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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.

Apartment · Holmes Beach
Beach Blessings Cottage by Anna Maria Island Accommodations
Beach Blessings Cottage 106 72nd St, Unit B Holmes Beach, FL 34217 1 House to Gulf Beaches Beach Blessings Cottage is a 1 bedroom 1 bath duplex. This unit is ground level and is the front of the duplex. Relax on your own private porch listening to the waves or take just 30 steps to the beach. Enjoy being just steps from the white sand Gulf beaches of Anna Maria Island. Take a short trolley ride to the shops and restaraunts of Holmes Beach or Pine Ave in Anna Maria. This homes great central location is right next to a free trolley stop and located on a very quiet residential street. Beach Blessings Cottage is perfect for your next romantic getaway. Sleeps 2! You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property. There is no washer and dryer at this property. Bedroom 1: Queen with TV on Floor 1 Vacation Rental Certificate VRC17-000046
Oct 4 – 11
$114 per night
Condo · Bradenton Beach
Cute 1Bedroom Beach condo, only steps from beach!
Enjoy beautiful Bradenton Beach in our newly refurnished vacation rental. We invite you to lounge by our crystal blue pool, swim in the calm gulf waters, or walk along AMI's sugar sand beaches. 2 guests are ideal in our 1bedroom queen apartment, but we have a double height 24in queen air mattress to accomodate up to 4 guests. The kitchen is fully equiped and features full sized fridge, stove, oven & coffee maker. The unit has high speed wifi, smartTV, Netflix, cable, & DVD.
Jul 28 – Aug 4
$131 per night
Superhost
Condo · Holmes Beach
Beach Haven #204
Beach Haven #204 at Seaside Beach House is favorite for guests of Holmes Beach and Anna Maria Island. This 1050 sq ft. One Bedroom, One Bathroom, on the beach condo is a welcome haven from the busyness of life. Whether you prefer relaxing by the pool or to walk 20 feet onto the white sands, this condo offers an escape from the world. With a Kingsize Bed and a Queen Sofa sleeper this a perfect family getaway. Enjoy your morning coffee and evening watching the sunset on the balcony.
Apr 30 – May 7
$225 per night
Superhost

Vacation rentals for every style

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Stay near Anna Maria Island's top sights

Photo of Manatee Public Beach
Manatee Public Beach20 locals recommend
Photo of Beach Market at Coquina Beach
Beach Market at Coquina Beach9 locals recommend
Photo of Cortez Beach
Cortez Beach9 locals recommend
Photo of Anna Maria Island
Anna Maria Island116 locals recommend
Photo of Manatee Beach Park
Manatee Beach Park3 locals recommend
Photo of Bean Point
Bean Point21 locals recommend

Anna Maria Island house rentals

Home · Anna Maria
2nd House from the Beach with No Roads to Cross
Sep 3 – 10
$376 per night
Superhost
Home · Holmes Beach
Kiwi Cabana by Beach Boutique Rentals
Aug 18 – 25
$282 per night
Superhost
Home · Holmes Beach
Luxury Beach House, AMI | Pool Paradise | Pets Ok!
Sep 6 – 13
$284 per night
Superhost
Home · Holmes Beach
Beach Town 1 Bedroom Apt.
Mar 9 – 16
$145 per night
Home · Holmes Beach
Golf cart + 4bd/3b w pool/outdoor shower- 2100 sq
Jan 6 – 13
$525 per night
Superhost
Home · Holmes Beach
Gone Coastal 3 by Beach Boutique Rentals
Aug 20 – 27
$476 per night
Superhost
Home · Anna Maria
Steps to the Beach! Pool/spa! Golf Cart Included!!
Aug 29 – Sep 5
$900 per night
Home · Holmes Beach
Waterfront home with private dock
Jun 26 – Jul 3
$221 per night
Superhost
Home · Holmes Beach
Anna Maria Island Duplex w/ private pool (side B)
Sep 9 – 16
$275 per night
Home · Holmes Beach
AMI Sand Dollar
Apr 29 – May 6
$249 per night
Superhost
Home · Holmes Beach
"Luxury Aqua Beach Retreat" w/Private Pool
Apr 15 – 22
$395 per night
Superhost
Home · Anna Maria
Bay Bungalow by Beach Boutique Rentals
Aug 22 – 29
$450 per night
Superhost

Anna Maria Island villa rentals

Villa · Holmes Beach
Calico-Tropical Pool-Walk to Beach-Family Friendly
May 6 – 13
$589 per night
Superhost
Villa · HOLMES BEACH
Casa Coconut AMI#1 @Manatee Beach
Sep 6 – 13
$160 per night
Superhost
Villa · HOLMES BEACH
Manatee Beach 1BR at Casa Coconut AMI#3
Jun 27 – Jul 4
$185 per night
Superhost
Villa · Holmes Beach
Modern home near Gulf beaches with private heated pool & WiFi
Jan 21 – 28
$476 per night
Villa · Holmes Beach
Island villa with heated private pool, tranquil courtyard, easy beach access
May 20 – 27
$326 per night
Villa · Holmes Beach
Comfortable island villa with private heated pool, courtyard & easy beach access
Aug 12 – 19
$323 per night
Villa · Holmes Beach
Upscale tropical getaway with private pool & spa, elevator, and more
Apr 29 – May 6
$575 per night
Villa · Bradenton Beach
Steps to Beach! Gulf Views! Sleeps 6 Unit B
Dec 6 – 13
$255 per night
Superhost
Villa · Sarasota
🌴🐬Bay Haven- Resort style Backyard 🏊‍♀️🔥 & Game Rm⚽️
Oct 23 – 30
$449 per night
Superhost
Villa · Longboat Key
Entire Villa - 3 Bed/2 Bath, Close to Beach & Bay
Aug 10 – 17
$290 per night
Superhost
Villa · Bradenton
Massive 6 BR All Suites / 11 Bed Beach Villa, Heated Pool, Theater Rm, by Anna Maria Island
Dec 2 – 9
$658 per night
Superhost
Villa · Bradenton
Bay Front Villa, Dock Space Available!
Aug 22 – 29
$230 per night
Superhost

Anna Maria Island condo rentals

Condo · Holmes Beach
Beach Escape - Make Memories on Anna Maria Island!
Sep 17 – 24
$213 per night
Superhost
Condo · Holmes Beach
The Villas 2A by Duncan Real Estate
Aug 8 – 15
$159 per night
Condo · Bradenton Beach
★Right on the beach ★ Relax and Enjoy ♥ Sunsets!
Aug 26 – Sep 2
$306 per night
Superhost
Condo · Holmes Beach
LOCATION! Cabana just steps from the beach!
Apr 25 – May 2
$224 per night
Superhost
Condo · Bradenton Beach
Beachfront condo in paradise
Jul 15 – 22
$256 per night
Superhost
Condo · Holmes Beach
Discount for Sept! 1/1 STEPS to Beach: POOL & WiFi
Jun 8 – 15
$230 per night
Superhost
Condo · Bradenton Beach
Amazing View, Updated Beachfront Condo
Jul 20 – 27
$246 per night
Condo · Bradenton Beach
Beachfront view, toes in the sand and gulf. Simply
Aug 22 – 29
$241 per night
Condo · Bradenton Beach
Anthony Beach Cottages - Gulf View Condo
Sep 27 – Oct 4
$261 per night
Superhost
Condo · Bradenton Beach
Oceanfront condo with WiFi, heated pool & ocean views, walk to free trolley
May 20 – 27
$296 per night
Condo · Holmes Beach
The Palms 1 by Anna Maria Island Accommodations
Sep 16 – 23
$197 per night
Condo · Holmes Beach
Beachside Pointe by Beach Boutique Rentals
Sep 6 – 13
$163 per night
Superhost

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.