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$114

2 BR / 2 BA / Sleeps 6

8 Reviews

$114

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Anna Maria Island Pelican Cove - Gulf Beach and Bay Fishing

2 BR / 2 BA / Sleeps 6 | Quick view
“ Very Good ” 8 Reviews

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Reviews

(8)

2 Bedroom 2 Bath Unit, Sleeps 6 Pelican Cove is located in a small, private complex on the southern end of Anna Maria Island and one of the few condos with views of both the Gulf and the Bay. You get the best of both worlds at Pelican Cove. It’s just forty yards from one of the most beautiful beaches in Florida, …
  • Hot Tub/Jacuzzi
  • A/C or climate control
  • Patio
  • Dishwasher
  • Microwave
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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Reviews

(8)

Winter Get away

Left on Feb 27, 2014 for a stay in January 2014

Accommodation was comfortable, tastefully decorated Florida style, quiet, secure, nice view of Gulf and bay. Great beach, walking, bike trail. Tennis on site but end of court space limited. Main Island road in front very busy, but trolley transportation a real plus.

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$143

2 BR / 2 BA / Sleeps 4

Have breakfast with the dolphins. Spacious 2BR/2BA condo overlooking Anna Maria Sound. - Anna Maria Island vacation rentals
1 / 17

$143

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Have breakfast with the dolphins. Spacious 2BR/2BA condo overlooking Anna Maria Sound.

2 BR / 2 BA / Sleeps 4 | Quick view

Details

This extremely bright condo offers everything you could hope for in a seasonal rental property. Brilliant morning sun fills the living areas of this spacious unit. The kitchen is fully equipped and the family room features a raised seating area ideal for entertaining or watching the dolphins swam by in Anna Maria …
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$121

2 BR / 2 BA / Sleeps 4

3 Reviews

$121

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Royal Palm Drive - Boater's Paradise and Spring Training Baseball Headquarters

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

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Reviews

(3)

Two bedroom house on the Intercoastal Waterway A BOATER'S PARADISE!! Bring your boat and fishing poles, cruise the intercoastal waters and experience some of the best fishing spots along the beautiful Gulf of Mexico. This completely furnished 2 bedroom, 2 bath, 2 car garage home is located on a quiet salt water canal …
  • Internet Access
  • A/C or climate control
  • Patio
  • Grill
  • Dishwasher
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(3)

Great accomodations, so so weather!

Left on Feb 08, 2014 for a stay in January 2014

The property was great and had all the comforts and conveniences of home, except for the cold miserable northern weather.

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$250

5 BR / 3 BA / Sleeps 12

1 Reviews

$250

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Tortuga Bay

5 BR / 3 BA / Sleeps 12 | Quick view
“ Very Good ” 1 Reviews

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Reviews

(1)

Tortuga Bay 9405 Gulf Dr. Anna Maria, FL 34216 This one is extraordinary! Tortuga Bay is a completely renovated, ground level, 5 bedroom property that has one of the most outstanding tropical pools on the island- featuring a theme-park style water-slide! Located in the prestigious city of Anna Maria, it is the…
  • Heated Pool
  • High Speed Internet
  • Patio
  • Television
  • DVD Player
  • Suitable for children - ask
  • Suitable for the elderly - ask

Details

Reviews

(1)

Amazing week in paradise

Left on Apr 02, 2015 for a stay in March 2015

The house was beautiful, spotless, and comfortable. The pool area was amazing and the walk to the beach was seriously 2 minutes tops. We like to stay beach front so if the beach wasn't too far for me it shouldn't be to far for anyone. The negative side - it was on the main road - the traffic never stopped - a little nerve racking with the kids. But the front yard - like a giant parking lot - …

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$425

4 BR / 3 BA / Sleeps 8

6 Reviews

$425

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La Plage 03

4 BR / 3 BA / Sleeps 8 | Quick view
“ Excellent ” 6 Reviews

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Reviews

(6)

L’Plage Condominium #3 located at 6420 Gulf Drive in the preferred northern end of Holmes Beach is a spectacular four bedroom, three bath Gulf front unit with a glorious beachside swimming pool and spa. There is even a BBQ area onsite for your use! L’Plage Condominium features a security gated entry, elevator and …
  • Waterfront
  • Ocean or water views
  • Shared outdoor pool (unheated)
  • Internet Access
  • Grill
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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(6)

Great Place

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

We definitely enjoyed our stay! Out trip was a birthday celebration among friends. So having the 4br/3baths for 8 worked out wonderfully. The condo is beautiful and the location is great.

Our only problem was figuring out the garage openers and then the code for the gate at the pool. We had 3 garage openers and none worked. We only parked once in the garage after somebody got out in the …

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$75

1 BR / 1 BA / Sleeps 2

Redfish Cottage - Anna Maria Island vacation rentals
1 / 7

$75

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Redfish Cottage

1 BR / 1 BA / Sleeps 2 | Quick view

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Redfish Cottage 4515 125th Street W Cortez, Fl 34215 Redfish Cottage is a quaint 1 bedroom and 1 bathroom bungalow that is located in the historic fishing village of Cortez. Tucked away from it all on a quiet residential street, this lovely cottage is just steps away from the Bay and offers a shared deck that has …
    • Suitable for children - ask
    • Suitable for the elderly - ask

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    $131

    2 BR / 2 BA / Sleeps 4

    1 / 13

    $131

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    Panoramic Golf Course View One Month Minimum

    2 BR / 2 BA / Sleeps 4 | Quick view

    Details

    Designer perfect ' turn key ' furnished luxury 2 bedroom 2 bath condo. Sleeps 4 adults. Condo overlooks golf course and water views in a fabulous gated community offering a 27-hole Arthur Hill designed professional golf course and tennis club setting. The building has elevators, extra private locked storage areas, 1 …
    • Hot Tub/Jacuzzi
    • Sauna
    • Washing Machine
    • Clothes Dryer
    • A/C or climate control
    • Suitable for children
    • Suitable for the elderly - ask
    • Wheelchair accessible - ask

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    $285

    3 BR / 3 BA / Sleeps 8

    26 Reviews

    $285

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    Breakers 1

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

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    Reviews

    (26)

    Escape to the Breakers, one of the finest luxury gulf front vacation homes on Anna Maria Island, located at 102 31st Street in Holmes Beach. Enjoy the tropical breezes and aqua-blue surf from the deck overlooking the white sand beach and sparkling Gulf of Mexico. Watch the dolphins cavort in the surf. Relax at the end…
    • Waterfront
    • Ocean or water views
    • Internet Access
    • Grill
    • Pet friendly - ask
    • Smoking allowed - ask
    • Suitable for children - ask
    • Suitable for the elderly - ask
    • Wheelchair accessible - ask

    Details

    Reviews

    (26)

    Beautiful beachfront home

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

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

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    $250

    4 BR / 3 BA / Sleeps 8

    1 Reviews

    $250

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    Summer Breeze

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

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    Reviews

    (1)

    Summer Breeze 313 61st Street Holmes Beach, Fl 34217 Elevated three story Key West style home with all high end finishes including: solid granite surfaces, solid wood cabinets with ceramic tile in living areas and custom wood on the staircase and in the Master bedroom. Located in a quiet residential neighborhood …
      • Suitable for children - ask
      • Suitable for the elderly - ask

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      Reviews

      (1)

      Everything you need for a relaxing AMI vacation

      Left on Dec 05, 2014 for a stay in November 2014

      Overall, the house is spacious, comfortable and had everything we needed for our week long stay. It is nicely decorated. The beach is several blocks away but still within walking distance. Everyone at the property management company was wonderful and easy to deal with. Which I was especially grateful for since we were coordinating with multiple couples coming from multiple locations. The Wi-Fi …

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      $225

      4 BR / 2 BA / Sleeps 12

      4 Reviews

      $225

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      Dolphin Dance, Both units

      4 BR / 2 BA / Sleeps 12 | Quick view
      “ Very Good ” 4 Reviews

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      Reviews

      (4)

      The Dolphin Dance, located at 803 and 805 Gulf Drive South is an impressive duplex with unobstructed, panoramic views of the Gulf of Mexico. Each side has two bedrooms and one and one half baths. Each sleeps six with a queen size bed, two double beds and a sofa bed. There is a shared washer and dryer onsite for your …
      • 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

      (4)

      Disappointed

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

      We really like the home, but when we arrived at 4:00 the cleaning personnel were still there and continued to clean until 4:45. Also, the internet on the south side didn't work, a blind was torn down, and the bathroom door wouldn't shut completely. Otherwise, the view is beautiful.

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      $110

      2 BR / 2 BA / Sleeps 8

      2 Reviews

      $110

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      Hammock Haven

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

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      Reviews

      (2)

      Hammock Haven is a wonderful two bedroom two bath home located at 2702 Avenue C in Holmes Beach. This two story beach get away has a distant gulf view and a peek at the bay. Hammock Haven is close to dining, beach, trolley, and the bay. Stroll the beaches, fish the bay, and explore the many treasures that Anna Maria …
      • Ocean or water views
      • Internet Access
      • Grill
      • Pet friendly - ask
      • Smoking allowed - ask
      • Suitable for children - ask
      • Suitable for the elderly - ask
      • Wheelchair accessible - ask

      Details

      Reviews

      (2)

      We love anan Maria Island

      Left on Jul 31, 2010 for a stay in July 2010

      We love the house. It is on a dead end street which is great if you have kids. The downstairs rooms smelled a little moldy we guess because no one was there and the ac was not being used. Upstairs we love! The second room should have two full size beds or trundle pull out beds for more sleeping space. We would come back!

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      $171

      2 BR / 2 BA / Sleeps 4

      1 Reviews

      $171

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      Gulf View: 2BR Beachfront Condo with Amazing View

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

      Details

      Reviews

      (1)

      Once you open the door to this Gulf View, you will begin to relax. Restful and soothing beach colors throughout this two-bedroom, two-bath condo will encourage you to have a fabulous vacation on Anna Maria Island. The breathtaking view of the sparkling water through floor to ceiling windows in the open living area …
      • Waterfront
      • Ocean or water views
      • Internet Access
      • Washing Machine
      • Clothes Dryer
      • Suitable for the elderly

      Details

      Reviews

      (1)

      Oh, what a view!

      Left on May 05, 2014 for a stay in April 2014

      Gulf View was clean, comfortable and "homey". We had a great week there this april! The view is, no question, outstanding ! The condo was clean and comfortable, the beds were fine, bathrooms terrific, kitchen fully stocked with everything we needed. Great place !

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      $93

      2 BR / 2 BA / Sleeps 6

      1 / 27

      $93

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      Walk to beach vacation rental on Anna Maria Island

      2 BR / 2 BA / Sleeps 6 | Quick view

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      Come and stay at this newly renovated unit; one of two units available at this superb duplex located just 500 meter from beautiful Holmes Beach on Anna Maria Island. This spacious two bedroom two bathroom property can accommodate up to 6 persons with a queen-size bed in the master bedroom with ensuite bathroom, two …
      • Internet Access
      • A/C or climate control
      • Patio
      • Grill
      • Linens Provided
      • Pet friendly
      • Suitable for children - ask
      • Suitable for the elderly - ask
      • Wheelchair accessible - ask

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      $80

      2 BR / 2 BA / Sleeps 6

      1 / 21

      $80

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      Penthouse Condo At Riverstrand Golf & Manatee Rive

      2 BR / 2 BA / Sleeps 6 | Quick view

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      BRAND NEW - Luxurious 2+ bedroom 2 bath condo 3 MONTH MINIMUM January - April Corner unit on Top Floor- no one above you with 1400+ square feet of living space. This is the LARGEST model in the building. There are only 6 Colonade designed units per building and this is one of them! Two full sized bedrooms plus a …
      • Ocean or water views
      • Shared outdoor pool (unheated)
      • Internet Access
      • Washing Machine
      • Clothes Dryer
      • Suitable for the elderly - elevator access
      • Wheelchair accessible

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      $185

      2 BR / 2 BA / Sleeps 6

      1 / 30

      $185

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      Steps to Beach & Bay on Beautiful Anna Maria Island

      2 BR / 2 BA / Sleeps 6 | Quick view

      Details

      You will enjoy this adorable newly renovated vacation cottage on Anna Maria Island just across the street from the Gulf of Mexico and minutes from shopping and attractions on Bradenton Beach’s popular Bridge Street! Your parking is right at the front door!! This duplex offers privacy and a spacious landscaped yard …
      • Ocean or water views
      • Internet Access
      • Washing Machine
      • Clothes Dryer
      • A/C or climate control
      • Suitable for children
      • Suitable for the elderly - ask
      • Wheelchair accessible - ask

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      $75

      2 BR / 2 BA / Sleeps 4

      2 Reviews

      $75

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      Waterfront Furnished Condo In Bradenton Florida

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

      Details

      Reviews

      (2)

      The Location... 1600 1st Ave W #206, The Area... Bradenton, Fl and Great timing and opportunity for waterfront property along Bradenton's burgeoning riverfront and downtown area 1 month MINIMUM, This 2/2 spacious condo offers a dynamic waterfront lifestyle within easy walking distance to downtown shops and dining. …
      • Waterfront
      • Ocean or water views
      • Internet Access
      • Washing Machine
      • Clothes Dryer
      • Pet friendly
      • Smoking allowed - ask
      • Suitable for children - ask
      • Suitable for the elderly - elevator access
      • Wheelchair accessible

      Details

      Reviews

      (2)

      Beautiful and felt like home!

      Left on Mar 13, 2014 for a stay in February 2014

      The condo was great. Well decorated and It had everything furnished that you could ask for. The area was so beautiful and easy to walk to all kinds of activities. The people in the complex were very friendly and included us in all the activities. I would definitely recommend this condo

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      $214

      3 BR / 2 BA / Sleeps 8

      2 Reviews

      $214

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      AMI Retreat: 3BR Pool Home 200 Steps from Beach

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

      Details

      Reviews

      (2)

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

      Details

      Reviews

      (2)

      Relaxing

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

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

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

      I highly recommend this …

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      $196

      3 BR / 2 BA / Sleeps 6

      1 / 30

      $196

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      Island living at it's best!

      3 BR / 2 BA / Sleeps 6 | Quick view

      Details

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

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      $190

      2 BR / 2 BA / Sleeps 10

      18 Reviews

      $190

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      Anna Maria Escape

      2 BR / 2 BA / Sleeps 10 | Quick view
      “ Very Good ” 18 Reviews

      Details

      Reviews

      (18)

      The Anna Maria Escape located at 725 North Shore Drive in Anna Maria city is just that - a peaceful, relaxed place to get away from it all. You can stroll on the beach for miles in either direction! It’s a perfect Anna Maria Island vacation home!This spacious and charming two bedroom, two bath Gulf front home has …
      • 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)

      peaceful tranquilty

      Left on Feb 23, 2009 for a stay in July 2007

      No need to travel to paradise when it is right here in our own backyard. The Escape provided everything we needed and had plenty of room for our family of 6. We already know we'll be coming back to the Escape.

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      $79

      2 BR / 2 BA / Sleeps 4

      1 / 11

      $79

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      Sand Dollar Villa

      2 BR / 2 BA / Sleeps 4 | Quick view

      Details

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

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      $129

      1 BR / 1 BA / Sleeps 4

      1 / 19

      $129

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      Shell Haven

      1 BR / 1 BA / Sleeps 4 | Quick view

      Details

      Shell Haven 101 73rd St. Unit #4 Holmes Beach, Fl 34217 Direct Beachfront- steps to the beach! Shell Haven is a lovely 1 bedroom and 1 bathroom Gulf front condo that has been completely renovated top to bottom. This ground floor unit is just steps away from the pristine white sand beaches and features a west-facing…
      • Dishwasher
      • Suitable for children - ask
      • Suitable for the elderly - ask

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      $309

      5 BR / 3 BA / Sleeps 10

      1 Reviews

      $309

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      CORAL CASTLE

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

      Details

      Reviews

      (1)

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

      Details

      Reviews

      (1)

      awesome

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

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

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      $200

      3 BR / 3 BA / Sleeps 10

      1 Reviews

      $200

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      Aloha Home

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

      Details

      Reviews

      (1)

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

      Details

      Reviews

      (1)

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

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

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

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      $143

      3 BR / 3 BA / Sleeps 6

      2 Reviews

      $143

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      Villa Tuscany

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

      Details

      Reviews

      (2)

      Villa Tuscany 4110 6th Avenue Holmes Beach, FL 34217 The enchanting Villa Tuscany is nestled in gated tropical gardens with views towards the Bay waters of Anna Maria Sound. Walls are topped with decorative Italian style balustrading and brightly covered bougainvillea along with flowering hibiscus surrounding …
      • Outdoor Pool
      • High Speed Internet
      • Patio
      • Dishwasher
      • Television
      • Suitable for children - ask
      • Suitable for the elderly - ask

      Details

      Reviews

      (2)

      Nice place

      Left on Jul 08, 2009 for a stay in January 2009

      We had a great stay. The Villa was large enough for all 8 of us. The pool was nice. The grocery store and the beach were in walking distance. We didn't realize there are stairs down to the kitchen. With 2 small grandchildren and my mother who has trouble with stairs this caused some problems. Baby gates would have solved the problem, 1 for the stairs to the kitchen, 1 for the stairs to the …

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      $125

      2 BR / 2 BA / Sleeps 6

      4 Reviews

      $125

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      Bridgeport Condo 204

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

      Details

      Reviews

      (4)

      Bridgeport Condo 204, located at 501 Gulf Drive North in Bradenton Beach is a spacious two bedroom, two-bath condo with an elevator, undercover parking and large heated pool. You can enjoy Gulf views from the lanai. Bridgeport Condo is a great Bradenton Beach rental property!This beautiful unit features all amenities …
      • 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

      (4)

      Loved staying in this condo & will do it again!

      Left on May 31, 2012 for a stay in May 2012

      Just as stated, this condo is updated and the decor is great. A beachy getaway feeling in every room! We saw dolphins & manatees from the balcony in midmorning! Loved the close proximity (directly across the street) of the beach. I brought beach towels, but lots were provided. Next time would bring some beach chairs, also. The kitchen is well equipped with dishes, kettles, silverware, etc. …

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      $158

      2 BR / 2 BA / Sleeps 6

      1 / 19

      $158

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      Anna Maria Island Club 25

      2 BR / 2 BA / Sleeps 6 | Quick view

      Details

      2-bedroom/2-bath units directly on the Gulf of Mexico with its perfect snow-white beach. Large private terrace, views of the Gulf from both living/dining area and master bedroom. This is the perfect place to enjoy your vacation! Building has heated pool, Jacuzzi, covered parking, elevator and secured entry. Amenities…
      • Waterfront
      • Ocean or water views
      • Hot Tub/Jacuzzi
      • Washing Machine
      • Clothes Dryer
      • Suitable for children
      • Suitable for the elderly

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      $162

      2 BR / 2 BA / Sleeps 6

      1 / 23

      $162

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      CASA SIERRA 205B

      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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      $253

      3 BR / 2 BA / Sleeps 8

      1 / 33

      $253

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      HURRICANE HOUSE

      3 BR / 2 BA / Sleeps 8 | Quick view

      Details

      Beautifully redone 3 bedroom/2.5 bath home! Ceramic tile throughout, and brand new open kitchen area with breakfast bar. Beautiful large caged pool area with huge covered patio! Only a block to the beach, the Sandbar Restaurant, Ginny and Jane E's, Rudy's Subs, Feeling Swell and more. Just a few steps away from …
      • Internet Access
      • Washing Machine
      • Clothes Dryer
      • Outdoor Dining Area
      • A/C or climate control
      • Pet friendly
      • Suitable for children
      • Suitable for the elderly

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      $114

      2 BR / 2 BA / Sleeps 6

      1 / 24

      $114

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      A Hidden Gem: 2BR Family-Friendly Condo with Pool

      2 BR / 2 BA / Sleeps 6 | Quick view

      Details

      Note: This property requires a 28-day minimum stay. This two-bedroom, two-bath vacation rental is the perfect size for a romantic getaway, small families or close friends. Located in the Westbay Point & Moorings condominium complex in Holmes Beach, this hidden gem is tucked away from traffic, offering tranquility, …
      • Waterfront
      • Washing Machine
      • Clothes Dryer
      • A/C or climate control
      • Patio
      • Suitable for children

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      $400

      8 BR / 5 BA / Sleeps 20

      1 Reviews

      $400

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      Tropical Oasis

      8 BR / 5 BA / Sleeps 20 | Quick view
      “ Poor ” 1 Reviews

      Details

      Reviews

      (1)

      Tropical Oasis 204 72nd St. Holmes Beach, Fl. 34217 Tropical Oasis is the pinnacle of Anna Maria Island luxury vacationing. This palatial 8 bedroom, 5.5 bathroom is something out of your dreams. A home that truly has it all with beautiful hardwood floors, crown moldings, fine fixtures, granite counter and so …
      • Private Pool
      • High Speed Internet
      • Patio
      • Television
      • DVD Player
      • Suitable for children - ask
      • Suitable for the elderly - ask

      Details

      Reviews

      (1)

      Good Home Terrible Customer Service

      Left on Mar 13, 2015 for a stay in March 2015

      The home itself is beautiful. Wonderful and comfortable beds, great pool, and close to beach. The Anna Maria Vacation Rental group is terrible. We have rented with them twice so far and both times their customer service is awful. The first time they promised us a rental which was not completely built when we were ready to come. They ended up putting us up in a different home which also was …

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      $175

      2 BR / 2 BA / Sleeps 4

      2 Reviews

      $175

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      Playa Encantada 112

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

      Details

      Reviews

      (2)

      Playa Encantada 112 is a gorgeous two bedroom, two bath direct Gulf front complex, located at 6006 Gulf Drive in Holmes Beach. This popular complex features an elevator, heated pool, jacuzzi, 2 tennis courts and shuffle board. The open balcony gives you a view of the gulf.The living room features a 32” flat …
      • 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

      (2)

      Great location. Very relaxing.

      Left on Aug 01, 2013 for a stay in July 2013

      Very nice and relaxing family vacation. Ideal for families with young kids. All the amenities of home just steps to the beach. Will definitely return.

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      $214

      3 BR / 2 BA / Sleeps 6

      1 / 23

      $214

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

      3 BR / 2 BA / Sleeps 6 | Quick view

      Details

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

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      $114

      2 BR / 1 BA / Sleeps 4

      13 Reviews

      $114

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      Steps to Beach, Gulf View, Footprints in the Sand

      2 BR / 1 BA / Sleeps 4 | Quick view
      “ Excellent ” 13 Reviews

      Details

      Reviews

      (13)

      Delightful getaway located on Bradenton Beach on Anna Maria Island. This first floor condo with beautiful views is directly across the street from the white powder sand beach. Slow down and experience the charm of "Old Florida". Enjoy beautiful sunsets. Walk to nearby unique shops and restaurants, even a …
      • Waterfront
      • Ocean or water views
      • Internet Access
      • Washing Machine
      • Clothes Dryer
      • Suitable for children
      • Suitable for the elderly

      Details

      Reviews

      (13)

      Great getaway

      Left on Jul 22, 2013 for a stay in June 2013

      Stayed here for a week during the summer. The location is great, literally steps away from the beach. There are great local shops and restaurants in walking distance to the north along with some great bars on the beach. There are also 3 or 4 golf courses to the south on longboat key. We had a great time relaxing with our feet up. It felt like we were back on an island in the Bahamas. Highly…

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      $125

      3 BR / 2 BA / Sleeps 6

      1 / 19

      $125

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      Peacock Crossing

      3 BR / 2 BA / Sleeps 6 | Quick view

      Details

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

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        $143

        2 BR / 1 BA / Sleeps 4

        1 / 11

        $143

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        Kims Kottage West

        2 BR / 1 BA / Sleeps 4 | Quick view

        Details

        Kim's Kottages West 205W 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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        $250

        4 BR / 2 BA / Sleeps 9

        1 / 21

        $250

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        Away To Play

        4 BR / 2 BA / Sleeps 9 | Quick view

        Details

        Away to Play 117 White Avenue Holmes Beach Fl. 34217 This grand Victorian style Island home is luxury at its best! A newly constructed 4 bedroom, 2.5 bath elevated home with a private heated pool is surrounded by tropical landscaping. You will find Away to Play is a very short walk to the Gulf of Mexico - where …
        • Outdoor Pool
        • Internet Access
        • Dishwasher
        • Suitable for children - ask
        • Suitable for the elderly - ask

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        $350

        6 BR / 4 BA / Sleeps 14

        1 / 30

        $350

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        Sands of Time

        6 BR / 4 BA / Sleeps 14 | Quick view

        Details

        Sands of Time 6908 Holmes Blvd. Holmes Beach, Fl. 34217 Sands of Time is a brand new luxury island tropical home with 6 bedrooms, 4.5 bathrooms and is only a short 2-3 minute stroll to the Gulf beach. The heated pool features a deluxe spa and an over-sized lanai next to the pool features a dining table, flat …
        • Heated Pool
        • High Speed Internet
        • Patio
        • Television
        • DVD Player
        • Suitable for children - ask
        • Suitable for the elderly - ask

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        $120

        2 BR / 1 BA / Sleeps 4

        3 Reviews

        $120

        Book

        1Sea Stories

        2 BR / 1 BA / Sleeps 4 | Quick view
        “ Excellent ” 3 Reviews

        Details

        Reviews

        (3)

        Enjoy a fantastic Bradenton Beach vacation in this colorful duplex filled with charming beach décor and special touches that will make your stay extra special. "Sea Stories" features two comfortable bedrooms, one with a king-size bed, and the other with a queen. Both have flat-panel televisions so everyone can …
        • Internet Access
        • A/C or climate control
        • Patio
        • Fitness Room
        • Parking
        • Pet friendly
        • Suitable for children - ask
        • Suitable for the elderly - ask

        Details

        Reviews

        (3)

        Great duplex close to everything.

        Left on Jan 04, 2015 for a stay in December 2014

        The duplex was quiet and offered a great location close to everything. The gas grill in the back yard was a real plus.

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        $235

        4 BR / 4 BA / Sleeps 8

        32 Reviews

        $235

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        Serenity

        4 BR / 4 BA / Sleeps 8 | Quick view
        “ Excellent ” 32 Reviews

        Details

        Reviews

        (32)

        The Serenity is a custom built four bedroom, four bath pool home located at 2914 Avenue E in Holmes Beach. Just one house from the beach, the Serenity has sweeping views of the Gulf of Mexico from the master bedroom suite. Additional features include tile and natural wood floors throughout, individually hand painted …
        • 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

        (32)

        Great Vacation - Great Location!

        Left on Feb 23, 2009 for a stay in July 2007

        We rented this home for a family vacation with all 5 of our grown children and grandchildren. Steps from the beach and walking distance to Publix, Walgreen's, subway and Shell's resturant! We had a great time! Would definately do it again if we can get everyone together!

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        $535

        8 BR / 6 BA / Sleeps 19

        1 Reviews

        $535

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        Summer House

        8 BR / 6 BA / Sleeps 19 | Quick view
        “ Very Good ” 1 Reviews

        Details

        Reviews

        (1)

        Summer House 211 54th St Holmes Beach, Fl 34217 Summer House is a brand new 8 bedroom and 6 bathroom rental home just completed and rental ready! The rental home has so many fun options for everyone- close to the beach, Gulf and Bay water views, table games, water slide, spa, roof top deck with hot tub (coming soon…
        • Heated Pool
        • High Speed Internet
        • Patio
        • Television
        • DVD Player
        • Suitable for children - ask
        • Suitable for the elderly - ask

        Details

        Reviews

        (1)

        Great for laid back vacation - Has it all

        Left on Dec 22, 2014 for a stay in December 2014

        Great house with heated pool, ping pong, pool table, hot tubs, etc.

        We had 9 people and plenty to spare.

        The kitchen is big, with plenty of dishes and bowls.

        The eating table can seat 12, which is one of the main reason we picked this property, as we only eat at the house, and we ate like kings.

        It is only 2 minutes to the beach, and a nice beach at that.

        I recommend it.

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        $100

        2 BR / 2 BA / Sleeps 6

        1 / 26

        $100

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        West Bay Cove 222

        2 BR / 2 BA / Sleeps 6 | Quick view

        Details

        West Bay Cove is a great location for taking advantage of everything that Anna Maria Island has to offer. Only a block from the public beach area, close to the grocery store, several shops and at a trolley stop, this condo will meet all of your needs without a car. The grounds are well cared for and you will feel …
        • Shared outdoor pool (unheated)
        • Internet Access
        • A/C or climate control
        • Balcony or terrace
        • Parking
        • Suitable for children - ask
        • Suitable for the elderly - ask

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        $180

        2 BR / 2 BA / Sleeps 4

        5 Reviews

        $180

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        ISLAND GIRL NORTH

        2 BR / 2 BA / Sleeps 4 | Quick view
        “ Excellent ” 5 Reviews

        Details

        Reviews

        (5)

        Tropical, quiet, 2 bedroom/ 2 bath duplex, just over a block to the beach, and a block to the free Island trolley! Elevated, with one car garage underneath filled with beach chairs and wagon. Heated Pool surrounded by a large paver deck, lush landscape and plenty of seating. Sleeps up to 4. 1160 Sq. ft. Island …
        • Internet Access
        • Washing Machine
        • Clothes Dryer
        • Outdoor Dining Area
        • A/C or climate control
        • Suitable for children
        • Suitable for the elderly

        Details

        Reviews

        (5)

        A great location for both relaxing and having things to do!

        Left on Mar 01, 2014 for a stay in December 2013

        Our duplex was much more like a home than a room at the beach, and it was tastefully done with comfortable furniture. It's proximity to the beach was about perfect-- a short walk and you're there, without the noise and traffic of beachfront property. There are many interesting things to do and some fine restaurants nearby.

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        $125

        3 BR / 2 BA / Sleeps 8

        1 / 13

        $125

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        Tropic Dream

        3 BR / 2 BA / Sleeps 8 | Quick view

        Details

        Tropic Dream 5606 Holmes Blvd Holmes Beach, Fl. 34217 This is a newly renovated, ground level 3 bedroom, 2 bathroom home is only a short 2-3 minute walk to the beach. Surrounded by lush tropical landscaping, the home has a private heated pool and plenty of sunshine! It is the South unit of the duplex. There is…
        • Heated Pool
        • High Speed Internet
        • Patio
        • Television
        • Suitable for children - ask
        • Suitable for the elderly - ask

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        $290

        5 BR / 3 BA / Sleeps 12

        6 Reviews

        $290

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        Gorgeous views,spectacular home!

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

        Details

        Reviews

        (6)

        WELCOME TO ALL DECKED OUT! Whether getting away for a family vacation, with a group of friends, for a wedding or any other occasion, our gorgeous 5 Bedroom home offers everything you could want for a relaxing holiday on Anna Maria Island.... with incredible views of the Bay! Sit by the tropical courtyard garden, …
        • Ocean or water views
        • Internet Access
        • Washing Machine
        • Clothes Dryer
        • Outdoor Dining Area
        • Pet friendly
        • Suitable for children
        • Suitable for the elderly - ask

        Details

        Reviews

        (6)

        A week of Bliss!

        Left on Jan 09, 2014 for a stay in May 2013

        We were able to spend a week of absolute delight, fun and relaxation. The rooms are large (huge master bedroom). Flat screens in every room, Ipod docking stations everywhere, plenty of everything and large living areas. Yet the best were the views for the decks. The location is perfect. We will definitely return regardless of whether or not 5 bedrooms are needed!

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        $97

        2 BR / 2 BA / Sleeps 4

        3 Reviews

        $97

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        Shorewalk Condo Bradenton BM

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

        Details

        Reviews

        (3)

        Totally upgraded 2 bedroom, 2 bathroom condo in resort community blocks away from IMG Academy and State College of Florida ( SCF ) Central location 5 miles away from the beaches. Great, safe, prestigious 34210 zip code. The resort features 2 large heated (year round) swimming pools, 2 Jacuzzis, 2 tennis courts, …
        • Waterfront
        • Ocean or water views
        • Hot Tub/Jacuzzi
        • Internet Access
        • Housekeeping Optional
        • Suitable for children
        • Suitable for the elderly

        Details

        Reviews

        (3)

        Everything I imagined!

        Left on Jul 07, 2014 for a stay in July 2014

        LOVED IT, it was just like the pictures. Everything was clean, and neat. No noise to worry about. Plenty of room for everyone, places to eat and shop all over the place within mins of condo. Keep your eyes on the pond you never know what wildlife you will see. I will go back and stay here.

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        $137

        2 BR / 2 BA / Sleeps 4

        1 / 16

        $137

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        Gulf Sands 102

        2 BR / 2 BA / Sleeps 4 | Quick view

        Details

        Gulf Sands #102 4200 Gulf Drive #102 Holmes Beach, FL 34217 This Gulf Sands, 2 bedroom 2 bathroom, second floor condo has been recently updated with new appliances and furnishings. Wonderful side views of the Gulf waters from the living room, master bedroom and private balcony. Large heated pool with nicely …
        • Shared outdoor pool (unheated)
        • Internet Access
        • Dishwasher
        • Suitable for children - ask
        • Suitable for the elderly - ask

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        $135

        2 BR / 2 BA / Sleeps 6

        4 Reviews

        $135

        Inquire

        Brigadoon

        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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        $843

        4 BR / 4 BA / Sleeps 14

        5 Reviews

        $843

        Inquire

        Golden Dolphin

        4 BR / 4 BA / Sleeps 14 | Quick view
        “ Excellent ” 5 Reviews

        Details

        Reviews

        (5)

        The Golden Dolphin, located at 801 North Shore Drive in Anna Maria, is the ultimate in beach front luxury. This executive level gulf front home has a tropical heated pool with waterfalls, four bedrooms, a library, three and one half baths a gourmet kitchen and much more. It was custom built with extreme attention to …
        • Waterfront
        • Ocean or water views
        • Shared outdoor pool (unheated)
        • Internet Access
        • Grill
        • Pet friendly - ask
        • Smoking allowed - ask
        • Suitable for children - ask
        • Suitable for the elderly - ask
        • Wheelchair accessible - ask

        Details

        Reviews

        (5)

        An Excellent Vacation

        Left on Jun 16, 2013 for a stay in June 2013

        Our vacation was one of the best ever. A Golden Dolphin is a premier vacation property, and the location is phenomenal. We enjoyed the house and felt it offered more than we expected in amenities. Beach accessories were available at the house and contributed to our days on the beach. Anna Maria Island is a perfect vacation location with many attractions and fine restaurants. We are already …

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        $120

        2 BR / 2 BA / Sleeps 6

        1 Reviews

        $120

        Inquire

        Bman Beach Cottage

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

        Details

        Reviews

        (1)

        The Bman Beach Cottage located at 2812 Avenue B in Holmes Beach is a cute 2 bedroom 2 bath private home. This ground level home has two screened lanais one overlooking the pool and Jacuzzi. The kitchen has been newly updated as well as one of the bathrooms. This property has long distance and WiFi included. There are …
        • 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)

        Everything you could want and only three blocks from a gorgeous Gulf beach!

        Left on Nov 06, 2014 for a stay in October 2014

        I stayed at the cottage for a little over two months. The owner has stocked the home with everything you could possibly want or need - comfortable, easy to care for, and the pool with built-in hot tub was fabulous! The pool is not heated but that wasn't an issue until late October. It was like borrowing a friend's home. If circumstances allow I would love to stay here again.

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        $120

        2 BR / 3 BA / Sleeps 4

        16 Reviews

        $120

        Inquire

        ISLAND TOWNHOUSE - 200 Steps to the BEACH

        2 BR / 3 BA / Sleeps 4 | Quick view
        “ Excellent ” 16 Reviews

        Details

        Reviews

        (16)

        Fantastic 2 bedroom / 1.5 bath townhome just 200 steps to the beach. Relax in Paradise at #116 52nd Street in Holmes Beach on Anna Maria Island and enjoy all the comforts that this beautifully furnished townhome has to offer. Newly decorated with granite countertops, stainless steel appliances, new front loading …
        • Internet Access
        • Washing Machine
        • Clothes Dryer
        • Outdoor Dining Area
        • A/C or climate control
        • Suitable for children
        • Suitable for the elderly - ask
        • Wheelchair accessible - ask

        Details

        Reviews

        (16)

        One stop for eveything - Beach Home

        Left on Feb 09, 2012 for a stay in February 2012

        Great location on a dead end street so it's a direct walk to the beach within a couple hundred yards. Plenty of little shops and family operated resturants in the area, some within walking distance. Condo is fully equiped and functioning perfectly. Nice side yard for play area with a grilling area in the back. This is our first extended stay since retiring and I would highly recommend this …

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