Courtesy: AMI REAL ESTATE INC
941-447-9663
Welcome to this beautifully curated coastal duplex located in the heart of Holmes Beach, just a two minute walk from the pristine sands and turquoise waters of Anna Maria Island. Elevated and thoughtfully designed, the property features two fully furnished, turn-key residences, each offering 2 bedrooms and 2 bathrooms with private entrances and sun-filled, open concept living spaces with coastal finishes. This versatile duplex allows for a variety of use options, whether continuing both units as vacation rentals, enjoying personal use while generating rental income, or living in one residence and renting the other. Covered parking and generous storage are located beneath the elevated structure, enhancing convenience and functionality. Ideally positioned near beach access, local dining, shopping, and island amenities, this duplex delivers the perfect blend of luxury coastal living and investment potential.
Courtesy: PREFERRED SHORE LLC
941-999-1179
Welcome to a prime piece of paradise just a couple of blocks from the award-winning Gulf beaches of Anna Maria Island. This Holmes Beach duplex isn’t just about location—it’s about the lifestyle and the possibilities it offers. Each side features two bedrooms and two full baths, complete with updated appliances and newer air-conditioning systems for year-round comfort—one unit with a new AC installed in 2023 and the other replaced in 2024. Both electrical panels and water heaters were just installed brand-new in 2024, and the roof was replaced in 2020, giving you peace of mind and modern reliability throughout. With no HOA, you have the freedom to make this property truly your own, whether as a full-time residence, seasonal escape, or income-producing investment. What makes this property so unique is its exceptional versatility. You could live in one unit and rent out the other for steady income, or operate both as short-term vacation rentals while blocking off certain weeks or months for your own personal use. The layout makes it effortless to maintain privacy and independence between the two sides, and each has its own private outdoor area—perfect for guests, tenants, or friends visiting from up north. Whether you envision one side as your private coastal retreat and the other as a high-performing Airbnb, or you prefer to rent both units during the busy season and reserve your favorite months to enjoy yourself, the options are as flexible as your lifestyle. The outdoor spaces add even more appeal. The back unit enjoys access to a spacious and beautifully designed backyard patio—ideal for relaxing under the stars or hosting sunset dinners. The front unit offers its own private outdoor gathering area, surrounded by lush tropical greenery, providing plenty of privacy and space for lounging or entertaining after a day at the beach. Beyond the property lines, this duplex places you moments away from everything that makes Anna Maria Island one of Florida’s most cherished destinations. Stroll to the sugar-white sandy beaches, explore charming local boutiques, indulge in fresh coastal dining, and take advantage of the easy access to SRQ Airport for quick getaways. A short drive brings you to downtown Bradenton, where the Riverwalk and vibrant dining scene offer even more entertainment and nightlife options. Whether you’re an investor seeking strong rental income, a snowbird wanting a part-time Florida home that pays for itself, or someone dreaming of a full-time beach lifestyle with income potential, this Holmes Beach duplex checks every box. It’s a rare opportunity to own a turnkey, updated property in an unbeatable location—where the sun, sand, and sound of the waves can truly become part of your everyday life.
Courtesy: KELLER WILLIAMS ON THE WATER
941-729-7400
Property did NOT flood! Sold turnkey! Stunning 4 bedroom 4 bath luxury duplex pool home just 1 block from the beach! Newer heated salt water pool & backyard is a private oasis in paradise. Each unit features its own kitchen, dining area, living room & 2 bedrooms & 2 beautiful baths with private enclosed porches. Shared 1 car garage & inside laundry room with full-size washer & dryer. Both units feature designer finishes in a light, bright & renovated space, newer quartz countertops & stainless appliances. Professionally landscaped with mature trees & plenty of parking even if both units are occupied. This amazing home is located right in the heart of Holmes Beach on Anna Maria Island. Situated along the free island trolley route & close to restaurants & shopping. Welcome to paradise!
Courtesy: MAVREALTY
727-314-3942
Located on the desirable west side of Gulf Drive just one block from the Gulf, this newly renovated TURNKEY 4-bedroom, 4-bath elevated duplex offers exceptional income ($100K NET INCOME) and a true island lifestyle. With no streets to cross to reach the beach, you can hear the ocean waves and feel the salt air from the moment you arrive. Each unit features two bedrooms and two full bathrooms, including a spacious owner's suite large enough for a king bed with an en suite bath, and a guest bedroom that comfortably fits two twin beds. The bright and open living areas flow into fully stocked kitchens with updated appliances and dining space, while sliding glass doors open to private outdoor patios—perfect for morning coffee, reading in the breeze, or soaking up the sun. Both units have their own ground-level laundry rooms, adding convenience for full-time living or short-term rental guests. Recent updates include new flooring, paint, trim, and modern finishes throughout, blending “Old Florida” charm with fresh coastal appeal. The fenced backyard offers privacy and room to add a pool, further enhancing rental desirability. A nearby boat slip is included, making this an even more attractive option for vacationers and owners alike. The property is being sold fully furnished allowing for immediate rental income or personal use. With zoning that allows short-term vacation rentals and a prime location close to Downtown Anna Maria, shopping, dining, nightlife, and a trolley stop across the street, this turnkey duplex is a rare and profitable investment opportunity.
Courtesy: MICHAEL SAUNDERS & COMPANY
941-896-9981
Opportunities like this are exceptionally rare on Anna Maria Island. This income-producing triplex in the heart of Holmes Beach offers the ultimate combination of prime island location, short-term rental potential, and long-term investment value, with no busy streets to cross and just steps from the island’s world-famous Gulf beaches, plus minutes to the dining, shopping, and entertainment of Bridge Street. One of the few multi-unit properties available on Anna Maria Island, this active short-term rental features three separate units, including a spacious 3-bedroom, 1-bath residence upstairs, along with a 2-bedroom, 1-bath unit and a studio apartment on the main level, offering exceptional flexibility for owner occupancy, multiple income streams, or a live-in-one, rent-the-others strategy. The location is equally compelling, with easy access near the Manatee Avenue Causeway, IMG Academy approximately 20 minutes away, UTC and Lakewood Ranch 35–40 minutes, Downtown Sarasota within 40 minutes, Sarasota-Bradenton International Airport (SRQ) about 30 minutes, and Tampa International Airport (TPA) roughly 60–70 minutes, driving strong year-round rental demand and effortless travel for owners and guests alike. Whether you’re pursuing a turnkey Anna Maria Island investment, a 1031-exchange opportunity, or a coastal retreat that pairs island living with income, this Holmes Beach triplex delivers a truly unmatched opportunity in one of Florida’s most desirable Gulf Coast beach communities.
Courtesy: MICHAEL SAUNDERS & COMPANY
941-896-9981
Turnkey and income-producing, this newly renovated duplex offers a rare opportunity in the heart of Holmes Beach on Anna Maria Island offering an exceptional opportunity for island living and income-producing investment. Each side of the duplex features 2 bedrooms and 2 bathrooms, creating comfortable, well-appointed accommodations just a short stroll to the island’s pristine Gulf beaches, while Pine Avenue and Bridge Street are a quick golf cart ride away, placing dining, shopping, coffee shops, bars, and entertainment easily within reach. This well-maintained property is currently operating as a successful active short-term rental, making it ideal for investors, second-home buyers, or those seeking a vacation home with income potential, with the added opportunity to enhance value through a large backyard on both sides with room to add a private pool (subject to city approval). The location also offers convenient access off the island, with Sarasota-Bradenton International Airport (SRQ) approximately 25 minutes, University Town Center (UTC) about 25–30 minutes, and Tampa International Airport (TPA) roughly 60–70 minutes, supporting strong year-round rental demand. Whether you’re looking for a turnkey Anna Maria Island duplex, a coastal retreat, or a strategic Gulf Coast investment, this Holmes Beach property delivers a rare blend of location, flexibility, and lifestyle.
Courtesy: STARZ REAL ESTATE, LLC
941-737-7108
Welcome to Alamanda Villas and your piece of island paradise. Just steps from the Gulf of Mexico, 8 unit property features a heated outdoor pool, barbecue facilities and umbrella-covered patio areas with wonderful water views. Each 1 bedroom/1 bathroom unit has a fully stocked kitchen with a microwave, refrigerator, coffee maker, oven and stove top. There are many shops, restaurants, and entertainment in the immediate area and it is a less than five minute walk to the trolley stop which can take people to see all that Anna Maria Island has to offer. This turnkey property has been taken care of very well and is the perfect investment opportunity. Schedule your showing today. Daily rentals permitted. Each Unit is already Condominiumized, an added benefit usually not available. Buyer would become the sole owner and member of the condominium association.
Holmes Beach is located in Florida. Holmes Beach, Florida has a population of 3,132. Holmes Beach is less family-centric than the surrounding county with 14.6% of the households containing married families with children. The county average for households married with children is 21.81%.
The median household income in Holmes Beach, Florida is $78,311. The median household income for the surrounding county is $64,964 compared to the national median of $69,021. The median age of people living in Holmes Beach is 64.1 years.
The average high temperature in July is 90.5 degrees, with an average low temperature in January of 52.4 degrees. The average rainfall is approximately 53.4 inches per year, with 0 inches of snow per year.
