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ANNA MARIA ISLAND

IDEA DRIVEN VACATIONS

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TRENDING

New Smyrna Beach Kite Festival

New Smyrna Beach Kite Festival
June - New Smyrna Beach Florida

Fantasy Fest Key West Florida

Fantasy Fest Key West Florida
October - Key West Florida

Anna Maria Island Beachfront Vacation Rentals

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.

Brachfront Vacation Rentals On Anna Maria Island

Pool and Spa
$621/night
Home in Bradenton Beach Florida
8 Beds • 5 Full Baths • Sleeps 18
Seabreeze Vacation
Living Room
$225/night
Condo in Holmes Beach Florida
2 Beds • 1 Full Bath • Sleeps 6
Seabreeze Vacation
Beachfront Views
$185/night
Condo in Bradenton Beach Florida
2 Beds • 2 Full Baths • Sleeps 6
Seabreeze Vacation
Front of House
$173/night
Home in Holmes Beach Florida
2 Beds • 2 Full Baths • Sleeps 6
Seabreeze Vacation
Living Room
$250/night
Condo in Bradenton Beach Florida
2 Beds • 2 Full Baths • Sleeps 6
Seabreeze Vacation
Perks of Life
$195/night
Condo in Perico Island Florida
2 Beds • 2 Full Baths • Sleeps 5
Salty Mermaid Real Estate & Vacation Rentals
Tierra Tulum
$700/night
Home in Bradenton Beach Florida
4 Beds • 4 Full Baths • Sleeps 8
Beach Retreats
Floor Plan
$299/night
Home in Anna Maria Florida
3 Beds • 2 Full Baths • Sleeps 6
Seabreeze Vacation
Just Beachy
$699/night
Home in Holmes Beach Florida
4 Beds • 5 Full Baths • Sleeps 8
Beach Retreats
Dining Room
$150/night
Condo in Bradenton Beach Florida
1 Bed • 1 Full Bath • Sleeps 4
Seabreeze Vacation
Sun Plaza West Unit 201
$225/night
Condo in Holmes Beach Florida
2 Beds • 2 Full Baths • Sleeps 4
Salty Mermaid Real Estate & Vacation Rentals
Pool Area With Slide
$650/night
Home in Bradenton Beach Florida
4 Beds • 4 Full Baths • Sleeps 12
Seabreeze Vacation
Find a Manager for Your Rental Property
Find a Manager for Your Rental Property