AMI Beach Cottages

When you visit Anna Maria Island, or AMI as the locals call it, you can come and experience the “Old Florida” lifestyle the island is known for. When you come stay at an AMI Cottage, you’re even doubling that experience more. Your AMI Cottage beach rental is the perfect little island paradise getaway you’ve been looking for. Your paradise awaits just steps away from soft white sand and the beautiful turquoise waters of the Gulf of Mexico of the many beaches that call Anna Maria Island home. 

 Anna Maria Island is located perfectly between Tampa and Sarasota, and just west of Orlando, which is great for day trips, if you choose to leave our little slice of paradise. But who needs to leave when there are so many things to do here? You can choose to just beach it, choose from many of the water sports that are available, or spend the day boating or fishing. 

 Duncan Real Estate has many cozy cottages to choose from located on Anna Maria, Holmes Beach, and Bradenton Beach. Browse through our vacation cottage rentals and check out the availability, you won’t be disappointed!.


Properties Available 16 properties available
Welcome to Barefoot Mermaid 2 - previously The Gulf Queen Apartments. Only two houses from the white sand gulf beaches of Anna Maria. This 2-bedroom, 1-bath duplex has the old Florida charm of a by-gone time of Anna Maria Island. This property has been newly updated and furnished. This duplex has everything you would need for a perfect beach va
Hot HOT 39
Barefoot Mermaid 2
Duplex
Bedrooms 2 bedrooms
Bathrooms 1 baths
Guests 4 guests
Welcome to Catch N Relax! Nestled right amid Anna Maria Island is this 3-bedroom, 2-bath single family home with a private dock. This cottage-styled home offers a spacious floorplan to accommodate six people comfortably. There is plenty of seating in the living area with a decorative fireplace. The second living area at the back of the house featu
Hot HOT 20
Catch N Relax
Home - Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Talk about location! Wrights Retreat is barely a block away from the sugar white sandy beaches on the Gulf of Mexico. This spacious three-bedroom cottage-style home is located West of Gulf Drive in Holmes Beach and can host up to six guests. It features a comfortable and spacious family room, master bedroom with an ensuite bathroom and two guest be
Hot HOT 20
Wrights Retreat
Home
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (5)
Nestled on the far North end of Anna Maria right at Bean Point, is Seascapes, newly remodeled three- bedroom, two-bathroom vacation home directly across from the Beach. This property has direct access to the Gulf and is closer to the water than many of the Beach front homes on the Island! With direct access right out the front door, you can be on a
Hot HOT 19
Seascapes
Home
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (5)
Sunrise Vista is an Old Florida, vintage beach cottage, steps away from Tampa Bay. The house, which has been in the same family for three generations, is perfect for couples or small families that love a "close to nature beach" experience. We know you will love and experience the magic that Anna Maria holds while staying at Sunrise Vista.Surrounded
Hot HOT 16
Sunrise Vista
Home
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (6)
Sunnyside Up is a cottage styled single family home located only minutes away from the popular Beach House Restaurant and Historic Bridge Street and just 3 blocks from the beach. It features two bedrooms and two bath plus a screened in lanai. The yard is fully fenced and pet friendly so you can bring all the members of your family.HIGHLIGHTS • 0.2
Hot HOT 18
Sunnyside Up
Home - Pet Friendly
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests
Rating 5 (2)
Welcome to Barefoot Mermaid 1 - previously The Gulf Queen Apartments. Only two houses from the white sand gulf beaches of Anna Maria. This 2-bedroom, 1-bath duplex has the old Florida charm of a by-gone time of Anna Maria Island. This property has been newly updated and furnished. This duplex has everything you would need for a perfect beach va
Hot HOT 31
Barefoot Mermaid 1
Duplex
Bedrooms 2 bedrooms
Bathrooms 1 baths
Guests 4 guests
Welcome to Mar Y Sol! A stunning luxury cottage which has been meticulously renovated and decorated with every attention to detail awaits its distinguished travelers. The sophisticated Mar Y Sol provides what the name promises. Enjoy the sea and sun when staying at this house that offers the combination of old-world charm and modern accommodations.
Hot HOT 25
Mar Y Sol
Home
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests
Rating 5 (3)
Located in Bradenton Beach, this fabulous 3-bedroom, 1.5-bath Key West Style cottage with private pool is only a minute to the beautiful Gulf beach. Violetta Cottage is located a short walk from Bridge Street with all its restaurants, great shopping, and the Bradenton Beach City Pier. Violetta Cottage has a large open plan living area with plenty o
Hot HOT 24
Violetta Cottage
Home
Bedrooms 3 bedrooms
Bathrooms 1 baths
Guests 6 guests
Pool pool
Rating 5 (6)
Welcome to Beach N Bay 204! A honeymooners delight or a couple’s retreat! Enjoy a romantic getaway! Don't miss your chance to stay at the North end of Anna Maria Island in the highly desirable village of Anna Maria, one of Coastal Living Magazine's Top 10 Happiest Seaside Towns! Located right in the middle of all that happiness, Beach N Bay is th
Hot HOT 23
Beach N Bay 204
Duplex - Pet Friendly
Bedrooms 2 bedrooms
Bathrooms 1 baths
Guests 2 guests
Rating 5 (5)
Welcome to Pleasant Palms! Nestled right amid Anna Maria Island is this 3-bedroom, 2-bath single family home with private pool. This cottage-styled home offers a spacious floorplan to accommodate six people comfortably. There is plenty of seating in the living area that features a 55-inch flat screen HD TV. Prepare meals in the remodeled open kitch
Hot HOT 24
Pleasant Palms
Home
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Pool pool
Rating 5 (2)
For true Southern Living and if only the best will do, this beautiful Island vacation home is for you! Being only one house from the lovely beaches of Anna Maria Island and three houses to Tampa Bay you can enjoy all the waterways the Island has to offer! This is a historical cottage that has been totally remodeled for your enjoyment. Marmalade Mer
Hot HOT 32
Marmalade Mermaid
Home - Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 5 (6)

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