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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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  1. Entire condo
  2. Bradenton Beach
AMI Beach + Gulf View Retreat

Perfect location!! Relax... Wake up to the sunrise across the bay. Check out the beach, dolphins and fish jumping, and birds diving in the Gulf. Head out to the white powder sand beach. Enjoy a dip at the large pool. Watch the sunset into the sea from the beach or living room or master bedroom or the lanai's open-air patio. End the perfect day with a walk across the street to BeachHouse Waterfront Restaurant or a couple blocks south to the AMI "Hot spot" Bridge Street restaurants for dinner!

$242 per night
  1. Entire rental unit
  2. Holmes Beach
Villa Seashell - Amazing 1 bedroom Villa at new Islands West Resort! Close to beach with pool!

Resort Unit Layout: • Bedroom 1 - King bed, full bathroom in the hallway with shower/tub combo There is also a Queen Sleeper Sofa in the Living Room Islands West Resort Features: • Shared Pool • Shared BBQ grills and Outdoor "Living Room" with cozy couches and lounge chairs to enjoy the beautifully lush landscaping • Brand-new Luxury Villas • Just a 2-minute walk to the beach! • Unbeatable central location close to the grocery store and shops • Pet Friendly Welcome to Villa Seashell at The Islands West Resort! If you have ever wanted to experience the "Tiny House Living" trend, then you are in luck! Make yourself at home at this brand new construction bungalow! This top-notch villa is beautifully decorated and has all the conveniences you could want. Inside you will find a cozy main living space that consists of a kitchen with full-size appliances, a dining area that seats four, and a comfortable sleeper sofa. Curl up after a long day of frolicking at the beach and watch your favorite show on the large flat-screen TV. Or maybe take a well-deserved nap in the bedroom on the super plush, pillow-topped king size bed! If you are the type of person who doesn't want to miss a beat, then walk out your back door and have a seat in your lushly landscaped, private patio space. Or, perhaps meander down the pathways of the shared courtyard to the outdoor "living room" featuring comfy couches and loungers to get some sunshine. Meet some new friends up on the sundeck or take a dip in the heated community pool that all of the Islands West villas share! Everything you could want is in close proximity to this awesome little house. You are across the street from the beach and just a couple blocks away from shops! Come check out this property at the luxury Islands West Resort on Anna Maria Island today and have the time of your life! This property allows pets - there will be an additional pet fee associated. AMI Locals Pet Policy: Dogs are allowed under certain conditions and ALL animals, including service animals, must be disclosed and approved prior to arrival. We cannot accept cats. There will be an additional pet fee charged upon approval by AMI Locals. Weight limit of 50 lbs max total for 1 or 2 dogs combined. No dangerous breeds allowed. Please see our AMI Locals Rental Policies for full details. This home is managed by AMI Locals, an Anna Maria Island property management company. We do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age.

$101 per night
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  1. Entire home
  2. Anna Maria
Memories are Made in Flip Flops

The Seaside Sanctuary is the ground level unit of a beachfront duplex. It is the 2nd home from the beach with no roads to cross. The front yard is literally thirty steps from one of the most pristine beaches on the Gulf of Mexico. If you open the windows at night, you can hear the rolling surf and smell the salt air. The house is located on a quiet residential street near the north tip of the island. There is no public parking in this area so you pretty much have the beach to yourself. The front deck features plenty of seating and is a great place to relax and enjoy the beautiful Florida weather. The house is clean, comfortable and well appointed. The back yard has a shed filled with beach gear, a BBQ grill, picnic table, chiminea and a sun sail shade. We welcome well behaved dogs and have a fully fenced yard for your pup to play.

$245 per night

Vacation rentals for every style

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Anna Maria Island house rentals

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  1. Entire home
  2. Anna Maria
2nd House from the Beach with No Roads to Cross
$233 per night
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  1. Entire home
  2. Bradenton Beach
Ohana Beachside 1 Bedroom - 150 feet from beach
$156 per night
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  1. Entire home
  2. Holmes Beach
The Peachy Beach House, steps to the gulf
$299 per night
  1. Entire home
  2. Bradenton
Chiclana II at Sunny Shores 1.2 miles to Beach
$76 per night
  1. Entire home
  2. Holmes Beach
Relaxing beachside escape with peekaboo ocean views and rooftop deck
$217 per night
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  1. Entire home
  2. Holmes Beach
AMI Sand Dollar
$199 per night
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  1. Entire home
  2. Holmes Beach
Ohana Hale North 1 Bedroom
$159 per night
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  1. Entire home
  2. Holmes Beach
Salty Harbor AMI pool retreat 6min to the Beach🏝
$291 per night
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  1. Entire home
  2. Bradenton Beach
Ohana Beachside 2 BR Bungalow - 150 ft from beach
$180 per night
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  1. Entire home
  2. Bradenton Beach
Ohana Beachside 2 BR Gulf view - 150 ft from Beach
$180 per night
  1. Entire home
  2. Anna Maria
Breezy canalfront home w/ heated pool & dock - 3 blocks to Bean Point Beach
$331 per night
  1. Entire home
  2. Anna Maria
Bamboo Bungalow - Luxury 3 bd beach home with pool and spa! Canal front with dock!
$278 per night

Anna Maria Island villa rentals

  1. Entire villa
  2. Holmes Beach
Island villa with heated private pool, tranquil courtyard, easy beach access
$220 per night
  1. Entire villa
  2. Holmes Beach
Newly-built home near Gulf beaches with heated private pool & free WiFi
$337 per night
  1. Entire villa
  2. Holmes Beach
Comfortable island villa with private heated pool, courtyard & easy beach access
$226 per night
  1. Entire villa
  2. Holmes Beach
Welcoming condo close to the beach with heated private pool and free WiFi
$319 per night
  1. Entire villa
  2. Holmes Beach
Upscale tropical getaway with private pool & spa, elevator, and more
$369 per night
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  1. Entire villa
  2. HOLMES BEACH
Manatee Beach 1BR at Casa Coconut AMI#3
$127 per night
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  1. Entire villa
  2. HOLMES BEACH
Casa Coconut AMI#1 @Manatee Beach
$160 per night
  1. Entire villa
  2. Holmes Beach
CALICO★Tropical Pool★Walk to Beach★Family Friendly
$493 per night
  1. Entire villa
  2. Holmes Beach
PALM HAVEN BEACH SIDE VILLA
$229 per night
  1. Entire villa
  2. Longboat Key
Gulf to Bay Resort - 1 BR
$116 per night
  1. Entire villa
  2. Anna Maria
Northshore Beach House - North Anna Maria Island
$221 per night
  1. Entire villa
  2. Holmes Beach
BEACH WALK #1 BEACH SIDE VILLA
$208 per night

Anna Maria Island condo rentals

  1. Entire condo
  2. Holmes Beach
1 Bedroom Cottage at Beachfront Coconuts Resort!
$164 per night
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  1. Entire condo
  2. Holmes Beach
Island Beach Paradise, Close to Everything, Bikes
$155 per night
  1. Entire condo
  2. Bradenton Beach
Anna Maria Island Beach Waves
$147 per night
  1. Entire condo
  2. Holmes Beach
Anna Maria Island Beach Condo w/ Stunning Views!
$239 per night
  1. Entire condo
  2. Holmes Beach
Coconuts Beachfront #106 - Right on the Sand! Incredible Views!
$246 per night
  1. Entire condo
  2. Anna Maria
Updated bayside condo with heated pool - across the street from the beach
$190 per night
SUPERHOST
  1. Entire condo
  2. Holmes Beach
Beach Haven #204
$200 per night
  1. Entire condo
  2. Holmes Beach
Anna Maria Island Sunshine Kiss Villa
$131 per night
  1. Entire condo
  2. Anna Maria
Stylish bayside condo with WiFi & pool - close to the beach & restaurants
$185 per night
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  1. Entire condo
  2. Bradenton Beach
Luxury, Fully Stocked, Next to Pool & Beach-202
$169 per night
  1. Entire condo
  2. Anna Maria
Sand And Sea 111 B by Anna Maria Island Accommodations
$133 per night
  1. Entire condo
  2. Bradenton Beach
Bright open-concept condo with pool - near beach, restaurants, & pier
$123 per night

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.


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 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.