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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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(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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  • Suitable for children
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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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$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
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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
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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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$196

3 BR / 2 BA / Sleeps 6

Island living at it's best! - Holmes Beach vacation rentals
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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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  • Deck
  • Suitable for children - ask
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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
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  • Suitable for children - ask
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(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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$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
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  • Suitable for children - ask
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(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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$250

3 BR / 2 BA / Sleeps 6

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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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$229

3 BR / 2 BA / Sleeps 6

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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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$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

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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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$156

3 BR / 3 BA / Sleeps 6

1 Reviews

$156

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Key Largo Cottage

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

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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
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  • Suitable for children - ask
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(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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$125

3 BR / 2 BA / Sleeps 6

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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 …
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    $156

    3 BR / 3 BA / Sleeps 9

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    Villa Monica

    3 BR / 3 BA / Sleeps 9 | Quick view

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    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, …
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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

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    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

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    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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    $200

    3 BR / 2 BA / Sleeps 10

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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
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    • Television
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    • Suitable for children - ask
    • Suitable for the elderly - ask

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    $214

    3 BR / 2 BA / Sleeps 8

    2 Reviews

    $214

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    LA COCONUT

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

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    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
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    • Outdoor Dining Area
    • A/C or climate control
    • Pet friendly
    • Suitable for children
    • Suitable for the elderly

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    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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    $230

    3 BR / 3 BA / Sleeps 8

    14 Reviews

    $230

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    Siboney

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

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    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
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    • Wheelchair accessible - ask

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    (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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    $215

    3 BR / 2 BA / Sleeps 8

    1 Reviews

    $215

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    Island Paradise 2

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

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    Reviews

    (1)

    Island Paradise Unit # 2 3708 Gulf Dr. Unit # 2 Holmes Beach, Fl. 34217 This beautiful Gulf front condo makes you feel like you are living right on top of the beautiful blue waters of the Gulf of Mexico. The entire living area and kitchen are facing west with lots of crystal blue water in front and the master …
    • Shared outdoor pool (unheated)
    • High Speed Internet
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    • Television
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    • Suitable for children - ask
    • Suitable for the elderly - ask

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    Reviews

    (1)

    I would go back Tomorrow if I could

    Left on Oct 14, 2014 for a stay in October 2014

    Finally a villa that looks exactly like the pictures. It was very clean, felt new, good views and on the beach. We were very lucky in that we had we were the only ones in the 6 apartment condo so the place was very quite. Bedroom 1 was very nice with a large bed and tv although the shower could have been better, room 2 had 2 beds and a tv, room 3 was a queen but strangely didn't have a tv (this …

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    $125

    3 BR / 2 BA / Sleeps 8

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    Tropic Dream

    3 BR / 2 BA / Sleeps 8 | Quick view

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    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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    $156

    3 BR / 2 BA / Sleeps 6

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    Sand Palace

    3 BR / 2 BA / Sleeps 6 | Quick view

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    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
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    $235

    3 BR / 3 BA / Sleeps 8

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    Beachside

    3 BR / 3 BA / Sleeps 8 | Quick view

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    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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    $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

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    (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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    $125

    3 BR / 2 BA / Sleeps 6

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    Villa Paradise

    3 BR / 2 BA / Sleeps 6 | Quick view

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    Villa Paradise 5608 Holmes Blvd Holmes Beach, Fl. 34217 Villa Paradise is a brand new 3 bedroom, 2 bath ground level home that is only a short 2-3 minute walk to the Gulf beaches. This property has lush tropical landscaping and is surrounded by a privacy fence and also includes a PRIVATE heated pool as well. …
    • Outdoor Pool
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    $274

    3 BR / 2 BA / Sleeps 6

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    BEACHWALK

    3 BR / 2 BA / Sleeps 6 | Quick view

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    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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    $285

    3 BR / 2 BA / Sleeps 6

    17 Reviews

    $285

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    Franks Beach House

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

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    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

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    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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    $236

    3 BR / 2 BA / Sleeps 8

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    CHIKI TIKI EAST

    3 BR / 2 BA / Sleeps 8 | Quick view

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    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 8

    2 Reviews

    $150

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    Caribbean Reef

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

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    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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      $150

      3 BR / 2 BA / Sleeps 6

      1 Reviews

      $150

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      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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      $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

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      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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      $171

      3 BR / 2 BA / Sleeps 9

      1 / 18

      $171

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      Starfish

      3 BR / 2 BA / Sleeps 9 | Quick view

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      Starfish 105 79th Street Holmes Beach, Fl 34217 Location, location, location! This home is literally just steps to the beach- about a 30 second walk! It sits one house in, at the end of a dead-end, very quiet street. It just does not get much more convenient than this. It has 3 bedrooms and 2.5 baths, is bright…
      • Internet Access
      • Dishwasher
      • Suitable for children - ask
      • Suitable for the elderly - ask

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      $156

      3 BR / 2 BA / Sleeps 6

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      $156

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      Dolphin House

      3 BR / 2 BA / Sleeps 6 | Quick view

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

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      $135

      3 BR / 2 BA / Sleeps 6

      4 Reviews

      $135

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      Palm Cay 5

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

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      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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      $231

      3 BR / 2 BA / Sleeps 8

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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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      $150

      3 BR / 2 BA / Sleeps 8

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      Caribbean Surf

      3 BR / 2 BA / Sleeps 8 | Quick view

      Details

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

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        $150

        3 BR / 3 BA / Sleeps 6

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        Seabreeze Cottage

        3 BR / 3 BA / Sleeps 6 | Quick view

        Details

        Seabreeze Cottage 5009 2nd Avenue Holmes Beach FL. 34217 This gorgeous property is nestled in a quiet residential neighborhood West of Gulf Dr, just over one block to the beach access. Seabreeze Cottage is just a one to two minute stroll to the beach. This pretty 3 bedroom/3 bathroom property is newly landscaped…
        • Heated Pool
        • High Speed Internet
        • Patio
        • Television
        • DVD Player
        • Suitable for children - ask
        • Suitable for the elderly - ask

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        $171

        3 BR / 3 BA / Sleeps 8

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        Sea Place

        3 BR / 3 BA / Sleeps 8 | Quick view

        Details

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

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        $220

        3 BR / 2 BA / Sleeps 7

        5 Reviews

        $220

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        Hideaway

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

        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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        $236

        3 BR / 3 BA / Sleeps 10

        6 Reviews

        $236

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        BAREFOOTBLISS

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

        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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        $156

        3 BR / 2 BA / Sleeps 6

        1 Reviews

        $156

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        Pineapple Pointe

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

        Details

        Reviews

        (1)

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

        Details

        Reviews

        (1)

        Beautiful house just off the beach

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

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

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        $125

        3 BR / 2 BA / Sleeps 8

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        Egrets Landing

        3 BR / 2 BA / Sleeps 8 | Quick view

        Details

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

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        $200

        3 BR / 2 BA / Sleeps 6

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        Villa Sand Dollar

        3 BR / 2 BA / Sleeps 6 | Quick view

        Details

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

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        $150

        3 BR / 3 BA / Sleeps 8

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        Calypso Cottage

        3 BR / 3 BA / Sleeps 8 | Quick view

        Details

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

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        $230

        3 BR / 2 BA / Sleeps 8

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        Sirena del Mar

        3 BR / 2 BA / Sleeps 8 | Quick view

        Details

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

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        $200

        3 BR / 2 BA / Sleeps 8

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        Quiet Palms

        3 BR / 2 BA / Sleeps 8 | Quick view

        Details

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

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        $125

        3 BR / 2 BA / Sleeps 8

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        Mermaids Watch

        3 BR / 2 BA / Sleeps 8 | Quick view

        Details

        Mermaids Watch 207 69th St. Unit A Holmes Beach, Fl. 34217 This brand new ground level duplex features 3 bedrooms and 2 baths, a private heated pool with spa and swim up table, and is only a short 2 minute stroll to the Gulf beach. Professionally decorated and outfitted with fine fixtures, travertine marble, …
        • Private Pool
        • High Speed Internet
        • Patio
        • Television
        • DVD Player
        • Suitable for children - ask
        • Suitable for the elderly - ask

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        $241

        3 BR / 2 BA / Sleeps 8

        1 Reviews

        $241

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        Island Paradise 3

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

        Details

        Reviews

        (1)

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

        Details

        Reviews

        (1)

        Beautiful Sunsets

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

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

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        $215

        3 BR / 2 BA / Sleeps 6

        1 / 19

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        The Reefs Edge

        3 BR / 2 BA / Sleeps 6 | Quick view

        Details

        The Reef's Edge 3302 Gulf Dr. Apt 103 Holmes Beach, Fl. 34217 The Reef's Edge is a luxury 3 bedroom, 2 bathroom direct beachfront condo and is one of a select group of just five direct beachfront condos that makes up this exclusive property. It get's it name from the natural reef that is directly out front of …
        • Shared outdoor pool (unheated)
        • High Speed Internet
        • Television
        • DVD Player
        • Suitable for children - ask
        • Suitable for the elderly - ask

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        $285

        3 BR / 2 BA / Sleeps 8

        18 Reviews

        $285

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        Tiki

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

        Details

        Reviews

        (18)

        The Tiki, located at 3214 Gulf Drive in Holmes Beach is a spectacular three bedroom, two bath home directly on the emerald waters of the Gulf of Mexico. While the Tiki is located in a very quiet area on a secluded beach area, it is within a five minute walk to shopping and restaurants. Recent renovations include …
        • Waterfront
        • Ocean or water views
        • Internet Access
        • Grill
        • Pet friendly
        • Smoking allowed - ask
        • Suitable for children - ask
        • Suitable for the elderly - ask
        • Wheelchair accessible - ask

        Details

        Reviews

        (18)

        Spring Break 2009

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

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

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

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        $300

        3 BR / 2 BA / Sleeps 8

        1 / 19

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        Casa on the Beach

        3 BR / 2 BA / Sleeps 8 | Quick view

        Details

        Casa on the Beach 404 South Bay Boulevard Anna Maria, Fl 34216 Newly renovated!- Casa on the Beach is a gorgeous "Old Florida" styled elevated cottage that faces the Bay with its own private beach area. Enjoy breathtaking views of the water and Skyway Bridge right from the privacy of your own home and the Bay …
        • Private Pool
        • 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 6

        1 / 14

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        Shades of Surf

        3 BR / 2 BA / Sleeps 6 | Quick view

        Details

        Shades of Surf 213 65th Street Holmes Beach, 34217 Shades of Surf is a newly remodeled 3 bedroom and 2.5 bathroom home with a private heated pool and outdoor spa. This property is only a short 2 minute walk away from the beach and it is closely located to the Island shops and conveniences. Equipped with an …
        • Outdoor Pool
        • Internet Access
        • Dishwasher
        • Suitable for children - ask
        • Suitable for the elderly - ask

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        $143

        3 BR / 3 BA / Sleeps 8

        1 Reviews

        $143

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        Villa Florence

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

        Details

        Reviews

        (1)

        Villa Florence 4104 6th Ave. Holmes Beach, FL. 34217 Villa Florence is a magnificent 3 bedroom/ 3 bathroom villa that exudes Mediterranean style. Gated at the front, it has pristine landscaped grounds full of palm trees and tropical plants. Walking through the entrance of this home, you are greeted by spanish …
        • Outdoor Pool
        • Internet Access
        • Dishwasher
        • Suitable for children - ask
        • Suitable for the elderly - ask

        Details

        Reviews

        (1)

        Great 3 bed / 3 bath house only a few blocks from the Beach!

        Left on Mar 23, 2015 for a stay in March 2015

        Our niece's wedding was held on Ana Maria Island. 8 of us stayed in this very spacious house with a nice small unheated pool in the backyard. Loved that the house was located only a few blocks from the beach. We walked to the beach several times a day! The house met all of our needs and expectations. This house is multi level so there are quite a few stairs. Located just across the street …

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