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ANNA MARIA ISLAND

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Anna Maria Island Beachfront Vacation Rentals | Beach Stays

Anna Maria Island is a seven-mile stretch of white sand beaches and gentle Gulf waters that feels worlds away from the bustle of mainland Florida. The island’s laid-back charm, walkable towns, and stunning beachfront properties make it a favorite for families, couples, and anyone chasing that “barefoot on the sand” kind of vacation. Here, beach cottages and modern coastal homes sit steps from turquoise water ideal for sunrise walks, paddleboarding, or simply watching the sunset melt into the Gulf from your deck.

Beachfront vacation rentals on Anna Maria Island offer a front-row seat to paradise. Stay on the shoreline and let the sound of the surf be your alarm clock. Spend your days exploring island shops and local seafood spots, or hop on the free trolley to visit the historic Anna Maria City Pier and lively Bridge Street. From Holmes Beach to Bradenton Beach, each stretch of sand has its own rhythm peaceful, sunny, and always inviting.

Beachfront Vacation Rentals On Anna Maria Island

Longitude Cottage
$325/night
Home in Holmes Beach Florida
2 Beds • 2 Full Baths • Sleeps 6
Lizzie Lus Island Retreat
Yacht Rock Ranch
$326/night
Home in Holmes Beach Florida
4 Beds • 3 Full Baths • Sleeps 8
Seabreeze Vacation
Aerial AMI Pier
$138/night
Condo in Bradenton Beach Florida
2 Beds • 2 Full Baths • Sleeps 6
Seabreeze Vacation
Living Room
$161/night
Condo in Bradenton Beach Florida
2 Beds • 2 Full Baths • Sleeps 6
Seabreeze Vacation
Chasing Sunsets
$449/night
Home in Bradenton Beach Florida
4 Beds • 3 Full Baths • Sleeps 8
Beach Retreats
Shared Pool Area
$230/night
Home in Anna Maria Florida
2 Beds • 2 Full Baths • Sleeps 6
Seabreeze Vacation
Beach bliss 2 houses away
$143/night
Duplex in Anna Maria Florida
2 Beds • 1 Full Bath • Sleeps 4
BeachRentals.mobi
Sunset & Sand
$349/night
Home in Holmes Beach Florida
4 Beds • 3 Full Baths • Sleeps 8
Beach Retreats
Aerial AMI Pier
$570/night
Condo in Bradenton Beach Florida
4 Beds • 3 Full Baths • Sleeps 10
Seabreeze Vacation
Starfish Isle
$299/night
Home in Holmes Beach Florida
4 Beds • 3 Full Baths • Sleeps 8
Beach Retreats
Conch Out Beach House
$399/night
Home in Holmes Beach Florida
4 Beds • 3 Full Baths • Sleeps 8
Beach Retreats
Shared Pool and Spa
$313/night
Home in Anna Maria Florida
3 Beds • 3 Full Baths • Sleeps 8
Seabreeze Vacation

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