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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

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 →


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 →


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 →


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 →


111 Gull Plumfish - Vacation Home

111 Gull Plumfish

Vacation Homes in Anna Maria Island, Florida

3
Beds

2
Baths

$1,600
Week

Plumfish Too good to be true? Plumfish is a cottage at the beach, a bungalow on the bayou and a private spot to call home. Stop winding your watch, turn off … More →


408 Spring Casa Palma - Vacation Home

408 Spring Casa Palma

Vacation Homes in Anna Maria Island, Florida

6
Beds

4+
Baths

$1,800
Week

Welcome to Casa Palma, the place to be for fun in and out of the sun. The décor is eclectic with tangerine walls, white linen upholstered furniture, and wicker… More →


422 Spring Chilifish - Vacation Home

422 Spring Chilifish

Vacation Homes in Anna Maria Island, Florida

3
Beds

2
Baths

$1,600
Week

You can’t imagine anyone not falling in love with the exquisite Chillifish, a peaceful gem, decorated with the utmost attention to details and surrounded by a… More →


208b 72nd Anna Rose - Vacation Home

208b 72nd Anna Rose

Vacation Homes in Anna Maria Island, Florida

4
Beds

2.5
Baths

$1,700
Week

Unwind in the tropical paradise and Old Florida Charm of this single family pool home on Anna Maria Island at Anna Rose. This 4 bedroom 2.5 bath pool home is … More →


208-66th B Sunny Side Of The Beach - Vacation Home

208-66th B Sunny Side Of The Beach

Vacation Homes in Anna Maria Island, Florida

5
Beds

3
Baths

$2,500
Week

If you are looking to enjoy Anna Maria Island in a beautiful newly completed home, then look no further than 66th street. This five bedroom, three bathroom home… More →


306 Poin Settia La Mer - Vacation Home

306 Poin Settia La Mer

Vacation Homes in Anna Maria Island, Florida

6
Beds

4+
Baths

$2,500
Week

Enjoy the finest in Anna Maria luxury at La Mer. This beautifully designed and decorated 6 bedroom house is a dream come true when it comes to vacation rentals… More →


145-50th Street Mango Tango - Vacation Home

145-50th Street Mango Tango

Vacation Homes in Anna Maria Island, Florida

4
Beds

3.5
Baths

$2,200
Week

Mango Tango, with it's relaxed ambiance, is a home offered for rent in the true Anna Maria Island tradition. Elegantly set with a peaceful private pool garden, … More →


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 →


105 -4th E & W Casa Playa - Vacation Home

105 -4th E & W Casa Playa

Vacation Homes in Anna Maria Island, Florida

4
Beds

3.5
Baths

$2,250
Week

Casa Playa If you are looking to relax on Anna Maria Island in luxury and elegance then Casa Playa is the place for you. Located just 2 houses away from the … More →


217 Pine Casa Del Caliente - Vacation Home

217 Pine Casa Del Caliente

Vacation Homes in Anna Maria Island, Florida

2
Beds

2
Baths

$1,500
Week

From the moment you arrive at the luxurious Casa Del Caliente you will be welcomed as a friend. Bohemia reinvented for the 21st century with an original … More →


101 75th Limefish - Vacation Home

101 75th Limefish

Vacation Homes in Anna Maria Island, Florida

3
Beds

3
Baths

$4,500
Week

Dreaming of an endless summer? Stay for a week or a month at what is perhaps one of the most dazzling beach front homes on Anna Maria Island. Extraordinary … 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 →


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 →


Paradise Charm – 213 Spring Ave - Condo Rental

Paradise Charm – 213 Spring Ave

Condo Rentals in Anna Maria Island, Florida

3
Beds

2
Baths

$1,400
Week

Tour: http://www.pfretour.com/3016 Overview Kick back and relax in this inviting 3 bedroom/2 bath pool home just two short blocks from the beach, and right in … More →


406-21st Pi Casa Linda - Vacation Home

406-21st Pi Casa Linda

Vacation Homes in Anna Maria Island, Florida

4
Beds

3
Baths

$3,000
Week

Close your eyes and think of your best ever beach holiday. What do you see? We bet there is a beach and a pool in there. Maybe a fishing dock plus views, … More →


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