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ANNA MARIA ISLAND

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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

West O’ Gulf
$400/night
Home in Anna Maria Florida
4 Beds • 3 Full Baths • Sleeps 8
Salty Mermaid Real Estate & Vacation Rentals
Welcome to Island life
$145/night
Home in Holmes Beach Florida
2 Beds • 2 Full Baths • Sleeps 4
BeachRentals.mobi
Front of Duplex
$268/night
Cottage in Holmes Beach Florida
2 Beds • 1 Full Bath • Sleeps 5
Lizzie Lus Island Retreat
Living Room
$150/night
Condo in Bradenton Beach Florida
2 Beds • 2 Full Baths • Sleeps 6
Seabreeze Vacation
Private Heated Pool
$599/night
Home in Anna Maria Florida
5 Beds • 5 Full Baths • Sleeps 8
Seabreeze Vacation
Secluded Private Pool
$256/night
Home in Holmes Beach Florida
3 Beds • 3 Full Baths • Sleeps 6
BeachRentals.mobi
Beach Dream Cottage
$349/night
Home in Bradenton Beach Florida
3 Beds • 2 Full Baths • Sleeps 6
Beach Retreats
Aerial AMI Pier
$425/night
Condo in Bradenton Beach Florida
4 Beds • 2 Full Baths • Sleeps 10
Seabreeze Vacation
The Magic Dolphin B
$225/night
Bungalow in Holmes Beach Florida
1 Bed • 2 Full Baths • Sleeps 4
Salty Mermaid Real Estate & Vacation Rentals
Resting Beach Place
$199/night
Condo in Holmes Beach Florida
2 Beds • 2 Full Baths • Sleeps 4
Beach Retreats
Private Heated Pool
$299/night
Home in Holmes Beach Florida
3 Beds • 2 Full Baths • Sleeps 6
Seabreeze Vacation
1 Min Walk to Beach
$175/night
Condo in Bradenton Beach Florida
2 Beds • 2 Full Baths • Sleeps 6
Seabreeze Vacation
Find a Manager for Your Rental Property
Find a Manager for Your Rental Property