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Anna Maria Island Vacation Rentals

Anna Maria Island Vacation Rentals

About Anna Maria Island

Travelling to 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 Here

What to do in Anna Maria Island, Florida

On The Ocean
Beach
Hot Weather
Golf

Anna Maria Island Vacation Rentals & Vacation Homes

Villa Marisol - 797ns

Vacation Homes in Anna Maria Island, Florida

4
Beds

3.5
Baths

$3,500
Week

Villa Marisol, on the enviable north beach of Anna Maria Island and nestled on the shores of the Gulf of Mexico, offers breathtakingly beautiful views of the … More →

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At Last - 308 Spring Ave

Condo Rentals in Anna Maria Island, Florida

3
Beds

2
Baths

$1,500
Week

Tour: http://www.pfretour.com/2079 At Last….. Imagine yourselves on a beautiful island with warm sunshine, surrounded by palm trees, white sand beaches and a … More →

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Lakeview Cottage – 216 Lakeview

Condo Rentals in Anna Maria Island, Florida

2
Beds

1.5
Baths

$595
Week

A wonderful mid-century modern cottage lovingly built by a master craftsman who turned down work from Frank Lloyd Wright himself! Most of the beautiful trees on… More →

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Lacasa Costiera

Cottage Rentals in Anna Maria Island, Florida

3
Beds

1
Baths

$3,192
Week

You'll be hard-pressed to find something more luxurious than this beautiful three bedroom, two-and-a-half bath unit at the prestigious La Casa Costiera. These … More →

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The Shore 113

Condo Rentals in Anna Maria Island, Florida

2
Beds

2
Baths

$3,000
Month

The Shore is a Gulf-front complex located near the north end of the island, with exquisite views from everywhere on the property. If you treasure your time on … More →

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Beach Castle Unit-6 - Condo Rental

Beach Castle Unit-6

Condo Rentals in Anna Maria Island, Florida

2
Beds

2
Baths

$1,190
Week

A view of the Gulf, but more economical than one of the other Gulf Front apartments at the Beach Castle, the owners have spared no expense in updating this … More →

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Paradise Gulf Cottage 6485 Gmd - Vacation Home

Paradise Gulf Cottage 6485 Gmd

Vacation Homes in Anna Maria Island, Florida

3
Beds

2
Baths

$3,795
Week

This gracious home, with a pool and a private entrance to the beach, offers a lovely location on Longboat Key for all that the area has to offer. There is a … More →

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Beach Castle Unit-26 - Bc26 - Condo Rental

Beach Castle Unit-26 - Bc26

Condo Rentals in Anna Maria Island, Florida

1
Beds

1
Baths

$798
Week

Enjoy one of the best views of Sarasota Bay in the entire complex from this one bedroom, one bath second floor unit. Completely redecorated with new tile … More →

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Bayou Hideaway - Condo Rental

Bayou Hideaway

Condo Rentals in Anna Maria Island, Florida

2
Beds

1
Baths

$550
Week

These charming condos are nestled right in the heart of the historic village of Anna Maria. Located at the northeast end of Pine Avenue, you'll be just across … More →

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Beach Castle Unit-5 - Condo Rental

Beach Castle Unit-5

Condo Rentals in Anna Maria Island, Florida

2
Beds

2
Baths

$1,190
Week

This updated first floor 2 bedroom, 2 bath condominium has a partial view of the Gulf of Mexico from the screened in lanai, and is just steps away from the … More →

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111 Willow - Condo Rental

111 Willow

Condo Rentals in Anna Maria Island, Florida

3
Beds

2
Baths

$1,500
Week

Tour: http://www.pfretour.com/2688 Spend your vacation just steps from our beautiful beaches and crystal-clear waters! Casa Blanca is in the heart of the … More →

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Ami Beach Resort Room 5 - Condo Rental

Ami Beach Resort Room 5

Condo Rentals in Anna Maria Island, Florida

1
Beds

1
Baths

$900
Week

One bedroom, garden & partial beach view, nicely furnished on 2nd level. In the heart of Anna Maria Island, this resort has it all, King size bed, fully … More →

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West Bay Pt Moorings Unit 64 - Condo Rental

West Bay Pt Moorings Unit 64

Condo Rentals in Anna Maria Island, Florida

2
Beds

2
Baths

$475
Week

Enjoy one of the most breathtaking views on the island from this lovely two bedroom/two bath upstairs unit at West Bay Point Moorings. Not only are the views … More →

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Beach Castle Unit-14 - Bc14 - Condo Rental

Beach Castle Unit-14 - Bc14

Condo Rentals in Anna Maria Island, Florida

1
Beds

1
Baths

$693
Week

Lovely 1 bedroom 1 bath rental unit on the second floor sleeps 2 people. Freshly painted throughout, nicely furnished and skylights in the ceiling for lots of … More →

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Villa Nora South - 600ns - Condo Rental

Villa Nora South - 600ns

Condo Rentals in Anna Maria Island, Florida

2
Beds

1
Baths

$903
Week

Only a block to the pristine white sands of our Gulf of Mexico beaches, this lovely two bedroom/two bath duplex is nestled at the end of a long shell driveway, … More →

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Beach Castle Unit-9 - Condo Rental

Beach Castle Unit-9

Condo Rentals in Anna Maria Island, Florida

2
Beds

2
Baths

$1,050
Week

A view of the Gulf, but more economical than the other Gulffront condominium at the Beach Castle Resort, the owners have spared no expense in renovating this … More →

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Bermuda Bay Unit 03 - Condo Rental

Bermuda Bay Unit 03

Condo Rentals in Anna Maria Island, Florida

3
Beds

2.5
Baths

$900
Week

Miles of White Sandy Beaches This is Gorgeous unit, three private decks to relax on. Two car garage for secure and covered parking. Fully equipped Kitchen with … More →

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Perico Island Flamingo Cay - Condo Rental

Perico Island Flamingo Cay

Condo Rentals in Anna Maria Island, Florida

3
Beds

2
Baths

$1,200
Week

Located in Flamingo Cay in Perico Bay area just off of Anna Maria Island. This is a gorgeous 3 bedroom home with a very relaxing interior atmosphere. Carpet in … More →

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Coconut Bayou – 219 Gladiolus St - Condo Rental

Coconut Bayou – 219 Gladiolus St

Condo Rentals in Anna Maria Island, Florida

2
Beds

2
Baths

$1,500
Week

Tour: http://www.pfretour.com/3554 Spend your vacation at a beautiful canal front home centrally located in pristine Anna Maria. Featuring two bedrooms and two … More →

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Ami Beach Resort Room 10 - Condo Rental

Ami Beach Resort Room 10

Condo Rentals in Anna Maria Island, Florida

2
Beds

2
Baths

$1,200
Week

Two Bedroom, Pool side, partial gulf view, nicely furnished on the second level. In the heart of Anna Maria Island, this resort has it all, King size beds, … More →

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