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Pet Friendly Vacation Rentals in Anna Maria Island, FL

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    1 / 17
    5 of 5 bubbles (24) Excellent
    Bradenton Beach
    1 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
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    1 / 7
    Holmes Beach
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    1 / 45
    4.5 of 5 bubbles (15) Very good
    Anna Maria
    5 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    1 / 24
    4 of 5 bubbles (1) Very good
    Holmes Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Please note these Check-in Day Requirements for this property: Jan 01 - Dec 31 : Saturday check-in required, Saturday check-out required.; Casa Sierra 205 A has everything you’ll need for a fun Anna Maria Island paradise vacation. This two bedroom two bathroom Mediterranean style Holmes Beach... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    4 of 5 bubbles Reviewed 9 August 2016
    The location is perfect. Close to the beach, the trolly and Publix. The unit itself is very accurately represented in the photos. It's cute and clean and has plenty of space...
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    1 / 20
    4 of 5 bubbles (1) Very good
    Bradenton Beach
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Ocean Views
    • Patio
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    About this property
    "Cracker Cottages" Features Two Comfortable Bedrooms, One with a King-size Bed, and the Other with a Queen. Both Have Flat-panel Televisions So Everyone Can Watch What They'd Like. a Full Bath with a Combination Tub and Shower Sits at the End of the Hall Between the Two Bedrooms.Although You Can... View all property information
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    Bradenton Beach, Anna Maria Island 34217
    4 of 5 bubbles Reviewed 28 December 2015
    We spent Christmas week on Bradenton Beach in this comfortable rental. There was plenty of room and it was comfortable. Everything we needed was close by and the beach was...
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    1 / 25
    Anna Maria
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Beautiful, recently renovated 1700 sf home that accommodates up to 8 people. Only a few steps to amazing sandy gulf beach. Enjoy all the amenities of a single level well appointed home with no stairs where you can step out to the beautifully landscaped pool area from your master bedroom or open... View all property information
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    Anna Maria, Anna Maria Island 34217
    1 / 14
    Anna Maria
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Cute and Cozy Cottage just 200 steps to Beach. Walk to Shops, Free Trolley, Resturants, Pier, Museum and more. This apt is attached to another unit that shares the pool. Rent it for the whole family. All the comforts of home. Just bring you towel and suit. Beautiful Beach and Wildlife.... View all property information
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    Anna Maria, Anna Maria Island 34216
    1 / 21
    Anna Maria
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • x
    About this property
    The home is immaculately clean and whimsically decorated, professionally landscaped, and boasts one of the larger pools larger backyards and larger 2 bedroom homes on the Island. The spa is accented by iridescent glass. The 20' tall tiki hut was hand-built by Native Americans and houses the bar and... View all property information
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    Anna Maria, Anna Maria Island 34216
    1 / 37
    4 of 5 bubbles (2) Very good
    Holmes Beach
    4 Bedrooms, 4 Bathrooms, Sleeps 14 | Quick View
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    • Pet-friendly
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    • x
    About this property
    Anna Maria Island offers a family oriented vacation destination, laid back feel ...very relaxing. The island's beauty, world famous white beaches and friendly atmosphere will make you want to come back. The four bedroom home with a Golf Cart to bop around the island. The home is furnished with a... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    4 of 5 bubbles Reviewed 28 December 2015
    We've completed our trip and it was great, now we're wondering how we get our damage deposit back? Great house for our family. Nice short walk to the beach. Trolleys were very...
    4 of 5 bubbles Reviewed 2 October 2014
    We enjoyed our stay at Casa Laguna. Great location just a few blocks from the beach and the option to use the golf cart was a nice perk for getting there easily. The pool and spa...
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    1 / 11
    4 of 5 bubbles (1) Very good
    Holmes Beach
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    Gorgeous Efficiency and steps to white sandy beaches from this 1 bedroom, 1 bath elevated vacation rental, one story up overlooking pool area. Stairs go up to small deck in front of the efficiency. With 3 x 8 open deck to enjoy the sunsets, or overlooking pool. Feel the warm gulf breezes lounging... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    4 of 5 bubbles Reviewed 14 May 2015
    I travelled with my husband and teenage daughter (age 18). We stayed an entire week in May. This is an ideal location in that it's walking distance to the beach, grocery store...
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    1 / 22
    Holmes Beach
    2 Bedrooms, 3 Bathrooms, Sleeps 4 | Quick View
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    About this property
    Welcome to Buddy's Beach House. A beachy chic getaway just 2 blocks to the beach. Stroll to the beach with a beverage in one hand and your beach cart in the other. After soaking up the sun all day, walk to one of the many fine restaurants, only a few blocks away. Or hop on the free trolley, which... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    1 / 12
    Bradenton Beach
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Enjoy a beautifully remodeled Anna Maria Island home with a taste of history. This 3 bedroom/3.5 bath home was once the center for AMI's phone services. Make this landmark home part of your ultimate family vacation retreat. Enjoy an ocean view from the ground floor as well as from a large upper... View all property information
    Location Information
    Bradenton Beach, Anna Maria Island 34217
    1 / 18
    Holmes Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Air Conditioning
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    • Pet-friendly
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    • x
    About this property
    Please note these Check-in Day Requirements for this property: Jan 01 - Dec 31 : Saturday check-in required, Saturday check-out required.; The peaceful and airy feeling “Sandy Point 202” is a condo style Holmes Beach vacation home located in the center of Anna Maria Island. This calming... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    1 / 24
    Holmes Beach
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Please note these Check-in Day Requirements for this property: Jan 01 - Dec 31 : Saturday check-in required, Saturday check-out required.;  3 Bedroom, 2.5 Bath (Sleeps 6) - “North Beach Village” 6250 Holmes Boulevard unit 72 in Holmes Beach. Relax in casual luxury and comfort at North Beach... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    1 / 20
    5 of 5 bubbles (1) Excellent
    Holmes Beach
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • x
    About this property
    Completely remodeled, Beautiful, 3 Bedroom/2 Bath villa with private backyard, PRIVATE Heated pool, and only 75 yards to the beach! Beautiful new granite countertops, stainless appliances, and tile throughout. King Master bedroom with TV, Queen Bedroom w/ TV, Full/Twin bunk in the third bedroom... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    5 of 5 bubbles Reviewed 21 June 2015
    This is my sixth year on AMI. The size of this rental was perfect for my needs this year. I wish it had more dish towels and dish rags and some kitchen wears like measuring...
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    1 / 13
    5 of 5 bubbles (1) Excellent
    Bradenton Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    • x
    About this property
    Just steps to a white sand beach, and blue green water. ( Bradenton Beach, across street ) Water view from Master bedroom, and Great room, 1120 square feet . 2 large bedrooms, 2 full bathrooms, living/dining combination room, kitchen, and laundry. plus screened in lanai. 3 level building with... View all property information
    Location Information
    Bradenton Beach, Anna Maria Island 34217
    5 of 5 bubbles Reviewed 23 June 2016
    Loved the location! Watch the sunset overnight and enjoyed the many restaurants offered nearby. Everyone was super nice and friendly. Thanks Richard for making our stay a very...
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    1 / 22
    Bradenton Beach
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Balcony
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Please note these Check-in Day Requirements for this property: Jan 01 - Dec 31 : Saturday check-in required, Saturday check-out required.; Beach House Resort #4 is one of the best priced DIRECT GULF FRONT vacation condo on the island! We’re one of the world’s best kept beach secrets because... View all property information
    Location Information
    Bradenton Beach, Anna Maria Island 34217
    1 / 24
    5 of 5 bubbles (7) Excellent
    Bradenton Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    • Grill
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    • Pet-friendly
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    • x
    About this property
    Located in a quiet neighborhood in a narrow part of Anna Maria Island. Being just 60 steps away from a wide and never crowded beach makes it easy to take numerous beach trips throughout the day. The free island trolley is close-by when you want to explore the island and don't feel like driving. An... View all property information
    Location Information
    Bradenton Beach, Anna Maria Island 34217
    5 of 5 bubbles Reviewed 17 September 2016
    It was our first time visiting AMI! The location of the house was fantastic, steps away from a beautiful white sand beach. The house was clean and had everything you need to feel...
    4 of 5 bubbles Reviewed 15 August 2016
    We arrived with a dead fridge and a new fridge with no handles, and with some of the heavy rain, we encountered some minor leaks in the sun room. We had most everything we needed...
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    1 / 13
    Anna Maria
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • x
    About this property
    Please note these Check-in Day Requirements for this property: Jan 01 - Dec 31 : Saturday check-in required, Saturday check-out required.; Welcome to 801 Jacaranda Road located at the north end of beautiful Anna Maria Island, less than 2 blocks from Bean Point Beach and the best sunset you will... View all property information
    Location Information
    Anna Maria, Anna Maria Island 34216
    1 / 24
    5 of 5 bubbles (1) Excellent
    Anna Maria
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Washer
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    • x
    About this property
    This lovely two bedroom family- and pet-friendly Anna Maria Island vacation rental is just a few houses from the island's white sand beach and azure blue waters of the Gulf of Mexico. Located on the quiet north end of the island in the city of Anna Maria, at 950 square feet, this classic elevated... View all property information
    Location Information
    Anna Maria, Anna Maria Island 34216
    5 of 5 bubbles Reviewed 17 October 2015
    We saw this rental a year or so ago when we were staying on Anna Maria Island. We looked it up on line and was happy with what we saw. The home sleeps a family of four. It was...
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    1 / 39
    5 of 5 bubbles (2) Excellent
    Anna Maria
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Waterfront
    • DVD Player
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    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... View all property information
    Location Information
    Anna Maria, Anna Maria Island 34216
    5 of 5 bubbles Reviewed 25 August 2015
    Having visited AMI before we knew the place was fantastic and renting Summer Breeze made it even more so. The cottage has every modern facility, all of top notch specification...
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    1 / 23
    4.5 of 5 bubbles (6) Very good
    Anna Maria
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • x
    About this property
    This vacation rental is located on Anna Maria Island's historic Pine Avenue, halfway between the Gulf of Mexico and the Anna Maria City Pier! This adorable, one bedroom cottage, with high beamed ceilings, wood floors and shabby chic décor throughout is ideal for a vacation getaway! This quaint... View all property information
    Location Information
    Anna Maria, Anna Maria Island 34216
    5 of 5 bubbles Reviewed 6 June 2016
    This was our first time to Anna Maria Island. Didn't know where to stay. We picked Island Place Cottages. It is a great place to stay! Close to everything. We were only a couple...
    5 of 5 bubbles Reviewed 11 June 2015
    We absolutely loved this place!! It was right in the middle of Pier and Beach easy walking to both actually easy walk to donut shop, pizza , ice cream or dinner. We usually come...
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    1 / 12
    5 of 5 bubbles (13) Excellent
    Holmes Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Very spacious two bedroom Condo with a patio area off the living room. Recently remodeled and very nicely furnished. Flat screen TV, fully equipped kitchen with all the appliances. Across the street from the beach, and short distance to area shopping. Unit has waterfall pool, and a relaxing Pool... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    5 of 5 bubbles Reviewed 9 July 2015
    We had a great time there. Wonderful place to stay, nice,cozy and the balcony. I definitely recommend this place to anyone. Thank you Richard.
    4 of 5 bubbles Reviewed 23 February 2015
    We stayed in Calm Horizon Unit B for 2 weeks. Pros- great location, literally several hundred yards from beach. Easy to get to all other parts of Anna Maria Island and a short...
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    1 / 23
    4.5 of 5 bubbles (2) Very good
    Holmes Beach
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Spinnakers Vacation Cottages, Captain's Quarters is surrounded by lush tropical landscaping, close to everything but with a feeling of being tucked away! This lovely vacation rental is located in Holmes Beach and is just 250 steps to the beach! Spinnakers is made up of four cottage-style... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    4 of 5 bubbles Reviewed 17 June 2016
    We found the rental home on FlipKey.com and it worked out very well. The house is on the main road on Anna Maria Island. The directions say to use find a key, but it simply has...
    5 of 5 bubbles Reviewed 4 December 2015
    Stayed for Thanksgiving nice place has everything you need and great location. Love the pool area too.
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    1 / 24
    5 of 5 bubbles (9) Excellent
    Anna Maria
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Pet-friendly
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    • Smoking allowed
    • x
    About this property
    Pineapple Cottage, centrally located on historic Pine Avenue in the city of Anna Maria, is the perfect place to slow down and catch your breath! This Anna Maria Island cottage is tastefully decorated with wood floors, granite and stainless kitchen, tiled shower and comfortable furnishings. The... View all property information
    Location Information
    Anna Maria, Anna Maria Island 34216
    5 of 5 bubbles Reviewed 9 February 2016
    411 Pine B. Very nice cottage. Feels like home away from home. We have stayed twice. Walking distance to the City Pier, shopping & restaurants. Definitely would recommend to...
    5 of 5 bubbles Reviewed 30 June 2015
    Very nice cottage. Within walking distance to beaches and Piers. We enjoyed so much we are going back again this next Jan.
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    1 / 24
    Anna Maria
    2 Bedrooms, 1 Bathroom, Sleeps 3 | Quick View
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    • Satellite TV
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    • Porch
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    • x
    About this property
    This charming, quiet, cozy, Enchanted Cottage is just steps to Tampa Bay and the Historic Anna Maria City Pier, a fun place to fish! A short five blocks to the beautiful powder-soft, white sand and turquoise Gulf water of Anna Maria Island. You may also enjoy the beautiful sunrise from the pier... View all property information
    Location Information
    Anna Maria, Anna Maria Island 34216
    1 / 14
    Anna Maria
    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    About this property
    This villa is quaint and adorable tucked in a quiet neighborhood just 9 houses from the Gulf of Mexico and white sandy north end Anna Maria Island beaches. Step outside your door and stroll down the street in 1 minute or less to the quaint shops and cafes along Pine Ave. Walk to everything the... View all property information
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    Anna Maria, Anna Maria Island 34216
    1 / 27
    Holmes Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    2 Bedroom/2 Bath updated condo in a great central Holmes Beach location, and just a few steps from the beautiful white sand beach! There is a Queen in the master with a TV and ensuite bath and Queen in the second bedroom with TV. Amenities also include Heated pool, Washer/Dryer, Cable TV, DVD, High... View all property information
    Location Information
    Holmes Beach, Anna Maria Island
    1 / 16
    Holmes Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Please note these Check-in Day Requirements for this property: Jan 01 - Dec 31 : Saturday check-in required, Saturday check-out required.; Chic and breezy cottage-style seasonal rental condo. (2) Bedrooms, (2) Bathrooms, accomodates up to (6) people: 1 King, 2 Twins, 1 Sleeper Sofa. Large... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    1 / 22
    4.5 of 5 bubbles (2) Very good
    Anna Maria
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    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... View all property information
    Location Information
    Anna Maria, Anna Maria Island 34216
    5 of 5 bubbles Reviewed 17 January 2016
    Life is Good at the Beach vacation rental is a beautifully, well maintained home. The picutres provided on the website accurately reflect the home and the beach house more than...
    4 of 5 bubbles Reviewed 22 November 2015
    Great well equipt house, everything we needed and more, close location to beach 5 mins walk, and to the free trolley bus stop 10 mins walk. The only downside of this property is...
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    1 / 40
    4.5 of 5 bubbles (6) Very good
    Anna Maria
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Waterfront
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Beautiful, cheerful and tropucal 4 bedroom/2 bath home with beautiful new furnishings throughout! Comfortable and roomy with split floor plan (two bedrooms on each side!). Ceramic tile throughout, beautiful open kitchen area with breakfast bar and granite countertops. The living room opens up onto... View all property information
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    Anna Maria, Anna Maria Island 34216
    1 / 31
    5 of 5 bubbles (1) Excellent
    Bradenton Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • DVD Player
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    FIVE MINUTE WALK TO THE BEACH - BEACH CART PROVIDED Runaway Bay (RAB), located on beautiful Anna Maria Island (AMI) on the Gulf coast of Florida, is an attractive condominium complex with every imaginable amenity. RAB has the Island's largest heated swimming pool, tennis courts, bocce ball,... View all property information
    Location Information
    Bradenton Beach, Anna Maria Island 34217
    5 of 5 bubbles Reviewed 16 June 2013
    Staying at Unit #285 at Runaway Bay was by far a much nicer choice than staying at one of the local resorts down the road where the rest of my family chose to stay. The unit was...
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    1 / 30
    Holmes Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    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,... View all property information
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    Holmes Beach, Anna Maria Island 34217
    1 / 30
    3 of 5 bubbles (1) Average
    Anna Maria
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Pet-friendly
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    • Smoking allowed
    • x
    About this property
    Beautiful 2B/1B cottage on the quiet North end, only 5 houses to the beach, and no streets to cross. Beautiful new Heated Pool. Twins can be converted to King in all bedrooms. NO dishwasher, no garbage disposal.Rear trash pick up! Charcoal Grill, not gas. Both units also include private... View all property information
    Location Information
    Anna Maria, Anna Maria Island 34216
    3 of 5 bubbles Reviewed 26 September 2015
    We stayed here in May, and the unit was tastefully decorated, and had a cozy feel to it. However, my husband and I were getting bitten at night, and we called management to have...
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    1 / 33
    5 of 5 bubbles (11) Excellent
    Bradenton Beach
    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
    other travellers have booked this property
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    • Patio
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    2br/1ba elevated turnkey steps from the bay, 2 blocks from the Gulf of Mexico. Fully furnished. Children's Park and kayak launch at end of street. Beach chairs, towels, grill provided. Gorgeous view of bay from front porch swing. Perfect place for relaxing family vacation. White sand beach, bay... View all property information
    Location Information
    Bradenton Beach, Anna Maria Island 34217
    5 of 5 bubbles Reviewed 21 August 2016
    Best vacation rental experience ever! Laurie kept me informed and updated each step. When we arrived, we were pleasantly surprised to see all comforts of home, stocked pantry...
    4 of 5 bubbles Reviewed 1 May 2016
    Anna Maria Island is fantastic. Our place, Beach House, was a short two blocks from a great beach with hardly no other people on the beach. The rental was not fancy but clean and...
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    1 / 20
    5 of 5 bubbles (3) Excellent
    Anna Maria
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Wi-Fi
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Great 1 Bedroom/1 Bath remodeled cottage on the quiet North End with outdoor patio, ceramic tile throughout, and granite countertops. 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... View all property information
    Location Information
    Anna Maria, Anna Maria Island 34216
    5 of 5 bubbles Reviewed 20 January 2014
    We were very pleased with our stay at Snails Pace. Not being familiar with the area and booking online, one is never quite sure what to expect. The location was great, just a...
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    1 / 24
    5 of 5 bubbles (8) Excellent
    Holmes Beach
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    This newer construction vacation rental has high ceilings, tile floors throughout, two screened lanais and a beautiful heated pool area with BBQ grill. 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... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    5 of 5 bubbles Reviewed 5 September 2016
    This was the first time we had visited Anna Maria, Island. We had no idea where to stay. We reserved this property because it fit the needs of our family. We were not...
    5 of 5 bubbles Reviewed 12 August 2016
    Exelent house, very clean, clouse to the beach, very confortable beds. Internet service, nice kitchen with all you need to fix your own meals, pool very clean, what more can I say...
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    1 / 8
    Holmes Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Internet Access
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    • Pet-friendly
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    • x
    About this property
    Please note these Check-in Day Requirements for this property: Jan 01 - Dec 31 : Saturday check-in required, Saturday check-out required.;   When a starfish needs to get away, it is more than prepared to detach an arm in order to do that. Don’t let yourself get that stressed! Stay for a week... View all property information
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    Holmes Beach, Anna Maria Island 34217
    1 / 23
    5 of 5 bubbles (2) Excellent
    Holmes Beach
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • DVD Player
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    • Outdoor Dining Area
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Part of the Spinnakers Vacation Cottages Cabin 1 is a one bedroom, one bath cottage nestled in a lush tropical landscape. Great for an anniversary celebration, honeymoon or just a getaway! Want to bring the kids? No problem, they will love it here as well! Cabin 1 sits beside the pool area, so... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    5 of 5 bubbles Reviewed 7 May 2016
    Beach was only a block away. Trolley was free and ran all day. Many shops and eateries to choose from. Nice swimming pool right outside our door. Would recommend this property...
    5 of 5 bubbles Reviewed 11 December 2015
    We loved our cottage, it's location, the decor, cleanliness, layout. The only necessary change would be the bedding, it could use an upgrade!
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    1 / 34
    4.5 of 5 bubbles (2) Very good
    Holmes Beach
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Wi-Fi
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    • Private Outdoor...
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    • Hot Tub
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    There's no better way to enjoy Anna Maria Island than Sand Dollar! Centrally located in a mellow, residential neighborhood, Sand Dollar is a half block to the free Island trolley and a quick 6 minute walk to the beach 3 blocks away. Also in close proximity are many of the Island's best eateries.... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    5 of 5 bubbles Reviewed 31 December 2013
    We can only say great things about this house. It is tastfully decorated and fully equipped for your stay. We spent most of our time at the pool and hot tub. The house is just a...
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    1 / 27
    5 of 5 bubbles (8) Excellent
    Holmes Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Wi-Fi
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    • Washer
    • DVD Player
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    • Private Outdoor...
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Perfect 2 bedroom/2 bath, with a private HEATED pool in a very lush tropical setting. Loggerhead is just a couple of blocks to the beach, and the free island Trolley! The front entry takes you right into the open great room where the entire family can hang out and talk about the great time they... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    3 of 5 bubbles Reviewed 19 January 2016
    We have just returned from spending 5 weeks at Loggerhead on Holmes Beach, AMI. This property is situated in a perfect location on a quiet street, a 5 minute walk to a gorgeous...
    5 of 5 bubbles Reviewed 10 December 2014
    Stayed the middle of October and this property was fantastic. Spent a week and wished it was longer. The pool area was perfect, like you were in a tropical oasis. Very short...
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    1 / 25
    Holmes Beach
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Air Conditioning
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    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    2 Bedroom/1 Bath updated condo in a quiet area, and just a few steps from the beautiful white sand beach! King in the master with TV, Twins in the second bedroom with TV, and a queen sleeper sofa in the living room. Amenities also include Heated pool, Washer/Dryer, Cable TV, DVD, High Speed... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    1 / 23
    5 of 5 bubbles (2) Excellent
    Holmes Beach
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Grill
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    • Wi-Fi
    • Satellite TV
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    • Private Outdoor...
    • Patio
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Beautiful 3 bedroom/2 bath beach house with Florida style furnishings! Corian countertops, beautiful Ceramic tile throughout, and high ceilings with crown molding. Private backyard with Heated Pool, waterfall, tropical landscape, and covered patio. Sleeps up to 6 people. Main house 1116 Sq. ft.,... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    1 / 31
    4 of 5 bubbles (1) Very good
    Holmes Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Satellite TV
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    • Pet-friendly
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    • ?
    • Smoking allowed
    • x
    About this property
    Great location just 3 properties from beach with no streets to cross, direct beach access and a quiet location. This 2BR/2BA unit also has a den for extra sleeping and includes open decks, a dishwasher, washer/dryer and a carport for parking. Gulf Views from the rear deck. Sleeps 6. Wireless... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    4 of 5 bubbles Reviewed 3 January 2016
    Rental was steps from the beach. Well equipped kitchen. Roomy with many sitting areas inside and out. Private back deck surrounded by native trees. Plenty of towels and full size...
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    1 / 27
    4.5 of 5 bubbles (6) Very good
    Holmes Beach
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • DVD Player
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    This gorgeous 3 bedroom/2 bath villa, offers a private heated pool, newly remodeled with granite countertops, stainless appliances, and brand new furnishings throughout. Outdoor paver patio for private sunning, or put the umbrella and chairs in the pool to cool off. The beach is only a block... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    1 / 13
    Holmes Beach
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
    other traveller has booked this property
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    • Pet-friendly
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    • Smoking allowed
    • x
    About this property
    Fun and beachy lower duplex with pool on Anna Maria island. Only a block and a half from the beach. Wash the sand off fro the beach with the outdoor shower and foot wash. Play or relax by the pool. Outdoor furniture is perfect for eating or entertaining outside. Lounge furniture is perfect for... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    1 / 24
    4.5 of 5 bubbles (8) Very good
    Holmes Beach
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Washer
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    • Satellite TV
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    • Porch
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    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    At first glimpse, Happy Heron will make you smile! Just one short block away from the pristine water of the Gulf of Mexico and Anna Maria Island's gleaming white sand beaches, this one-bedroom, one-bath vacation rental has been completely remodeled inside and out for your vacationing pleasure.... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    3 of 5 bubbles Reviewed 26 June 2016
    We have stayed many times on the island, and actually stayed at two homes on the same street at different times. Unfortunately, we used a different service, and when I complained...
    5 of 5 bubbles Reviewed 25 September 2014
    Nicely decorated and furnished, spacious apartment in a great location 5 minutes walk from the beach. Appreciated the beach chairs/towels etc being included as part of the deal...
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    1 / 24
    Holmes Beach
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Grill
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    • Pet-friendly
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    • x
    About this property
    Please note these Check-in Day Requirements for this property: Jan 01 - Dec 31 : Saturday check-in required, Saturday check-out required.; Updated Holmes Beach Island home just steps to the Gulf of Mexico beaches. Enjoy this vacation rental with a caged heated pool and a brand new paver area... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    1 / 9
    5 of 5 bubbles (1) Excellent
    Holmes Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Washer
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    • Private Outdoor...
    • DVD Player
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    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Eye-popping Peach Bellini is a newly renovated, small-dog friendly, 2 Bedroom/2 Bath Villa. Whether you relax in the private heated pool nestled in a lush tropical landscaped setting or take a short 2-3 minute stroll to the sugar white sand beaches this bunglaow and its conveinient location will... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    5 of 5 bubbles Reviewed 6 April 2014
    We chose Peach Bellini from the photos on line and they did not lie. Peach Bellini is a wonderful place to stay. Both bedrooms were wonderful and the kitchen contained...
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    1 / 25
    Anna Maria
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Pet-friendly
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    • Smoking allowed
    • x
    About this property
    Please note these Check-in Day Requirements for this property: Jan 01 - Dec 31 : Saturday check-in required, Saturday check-out required.; Welcome to "Holly Hideaway" located on the northern end of beautiful Anna Maria Island. This lovely two bedroom and two bath vacation rental features all... View all property information
    Location Information
    Anna Maria, Anna Maria Island 34216