A barrier island located at the southern entrance of Tampa Pay and on the Gulf of Mexico, Anna Maria Island offers a rare taste of Old Florida. The noticeable lack of highrise buildings in this community gives way to the low-key feel and relaxed attitude of the residents. It is truly one of Florida's best kept secrets and as the locals say... “The only lines are those you'll draw in the sand.”
Anna Maria Island is divided into three cities which all include easy access to unrivaled beaches, water sports, spectacular fishing, and world class restaurants and shopping.
Whether you are looking for a vacation condo, a restored historic home, or a million dollar villa, Anna Maria Island real estate includes options available for you to own a piece of the dream. Read more below
| All Listings | $800,000 - $900,000 | Over $1,000,000 |
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Experience Elevated Island Living At 703 S Bay Blvd. Nestled Along The Tranquil Bimini Bay Canal With Sweeping Views Of Tampa Bay, This Brand-new Modern Masterpiece By Tulia Homes Offers The Pinnacle Of Waterfront Luxury On Anna Maria Island. Com...
Rising Gracefully On The Sugar-white Sands Of Bean Point, The Golden Dolphin Is A Timeless Gulf-front Residence That Blends Enduring Craftsmanship With Inspired Artistry. The Main Living Level Unfolds Into A Grand Living And Dining Area, Where A F...
This Stunning 9-bedroom, 8.5-bathroom Beachfront Property Offers 3,983 Sq Ft Of Heated Interior Space And Comes Fully Furnished With Luxurious Details Throughout. The Home Boasts An Open-concept Layout With Vibrant Living Areas, A Well-appointed C...
Virtually Staged. Under Construction. Under Construction On An Oversized Corner Lot Along Anna Maria Island’s North End, Just 50 Feet From Sugar-white Sand Beaches And The Turquoise Waters Of The Gulf Of Mexico, This Three-level Luxury Coastal Hom...
This Turn-key Custom Built Six Bedroom Six And A Half Bathroom Luxury Home On Anna Maria Island Is An Exceptional Beach Investment Property Offering The Perfect Balance Of Passive Rental Income And Personal Coastal Living. Located On One Of The Mo...
Homes Of This Architectural Caliber Are Rarely Offered For Sale - And Even More Rarely As A Fully Curated Estate. Every Furnishing, Antique, Original Artwork, Lighting Fixture, Textile, And Accessory Has Been Thoughtfully Selected Specifically Fo...
Experience A Striking New Expression Of Waterfront Living At 319 Tarpon Street, A Fully Furnished Coastal Residence Positioned On A Quiet Dead-end Street In The Heart Of Anna Maria. Set Along 75 Feet Of Saltwater Canal Frontage, The Home Was Thoug...
Located On Picturesque Anna Maria Island, This Exceptional 9-bedroom, 8.5-bathroom Coastal Retreat Offers 4,244 Sq Ft Of Heated Living Space With Luxurious Amenities Throughout. The Open-concept Interior Features An Oversized Kitchen With A Spacio...
Discover Coastal Luxury At 209 Willow In The Heart Of Anna Maria Island On A Very Sought Out Quiet Street. This Stunning Canal-front Home Offers The Perfect Blend Of Relaxed Island Living And High-end Amenities, Just 10 Houses From The Pristine Su...
Finding A Lot Of This Scale On One Of Anna Maria’s Most Quiet And Secluded Streets Is An Opportunity That Simply Doesn't Come Around Often. Spanning Over 23,000 Square Feet, This Property Offers Something Truly Rare: Private Ownership That Extends...
Here Is Your Chance To Own A 5 Bed/4.5 Bath Custom Waterfront Residence On One Of The Most Coveted Streets In The City Of Anna Maria. Enjoy The Rare Luxury Of Having Direct Boat Access In Your Backyard While Just A Short Walk To The Pristine Shore...
Welcome To A Rare Offering On The Coveted North End Of Anna Maria Island — A Brand-new Coastal Sanctuary Where Architectural Sophistication Meets The Timeless Charm Of Old Florida. Ideally Positioned Just Steps From The Sugar-white Sands Of The Gu...
Introducing The Palm—an Iconic Waterfront Estate Where Exceptional Architecture, Resort-inspired Living, And The Unmistakable Charm Of Anna Maria Island Come Together To Create A Remarkable Home. More Than A Home, The Palm Captures The Very Best O...
This Recently Constructed Home On Anna Maria Island Overlooking A Stunning Canal Is Just One Block From The Pristine Gulf Of Mexico Beaches And A Short Walk To The Restaurants And Boutiques On Pine Ave. This Luxurious 5-bedroom, 5.5 Bath Retreat O...
Welcome To 103 Palm Avenue On Anna Maria Island, Home To Some Of The Best Beaches In Florida. This Exceptional Beachfront Property Features Not One, But Two Direct Gulf-front Residences, Offering A Rare Opportunity For Multi-generational Living, R...
Under Construction. Luxury Residence Coming Soon In The Heart Of Anna Maria! This 4 Bedroom, 4.5 Bathroom + Den Home Is Just A Short Stroll To The Sparkling Gulf Waters And Situated On A Lagoon. The Main Floor Has High Ceilings And Natural Light W...
Luxury Coastal Living At It’s Finest! This One-of-a-kind Residence, Designed By Emily Anne Smith, Stands On One Of The Most Sought-after Streets In Anna Maria, Just One Home From The Gulf And A Short Walk To The Charm Of Pine Avenue. The Location ...
Welcome To 118 Mangrove Ave, A Slice Of Tropical Paradise In The Heart Of Anna Maria. This 4-bedroom, 4.5-bath Residence Offers An Exceptional Blend Of Luxury, Comfort, And Coastal Convenience. Turnkey Furnished And Thoughtfully Appointed, It Is D...
Experience Elevated Island Living In This Exceptional Brand-new Custom Four Bedroom Four And A Half Bath Coastal Retreat By Eason Builders Group Construction, Ideally Positioned West Of Gulf Drive On Anna Maria Island Just Moments From The Sugar-w...
Direct Beachfront - This Residence Generated Nearly $500,000 In Income For 2025! Positioned On The Pristine Shores Of The North End Of Anna Maria Island, This Extraordinary Direct Beachfront Estate Offers A Rare Opportunity To Own A Luxury Coasta...
Located on the Southern end of the island, Bradenton Beach can be accessed from the mainland via bridges on Cortex Road or Manatee Avenue. Access can also be achieved from the south via Longboat Key. Bradenton Beach contains miles of uninterrupted beaches on the Gulf side and calm waters on the bay side for boat docking.
The city also boasts Leffis Key, an island nature preserve. Enjoy a hike through mangrove forests and trek up the “hill” to get a panoramic view of unrivaled beauty.
Holmes Beach Real Estate
Nestled between Bradenton Beach and the city of Anna Maria, Holmes Beach is the largest of the islands three cities with a population just over 5,000 (2004 census). Holmes Beach real estate includes a mixture of homes, condos and townhouses. With miles of gorgeous sugar white beaches and easy access to the Intracoastal Waterway, water and boating enthusiasts will find no lack of activities to keep busy, even when being busy is doing nothing at all...
The City of Anna Maria
This residential community lies on the north end of the island and is known for it's laid-back lifestyle. Many of the public beaches here are so secluded, you'll feel like you are on your own private beach. The city has done a remarkable job conserving it's natural beach habitats, the entire city is a bird sanctuary. You can find a wide array of shore and water birds here and the beaches are also prime nesting ground for endangered loggerhead turtles. Its quaint business district offers a hand full of boutiques and antique shops along with restaurants ranging from sandwich shops to fine dining.
With it's array of beaches, outdoor activities, and dining possibilities ; Anna Maria Island is an ideal place to relax and leave your cares behind.
All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independently verified.
Listing information is provided for consumer personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law.
Listing data comes from My Florida Regional MLS DBA Stellar MLS.
Listing information last updated on August 18th, 2026 at 8:22am EDT.
