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ANNA MARIA ISLAND

IDEA DRIVEN VACATIONS

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TRENDING

The Deadwood Jam Black Hills Festival

The Deadwood Jam Black Hills Festival
September - Deadwood South Dakota

Chatham Town Band Concerts

Chatham Town Band Concerts
June - Chatham Massachusetts

Folly Beach Sea & Sand Festival

Folly Beach Sea & Sand Festival
April - Folly Beach South Carolina

St. Joseph Bay Florida Travel Guide

St. Joseph Bay Florida Travel Guide
St Joseph Bay Area Florida

Beachfront Rentals on Anna Maria Island

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.

Relax on the Pool Deck Loungers
$285/night
Condo in Holmes Beach Florida
2 Beds • 2 Full Baths • Sleeps 4
BeachRentals.mobi
Shared Pool and Spa
$325/night
Home in Anna Maria Florida
3 Beds • 3 Full Baths • Sleeps 8
Seabreeze Vacation
Beach Dream Cottage
$349/night
Home in Bradenton Beach Florida
3 Beds • 2 Full Baths • Sleeps 6
Beach Retreats
Front of Home
$475/night
Home in Anna Maria Florida
4 Beds • 3 Full Baths • Sleeps 8
Seabreeze Vacation
15-DJI_20250403112616.jpg
Condo in Bradenton Beach Florida
1 Bed • 1 Full Bath • Sleeps 4
Cheerful Rentals
Surf-Side Beach House
$699/night
Home in Holmes Beach Florida
4 Beds • 4 Full Baths • Sleeps 8
Beach Retreats
FootPrints in the Sand
$499/night
Home in Holmes Beach Florida
4 Beds • 3 Full Baths • Sleeps 8
Beach Retreats
Breathe in the Fresh Beach Breezes
$271/night
Condo in Holmes Beach Florida
3 Beds • 2 Full Baths • Sleeps 6
BeachRentals.mobi
Miller Time
$499/night
Home in Bradenton Beach Florida
4 Beds • 4 Full Baths • Sleeps 8
Beach Retreats
Aerial
$225/night
Condo in Holmes Beach Florida
2 Beds • 2 Full Baths • Sleeps 6
Seabreeze Vacation
Dining Room
$260/night
Condo in Bradenton Beach Florida
3 Beds • 2 Full Baths • Sleeps 6
Seabreeze Vacation
Private Pool oasis
$142/night
Condo in Holmes Beach Florida
3 Beds • 2 Full Baths • Sleeps 6
BeachRentals.mobi
Find a Manager for Your Rental Property
Find a Manager for Your Rental Property