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$291

3 BR / 3 BA / Sleeps 8

2 Reviews

$291

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COZY COTTAGE

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

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(2)

Located four houses (2 min stroll) from Anna Maria's sugary beach, "Cozy Cottage" is the ultimate retreat for relaxation and reconnecting with family or friends. Nestled on Anna Maria's cherished North End, this luxurious home features (3) bedrooms and (3) baths - two bedrooms have en-suite bathrooms. Each bedroom is …
  • Internet Access
  • Washing Machine
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  • A/C or climate control
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly

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(2)

Amazing trip to anna Maria Island & loved Cozy Cottage!!

Left on Oct 24, 2013 for a stay in October 2013

We had an amazing visit to anna Maria Island! The cottage is in the most perfect location. It was about a 2 minute walk to the gorgeous, quiet beach & 5 minute bike ride to restaurants and shopping. Waterfront & Eat Here were great for dinner. The house had all that we needed for the kitchen and beach. Everything was clean and well organized and looked new. It was great to have wireless …

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$240

3 BR / 2 BA / Sleeps 6

2 Reviews

$240

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SANDY FEET

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

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Reviews

(2)

Beautiful, brand new, 3 bedroom/2.5 bath townhouse home with decorator furnishings throughout! Comfortable and roomy with great room, large open lanai, two car garage, and beautiful open kitchen area with granite countertops. Great central location a couple of blocks to the beach, and easily accessible to the free …
  • Internet Access
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  • Outdoor Dining Area
  • A/C or climate control
  • Suitable for children
  • Suitable for the elderly

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(2)

Perfect Beach Vacation House!

Left on Aug 14, 2013 for a stay in July 2013

We absolutely loved this home! Loved the decorations - very fun, colorful, artistic and interesting but absolutely gorgeous. The house is less than half a mile comfortable walk to the beach. It is also right across from a trolley stop.

We have been to anna Maria several times, and we have stayed at many very nice properties. This is definitely one of our favorites.

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$214

3 BR / 2 BA / Sleeps 6

Havana Cay - Anna Maria Island vacation rentals
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$214

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Havana Cay

3 BR / 2 BA / Sleeps 6 | Quick view

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Havana Cay 109 Cedar St. Anna Maria, Fl. 34216 With this secluded and historic property, you will feel like you are vacationing at your own private 5-star resort. Havana Cay sits only 4 houses in from the beach and there are no busy streets to cross and zipping to and from the beach will be so easy! A quick 30 …
  • Private Pool
  • High Speed Internet
  • Patio
  • Television
  • DVD Player
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$285

3 BR / 3 BA / Sleeps 8

26 Reviews

$285

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Breakers 1

3 BR / 3 BA / Sleeps 8 | Quick view
“ Excellent ” 26 Reviews

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(26)

Escape to the Breakers, one of the finest luxury gulf front vacation homes on Anna Maria Island, located at 102 31st Street in Holmes Beach. Enjoy the tropical breezes and aqua-blue surf from the deck overlooking the white sand beach and sparkling Gulf of Mexico. Watch the dolphins cavort in the surf. Relax at the end…
  • 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

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(26)

Beautiful beachfront home

Left on Feb 24, 2009 for a stay in August 2008

The house was great. The beach was right outside the door and fairly private. The home was nicely decorated, but had a few maintenance issues. The description states sleeps eight, but our party of eight found it to be a bit crowded. We made it work, but others may not be satisfied. Over all I would recommend this property.

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$200

3 BR / 2 BA / Sleeps 6

1 Reviews

$200

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Gulf Place 2A

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

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Reviews

(1)

Gulf Place 2A 6700 Gulf Drive #2 Holmes Beach, Fl 34217 Direct Gulf front newly remodeled 3 bedroom, 2 bath condo with large open covered balcony. Breathtaking views of the Gulf of Mexico right out your window . Bright and light and very inviting and features a large open balcony, updated kitchen and breathtaking…
  • Outdoor Pool
  • Internet Access
  • Dishwasher
  • Suitable for children - ask
  • Suitable for the elderly - ask

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(1)

Amazing view.

Left on Dec 10, 2014 for a stay in November 2014

The selling point of this condo is definately the long balcony which fronts onto the beach giving spectacular panoramic views - great for breakfasts and sunsets especially. We were pleasantly surpised by the interior as well which was tastefully decorated and all felt quite high-spec. The kitchen / dining area is particularly nice but it was all good. When we booked there were no reviews for this…

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$214

3 BR / 2 BA / Sleeps 8

2 Reviews

$214

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AMI Retreat: 3BR Pool Home 200 Steps from Beach

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

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Reviews

(2)

Located in the city of Anna Maria on the north end of Anna Maria Island, this gorgeous three-bedroom dog-friendly vacation rental is the perfect place for a vacation retreat! With an estimated 2100 square feet, AMI Retreat has plenty of room to kick off your flip flops and enjoy your down time. With king beds in …
  • Wireless Internet
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  • Patio
  • Pet friendly - ask
  • Suitable for children

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(2)

Relaxing

Left on Feb 14, 2015 for a stay in February 2015

Our rental property was exactly how it was pictured on the web. Plenty of space with all the amenities you need to prepare food in our go out. The newly installed pool and spa made this rental perfect!

The quick access to the beach allowed for many many walks on the white sand beach and plenty of time to enjoy food and cocktails at the sandbar restaurant

I highly recommend this …

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$240

3 BR / 2 BA / Sleeps 6

2 Reviews

$240

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ANNA BANANA

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

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Reviews

(2)

Great Ground Level 3 Bedroom/2 Bath Home with a Heated Pool located in the quiet north end and just 3 houses to the beach!! King-Sized master bedroom with TV, Queen in the 2nd Bedroom with TV, and Twins in the Third with TV. Cable TV, DVD, and Flat Screen TV in Living Room. High speed Internet, Washer/Dryer, AC, Gas …
  • Internet Access
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  • Outdoor Dining Area
  • A/C or climate control
  • Suitable for children
  • Suitable for the elderly

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(2)

clean, cozy, and close to everything we need!

Left on Aug 22, 2013 for a stay in July 2013

Anna Banana house was pristinely clean, well-decorated, cozy, had plenty of room for the 4 of us, and was the most convenient place we have ever stayed on anna Maria Island. It is close to a lovely stretch of beach where we found fewer people and lots of relaxation...not to mention sand dollars, and lovely shells of all sorts. It is convenient to the trolley stops on Pine, and located on a …

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$196

3 BR / 2 BA / Sleeps 6

1 / 30

$196

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Island living at it's best!

3 BR / 2 BA / Sleeps 6 | Quick view

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Adorable, ground level, vintage cottage with modern conveniences and private pool is all you could desire for a vacation. Tasteful décor, comfortable furnishings and peaceful surroundings await. 3 bedroom, 2 bath sleeps 6. Blocks from the gulf. Additional amenities include: washer & dryer.
  • Internet Access
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  • A/C or climate control
  • Deck
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$250

3 BR / 3 BA / Sleeps 6

1 Reviews

$250

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Anna Maria Cottage

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

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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

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    (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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    $173

    3 BR / 2 BA / Sleeps 6

    12 Reviews

    $173

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    Perfect relaxation for discerning clients, golf

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

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    Reviews

    (12)

    Enjoy the ultimate vacation in our luxury villa situated in the award winning, exclusive & secure University Park Country Club. Bright & airy home all tastefully furnished. Extremely well equipped - LCD TVs, wifi, mini office, juicers, bread maker, etc. A perfect spot for relaxation yet lots to do - easily …
    • Waterfront
    • Ocean or water views
    • Hot Tub/Jacuzzi
    • Internet Access
    • Fireplace
    • Suitable for children - ask
    • Suitable for the elderly
    • Wheelchair accessible - ask

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    Reviews

    (12)

    A wonderful place to stay

    Left on Mar 04, 2010 for a stay in April 2009

    We spent one month in this villa. We enjoyed absolutely everything! University Park is a wonderful place to stay, whether you play golf or not. The villa is located in a quiet environment, is nicely decorated, has all the equipment and functionnalities you may think of; and the view over the lake is gorgeous particularly at sunset. On top of that,we met wonderful neighbors! We were keen to rent …

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    $300

    3 BR / 2 BA / Sleeps 8

    1 Reviews

    $300

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    Sandcastle 8

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

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    Reviews

    (1)

    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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      Reviews

      (1)

      Already reserved for next December

      Left on Mar 09, 2015 for a stay in December 2014

      We loved our stay here do much that we have already reserved it again. I only have a few things that I think need addressing. The kitchen faucet needs repair although usable. The master bed had a memory foam topper that shifted a lot and the comforter was too small for the duvet cover and that was a little bothersome. Lastly...we were expecting beach chairs and umbrella to be there and they were …

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      $253

      3 BR / 2 BA / Sleeps 8

      1 / 33

      $253

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      HURRICANE HOUSE

      3 BR / 2 BA / Sleeps 8 | Quick view

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      Beautifully redone 3 bedroom/2.5 bath home! Ceramic tile throughout, and brand new open kitchen area with breakfast bar. Beautiful large caged pool area with huge covered patio! Only a block to the beach, the Sandbar Restaurant, Ginny and Jane E's, Rudy's Subs, Feeling Swell and more. Just a few steps away from …
      • 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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      $200

      3 BR / 3 BA / Sleeps 10

      1 Reviews

      $200

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      Aloha Home

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

      Details

      Reviews

      (1)

      This beautiful 2200 sq ft beach home was built in 2006 and has all the modern luxuries including; an elevator, solid wood cabinets, granite countertops, wood floors, carpet in bedrooms, dishwasher, garbage disposal, 3 large bedrooms, 2 ½ baths, Jacuzzi tub in master bathroom, private heated pool, deck overlooking …
      • Internet Access
      • Housekeeping Optional
      • Washing Machine
      • Clothes Dryer
      • Outdoor Dining Area
      • Suitable for children
      • Suitable for the elderly
      • Wheelchair accessible - ask

      Details

      Reviews

      (1)

      Nice house but not suited for us. Gulf Bay Realty was great.

      Left on Mar 29, 2015 for a stay in March 2015

      The Aloha house was nice but not the best set up for our group. The elevator was a necessity for us and it worked wonderfully. Having the grill on the main level and the kitchen on the 2nd floor was a pain. We only grilled out one night...too much of a hassle for us. Might be OK for others its just not something we are used too. The master bed and bath are are the 2nd floor. The master bath was …

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      $156

      3 BR / 3 BA / Sleeps 8

      1 Reviews

      $156

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      Palm Villa

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

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      Reviews

      (1)

      Palm Villa 307 63rd St. Holmes Beach, Fl. 34217 Palm Villa is New England style cottage and Florida Keys getaway all rolled into one. The vaulted main room ceiling gives this newly constructed home a wide-open feel while the shabby chic furnishings create a cozy atmosphere. The tropical foliage around the …
      • Heated Pool
      • High Speed Internet
      • Patio
      • Television
      • DVD Player
      • Suitable for children - ask
      • Suitable for the elderly - ask

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      Reviews

      (1)

      Wonderful Rental for 2 families!

      Left on Jul 12, 2009 for a stay in March 2009

      We rented this home for a full week! It was clean and ready when we arrived and was the perfect place to share with another family! The Bedrooms and bathrooms are spacious and inviting! The kitchen is "just like home"! We enjoyed spending time on the the deck outdoors and loved the convenient 1 block walk to the beach!
      We really didn't have any complaints, but would've enjoyed nicer quality…

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      $214

      3 BR / 2 BA / Sleeps 6

      1 / 23

      $214

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

      3 BR / 2 BA / Sleeps 6 | Quick view

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      Life is Good at the Beach, located on the north end of Anna Maria Island, is a fantastic place to start your vacation. This three-bedroom, two-bath, vacation rental is just a five minute walk to the beautiful north end beaches near Bean Point and two blocks to the Rod & Reel Pier. The extra-large screened porch …
      • Internet Access
      • Washing Machine
      • Clothes Dryer
      • A/C or climate control
      • Porch
      • Pet friendly
      • Suitable for children - over five
      • Suitable for the elderly - ask

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      $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

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      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 …
      • Outdoor Pool
      • High Speed Internet
      • Patio
      • Dishwasher
      • Television
      • Suitable for children - ask
      • Suitable for the elderly - ask

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      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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      $175

      3 BR / 3 BA / Sleeps 7

      3 Reviews

      $175

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      Watch Sunsets, Dolphins, or Just Relax - Bermuda Bay 1453

      3 BR / 3 BA / Sleeps 7 | Quick view
      “ Excellent ” 3 Reviews

      Details

      Reviews

      (3)

      Anna Maria Island boasts one of the longest stretches of sugar white beaches in Florida, and clear, aqua-marine water. Enjoy the natural setting from this spectacular townhouse on Bradenton Beach. This three bedroom, two-and-a-half bath home offers direct Gulf views, a king size master suite, queen size second, two …
      • Waterfront
      • Ocean or water views
      • Hot Tub/Jacuzzi
      • Wireless Internet
      • Washing Machine
      • Suitable for children - ask
      • Suitable for the elderly - ask

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      Reviews

      (3)

      Spacious

      Left on May 13, 2014 for a stay in May 2014

      We really enjoyed our stay here. The condo was beautifully decorated. We loved sitting on the deck. The beach is beautiful, and the pool is nice too. The condo is spacious and reasonably priced. It is centrally located. There were sand buckets for the kids which was nice.

      The only thing I didn't realize is that you have to cross the street to get to the beach.

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      $250

      3 BR / 2 BA / Sleeps 6

      1 / 24

      $250

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      Coastal Sunset

      3 BR / 2 BA / Sleeps 6 | Quick view

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      Coastal Sunset 3302 Gulf Dr. Unit 201 Holmes Beach, Fl. 34217 Looking for luxury- you found it! Wow, what can you say about this gorgeous, custom direct Gulf front condo. The views you can take in from most parts of the top floor corner unit are breathtaking. Kitchen, living room, bedroom and of course the over-…
      • Shared outdoor pool (unheated)
      • High Speed Internet
      • Patio
      • Television
      • DVD Player
      • Suitable for children - ask
      • Suitable for the elderly - ask

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      $156

      3 BR / 2 BA / Sleeps 8

      1 Reviews

      $156

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      Aloha Home

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

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      Reviews

      (1)

      Aloha Home 206 55th Street Holmes Beach, Fl. 34217 This is a gorgeous 3 bedroom, 2 bath home with a heated pool. Spectacular and unsurpassed tropical landscaping surrounds the entire home - especially the private pool area. The outdoor paver patio is partially covered for a break from the sun, or to cool off in …
      • Heated Pool
      • High Speed Internet
      • Patio
      • Television
      • DVD Player
      • Suitable for children - ask
      • Suitable for the elderly - ask

      Details

      Reviews

      (1)

      Beautiful and comfortable place to stay.. Had every everything!

      Left on Feb 19, 2015 for a stay in December 2014

      We loved the Aloha home. Perfect location.. beach.. shopping. relaxing. only one thing that was disappointing was the pool temperature. it really was not heated. Owners controlled the temp. I was very cold! We called and they did nothing!!

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      $229

      3 BR / 2 BA / Sleeps 6

      1 / 14

      $229

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      The Beach Front

      3 BR / 2 BA / Sleeps 6 | Quick view

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      The Beachfront 3302 Gulf Drive, Unit 101 Holmes Beach, FL 34217 This three bedroom, two bathroom direct Gulf front vacation property is one of a select group of just five beachfront condos, close to Bradenton Beach and the old fishing village of Cortez. Walk out on to your own beachfront balcony to watch the …
      • Shared outdoor pool (unheated)
      • High Speed Internet
      • Patio
      • Television
      • DVD Player
      • Suitable for children - ask
      • Suitable for the elderly - ask

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      $171

      3 BR / 2 BA / Sleeps 6

      3 Reviews

      $171

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      Bay to Beach: 3BR Condo with Pool and Boat Slip

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

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      Reviews

      (3)

      This beautiful three-bedroom, two-bath vacation rental sits on a tiny slip of land on the south end of Anna Maria Island in the city of Bradenton Beach. Located in Coquina Moorings, a small private condo complex, this end unit accommodates six and offers a heated pool, private boat slips and fishing pier, and is just …
      • Washing Machine
      • Clothes Dryer
      • A/C or climate control
      • Balcony or terrace
      • Grill
      • Suitable for children - over five
      • Suitable for the elderly - ask

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      (3)

      Everything you dream of for a vacation.

      Left on Apr 11, 2014 for a stay in February 2014

      The Condo was spacious, beautiful and clean. It had all the amenities of home. Once your their you don't need a car. Heated pool and fishing pier back view. Ocean front view. A pouch on each side of condo to overlook this beauty. Walking distance to stores, gift shops, miniature golf and beach restaurants. Also, free bus that picks up a block from condo and takes you to destination on Island…

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      $200

      3 BR / 2 BA / Sleeps 10

      1 / 18

      $200

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      Island Life

      3 BR / 2 BA / Sleeps 10 | Quick view

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      Island Life 108 78th St. Holmes Beach, Fl. 34217 The name says it all. Just a stone's throw away from the sugar white sand beaches of the Gulf of Mexico. You almost don't even need to leave the front yard to enjoy a full sunset! This ground level home has 3 bedrooms and 2 bathrooms. The home sits on a large lot…
      • Heated Pool
      • High Speed Internet
      • Patio
      • Television
      • DVD Player
      • Suitable for children - ask
      • Suitable for the elderly - ask

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      $125

      3 BR / 2 BA / Sleeps 6

      1 / 19

      $125

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      Peacock Crossing

      3 BR / 2 BA / Sleeps 6 | Quick view

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      Peacock Crossing 205 Unit B Peacock Lane Holmes Beach, Fl 34217 Peacock Crossing is a newly renovated ground level duplex that features 3 bedrooms and 2 bathrooms and a private heated pool with swim-up Tiki table. Tucked away on a quiet residential street this cute as a button, Island bungalow is only a 5-7 minute …
        • Suitable for children - ask
        • Suitable for the elderly - ask

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        $285

        3 BR / 2 BA / Sleeps 12

        22 Reviews

        $285

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        Breakers 3

        3 BR / 2 BA / Sleeps 12 | Quick view
        “ Excellent ” 22 Reviews

        Details

        Reviews

        (22)

        Breakers 3, located at 103 45th Street in Holmes Beach. This luxury three-bedroom, two-bath Gulf-front beach home is located in a quiet, secluded area of Holmes Beach. The white sandy beach stretches for miles along the length of the island and spectacular Gulf vistas can be seen from the living room, dining room and …
        • 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

        (22)

        The Beauty of AMI - Breakers 3

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

        Breakers 3 is a wonderful property for a family get together. We love AMI and we really love going to Breakers 3.

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        $236

        3 BR / 2 BA / Sleeps 10

        2 Reviews

        $236

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        DOLPHIN COTTAGE

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

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        Reviews

        (2)

        Gorgeous, remodeled home on the west side of Gulf Drive, no streets to cross to the Gulf of Mexico! Queen-sized master bedroom with Flat screen TV/DVD and quiet patio, Queen in Second Bedroom with Flat Screen TV/DVD and patio to pool area, and 2 twin trundle beds in guest room with Flat screen TV/DVD and Game Cube, …
        • Shared outdoor pool (unheated)
        • A/C or climate control
        • Parking
        • Grill
        • Suitable for children
        • Suitable for the elderly

        Details

        Reviews

        (2)

        The best place in Holmes Beach-the best place I have stayed in

        Left on Nov 29, 2013 for a stay in July 2012

        This place is heaven. So close to the beach on anna maria island that most people have never heard of. This house is so great and fully furnished. It was/and still is my dream vacation home!!! It is close to all things. Close especially to beach, but many, many stores and restaurants! This is a great place for great memories. The home is gorgeous, large kitchen. Many places to sleep and …

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        $257

        3 BR / 2 BA / Sleeps 8

        1 Reviews

        $257

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        OURPLACEBYTHESEA

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

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        Reviews

        (1)

        Beautiful ground level 3 bedroom/2.5 bath home, with a quiet north end location only a block to the beach! There is a King in the master with a private patio, a Queen in the second, twin beds in the third, and a queen sleeper sofa in the sunroom (which has blinds for privacy), all accommodating up to 8 people. …
        • Shared outdoor pool (unheated)
        • A/C or climate control
        • Parking
        • Grill
        • Suitable for children
        • Suitable for the elderly

        Details

        Reviews

        (1)

        Great location, pool

        Left on Jul 01, 2014 for a stay in June 2014

        We had a great time on Anna Maria with our two college-aged sons. This house is very nicely located, and the pool is wonderful. The home was spacious and comfortable for four people. Our main negative was the beds. All of them were uncomfortable with lousy, flimsy, worn-out mattresses. Also, the kitchen was in some regards well-equipped, but lacking in quality and quantity of pots/pans/…

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        $165

        3 BR / 2 BA / Sleeps 7

        1 Reviews

        $165

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        Coquina Moorings 206

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

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        Reviews

        (1)

        Coquina Moorings, located at 1407 Gulf Drive South in Bradenton Beach offers the best of all worlds. This unique bay front complex features a beautiful heated pool directly on the bay and a boat dock for boating and fishing enthusiasts. Immediately across the street is the white, sandy beach and the Gulf of Mexico. …
        • 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

        (1)

        The best location on the island

        Left on Jul 11, 2013 for a stay in May 2013

        Had a great time for the six days we were there. Condo was fully furnished and made the vacation more of a vacation. Liked the idea of breakfast on the screened in back porch with a first class view of Sarasota Bay and walk across the front lawn to the beach. It would have been nice to have some updated appliances from the early nineties but no big deal. All in all you get what you pay for.

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        $143

        3 BR / 3 BA / Sleeps 6

        1 Reviews

        $143

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        Bay View Villa

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

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        Reviews

        (1)

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

        Details

        Reviews

        (1)

        quiet ,spacious,clean ,lovely position

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

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

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        $500

        3 BR / 2 BA / Sleeps 8

        1 Reviews

        $500

        Book

        Serendipity

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

        Details

        Reviews

        (1)

        Our home is a Direct Beach Front 3 bedroom- 1 & 1/2 bath residence furnished with all the comforts of home. Panoramic view of the Gulf of Mexico from your soothing beach cottage style home and decor. The living level has a full size kitchen, half bath, great room and dining room in an open floor plan to capture …
        • Waterfront
        • Ocean or water views
        • Internet Access
        • Fireplace
        • Housekeeping Optional
        • Suitable for children
        • Suitable for the elderly

        Details

        Reviews

        (1)

        The house name says it all

        Left on Jan 17, 2014 for a stay in September 2013

        3 nights here and 11 near Disney. Asked the kids what part of the holiday they preferred - "the one with the house on a beach!". For us that said it all. Buckets and spades Vs Mickey Mouse. Who would have believed the winner.
        This place is perfect. Apprehensive with the white interior and kids, but they were always on the beach. It really is a restful retreat for all types - families, couples and…

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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, three bath 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. There is a wonderful heated, salt water pool for your use. The pool area is tropical and spacious with a charcoal …
        • 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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        $156

        3 BR / 3 BA / Sleeps 6

        1 Reviews

        $156

        Inquire

        Key Largo Cottage

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

        Details

        Reviews

        (1)

        Key Largo Cottage 315 62nd St. Holmes Beach, Fl. 34217 Step into Key Largo Cottage and feel the sun-drenched, tropical ambience. This newly-constructed cottage has a heated pool complete with swim-up table and waterfall surrounded by lush foliage which creates a private backyard oasis. The inside has beautiful …
        • Heated Pool
        • High Speed Internet
        • Patio
        • Television
        • DVD Player
        • Suitable for children - ask
        • Suitable for the elderly - ask

        Details

        Reviews

        (1)

        Can't wait to go back

        Left on Jul 22, 2014 for a stay in July 2014

        Anna Maria Island is our new destination. Great place for families traveling with kids of all ages. House was in a great location. Easy 5 min walk to the beach made even easier with the provided metal cart. Toss all your stuff in there and go. Beach is very clean and deep. Great shelling and watch out for the sea turtle nests which are clearly marked.

        Comfortable beds, well equipped …

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        $135

        3 BR / 2 BA / Sleeps 6

        4 Reviews

        $135

        Inquire

        Palm Cay 5

        3 BR / 2 BA / Sleeps 6 | Quick view
        “ Excellent ” 4 Reviews

        Details

        Reviews

        (4)

        Palm Cay 5 located at 3000 Gulf Drive in Holmes Beach is a very spacious three bedroom, two bath town home located west of Gulf Drive for easy beach access. The complex features a very large heated pool and onsite laundry room. The complex is about one half block to the beach and is very convenient to shopping and …
        • 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)

        We had a wonderful stay, in a great location, and in a spacious

        Left on Jul 26, 2012 for a stay in July 2012

        We loved the rental property! It was very rencently renovated and the owners must take pride in their property, as they have selected stunning appointments, materials, and finishes for the unit, certainly blowing the majority of its competitors out of the water since most investors merely choose the cheapest and standard "rental" quality materials and finishes. The property is very spacious, …

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        $150

        3 BR / 3 BA / Sleeps 6

        15 Reviews

        $150

        Inquire

        Bermuda Bay 1467

        3 BR / 3 BA / Sleeps 6 | Quick view
        “ Excellent ” 15 Reviews

        Details

        Reviews

        (15)

        Bermuda Bay Club is a wonderful Gulf to Bay complex featuring a large heated pool and spa, located at 1467 Gulf Drive in Bradenton Beach. From the pool area you can meander down the boardwalk to the bay while enjoying all the wildlife that Anna Maria Island has to offer. It’s a fantastic spot for the fishing …
        • 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

        (15)

        Great Condo

        Left on Feb 23, 2009 for a stay in March 2006

        This unit is perfect for a family vacation. Lots of room, clean, and great location.
        Have and will continue to recommend it to many.
        Craig

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        $171

        3 BR / 2 BA / Sleeps 6

        1 / 33

        $171

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        LEAPING LIZARD

        3 BR / 2 BA / Sleeps 6 | Quick view

        Details

        Just a quick four minute 'Leap' across the Cortez Bridge to the White Sand Gulf Beaches! Tucked away in the quiet boating community of San Remo Shores, on a large corner lot, sits this beautifully and newly remodeled waterfront ground level 3 bedroom/2 bath home on a canal with dock and large screen enclosed heated …
        • 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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        $220

        3 BR / 2 BA / Sleeps 7

        5 Reviews

        $220

        Inquire

        Hideaway

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

        Details

        Reviews

        (5)

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

        Details

        Reviews

        (5)

        Classic Florida Beach House

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

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

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

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        $156

        3 BR / 3 BA / Sleeps 9

        1 / 21

        $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
        • Dishwasher
        • Suitable for children - ask
        • Suitable for the elderly - ask

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        $274

        3 BR / 2 BA / Sleeps 6

        1 / 34

        $274

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        BEACHWALK

        3 BR / 2 BA / Sleeps 6 | Quick view

        Details

        Three bedroom, two bath totally redone home with gorgeously landscaped backyard and heated pool! Only houses to the Gulf of Mexico and a beautiful white sand stretch of beach! This home has been updated with Mexican tile, granite countertops, and stainless kitchen! King-sized master bedroom, second queen-sized bedroom…
        • Internet Access
        • Washing Machine
        • Clothes Dryer
        • Outdoor Dining Area
        • A/C or climate control
        • Suitable for children
        • Suitable for the elderly

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        $214

        3 BR / 2 BA / Sleeps 8

        2 Reviews

        $214

        Inquire

        LA COCONUT

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

        Details

        Reviews

        (2)

        Beautiful 3 bedroom/2 bath beach house with Florida style furnishings! Corian countertops, beautiful Ceramic tile throughout, and high ceilings with crown molding. Private backyard with Heated Pool, waterfall, tropical landscape, and covered patio. Sleeps up to 8 people. Main house 1116 Sq. ft., game room 500 Sq. …
        • Internet Access
        • Washing Machine
        • Clothes Dryer
        • Outdoor Dining Area
        • A/C or climate control
        • Pet friendly
        • Suitable for children
        • Suitable for the elderly

        Details

        Reviews

        (2)

        Great house! We'll be back!

        Left on Aug 22, 2013 for a stay in July 2013

        Great house in a perfect location. Short walk to the beach, even with kids. Also close to Publix grocery. Great, fun pool, with plenty of sun and shade. Decor inside is fun and beachy, but still classic. The kids loved it and so did we. House is clean and fresh, and it looks like the owners have done a lot of updating recently. This will be our house every time we visit anna Maria.

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        $231

        3 BR / 2 BA / Sleeps 8

        1 / 25

        $231

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        BEACH RETREAT 206

        3 BR / 2 BA / Sleeps 8 | Quick view

        Details

        3 Bedroom/2 Bath Villa, with its own Backyard, PRIVATE Heated pool, and only 75 yards to the beach! Beautiful new granite countertops, stainless appliances, and tile throughout. King Master bedroom with TV, Queen Bedroom w/ TV, Full/Twin bunk in the third bedroom with TV, and a full size Sleeper sofa in the living …
        • 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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        $200

        3 BR / 2 BA / Sleeps 6

        1 / 17

        $200

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        Casa Allegria

        3 BR / 2 BA / Sleeps 6 | Quick view

        Details

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

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          $125

          3 BR / 2 BA / Sleeps 8

          1 / 13

          $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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          $285

          3 BR / 2 BA / Sleeps 6

          17 Reviews

          $285

          Inquire

          Franks Beach House

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

          Details

          Reviews

          (17)

          Franks Beach House is a beautiful three bedroom, two bath direct Gulf front home located at 3212 Gulf Drive in Holmes Beach. It features a very large open deck facing the beach as well as a screened lanai for when you want a little shade. The expansive beach stretches for miles in either direction.This spacious and …
          • Waterfront
          • Ocean or water views
          • Internet Access
          • Grill
          • Pet friendly
          • Smoking allowed - ask
          • Suitable for children - ask
          • Suitable for the elderly - ask
          • Wheelchair accessible - ask

          Details

          Reviews

          (17)

          Spacious home with very good location

          Left on Dec 30, 2010 for a stay in December 2010

          Excellent location right on beautiful beach within walking distance of shopping center. The new deck is a great addition. Home is generously layed out, well equipped with dishes, cutlery, linens and blankets, as well as beach equipment. Home is older and has not been updated in recent years other than the deck. The couch is a back breaker.

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          $150

          3 BR / 2 BA / Sleeps 8

          2 Reviews

          $150

          Inquire

          Caribbean Reef

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

          Details

          Reviews

          (2)

          Caribbean Reef 306 67th Street Unit A Holmes Beach, Fl 34217 Caribbean Reef is one side of a newly constructed private duplex and is embellished with its own private heated pool. This cute as a button 3 bedroom and 2 bathroom home is centrally located on the Island and is just a short 2.5 minute walk from the white…
            • Suitable for children - ask
            • Suitable for the elderly - ask

            Details

            Reviews

            (2)

            Paradise

            Left on Sep 02, 2014 for a stay in May 2014

            We stayed at Caribbean Reef in May 2014. It was a amazing. The home was gorgeous and just a couple blocks from the beach. The house had almost everything you would need to just start relaxing! There were pool toys and beach items in the home. The home is beautifully decorated! The private pool in the back yard is amazing. Our family had a glorious and relaxing vacation! The company was …

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            $236

            3 BR / 3 BA / Sleeps 10

            6 Reviews

            $236

            Inquire

            BAREFOOTBLISS

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

            Details

            Reviews

            (6)

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

            Details

            Reviews

            (6)

            It was like a little bit of paradise.

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

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

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            $236

            3 BR / 2 BA / Sleeps 8

            1 / 26

            $236

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            CHIKI TIKI EAST

            3 BR / 2 BA / Sleeps 8 | Quick view

            Details

            Brand New remodeled cottage with a beautifully landscaped private backyard, Heated pool with Swim-up Tiki, Tiki Bar with Fan , paver deck, and Full kitchen with Granite countertops and Stainless Steel appliances. Bamboo Ceilings and Tiki Feel throughout. Sleeps up to 8 people, 1316 Sq. ft. 303B 64th St., Holmes …
            • Internet Access
            • Washing Machine
            • Clothes Dryer
            • A/C or climate control
            • Central heating
            • Pet friendly
            • Suitable for children
            • Suitable for the elderly

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            $150

            3 BR / 2 BA / Sleeps 6

            1 Reviews

            $150

            Inquire

            Island House

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

            Details

            Reviews

            (1)

            Island House 306 A 56th Street Holmes Beach , FL 34217 For true Southern Living and if only the best will do, this beautiful island vacation home has a large private pool that is electrically heated to ensure year round warm water to swim in surrounded by gardens landscaped with tropical trees and plants. The …
            • Private Pool
            • High Speed Internet
            • Patio
            • Television
            • DVD Player
            • Suitable for children - ask
            • Suitable for the elderly - ask

            Details

            Reviews

            (1)

            Truly amazing!!

            Left on Jul 16, 2009 for a stay in February 2009

            This home is beautiful - I was truly amazed and oh so thrilled with this place. Well situation within walking distance to everything - the beach, groceries. Nice quiet neighborhood. I would stay here again in a heartbeat - I cannot say enough about how wonderful these accomodations were. The only negative was that I never got to use the pool - it was so cool in Florida when we arrived - but …

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            $156

            3 BR / 2 BA / Sleeps 6

            1 / 19

            $156

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            Dolphin House

            3 BR / 2 BA / Sleeps 6 | Quick view

            Details

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

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            $230

            3 BR / 3 BA / Sleeps 8

            14 Reviews

            $230

            Inquire

            Siboney

            3 BR / 3 BA / Sleeps 8 | Quick view
            “ Excellent ” 14 Reviews

            Details

            Reviews

            (14)

            The Siboney located at 3700 Gulf Drive in Holmes Beach, is an exquisite, executive level home with a private heated pool set amidst tropical, native landscaping. Its 2000 square feet of luxury! The beach is approximately one half block away with no major roads to cross. You can enjoy views of the gulf from almost …
            • 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

            (14)

            Loved the house, great location

            Left on Jun 25, 2009 for a stay in June 2009

            The house was great, very clean and nicely decorated. We did have issues with the extra beds. We picked this house because it had two roll-away beds. Both of the matresses on the beds had holes in them and didn't work. These were not fixed until mid-week.

            The only other minor issue was that several of the lightbulbs were out.

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            $156

            3 BR / 2 BA / Sleeps 6

            1 / 14

            $156

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            Sand Palace

            3 BR / 2 BA / Sleeps 6 | Quick view

            Details

            Sand Palace 215 65th Street Holmes Beach, 34217 Sand Palace is a freshly remodeled 3 bedroom and 2.5 bathroom elevated home with a private heated pool and spa. Only a short 2 minute walk to the Gulf beach, this property offers the convenience of not only its central location but its open floor plan and tropical …
            • Outdoor Pool
            • Internet Access
            • Dishwasher
            • Suitable for children - ask
            • Suitable for the elderly - ask

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            $171

            3 BR / 2 BA / Sleeps 6

            2 Reviews

            $171

            Inquire

            Coquina Moorings 203: 3BR Condo with Perfect Views

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

            Details

            Reviews

            (2)

            Bring your boat and your swimming suit, because this three-bedroom, two-bath condo in Bradenton Beach on Anna Maria Island is just 30 steps from the Gulf of Mexico and a fantastic place to headquarter all of your outdoor excursions! With views of the Intracoastal Waterway and the Gulf of Mexico, you get the best of …
            • Waterfront
            • Internet Access
            • Washing Machine
            • Clothes Dryer
            • A/C or climate control
            • Suitable for children - over five
            • Suitable for the elderly - ask

            Details

            Reviews

            (2)

            Perfect sunrise and sunset views is no exaggeration!

            Left on Feb 24, 2014 for a stay in February 2014

            This is an inside unit but one would never know. With the beach right across from you and a pool in the back along with fishing/boating docks, we really did not spend much time inside. The accommodations were comfortable and the restaurants within walking distance were very good. Prices were reasonable and young children were made to feel very welcome. Coastal Cottages were outstanding to …

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