$4,900,000 An exceptional Sarasota Bay waterfront opportunity offering nearly 100 feet of direct bay frontage in the heart of Bradenton Beach. The existing residence is habitable and may be enjoyed as-is, while also presenting outstanding long-term redevelopment potential. The Seller has obtained City confirmation regarding the potential for two waterfront homesites following removal of the existing residence (buyer to verify all zoning, permitting, subdivision, and development requirements). The property features a 75-foot composite dock with a 4,500-pound boat lift, breathtaking open-water views, and immediate boating access. Whether enjoyed today or reimagined for the future, this is a rare opportunity to create an extraordinary waterfront legacy on Anna Maria Island. Ilexhurst SubDv. An exceptional Sarasota Bay waterfront opportunity offering nearly 100 feet of direct bay frontage in the heart of Bradenton Beach. The existing residence is habitable and may be enjoyed as-is, while also presenting outstanding long-term redevelopment potential. The Seller has obtained City confirmation regarding the potential for two waterfront homesites following removal of the existing residence (buyer to verify all zoning, permitting, subdivision, and development requirements). The property features a 75-foot composite dock with a 4,500-pound boat lift, breathtaking open-water views, and immediate boating access. Whether enjoyed today or reimagined for the future, this is a rare opportunity to create an extraordinary waterfront legacy on Anna Maria Island. 2512 Avenue A, Bradenton Beach
$1,299,000 The Beach is Calling! Just steps from the sugar sands and turquoise waters of Bradenton Beach on world-famous Anna Maria Island, this rarely available income-producing duplex offers the perfect combination of island lifestyle, investment opportunity, and coastal charm. Whether you’re dreaming of owning a private beach retreat, a high-performing vacation rental, or both, this property delivers endless possibilities in one of Florida’s most desirable beach destinations. Imagine waking up to salty sea breezes, spending your days on the beach, and generating rental income all at the same time. Live in one unit while renting the other, lease both for maximum return, or create the ultimate multi-family vacation getaway. Opportunities like this are incredibly rare on Anna Maria Island, especially this close to the beach and the vibrant energy of Bridge Street. Both units have been thoughtfully updated and are being sold fully furnished and completely turn-key, making them ready for immediate enjoyment or short-term rental use. One unit is a true coastal showpiece featuring stylish shiplap accent walls, stunning tongue-and-groove ceilings, and a custom-designed primary bed with built-in storage that maximizes both functionality and charm. Recent improvements, including a brand-new roof installed in 2026, provide added value and peace of mind for years to come. Designed with both privacy and entertaining in mind, each unit features its own private entrance, dedicated parking, separate laundry room, and individual outdoor living spaces. The spacious balconies create the perfect setting for morning coffee, sunset cocktails, or gathering with family and friends after a day at the beach. Charming outdoor showers add the quintessential Florida touch, allowing guests to rinse off after long afternoons in the sand and surf. Each side of the duplex offers 2 bedrooms and 2 full bathrooms, comfortably accommodating multiple families or larger groups while still allowing everyone to enjoy their own private retreat. The flexible layout makes this property especially attractive for vacation renters, seasonal residents, or investors seeking strong income potential in a prime island location. Location truly sets this property apart. Just a short stroll away is Bridge Street, the lively heart of Bradenton Beach, known for its open-air restaurants, local boutiques, live music, and laid-back island atmosphere. Spend your days at nearby Coquina Beach, bike to the breathtaking shores of Bean Point, or explore the charming communities of Holmes Beach and Anna Maria to the north. Cross over to the historic Cortez Fishing Village for fresh-off-the-boat seafood and Old Florida charm, or venture into Bradenton for waterfront dining, arts, and attractions like the Bishop Museum of Science and Nature. For upscale shopping, fine dining, and cultural experiences, Sarasota, Longboat Key, and St. Armands Circle are all just a short drive away. This is more than just a property—it’s a lifestyle investment in one of Florida’s most beloved coastal destinations. Sunsets, sandy toes, island living, and incredible income potential all come together in this exceptional Anna Maria Island duplex. Your piece of paradise awaits. 4 Beds ⋅ 4 Baths ⋅ Ilexhurst SubDv. The Beach is Calling! Just steps from the sugar sands and turquoise waters of Bradenton Beach on world-famous Anna Maria Island, this rarely available income-producing duplex offers the perfect combination of island lifestyle, investment opportunity, and coastal charm. Whether you’re dreaming of owning a private beach retreat, a high-performing vacation rental, or both, this property delivers endless possibilities in one of Florida’s most desirable beach destinations. Imagine waking up to salty sea breezes, spending your days on the beach, and generating rental income all at the same time. Live in one unit while renting the other, lease both for maximum return, or create the ultimate multi-family vacation getaway. Opportunities like this are incredibly rare on Anna Maria Island, especially this close to the beach and the vibrant energy of Bridge Street. Both units have been thoughtfully updated and are being sold fully furnished and completely turn-key, making them ready for immediate enjoyment or short-term rental use. One unit is a true coastal showpiece featuring stylish shiplap accent walls, stunning tongue-and-groove ceilings, and a custom-designed primary bed with built-in storage that maximizes both functionality and charm. Recent improvements, including a brand-new roof installed in 2026, provide added value and peace of mind for years to come. Designed with both privacy and entertaining in mind, each unit features its own private entrance, dedicated parking, separate laundry room, and individual outdoor living spaces. The spacious balconies create the perfect setting for morning coffee, sunset cocktails, or gathering with family and friends after a day at the beach. Charming outdoor showers add the quintessential Florida touch, allowing guests to rinse off after long afternoons in the sand and surf. Each side of the duplex offers 2 bedrooms and 2 full bathrooms, comfortably accommodating multiple families or larger groups while still allowing everyone to enjoy their own private retreat. The flexible layout makes this property especially attractive for vacation renters, seasonal residents, or investors seeking strong income potential in a prime island location. Location truly sets this property apart. Just a short stroll away is Bridge Street, the lively heart of Bradenton Beach, known for its open-air restaurants, local boutiques, live music, and laid-back island atmosphere. Spend your days at nearby Coquina Beach, bike to the breathtaking shores of Bean Point, or explore the charming communities of Holmes Beach and Anna Maria to the north. Cross over to the historic Cortez Fishing Village for fresh-off-the-boat seafood and Old Florida charm, or venture into Bradenton for waterfront dining, arts, and attractions like the Bishop Museum of Science and Nature. For upscale shopping, fine dining, and cultural experiences, Sarasota, Longboat Key, and St. Armands Circle are all just a short drive away. This is more than just a property—it’s a lifestyle investment in one of Florida’s most beloved coastal destinations. Sunsets, sandy toes, island living, and incredible income potential all come together in this exceptional Anna Maria Island duplex. Your piece of paradise awaits. 2517 Avenue C, Bradenton Beach
$2,495,000 BRAND NEW ROOF | HURRICANE IMPACT WINDOWS & DOORS | 95 STEPS TO THE BEACH | HIGH-PERFORMING NIGHTLY RENTAL| MOTIVATED SELLER Welcome to one of Bradenton Beach’s most exceptional income-producing coastal investments, where luxury lifestyle, proven rental performance, and unbeatable location come together just 95 steps from the sugar-white sands and turquoise waters of Bradenton Beach. Positioned in the heart of one of Florida’s most sought-after beach destinations, this fully renovated beachside duplex presents a rare opportunity to own a turn-key, high-performing short-term rental with no minimum rental restrictions and bookings already extending into 2026. Whether you are an investor seeking strong cash flow, a lifestyle buyer wanting a second home that offsets ownership costs, or someone searching for a legacy beach property, this offering checks every box. Each spacious unit offers over 1,500 square feet of beautifully designed living space with two bedrooms, two bathrooms, private lanais, upscale coastal finishes, and the flexibility to rent separately or together for maximum income potential. Guests are drawn to the property’s walkable island lifestyle. Mornings spent enjoying coffee on the lanai, afternoons on the beach, and evenings filled with Gulf sunsets, live music, and local dining all just moments away. The property has undergone extensive renovations and capital improvements, creating a low-maintenance and highly desirable investment asset. Upgrades include a brand-new roof, hurricane-impact windows and sliding glass doors throughout, Hardie siding, luxury kitchens, spa-inspired bathrooms with oversized walk-in showers and Jacuzzi tubs, hand-scraped maple flooring, elevator access, private garages, and custom coastal details throughout. A true standout feature is the stunning 4th-floor rooftop deck complete with panoramic Gulf and bay views, a saltwater pool and spa, and an unforgettable entertainment space that consistently drives repeat guests and premium rental demand. Since entering the vacation rental market in 2023, the property has demonstrated strong and consistent rental performance with increasing year-over-year demand. With nightly rental flexibility and an irreplaceable location in the heart of Bradenton Beach, this property offers the rare combination of immediate income potential, long-term appreciation, and an unmatched coastal lifestyle. This is more than a beach home, it is a luxury investment experience designed to generate income, create memories, and deliver lasting value for years to come. 4 Beds ⋅ 5 Baths ⋅ Ilexhurst SubDv. BRAND NEW ROOF | HURRICANE IMPACT WINDOWS & DOORS | 95 STEPS TO THE BEACH | HIGH-PERFORMING NIGHTLY RENTAL| MOTIVATED SELLER Welcome to one of Bradenton Beach’s most exceptional income-producing coastal investments, where luxury lifestyle, proven rental performance, and unbeatable location come together just 95 steps from the sugar-white sands and turquoise waters of Bradenton Beach. Positioned in the heart of one of Florida’s most sought-after beach destinations, this fully renovated beachside duplex presents a rare opportunity to own a turn-key, high-performing short-term rental with no minimum rental restrictions and bookings already extending into 2026. Whether you are an investor seeking strong cash flow, a lifestyle buyer wanting a second home that offsets ownership costs, or someone searching for a legacy beach property, this offering checks every box. Each spacious unit offers over 1,500 square feet of beautifully designed living space with two bedrooms, two bathrooms, private lanais, upscale coastal finishes, and the flexibility to rent separately or together for maximum income potential. Guests are drawn to the property’s walkable island lifestyle. Mornings spent enjoying coffee on the lanai, afternoons on the beach, and evenings filled with Gulf sunsets, live music, and local dining all just moments away. The property has undergone extensive renovations and capital improvements, creating a low-maintenance and highly desirable investment asset. Upgrades include a brand-new roof, hurricane-impact windows and sliding glass doors throughout, Hardie siding, luxury kitchens, spa-inspired bathrooms with oversized walk-in showers and Jacuzzi tubs, hand-scraped maple flooring, elevator access, private garages, and custom coastal details throughout. A true standout feature is the stunning 4th-floor rooftop deck complete with panoramic Gulf and bay views, a saltwater pool and spa, and an unforgettable entertainment space that consistently drives repeat guests and premium rental demand. Since entering the vacation rental market in 2023, the property has demonstrated strong and consistent rental performance with increasing year-over-year demand. With nightly rental flexibility and an irreplaceable location in the heart of Bradenton Beach, this property offers the rare combination of immediate income potential, long-term appreciation, and an unmatched coastal lifestyle. This is more than a beach home, it is a luxury investment experience designed to generate income, create memories, and deliver lasting value for years to come. 2300 Avenue B, Bradenton Beach
$999,000 You must see this charming 1940s Craftsman cottage tucked into the historic heart of Anna Maria Island! This beautifully renovated two-bedroom, two-bath homestead blends timeless Old Florida character with effortless coastal charm. The home’s distinctive pecky pine exterior pay homage to its heritage while creating a warm, inviting island aesthetic that reflects the relaxed spirit of Anna Maria’s historic beach community. Inside, the home opens into a light-filled open floor plan designed for easy coastal living and effortless entertaining. The living, dining, and kitchen areas flow seamlessly together, creating a welcoming gathering space filled with natural light and breezy island ambiance. Whether enjoying a quiet morning coffee or hosting friends after a day at Anna Maria’s beautiful beaches, the layout makes the home feel both spacious and intimate. A convenient indoor laundry room is thoughtfully tucked away, adding modern practicality to this historic retreat. The home features a well-designed split floor plan, offering privacy and comfort for residents and guests alike. The primary bedroom suite includes a private ensuite bath, creating a peaceful retreat at the end of the day. On the opposite side of the home, the second bedroom features charming built-in bunks, perfect for family or visiting guests, with easy access to the second full bath. Step outside to discover a beautifully landscaped private pool enclosure, surrounded by lush tropical greenery that creates a tranquil island oasis. It’s the perfect spot to relax, unwind, and soak in the peaceful rhythm of Anna Maria’s laid-back island lifestyle. All of this is located just two blocks from Anna Maria’s world-famous sugar-sand beaches, and only moments from the island’s beloved restaurants, charming boutiques, and local shops. Spend your days biking to breakfast cafés, strolling to dinner with sunset views, or exploring the unique coastal storefronts that make Anna Maria so special. This lovingly restored cottage offers a rare opportunity to own a piece of historic island charm paired with modern comfort in one of Florida’s most treasured beach communities. 2 Beds ⋅ 2 Baths ⋅ Ilexhurst SubDv. You must see this charming 1940s Craftsman cottage tucked into the historic heart of Anna Maria Island! This beautifully renovated two-bedroom, two-bath homestead blends timeless Old Florida character with effortless coastal charm. The home’s distinctive pecky pine exterior pay homage to its heritage while creating a warm, inviting island aesthetic that reflects the relaxed spirit of Anna Maria’s historic beach community. Inside, the home opens into a light-filled open floor plan designed for easy coastal living and effortless entertaining. The living, dining, and kitchen areas flow seamlessly together, creating a welcoming gathering space filled with natural light and breezy island ambiance. Whether enjoying a quiet morning coffee or hosting friends after a day at Anna Maria’s beautiful beaches, the layout makes the home feel both spacious and intimate. A convenient indoor laundry room is thoughtfully tucked away, adding modern practicality to this historic retreat. The home features a well-designed split floor plan, offering privacy and comfort for residents and guests alike. The primary bedroom suite includes a private ensuite bath, creating a peaceful retreat at the end of the day. On the opposite side of the home, the second bedroom features charming built-in bunks, perfect for family or visiting guests, with easy access to the second full bath. Step outside to discover a beautifully landscaped private pool enclosure, surrounded by lush tropical greenery that creates a tranquil island oasis. It’s the perfect spot to relax, unwind, and soak in the peaceful rhythm of Anna Maria’s laid-back island lifestyle. All of this is located just two blocks from Anna Maria’s world-famous sugar-sand beaches, and only moments from the island’s beloved restaurants, charming boutiques, and local shops. Spend your days biking to breakfast cafés, strolling to dinner with sunset views, or exploring the unique coastal storefronts that make Anna Maria so special. This lovingly restored cottage offers a rare opportunity to own a piece of historic island charm paired with modern comfort in one of Florida’s most treasured beach communities. 2913 Gulf Drive, Holmes Beach
$2,595,000 This waterfront corner lot offers a rare chance to build your custom coastal retreat on an expansive quarter-acre parcel just steps from the sands of the Gulf. With 196 feet of water frontage, tranquil views across the Intracoastal Waterway, and two existing boat lifts with protected dockage canal side, the property is perfectly suited for boating enthusiasts with direct access to open Gulf waters. Imagine designing a home that captures shimmering bay views, salty breezes, and effortless indoor/outdoor living, with ample space to add a pool and outdoor entertaining areas. The oversized corner footprint provides added flexibility for creative architectural design while maximizing privacy. Spend your mornings on the beach, your afternoons cruising the Gulf, and your evenings enjoying the laid-back island atmosphere just moments from charming shops and local dining. Large waterfront parcels this close to both boating and the beach are increasingly hard to find, making this an extraordinary canvas for your coastal vision. Ilexhurst SubDv. This waterfront corner lot offers a rare chance to build your custom coastal retreat on an expansive quarter-acre parcel just steps from the sands of the Gulf. With 196 feet of water frontage, tranquil views across the Intracoastal Waterway, and two existing boat lifts with protected dockage canal side, the property is perfectly suited for boating enthusiasts with direct access to open Gulf waters. Imagine designing a home that captures shimmering bay views, salty breezes, and effortless indoor/outdoor living, with ample space to add a pool and outdoor entertaining areas. The oversized corner footprint provides added flexibility for creative architectural design while maximizing privacy. Spend your mornings on the beach, your afternoons cruising the Gulf, and your evenings enjoying the laid-back island atmosphere just moments from charming shops and local dining. Large waterfront parcels this close to both boating and the beach are increasingly hard to find, making this an extraordinary canvas for your coastal vision. 407 20th Place, Bradenton Beach
$3,295,000 Experience the ultimate coastal lifestyle in this exquisite, newly constructed 7-bedroom house located just steps from the pristine white- sands of Anna Maria Island. Designed as a premier short-term vacation rental, allowing nightly rentals, this incredible home offers a turn-key opportunity for savvy investors looking to capitalize on one of Florida’s most lucrative markets. Boasting seven spacious bedrooms and seven-and-a-half baths, this luxurious retreat is engineered for high-occupancy success and grand entertaining. The open-concept, chef-inspired kitchen—a must-have for large groups—features top-tier appliances, custom cabinetry, and a massive island perfect for guest gatherings. This home has expansive rooftop deck, offering a rare "best of both worlds" perspective with panoramic 360-degree views. Guests can soak in the vibrant turquoise waters and world-class sunsets over the Gulf of Mexico to the west, then turn to watch the sunrise or passing boats across the sparkling Sarasota Bay to the east. This property is perfectly positioned to accommodate the high-demand large group segment. The layout is enhanced by proven five-star amenities, including a private heated pool and spa, multiple covered balconies, and high-end designer finishes throughout. Situated just moments from the beach and the free island trolley, this home ensures a seamless experience for guests seeking a car-free vacation. Outside, your private oasis awaits with a custom-designed pool area that acts as a central hub for relaxation, making it a true showstopper in the competitive rental market. Whether you are looking for a personal tropical escape or a high-performing income generator, this property delivers on every front. 7 Beds ⋅ 8 Baths ⋅ Ilexhurst SubDv. Experience the ultimate coastal lifestyle in this exquisite, newly constructed 7-bedroom house located just steps from the pristine white- sands of Anna Maria Island. Designed as a premier short-term vacation rental, allowing nightly rentals, this incredible home offers a turn-key opportunity for savvy investors looking to capitalize on one of Florida’s most lucrative markets. Boasting seven spacious bedrooms and seven-and-a-half baths, this luxurious retreat is engineered for high-occupancy success and grand entertaining. The open-concept, chef-inspired kitchen—a must-have for large groups—features top-tier appliances, custom cabinetry, and a massive island perfect for guest gatherings. This home has expansive rooftop deck, offering a rare "best of both worlds" perspective with panoramic 360-degree views. Guests can soak in the vibrant turquoise waters and world-class sunsets over the Gulf of Mexico to the west, then turn to watch the sunrise or passing boats across the sparkling Sarasota Bay to the east. This property is perfectly positioned to accommodate the high-demand large group segment. The layout is enhanced by proven five-star amenities, including a private heated pool and spa, multiple covered balconies, and high-end designer finishes throughout. Situated just moments from the beach and the free island trolley, this home ensures a seamless experience for guests seeking a car-free vacation. Outside, your private oasis awaits with a custom-designed pool area that acts as a central hub for relaxation, making it a true showstopper in the competitive rental market. Whether you are looking for a personal tropical escape or a high-performing income generator, this property delivers on every front. 2403 Avenue C, Bradenton Beach
$2,399,000 Welcome to Sands of Time, a recently updated six-bedroom, four-and-a-half-bathroom coastal retreat located less than two blocks from the white-sand beaches in the heart of Holmes Beach on Anna Maria Island. Thoughtfully designed and professionally decorated, this home blends relaxed beach style with upscale comfort, making it ideal as a primary residence, second home, or high-performing investment property. Inside, the spacious layout comfortably accommodates family and guests, with multiple living areas and a fully equipped kitchen designed for entertaining and everyday living alike. High-capacity laundry is conveniently located on the main floor, perfect after long days at the beach. Four private balconies invite you to enjoy morning coffee or evening breezes, while the home’s open flow creates a welcoming atmosphere throughout. The outdoor living space is a true highlight. A private heated pool and spa with a waterslide anchor a beautifully updated backyard featuring a bar with seating, lounge chairs, a large outdoor dining area, an outdoor shower, and a stainless-steel grill. A covered lanai beside the pool offers ample seating and an outdoor television, making it an ideal gathering place day or night. As evening falls, the backyard transforms into a tropical oasis with illuminated palms and ambient lighting. Entertainment continues indoors and in the oversized garage, which has been converted into a game space complete with a ping pong table, foosball table, and arcade game. When it’s time to unwind, the home offers six well-appointed bedrooms, each with a flat-screen television. Four bedrooms feature king beds, including three with en suite bathrooms and private balconies. One bedroom includes two twin beds, while another offers two sets of bunk beds, creating a perfect space for kids or guests. A half bath is located on the main floor, with an additional full bathroom upstairs. Situated on a quiet stretch of Holmes Boulevard, the property offers both privacy and convenience. Shops, restaurants, and island favorites along Pine Avenue are just minutes away, and the free island trolley stops nearby, providing easy access to all seven miles of Anna Maria Island. From boutique shopping and dining to fishing, boating, kayaking through mangroves, dolphin tours, and unforgettable sunsets, everything the island is known for is within easy reach. Sands of Time delivers the best of island living with space, style, and an unbeatable location in the heart of Holmes Beach. Schedule your private showing today! 6 Beds ⋅ 6 Baths ⋅ Ilexhurst SubDv. Welcome to Sands of Time, a recently updated six-bedroom, four-and-a-half-bathroom coastal retreat located less than two blocks from the white-sand beaches in the heart of Holmes Beach on Anna Maria Island. Thoughtfully designed and professionally decorated, this home blends relaxed beach style with upscale comfort, making it ideal as a primary residence, second home, or high-performing investment property. Inside, the spacious layout comfortably accommodates family and guests, with multiple living areas and a fully equipped kitchen designed for entertaining and everyday living alike. High-capacity laundry is conveniently located on the main floor, perfect after long days at the beach. Four private balconies invite you to enjoy morning coffee or evening breezes, while the home’s open flow creates a welcoming atmosphere throughout. The outdoor living space is a true highlight. A private heated pool and spa with a waterslide anchor a beautifully updated backyard featuring a bar with seating, lounge chairs, a large outdoor dining area, an outdoor shower, and a stainless-steel grill. A covered lanai beside the pool offers ample seating and an outdoor television, making it an ideal gathering place day or night. As evening falls, the backyard transforms into a tropical oasis with illuminated palms and ambient lighting. Entertainment continues indoors and in the oversized garage, which has been converted into a game space complete with a ping pong table, foosball table, and arcade game. When it’s time to unwind, the home offers six well-appointed bedrooms, each with a flat-screen television. Four bedrooms feature king beds, including three with en suite bathrooms and private balconies. One bedroom includes two twin beds, while another offers two sets of bunk beds, creating a perfect space for kids or guests. A half bath is located on the main floor, with an additional full bathroom upstairs. Situated on a quiet stretch of Holmes Boulevard, the property offers both privacy and convenience. Shops, restaurants, and island favorites along Pine Avenue are just minutes away, and the free island trolley stops nearby, providing easy access to all seven miles of Anna Maria Island. From boutique shopping and dining to fishing, boating, kayaking through mangroves, dolphin tours, and unforgettable sunsets, everything the island is known for is within easy reach. Sands of Time delivers the best of island living with space, style, and an unbeatable location in the heart of Holmes Beach. Schedule your private showing today! 6908 Holmes Boulevard, Holmes Beach
$1,100,000 Welcome to "Captains Quarters" this luxury duplex is recently renovated and centrally located on Anna Maria Island with over $140k in projected rental revenue for 2026. This property underwent a full renovation in 2023 with full permits for new windows, electric, ac, and plumbing. This island retreat features a brand new heated saltwater pool and spa nestled among the palm trees with a secluded beach alley access. Each side features it's own kitchen, living and dining area. The gourmet kitchen in both units features quartz countertops, new shaker cabinets and stainless steel appliances. This home is being sold turn-key furnished. Property is currently being used as a vacation rental. Call today for your private showing! 2 Beds ⋅ 2 Baths ⋅ Ilexhurst SubDv. Welcome to "Captains Quarters" this luxury duplex is recently renovated and centrally located on Anna Maria Island with over $140k in projected rental revenue for 2026. This property underwent a full renovation in 2023 with full permits for new windows, electric, ac, and plumbing. This island retreat features a brand new heated saltwater pool and spa nestled among the palm trees with a secluded beach alley access. Each side features it's own kitchen, living and dining area. The gourmet kitchen in both units features quartz countertops, new shaker cabinets and stainless steel appliances. This home is being sold turn-key furnished. Property is currently being used as a vacation rental. Call today for your private showing! 3016 Gulf Drive, Holmes Beach
$1,125,000 Welcome to "Pineapple Paradise" this luxury duplex is recently renovated and centrally located on Anna Maria Island with over $140k in rental revenue projected for 2026. This property underwent a full renovation in 2023 with full permits for new windows, electric, ac, and plumbing. This island retreat features a brand new heated saltwater pool and spa nestled among the palm trees with a secluded beach alley access. Each side features it's own kitchen, living and dining area. The gourmet kitchen in both units features quartz countertops, new shaker cabinets and stainless steel appliances. This home is being sold turn-key furnished. Property is currently being used as a vacation rental. Call today for your private showing! 2 Beds ⋅ 2 Baths ⋅ Ilexhurst SubDv. Welcome to "Pineapple Paradise" this luxury duplex is recently renovated and centrally located on Anna Maria Island with over $140k in rental revenue projected for 2026. This property underwent a full renovation in 2023 with full permits for new windows, electric, ac, and plumbing. This island retreat features a brand new heated saltwater pool and spa nestled among the palm trees with a secluded beach alley access. Each side features it's own kitchen, living and dining area. The gourmet kitchen in both units features quartz countertops, new shaker cabinets and stainless steel appliances. This home is being sold turn-key furnished. Property is currently being used as a vacation rental. Call today for your private showing! 3014 Gulf Drive, Holmes Beach
$3,495,000 2206 Avenue A, Bradenton Beach, FL 34217 Luxury Investment Meets Coastal Perfection A premier 7-bedroom, 7.5-bath luxury retreat just a 5-minute walk from Bradenton Beach. This 2022-built coastal haven combines elegant design, proven rental performance, and exceptional guest appeal—making it an ideal rental investment on coveted Anna Maria Island. Designed for large groups and multi-family stays, this property offers an unbeatable combination of scale, amenities, and location—features that drive consistent high occupancy and premium nightly rates. Investment Highlights: Prime location — 5-minute walk to Bradenton Beach and close to Pine Avenue shops & dining High-income layout — 7 bedrooms / 7.5 bathrooms (sleeps large groups comfortably) Premium amenities — rooftop deck with panoramic Gulf & Bay views, private heated pool & spa, BBQ area, and outdoor lounge Turnkey luxury — sold fully furnished and professionally designed with coastal chic interiors Proven rental appeal — ideal for reunions, retreats, and vacation groups seeking a luxury experience Strong ROI potential — similar homes on Anna Maria Island generate six-figure annual rental revenue Inside, guests are greeted by an airy open-concept living space filled with natural light, a fully equipped chef’s kitchen with quartz counters and stainless appliances, and seamless indoor–outdoor flow through sliding glass doors. Every bedroom includes a private ensuite, ensuring comfort and privacy for guests. From sunrise coffee on the balcony to sunset cocktails on the rooftop deck, Beachly Beloved offers an unforgettable guest experience—one that translates to repeat bookings and sustained income for savvy investors. Your opportunity: A rare, income-producing coastal asset in one of Florida’s strongest luxury rental markets. 7 Beds ⋅ 8 Baths ⋅ Ilexhurst SubDv. 2206 Avenue A, Bradenton Beach, FL 34217 Luxury Investment Meets Coastal Perfection A premier 7-bedroom, 7.5-bath luxury retreat just a 5-minute walk from Bradenton Beach. This 2022-built coastal haven combines elegant design, proven rental performance, and exceptional guest appeal—making it an ideal rental investment on coveted Anna Maria Island. Designed for large groups and multi-family stays, this property offers an unbeatable combination of scale, amenities, and location—features that drive consistent high occupancy and premium nightly rates. Investment Highlights: Prime location — 5-minute walk to Bradenton Beach and close to Pine Avenue shops & dining High-income layout — 7 bedrooms / 7.5 bathrooms (sleeps large groups comfortably) Premium amenities — rooftop deck with panoramic Gulf & Bay views, private heated pool & spa, BBQ area, and outdoor lounge Turnkey luxury — sold fully furnished and professionally designed with coastal chic interiors Proven rental appeal — ideal for reunions, retreats, and vacation groups seeking a luxury experience Strong ROI potential — similar homes on Anna Maria Island generate six-figure annual rental revenue Inside, guests are greeted by an airy open-concept living space filled with natural light, a fully equipped chef’s kitchen with quartz counters and stainless appliances, and seamless indoor–outdoor flow through sliding glass doors. Every bedroom includes a private ensuite, ensuring comfort and privacy for guests. From sunrise coffee on the balcony to sunset cocktails on the rooftop deck, Beachly Beloved offers an unforgettable guest experience—one that translates to repeat bookings and sustained income for savvy investors. Your opportunity: A rare, income-producing coastal asset in one of Florida’s strongest luxury rental markets. 2206 Avenue A, Bradenton Beach
$8,400,000 Welcome to 2175 Avenue A, Bradenton Beach, Florida A Luxury Island Estate Designed for Generational Memories & Investment Returns Step into the pinnacle of coastal elegance with this magnificent 10-bedroom, 12-bath luxury estate, nestled just steps from Bradenton Beach on coveted Anna Maria Island. Built in 2022, this turnkey coastal compound offers the perfect blend of refined relaxation and high-end amenities, making it ideal for luxury vacation rentals, multi-family getaways, or premium short-term rental investment. With sleeping space for 23 guests, new designer furnishings, and resort-style features, this stunning property checks every box for the discerning investor seeking both lifestyle and ROI. An established rental estate with a return clientele and a healthy ROI for any seasoned investor, this is a proven performer in one of Florida’s most desirable coastal markets. Investor Highlights: 3-minute walk to Bradenton Beach – Prime proximity to one of Florida’s most beloved beaches 10 spacious bedrooms | 12 modern bathrooms Sleeps up to 23 guests – Ideal for large family reunions or group rentals 8 king suites, 2 twin beds, and a full/full bunk – All with ensuite bathrooms Heated private pool & spa + outdoor bar, grill, and patio dining Rooftop deck with panoramic Gulf & Bay views – Ideal for sunsets and evening gatherings Game-ready backyard with putting green, ping pong, and foosball Steps to Bridge Street, dining, shopping, and marina – all walkable or bikeable Property Features: Every detail in this estate has been thoughtfully curated for upscale beach living: Bright, multi-level layout with expansive balconies and water views Open-concept great room, oversized TV, and seating for groups Gourmet kitchen with quartz island, premium appliances, and plenty of space for entertaining 11 spa-inspired bathrooms with sleek finishes, walk-in showers, and designer details Private suites throughout ensure comfort and privacy for every guest Outdoor Living at Its Finest: The tropical backyard is a private oasis: Heated pool with spillover spa Outdoor dining, grill, and lounge area Custom putting green and games for all ages Rooftop deck with 360° views of Gulf waters and the island skyline Why Investors Love 2175 Avenue A: High rental income potential in a top-tier vacation rental market Established rental estate with proven performance and return clientele New construction = minimal maintenance Ideal for 1031 exchange buyers, portfolio diversification, or luxury Airbnb investor Located in one of Florida’s strongest coastal markets, with year-round demand Zoned and designed for maximum occupancy and revenue optimization 2175 Avenue A isn't just a home—it's a rare investment opportunity on Anna Maria Island, combining luxurious design, unbeatable location, and outstanding rental appeal. Whether you're looking to expand your luxury rental portfolio, secure a premium vacation home with income potential, or enter Florida’s elite coastal market, this estate delivers on all fronts. 10 Beds ⋅ 12 Baths ⋅ Ilexhurst SubDv. Welcome to 2175 Avenue A, Bradenton Beach, Florida A Luxury Island Estate Designed for Generational Memories & Investment Returns Step into the pinnacle of coastal elegance with this magnificent 10-bedroom, 12-bath luxury estate, nestled just steps from Bradenton Beach on coveted Anna Maria Island. Built in 2022, this turnkey coastal compound offers the perfect blend of refined relaxation and high-end amenities, making it ideal for luxury vacation rentals, multi-family getaways, or premium short-term rental investment. With sleeping space for 23 guests, new designer furnishings, and resort-style features, this stunning property checks every box for the discerning investor seeking both lifestyle and ROI. An established rental estate with a return clientele and a healthy ROI for any seasoned investor, this is a proven performer in one of Florida’s most desirable coastal markets. Investor Highlights: 3-minute walk to Bradenton Beach – Prime proximity to one of Florida’s most beloved beaches 10 spacious bedrooms | 12 modern bathrooms Sleeps up to 23 guests – Ideal for large family reunions or group rentals 8 king suites, 2 twin beds, and a full/full bunk – All with ensuite bathrooms Heated private pool & spa + outdoor bar, grill, and patio dining Rooftop deck with panoramic Gulf & Bay views – Ideal for sunsets and evening gatherings Game-ready backyard with putting green, ping pong, and foosball Steps to Bridge Street, dining, shopping, and marina – all walkable or bikeable Property Features: Every detail in this estate has been thoughtfully curated for upscale beach living: Bright, multi-level layout with expansive balconies and water views Open-concept great room, oversized TV, and seating for groups Gourmet kitchen with quartz island, premium appliances, and plenty of space for entertaining 11 spa-inspired bathrooms with sleek finishes, walk-in showers, and designer details Private suites throughout ensure comfort and privacy for every guest Outdoor Living at Its Finest: The tropical backyard is a private oasis: Heated pool with spillover spa Outdoor dining, grill, and lounge area Custom putting green and games for all ages Rooftop deck with 360° views of Gulf waters and the island skyline Why Investors Love 2175 Avenue A: High rental income potential in a top-tier vacation rental market Established rental estate with proven performance and return clientele New construction = minimal maintenance Ideal for 1031 exchange buyers, portfolio diversification, or luxury Airbnb investor Located in one of Florida’s strongest coastal markets, with year-round demand Zoned and designed for maximum occupancy and revenue optimization 2175 Avenue A isn't just a home—it's a rare investment opportunity on Anna Maria Island, combining luxurious design, unbeatable location, and outstanding rental appeal. Whether you're looking to expand your luxury rental portfolio, secure a premium vacation home with income potential, or enter Florida’s elite coastal market, this estate delivers on all fronts. 2175 Avenue A, Bradenton Beach
$5,695,000 Experience the pinnacle of Gulf-front living on Anna Maria Island, one of the world’s top-rated beach destinations. This exceptional single-family residence is perfectly positioned directly on the pristine sands of the Gulf of Mexico, offering breathtaking sunset views and an unparalleled island lifestyle. The home features a Gulf-side heated pool and spa just steps from the beach, creating a private coastal retreat ideal for relaxation and entertaining. With five en-suite bedrooms, this thoughtfully designed residence offers comfort, privacy, and spectacular water views throughout. Two beachfront terraces invite you to enjoy soothing Gulf breezes and unforgettable sunsets year-round. Designed with both luxury and efficiency in mind, the property offers outstanding low-maintenance living and exceptional energy performance, including an 8,500-watt solar power system. The top floor showcases an open-concept living and dining area, highlighted by French doors and a dramatic panoramic window that frames the expansive Gulf views. The gourmet kitchen is equipped with state-of-the-art appliances and a wine cooler, perfect for entertaining. Four en-suite bedrooms—two with direct Gulf views—are located on the first level, while the second level includes the main living spaces and the primary suite. The views are truly breathtaking, extending north to the tip of Anna Maria Island. Whether as a private family retreat or a high-income investment opportunity, this remarkable Gulf-front home offers the best of coastal luxury living. 5 Beds ⋅ 6 Baths ⋅ Ilexhurst SubDv. Experience the pinnacle of Gulf-front living on Anna Maria Island, one of the world’s top-rated beach destinations. This exceptional single-family residence is perfectly positioned directly on the pristine sands of the Gulf of Mexico, offering breathtaking sunset views and an unparalleled island lifestyle. The home features a Gulf-side heated pool and spa just steps from the beach, creating a private coastal retreat ideal for relaxation and entertaining. With five en-suite bedrooms, this thoughtfully designed residence offers comfort, privacy, and spectacular water views throughout. Two beachfront terraces invite you to enjoy soothing Gulf breezes and unforgettable sunsets year-round. Designed with both luxury and efficiency in mind, the property offers outstanding low-maintenance living and exceptional energy performance, including an 8,500-watt solar power system. The top floor showcases an open-concept living and dining area, highlighted by French doors and a dramatic panoramic window that frames the expansive Gulf views. The gourmet kitchen is equipped with state-of-the-art appliances and a wine cooler, perfect for entertaining. Four en-suite bedrooms—two with direct Gulf views—are located on the first level, while the second level includes the main living spaces and the primary suite. The views are truly breathtaking, extending north to the tip of Anna Maria Island. Whether as a private family retreat or a high-income investment opportunity, this remarkable Gulf-front home offers the best of coastal luxury living. 2302 Gulf Drive N, Bradenton Beach
$975,000 ***Dramatic $100K+ Price Drop – Exceptional Value for This Property*** Live the island dream in this beautifully renovated Bradenton Beach condo—just 100 steps from the sparkling Gulf of Mexico! This luxurious 3-bedroom residence lives like a single-family home with its private elevator and attached 1-car garage. The stunning kitchen features granite countertops, custom shaker cabinetry, and opens to a bright Great Room with hurricane sliders leading to a spacious balcony—perfect for morning coffee or sunset views. AMAZING RENTAL/INVESTMENT OPPORTUNITY! Enjoy easy-care tile flooring throughout, a private balcony off the primary suite, and a spa-style bath with a soaking tub and walk-in shower. The washer and dryer (2 yrs old) make laundry a breeze. The first-floor bonus room allows space for family fun or extra storage. Recent upgrades include a NEW ROOF (2025), NEW A/C (2025), NEW FRONT DOOR (2024), and NEW GARAGE DOOR OPENER (2025). Solid block construction means low insurance rates, upgraded insulation, and thoughtful design provide peace of mind and energy efficiency. This boutique 4-unit building offers privacy with no shared walls and is ideally located one block from the Gulf and two blocks from the Bay—close to shops, dining, and all that Anna Maria Island has to offer! 3 Beds ⋅ 2 Baths ⋅ Ilexhurst SubDv. ***Dramatic $100K+ Price Drop – Exceptional Value for This Property*** Live the island dream in this beautifully renovated Bradenton Beach condo—just 100 steps from the sparkling Gulf of Mexico! This luxurious 3-bedroom residence lives like a single-family home with its private elevator and attached 1-car garage. The stunning kitchen features granite countertops, custom shaker cabinetry, and opens to a bright Great Room with hurricane sliders leading to a spacious balcony—perfect for morning coffee or sunset views. AMAZING RENTAL/INVESTMENT OPPORTUNITY! Enjoy easy-care tile flooring throughout, a private balcony off the primary suite, and a spa-style bath with a soaking tub and walk-in shower. The washer and dryer (2 yrs old) make laundry a breeze. The first-floor bonus room allows space for family fun or extra storage. Recent upgrades include a NEW ROOF (2025), NEW A/C (2025), NEW FRONT DOOR (2024), and NEW GARAGE DOOR OPENER (2025). Solid block construction means low insurance rates, upgraded insulation, and thoughtful design provide peace of mind and energy efficiency. This boutique 4-unit building offers privacy with no shared walls and is ideally located one block from the Gulf and two blocks from the Bay—close to shops, dining, and all that Anna Maria Island has to offer! 2317 Avenue C Unit 300, Bradenton Beach
$874,000 ***PRICE DROP & BRAND NEW EFFICIENT HVAC INSTALLED!!** LIVE THE ISLAND LIFESTYLE IN THIS CHARMING 1940'S - COTTAGE , THIS 3-BEDROOM,1 BATH HOME ELEVATED ABOVE A 2 CAR GARAGE IS JUST STEPS AWAY FROM THE BEACH AND THE BAY, IDEALLY LOCATED IN THE HEART OF BRADENTON BEACH. WHETHER YOU AR LOOKING FOR A PERSONAL RETREAT OR A VACATION RENTAL,THIS PROPERTY ALLOWS SHORT TERM RENTALS GIVING YOU FLEXIBILITY AND A FINANCIAL OPPORTUNITY . ENJOY THE CONVENIENCE OF BEING CLOSE TO SHOPS, RESTAURANTS,AND A FREE TROLLEY SERVICE, PLUS TAKE IN THE BREATHTAKING SUNSETS RIGHT FROM YOUR DOOR STEP. WITH A SPACIOUS CORNER LOT THERE IS ROOM TO INSTALL A POOL OR CREATE YOUR DREAM OUT DOOR PATIO - DON'T MISS OUT ! MAKE THIS ISLAND GEM YOURS. 3 Beds ⋅ 1 Baths ⋅ Ilexhurst SubDv. ***PRICE DROP & BRAND NEW EFFICIENT HVAC INSTALLED!!** LIVE THE ISLAND LIFESTYLE IN THIS CHARMING 1940'S - COTTAGE , THIS 3-BEDROOM,1 BATH HOME ELEVATED ABOVE A 2 CAR GARAGE IS JUST STEPS AWAY FROM THE BEACH AND THE BAY, IDEALLY LOCATED IN THE HEART OF BRADENTON BEACH. WHETHER YOU AR LOOKING FOR A PERSONAL RETREAT OR A VACATION RENTAL,THIS PROPERTY ALLOWS SHORT TERM RENTALS GIVING YOU FLEXIBILITY AND A FINANCIAL OPPORTUNITY . ENJOY THE CONVENIENCE OF BEING CLOSE TO SHOPS, RESTAURANTS,AND A FREE TROLLEY SERVICE, PLUS TAKE IN THE BREATHTAKING SUNSETS RIGHT FROM YOUR DOOR STEP. WITH A SPACIOUS CORNER LOT THERE IS ROOM TO INSTALL A POOL OR CREATE YOUR DREAM OUT DOOR PATIO - DON'T MISS OUT ! MAKE THIS ISLAND GEM YOURS. 300 N 22nd Street, Bradenton Beach
$1,690,000 Virtually Staged. This incredible home is built like a fortress. This architect designed concrete tri-level residence was constructed with artistry and represents a masterpiece of strength framed by a concrete girdle wrapped around solid pilings. Wake up to the scent of salt in the air and the sound of waves just steps away, this is not a vacation, this is your everyday! Picture yourself walking barefoot at the beach just about 500 feet from your home, everyday! The European 2 person elevator glides you through 2262 square feet encompassing 3 bedrooms, 2 bathrooms, an open kitchen, dining room and multiple living areas to the rooftop retreat where Gulf views await stretching endlessly Westward. The details of this home are custom for this one of a kind beach residence. Features include richly hued cherry wood floors, a 2025 primary bathroom shower conversion, electric roll-down hurricane shutters for peace of mind, a 2024 newer roof, a 2025 hurricane rated garage door and poured in place concrete exterior stairs located on the North and South.. Utilities are located underground. Enjoy Caribbean quality sunsets night after night over the gulf for jaw dropping vistas. Step onto one of the breezy balconies with your morning coffee for an incredible way to begin your day! At day's end, climb on up again to your private rooftop perch, kick back and inhale the sea air. Whether you're lounging in the living areas, gathering with friends in the family room, taking in panoramic views of the Gulf or taking the elevator down for a barefoot walk on the shoreline to collect shells and watch the sunset you'll be living your life like a vacation - every day! Be sure to check out the 3D Virtual Tour. Virtually Staged. 3 Beds ⋅ 2 Baths ⋅ Ilexhurst SubDv. Virtually Staged. This incredible home is built like a fortress. This architect designed concrete tri-level residence was constructed with artistry and represents a masterpiece of strength framed by a concrete girdle wrapped around solid pilings. Wake up to the scent of salt in the air and the sound of waves just steps away, this is not a vacation, this is your everyday! Picture yourself walking barefoot at the beach just about 500 feet from your home, everyday! The European 2 person elevator glides you through 2262 square feet encompassing 3 bedrooms, 2 bathrooms, an open kitchen, dining room and multiple living areas to the rooftop retreat where Gulf views await stretching endlessly Westward. The details of this home are custom for this one of a kind beach residence. Features include richly hued cherry wood floors, a 2025 primary bathroom shower conversion, electric roll-down hurricane shutters for peace of mind, a 2024 newer roof, a 2025 hurricane rated garage door and poured in place concrete exterior stairs located on the North and South.. Utilities are located underground. Enjoy Caribbean quality sunsets night after night over the gulf for jaw dropping vistas. Step onto one of the breezy balconies with your morning coffee for an incredible way to begin your day! At day's end, climb on up again to your private rooftop perch, kick back and inhale the sea air. Whether you're lounging in the living areas, gathering with friends in the family room, taking in panoramic views of the Gulf or taking the elevator down for a barefoot walk on the shoreline to collect shells and watch the sunset you'll be living your life like a vacation - every day! Be sure to check out the 3D Virtual Tour. Virtually Staged. 2918 Avenue E, Holmes Beach
$5,900,000 This exquisite waterfront home is perfectly situated just 3 blocks away from the island's seven miles of sandy beaches!! This luxury property features 8 spacious bedrooms, 8.5 bathrooms, and nautical-themed decor throughout. The home offers a private oversized heated pool and spa, a rooftop deck with stunning 360-degree views of both the beach and bay, and a screened lanai for enjoying beautiful sunrises. The property includes a two-car garage, parking for four cars, a fishing pier, and a 10,000 lb boat lift. The large kitchen and dining area offers ample seating and includes quartz countertops, JennAir appliances and a laundry room with two sets of washer and dryer. 7 of the 8 bedrooms feature king beds, with one room equipped with bunk beds. The third floor also has access to the rooftop deck with views of both the gulf and the bay! This prime location, between the two bridges of Anna Maria Island, offers easy access to the island’s best attractions while providing a serene and luxurious retreat. 8 Beds ⋅ 9 Baths ⋅ Ilexhurst SubDv. This exquisite waterfront home is perfectly situated just 3 blocks away from the island's seven miles of sandy beaches!! This luxury property features 8 spacious bedrooms, 8.5 bathrooms, and nautical-themed decor throughout. The home offers a private oversized heated pool and spa, a rooftop deck with stunning 360-degree views of both the beach and bay, and a screened lanai for enjoying beautiful sunrises. The property includes a two-car garage, parking for four cars, a fishing pier, and a 10,000 lb boat lift. The large kitchen and dining area offers ample seating and includes quartz countertops, JennAir appliances and a laundry room with two sets of washer and dryer. 7 of the 8 bedrooms feature king beds, with one room equipped with bunk beds. The third floor also has access to the rooftop deck with views of both the gulf and the bay! This prime location, between the two bridges of Anna Maria Island, offers easy access to the island’s best attractions while providing a serene and luxurious retreat. 2516 Avenue A, Bradenton Beach