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$231

3 BR / 2 BA / Sleeps 8

BEACH RETREAT 206 - Anna Maria Island vacation rentals
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$231

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BEACH RETREAT 206

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

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3 Bedroom/2 Bath Villa, with its own Backyard, PRIVATE Heated pool, and only 75 yards to the beach! Beautiful new granite countertops, stainless appliances, and tile throughout. King Master bedroom with TV, Queen Bedroom w/ TV, Full/Twin bunk in the third bedroom with TV, and a full size Sleeper sofa in the living …
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • A/C or climate control
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly

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$145

4 BR / 2 BA / Sleeps 8

2 Reviews

$145

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Whispering Winds

Anna Maria house
4 BR / 2 BA / Sleeps 8 | Quick view
“ Excellent ” 2 Reviews

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Reviews

(2)

Whispering Winds 210 Sycamore Avenue Anna Maria, Fl 34216 Key West style 4 bedroom, 2 bath home just a short walk from the Gulf of Mexico. This home offers private heated pool, three covered decks overlooking pool, BBQ grill, two car garage, cathedral ceilings, tile, carpet, open floor plan with large kitchen…
  • Outdoor Pool
  • Internet Access
  • Dishwasher
  • Suitable for children - ask
  • Suitable for the elderly - ask

Details

Reviews

(2)

Can't wait to go BACK!

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

We stayed at Whisper Winds,3 houses to the wonderful White Sand... Great house with 4 bdrm ,heated pool, great location with plenty of room for Family Vacation.. This is our 2nd trip to AnnaMaria. So many quaint shops,be sure you visit the fresh donuts shop..get their early their worth the wait. The north end is great if your traveling with small kids. Bring your bikes or rent them their.. So …

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$310

4 BR / 4 BA / Sleeps 8

7 Reviews

$310

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Sand Dollar

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

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Reviews

(7)

The Sand Dollar, located at 143 50th Street in Holmes Beach is a beautiful, newly constructed four bedrooms, three and one half bath home with a large heated pool surrounded by native landscaping. It’s located on a quiet residential street west of Gulf Drive and less than a two minute walk to the beach with no busy…
  • Shared outdoor pool (unheated)
  • Internet Access
  • Grill
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(7)

Sand Dollar - excellent place to stay in October

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

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

In …

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$95

2 BR / 1 BA / Sleeps 6

17 Reviews

$95

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Sweet Escape

Bradenton Beach house
2 BR / 1 BA / Sleeps 6 | Quick view
“ Excellent ” 17 Reviews

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Reviews

(17)

The Sweet Escape is located at 111 4th Street South in Bradenton Beach. If you want to have the best of both worlds on Anna Maria Island, look no further. This beautiful beach cottage is located right in the middle of everything! It’s just three houses from either the beach or bay. Historical Bridge Street with …
  • Internet Access
  • Grill
  • Pet friendly
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(17)

Perfect little beach house

Left on Apr 09, 2009 for a stay in March 2009

I have rented this perfect little beach house twice and will do so again. The location couldn't be better; a 30 sec walk to Gulf and Bay. Nice restaurants withing walking distance. The island is busy in March so reservations are recommended.

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$125

2 BR / 2 BA / Sleeps 6

1 Reviews

$125

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Beach Bliss

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

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Reviews

(1)

Beach Bliss 304 58th St. Unit A Holmes Beach, Fl. 34217 If you are looking for that perfect cozy island vacation getaway, than look no further! Centrally located to all that Anna Maria Island has to offer this 2 bedroom and 2 bathroom newly constructed private duplex has got it all! The tropical landscaped, private…
  • Private Pool
  • Patio
  • Television
  • DVD Player
  • Suitable for children - ask
  • Suitable for the elderly - ask

Details

Reviews

(1)

Enjoyed the pool!

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

Stayed a week at Beach Bliss. Nice home with beautiful décor. The swimming pool was very inviting...not very big but enough for floating and entertaining. The house was very clean and the kitchen was equipped with the basics. The beds were comfortable and the rooms were of good size. Plenty of towels, bath and beach, so that was a plus. All in all the home had a very tropical theme and had…

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$350

3 BR / 2 BA / Sleeps 9

3 Reviews

$350

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Seaside

Anna Maria house
3 BR / 2 BA / Sleeps 9 | Quick view
“ Excellent ” 3 Reviews

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Reviews

(3)

Seaside 851 N. Shore Dr. Anna Maria, Fl. 34216 Seaside is a private, luxury home located on the very northern tip of Anna Maria Island. It looks directly at the Skyway Bridge, Egmont Key and Downtown St. Petersburg- you will not find a more breathtaking view anywhere on the island. The home has the charm of a …
  • High Speed Internet
  • Patio
  • Television
  • DVD Player
  • Suitable for children - ask
  • Suitable for the elderly - ask

Details

Reviews

(3)

The most amazing views

Left on Jul 20, 2013 for a stay in July 2013

We love Anna Maria and decided to splurge and rent a house on the north end right on the beach. This was a winner, a 180 degree view of the gulf, sunrises from the master bedroom and sunsets all in one location. And the best view of the distant Skyway Bridge, this house had all the necessary things, great master suite, studio, loft, decks.....If I had to complain the two other bedrooms were a …

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$514

6 BR / 5 BA / Sleeps 14

1 Reviews

$514

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CASADELSOL

Bradenton Beach house
6 BR / 5 BA / Sleeps 14 | Quick view
“ Excellent ” 1 Reviews

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Reviews

(1)

Welcome to the ultimate in Large Family luxury vacation Homes, with peeks of the Gulf of Mexico from the front balconies, and wide open intercoastal waterway views from the back of the home. This Brand New, 6 bedroom/5 bath home with Elevator features a large Tropical Heated Pool, Swim Up Table, and covered patio by …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Suitable for children
  • Suitable for the elderly

Details

Reviews

(1)

Awesome Vacation

Left on Aug 15, 2013 for a stay in June 2013

We are a family of 10 and had a wonderful time at Casadelsol. Plenty of room for all. The kids spend most of the time in the pool, kayaking, fishing, or walking over to the ocean and playing there. So much to do that no one got bored. Loved it!

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$315

6 BR / 4 BA / Sleeps 17

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$315

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The Bayfront

Bradenton Beach house
6 BR / 4 BA / Sleeps 17 | Quick view

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The Bay Front 303 Bay Dr. N. Bradenton Beach, Fl. 34217 The Bay Front is a luxury island water-front home that has it all. This home has 6 bedrooms and 4 full bathrooms. There are also 2 full gourmet kitchens- one on the first level and one on the second level. There is a new screened-in porch on the second …
  • Heated Pool
  • High Speed Internet
  • Patio
  • Television
  • DVD Player
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$300

5 BR / 3 BA / Sleeps 12

1 / 31

$300

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Gulf View Cottage

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

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Gulf View Cottage 113 36th St. Holmes Beach, Fl. 34217 Gulf View Cottage has just completed a major renovation and is ready for rental. It has all new bedrooms, bathrooms, kitchen, private heated pool, 2 decks and much more! It is only a short 1 minute stroll over to the beach and there are no busy roads to cross…
  • Private Pool
  • High Speed Internet
  • Patio
  • Television
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$133

1 BR / 1 BA / Sleeps 2

1 Reviews

$133

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SUMMER BREEZE

Anna Maria cottage
1 BR / 1 BA / Sleeps 2 | Quick view
“ Excellent ” 1 Reviews

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Reviews

(1)

Newly Remodeled 1 Bedroom/1 Bath Cottage in a serene north end location. The allure of the Gulf of Mexico Beach just 250 steps away. A back yard dock on Lake LaVista Bayou with a patio table, umbrella, and sling back chairs. Launch the provided kayaks right from the dock or choose to bring your own vessel to explore …
  • Ocean or water views
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly

Details

Reviews

(1)

getting away for a week

Left on Nov 14, 2013 for a stay in October 2013

We stayed on anna Maria Island for a week & it was tremendous. Not just the Island itself. While anna Maria Island has kept itself modern in many ways, its also kept itself "accessible". Thats not easy in the age of 12 story condos & "no beach access" unless you are rich.

But the Island itself was only part of our tremendous week. Our stay at Summer Breeze, a dated duplex with what was once …

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$285

3 BR / 2 BA / Sleeps 8

18 Reviews

$285

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Tiki

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

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Reviews

(18)

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

Details

Reviews

(18)

Spring Break 2009

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

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

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

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$215

3 BR / 3 BA / Sleeps 6

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$215

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La Casa Costiera 8

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

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SugarSands (La Casa Unit #8) 7316 Gulf Drive Holmes Beach, FL. 34217 Located in the prestigous La Casa Costiera condo complex, you will find SugarSands right beside the crystal blue Gulf of Mexico. It is a truly gorgeous beachfront building nestled right on the edge of the seven miles of glorious white sands that …
  • Shared outdoor pool (unheated)
  • High Speed Internet
  • Patio
  • Television
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$175

2 BR / 2 BA / Sleeps 4

1 / 15

$175

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Windsong Cottage

Anna Maria house
2 BR / 2 BA / Sleeps 4 | Quick view

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Windsong Cottage 119 Beach Avenue Anna Maria, Fl 34216 Windsong Cottage is a charming 2 bedroom 2 bath elevated home just five houses from the Gulf. It has an open floor plan with new, comfortable furnishings that make you feel *right at home*. The plantation shutters add to that "Old Florida" charm. You won'…
  • Outdoor Pool
  • Internet Access
  • Dishwasher
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$145

4 BR / 2 BA / Sleeps 8

1 Reviews

$145

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Egrets Nest

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

Details

Reviews

(1)

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

    Details

    Reviews

    (1)

    Just about perfect!!!!

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

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

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

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

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    $143

    2 BR / 2 BA / Sleeps 4

    1 Reviews

    $143

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    Birds Eye View

    Anna Maria house
    2 BR / 2 BA / Sleeps 4 | Quick view
    “ Very Good ” 1 Reviews

    Details

    Reviews

    (1)

    Birds Eye View 802 Gladiolus Street Anna Maria, FL 34216 This spacious and charming 2 bedroom, 2.5 bath elevated home is just three houses from the Gulf of Mexico! It is located near popular Bean Point at the prestigious northern tip of Anna Maria Island. It has fabulous island style furnishings and a bright open …
    • Dishwasher
    • Suitable for children - ask
    • Suitable for the elderly - ask

    Details

    Reviews

    (1)

    Nice Location - Bean Point

    Left on Sep 06, 2013 for a stay in September 2013

    Lovely property...close to both gulf and bay beaches for sunrise/sunset. Loads of space with a huge master bedroom/bathroom. Clean and well kept but could use a few updates. Toaster looked 1960's vintage and although it worked well enough, we were a bit concerned using it due to it's age. Oven door and oven itself were tricky to operate. Several of the venetian blinds did not work, either to open…

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    $143

    4 BR / 3 BA / Sleeps 11

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    $143

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    THE SEASCAPE PRIVATE POOL, HOT TUB, GAME ROOM

    Bradenton house
    4 BR / 3 BA / Sleeps 11 | Quick view

    Details

    New Listing Minutes to the Beaches, Robinson Preserve, Desoto Park The perfect get away to relax and feel comfortable in. Unwind in this inviting 4 bedroom/ 3 bathroom home that we refer to as The Seascape. The main living area features an open concept layout. The spacious living room has soft leather furniture and…
      • Suitable for children
      • Suitable for the elderly
      • Wheelchair accessible

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      $137

      2 BR / 2 BA / Sleeps 6

      1 / 17

      $137

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      Capri Condo C

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

      Details

      Capri Condo C 210 Gulf Drive South Unit C Bradenton Beach, FL 34217 Capri Condo C is a quaint 2 bedroom 2 bath "nautical" retreat that is located directly on the Gulf of Mexico in Bradenton Beach. Just steps to the historic Bridge Street. The upstairs unit offers magnificent views of the white sandy beaches and …
      • Internet Access
      • Dishwasher
      • Suitable for children - ask
      • Suitable for the elderly - ask

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      $414

      5 BR / 3 BA / Sleeps 13

      12 Reviews

      $414

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      Valhalla Up and Down

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

      Details

      Reviews

      (12)

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

      Details

      Reviews

      (12)

      Wonderful Family Location

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

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

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      $229

      4 BR / 3 BA / Sleeps 8

      2 Reviews

      $229

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      ENDLESS SUMMER

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

      Details

      Reviews

      (2)

      Beautiful, completely remodeled, ground level 4 bedroom/3 bath Home in a quiet neighborhood located just over a block to the beautiful white sand gulf beach. Close to shops and restaurants, and just a short block to the free trolley stop. Within an easy walk of Hurricane Hanks, A Moveable Feast,The Eat Here Restaurant…
      • Internet Access
      • Washing Machine
      • Clothes Dryer
      • Outdoor Dining Area
      • A/C or climate control
      • Suitable for children
      • Suitable for the elderly

      Details

      Reviews

      (2)

      Wow

      Left on Jun 20, 2014 for a stay in April 2014

      All I can say is that this house had the wow factor (for us), it was almost perfect.

      The layout of the house was great, it was fully fitted out and had everything we needed.

      The fenced off pool was great was we had small children, with outside space was really nice, especially having a lawn rather than concrete it allowed the children to play outside whilst we did other things - the almost …

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      $129

      2 BR / 2 BA / Sleeps 4

      3 Reviews

      $129

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      Sun Plaza West: 2BR Condo w/Tennis Courts near Beach

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

      Details

      Reviews

      (3)

      Sun Plaza West, located in Holmes Beach on Anna Maria Island, is a fantastic get-away for the beach lover and tennis enthusiast! This two-bedroom, two-bath, end unit condo is located just steps to the white sand beaches of the Gulf of Mexico. This vacation rental features a large master suite with sliding glass doors…
      • Sauna
      • Internet Access
      • Washing Machine
      • Clothes Dryer
      • A/C or climate control
      • Suitable for children - over five
      • Suitable for the elderly

      Details

      Reviews

      (3)

      Lovely stay at Sun Plaza West 101

      Left on Jul 12, 2014 for a stay in June 2014

      We stayed at Sun Plaza West for a week. The condo complex is very nicely maintained. The pool area is very nice with restrooms and lots of seating and umbrellas. The beach is a short walk and there are outdoor showers. We loved the storage room with chairs, umbrellas, beach toys and more. It was also a great place to store our ocean floats. We also liked the grocery carts for our use by the …

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      $90

      2 BR / 2 BA / Sleeps 6

      3 Reviews

      $90

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      Cove at Sandy Pointe 202A

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

      Details

      Reviews

      (3)

      The Cove at Sandy Pointe #202, at 3601 East Bay Drive is a cheerful, two bedroom and two bath condo in a secluded complex close to shopping and conveniently located to the beach. Sandy Point features undercover parking and a large heated pool. Each unit has a large screened lanai.This well appointed and recently …
      • Shared outdoor pool (unheated)
      • Pet friendly - ask
      • Smoking allowed - ask
      • Suitable for children - ask
      • Suitable for the elderly - ask
      • Wheelchair accessible - ask

      Details

      Reviews

      (3)

      Most relaxing vacation

      Left on Aug 19, 2011 for a stay in July 2011

      I was extremely pleased with the setup of the rental from the beginning. The pictures did not do this condo justice. It was much larger and spacious than I had thought. The pool was no more than 25 feet from where we parked out car... The beach was within walking distance, but with all the stuff we brought we drove to make it easier. It was conveniently located within walking distance to Publix, …

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      $145

      2 BR / 2 BA / Sleeps 4

      1 Reviews

      $145

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      Coquina Beach Club 203

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

      Details

      Reviews

      (1)

      Coquina Beach Club Unit 203 1906 Gulf Drive N. Bradenton Beach, FL 34216 Coquina Beach Club is a beautiful 2 bedroom 2 bath Gulf front condo with a heated pool and spacious floor plan. Gorgeous unobstructed view of the emerald Gulf water. All new furnishings and stainless steel appliances, granite counter tops, …
      • Shared outdoor pool (unheated)
      • High Speed Internet
      • Patio
      • Television
      • DVD Player
      • Suitable for children - ask
      • Suitable for the elderly - ask

      Details

      Reviews

      (1)

      Loved this condo!!

      Left on Nov 01, 2014 for a stay in October 2014

      Stayed here for our girlfriends getaway and we all loved it. Perfect location, very quiet, great view of the gulf. The condo has everything you need for a relaxing stay. The color scheme is tranquil and the furnishings go perfectly for a beach place. The bed in the master bedroom is so comfortable and the closets are large.

      The only drawback were the stairs and taking our luggage up and down, …

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      $214

      3 BR / 3 BA / Sleeps 8

      5 Reviews

      $214

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      Twin Villa by the Sea: 3BR Pet-Friendly Pool Home

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

      Details

      Reviews

      (5)

      This vacation rental has been completely refurbished, with tile floors and ceiling fans throughout and a beautiful heated pool. Centrally located on Anna Maria Island, Twin Villa is a short two block walk to the beach. The well-appointed kitchen is equipped with a vegetable sink, stainless appliances, including a gas…
      • Wireless Internet
      • Washing Machine
      • Clothes Dryer
      • Outdoor Dining Area
      • A/C or climate control
      • Pet friendly
      • Suitable for children - over five
      • Suitable for the elderly - ask

      Details

      Reviews

      (5)

      Wonderful vacation home

      Left on Apr 07, 2014 for a stay in March 2014

      This vacation home was excellent. It have everything that you needed. A very nice pool in the backyard. The walk to the beach wasn't too far. However, we missed being directly on the back.

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      $330

      5 BR / 3 BA / Sleeps 14

      1 / 24

      $330

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      Villa Del Sol

      Anna Maria house
      5 BR / 3 BA / Sleeps 14 | Quick view

      Details

      Villa Del Sol 211 Chilson Avenue Anna Maria, FL 34217 This is an exquisite, newly remodeled 5 bedroom, 3 bath ground level home with available boat dock. Inside the home you will find quality furnishings with a Caribbean decor. The open floor plan provides the perfect space for spending time together or …
      • Outdoor Pool
      • Internet Access
      • Dishwasher
      • Suitable for children - ask
      • Suitable for the elderly - ask

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      $215

      3 BR / 2 BA / Sleeps 6

      1 / 11

      $215

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      Sandcastle 4

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

      Details

      Sandcastle Unit # 4 200 Gulf Dr. Unit 4 Bradenton Beach, Fl. 34217 Exquisite, newly constructed 3 bedroom 2 bath direct gulf front condo. This is a corner, end unit luxuriously decorated with richly detailed interior and crown molding throughout. Walk out through the glass sliders to your private balcony and …
      • Shared outdoor pool (unheated)
      • Internet Access
      • Dishwasher
      • Suitable for children - ask
      • Suitable for the elderly - ask

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      $244

      3 BR / 2 BA / Sleeps 8

      1 / 18

      $244

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      BLUESKY

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

      Details

      Beautiful, Brand New, 3 bedroom/2 bath home with Heated Pool and Hot Tub! Granite Countertops, vaulted ceilings, Stainless Appliances, and more. Great location in a quiet neighborhood, just a couple blocks to the beach, and a half block to the Free Island trolley. Enjoy the pool and hot tub with the outside flat …
      • Hot Tub/Jacuzzi
      • Internet Access
      • Washing Machine
      • Clothes Dryer
      • Outdoor Dining Area
      • Suitable for children
      • Suitable for the elderly

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      $200

      3 BR / 2 BA / Sleeps 6

      1 / 17

      $200

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      Its My Dream

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

      Details

      It's My Dream 5607 Carissa Street Holmes Beach, Fl. 34217 It's My Dream is a brand new and lovely island-themed private duplex with 3 bedrooms and 2 bathrooms. Equipped with a private heated pool, spa and spacious deck-this home truly represents the best of what Anna Maria Island has to offer. Centrally located …
        • Suitable for children - ask
        • Suitable for the elderly - ask

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        $172

        2 BR / 2 BA / Sleeps 7

        1 / 5

        $172

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        Las Brisas, Cottage on bay side of Island.

        Bradenton Beach cottage
        2 BR / 2 BA / Sleeps 7 | Quick view

        Details

        Lovely 2 bedroom, 1.5 bath Bay front home with boat/fishing dock. Beautiful views of the Bay. Located on a quiet street just one block to the beach. Located on Ana Maria Island.
          • Smoking allowed - ask
          • Suitable for children
          • Suitable for the elderly

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          $100

          2 BR / 2 BA / Sleeps 6

          7 Reviews

          $100

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          Seabreeze Condo B

          Holmes Beach condo
          2 BR / 2 BA / Sleeps 6 | Quick view
          “ Excellent ” 7 Reviews

          Details

          Reviews

          (7)

          Seabreeze Condo B, at 403 39th Street in Holmes Beach, is a very nicely furnished, well maintained, and comfortable two bedroom, two bath unit with a heated pool. This smaller complex is located just a few short steps to the beach and it's just a short stroll down a newly created path to, shopping and restaurants. …
          • 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

          (7)

          Perfect location

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

          We rented this unit for our family and it was perfect. You can not beat the location. We could walk to stores and the beach. The pool was great, very private. Plenty of parking and a grassy area for the kids to play in. The unit is tastfully decorated and has almost everything you need. I would suggest to others.

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          $125

          2 BR / 1 BA / Sleeps 6

          20 Reviews

          $125

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          Anna Maria Beach Place, Unit 1

          Holmes Beach condo
          2 BR / 1 BA / Sleeps 6 | Quick view
          “ Very Good ” 20 Reviews

          Details

          Reviews

          (20)

          Anna Maria Beach Place #1, located at 201 35th Street in Holmes Beach is a charming beachside complex featuring six units surrounding a heated pool and tropical gardens. Immediately across a rarely traveled, dead end road are the white sandy beaches and the emerald green water of the Gulf of Mexico. It doesn't get …
          • 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

          (20)

          Great except furnishings

          Left on Apr 06, 2009 for a stay in March 2009

          Location perfect, overall building great.
          Furnishings in our 2 bdrm unit #1 were very worn, almost shabby. Bedding was also way past it's prime.

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          $189

          2 BR / 2 BA / Sleeps 6

          3 Reviews

          $189

          Inquire

          SUN DAZE

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

          Details

          Reviews

          (3)

          Adorable and Updated 2 BR/2BA villa with a private heated pool. This villa is located on a quiet residential street, just a short walk to the beautiful beach, with no busy streets to cross to get there, and easily walkable to the 'downtown' Holmes Beach area for shopping and restaurants and more! Features include …
          • Internet Access
          • Washing Machine
          • Clothes Dryer
          • Outdoor Dining Area
          • A/C or climate control
          • Suitable for children
          • Suitable for the elderly

          Details

          Reviews

          (3)

          Would totally stay here again!

          Left on Jul 24, 2014 for a stay in July 2014

          This home was nicely furnished, clean, and in a great location. It was a short walk (4-5 minutes pulling a wagon and walking with kids) to the beach. We had no busy streets to cross- just down a block and a half. The street was quiet. The pool was beautiful as were the upgrades in the home. We could sometimes hear the sound of the television from the other unit (126A) through the walls, but we …

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          $122

          2 BR / 2 BA / Sleeps 6

          1 Reviews

          $122

          Inquire

          Hibiscus Hideaway #A

          Bradenton Beach condo
          2 BR / 2 BA / Sleeps 6 | Quick view
          “ Excellent ” 1 Reviews

          Details

          Reviews

          (1)

          This is the perfect place to spend your vacation or escape the northern winters. Luxurious newly constructed two-bedroom, two-bath condominium includes all of the modern features of upgraded stainless steel appliances, granite counter tops, plasma TV's (in all rooms), wireless internet and more. This immaculate unit …
          • Internet Access
          • Washing Machine
          • Clothes Dryer
          • Outdoor Dining Area
          • A/C or climate control
          • Suitable for children
          • Suitable for the elderly

          Details

          Reviews

          (1)

          The perfect vacation spot!

          Left on Aug 16, 2012 for a stay in February 2011

          My husband and I have stayed in this condo each winter for 6 weeks during the winters of 2010 and 2011. It is ideal: half a block from the beach, pool around the back of the building, Tampa Bay and a dock for fishing just behind the pool. There are at least 7 places to eat within walking distance, shops, a handy Quick mart, a miniature golf course, a city pier and easy access to the mainland. The…

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          $144

          1 BR / 1 BA / Sleeps 4

          26 Reviews

          $144

          Inquire

          Alamanda Villas 5

          Holmes Beach resort
          1 BR / 1 BA / Sleeps 4 | Quick view
          “ Very Good ” 26 Reviews

          Details

          Reviews

          (26)

          Alamanda Villas, located at 102 39th Street in Holmes Beach is a charming beachside complex featuring eight units surrounding a heated pool, tropical landscaping, multi-level decks and built in BBQ area. Anna Maria's white sandy beaches and the emerald green water of the Gulf of Mexico are just outside your door to …
          • 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

          (26)

          RIGHT ON THE BEACH

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

          A great place for a couple to stay, in a wonderful part of the world. unfortunately the weakness of the British currency will defer most Uk citizens from returning in 2009.

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          $200

          3 BR / 2 BA / Sleeps 6

          1 / 12

          $200

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          A Snails Place

          Anna Maria house
          3 BR / 2 BA / Sleeps 6 | Quick view

          Details

          A Snails Place 302 Spring Avenue Anna Maria, Fl. 34216 This beautifully decorated 3 bedroom, 2 bath ground level home is just a short walk to the Gulf of Mexico. With it's convenient location on Spring Avenue you are walking distance to historic Pine Avenue! This adorable cottage offers a splash pool (not heated…
          • Outdoor Pool
          • Internet Access
          • Dishwasher
          • Suitable for children - ask
          • Suitable for the elderly - ask

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          $125

          3 BR / 2 BA / Sleeps 8

          1 Reviews

          $125

          Inquire

          Hawaiian Tide

          Holmes Beach house
          3 BR / 2 BA / Sleeps 8 | Quick view
          “ Very Good ” 1 Reviews

          Details

          Reviews

          (1)

          Hawaiian Tide 206 81st Street Unit B Holmes Beach, Fl 34217 Hawaiian Tide is a brand new ground level private duplex with a private heated pool! With tropical landscaping throughout the backyard and pool area you will feel as if you are transported to your own personal island. Centrally located, you have the …
            • Suitable for children - ask
            • Suitable for the elderly - ask

            Details

            Reviews

            (1)

            A beautiful house (looks exactly like the pictures) in paradise.

            Left on Sep 16, 2014 for a stay in August 2014

            Anna Maria is a dream location for any vacation for anyone who wants to relax. People are nice, kind and respectfull. You don´t have to worry about anything, not even transportantion in the Island (it´s free). This house looks like it came out of a magazine. It is gorgeous and so well taken care off. We had a fantastic vacation and want to come back to Annamaria again and again.

            I only …

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            $343

            4 BR / 3 BA / Sleeps 10

            1 / 40

            $343

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            LA HACIENDA

            Anna Maria house
            4 BR / 3 BA / Sleeps 10 | Quick view

            Details

            Located in the heart of Anna Maria, a gorgeous and spacious Mediterranean style 4 Bedroom/3 Bath Home with a Heated Pool in a very private and peaceful setting. Only steps to Pine Avenue shopping and Trolley Stop, 2 blocks to the Beach, and walking distance to the Pier. The open floor plan features granite countertops…
            • 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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            $135

            2 BR / 1 BA / Sleeps 6

            12 Reviews

            $135

            Inquire

            Shell Cove 9

            Bradenton Beach condo
            2 BR / 1 BA / Sleeps 6 | Quick view
            “ Excellent ” 12 Reviews

            Details

            Reviews

            (12)

            Shell Cove Condominium 9, located at 2310 Gulf Drive in Bradenton Beach, is a two bedroom, one bath unit that will sleep six.This unit has just undergone major renovations, including a new kitchen, new flooring and paint throughout, an in unit washer and dryer and all new furnishings. It is an affordably priced and …
            • Waterfront
            • Ocean or water views
            • Internet Access
            • Pet friendly - ask
            • Smoking allowed - ask
            • Suitable for children - ask
            • Suitable for the elderly - ask
            • Wheelchair accessible - ask

            Details

            Reviews

            (12)

            A Great Corona Commercial Spot.

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

            This Unit was great The view is spectacular. The sound of the Ocean is awesome. I would Love to buy in Shell Cove. The price was great. My family really enjoy there stay. Thanks.

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            $257

            4 BR / 3 BA / Sleeps 10

            6 Reviews

            $257

            Inquire

            Bradley's Beach House: 4BR Pool Home Steps From Beach

            Anna Maria house
            4 BR / 3 BA / Sleeps 10 | Quick view
            “ Excellent ” 6 Reviews

            Details

            Reviews

            (6)

            Just steps from the white sand beaches of Anna Maria Island, this four-bedroom, three bath, family-friendly vacation rental is located on the north end of the island in the city of Anna Maria. With a new heated pool, a large, covered and furnished balcony and patio, a gas grill, plus an organic vegetable garden, you …
            • Wireless Internet
            • Washing Machine
            • Clothes Dryer
            • A/C or climate control
            • Patio
            • Suitable for children - over five
            • Suitable for the elderly - ask

            Details

            Reviews

            (6)

            Fabulous location for our 2nd honeymoon!

            Left on Feb 03, 2014 for a stay in January 2014

            We arrived late after a delayed flight from the UK to find the porch light on and the key easily accessed to get in -- very helpful when tired and bleary. The first impression -- and continued impression -- was fantastic! Beautifully decorated, equipped and located accommodation. And when the pool is completed it will be even better! Coastal Cottages staff were very helpful when something …

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            $250

            4 BR / 3 BA / Sleeps 12

            1 / 25

            $250

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            Tarpon Pointe

            Anna Maria house
            4 BR / 3 BA / Sleeps 12 | Quick view

            Details

            Tarpon Pointe 306 Tarpon St. Anna Maria, Fl. 34216 Tarpon Pointe is a newly remodeled property on the exclusive Northern-End of Anna Maria Island! This gorgeous private home embodies all of the best that the Island has to offer including a private heated pool, a dock, several porches, tropical landscaping and …
            • Heated Pool
            • High Speed Internet
            • Patio
            • Television
            • DVD Player
            • Suitable for children - ask
            • Suitable for the elderly - ask

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            $140

            2 BR / 2 BA / Sleeps 6

            7 Reviews

            $140

            Inquire

            Anna Cabana Beach House

            Holmes Beach house
            2 BR / 2 BA / Sleeps 6 | Quick view
            “ Excellent ” 7 Reviews

            Details

            Reviews

            (7)

            The Anna Cabana Beach House is an adorable two bedroom, two bath home located at 3709 Gulf Drive in Holmes Beach. This quaint home has a large open deck with a great view of the beach. Watch the sunsets or enjoy the tropical landscaping on the large deck facing the Gulf. Numerous fruit trees and coconut palms surround…
            • Ocean or water views
            • Internet Access
            • Grill
            • Pet friendly
            • Smoking allowed - ask
            • Suitable for children - ask
            • Suitable for the elderly - ask
            • Wheelchair accessible - ask

            Details

            Reviews

            (7)

            Beautiful retreat!!

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

            The bungalow is just perfect. Our family loved the location and the
            property was clean and beautiful. I only wish it was available when we
            return this June. Too bad for us!!! It's a place to dream of while back
            home in Illinois!!

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            $171

            2 BR / 2 BA / Sleeps 6

            1 / 17

            $171

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            Tiffany Place 205

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

            Details

            Tiffany Place #205 7000 Gulf Drive #205 Holmes Beach, Fl. 34217 There is plenty to do while staying at Tiffany Place. Walk the white sandy beach and shell hunt or just relax and listen to the beat of the waves while you soak up the sun with a good book and there is always great shopping nearby It is a quiet …
            • Shared outdoor pool (unheated)
            • Internet Access
            • Dishwasher
            • Suitable for children - ask
            • Suitable for the elderly - ask

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            $150

            2 BR / 2 BA / Sleeps 6

            1 / 23

            $150

            Inquire

            BLUE LAGOON SOUTH

            Anna Maria condo
            2 BR / 2 BA / Sleeps 6 | Quick view

            Details

            Completely remodeled 2 bedroom/2 bath duplex, with a beautiful tropical HEATED pool, just over a block to the beach, and the free island Trolley! There is a King and a Queen bedroom in the North Unit, and a King and Twin Bedroom in the south unit. Both units also have a queen sleeper sofa. Sleeps 6. 708 Sq. ft. 76 …
            • Internet Access
            • Washing Machine
            • Clothes Dryer
            • Outdoor Dining Area
            • A/C or climate control
            • Suitable for children
            • Suitable for the elderly

            PreviousNext property

            $150

            1 BR / 1 BA / Sleeps 4

            19 Reviews

            $150

            Inquire

            Beach House Resort 3

            Bradenton Beach condo
            1 BR / 1 BA / Sleeps 4 | Quick view
            “ Excellent ” 19 Reviews

            Details

            Reviews

            (19)

            The Beach House Resort #3, located at 1000 Gulf Drive in Bradenton Beach is in a gulf front complex with panoramic beach views. The white, sandy beach stretches for miles in either direction! There are numerous beach side chaise lounges to sit back and enjoy the sunsets or catch up on your reading. It features a …
            • Waterfront
            • Ocean or water views
            • Internet Access
            • Grill
            • Pet friendly
            • Smoking allowed - ask
            • Suitable for children - ask
            • Suitable for the elderly - ask
            • Wheelchair accessible - ask

            Details

            Reviews

            (19)

            Beachhouse

            Left on May 14, 2009 for a stay in April 2009

            Apartment was great but we had a leak from the fridge cold water feed in the middle of the night.
            We spent 2.5 hours in the middle of the night baling out the flood to the ground floor I managed to shut off the supply and basically saved the property from extreme water damage
            We asked Island rentals to consider some sort of reimbursement but have heard nothing.
            I cannot stress how much our hard …

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            $321

            3 BR / 3 BA / Sleeps 6

            1 / 22

            $321

            Inquire

            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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            $435

            6 BR / 4 BA / Sleeps 14

            2 Reviews

            $435

            Inquire

            Sans Souci Both units

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

            Details

            Reviews

            (2)

            Views, views, views! You will love watching the waves and the sunset over the sandy Gulf beach—one hundred steps away—as well as the boats and the sunrise over the Bay. New and modern throughout, Sans Souci offers two complete units with three bedrooms, two baths each. The master bedroom has a king size bed, …
            • 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

            (2)

            The Best Spot on ana Maria Island

            Left on Nov 20, 2013 for a stay in September 2013

            We are a franco-american family who exchanged our flat in Paris for a family vacation in this apartment in Bradenton Beach in September. Our family went from 22 to 73 years of age.
            This flat is on the best spot on anna Maria Islands. The view is terrific on both sides.
            We enjoyed the sea and its changing colors from our wake up in the morning to the sunset in the evening. We were able to swim …

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            $98

            2 BR / 2 BA / Sleeps 6

            14 Reviews

            $98

            Book

            Come to The Cove # 204 East Bay Drive Holmes Beach

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

            Details

            Reviews

            (14)

            The Cove at Sandy point, unit 204 ,3601 East Bay drive, Holmes Beach is a beautiful upper floor, fully air conditioned 2 bed, 2 baths Pool front condo that has been completely remodeled and entirely refurnished in May 2012. Situated near a quiet nature reserve it also benefits from being just a short stroll from …
            • Waterfront
            • Ocean or water views
            • Internet Access
            • Washing Machine
            • Clothes Dryer
            • Suitable for children
            • Suitable for the elderly - ask

            Details

            Reviews

            (14)

            Excellent accommodations

            Left on Jul 16, 2012 for a stay in July 2012

            My husband, two kids and I stayed here and had a wonderful time. The condo is just as pictured - clean, well cared for and well-stocked. The owners went out their way to assure we had a good experience, providing lots of ideas on things to see and do in the area. We would highly recommend this property and hope to visit it again some time.

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            $175

            2 BR / 1 BA / Sleeps 5

            1 Reviews

            $175

            Inquire

            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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            $300

            5 BR / 3 BA / Sleeps 12

            1 / 24

            $300

            Inquire

            Gulf View Beach House

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

            Details

            Gulfview Beach House 105 4th St. Bradenton Beach, FL. 34217 Wow!! You will love the many large views of the Gulf of Mexico water and Bay side water at this brand new construction rental home. Located on a very private, dead-end street but yet only 30 seconds walk over to the beach and within 2 minutes walk of …
              • Suitable for children - ask
              • Suitable for the elderly - ask

              PreviousNext property

              $150

              3 BR / 2 BA / Sleeps 7

              4 Reviews

              $150

              Book

              Island Sun @ Anna Maria Island, FL

              Bradenton Beach condo
              3 BR / 2 BA / Sleeps 7 | Quick view
              “ Excellent ” 4 Reviews

              Details

              Reviews

              (4)

              RATE SPECIAL: Any open week until June 26, 2015 NOW ONLY $1095/week! Contact us TODAY for your quote. (No additional discounts will apply.) Come to Island Sun @ Anna Maria and enjoy a luxurious, relaxing stay at one of the top vacation destinations in the world! This elevated Mediterranean style condominium is …
              • Internet Access
              • Washing Machine
              • Clothes Dryer
              • Outdoor Dining Area
              • A/C or climate control
              • Suitable for children
              • Suitable for the elderly
              • Wheelchair accessible

              Details

              Reviews

              (4)

              We absolutely loved this island and this beautiful condo.

              Left on Oct 13, 2013 for a stay in September 2013

              So many nice places to visit. Island restaurants are excellent and the trolley is so convenient to travel the entire island. Also loved the beautiful walks on the beach in the morning and evening sunsets.
              Condo is very comfortable with all necessities.
              Loved shooting billiards with friends too.

              PreviousNext property

              $350

              3 BR / 2 BA / Sleeps 6

              1 / 22

              $350

              Inquire

              LaPlage 7

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

              Details

              La Plage Unit # 7 6424 Gulf Dr. Unit #7 Holmes Beach, Fl. 34217 La Plage, unit # 7, it just does not get any better than this direct Gulf front, 3rd floor corner unit. Located in the prestigious La Plage condominium complex, this unit has it all. These luxury Mediterranean style condos are huge- almost 2300 sq. …
              • Shared outdoor pool (unheated)
              • High Speed Internet
              • Patio
              • Television
              • DVD Player
              • Suitable for children - ask
              • Suitable for the elderly - ask
              2345 6 7891011
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