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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

Rest Assured
$306/night
Home in Holmes Beach Florida
3 Beds • 2 Full Baths • Sleeps 6
Seabreeze Vacation
Aerial
$207/night
Condo in Holmes Beach Florida
2 Beds • 2 Full Baths • Sleeps 6
Seabreeze Vacation
Front of Property
$243/night
Cottage in Holmes Beach Florida
2 Beds • 1 Full Bath • Sleeps 4
Lizzie Lus Island Retreat
Mermaids Landing
$499/night
Home in Holmes Beach Florida
6 Beds • 4 Full Baths • Sleeps 12
Beach Retreats
Welcome to Casa Morado
$356/night
Home in Holmes Beach Florida
4 Beds • 3 Full Baths • Sleeps 8
BeachRentals.mobi
Paradise Found
$399/night
Home in Holmes Beach Florida
6 Beds • 6 Full Baths • Sleeps 12
Beach Retreats
Front of Home
$458/night
Home in Anna Maria Florida
4 Beds • 3 Full Baths • Sleeps 8
Seabreeze Vacation
Sun Plaza West Unit 201
$250/night
Condo in Holmes Beach Florida
2 Beds • 2 Full Baths • Sleeps 4
Salty Mermaid Real Estate & Vacation Rentals
Coastal Cheer on Anna Maria Isl.
Apartment in Bradenton Beach Florida
1 Bed • 1 Full Bath • Sleeps 4
Cheerful Rentals
Sunshine and Good Times
$575/night
Home in Holmes Beach Florida
4 Beds • 4 Full Baths • Sleeps 8
Beach Retreats
Aerial AMI Pier
$275/night
Condo in Holmes Beach Florida
3 Beds • 2 Full Baths • Sleeps 6
Seabreeze Vacation
Angel Sea
$399/night
Home in Holmes Beach Florida
6 Beds • 3 Full Baths • Sleeps 12
Beach Retreats

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