Anna Maria Island Vacation Rentals

(57 rentals)
Gulf "Beach Bungalow"

Gulf "Beach Bungalow"

1 BR | 2 BA | Sleeps 4 | Quick View

$100

per night

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"Shady Palms" - Real Gulf-Front Beach House - One Step to the Beach !

$286

per night

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Villa Del Mar

Villa Del Mar

4 BR | 4 BA | Sleeps 10 | Quick View

$504

per night

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4 BR 'Nantucket-Style' Home w/ Heated Pool, Short Walk to Beautiful Gulf Beach

$225

per night

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The Merry Mermaid on Beautiful Anna Maria Island is ready for you!

$100

per night

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Full Beach Views! Kayaks and Sunsets! This Place Rocks!

$129

per night

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ALECASSANDRA VACATION VILLAS

ALECASSANDRA VACATION VILLAS

11 BR | 10 BA | Sleeps 32 | Quick View

$229

per night

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Casita Marina - 11101

Casita Marina - 11101

3 BR | 2.5 BA | Sleeps 8 | Quick View

$180

per night

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Casita Marina - 11103

Casita Marina - 11103

2 BR | 2 BA | Sleeps 6 | Quick View

$157

per night

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'Elegance' 100 Steps From The Beach

$276

per night

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Convenience & Comfort at Beach House for Family Fun.

Convenience & Comfort at Beach House for Family Fun.

3 BR | 2.5 BA | Sleeps 8 | Quick View

2
Owner special: Beaches have much improved from Red Tide problem and can Google Red Tide on Anna Maria Island.

$214

per night

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Newly decorated home at the Northern end of Anna Maria Island, Florida.

Newly decorated home at the Northern end of Anna Maria Island, Florida.

3 BR | 3 BA | Sleeps 8 | Quick View

1

$180

per night

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"Ocean View Avenue Retreat" Private Pool and Poolside Theatre

$221

per night

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Almost Beach Apartments

Almost Beach Apartments

2 BR | 1 BA | Sleeps 5 | Quick View

$90

per night

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Absolute Anna Maria

Absolute Anna Maria

2 BR | 2 BA | Sleeps 6 | Quick View

$150

per night

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Tradewinds Resort-Vacation Cottage Rental

$126

per night

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4 Bed, 3 bath 3 Houses To Beach Private Pool Elevator

$200

per night

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Bradenton Beach Club - Sleeps 6 with Private Beach Access

$129

per night

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Coconut Cove

Coconut Cove

6 BR | 4 BA | Sleeps 14 | Quick View

$399

per night

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Inn Real Life, A White House Vacation Property

Inn Real Life, A White House Vacation Property

1 BR | 1 BA | Sleeps 4 | Quick View

1

$114

per night

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Emerald Bay

Emerald Bay

3 BR | 3 BA | Sleeps 6 | Quick View

$125

per night

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BEACH FRONT HOUSE with TIKI HUT ....SHADY PINES yard is 1 step to beach.

$250

per night

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Ocean View

Ocean View

1 BR | 1 BA | Sleeps 1 | Quick View

$499

per night

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307 65th Street

307 65th Street

5 BR | 4 BA | Sleeps 10 | Quick View

$299

per night

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Sea Breeze

Sea Breeze

3 BR | 2 BA | Sleeps 7 | Quick View

$143

per night

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Paradise Found

Paradise Found

6 BR | 6 BA | Sleeps 12 | Quick View

$428

per night

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Crosswind Cottages

Crosswind Cottages

3 BR | 2 BA | Sleeps 6 | Quick View

$143

per night

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Beach Bliss

Beach Bliss

3 BR | 3 BA | Sleeps 6 | Quick View

$99

per night

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Relax at The Ulmer House...right on the beach...gulf views everywhere!

$286

per night

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Seahorse Beach House

Seahorse Beach House

4 BR | 3 BA | Sleeps 8 | Quick View

$225

per night

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Turtle's Bay

Turtle's Bay

3 BR | 3 BA | Sleeps 6 | Quick View

$199

per night

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Manna-Tee Beach House is your Home Away from Home and close to the Beach

$199

per night

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Sandy Shores Condo

Sandy Shores Condo

2 BR | 2 BA | Sleeps 4 | Quick View

$129

per night

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Caribbean Surf

Caribbean Surf

3 BR | 2 BA | Sleeps 6 | Quick View

$214

per night

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Anna Maria Island Townhouse - Simply Beautiful!

$200

per night

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Oasis By The Beach

Oasis By The Beach

5 BR | 4 BA | Sleeps 12 | Quick View

$328

per night

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Sunset & Sand

Sunset & Sand

4 BR | 3 BA | Sleeps 8 | Quick View

$199

per night

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Casa Amiga

Casa Amiga

4 BR | 4 BA | Sleeps 10 | Quick View

$349

per night

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Mermaid's Crossing

Mermaid's Crossing

4 BR | 3 BA | Sleeps 10 | Quick View

$399

per night

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Vitamin Sea

Vitamin Sea

5 BR | 5 BA | Sleeps 12 | Quick View

1

$499

per night

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Salt Air East

Salt Air East

2 BR | 2 BA | Sleeps 6 | Quick View

$171

per night

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Angel Sea

Angel Sea

6 BR | 3 BA | Sleeps 12 | Quick View

$199

per night

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Mermaids Landing

Mermaids Landing

6 BR | 5 BA | Sleeps 12 | Quick View

1

$428

per night

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OCEAN 72

OCEAN 72

2 BR | 2 BA | Sleeps 6 | Quick View

$100

per night

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Absolutely perfect

Absolutely perfect

2 BR | 2 BA | Sleeps 4 | Quick View

2

$100

per night

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Flip Flops Forever

Flip Flops Forever

5 BR | 3 BA | Sleeps 10 | Quick View

Island Dream

Island Dream

3 BR | 2 BA | Sleeps 6 | Quick View

Costa Lotta

Costa Lotta

3 BR | 3 BA | Sleeps 6 | Quick View

Summer Breeze

Summer Breeze

4 BR | 3 BA | Sleeps 8 | Quick View

Coconut Breeze Estate

Coconut Breeze Estate

4 BR | 4 BA | Sleeps 12 | Quick View

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Local Weather

 | 

74°  52°
JANUARY
Ocean 65°
76°  54°
FEBRUARY
Ocean 65°
79°  57°
MARCH
Ocean 68°
83°  61°
APRIL
Ocean 74°
88°  67°
MAY
Ocean 79°
91°  72°
JUNE
Ocean 83°
91°  73°
JULY
Ocean 85°
92°  74°
AUGUST
Ocean 87°
90°  73°
SEPTEMBER
Ocean 85°
86°  67°
OCTOBER
Ocean 82°
81°  60°
NOVEMBER
Ocean 76°
76°  54°
DECEMBER
Ocean 70°

Choose a vacation rental on the little island that has it all

A mere 20 minutes from Bradenton, laid-back Anna Maria Island awaits. What feels like “old” Gulf Coast Florida with strict business regulations, little to no car traffic, and a peaceful way of life. That’s right, you won’t find any chain restaurants or high-rise, view-blocking buildings here. And oh, the beaches! A seven-mile strip of beautiful white-sand beaches line the barrier island of Anna Maria Island between the turquoise Gulf of Mexico and peninsular Florida. It won’t be difficult to unwind here.

Anna Maria Island has amazing beachfront with available accommodations for you. When staying in one of our Anna Maria Island vacation rentals instead of hotel, you’ll have much more space and privacy, plus cost savings when booking a property for a large group. Use the filters to narrow down your choices and choose the rental that calls to you, just like Anna Maria Island does.

Climate

You come to Florida for warmth and guaranteed clear skies. You’ll find all that and more in Anna Maria Island. The average year-round temperature in Anna Maria Island is a comfortable 75 degrees making it an ideal destination to visit during any month. You won’t see too much shifting of temps and precipitation here, though try to avoid hurricane season in the fall. Otherwise, you can’t go wrong whenever you visit.

Getting around

Hop around the island on the Anna Maria Trolley, as it runs north to south from the pier all the way to Coquina Beach. It stops every few blocks for riders to get on and off. Since parking is rare throughout the city, the trolley is a fan favorite. The best part? This scenic, air-conditioned ride is completely FREE!

Top activities and attractions

Your family won’t run low on things to do in Anna Maria Island. You’re visiting for the beaches, of course, and the best public one is known as Bean Point, located at the north end of the island. From here, you can walk around the entire island without leaving the sand. At the southern end of the area you’ll find Bradenton Beach which is another highly-rated, soft-sand place to spread your blanket and enjoy the sun. Of course a seaside city excels at water sports, too. Try your hand at parasailing, snorkeling, jet-ski, water ski, and many more activities on the turquoise blue waves.

Once you’re through with the surf, walk along the Anna Maria City Pier. Over 100 yrs old, the Pier offers up some great views of Tampa Bay and the Sunshine Skyway bridge at the northern end of the island. Visitors can see an array of birds and marine life, including dolphins and manatee. For more scenic and historic walking, check out Coquina Baywalk. This pleasant park is fun to explore. Winding boardwalks and trails along the water's edge, hidden in the mangroves.

The local museums and art galleries are popular attractions as well and great alternatives to outdoor activities. Spend an afternoon at the Anna Maria Island Historical Museum and Park. Visitors to the museum and park can learn about the island’s history, take part in a scavenger hunt, and tour the cottage that fell into the bay.

Shopping and dining

You’ll want to shop the day away on Pine Avenue, known as “the greenest little main street in America”. It’s lined with boutiques all the way up to the City Pier. Holmes Beach is also a populars shopping center ideal for grabbing that perfect souvenir.

Nestled alongside the storefronts are award-winning dining options. For those with a sweet tooth, The Donut Experiment serves up custom creations daily including a Fruity Pebbles inspired masterpiece. Yum! Fresh seafood abounds, like at the popular Waterfront Restaurant and upscale Blue Marlin Grill. For a taste of Europe, and German hops, visit Old Hamburg Schnitzelhaus serving up sausage, beer, and pretzels - each more delicious than the last.

Events

Although we discussed how the year-round flawless weather makes AMI an ideal choice no matter the month, time your trip to coincide with some popular area events to maximize fun. Heritage Day in February features the wares and skills of local artists and crafters, and attendees can take part in activities, enjoy lively music and participate in old-fashioned games for kids. Later in spring, the Bridge Street Merchants host the Blues, Brews & BBQ event to showcase the area’s top musical talents. Outdoor Market Sundays take place November through April with crafts and local produce for sale.

Anna Maria Island beach rentals on FloridaRentals.com

Booking Anna Maria Island rentals on FloridaRentals.com can save you up to 20% over our competitors. Plus, we have a wide array of inventory appealing to any group size or traveler tastes. Happy planning!