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$100

1 BR / 1 BA / Sleeps 3

12 Reviews

$100

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Palm Isle 3207

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

Details

Reviews

(12)

DO NOT CHANGE THIS DESCRIPTION 3207 Gulf Drive at Palm Isle Village in Holmes Beach, Florida is located in one of Anna Maria Island's favorite and finest condominium resorts. It offers a fabulous holiday villa which has been designer decorated in charming Old Florida style. The one bedroom-one bath ground level …
  • Shared outdoor pool (unheated)
  • Internet Access
  • Parking
  • Dishwasher
  • Suitable for children - ask
  • Suitable for the elderly - ask

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Reviews

(12)

A great vacation spot

Left on Nov 06, 2008 for a stay in October 2008

This place is so comfy, close to the beach and the pool. The kids loved just jumping into the pool where I enjoyed sunning at the beach. Very convenient to everything and nicely decorated.

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$128

3 BR / 7 BA / Sleeps 6

7 Reviews

$128

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Sunfish - 102 55th St

Holmes Beach house
3 BR / 7 BA / Sleeps 6 | Quick view
“ Excellent ” 7 Reviews

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Reviews

(7)

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

Details

Reviews

(7)

Perfect for young families!!

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

We absolutely loved the house, it's charming and beachy and can't beat the location - very quiet and great for families with young children because you don't have to cross the street to get to the beach and it's one level so no stairs to climb! This was our first time with a vacation rental and i was a bit nervous about it but had a great experience and totally blown away with the house - very …

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$86

2 BR / 2 BA / Sleeps 6

4 Reviews

$86

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Fountainhead 5

Holmes Beach house
2 BR / 2 BA / Sleeps 6 | Quick view
“ Very Good ” 4 Reviews

Details

Reviews

(4)

Fountainhead Condo #5 is just a few steps from the beautiful beaches and azure blue water of the Gulf. This vacation rental is beautifully furnished and well equipped for your enjoyment. This two bedroom, two bath beach rental will sleep six with a queen size bed in one bedroom, two twin beds in the second bedroom …
  • Shared outdoor pool (unheated)
  • Internet Access
  • Parking
  • Dishwasher
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask

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Reviews

(4)

Good for small family

Left on Sep 09, 2008 for a stay in July 2008

The apartment was near to the beach and had a nice pool. The decor was a simple but had all you needed for a short stay.

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$137

3 BR / 2 BA / Sleeps 6

200 66th St W - Holmes Beach vacation rentals
1 / 25

$137

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200 66th St W

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

Details

** VACATION YOUR WAY - this property welcomes SATURDAY TO SATURDAY reservations ** 200 66th St, Holmes Beach, Anna Maria Island, FL...Steps from the Gulf Beaches -- (3) Bed: (2) Bath: Accommodates up to (6) people: 1 King, 1 Queen and 2 Twins: Internet - Wireless: No smoking: ALL newly remodeled and soooo close…
  • Shared outdoor pool (unheated)
  • Internet Access
  • Parking
  • Dishwasher
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$250

3 BR / 2 BA / Sleeps 8

Mango Bay - Holmes Beach vacation rentals
1 / 25

$250

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Mango Bay

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

Details

Mango Bay 417 Clark Dr. Holmes Beach, Fl. 34217 Mango Bay is not your average vacation rental- it is much more. It is a custom built, elevated 4 bedroom, 2 full bathrooms, 2 half bath, private villa with heated pool and deluxe hot tub (it has it's own table built in). It Includes a huge master suite on second …
  • Private Pool
  • High Speed Internet
  • Patio
  • Television
  • DVD Player
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$162

2 BR / 2 BA / Sleeps 6

CASA SIERRA 205B - Holmes Beach vacation rentals
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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$145

4 BR / 2 BA / Sleeps 8

1 Reviews

$145

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Egrets Nest

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

Details

Reviews

(1)

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

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    Reviews

    (1)

    Just about perfect!!!!

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

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

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

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

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    $183

    4 BR / 8 BA / Sleeps 12

    8 Reviews

    $183

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    303A 61st St-West Wind

    Holmes Beach house
    4 BR / 8 BA / Sleeps 12 | Quick view
    “ Excellent ” 8 Reviews

    Details

    Reviews

    (8)

    Enjoy this new elevated vacation rental home with private lagoon style pool with lush tropical plants about two blocks to the beach in Holmes Beach. Fashionably yet comfortably decorated living room offers big comfy furniture centered around a new 50" flat screen TV with Blue Ray/DVD player where you can enjoy a …
    • Shared outdoor pool (unheated)
    • Internet Access
    • Parking
    • Dishwasher
    • Suitable for children - ask
    • Suitable for the elderly - ask

    Details

    Reviews

    (8)

    Get checked in!

    Left on Feb 17, 2010 for a stay in October 2009

    This is a great vacation home,it was easy to book and the IRE staff were really helpful during the build up to our holiday.
    We had a great stay in a lovely house and would recomend it to anybody----however a word of warning----get checked in!!!!
    We arrived late so never checked the property over, on our return home we were accused of chipping window sills, breaking windows and, damaging patio …

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    $175

    2 BR / 1 BA / Sleeps 5

    1 / 13

    $175

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    Seahorse Beach House

    Holmes Beach cottage
    2 BR / 1 BA / Sleeps 5 | Quick view

    Details

    Welcome to the Seahorse Beach House on Anna Maria Island. This completely remodeled duplex is comprised of two stunning new beach homes that are close to the beach and in a quiet residential neighborhood. The Seahorse Beach House side includes a private heated pool (not shared), hot/cold outdoor shower, lush …
    • Internet Access
    • Parking
    • Grill
    • Stereo or CD player
    • Pet friendly
    • Suitable for children - ask
    • Suitable for the elderly - ask

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    $168

    1 BR / 1 BA / Sleeps 2

    1 Reviews

    $168

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    Flop Cottage

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

    Details

    Reviews

    (1)

    The "Flip Flop" duplex is a fantastic recently remodelled duplex located one block from the white sandy beaches boasting professional landscaping, beautiful retro interiors, and its own private pool for each side of the duplex. Flop (the yellow side of the duplex) is a one bedroom, one bath duplex unit featuring an …
    • Internet Access
    • Parking
    • Grill
    • Suitable for children - ask
    • Suitable for the elderly - ask

    Details

    Reviews

    (1)

    A cozy little gem in a great location for a great price!

    Left on Oct 08, 2014 for a stay in October 2014

    My husband and I loved Flop Cottage for many reasons. First of all, the landscaping is lush and tropical and the décor is fun and cozy - so you instantly feel like you are on vacation. The pool is great and we loved the outdoor area and shower. The location is very convenient - a short 2 minute walk to the beach and to the trolley. We live in FL so we also brought our bikes with us which we …

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    $167

    2 BR / 2 BA / Sleeps 6

    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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    $143

    2 BR / 1 BA / Sleeps 4

    1 / 14

    $143

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    Kims Kottage East

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

    Details

    Kim's Kottages East 205E 75th Street Holmes Beach, Fl. 34217 ISLAND DUPLEX-This totally updated 2 bedroom and 1 bathroom ground level duplex is just a short 2 minute walk away from the stunning white sandy beaches of the Gulf of Mexico. If you are looking for a quiet retreat away from it all than look no further. …
    • Shared outdoor pool (unheated)
    • Internet Access
    • Dishwasher
    • Suitable for children - ask
    • Suitable for the elderly - ask

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    $129

    2 BR / 2 BA / Sleeps 4

    1 Reviews

    $129

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    Starfish Beach Unit 2

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

    Details

    Reviews

    (1)

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

    Details

    Reviews

    (1)

    Nice Location but this unit needs an update

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

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

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

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

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

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    $183

    4 BR / 8 BA / Sleeps 11

    1 / 25

    $183

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    303B 61st St-East Wind

    Holmes Beach house
    4 BR / 8 BA / Sleeps 11 | Quick view

    Details

    Enjoy this new elevated vacation rental home with private lagoon style pool with lush tropical plants about two blocks to the beach in Holmes Beach. Fashionably decorated living room offers big comfy furniture centered around a new 46" flat screen TV with DVD player where you can enjoy a game or movie. The large …
    • Shared outdoor pool (unheated)
    • Internet Access
    • Parking
    • Dishwasher
    • Suitable for children - ask
    • Suitable for the elderly - ask

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    $167

    2 BR / 1 BA / Sleeps 4

    1 / 13

    $167

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    Blue Wave Villas-207W 75th St

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

    Details

    ** VACATION YOUR WAY - this property welcomes SATURDAY TO SATURDAY reservations ** Blue Wave Villas are all NEW and beautifully done duplexes located at 207 75th Street, Holmes Beach, Anna Maria Island, FL -- 2 Bedroom & 1 Bath: Accommodates up to (4) people: 1 King, 2 Twins: New Heated Pool: Internet - …
    • Shared outdoor pool (unheated)
    • Internet Access
    • Parking
    • Dishwasher
    • Suitable for children - ask
    • Suitable for the elderly - ask

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    $214

    4 BR / 7 BA / Sleeps 10

    1 / 29

    $214

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    Allegria by the Sea-309 64thST

    Holmes Beach house
    4 BR / 7 BA / Sleeps 10 | Quick view

    Details

    Fantastic private custom-built vacation rental home just a short stroll to the white sandy beaches of Anna Maria Island and the Gulf of Mexico. Enjoy the large heated pool that boasts a cascading rock waterfall and fire pit all in a tropical paradise setting! Your large outdoor tropical paradise is equipped with …
    • Shared outdoor pool (unheated)
    • Internet Access
    • Parking
    • Dishwasher
    • Suitable for children - ask
    • Suitable for the elderly - ask

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    $129

    2 BR / 2 BA / Sleeps 4

    1 / 22

    $129

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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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    $161

    2 BR / 2 BA / Sleeps 6

    9 Reviews

    $161

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    6407 Gulf Dr, Upstairs

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

    Details

    Reviews

    (9)

    Recently remodeled island duplex just steps to the pristine Gulf of Mexico beaches of Holmes Beach. This vacation rental has been lovingly remodeled, and furnished with everything you could desire for a trip to our little "Peace" of paradise. The light and bright interior will allow you to rest peacefully because …
    • Shared outdoor pool (unheated)
    • Internet Access
    • Parking
    • Dishwasher
    • Suitable for children - ask
    • Suitable for the elderly - ask

    Details

    Reviews

    (9)

    Great for the Gulf of Mexico

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

    Wonderful, comfortable home in an ideal location close to the sea.

    Only (slight) issues would be the lack of ensuite bathrooms and the condition of the BBQ tray. When we used it we cleaned it!.

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    $175

    2 BR / 1 BA / Sleeps 5

    1 Reviews

    $175

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    Sand Dollar Shack

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

    Details

    Reviews

    (1)

    Welcome to the Sand Dollar Shack on Anna Maria Island. This completely remodeled duplex is comprised of two stunning new beach homes that are close to the beach and in a quiet residential neighborhood. The Sand Dollar Shack side includes a private heated pool (not shared), hot/cold outdoor shower, lush landscaping …
    • Internet Access
    • Parking
    • Grill
    • Stereo or CD player
    • Pet friendly
    • Suitable for children - ask
    • Suitable for the elderly - ask

    Details

    Reviews

    (1)

    Amazing Vacation - Can't Wait To Go There Again!

    Left on Jan 27, 2015 for a stay in January 2015

    We had a wonderful stay at AMI with Lizzie Lu/Sand Dollar Shack!

    From the moment we got there, the owner Ben took great care of us. The location is in a great spot towards the northern part of the island. This gives you a peaceful environment while being very close to the beach. Small things were provided that we never thought we would need but couldn't live without in hindsight... a all …

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    $156

    3 BR / 3 BA / Sleeps 6

    1 Reviews

    $156

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    Key Largo Cottage

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

    Details

    Reviews

    (1)

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

    Details

    Reviews

    (1)

    Can't wait to go back

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

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

    Comfortable beds, well equipped …

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    $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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    $300

    6 BR / 3 BA / Sleeps 12

    1 / 25

    $300

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    Angel Sea

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

    Details

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

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    $200

    4 BR / 3 BA / Sleeps 8

    2 Reviews

    $200

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    Jackie's Cottage-209 N Harbor

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

    Details

    Reviews

    (2)

    ** VACATION YOUR WAY - this property welcomes FRIDAY TO FRIDAY reservations as well as SATURDAY TO SATURDAY reservations ** One Block And A Half Away From Beach located at 209 North Harbor Drive, Holmes Beach, Anna Maria Island, FL -- (4) Bed: (3) Bath: Accommodates up to (8) people: 2 Kings & 4 Twins: Internet…
    • Shared outdoor pool (unheated)
    • Internet Access
    • Parking
    • Dishwasher
    • Suitable for children - ask
    • Suitable for the elderly - ask

    Details

    Reviews

    (2)

    This house was immaculate!

    Left on Jun 03, 2010 for a stay in March 2010

    The house was beautiful. The rooms were all large and well furnished, looked just like a typical Florida house that I love. It was close to everything including a short walk to the beach. The only thing I would change if I could would be to have the pool heated. Island Real Estate was very friendly and it was a pleasure doing business with them. I look forward to next spring.

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    $271

    2 BR / 2 BA / Sleeps 4

    1 / 33

    $271

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    Anna Maria Island Club Unit 21

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

    Details

    Enjoy this spectacular Gulf front location, on the beach with views and sunsets, at this wonderful Anna Maria Island vacation beach front condo. Anna Maria Island Club is a small, up-scale Gulf front complex offering you the opportunity to walk directly out to the beautiful white sand - who could ask for more! You …
    • Shared outdoor pool (unheated)
    • Internet Access
    • Parking
    • Dishwasher
    • Suitable for children - ask
    • Suitable for the elderly - ask

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    $140

    3 BR / 7 BA / Sleeps 9

    1 Reviews

    $140

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    Long Board-131WWhite

    Holmes Beach house
    3 BR / 7 BA / Sleeps 9 | Quick view
    “ Excellent ” 1 Reviews

    Details

    Reviews

    (1)

    ** VACATION YOUR WAY - this property welcomes SATURDAY TO SATURDAY reservations ** West of Gulf Drive located at 131W White Avenue, Holmes Beach, Anna Maria Island, FL -- (3) Bed: (2.5) Bath: Accommodates up to (9) people: 2 Kings, 2 twins, Trundle, and Air Mattress: No Smoking: Pet friendly. Lushly Landscaped…
    • Shared outdoor pool (unheated)
    • Internet Access
    • Parking
    • Dishwasher
    • Pet friendly
    • Suitable for children - ask
    • Suitable for the elderly - ask

    Details

    Reviews

    (1)

    Wow, Amazing, Relaxing 100%

    Left on Sep 10, 2014 for a stay in September 2014

    We spent 3 nights at this georgeous home in Anna Maria Island, with family and kids. The house is extremely well maintained, CLEAN and as close to the beach as it can get for the amount we paid. The pool is well designed for it size. 4 Adults and 2 teenagers, and there was room for some more.

    Even though the pool is shared, we did not see the other renters at all. But it could be a coincidence. …

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    $135

    2 BR / 2 BA / Sleeps 6

    4 Reviews

    $135

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    Brigadoon

    Holmes Beach house
    2 BR / 2 BA / Sleeps 6 | Quick view
    “ Excellent ” 4 Reviews

    Details

    Reviews

    (4)

    The Brigadoon, located at 504 70th Street in Holmes Beach is a wonderful home with a beautiful lagoon style heated pool. It's located on a quiet street in a lovely neighborhood and features a screened lanai and a BBQ area with gas grill. You'll want to wander around the yard and experience the fruit trees, tropical …
    • 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

    (4)

    Amazing stay

    Left on Jun 16, 2010 for a stay in June 2010

    Enjoyed, a most relaxing, guiet, and wonderful stay in this neat, clean home. Made happy memories in this lovely home.

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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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    $230

    3 BR / 2 BA / Sleeps 6

    35 Reviews

    $230

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    Captains Quarters

    Holmes Beach house
    3 BR / 2 BA / Sleeps 6 | Quick view
    “ Excellent ” 35 Reviews

    Details

    Reviews

    (35)

    The Captain's Quarters, located at 2801 Gulf Drive in Holmes Beach is an extremely popular three bedroom, two bath home with a private heated salt water pool, tropical landscaping, a double car garage and gulf views from the open deck. This wonderful beach house is less than a five-minute stroll to the beach. The …
    • 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

    (35)

    4 Years and Counting at Captains Quarters

    Left on Feb 23, 2009 for a stay in February 2009

    This is our fourth year staying at Captain's Quarters. We love the house, the location and the rental company is extremely nice. The upkeep of the house is excellent and we always feel like we are at home! We look foward to our fifth year there.

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    $230

    4 BR / 4 BA / Sleeps 8

    1 / 19

    $230

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    Riki Tiki

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

    Details

    Riki Tiki 110 46th Street Holmes Beach, Fl 34217 Riki Tiki is a beautiful beach house that is only 3 houses away from the stunning Gulf of Mexico. Offering a fantastic location, private heated pool, lots of amenities including a gourmet and fully stocked kitchen and much more! The sleeping arrangements for Riki …
      • Suitable for children - ask
      • Suitable for the elderly - ask

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      $100

      2 BR / 2 BA / Sleeps 4

      3 Reviews

      $100

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      Fountainhead Condo 4

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

      Details

      Reviews

      (3)

      Fountainhead Condo #4, located at 3402 6th Avenue in Holmes Beach is just a few steps from the beautiful beaches and emerald green water of the Gulf. This eight unit complex has a heated pool and laundry room on site.This unit is beautifully furnished and well equipped for your enjoyment. The unit itself offers every …
      • 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

      (3)

      2009 Murphy's Vacation - Fountainhead #4

      Left on Oct 23, 2009 for a stay in October 2009

      We had an excellent time. The condo was very spacious and well equipment for all our needs. The pool area was very clean and a great place to relax. The beach was awesome. I could not believe how warm the ocean was. All the services that we required were in the immediate area, ie: Groceries, Liquor, Golf, Shopping, etc.

      We will recommend this condo to our family and friends.

      Tell the …

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      $355

      6 BR / 4 BA / Sleeps 14

      2 Reviews

      $355

      Inquire

      Coral Escape - 132 50th St

      Holmes Beach house
      6 BR / 4 BA / Sleeps 14 | Quick view
      “ Excellent ” 2 Reviews

      Details

      Reviews

      (2)

      Fantastic BRAND NEW private custom-built vacation rental home on the same block as the white sandy beaches of Anna Maria Island and the Gulf of Mexico Sit back and relax on one of three relaxing balconies or enjoy the large heated pool that boasts a cascading rock waterfall and hot tub all in a tropical paradise …
      • Shared outdoor pool (unheated)
      • Internet Access
      • Parking
      • Dishwasher
      • Suitable for children - ask
      • Suitable for the elderly - ask

      Details

      Reviews

      (2)

      Great Place

      Left on Apr 19, 2011 for a stay in April 2011

      This place was wonderful. Better than pictures. Short walk to beach. Very nice pool for when you are done with the beach. The house was very clean and well stocked. We had two families with mix of teenagers to young age children and there was more than enough to keep everyone busy. Loved it and hope to be back in the coming years.

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      $86

      2 BR / 2 BA / Sleeps 6

      4 Reviews

      $86

      Inquire

      Pisces Playground-205 73rd St

      Holmes Beach house
      2 BR / 2 BA / Sleeps 6 | Quick view
      “ Very Good ” 4 Reviews

      Details

      Reviews

      (4)

      Open and airy duplex designed gives you the space your family needs to spread out and relax while on holiday. Whether you stay a week or a month this is the perfect spot for a winter retreat or an island escape. There are so many activities on Anna Maria Island at your fingertips: Stroll seven miles of unspoiled …
      • Internet Access
      • Parking
      • Dishwasher
      • Suitable for children - ask
      • Suitable for the elderly - ask

      Details

      Reviews

      (4)

      Close to the Beach

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

      The duplex was very clean, and adequately supplied. The bedrooms were nice and the beds comfortable. The bathrooms were somewhat incovenient to share. A particular problem was no television or dvd player in the living room, which made it difficult to watch a movie or a ballgame as a family. There is a garage in the photo of the home but it is filled and not available. It is a very short walk …

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      $108

      2 BR / 2 BA / Sleeps 6

      1 / 34

      $108

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      Chateau Relaxo- 106 75th St, Holmes Beach

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

      Details

      Come, Relax and enjoy the charm of yesteryear at this elevated 2BR/2BA vintage beach cottage located just one house from the beautiful white sandy beaches of Anna Maria Island. No streets to cross to get to the beach. Large screened lanai to enjoy the Gulf breezes and the sounds of the beach. One Queen size bed and …
      • Internet Access
      • Washing Machine
      • Clothes Dryer
      • Satellite or cable TV
      • Smoking allowed - ask
      • Suitable for children - ask
      • Suitable for the elderly - ask
      • Wheelchair accessible - ask

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      $317

      4 BR / 4 BA / Sleeps 10

      1 / 26

      $317

      Inquire

      BEACH BOUND

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

      Details

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

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      $108

      2 BR / 2 BA / Sleeps 6

      1 / 21

      $108

      Inquire

      Holmes Beach Bungalow West- 107 47th St

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

      Details

      Great location just 3 properties from beach with no streets to cross, direct beach access and a quiet location. This 2BR/2BA unit also has a den for extra sleeping and includes open decks, a dishwasher, washer/dryer and a carport for parking. Gulf Views from the rear deck. Sleeps 6. Wireless Internet. Non-Smoking unit…
      • Wireless Internet
      • Washing Machine
      • Clothes Dryer
      • Deck
      • Parking
      • Pet friendly
      • Suitable for children - ask
      • Suitable for the elderly - ask
      • Wheelchair accessible - ask

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      $350

      3 BR / 2 BA / Sleeps 8

      8 Reviews

      $350

      Inquire

      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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      $257

      2 BR / 2 BA / Sleeps 6

      1 / 24

      $257

      Inquire

      Starfish Villa: 2BR Pool Home w/Elevator

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

      Details

      Just steps from the beach and breathtaking views of the Gulf of Mexico from almost every room you may never want to leave this two-bedroom, two-bath Anna Maria Island vacation rental. Starfish Villa is located in Holmes Beach, and with 1100 square feet this family-friendly home gives you a beach-like feel you dream …
      • Internet Access
      • Washing Machine
      • Clothes Dryer
      • Outdoor Dining Area
      • A/C or climate control
      • Suitable for children - over five
      • Suitable for the elderly
      • Wheelchair accessible - ask

      PreviousNext property

      $355

      5 BR / 9 BA / Sleeps 14

      2 Reviews

      $355

      Inquire

      124 50th AMI Beach House

      Holmes Beach house
      5 BR / 9 BA / Sleeps 14 | Quick view
      “ Excellent ” 2 Reviews

      Details

      Reviews

      (2)

      Ground level home located at 124 50th Street, Holmes Beach, Anna Maria Island, FL -- (5) Bed: (4.5) Bath Accommodates up to (14) people: 2 Kings,1Q, 4 twins, 2 Queen sleeper Sofas, Internet - Wireless: No smoking: No Pets Fantastic private custom-built vacation rental home just a few houses to the white sandy …
      • Shared outdoor pool (unheated)
      • Internet Access
      • Parking
      • Dishwasher
      • Suitable for children - ask
      • Suitable for the elderly - ask

      Details

      Reviews

      (2)

      Perfect Family Vacation

      Left on May 02, 2012 for a stay in March 2012

      This home was perfect for our family vacation! We travelled with 4 couples and our 2 young children. Everyone had their own space to enjoy and yet the common areas were large enough to accomodate us all comfortably. The pool was spectacular! As parents, we enjoyed it immensely while the kids were napping in the afternoon. Everything was clean, fresh and new. Kitchen is gorgeous and well …

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      $200

      2 BR / 2 BA / Sleeps 4

      1 / 21

      $200

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      The Gulf Front

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

      Details

      The Gulf Front 3302 Gulf Drive, Apt 102 Holmes Beach, FL 34217 This two-bedroom, two-and a half-bathroom Holmes Beach vacation property is one of a select group of just five direct beachfront condos, close to Bradenton Beach and the old fishing village of Cortez. Walk out on to your own beachfront balcony to …
      • Heated Pool
      • High Speed Internet
      • Patio
      • Television
      • DVD Player
      • Suitable for children - ask
      • Suitable for the elderly - ask

      PreviousNext property

      $190

      2 BR / 2 BA / Sleeps 7

      1 Reviews

      $190

      Inquire

      Island Bay House Up

      Holmes Beach house
      2 BR / 2 BA / Sleeps 7 | Quick view
      “ Very Good ” 1 Reviews

      Details

      Reviews

      (1)

      The Island Bay House upstairs unit is a glorious two bedroom two bathroom bay front duplex located at 232 South Harbor Drive in Holmes Beach. This spacious duplex features an elevator, boat dock, heated indoor pool and spa. This property features spectacular panoramic views of the Intracoastal and Tampa Bay from …
      • Waterfront
      • Ocean or water views
      • Shared outdoor pool (unheated)
      • Internet Access
      • Grill
      • Pet friendly
      • Smoking allowed - ask
      • Suitable for children - ask
      • Suitable for the elderly - ask
      • Wheelchair accessible - ask

      Details

      Reviews

      (1)

      Great Bayside View

      Left on Mar 06, 2014 for a stay in February 2014

      Loved the spaciousness of the unit and the gorgeous view. Unit accommodated two couples fairly well although it is ideally set up for a family situation; twin beds in one room with a small guest bathroom. Master bedroom/bath was large, as was the kitchen. Unit well stocked with kitchen supplies but, linens were a little tired. It was nice to have a washer/dryer in the unit and when I called …

      PreviousNext property

      $220

      2 BR / 2 BA / Sleeps 6

      11 Reviews

      $220

      Inquire

      Lake by the Beach

      Holmes Beach house
      2 BR / 2 BA / Sleeps 6 | Quick view
      “ Excellent ” 11 Reviews

      Details

      Reviews

      (11)

      The Lake by the Beach at 6806 Palm Drive offers the best of both worlds! This beautiful two bedroom, two bath home is situated on a spring fed lake yet it's only three blocks to the beach. New renovations include a brand new family room addition with easy access to the beautiful pool!A unique and private heated pool …
      • 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)

      Wonderful home

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

      I imagine this is what it is like in Hawaii.
      The only problem we had was with the master bathroom, the toilet kept over flowing and then the water would come up in the shower. Had to have the plumber in 2-3 times.And had a leak in the roof. Oh well! Things happen.

      Would I go back....in a minute I loved this place...and enjoyed it very much. I was amazed at how well the kitchen was stocked, very …

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      $343

      3 BR / 7 BA / Sleeps 6

      1 / 16

      $343

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      Palm Gables - 106 36th St

      Holmes Beach house
      3 BR / 7 BA / Sleeps 6 | Quick view

      Details

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

      PreviousNext property

      $133

      2 BR / 3 BA / Sleeps 4

      1 / 16

      $133

      Inquire

      Bay Bella Vista

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

      Details

      Bay Bella Vista 244 S. Harbor Drive Unit 2 Holmes Beach, Fl 34217 BAYFRONT CONDO - This 2 bedroom, 3 bathroom condo is beautifully furnished and features exceptional views of the intracoastal waterway. Enjoy the breathtaking views from the Master bedroom and living room! There is a private rooftop sundeck and …
      • Shared outdoor pool (unheated)
      • Dishwasher
      • Suitable for children - ask
      • Suitable for the elderly - ask

      PreviousNext property

      $146

      1 BR / 1 BA / Sleeps 4

      1 / 29

      $146

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      ANNA MARIA BEACH PLACE 3

      Holmes Beach condo
      1 BR / 1 BA / Sleeps 4 | Quick view

      Details

      This great ground level 1 Bed/1 Bath condo is just footsteps from the Gulf, newly renovated, and is as beachy-comfortable as it gets! This unit is one of six in a charismatic complex furnished with a large heated pool, two gas grills, and a clay chiminea. Cross one quiet street to sink your feet in the warm, white, …
      • Internet Access
      • Washing Machine
      • Clothes Dryer
      • A/C or climate control
      • Central heating
      • Suitable for children
      • Suitable for the elderly

      PreviousNext property

      $110

      2 BR / 2 BA / Sleeps 6

      2 Reviews

      $110

      Inquire

      Plum Cottage 322 64th St

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

      Details

      Reviews

      (2)

      Professionally decorated with a comfortable island flavor, this new villa offers everything you'll desire for a truly memorable vacation! The location of this villa is centered directly in the middle of Anna Maria Island offering you an excellent location for your vacation stay. The villa offers a beautiful, …
      • Shared outdoor pool (unheated)
      • Internet Access
      • Parking
      • Dishwasher
      • Suitable for children - ask
      • Suitable for the elderly - ask

      Details

      Reviews

      (2)

      Wow Totally Updated

      Left on Dec 20, 2013 for a stay in December 2013

      It was hard to believe we were in the middle of three homes. Both bathrooms were great...one with a walk-in shower. Furniture was dark wood & modern, not the usual look that most places have. Large eat-in kitchen with open concept to living room. Nice flat screen TV mounted on the wall. This is our 7th time to anna Maria Island & this home is the nicest we been in. Even crown molding …

      PreviousNext property

      $130

      2 BR / 2 BA / Sleeps 6

      4 Reviews

      $130

      Inquire

      Blue Lagoon 3 - Egret

      Holmes Beach house
      2 BR / 2 BA / Sleeps 6 | Quick view
      “ Excellent ” 4 Reviews

      Details

      Reviews

      (4)

      BLUE LAGOON - Anna Maria Island's newest vacation rental villa is ready for your next vacation! Two bedroom, two bath with a huge Tropical pool and 10' waterfall right outside your back door. The pretty upgraded kitchen offer granite countertops, stainless appliances and ample counter space for prepare meals …
      • Shared outdoor pool (unheated)
      • Internet Access
      • Parking
      • Dishwasher
      • Pet friendly
      • Suitable for children - ask
      • Suitable for the elderly - ask

      Details

      Reviews

      (4)

      Our Florida Vacation

      Left on Sep 11, 2008 for a stay in July 2008

      We arrived from England after a great flight and journey from Tampa airport to discover our property had been double booked and that another family had moved in that same evening. Due to the extreme kindness of the other family and their flexibility, they contacted the agency they had booked through and moved to another property. Not a great start, you would think...

      However, we then went on to …

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      $235

      3 BR / 3 BA / Sleeps 8

      1 / 22

      $235

      Inquire

      Beachside

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

      Details

      The Beachside is a custom built three bedroom, three bath home located at 113 31st Street in Holmes Beach. This spectacular home is west of Gulf Drive for easy beach access with no busy streets to cross. There is a wonderful heated, salt water pool for your use. The pool area is tropical and spacious with a charcoal …
      • Shared outdoor pool (unheated)
      • Internet Access
      • Grill
      • Pet friendly - ask
      • Smoking allowed - ask
      • Suitable for children - ask
      • Suitable for the elderly - ask
      • Wheelchair accessible - ask

      PreviousNext property

      $156

      3 BR / 2 BA / Sleeps 6

      1 Reviews

      $156

      Inquire

      Pineapple Pointe

      Holmes Beach house
      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!

      PreviousNext property

      $274

      3 BR / 2 BA / Sleeps 6

      1 / 33

      $274

      Inquire

      BAY SERA

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

      Details

      Come to this Island home and "Whatever will be, will be!" Remodeled and tasteful is this 3 bedroom/2 bath home with new heated pool and hot tub in a very private backyard setting. Well appointed with designer finishes throughout. The kitchen is outfitted with gorgeous granite countertops and stainless steel applicanes…
      • Hot Tub/Jacuzzi
      • Internet Access
      • Washing Machine
      • Clothes Dryer
      • Outdoor Dining Area
      • Suitable for children
      • Suitable for the elderly

      PreviousNext property

      $156

      3 BR / 2 BA / Sleeps 6

      1 / 16

      $156

      Inquire

      LaBella Casa

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

      Details

      La Bella Casa 6501 Gulf Drive Holmes Beach Fl. 34217 ISLAND HOME - With an easy stroll to the beach, this lovely 3 bedroom 2 bath elevated home, with a two car garage, has a bright open floor plan with vaulted ceilings. There is an eat-in bar and formal dining room. Enjoy soaking in your private jacuzzi tub …
      • Internet Access
      • Dishwasher
      • Suitable for children - ask
      • Suitable for the elderly - ask
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