmes Beach, Fl. 34217 A cute and fun island vacation retreat! It is newer construction with 4 bedroom, 3.5 bathroom and a private heated pool! It has everything you want in an tropical island vacation rental property- lush landscaping, flat screen HD TV's throughout, hardwood floors, …
    • Heated Pool
    • High Speed Internet
    • Patio
    • Television
    • DVD Player
    • Suitable for children - ask
    • Suitable for the elderly - ask

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    $350

    6 BR / 4 BA / Sleeps 14

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    Sands of Time

    Holmes Beach house
    6 BR / 4 BA / Sleeps 14 | Quick view

    Details

    Sands of Time 6908 Holmes Blvd. Holmes Beach, Fl. 34217 Sands of Time is a brand new luxury island tropical home with 6 bedrooms, 4.5 bathrooms and is only a short 2-3 minute stroll to the Gulf beach. The heated pool features a deluxe spa and an over-sized lanai next to the pool features a dining table, flat …
    • Heated Pool
    • High Speed Internet
    • Patio
    • Television
    • DVD Player
    • Suitable for children - ask
    • Suitable for the elderly - ask

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    $329

    4 BR / 3 BA / Sleeps 10

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    $329

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    Avalon

    Holmes Beach house
    4 BR / 3 BA / Sleeps 10 | Quick view

    Details

    Avalon 2803 Ave E Holmes Beach, Fl. 34217 Wow, if you have looked at the pictures what else is there to say! The views on this fantastic new luxury 4 bedroom, 3.5 bathroom are simply out-of-this-world! Avalon truly has it all- luxury from the word go. Fine travertine marble, custom hard wood, premium fixtures …
    • Private Pool
    • High Speed Internet
    • Patio
    • Television
    • DVD Player
    • Suitable for children - ask
    • Suitable for the elderly - ask

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    $350

    6 BR / 4 BA / Sleeps 15

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    Pearl Beach

    Holmes Beach house
    6 BR / 4 BA / Sleeps 15 | Quick view

    Details

    Pearl Beach 6906 Holmes Blvd. Holmes Beach, Fl. 34217 Pearl Beach is a brand new luxury Island home that features 6 bedrooms and 4.5 bathrooms and exudes luxury with its deluxe furniture, coastal decorations, gourmet kitchen and private heated pool with spa and waterslide! Ideal for larger gatherings, this home …
    • Heated Pool
    • High Speed Internet
    • Patio
    • Television
    • DVD Player
    • Suitable for children - ask
    • Suitable for the elderly - ask

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    $250

    4 BR / 3 BA / Sleeps 8

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    Avenue E By The Sea

    Holmes Beach house
    4 BR / 3 BA / Sleeps 8 | Quick view

    Details

    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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    $300

    5 BR / 4 BA / Sleeps 12

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    Harbor Breeze

    Holmes Beach house
    5 BR / 4 BA / Sleeps 12 | Quick view

    Details

    Harbor Breeze 240 South Harbor Drive Holmes Beach, Fl. 34217 A spacious, newly constructed, home with 5 bedrooms and 4.5 bathrooms, Harbor Breeze will offer it all - deluxe private heated pool with hot tub - and the best part is that the pool overlooks the Bay with direct view of the Skyway Bridge! Harbor Breeze …
    • Heated Pool
    • High Speed Internet
    • Patio
    • Television
    • DVD Player
    • Suitable for children - ask
    • Suitable for the elderly - ask

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    $250

    4 BR / 3 BA / Sleeps 10

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    Island Retreat

    Holmes Beach house
    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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    $317

    4 BR / 4 BA / Sleeps 10

    1 / 26

    $317

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    BEACH BOUND

    Holmes Beach house
    4 BR / 4 BA / Sleeps 10 | Quick view

    Details

    Brand New Construction! Spacious Ground Level 4 Bedroom/4 Bath Home with One Car Garage, Heated Pool, and Hot Tub. Featuring Granite Countertops, Stainless Steel Appliances, and Flat Screens throughout. Great location in a quiet neighborhood, just a block to the beach, and close to the Trolley Stop. With 4 Bedrooms …
    • Hot Tub/Jacuzzi
    • Internet Access
    • Washing Machine
    • Clothes Dryer
    • Outdoor Dining Area
    • Suitable for children
    • Suitable for the elderly

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    $209

    4 BR / 3 BA / Sleeps 10

    1 Reviews

    $209

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    Bimini Bay

    Holmes Beach house
    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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    $300

    5 BR / 4 BA / Sleeps 12

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    Bayfront Paradise

    Holmes Beach house
    5 BR / 4 BA / Sleeps 12 | Quick view

    Details

    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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    $230

    4 BR / 4 BA / Sleeps 8

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    $230

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    Riki Tiki

    Holmes Beach house
    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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      $235

      4 BR / 4 BA / Sleeps 8

      32 Reviews

      $235

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      Serenity

      Holmes Beach house
      4 BR / 4 BA / Sleeps 8 | Quick view
      “ Excellent ” 32 Reviews

      Details

      Reviews

      (32)

      The Serenity is a custom built four bedroom, four bath pool home located at 2914 Avenue E in Holmes Beach. Just one house from the beach, the Serenity has sweeping views of the Gulf of Mexico from the master bedroom suite. Additional features include tile and natural wood floors throughout, individually hand painted …
      • 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

      (32)

      Great Vacation - Great Location!

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

      We rented this home for a family vacation with all 5 of our grown children and grandchildren. Steps from the beach and walking distance to Publix, Walgreen's, subway and Shell's resturant! We had a great time! Would definately do it again if we can get everyone together!

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      $350

      6 BR / 3 BA / Sleeps 12

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      Beachbreeze

      Holmes Beach house
      6 BR / 3 BA / Sleeps 12 | Quick view

      Details

      Beachbreeze 130 50th St. Holmes Beach, Fl. 34217 Anna Maria Island is famous for its beaches. And rightly so, when one side of the island is basically just one long, seven-mile stretch of pure white sand it’s not surprising that people have started to notice. But while the island is never exactly wide, even at …
      • Heated Pool
      • High Speed Internet
      • Patio
      • Television
      • DVD Player
      • Suitable for children - ask
      • Suitable for the elderly - ask

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      $250

      4 BR / 3 BA / Sleeps 8

      1 Reviews

      $250

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      Summer Breeze

      Holmes Beach house
      4 BR / 3 BA / Sleeps 8 | Quick view
      “ Excellent ” 1 Reviews

      Details

      Reviews

      (1)

      Summer Breeze 313 61st Street Holmes Beach, Fl 34217 Elevated three story Key West style home with all high end finishes including: solid granite surfaces, solid wood cabinets with ceramic tile in living areas and custom wood on the staircase and in the Master bedroom. Located in a quiet residential neighborhood …
        • Suitable for children - ask
        • Suitable for the elderly - ask

        Details

        Reviews

        (1)

        Everything you need for a relaxing AMI vacation

        Left on Dec 05, 2014 for a stay in November 2014

        Overall, the house is spacious, comfortable and had everything we needed for our week long stay. It is nicely decorated. The beach is several blocks away but still within walking distance. Everyone at the property management company was wonderful and easy to deal with. Which I was especially grateful for since we were coordinating with multiple couples coming from multiple locations. The Wi-Fi …

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        $272

        4 BR / 3 BA / Sleeps 12

        1 Reviews

        $272

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        5 Bedroom w/ Lagoon pool, hot tub & golf cart

        Holmes Beach house
        4 BR / 3 BA / Sleeps 12 | Quick view
        “ Very Good ” 1 Reviews

        Details

        Reviews

        (1)

        Anna Maria Island offers a family oriented vacation destination, laid back feel ...very relaxing. The island's beauty, world famous white beaches and friendly atmosphere will make you want to come back. The four bedroom home with a Golf Cart to bop around the island. The home is furnished with a king bed, in the …
        • Hot Tub/Jacuzzi
        • Internet Access
        • Housekeeping Optional
        • Washing Machine
        • Clothes Dryer
        • Pet friendly
        • Smoking allowed - ask
        • Suitable for children
        • Suitable for the elderly
        • Wheelchair accessible

        Details

        Reviews

        (1)

        Great vacation home with pool!

        Left on Oct 02, 2014 for a stay in September 2014

        We enjoyed our stay at Casa Laguna. Great location just a few blocks from the beach and the option to use the golf cart was a nice perk for getting there easily. The pool and spa was the most perfect, private space to enjoy warm afternoons and evenings. I would recommend this house to friends.

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        $300

        5 BR / 3 BA / Sleeps 12

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        $300

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        Mojito Splash

        Holmes Beach house
        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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        $535

        8 BR / 6 BA / Sleeps 20

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        Surf View

        Holmes Beach house
        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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          $425

          4 BR / 3 BA / Sleeps 8

          6 Reviews

          $425

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          La Plage 03

          Holmes Beach condo
          4 BR / 3 BA / Sleeps 8 | Quick view
          “ Excellent ” 6 Reviews

          Details

          Reviews

          (6)

          L’Plage Condominium #3 located at 6420 Gulf Drive in the preferred northern end of Holmes Beach is a spectacular four bedroom, three bath Gulf front unit with a glorious beachside swimming pool and spa. There is even a BBQ area onsite for your use! L’Plage Condominium features a security gated entry, elevator and …
          • Waterfront
          • Ocean or water views
          • 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

          (6)

          Great Place

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

          We definitely enjoyed our stay! Out trip was a birthday celebration among friends. So having the 4br/3baths for 8 worked out wonderfully. The condo is beautiful and the location is great.

          Our only problem was figuring out the garage openers and then the code for the gate at the pool. We had 3 garage openers and none worked. We only parked once in the garage after somebody got out in the …

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          $317

          4 BR / 3 BA / Sleeps 10

          4 Reviews

          $317

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          FAIRWINDS

          Holmes Beach house
          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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          $296

          4 BR / 3 BA / Sleeps 10

          1 / 38

          $296

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          SUZS SEABREEZE

          Holmes Beach house
          4 BR / 3 BA / Sleeps 10 | Quick view

          Details

          Huge 4 bedroom/3.5 bath home, just a short block to the beach(just over 100 yards), and a couple houses to the free Island trolley! Beautiful back yard with Heated Pool. Large Master Suite upstairs with private deck Sleeps up to 10. 2830 sq. ft. 210 67th 4 Bedroom/3.5 Bath/House $2325 Weekly - Winter Season $…
          • Internet Access
          • Washing Machine
          • Clothes Dryer
          • Outdoor Dining Area
          • A/C or climate control
          • Pet friendly
          • Suitable for children
          • Suitable for the elderly

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          $300

          6 BR / 3 BA / Sleeps 12

          1 / 25

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          Angel Sea

          Holmes Beach house
          6 BR / 3 BA / Sleeps 12 | Quick view

          Details

          Angel Sea 4118 5th Avenue Holmes Beach , FL 34217 Take a look at this moderately priced 6 bedroom luxury villa only a few minutes stroll to the beach! In certain parts of the world, the Mediterranean is a byword for family vacations in the sun, relaxing, and taking a break from the stresses and strains of modern…
          • Private Pool
          • High Speed Internet
          • Patio
          • Television
          • DVD Player
          • Suitable for children - ask
          • Suitable for the elderly - ask

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          $300

          6 BR / 6 BA / Sleeps 16

          1 / 27

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          Hemingway House

          Holmes Beach house
          6 BR / 6 BA / Sleeps 16 | Quick view

          Details

          Hemingway House 4103 4th Avenue Holmes Beach, Fl 34217 Hemingway House is a gorgeous, brand new elevated Island house that is tucked away on a quiet residential street and only a short one minute stroll to the Gulf beaches. This 6 bedroom and 6.5 bathroom luxury home is equipped with a private heated pool, spa, BBQ…
          • Outdoor Pool
          • Internet Access
          • Suitable for children - ask
          • Suitable for the elderly - ask

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          $266

          4 BR / 3 BA / Sleeps 11

          1 / 22

          $266

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          SS Salamander Both units

          Holmes Beach house
          4 BR / 3 BA / Sleeps 11 | Quick view

          Details

          Welcome to the SS Salamander located at 121 50th Street in Holmes Beach. This recently updated duplex is just a one block stroll down a side street to the beautiful white, sandy beaches. It’s located in a quiet and preferred residential neighborhood yet it's easily within walking distance to restaurants and shopping…
          • 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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          $300

          5 BR / 3 BA / Sleeps 14

          1 / 24

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          Harbor Side

          Holmes Beach house
          5 BR / 3 BA / Sleeps 14 | Quick view

          Details

          Harbor Side 200 S Harbor Drive Holmes Beach, Fl 34217 Harbor Side is a newly renovated, gorgeous 5 bedroom and 3.5 bathroom private home that is located at the end of a very short canal and features nice views of the Bay water. It has a new heated pool, boat dock, lovely canal and Bay views and is just an easy 2 …
          • Dishwasher
          • Suitable for children - ask
          • Suitable for the elderly - ask

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          $145

          4 BR / 2 BA / Sleeps 8

          1 Reviews

          $145

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          Egrets Nest

          Holmes Beach house
          4 BR / 2 BA / Sleeps 8 | Quick view
          “ Excellent ” 1 Reviews

          Details

          Reviews

          (1)

          Egrets Nest 303 74th St. Unit B Holmes Beach, Fl. 34217 Egrets Nest is a brand new ground level duplex with a private heated pool! Spacious with 4 bedrooms and 2.5 bathrooms, this property embodies some of the best things that Anna Maria Island has to offer! Located on a quiet residential street, the property is …
            • Suitable for children - ask
            • Suitable for the elderly - ask

            Details

            Reviews

            (1)

            Just about perfect!!!!

            Left on Feb 02, 2015 for a stay in February 2014

            We stayed in this property for the month of February 2014. It truly was, just about perfect.

            The property is lovely with new furnishings and current decor that is fresh and really cute.

            The patio doors on the south wall were perfect to allow sunshine to spill in and was much enjoyed on cool days and the pool was beautiful, night (with lights on) and day, in the sunshine and in the rain. The …

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            $414

            5 BR / 3 BA / Sleeps 13

            12 Reviews

            $414

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            Valhalla Up and Down

            Holmes Beach house
            5 BR / 3 BA / Sleeps 13 | Quick view
            “ Excellent ” 12 Reviews

            Details

            Reviews

            (12)

            The Valhalla located at 3216 Gulf Drive in Holmes is a wonderful five bedroom, three bath Gulf front duplex on a secluded beach. While the Valhalla is tucked away in a quiet area, it is within walking distance to shopping and restaurants. The location is perfect!Each unit features a large covered deck that is a …
            • Waterfront
            • Ocean or water views
            • Internet Access
            • Pet friendly
            • Smoking allowed - ask
            • Suitable for children - ask
            • Suitable for the elderly - ask
            • Wheelchair accessible - ask

            Details

            Reviews

            (12)

            Wonderful Family Location

            Left on Mar 05, 2009 for a stay in July 2008

            Our extended family met here at the Valhalla. Accomodated 3 families plus a grandparent very comfortably. We used the uppper kitchen for family dinners and the lower kitchen for beach supplies, lots of waters, sodas, juices and snacks. Location is wonderful, units were clean and comfortable, low on a few kitchen supplies but not really a problem. The only think that I would mention is that …

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            $350

            6 BR / 5 BA / Sleeps 16

            1 / 32

            $350

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            Blue Water View

            Holmes Beach house
            6 BR / 5 BA / Sleeps 16 | Quick view

            Details

            Blue Water View 118 50th St. Holmes Beach, Fl. 34217 This new 6 bedroom, 5 full bathroom luxury rental property has large views of the Gulf of Mexico from the roof top deck. It offers the upscale amenities of a brand new home: pool side bar with TV, ping pong table, gas grill and outdoor shower are just some of …
            • Private 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 / 31

            $300

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            Gulf View Cottage

            Holmes Beach house
            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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            $310

            4 BR / 4 BA / Sleeps 8

            7 Reviews

            $310

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            Sand Dollar

            Holmes Beach house
            4 BR / 4 BA / Sleeps 8 | Quick view
            “ Excellent ” 7 Reviews

            Details

            Reviews

            (7)

            The Sand Dollar, located at 143 50th Street in Holmes Beach is a beautiful, newly constructed four bedrooms, three and one half bath home with a large heated pool surrounded by native landscaping. It’s located on a quiet residential street west of Gulf Drive and less than a two minute walk to the beach with no busy…
            • 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

            (7)

            Sand Dollar - excellent place to stay in October

            Left on Oct 24, 2009 for a stay in October 2009

            Nice house, very new, all there that is needed, nice garden and pool. Perfect for a family of 4 to 6. In house elevator available. No carpets, which for us was a very important aspect. Furniture overall a bit on the cheapy side (Ikea) but perfectly ok for our stay. Air conditioning in parents sleeping room too noisy and too strong, compared to other rooms. Big garage to park car inside.

            In …

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            $229

            4 BR / 3 BA / Sleeps 8

            2 Reviews

            $229

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            ENDLESS SUMMER

            Holmes Beach house
            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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            $514

            6 BR / 4 BA / Sleeps 14

            3 Reviews

            $514

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            TWOPINACOLADAS

            Holmes Beach house
            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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            $150

            4 BR / 4 BA / Sleeps 8

            1 / 21

            $150

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            Sunbow Bay 1B

            Holmes Beach condo
            4 BR / 4 BA / Sleeps 8 | Quick view

            Details

            Sunbow Bay Condominium 1B located at 3701 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, undercover parking and every conceivable amenity to …
            • 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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            $270

            4 BR / 4 BA / Sleeps 12

            13 Reviews

            $270

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            Pool Party Both sides

            Holmes Beach house
            4 BR / 4 BA / Sleeps 12 | Quick view
            “ Excellent ” 13 Reviews

            Details

            Reviews

            (13)

            The Pool Party, located at 6102 Marina Drive in Holmes Beach, is a beautiful duplex featuring two bedrooms and two baths on each side with a pool area that is unsurpassed! This property features a heated pool with a spa surrounded by mature, native plantings as well as a shaded hammock and an outdoor bar with charcoal…
            • 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

            (13)

            Not as advertised

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

            This home was a big disappoint to us. The home was not well cleaned. We found blood stains on one of the comforters. Neither side of the home had been dusted in quite some time. The bathroom toilet had feces left on it. The pool was beautiful, EXCEPT it was dirty and looked like it hadn't been vacuumed in a long time. We lost a whole day of swimming til it was serviced by pool company. Also, …

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            $250

            5 BR / 3 BA / Sleeps 12

            1 / 20

            $250

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            Villa Portofino

            Holmes Beach house
            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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            $250

            4 BR / 3 BA / Sleeps 10

            1 / 21

            $250

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            Coral Cove

            Holmes Beach house
            4 BR / 3 BA / Sleeps 10 | Quick view

            Details

            Coral Cove 206 N. Harbor Drive Holmes Beach, Fl 34217 Coral Cove is a brand new, bright and cheery 4 bedroom and 3.5 bathroom home located just a short 3 minute walk away from the white sand beaches! Providing a private heated pool, fully stocked kitchen, tropical landscaping and multiple balconies-this home offers…
            • Outdoor Pool
            • Patio
            • Television
            • DVD Player
            • Suitable for children - ask
            • Suitable for the elderly - ask

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            $309

            4 BR / 3 BA / Sleeps 8

            2 Reviews

            $309

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            SIMPLY CHIC

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

            Details

            Reviews

            (2)

            Beautiful, Brand New, Ground Level 4 bedroom/3 bath home, just a short block to the beach. Beautiful back yard with Heated Pool surrounded by a large paver deck and beautiful outdoor dining and gas grill area by pool. Open Living/Family/Dining Room area for everyone to gather, and attention to the smallest details …
            • Internet Access
            • Washing Machine
            • Clothes Dryer
            • Outdoor Dining Area
            • A/C or climate control
            • Suitable for children
            • Suitable for the elderly

            Details

            Reviews

            (2)

            2 Weeks in Paradise.

            Left on Oct 18, 2013 for a stay in June 2013

            Simply Chic more than lived up to it's name.Spacious,well laid out,beautifully furnished,fabulous garden, great pool,ideally located(short stroll to the beach and bus stop)quiet location and truly excellent value for money.

            I would not hesitate to re-book anna Maria accommodations managed the booking and the holiday superbly. They are highly recommended.

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            $342

            4 BR / 4 BA / Sleeps 14

            1 Reviews

            $342

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            Island Bay House Both

            Holmes Beach house
            4 BR / 4 BA / Sleeps 14 | Quick view
            “ Very Good ” 1 Reviews

            Details

            Reviews

            (1)

            The Island Bay House is a glorious four bedroom four bathroom bay front duplex located at 232 South Harbor Drive in Holmes Beach. This spacious duplex features an elevator, boat dock, heated indoor pool and spa. This property features spectacular panoramic views of the Intracoastal and Tampa Bay from almost every room…
            • 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

            (1)

            It was a incredible view.

            Left on Apr 24, 2014 for a stay in April 2014

            I've never reserved anything on line before. When we pulled up to the house we got excited and when we got into the house my son give me the high 5 thumbs up. There were 3 families and we took 5 high school seniors for there senior trip. It was a great house, with plenty of space for all of us. The only negative things were, there could of been more water in the pool, and maybe a little …

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            $700

            4 BR / 4 BA / Sleeps 10

            11 Reviews

            $700

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            Absolutely Perfect

            Holmes Beach house
            4 BR / 4 BA / Sleeps 10 | Quick view
            “ Excellent ” 11 Reviews

            Details

            Reviews

            (11)

            The Absolutely Perfect Beach House, located at 3009 Avenue F in Holmes Beach is just that – absolutely perfect! This spectacular four bedroom, three and one half bath gulf front home with an extra media room. It has its own private beach and heated pool has just been built. This beautiful home is hidden away on a …
            • Waterfront
            • Ocean or water views
            • 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

            (11)

            "Absolutely Perfect"

            Left on Jan 02, 2012 for a stay in December 2011

            The location and ocean view were perfect. The decorating and furnishings were perfectly done.
            Being the first renters, a few issues were found. But the rental staff took care of everything as soon as possible. We would rent from Island Vacation Properties again.
            We had an enjoyable vacation with our daughters and their families.

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            $495

            7 BR / 7 BA / Sleeps 24

            1 / 22

            $495

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            Anna Cabana Resort

            Holmes Beach house
            7 BR / 7 BA / Sleeps 24 | Quick view

            Details

            The Anna Cabana Resort, located at 3709 Gulf Drive and 3711 4th Avenue in Holmes Beach consists of five units, all located less than one block to the beach. Four of the units are the Anna Cabana Bungalows. The fifth unit is the Anna Cabana Beach House. All five units have been are decorated in a festive, tropical …
            • Ocean or water views
            • Internet Access
            • Grill
            • Pet friendly
            • Smoking allowed - ask
            • Suitable for children - ask
            • Suitable for the elderly - ask
            • Wheelchair accessible - ask

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            $350

            5 BR / 4 BA / Sleeps 14

            1 / 26

            $350

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            Sunset Landing

            Holmes Beach house
            5 BR / 4 BA / Sleeps 14 | Quick view

            Details

            Sunset Landing 4804 Gulf Dr. Holmes Beach, Fl. 34217 Sunset Landing is a brand new 5 bedroom+ bonus room, 4.5 bathroom vacation home sitting West of Gulf Dr. and an easy 2 minute walk to the beach. Professionally decorated, this fabulous vacation home has it all! Granite counters, travertine tile, fine fixtures…
            • Private Pool
            • High Speed Internet
            • Patio
            • Television
            • DVD Player
            • Suitable for children - ask
            • Suitable for the elderly - ask
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