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Anna Maria Island vacation rentals

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Top-rated vacation rentals in Anna Maria Island

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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 ESMERALDA COTTAGE has the best location in Anna Maria island/ Bradenton Beach, for such a good price you can rest and party. just 20 steps from the white sandy beach and a block away from Bridge street with shopping center, tiki bars, high end restaurants and beach restaurants, Mini golf for kids, everything is with walking distance!!.. it is definitely a place for your next vacation!!!! and if you want to go further.. just wait for the free yellow trolley to take you around! no need for a car! this property has a parking spot and a nice deck where they will be able to rest. PLAYA ESMERALDA has the BEST location in Bradenton beach; there is not need for a car since everything you need is within walking distance! come and enjoy your vacation!!
Individual Host
Condo in Bradenton Beach
Beach Escape & Pool, steps to Gulf & restaurants
Located steps from the beach, Villa #1 (in this 5 unit quaint condo building) is close to everything Anna Maria Island has to offer. Perfect for a small family or a romantic getaway. 2 minute walk to beautiful Bradenton Beach as well as Bridge Street shops and waterfront restaurants. The heated pool is directly out your back door. New queen pull-out couch in the living room and a comfortable king bed in the master. Updated, well-appointed kitchen has everything you need to enjoy meals at home.
Individual Host
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Condo in Holmes Beach
Beach, Pool, Tennis, Bikes, Close to Everything
This bright, newly renovated condo is conveniently located one block from award-winning beaches, a grocery store, pharmacy and many restaurants. If you want a peaceful getaway with a beautiful/quiet pool at the condo, outdoor bay water view seating area, quick access to the beach, this is for you. 2 bikes are included to explore beautiful Anna Maria Island. Price includes county vacation rent taxes, utilities/cable/Wifi. This condo's location has easy on-off island travel to Sarasota/Bradenton.
Individual Host
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Anna Maria Island house rentals

Home in Holmes Beach
Sandy Feet: Dog Friendly, 1 Block to Beach
Professional Host
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Private room in Pinellas Park
Free coffee, breakfast, beach essentials.
Individual Host
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Home in Anna Maria
New Prof Decorated-Pool/Spa 5 minute walk 2 Ocean
Individual Host
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Private room in Largo
Splash room with bathroom, 5 miles to the beach
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Home in Holmes Beach
The Peachy Beach House, steps to the gulf
Individual Host
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Home in Bradenton Beach
50 Steps to Beach. Hot Tub! 1bd modern cottage
Individual Host
Home in Bradenton Beach
Sea Forever at Beach Dreams Resort unit F
Individual Host
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Home in Anna Maria
CHARMING HOUSE W/HEATED POOL,STEPS TO BEACH UNIT B
Professional Host
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Home in Bradenton Beach
5 STARS! Tropical Salt H2O Pool, Steps to BEACH!!
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Home in Holmes Beach
Cozy beach house with pool - 1 block from beach!
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Home in Anna Maria
Aloha Fern: Pool, Near Bean Point & Rod & Reel
Professional Host
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Home in Anna Maria
Anna Banana: 3 Houses to Beach North End AMI, Pool
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Anna Maria Island villa rentals

Villa in Holmes Beach
Calico - Family Oasis - Steps from the Sand
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Villa in Holmes Beach
Vacay in luxury! So close to the beach!
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Villa in Holmes Beach
Stunning villa close to the beach!
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Villa in HOLMES BEACH
Great location near Manatee Beach 1BR at Casa Coco
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Villa in Holmes Beach
Quiet 2BR | Patio | Pool | W/D
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Villa in Holmes Beach
Modern 3BR 2nd-Floor | Balcony | Pool
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Villa in Holmes Beach
Comfortable 2BR | Patio | Pool |
Professional Host
Villa in Anna Maria
Barefoot by the Bay at Bayside Bungalow
Professional Host
Villa in Anna Maria
Adorable Condo. Perfect for Romantic Vacay!
Professional Host
Villa in Anna Maria
Bean Point Residence
Individual Host
Villa in Holmes Beach
Darling 4BR Gulffront | Patio | W/D
Professional Host
Villa in Longboat Key
WATERFRONT CONDO, PRIVATE BOAT DOCK, BEACH ACCESS!

Anna Maria Island condo rentals

Private room in Bradenton
Shared condo near Anna Maria Island
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Condo in Holmes Beach
1/1 STEPS to Beach w/ Heated POOL - Sleeps 4
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Condo in Holmes Beach
Beachfront Bungalow! Newly updated 1 bedroom!
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Condo in Holmes Beach
Sea Breeze ~ The Perfect Getaway
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Condo in Holmes Beach
The Villas 2A by Duncan Real Estate
Professional Host
Condo in Bradenton Beach
Best Beach getaway steps from the Gulf of Mexico
Individual Host
Condo in Holmes Beach
Island Beach Paradise, Close to Everything, Bikes
Individual Host
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Condo in Holmes Beach
Anna Maria Beach Place...footsteps to the sands
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Condo in Holmes Beach
Anna Maria Island-just a few steps to the beach
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Condo in Holmes Beach
Beach Haven #204
Condo in Holmes Beach
Spacious Condo On the Beach
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Condo in Bradenton Beach
Beachfront condo in paradise
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Your guide to Anna Maria Island

Introduction

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.


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 to book one of the area’s vacation rentals for a 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.