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$700

4 BR / 4 BA / Sleeps 10

11 Reviews

$700

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Absolutely Perfect

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

Details

Reviews

(11)

The Absolutely Perfect Beach House, located at 3009 Avenue F in Holmes Beach is just that – absolutely perfect! This spectacular four bedroom, three and one half bath gulf front home with an extra media room. It has its own private beach and heated pool has just been built. This beautiful home is hidden away on a …
  • Waterfront
  • Ocean or water views
  • Shared outdoor pool (unheated)
  • Internet Access
  • Grill
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(11)

"Absolutely Perfect"

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

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

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$321

3 BR / 3 BA / Sleeps 6

LaPlage 5 - Holmes Beach vacation rentals
1 / 22

$321

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LaPlage 5

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

Details

La Plage Unit # 5 6422 Gulf Drive Holmes Beach, Fl. 34217 An exquisite example of Mediterranean architecture nestled right on the sands of the Gulf of Mexico, this brand new beachfront enclave will exceed all your expectations. Relax in the tropical splendor of this brand new ultra-luxurious beachfront property on …
  • Heated Pool
  • High Speed Internet
  • Patio
  • Television
  • DVD Player
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$129

2 BR / 1 BA / Sleeps 6

10 Reviews

$129

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Island Hideaway East: 2BR Kid-Friendly Pool Home

Holmes Beach house
2 BR / 1 BA / Sleeps 6 | Quick view
“ Excellent ” 10 Reviews

Details

Reviews

(10)

**SPECIAL** Receive $100 off weekly rentals through June 30, 2015! To take advantage of this offer use the promo code HIDEAWAY when reserving Island Hideaway East! ------------ Island Hideaway East has been newly renovated for your vacation pleasure! Over 800 square feet of living area boasts a king master and a twin…
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • A/C or climate control
  • Deck
  • Suitable for children - over five
  • Suitable for the elderly - ask

Details

Reviews

(10)

Fabulous

Left on Dec 01, 2010 for a stay in November 2010

We had a great time, AMI is such a wonderful place, great beaches, excellent food and amazing sun sets.

We thoroughly enjoyed our time at the villa, spending many hours in the pool with the children. We can honestly say that the master bed was the most comfortable we have ever slept in. The children absolutely loved the bar in the games room, My wife and I had poolside waiter service all day …

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$495

7 BR / 7 BA / Sleeps 24

Anna Cabana Resort - Holmes Beach vacation rentals
1 / 22

$495

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Anna Cabana Resort

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

Details

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

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$167

2 BR / 2 BA / Sleeps 6

ANCHORS AWAY - Holmes Beach vacation rentals
1 / 27

$167

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ANCHORS AWAY

Holmes Beach villa
2 BR / 2 BA / Sleeps 6 | Quick view

Details

Beautiful Villa with a tropical landscaped backyard, PRIVATE Heated pool, paver deck, and just a block to the beach. The location cant be beat as it is very centrally located and close to all the great restaurants and shops on the Island. It is just a short bike ride to Pine Ave. Fully stocked kitchen with Corian …
  • Shared outdoor pool (unheated)
  • A/C or climate control
  • Parking
  • Grill
  • Satellite or cable TV
  • Suitable for children
  • Suitable for the elderly

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$120

2 BR / 2 BA / Sleeps 4

1 Reviews

$120

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Sunbow Bay 109

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

Details

Reviews

(1)

Sunbow Bay Condominium #109 located at 3705 East Bay Drive in Holmes Beach has everything you could need or want for a memorable vacation. Conveniently close to shopping and restaurants yet out of the way and quiet. Sunbow Bay offers two heated pools, tennis courts, elevators, undercover parking and every conceivable …
  • Waterfront
  • Ocean or water views
  • Shared outdoor pool (unheated)
  • Internet Access
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(1)

Not what we expected

Left on Mar 09, 2015 for a stay in February 2015

Even though the location and views were great, we had problems. 2nd bedroom closet was locked and no one using it could hang cloths, my 90 year old mother-in-law needed some place to hang her cloths in her room. Frig. was full of partial used food, this turned our stomachs, and housekeepers had instructions not to throw it out prior to our arrival, all storage in the kitchen was used by owner…

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$215

3 BR / 2 BA / Sleeps 6

1 / 19

$215

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The Reefs Edge

Holmes Beach house
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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$200

1 BR / 1 BA / Sleeps 4

1 Reviews

$200

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Coconuts Beach Front Unit 106 Ground Floor

Holmes Beach condo
1 BR / 1 BA / Sleeps 4 | Quick view
“ Excellent ” 1 Reviews

Details

Reviews

(1)

One bedroom one bath condo located on the beach. The Coconuts Beach Resort is a beach front property in Holmes Beach on Anna Maria Island. Each unit is individually owned. The unit is a full size apartment with a separate bedroom living room and kitchen sleeps up to 4. There are two double beds in the bedroom …
  • Waterfront
  • Ocean or water views
  • Shared outdoor pool (unheated)
  • Internet Access
  • Housekeeping Optional
  • Smoking allowed - ask
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible

Details

Reviews

(1)

Another Great Vacation Time!!!!

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

Our stays here have always been enjoyable & awesome. Really nice comfortable condo unit & being right on the beach......you can't ask for anything more!!!! Even the Sea Turtles come up to lay their nests close to the place because it is so inviting & friendly!!!!! :-)

The managers & staff are always friendly & very helpful if anything is needed.

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$125

2 BR / 1 BA / Sleeps 4

1 / 15

$125

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Seaside Gardens

Holmes Beach house
2 BR / 1 BA / Sleeps 4 | Quick view

Details

Seaside Gardens 460 63rd Street Holmes Beach, Fl 34217 This lovely canal front, ground level, attached bungalow offers fantastic views and amenities! Enjoy the shared deep water dock right off of your backyard, community tennis courts, private ping-pong table, board games and so much more! This unit has undergone …
    • Suitable for children - ask
    • Suitable for the elderly - ask

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    $162

    2 BR / 2 BA / Sleeps 6

    1 / 23

    $162

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    CASA SIERRA 205B

    Holmes Beach condo
    2 BR / 2 BA / Sleeps 6 | Quick view

    Details

    Casa Sierra Resort is a private Mediterranean style four unit complex in the heart of Anna Maria Island with just a two minute walk to the beautiful white sand beach! Each unit offers an outdoor patio with the spacious common area providing a large heated pool, gazebo, lush tropical landscaping, and picnic tables …
    • 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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    $107

    1 BR / 1 BA / Sleeps 2

    6 Reviews

    $107

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    Happy Heron: 1BR Perfect Getaway, Block from Beach

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

    Details

    Reviews

    (6)

    At first glimpse, Happy Heron will make you smile! Just one short block away from the pristine water of the Gulf of Mexico and Anna Maria Island's gleaming white sand beaches, this one-bedroom, one-bath vacation rental has been completely remodeled inside and out for your vacationing pleasure. When renting this home…
    • Internet Access
    • Washing Machine
    • Clothes Dryer
    • A/C or climate control
    • Patio
    • Pet friendly
    • Suitable for children - over five
    • Suitable for the elderly

    Details

    Reviews

    (6)

    A little piece of heaven near the beach

    Left on Jul 24, 2013 for a stay in June 2013

    I almost don't want to tell anyone how lovely this place is so that my family can keep it as our little secret! The Happy Heron was clean, neat and gorgeous. Spacious main area and master suite made us feel so at home instantly. The beach was a very easy 3-5 minute walk away. Loved that there were laundry facilities right there. The grill would have come in handy too if we were inclined to cook …

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    $350

    5 BR / 4 BA / Sleeps 14

    1 / 26

    $350

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    Sunset Landing

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

    Details

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

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    $236

    3 BR / 2 BA / Sleeps 6

    1 / 32

    $236

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    SERENDIPITY

    Holmes Beach villa
    3 BR / 2 BA / Sleeps 6 | Quick view

    Details

    Gorgeous 3 bedroom/2 bath villa, with Private Heated Pool and Large Tiki Bar. Newly remodeled with granite countertops, stainless appliances, and brand new furnishings throughout. Outdoor paver patio for private sunning, or put the umbrella and chairs in the pool to cool off. The beach is only a block away, and …
    • Shared outdoor pool (unheated)
    • A/C or climate control
    • Parking
    • Grill
    • Satellite or cable TV
    • Suitable for children
    • Suitable for the elderly

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    $291

    4 BR / 3 BA / Sleeps 12

    1 Reviews

    $291

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    BEACHSIDE PARADISE

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

    Details

    Reviews

    (1)

    Very spacious 4 bedroom/3 bath home, just a short block to the beach (just over 100 yards), and a couple houses to the free Island trolley! Beautifully tropical landscaped back yard with a Heated Pool surrounded by a large paver deck and plenty of seating options. Huge open Living/Family Room area for everyone to …
    • Internet Access
    • Washing Machine
    • Clothes Dryer
    • Outdoor Dining Area
    • A/C or climate control
    • Suitable for children
    • Suitable for the elderly

    Details

    Reviews

    (1)

    Truly exceptional!

    Left on Jan 07, 2015 for a stay in December 2014

    A fantastic spot. Close to the beach. Excellent & prompt service. Note will need dish/dishwasher/washer detergent and Toilet Paper

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    $121

    2 BR / 2 BA / Sleeps 6

    2 Reviews

    $121

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    Blue Parrot: 2BR/2BA Canal-Front Home with Dock

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

    Details

    Reviews

    (2)

    Launching your kayak at sunrise from the canal dock of this gorgeous two-bedroom, two-bath home is a fantastic way to start your vacation on Anna Maria Island. Located on one of the many Holmes Beach canals, this tropically-lush landscaped vacation rental, just three short blocks to the pristine white sand beaches of…
    • Waterfront
    • Internet Access
    • Fireplace
    • Washing Machine
    • Clothes Dryer
    • Suitable for children - over five
    • Suitable for the elderly

    Details

    Reviews

    (2)

    Nice holidays at aMI - Blue Parrot

    Left on Jan 04, 2014 for a stay in December 2013

    Ami ist als Reiseziel absolut empfehlenswert. Neben dem sehr schönen Stränden ist auf der Insel alles was man braucht vorhanden. Vom großen Supermarkt bis Restaurants in denen man sehr gut essen kann.

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    $106

    1 BR / 1 BA / Sleeps 4

    11 Reviews

    $106

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    Islands West Resort 6

    Holmes Beach resort
    1 BR / 1 BA / Sleeps 4 | Quick view
    “ Excellent ” 11 Reviews

    Details

    Reviews

    (11)

    Islands West Resort, located at 3605 Gulf Drive in Holmes Beach, is a tranquil resort with a large heated pool just a short stroll to the Gulf, shopping and restaurants. Enjoy the relaxing charm of island living when you stay at the Islands West Resort. The property consists of four, one bedroom suites, a two bedroom…
    • 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

    (11)

    Cute and Comfortable

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

    My husband and I have stayed on Anna Maria Island several times and just love it there. This trip, I was going by myself for some quiet time. I really enjoyed staying at Islands West. The pool was warm and inviting and my unit was clean and decorated nicely. I would definitely stay there again.

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    $167

    3 BR / 2 BA / Sleeps 6

    1 / 14

    $167

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    Island Paradise 5

    Holmes Beach house
    3 BR / 2 BA / Sleeps 6 | Quick view

    Details

    Island Paradise #5 3708 Gulf Drive #5 Holmes Beach, Fl 34217 This property is only available for a minimum 1 month rental from January, 2014 through April, 2014 and 2015. Please see approximate monthly rates below (rates do not include any taxes or cleaning fees). Please call our office at 941-778-4178 for more …
    • Shared outdoor pool (unheated)
    • Suitable for children - ask
    • Suitable for the elderly - ask

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    $200

    4 BR / 3 BA / Sleeps 8

    1 / 12

    $200

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    Casa Del Mar

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

    Details

    Casa Del Mar is a 4 bedroom, 2.5 bath chic Key West style island home with a brand new heated swimming pool located in northern Holmes Beach. Designer decorated from top to bottom. Close to shopping, restaurants, and the trolley stop. Come and enjoy the island life at its very best! Sleeps upto 6-8 people. Amenities …
      • Suitable for children
      • Suitable for the elderly - ask

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      $350

      3 BR / 2 BA / Sleeps 8

      8 Reviews

      $350

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      Palm Gables 110

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

      Details

      Reviews

      (8)

      Palm Gables Condominium located at 110 36th Street in Holmes Beach is one of the most sought after Holmes Beach rental complexes. It’s in a popular, quiet area of Holmes Beach yet it’s close to shopping and restaurants. Palm Gables is a small 7 unit complex and features secured undercover parking and an elevator…
      • Waterfront
      • Ocean or water views
      • Shared outdoor pool (unheated)
      • Internet Access
      • Pet friendly - ask
      • Smoking allowed - ask
      • Suitable for children - ask
      • Suitable for the elderly - ask
      • Wheelchair accessible - ask

      Details

      Reviews

      (8)

      Great view

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

      OK, but not nearly as nice as PG 106

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      $160

      2 BR / 2 BA / Sleeps 6

      1 Reviews

      $160

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      Free Sunsets on anna maria island

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

      Details

      Reviews

      (1)

      ANNA MARIA ISLAND #3 TOP 10 ISLAND'S IN U.S.A. Palm Isle 3203,our 2 bedroom island decorated condo is across the street from the beaches of Anna Maria Island. Steps from the heated pool and fully landscaped setting, along with all the amenities of home, your family will enjoy our beach get away. Each year, …
      • Ocean or water views
      • Internet Access
      • Housekeeping Optional
      • Washing Machine
      • Clothes Dryer
      • Suitable for children
      • Suitable for the elderly
      • Wheelchair accessible

      Details

      Reviews

      (1)

      PERFECT IN SO MANY WAYS!

      Left on Dec 01, 2014 for a stay in November 2014

      LOVED, LOVED, LOVED this property! It's perfectly located right in the heart of Anna Marie island - easy in and out parking RIGHT in front of the villa. The villa was roomy for us (3 adults and 1 child), but I can see it would easily accommodate 6 if you used the pull out sofa. Great amenities from the kitchen to the bath to the patio including beach toys, chairs, etc. The washer/dryer combo came…

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      $703

      8 BR / 5 BA / Sleeps 18

      1 / 28

      $703

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      POSEIDONS PALACE

      Holmes Beach house
      8 BR / 5 BA / Sleeps 18 | Quick view

      Details

      Welcome to the ultimate in Large Family luxury vacation Homes, with beautiful views of the Gulf of Mexico and sunsets from the Roof Top Deck. This beautiful 8 bedroom/5.5 bath home resides only one short block to the beach and features a gorgeous kitchen with Granite countertops and Stainless Appliances, a large …
      • Hot Tub/Jacuzzi
      • Internet Access
      • Washing Machine
      • Clothes Dryer
      • Outdoor Dining Area
      • Pet friendly
      • Suitable for children
      • Suitable for the elderly

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      $400

      6 BR / 4 BA / Sleeps 16

      1 / 34

      $400

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      South Seas

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

      Details

      South Seas 307A 66th St. Holmes Beach, Fl. 34217 South Seas is a new luxury island tropical home with 6 bedrooms, 4.5 bathrooms and is only a short 3-4 minute stroll to the Gulf beach. There are limited views of the bright blue Gulf of Mexico waters from multiple balconies. The heated pool features a deluxe …
      • Private Pool
      • High Speed Internet
      • Patio
      • Television
      • DVD Player
      • Suitable for children - ask
      • Suitable for the elderly - ask

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      $231

      3 BR / 2 BA / Sleeps 8

      1 / 20

      $231

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      BEACH RETREAT 204

      Holmes Beach villa
      3 BR / 2 BA / Sleeps 8 | Quick view

      Details

      Completely remodeled, Beautiful, 3 Bedroom/2 Bath villa with private 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 …
      • 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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      $279

      5 BR / 3 BA / Sleeps 10

      1 / 22

      $279

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      Gulf Sound All Units

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

      Details

      Gulf Sound is a gulf side, ground level tri-plex located at 2814 Gulf Drive in the southern end of Holmes Beach. This five bedroom, three bath property is fully equipped with everything you need for your stay. Each unit has been updated and is comfortably furnished. It's quiet, yet close to shopping, restaurants and …
      • Shared outdoor pool (unheated)
      • Grill
      • Pet friendly - ask
      • Smoking allowed - ask
      • Suitable for children - ask
      • Suitable for the elderly - ask
      • Wheelchair accessible - ask

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      $264

      4 BR / 3 BA / Sleeps 8

      5 Reviews

      $264

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      Twin Heron: 4BR Family-Friendly Pool Home

      Holmes Beach house
      4 BR / 3 BA / Sleeps 8 | Quick view
      “ Excellent ” 5 Reviews

      Details

      Reviews

      (5)

      **SPECIAL** Book and stay 7 days anytime before May 31, 2015, and receive 20% off your base rental fee! That's a total savings of $500! To take advantage of this offer use the promo code SPRING when reserving Twin Heron! ------------ This beautifully furnished four-bedroom, 3.5-bath Anna Maria Island vacation rental …
      • Spa/Whirlpool
      • Internet Access
      • Washing Machine
      • Clothes Dryer
      • A/C or climate control
      • Suitable for children - over five
      • Suitable for the elderly - ask

      Details

      Reviews

      (5)

      Twin Heron on Anna Maria Island is very relaxing.

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

      We enjoyed our stay at Twin Heron on Anna Maria Island. This is a very nice, spacious and clean rental property that has all the upscale comforts of home. Scenic grounds well maintained. Short walk to the beach and even an island trolley is available. Recommend dining on the porch of the "Waterfront Restaurant" with great views of Tampa Bay. Coastal Cottages AMI is a professional vacation rental …

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      $120

      2 BR / 2 BA / Sleeps 6

      16 Reviews

      $120

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      Seacrest II Condos 1

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

      Details

      Reviews

      (16)

      Located in the heart of Anna Maria Island, at 3703 5th Avenue, in the sun-drenched community of Holmes Beach this roomy two bedroom, two bathroom condo is a recently up-dated, re-decorated and well maintained roomy, light and airy unit with covered parking plus a heated pool. Leave the car at home because this small …
      • Shared outdoor pool (unheated)
      • Internet Access
      • Grill
      • Pet friendly - ask
      • Smoking allowed - ask
      • Suitable for children - ask
      • Suitable for the elderly - ask
      • Wheelchair accessible - ask

      Details

      Reviews

      (16)

      Great Island Getaway!!

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

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

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      $100

      2 BR / 3 BA / Sleeps 8

      9 Reviews

      $100

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      Bollinger Duplex, A

      Holmes Beach house
      2 BR / 3 BA / Sleeps 8 | Quick view
      “ Very Good ” 9 Reviews

      Details

      Reviews

      (9)

      The Bollinger Duplex, side A is a very comfortably furnished and spacious duplex apartment located at 6909 Gulf Drive in the preferred, quiet area of northern Holmes Beach. This property is located about one-half block to beautiful Gulf of Mexico where you can walk for miles in either direction on the white, sandy …
      • Internet Access
      • Grill
      • Pet friendly
      • Smoking allowed - ask
      • Suitable for children - ask
      • Suitable for the elderly - ask
      • Wheelchair accessible - ask

      Details

      Reviews

      (9)

      Close to the Beautiful Gulf

      Left on May 28, 2009 for a stay in May 2009

      The duplex we rented was spacious and very comfortable and was just a very short walk from the Gulf of Mexico. I did have a few issues, though. We came in expecting to have available to us for our use things like paper towels, toilet paper, garbage bags, and plastic containers in which we could store leftovers after meals. None of these items were available and had to be purchased by us after we …

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      $225

      4 BR / 3 BA / Sleeps 10

      1 / 18

      $225

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      The Nantucket

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

      Details

      3 Story 'Nantucket' Style - 4 bedroom/ 3 bath villa is just a 3 minute walk to the beach! - Located at 212 85th Street, Anna Maria Island FL. In a tropical setting, with above ground pool great for cooling off, and large sun deck. 4 Bedrooms/3 baths, large master suite with king size bed and a roman tub, 2nd …
      • Wireless Internet
      • A/C or climate control
      • Central heating
      • Balcony or terrace
      • Parking

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      $236

      4 BR / 3 BA / Sleeps 10

      7 Reviews

      $236

      Inquire

      Beautiful Villa by the Sea: 4BR Pet-Friendly Pool Home

      Holmes Beach house
      4 BR / 3 BA / Sleeps 10 | Quick view
      “ Excellent ” 7 Reviews

      Details

      Reviews

      (7)

      This four-bedroom pet-friendly vacation rental with a heated pool is just a block to the white sand beaches of Anna Maria Island and the Gulf of Mexico. Located in Holmes Beach, Beautiful Villa by the Sea offers an open floor plan with plenty of space to accommodate 10. On the main floor you will find the living room…
      • Internet Access
      • Washing Machine
      • Clothes Dryer
      • A/C or climate control
      • Patio
      • Pet friendly
      • Suitable for children - over five
      • Suitable for the elderly - ask

      Details

      Reviews

      (7)

      Well kept home

      Left on Jul 25, 2013 for a stay in June 2013

      Beautiful Villa By The Sea was the ideal place for our family vacation. we love anna Maria, and this house met all our needs. It is clean, neat, and organized. The only complaint is that the bed in the upstairs bedroom (smaller room) was very hard and creaky and hard to sleep in. A new set of mattress/boxspring would be worth the investment for your guests' comfort.

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      $257

      3 BR / 3 BA / Sleeps 8

      5 Reviews

      $257

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      North Beach Village, unit 59 - "Surfside Fantasea"

      Holmes Beach house
      3 BR / 3 BA / Sleeps 8 | Quick view
      “ Excellent ” 5 Reviews

      Details

      Reviews

      (5)

      Grab your flip-flops and beach chairs! This family-friendly 3-bedroom, 2 1/2 -bath townhouse is just two quick blocks to the pristine, white sandy beaches of Anna Maria's gorgeous blue waters of the Gulf Coast. And after a relaxing day of sand and sun, come back for a refreshing dip in the heated pool. Make sure to…
      • Internet Access
      • Washing Machine
      • Clothes Dryer
      • Outdoor Dining Area
      • A/C or climate control
      • Suitable for children
      • Suitable for the elderly - ask

      Details

      Reviews

      (5)

      Location, location, location!

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

      You always here location is everything and this beach town rental has an amazing location on top of a beautiful, well kept property. Your 2nd floor screened in porch (large enough for 8 to eat outside!) over looks the community pool. You are a short 5 minute walk to the beach. A quick bike ride, if you want, to numerous restaurants, shops and my kids favorite-ice cream shops. We biked the entire…

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      $121

      2 BR / 2 BA / Sleeps 4

      1 / 22

      $121

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      Sun-Day West: 2BR Family- & Pet-Friendly near Beach

      Holmes Beach house
      2 BR / 2 BA / Sleeps 4 | Quick view

      Details

      Sun-Day West is the picture-perfect name for this two-bedroom, two-bath, elevated duplex. Located in Holmes Beach on Anna Maria Island, this vacation rental features a large, west-facing balcony that allows for plenty of sunshine in the afternoon and shade in the morning for that early cup of coffee before heading …
      • Wireless Internet
      • Washing Machine
      • Clothes Dryer
      • A/C or climate control
      • Balcony or terrace
      • Suitable for children - over five
      • Suitable for the elderly - ask

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      $421

      7 BR / 5 BA / Sleeps 15

      1 Reviews

      $421

      Inquire

      View of the Gulf

      Holmes Beach house
      7 BR / 5 BA / Sleeps 15 | Quick view
      “ Terrible ” 1 Reviews

      Details

      Reviews

      (1)

      View of the Gulf 7201 Gulf Drive Holmes Beach Florida 34217 What if we told you there was a place where luxury comes as standard, where quality, comfort and style converge in the most magnificent villa you can imagine, and where you are just steps from the soft, white sand of Anna Maria Island’s famous …
      • Outdoor Pool
      • Internet Access
      • Dishwasher
      • Suitable for children - ask
      • Suitable for the elderly - ask

      Details

      Reviews

      (1)

      Disappointing Vacation

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

      This was the second year we stayed at this property. The first year we had a problem with the pool being dirty and were told when we rebook this year it would not be a problem. On our second day in our stay the pool looked terrible. We call the number for maintenance early that morning and heard a number of excuses. A pool person did come out late the next day but we had a dirty pool for two…

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      $171

      3 BR / 2 BA / Sleeps 6

      1 / 15

      $171

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      Sea Breeze Pool Home

      Holmes Beach villa
      3 BR / 2 BA / Sleeps 6 | Quick view

      Details

      Sea Breeze is a private home with 3 bedrooms and 2 bathrooms and a brand new heated pool! The home is comfortable and well stocked. Wood floors throughout, open floor plan and cathedral ceilings with large sliders that open onto a large screened porch. Close proximity to the beach, about 3 blocks. Located in …
      • Internet Access
      • Washing Machine
      • Clothes Dryer
      • A/C or climate control
      • Central heating
      • Suitable for children
      • Suitable for the elderly - ask

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      $83

      1 BR / 1 BA / Sleeps 2

      1 / 24

      $83

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      Aggie's Place: 1BR Perfectly-Priced Duplex

      Holmes Beach house
      1 BR / 1 BA / Sleeps 2 | Quick view

      Details

      If you are looking a place to rest your head so you can enjoy Anna Maria Island to its fullest, then this is the place for you! With 400 square feet, this cute, one-bedroom Holmes Beach duplex provides enough space for anyone who just needs a quick getaway. Just a short walk to the white sand beach and sparkling …
      • Wireless Internet
      • Washing Machine
      • Clothes Dryer
      • A/C or climate control
      • Patio
      • Suitable for the elderly

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      $200

      3 BR / 2 BA / Sleeps 8

      1 / 11

      $200

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      Beach House II

      Holmes Beach house
      3 BR / 2 BA / Sleeps 8 | Quick view

      Details

      Beach House II offers the best of Anna Maria's best kept secret, nestled in Holmes Beach just across the beach . The location is perfect , walk to all, Publix shopping center, restaurants, bars and more. This duplex can be rented 3 different ways, 1st level 3 bedrooms and 2 bathrooms .2nd level has 2 bedrooms 2 …
      • Wireless Internet
      • A/C or climate control
      • Central heating
      • Balcony or terrace
      • Parking

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      $236

      3 BR / 2 BA / Sleeps 8

      2 Reviews

      $236

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      CHIKI TIKI WEST

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

      Details

      Reviews

      (2)

      Beautiful Tropical villa with Bamboo ceilings and furniture, a private landscaped backyard, Heated pool, gas grill, and a large covered tiki bar, paver deck, and Full kitchen with Granite countertops and Stainless Steel appliances. Sleeps up to 8 people. 1316 Sq. ft. 303A 64th St., Holmes Beach Three Bedroom/Two …
      • Internet Access
      • Washing Machine
      • Clothes Dryer
      • A/C or climate control
      • Central heating
      • Pet friendly
      • Suitable for children
      • Suitable for the elderly

      Details

      Reviews

      (2)

      Great place to stay for our first visit to America

      Left on Aug 09, 2013 for a stay in January 2013

      We were blown away by the location. Only a few minutes walk to the most beautiful white sandy beach, just one street back from the sea front Great wildlife, dolphins, pelicans, so much to see. The house was well equipped with everything you need. Air conditioning of course, fans, lovely bathrooms. Great sea water pool in a lovely courtyard garden. Within walking distance of shops and some…

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      $82

      2 BR / 2 BA / Sleeps 4

      7 Reviews

      $82

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      The Cove at Sandy Pointe 213

      Holmes Beach house
      2 BR / 2 BA / Sleeps 4 | Quick view
      “ Excellent ” 7 Reviews

      Details

      Reviews

      (7)

      The Cove at Sandy Pointe #213 3601 East Bay Drive #213 Holmes Beach, Fl 34217 ISLAND CONDO - Beautifully presented, bright and airy 2 bed/ 2 bath AC upper floor condo. The lounge and Master bedroom, which has a King sized bed and en-suite shower room, both lead out onto a very private lanai overlooking the …
      • Shared outdoor pool (unheated)
      • Internet Access
      • Dishwasher
      • Suitable for children - ask
      • Suitable for the elderly - ask

      Details

      Reviews

      (7)

      Great place to chill out

      Left on Aug 02, 2013 for a stay in March 2012

      Stayed here for 2 weeks in May 2012. Lovely place, great views of mangroves from balcony and sitting room. Free Wifi was useful for keeping in touch with the folks back home. Comfortable beds and air con was a bonus. Lovely pool and a quiet location. Short walk to beach and supermarkets. Fantastic restaurants nearby.

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      $105

      2 BR / 1 BA / Sleeps 4

      1 / 20

      $105

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      Gulf Sound A

      Holmes Beach house
      2 BR / 1 BA / Sleeps 4 | Quick view

      Details

      Gulf Sound is a gulf side, ground level tri-plex located at 2814 Gulf Drive in the southern end of Holmes Beach. This two bedroom one bath unit is fully equipped with everything you need for your stay. Each unit has been updated and is comfortably furnished. It's quiet, yet close to shopping, restaurants and trolley …
      • 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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      $124

      2 BR / 2 BA / Sleeps 4

      1 / 9

      $124

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      Island Beach Club 1

      Holmes Beach house
      2 BR / 2 BA / Sleeps 4 | Quick view

      Details

      Island Beach Club #1 3013 Avenue F #1 Holmes Beach, FL 34217 The Island Beach Club #1 is a newly updated ground level condo which is tucked away in the quiet Gulf front community. This 2 bedroom and 2 bathroom home has all new tile floors, fully equipped kitchen and much more as part of its renovation. Right off …
      • Shared outdoor pool (unheated)
      • Internet Access
      • Dishwasher
      • Suitable for children - ask
      • Suitable for the elderly - ask

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      $215

      2 BR / 2 BA / Sleeps 4

      2 Reviews

      $215

      Book

      Get Away to Anna Maria Island, Holmes Beach

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

      Details

      Reviews

      (2)

      What a great place! The first time I came to Anna Maria Island, I thought how could I get a place like this! A place where a clean shirt and flip flops are the norm. Where people say hi and the food is great and affordable. I watched my first wedding at sunset while having dinner on the beach. I wonder what …
      • Waterfront
      • Ocean or water views
      • Shared outdoor pool (unheated)
      • Internet Access
      • Housekeeping Optional
      • Suitable for children - ask
      • Suitable for the elderly

      Details

      Reviews

      (2)

      Excellent Stay

      Left on Mar 10, 2014 for a stay in February 2014

      We just got back from a month of staying at this beautiful condo. The place was just what we expected and more. Everything was new in the place. The condo has all the amenities you needed to enjoy your vacation. It was nice to have a big screen television and a television in the master bedroom to watch the Olympics. The location on the island was perfect to travel anywhere. We brought our …

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      $93

      2 BR / 2 BA / Sleeps 6

      9 Reviews

      $93

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      Terrace Condo 2

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

      Details

      Reviews

      (9)

      The Terrace Condominium #2, located at 3100 Gulf Drive in Holmes Beach is a beautifully and comfortably furnished, two bedroom, two bath town home condo with heated pool, private garage and three separate lanais. The pool area is beautifully landscaped with native plants and features a pergola and multiple seating …
      • Shared outdoor pool (unheated)
      • Internet Access
      • Pet friendly
      • Smoking allowed - ask
      • Suitable for children - ask
      • Suitable for the elderly - ask
      • Wheelchair accessible - ask

      Details

      Reviews

      (9)

      Very Good

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

      Good place, good price, good overall experience.

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      $157

      2 BR / 1 BA / Sleeps 6

      5 Reviews

      $157

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      Escape to Serenity B: 2BR Pet-Friendly Pool Home

      Holmes Beach house
      2 BR / 1 BA / Sleeps 6 | Quick view
      “ Excellent ” 5 Reviews

      Details

      Reviews

      (5)

      Escape to Serenity sums it up for this quaint and cozy duplex (with no shared walls). You will feel as if you have landed on your own personal island with this gem of a property. This fantastic, two-bedroom, one-bathroom vacation rental will help you find some serenity. This home boasts an all-new kitchen, featuring …
      • Internet Access
      • Washing Machine
      • Clothes Dryer
      • Outdoor Dining Area
      • A/C or climate control
      • Suitable for children - over five
      • Suitable for the elderly

      Details

      Reviews

      (5)

      Cozy, Comfortable and Clean!

      Left on Mar 14, 2014 for a stay in March 2014

      We really loved this colorful duplex! It was clean and comfortable. We had everything we needed. A nice perk was having our own pool! The trolley stop was nearby. Quick walk to the beach. Our only suggestion would be to have a fan in the bathroom. Other than that, absolutely no complaints. We would love to come back here again!

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      $200

      3 BR / 2 BA / Sleeps 7

      1 / 20

      $200

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      Villa Sandpiper

      Holmes Beach house
      3 BR / 2 BA / Sleeps 7 | Quick view

      Details

      Villa Sandpiper 211 North Harbor Dr. Holmes Beach, Fl 34217 This canal front Key West style home is what you would expect on your Anna Maria Island Vacation! Villa Sandpiper has a large floor plan with 3 bedrooms, 2.5 baths. Features include large screened in balcony overlooking the canal and private heated …
      • Outdoor Pool
      • Internet Access
      • Dishwasher
      • Suitable for children - ask
      • Suitable for the elderly - ask

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      $128

      2 BR / 2 BA / Sleeps 5

      1 Reviews

      $128

      Book

      Island Vacation Rental

      Holmes Beach condo
      2 BR / 2 BA / Sleeps 5 | Quick view
      “ Excellent ” 1 Reviews

      Details

      Reviews

      (1)

      Lovely Bayside Condo recently remodeled, 2 Bedroom, 2 Bathroom, fully air conditioned, screened lanai, heated pool and covered parking. Easy access to: retail shops, grocery store and restaurants. 200 hundred yards to Free Island Trolley. Short walk to white sand beaches. Bike to nearby Robinson Nature Preserve. High …
      • Ocean or water views
      • Internet Access
      • Washing Machine
      • Clothes Dryer
      • Outdoor Dining Area
      • Suitable for children
      • Suitable for the elderly

      Details

      Reviews

      (1)

      Island Paradise

      Left on Mar 12, 2014 for a stay in February 2014

      The moment we arrived, exhausted after many delays and problems, the Thomas' home became our home. The condo is well appointed, with comfortable beds, a wonderful kitchen and a fully stocked linen closet, right down to beach towels. Laine, Kevin and Howard are so responsive and saw to all of our needs. Location was prime. We walked to get groceries, eat and do other shopping. There were 7 miles …

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      $79

      2 BR / 2 BA / Sleeps 4

      1 / 11

      $79

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      Sand Dollar Villa

      Holmes Beach villa
      2 BR / 2 BA / Sleeps 4 | Quick view

      Details

      This 2 bedroom, 2 bath villa is in the heart of Anna Maria Island. It is located 500 feet to the beach in a residential neighborhood, west of Gulf Drive. Decorated with simplicity, it is fully equipped with all the amenities which include: Full kitchen, washer/dryer, microwave, dishwasher, cable tv, VCR, phone, …
      • Washing Machine
      • Clothes Dryer
      • Outdoor Dining Area
      • A/C or climate control
      • Central heating
      • Suitable for children
      • Suitable for the elderly

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      $120

      2 BR / 2 BA / Sleeps 4

      1 / 27

      $120

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      SEABREEZE D

      Holmes Beach condo
      2 BR / 2 BA / Sleeps 4 | Quick view

      Details

      Two bedroom, two bath condo in the quiet, four-unit complex of Seabreeze! Clean and Comfortable! Nicely appointed kitchen with Stainless Steel Applicances. Conveniently located for shopping, restaurants, and the beach, yet tucked back into a quiet area! Just a block to Skinny's for the Best Burger on Anna Maria Island…
      • 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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      $221

      3 BR / 2 BA / Sleeps 10

      5 Reviews

      $221

      Inquire

      Carissa Villa 201: 3BR Family-Friendly Pool Home

      Holmes Beach house
      3 BR / 2 BA / Sleeps 10 | Quick view
      “ Excellent ” 5 Reviews

      Details

      Reviews

      (5)

      Bring your tanning oil when vacationing in this gorgeous and luxurious Mediterranean style home. Boasting three bedrooms and three baths, there is room to bring the whole family for a dream vacation on Anna Maria Island. Just a mere block and a half to the white sand beach or steps to the private heated pool, you …
      • Internet Access
      • Washing Machine
      • Clothes Dryer
      • A/C or climate control
      • Balcony or terrace
      • Suitable for children - over five
      • Suitable for the elderly

      Details

      Reviews

      (5)

      Average Experience

      Left on Jul 24, 2013 for a stay in April 2013

      The location was great, however, the inside of the residence was very dirty. Our children's bottom of their feet were filthy after walking on the tile floor. Had to re-wash all the dishes including the silverware. Dishwasher was not secured and would fall forward when you would open the door.

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      $125

      3 BR / 2 BA / Sleeps 10

      1 / 22

      $125

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      Palm Haven, 3 bedroom

      Holmes Beach villa
      3 BR / 2 BA / Sleeps 10 | Quick view

      Details

      This beautifully decorated 2 bedroom, 1 bath and 3 bedroom, 2 bath duplex is just a short half block from the white sand beaches of Anna Maria Island. The 2 bedroom unit sleeps 7 people and the 3 bedroom sleeps up to 10 people. Palm Haven is the perfect vacation spot for anyone! Amenities Include: Full kitchen, …
      • Sauna
      • Internet Access
      • Washing Machine
      • Clothes Dryer
      • Outdoor Dining Area
      • Pet friendly
      • Suitable for children
      • Suitable for the elderly

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      $300

      4 BR / 4 BA / Sleeps 8

      2 Reviews

      $300

      Inquire

      TROPICAL SANDS

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

      Details

      Reviews

      (2)

      Luxury is yours with this gorgeous ocean view four bedroom, four full bath luxury townhome vacation rental in Holmes Beach. Enjoy your own personal day spa experience from the privacy of the master suite fit for royalty with king size sleigh bed, separate shower and Jacuzzi tub. There is a custom gourmet kitchen …
      • Internet Access
      • Washing Machine
      • Clothes Dryer
      • Outdoor Dining Area
      • A/C or climate control
      • Suitable for children
      • Suitable for the elderly

      Details

      Reviews

      (2)

      Beautiful spacious home in great location

      Left on Jul 14, 2014 for a stay in July 2014

      For my extended family (6 adults and 2 kids), this spacious well-equipped home was perfect. And while it is on the high side in terms of cost, we felt we got what we paid for - pretty luxurious living! Lots of room for 8 people, great living spaces and a great kitchen - an important focal point in our family and in this house. Not to mention the wonderful views of the Gulf and an elevator (yes…

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      $309

      5 BR / 3 BA / Sleeps 10

      1 Reviews

      $309

      Inquire

      CORAL CASTLE

      Holmes Beach house
      5 BR / 3 BA / Sleeps 10 | Quick view
      “ Excellent ” 1 Reviews

      Details

      Reviews

      (1)

      Beautiful, Brand New, 5 bedroom/3.5 bath Waterfront home with Heated Pool, Hot Tub, Dock, and just over a block to the beach! Covered Patio by pool area and peeks of the Gulf and Bay from the top patios. Great location in a quiet neighborhood, a few steps to the Trolley Stop, and a short walk to the Public Beach and…
      • Waterfront
      • Ocean or water views
      • Hot Tub/Jacuzzi
      • Internet Access
      • Washing Machine
      • Suitable for children
      • Suitable for the elderly

      Details

      Reviews

      (1)

      awesome

      Left on Aug 08, 2013 for a stay in June 2013

      the coral castle was a great place for our vacation. It was very convenient to everything. What was really nice, was that when we went fishing, the captain picked us up in our back yard.The pool was amazing and perfect for kids of all ages. The home had nearly everything we needed and was set up for a large group to be together yet have some space.The back patio was really nice too although I do …

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