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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

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 →


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 →


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 →


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 →


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 →


7302 Palm Drive - Vacation Home

7302 Palm Drive

Vacation Homes in Anna Maria Island, Florida

2
Beds

1
Baths

$500
Week

Peaceful Palms is more than a vacation rental, it is a slice of island life that you can call you own. Ease into your home away from home by pulling up swaying … More →


Ami Beach Resort Rm 02 - Condo Rental

Ami Beach Resort Rm 02

Condo Rentals in Anna Maria Island, Florida

1
Beds

1
Baths

$900
Week

One Bedroom, garden view, nicely furnished. In the heart of Anna Maria Island, this resort has it alll. King size bed, fully equiped kitchen with Refrigerator, … More →


Ami Beach Resort Room 4 - Condo Rental

Ami Beach Resort Room 4

Condo Rentals in Anna Maria Island, Florida

1
Beds

1
Baths

$1,000
Week

One Bedroom, Gulf view, nicely furnished. In the heart of Anna Maria Island, this resort has it all, King size bed, fully equipped mini kitchen, with … More →


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 →


Ami Beach Resort Room 9 - Condo Rental

Ami Beach Resort Room 9

Condo Rentals in Anna Maria Island, Florida

1
Beds

1
Baths

$1,000
Week

One bedroom, Gulf View, nicely furnished on the second level. In the heart of Anna Maria Island, this resort has it all, King size bed, fully equipped mini … More →


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 →


River Club Unit Rc403 - Condo Rental

River Club Unit Rc403

Condo Rentals in Anna Maria Island, Florida

2
Beds

2
Baths

$500
Week

Downtown Bradenton 15 minutes from beach. This unit has a spectacular view of the Manatee River. Two bedroom nicely furnished, fully equipped kitchen, Cable TV… More →


Runaway Bay 279 - Vacation Home

Runaway Bay 279

Vacation Homes in Anna Maria Island, Florida

1
Beds

1
Baths

$725
Week

New features include wireles internet service, extended cable, digital phone with free nationwide long distance. If outside entertainment is what you desire … More →


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 →


Waters Edge #109 North - Vacation Home

Waters Edge #109 North

Vacation Homes in Anna Maria Island, Florida

2
Beds

2
Baths

$1,550
Week

Enjoy a magical sunset in this updated Gulf of Mexico DIRECT beachfront Condo... Perfect family condo for a holiday rental with a large heated pool and nestled … More →


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 →


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 →


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 →


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 →


Island Rose - Condo Rental

Island Rose

Condo Rentals in Anna Maria Island, Florida

2
Beds

1
Baths

$1,351
Week

Fall in love with this adorable island home, just two blocks from the beach at Bean Point! The two bedroom/two bath ground-level charmer is the perfect spot for… More →


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