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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

Beachside pool with loungers
$185/night
Condo in Holmes Beach Florida
1 Bed • 1 Full Bath • Sleeps 4
BeachRentals.mobi
Sunrise Vista
$395/night
Home in Anna Maria Florida
3 Beds • 2 Full Baths • Sleeps 8
Salty Mermaid Real Estate & Vacation Rentals
Sun and Surf
$275/night
Condo in Holmes Beach Florida
2 Beds • 2 Full Baths • Sleeps 4
Salty Mermaid Real Estate & Vacation Rentals
Hall to bedrooms
$314/night
Condo in Holmes Beach Florida
3 Beds • 2 Full Baths • Sleeps 6
BeachRentals.mobi
Living Room
$275/night
Condo in Bradenton Beach Florida
2 Beds • 2 Full Baths • Sleeps 4
Seabreeze Vacation
Breathe in the Fresh Beach Breezes
$328/night
Condo in Holmes Beach Florida
3 Beds • 2 Full Baths • Sleeps 6
BeachRentals.mobi
Ocean Views
$275/night
Condo in Holmes Beach Florida
2 Beds • 2 Full Baths • Sleeps 4
Seabreeze Vacation
Beachfront Townhome
$275/night
Condo in Holmes Beach Florida
2 Beds • 2 Full Baths • Sleeps 4
Seabreeze Vacation
Beachfront Views
$345/night
Condo in Bradenton Beach Florida
3 Beds • 2 Full Baths • Sleeps 6
Seabreeze Vacation
Private Balcony
$299/night
Condo in Holmes Beach Florida
2 Beds • 2 Full Baths • Sleeps 4
Seabreeze Vacation
Oceanfront Home
$275/night
Condo in Bradenton Beach Florida
2 Beds • 2 Full Baths • Sleeps 4
Seabreeze Vacation
Kitchen
$322/night
Condo in Holmes Beach Florida
3 Beds • 2 Full Baths • Sleeps 6
Seabreeze Vacation

Find a Manager for Your Rental Property
Find a Manager for Your Rental Property