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Anna Maria Island vacation rentals

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Top-rated vacation rentals in Anna Maria Island

Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.

Rental unit in Bradenton Beach
Playa Esmeralda INN suite #1A
* The Best on Bradenton Beach!! unit # 1A. with the 3C "Clean, Comfy, close to the beach! PLAYA ESMERALDA is a charming cottage studio ONLY 20 steps to the beach. This is a unique, nicely decorated with a island vibe, The Studio fits only two people, offers a queen bed, small bathroom and a Kitchenette. there is a futon that fits a child. parking space for one car included. Check-in is 3 Pm and check-out is 10 Am. Location is fabulous, you can walk to any place you need.!!!! PLAYA
$151 per night
Home in Holmes Beach
Tip’Sea Turtle Anna Maria island
Located on Anna Maria island, steps across the street to the beach. Enjoy the Gulf of Mexico or your private pool. Newly remodeled interior. Close to grocery store and restaurants. Large private outdoor patio area to grill and entertain. Holmes Beach is less than 50 steps away. Outdoor shower to get the sand off before you enter your cozy experience. Definitely a beach feel interior. Everything you are looking for in a beach rental. Close to everything. Walking distance to everything. Relax :)
$174 per night
Rental unit in Holmes Beach
AMI Ohana Beach Resort A with fabulous salt pool!
The location is perfectly situated in the middle of the island with quick access to the beach (3 minute walk from door to shore without crossing Gulf Drive), Publix grocery store, Walgreens, Manatee Public Beach, shopping, restaurants and more. The free trolley stop is steps away offering an affordable way to explore the whole island. Ohana Beach Retreat is a newly renovated triplex in Holmes Beach on Anna Maria Island. Come enjoy our heated salt water pool in an oasis of palm trees.
$155 per night

Anna Maria Island house rentals

Home in Holmes Beach
Breezy Harbor AMI pool retreat near the Beach
$149 per night
Home in Holmes Beach
Sandy Feet: Dog Friendly, 1 Block to Beach
$117 per night
Home in Anna Maria
Beachfront Home with Amazing Deck Views!
$302 per night
Home in Holmes Beach
The Peachy Beach House, steps to the gulf
$211 per night

Anna Maria Island villa rentals

Villa in Holmes Beach
Comfortable 2BR | Patio | Pool |
$225 per night
Villa in Holmes Beach
1 Bedroom, Islands West Resort - Villa #5 Seashell
$115 per night
Villa in Holmes Beach
Quiet 2BR | Patio | Pool | W/D
$231 per night
Villa in Holmes Beach
Calico - Family Oasis - Steps from the Sand
$361 per night

Anna Maria Island condo rentals

Condo in Holmes Beach
#terraceLIFE on AMI
$147 per night
Condo in Anna Maria
Stylish 1BR Close to Beach/Dining | Pool
$195 per night
Condo in Holmes Beach
Island Beach Paradise, Close to Everything, Bikes
$105 per night
Condo in Holmes Beach
Sea Breeze ~ The Perfect Getaway
$188 per night

Your guide to 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.

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 to book one of the area’s vacation rentals for a winter holiday, make sure to pack a layer for cooler evenings.

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.