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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

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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Waterside

Condo Rentals in Anna Maria Island, Florida

5
Beds

4+
Baths

$2,500
Week

Luxurious Island accommodations await! This elegant waterfront home is sure to please even the most discriminating guest, with breathtaking views across the Bay… 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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Island Escape – 214 Lakeview Dr

Condo Rentals in Anna Maria Island, Florida

3
Beds

3
Baths

$2,310
Week

Escape to this lovely 3 bedroom/3 bath waterfront home, nestled on the shores of Lake LaVista in the village of Anna Maria. Now a meandering, mangrove-lined … 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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Beach Castle Unit-16 - Bc16 - Condo Rental

Beach Castle Unit-16 - Bc16

Condo Rentals in Anna Maria Island, Florida

2
Beds

2
Baths

$861
Week

This newly renovated spacious 2nd floor 2 Bedroom 2 Bath condo has a vaulted, windowed ceiling for extra light. Beautiful designer tile throughout Lovely garden… 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-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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116 Maple Ave - Condo Rental

116 Maple Ave

Condo Rentals in Anna Maria Island, Florida

4
Beds

2.5
Baths

$1,400
Week

Located on one of the prettiest streets in the village of Anna Maria, this lovely 4 bedroom, 2 and a half bath home is just 7 houses away from the beach. The … More →

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Golden Cottage - 407 South Bay Blvd - Condo Rental

Golden Cottage - 407 South Bay Blvd

Condo Rentals in Anna Maria Island, Florida

2
Beds

1
Baths

$950
Week

When you make this two-bedroom, one-bath cottage your vacation home, you'll find it easy to kick back, relax and enjoy everything that makes Anna Maria so … More →

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Genesis Ii – 6385 Gulf Of Mexico - Condo Rental

Genesis Ii – 6385 Gulf Of Mexico

Condo Rentals in Anna Maria Island, Florida

2
Beds

2
Baths

$1,000
Week

Picturing lazy days on the beach? Get your bathing suit and flip flops, and settle in for the most relaxing vacation ever! This charming two bedroom/two bath … 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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Bermuda Bay Unit 22 - Condo Rental

Bermuda Bay Unit 22

Condo Rentals in Anna Maria Island, Florida

3
Beds

2.5
Baths

$900
Week

Miles of White Sandy Beaches 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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Gulf Beach Place Unit 02 - Condo Rental

Gulf Beach Place Unit 02

Condo Rentals in Anna Maria Island, Florida

2
Beds

2
Baths

$925
Week

On first level up, view of beach. Very spacious two bedroom Condo with a patio area off the living room. Flat screen TV, fully equipped kitchen with all the … More →

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Triplex Unit B - Condo Rental

Triplex Unit B

Condo Rentals in Anna Maria Island, Florida

2
Beds

1
Baths

$900
Week

Nice Two Bedroom with Pool area and BBQ. This unit is in an excellent location. It has all the amenities needed either for a short stay or longer. This Unit is… More →

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Heavenly Sunset – 809 North Shore - Condo Rental

Heavenly Sunset – 809 North Shore

Condo Rentals in Anna Maria Island, Florida

3
Beds

2
Baths

$1,650
Week

Heavenly Sunsets are exactly what you'll experience at this lovely Bean Point home nestled among the sea oats at the north end of the island. Lush tropical … 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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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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Bermuda Bay Unit 09 - Condo Rental

Bermuda Bay Unit 09

Condo Rentals in Anna Maria Island, Florida

3
Beds

2.5
Baths

$900
Week

Miles of White Sandy Beaches 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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