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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 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.
ﺩ.ﺇ862 per night
Guesthouse in Bradenton Beach
Sunsets 1 Bradenton Beach on Anna Maria Island
Fully furnished water view beach cottage located on beautiful Anna Maria Island directly across the street from white sand beach and Gulf of Mexico. 1 Bedroom 1 bath unit that sleeps 4 with the queen pull out couch. Beach chairs/umbrellas/Boogie boards/laundry room, etc. provided. Three blocks from historic Bridge Street with lively restaurants and bars. Free island trolley and across the bridge from Cortez fishing village. Free off-street parking.
ﺩ.ﺇ936 per night
SUPERHOST
Rental unit in Holmes Beach
Cabin 1 at Spinnakers Vacation Cottages
My place is close to the beach, family-friendly activities and the free AMI trolley. You’ll love my place because of the location and the ambiance. Cabin 1 is part of Spinnakers Vacation Cottages located just steps to the sparkling Gulf. My place is good for couples, solo adventurers, families (with kids), and furry friends (dogs, for a small pet fee) Spa maintains same temperature as pool.
ﺩ.ﺇ799 per night
SUPERHOST

Anna Maria Island house rentals

Home in Anna Maria
Cozy Beachhouse 800 steps to beach
ﺩ.ﺇ587 per night
Home in Holmes Beach
Sandy Feet: Dog Friendly, 1 Block to Beach by Anna Maria Life Vacation Rentals
ﺩ.ﺇ1,159 per night
Home in Holmes Beach
Breezy Harbor AMI pool retreat near the Beach
ﺩ.ﺇ1,474 per night
SUPERHOST
Home in Holmes Beach
The Peachy Beach House, steps to the gulf
ﺩ.ﺇ1,633 per night
SUPERHOST
Home in Anna Maria
2BR Dog Friendly | Pool | Fireplace
ﺩ.ﺇ1,455 per night
Home in Anna Maria
Private home across the street from Bay beaches
ﺩ.ﺇ606 per night
Home in Bradenton Beach
50 Steps to Beach. Hot Tub! 1bd modern cottage
ﺩ.ﺇ1,372 per night
SUPERHOST
Home in Holmes Beach
AMI Sand Dollar
ﺩ.ﺇ1,019 per night
SUPERHOST
Home in Anna Maria
Two houses to Bean Point! Private pool!
ﺩ.ﺇ1,069 per night
Home in Bradenton Beach
Beach Dreams Resort Unit F
ﺩ.ﺇ1,561 per night
SUPERHOST
Home in Anna Maria
Near the beach with private pool
ﺩ.ﺇ929 per night
Private room in Bradenton Beach
#2-QUEEN SUITE- STEPS to BCH, HTD\ POOL, SLEEPS 2
ﺩ.ﺇ698 per night

Anna Maria Island villa rentals

Villa in Anna Maria
Beachfront Home with Amazing Deck Views!
ﺩ.ﺇ970 per night
Villa in Holmes Beach
Vacay in luxury! So close to the beach!
ﺩ.ﺇ404 per night
Villa in Holmes Beach
Gorgeous 2 bedroom Villa at Islands West Resort!
ﺩ.ﺇ687 per night
Villa in Anna Maria
Beachfront Home with Amazing Deck Views!
ﺩ.ﺇ1,374 per night
Villa in Anna Maria
Cute and beachy Condo with Pool, great location!
ﺩ.ﺇ970 per night
Villa in Anna Maria
Adorable Condo. Perfect for Romantic Vacay!
ﺩ.ﺇ889 per night
Villa in HOLMES BEACH
Manatee Beach 1BR at Casa Coconut AMI#3
ﺩ.ﺇ804 per night
SUPERHOST
Villa in Holmes Beach
Elevated unit near the beach and freshwater lake!
ﺩ.ﺇ444 per night
Villa in Holmes Beach
Comfortable 2BR | Patio | Pool |
ﺩ.ﺇ808 per night
Villa in Holmes Beach
Modern 3BR 2nd-Floor | Balcony | Pool
ﺩ.ﺇ1,168 per night
Villa in Holmes Beach
Quiet 2BR | Patio | Pool | W/D
ﺩ.ﺇ804 per night
Villa in Holmes Beach
Comfortable and near the beach! Pool access!
ﺩ.ﺇ283 per night

Anna Maria Island condo rentals

Condo in Holmes Beach
Right on the Sand! Incredible Views!
ﺩ.ﺇ1,010 per night
Condo in Bradenton Beach
Beach Escape & Pool, steps to Gulf & restaurants
ﺩ.ﺇ789 per night
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Condo in Bradenton Beach
★Right on the beach ★ Relax and Enjoy ♥ Sunsets!
ﺩ.ﺇ1,034 per night
SUPERHOST
Condo in Holmes Beach
Beachfront Bungalow! Newly updated 1 bedroom!
ﺩ.ﺇ1,396 per night
Condo in Holmes Beach
1BR Oceanfront Waters Edge Condos 2nd-Floor
ﺩ.ﺇ771 per night
Condo in Bradenton Beach
1BR Oceanfront | Balcony | W/D | AC
ﺩ.ﺇ529 per night
Condo in Holmes Beach
Beach Haven #204
ﺩ.ﺇ827 per night
Condo in Holmes Beach
Beachfront condo with pool access
ﺩ.ﺇ1,010 per night
Condo in Bradenton Beach
Amazing View, Updated Beachfront Condo
ﺩ.ﺇ929 per night
Condo in Holmes Beach
The Villas 2A by Duncan Real Estate
ﺩ.ﺇ919 per night
Condo in Bradenton Beach
Beachfront condo in paradise
ﺩ.ﺇ1,220 per night
SUPERHOST
Condo in Anna Maria
Updated Bayside 1BR | Pool | Cross Street to Beach
ﺩ.ﺇ896 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.


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.