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Vacation rental beach houses in Anna Maria

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Top-rated houses in Anna Maria

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CHARMING HOUSE W/HEATED POOL,STEPS TO BEACH UNIT B
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Entire residential home · 4 guests · 3 beds · 1 bath

CHARMING HOUSE W/HEATED POOL,STEPS TO BEACH UNIT BLocation! North end of Anna Maria Island . This charming two story duplex- each unit has two bedrooms , one bathroom. Rent one unit or both. Perfect for a group of extended family and friends who want their own place but still be right together as a group. Heated inground pool, steps to the Bean Point Beach . Includes beach chairs, umbrellas and all you need for a perfect day at the beach! Heated pool , private seating, grilling areas, bicycles and much more available.

Ohana Beachside Studio - 150 ft from the beach
SUPERHOST
Entire residential home · 2 guests · 1 bed · 1 bath

Ohana Beachside Studio - 150 ft from the beachAloha and welcome to our island home. "Ohana" is Hawaiian for family and that is who you are when you stay with us. Our studio is designed for the ideal couples get away. There is a queen bed, loveseat, and spacious bathroom. The layout is similar to a hotel room. We have a 3rd floor deck guests utilize to watch the sun sink into the earth over the Gulf of Mexico or enjoy soaking up the sun. You are 150 feet from stepping into the pristine white sands and turquoise waters of the Gulf.

⭐️Escape to Anna Maria ⭐️ fischervacationrentals
SUPERHOST
Entire residential home · 6 guests · 5 beds · 2 baths

⭐️Escape to Anna Maria ⭐️ fischervacationrentalsWelcome to paradise! ANNA MARIA ISLAND is the first of the barrier islands located along Florida's Gulf Coast. It is about 7 miles long and 1/2 a mile wide. It is known for beautiful beaches, breathtaking sunsets and a boat load of really nice people. The number one activity in the area is to DO NOTHING AND RELAX ON THE BEACH.

Vacation rentals for every style

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Popular house amenities in Anna Maria

  • Pool
  • Pets allowed
  • Air conditioning
  • Kitchen
  • Wifi

Cottages in Anna Maria

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Turtle Cottage - Anna Maria Island
$209 per night
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Adorable Pine Ave Cottage ❤️Walk to Beach and Bay!
$191 per night
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50 Steps to Beach🏖. Hot Tub! 1bd modern cottage🏝
$309 per night
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Bradenton Beach Sunsets III
$160 per night
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Calypso- an Anna Maria Island coastal cottage!
$255 per night
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Tropical Luxury by the Beach and Pet Friendly!
$128 per night
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Beach Cottage with private garden
$182 per night
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NEW LISTING! Sailfish Gulf Suites #3, Modern Amenities, Steps to the Beach
$173 per night
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Tides Inn 2 on the Bay
$149 per night
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Cute and cozy by the waves, sleeps 6 - Sunny Daze
$171 per night
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Cheerful 1-bedroom Island Cottage With Pool
$140 per night
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The Barefoot Gypsy-Quaint remodeled beach cottage
$279 per night

Pet-friendly houses

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Sea AMI
$260 per night
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AMI Sand Dollar
$149 per night
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Beach Chic! Ensuite bathrooms with a yard.
$124 per night
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Sugar Sunsets AMI -Unit A. Steps to the beach!
$254 per night
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⭐️ Seaside Sanctuary ⭐️ fischervacationrentals
$199 per night
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Captain's Quarters at Spinnakers Vacation Cottages
$279 per night
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Ohana Hale North 2 Bedroom
$145 per night
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Old Florida Home Minutes From Anna Maria Beaches
$99 per night
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Ohana Hale North 1 Bedroom
$129 per night
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AMI Starfish
$175 per night
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Ground Level Historic Cottage Steps to Beach!
$204 per night
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Paradise Found Family & Friends Retreat
$206 per night

Houses with pools

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AMI New Luxury Home With Panoramic Gulf Views
$710 per night
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Golf cart +4bd/2b w large outdoor pool/shower/deck
$286 per night
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Villa La Esperanza En El Mar 1
$250 per night
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Spectacular home 700 feet from the beach!
$237 per night
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Island Oasis on Anna Maria Island off Pine Ave
$354 per night
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Luxurious Private Pool Elevator Beach/Bay views
$599 per night
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5-Star Home! Rare Fall and December Availability.
$362 per night
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Perfect Hideway- easy 5 min walk to the beach!
$240 per night
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Anna Cabana B
$156 per night
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The Happy Hibiscus Island Oasis with Ocean Views
$464 per night
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Steps to the Beach! Pool/spa! Golf Cart Included!!
$750 per night
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White Pearl-New Premier AMI Home with Sunset Views
$713 per night

Your guide to Anna Maria Island

All About Anna Maria Island

With its beautiful beaches and brilliant blue waters, this seven-mile barrier island offers a nostalgic idyll on the Gulf of Mexico. Over the years, residents have proudly resisted development, so Anna Maria’s vibe is decidedly low-key, with thatched-roof open-air bars and fresh fish restaurants dotting the waterfront. Here, where the island-wide speed limit is 35 miles per hour, the pace of life is literally slower. There are three small towns on the island — Bradenton Beach in the south, Holmes Beach in the middle, and the largest, Anna Maria, in the north — each with its own charms.


How do I get around Anna Maria Island?

Sarasota-Bradenton International Airport (SRQ) is the closest airport at 20 miles away. You can take a taxi or rent a car to carry you over one of the two bridges that connect Anna Maria Island to the mainland. Once you settle in, you may not use a car much. The island is extremely walkable, and operates a free trolley between 6 a.m. and 10 p.m. with 14 stops, including at the beaches. Many visitors also choose to rent bikes or golf carts.


When is the best time to stay in a vacation rental in Anna Maria Island?

January through April and October through December are popular months to visit as they offer temperatures between 70 and 80 degrees Fahrenheit. April and May bring temperatures in the high 80s, and June through September can be quite hot, with temperatures in the 90s. If you opt for a sunny winter holiday, make sure to pack a layer for cooler evenings.


What are the top things to do in Anna Maria Island?

Coquina Beach

You won’t have trouble finding a spot for your towel on this serene beach with sand dunes and waving beach grass. Although more sedate than nearby Manatee Public Beach, which draws more crowds, Coquina Beach doesn’t scrimp on amenities. There are picnic tables, bathrooms, and a lifeguard, making it an ideal spot for families. Bring a picnic, or fuel up at the Coquina Beach Cafe, which serves breakfast, fish tacos, and — for the grown-ups — frozen drinks at its tiki bar.

Coquina Baywalk

Get acquainted with the island’s unique ecosystem on this short walk through Leffis Key Preserve on an elevated wooden walkway. You’ll see mangrove trees alongside thousands of native plant species. You’re also likely to spot local wildlife such as geckos, crabs, stingrays, and birds — including the remarkable frigatebird, famous for showboating males who inflate an enormous red pouch under their beaks when courting.

Bean Point Beach

If you’re yearning for that Robinson Crusoe feel, Bean Point Beach is your best bet. Located on the northern tip of the island, this gorgeous stretch of sand is where the island’s founding family, chose to build their estate in 1892. Their homestead is long gone, but the beauty that drew them to the land is very much present. Off the beaten path, this public beach has no parking lots or lifeguard. What it does have is scenic splendor, a calming sense of privacy, and unobstructed sunset views.

Anna Maria Island Historical Society Museum Complex

Home to a former icehouse converted to a museum and a restored cottage built in 1920, many visitors flock to this site to snap a quirky photo at the island’s former jail, built in 1927. Its wooden roof burned in 1940, and since then it’s been reborn as a kitschy photo op.

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