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Anna Maria Island Vacation Rentals

Anna Maria Island Vacation Rentals

Anna Maria Island Vacations

Vacation Rentals in Anna Maria Island, Florida

Located along Florida’s southern coast, at the southern tip of Tampa Bay and the Gulf of Mexico, Anna Maria Island and its vacation rentals lie scattered amongst sea oats and Australian pines, in “Old Florida” neighborhoods close to the water’s edge. 

The towns of Anna Maria, Brandenton Beach, and Holmes Beach line the eleven-kilometre long barrier island, famed for its sugar-white sand beaches and emerald waters. Several beaches provide areas for sunbathing, swimming, and beachcombing. Boating, sea kayaking, and windsurfing are possible in bays and on the Gulf. Fishing is another popular island-wide activity, from one’s boat or any one of the three piers. Several parks and trails provide opportunities to catch glimpses of manatees, sea turtles, and dolphins, as well as egrets, herons, and pelicans. 

Anna Maria Island is home to a variety of boutiques, galleries, restaurants, cafés, and ice cream shops, including Mama Lo’s and Dips Ice Cream & Candy Store. While most of the island can be explored on foot or by bike, there is also a free trolley service that takes you wherever you want to go. Anna Maria Island offers natural and outdoors attractions, as well as a variety of amenities and rental accommodation options, and is less than a thirty minutes’ drive northwest of Sarasota

What to Do

Activites in Anna Maria Island, Florida

On The Ocean
Beach
Hot Weather
Golf

Anna Maria Island Vacation Rentals & Vacation Homes

Ra43484-Hardin Cottage A - 43484 - Florida South Gulf Coast Cottage Rental

Ra43484-Hardin Cottage A - 43484

Cottage Rentals in Anna Maria Island, Florida

2
Beds

$560
Week

Please note these Check-in Day Requirements for this property: Jun 01 - Jun 30 : Saturday check-in required, Saturday check-out required.; This property can … More →


Ra43544-The Seashell Cottage - 43544 - Florida South Gulf Coast Cottage Rental

Ra43544-The Seashell Cottage - 43544

Cottage Rentals in Anna Maria Island, Florida

2
Beds

$770
Week

Please note these Check-in Day Requirements for this property: Jun 01 - Jun 30 : Saturday check-in required, Saturday check-out required.; This property can … More →


Ra43543-North Shore Cottage - 43543 - Florida South Gulf Coast Cottage Rental

Ra43543-North Shore Cottage - 43543

Cottage Rentals in Anna Maria Island, Florida

3
Beds

$945
Week

Please note these Check-in Day Requirements for this property: Jun 01 - Jun 30 : Saturday check-in required, Saturday check-out required.; This property can … More →


Ra43457-Mangrove Cottage - 43457 - Florida South Gulf Coast Cottage Rental

Ra43457-Mangrove Cottage - 43457

Cottage Rentals in Anna Maria Island, Florida

2
Beds

$1,120
Week

Please note these Check-in Day Requirements for this property: Jun 01 - Jun 30 : Saturday check-in required, Saturday check-out required.; This property can … More →


Ra43545-Casa Campoamor - 43545 - Florida South Gulf Coast Vacation Home

Ra43545-Casa Campoamor - 43545

Vacation Homes in Anna Maria Island, Florida

3
Beds

$1,050
Week

Please note these Check-in Day Requirements for this property: Jun 01 - Jun 30 : Saturday check-in required, Saturday check-out required.; This property can … More →


Ra43542-Holly Hideaway - 43542 - Florida South Gulf Coast Vacation Home

Ra43542-Holly Hideaway - 43542

Vacation Homes in Anna Maria Island, Florida

2
Beds

$1,155
Week

Please note these Check-in Day Requirements for this property: Jun 01 - Jun 30 : Saturday check-in required, Saturday check-out required.; This property can … More →


Ra43540-Sandy's Getaway - 43540 - Florida South Gulf Coast Vacation Home

Ra43540-Sandy's Getaway - 43540

Vacation Homes in Anna Maria Island, Florida

3
Beds

$1,120
Week

Please note these Check-in Day Requirements for this property: Jun 01 - Jun 30 : Saturday check-in required, Saturday check-out required.; This property can … More →


Ra43372-Maple Cottage - 43372 - Florida South Gulf Coast Vacation Home

Ra43372-Maple Cottage - 43372

Vacation Homes in Anna Maria Island, Florida

3
Beds

$840
Week

Please note these Check-in Day Requirements for this property: Jun 01 - Jun 30 : Saturday check-in required, Saturday check-out required.; This property can … More →


Ra43377-Bay-Front Shoreline Terrace - 43377 - Florida South Gulf Coast Cottage Rental

Ra43377-Bay-Front Shoreline Terrace - 43377

Cottage Rentals in Anna Maria Island, Florida

3
Beds

$2,100
Week

Please note these Check-in Day Requirements for this property: Jun 01 - Jun 30 : Saturday check-in required, Saturday check-out required.; This property can … More →


Ra43552-The Palms - 43552 - Florida South Gulf Coast Vacation Home

Ra43552-The Palms - 43552

Vacation Homes in Anna Maria Island, Florida

5
Beds

$1,680
Week

Please note these Check-in Day Requirements for this property: Jun 01 - Jun 30 : Saturday check-in required, Saturday check-out required.; This property can … More →


Ra43572-Old Florida Charm - 43572 - Florida South Gulf Coast Vacation Home

Ra43572-Old Florida Charm - 43572

Vacation Homes in Anna Maria Island, Florida

2
Beds

$1,015
Week

Please note these Check-in Day Requirements for this property: Jun 01 - Jun 30 : Saturday check-in required, Saturday check-out required.; This property can … More →


Ra43426-Dolphin Watch - 43426 - Florida South Gulf Coast Vacation Home

Ra43426-Dolphin Watch - 43426

Vacation Homes in Anna Maria Island, Florida

2
Beds

$1,890
Week

Please note these Check-in Day Requirements for this property: Jun 01 - Jun 30 : Saturday check-in required, Saturday check-out required.; This property can … More →


Ra43485-Hardin Cottage B - 43485 - Florida South Gulf Coast Cottage Rental

Ra43485-Hardin Cottage B - 43485

Cottage Rentals in Anna Maria Island, Florida

1
Beds

$525
Week

Please note these Check-in Day Requirements for this property: Jun 01 - Jun 30 : Saturday check-in required, Saturday check-out required.; This property can … More →


Ra43493-Gorgeous Periwinkle Cottage - 43493 - Florida South Gulf Coast Cottage Rental

Ra43493-Gorgeous Periwinkle Cottage - 43493

Cottage Rentals in Anna Maria Island, Florida

3
Beds

$1,890
Week

Please note these Check-in Day Requirements for this property: Jun 01 - Jun 30 : Saturday check-in required, Saturday check-out required.; This property can … More →


Ra43537-Seadreams - 43537 - Florida South Gulf Coast Vacation Home

Ra43537-Seadreams - 43537

Vacation Homes in Anna Maria Island, Florida

4
Beds

$2,660
Week

Please note these Check-in Day Requirements for this property: Jun 01 - Jun 30 : Saturday check-in required, Saturday check-out required.; This property can … More →


Ra43546-Star Fish Cottage - 43546 - Florida South Gulf Coast Vacation Home

Ra43546-Star Fish Cottage - 43546

Vacation Homes in Anna Maria Island, Florida

2
Beds

$1,050
Week

Please note these Check-in Day Requirements for this property: Jun 01 - Jun 30 : Saturday check-in required, Saturday check-out required.; This property can … More →


Ra43486-Bikini Bottom - 43486 - Florida South Gulf Coast Vacation Home

Ra43486-Bikini Bottom - 43486

Vacation Homes in Anna Maria Island, Florida

3
Beds

$1,505
Week

Please note these Check-in Day Requirements for this property: Jun 01 - Jun 30 : Saturday check-in required, Saturday check-out required.; This property can … More →


Ra43591-La Vie En Rose - 43591 - Florida South Gulf Coast Vacation Home

Ra43591-La Vie En Rose - 43591

Vacation Homes in Anna Maria Island, Florida

3
Beds

$1,470
Week

Please note these Check-in Day Requirements for this property: Jun 01 - Jun 30 : Saturday check-in required, Saturday check-out required.; This property can … More →


Ra43539-Grant's View - 43539 - Florida South Gulf Coast Cottage Rental

Ra43539-Grant's View - 43539

Cottage Rentals in Anna Maria Island, Florida

2
Beds

$1,120
Week

Please note these Check-in Day Requirements for this property: Jun 01 - Jun 30 : Saturday check-in required, Saturday check-out required.; This property can … More →


Ra43466-Sea's The Day - 43466 - Florida South Gulf Coast Cottage Rental

Ra43466-Sea's The Day - 43466

Cottage Rentals in Anna Maria Island, Florida

2
Beds

$1,050
Week

Please note these Check-in Day Requirements for this property: Jun 01 - Jun 30 : Saturday check-in required, Saturday check-out required.; This property can … More →


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