Homes for Sale Near Martha B. King Middle in Holmes Beach - 85 homes

Remarks: Virtually Staged. This 3 bed/2 bath coastal charmer is just steps to the sugar sand beach, with a heated, salt water pool with full spa features! Create your own style in this cute cottage, where the hard work has already been done for you! New Luxury Vinyl Plank throughout, fresh paint, new doors, new bathrooms, new cabinetry and new appliances, means nothing left for you to do but add your personal styling! Bring your coastal creativity and create the perfect décor for you! You will love the ease of relaxing in your open family room and cooking in your updated kitchen with breakfast bar! With 3 bedrooms and a split floor plan, you have room for guests while enjoying the privacy of your own en suite. Make this your full time island escape or enjoy the benefit of income from the short term rentals that are allowed on this quiet street just steps to the soft sand of the Gulf beach! Bring your decorator spirit and make your island dream a reality by making this one your own!

Listing is courtesy of: ISLAND REAL ESTATE-ANNA MARIA (941-778-6066)

Listing Agent: Erin Leathem (941-448-5616)

Remarks: Welcome to 525 68th Street, an elegant newly completed Southern-style residence perfectly positioned along the coveted Grand Canal in Holmes Beach. This 4-bedroom, 4.5-bath masterpiece offers timeless charm blended with modern coastal luxury. Each spacious en suite bedroom exudes comfort and style, while a private study provides the perfect quiet escape. The open-concept chef’s kitchen is designed for entertaining, featuring premium appliances, custom cabinetry, and designer finishes. An elevator connects all levels, leading to expansive porches and a stunning rooftop deck with panoramic views of Tampa Bay and the Gulf of Mexico—ideal for sunset gatherings or morning coffee. Step outside to your private oasis—lush tropical landscaping surrounds a heated pool and spa, creating a serene setting for relaxation or waterfront entertaining. With some of the best boating water on Anna Maria Island and quick access to the Intracoastal and Gulf, this property is a boater’s dream. Beautifully designer-furnished and move-in ready, this home invites you to enjoy island living at its finest—just moments from the charming shops, restaurants, and sugar-sand beaches of Holmes Beach. Spend your holidays in pure coastal elegance!

Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)

Listing Agent: Charles Buky (941-228-6086)

Remarks: Pre-Construction. To be built. Looking to build BRAND NEW CONSTRUCTION with FULL BAY VIEWS in the fabulous Key Royale boating and golfing community? This 15,000 sq. ft lot has been fully cleared and is ready to go! The first photo is a proposed design by noted Sarasota designer Brian Phipps including building plans and pricing by local Sarasota builder. You can also bring your own plans and builder. Option to buy the vacant lot separately for $3,300,000. Plan specs: 5B/5.5B/+DEN with 4984 sq.ft and total of 11,321 sq.ft. and will include a 3 car garage, roof top deck, designer pool and spa and will feature high end builder upgrades for the most discerning buyers. Enjoy unobstructed views of the Tampa Bay and Sunshine Skyway. Build your island dream home, or create a sensational waterfront investment property. Plans and elevations are available for your review. Floor plan, square footage, etc. have been calculated based on current design by local builder and can be shared on request.

Listing is courtesy of: SATO REAL ESTATE INC. (941-778-7200)

Listing Agent: Cindy Quinn, Pa (941-780-8000)

Remarks: 1+ BEDROOM BEACHFRONT CONDO WITH NO FLOOD DAMAGE, offered fully furnished and move-in ready in one of Anna Maria Island's most welcoming communities. Rarely does an affordable beachfront opportunity like this become available. Enjoy the perfect blend of island comfort, convenience, and community, with condo fees covering nearly everything except electricity, making ownership simple and stress-free. Start your mornings with sunrise walks along the Gulf, spend afternoons poolside, and end your evenings watching spectacular sunsets from the beachfront community patio while visiting with neighbors and friends. Inside, you'll find a spacious living area with neutral coastal décor, creating a relaxed atmosphere for gathering with family and friends after a day at the beach. The versatile bonus room provides the flexibility to create an additional sleeping area, comfortably accommodating up to four adults. Enjoy peaceful courtyard views overlooking the lush tropical landscaping from your private patio, the perfect spot for morning coffee or evening relaxation. The kitchen features wood cabinetry and granite countertops, and the dining area includes an expandable table for entertaining guests. Ample storage is available with four interior closets plus a large exterior storage closet for all your beach gear. Additional features include 8-foot ceilings, in-unit laundry, covered parking, and guest parking. Here, the beach isn't just nearby—it's part of everyday life. Step outside and within moments your toes are in the sand. Spend your days enjoying two large heated community pools, beautifully maintained grounds, and tropical landscaping that creates a true resort-style setting. The community clubhouse hosts social gatherings and offers additional laundry facilities for owners. Properties in this highly sought-after beachfront community rarely become available. More than just a condo, this is an opportunity to embrace the relaxed island lifestyle and own a special piece of paradise that is becoming increasingly difficult to find. *Only Murphy bed photos are virtually staged showing the versatile use for the bonus room/sun room as a second sleeping area for guests.

Listing is courtesy of: KELLER WILLIAMS ON THE WATER (941-729-7400)

Listing Agent: Kim Bowersox (407-383-3519)

Remarks: Under contract-accepting backup offers. TURNKEY LUXURY WITH VERIFIABLE $98K+ RENTAL INCOME! Welcome to your private piece of paradise at 213 83rd St, East Villa in beautiful Holmes Beach. Whether you are looking for a high-performing addition to your investment portfolio or a sophisticated second home that pays for itself, this exquisite 2/2 villa delivers on every level. Extensively updated with a modern, coastal chic aesthetic, the home features a gorgeous gourmet kitchen, pristine bathrooms, durable impact-resistant glass, and a rare private garage. The true showstopper is the private backyard oasis—a lush, tropical retreat featuring a sparkling heated pool anchored by a custom waterfall bar that creates an unforgettable island vibe. Sold fully furnished (turnkey) and beautifully styled, this property bypasses the hassle of setup and steps directly into immediate cash flow. Located a short stroll from the Gulf of Mexico's white sands, this is an unmatched opportunity to own a premium, maintenance-free piece of Anna Maria Island. Financial history available upon request—schedule your tour today!

Listing is courtesy of: DUNCAN REAL ESTATE, INC. (941-779-0304)

Listing Agent: Lindsey Strickland (941-737-3491)

Remarks: **Price Improvement**Come see this Mediterranean-inspired coastal luxury home, with a freshly painted interior (6/26) just one block from the Gulf—this fully furnished, turnkey, elevated single-family villa, “Island Oasis,” offers no HOA, complete privacy, and proven storm resilience with no damage to upper living areas. Solid construction, turnkey condition, and major system updates provide immediate peace of mind, especially with income projections exceeding 150k annually, for those interested in renting. This exceptional Anna Maria Island retreat comfortably accommodates 8+ guests, featuring two king suites, a third bedroom suite with two queen beds, and additional sleeping space in the great room—ideal for personal use, multigenerational living, or income-producing potential. Recent upgrades include new roof (2024), refrigerator (2024), dishwasher (2025), washer/dryer (2024), AC units (2020 & 2017), and water heaters (2025 & 2019), along with a resurfaced pool with new coping, pavers, heater, and pump. Inside, the home showcases light-filled interiors, soaring ceilings, crown molding, and natural wood accents, blending refined coastal design with relaxed island comfort. The open-concept kitchen features wood cabinetry, tile backsplash, an eat-at island, and newer stainless appliances, flowing seamlessly into the main living and dining areas. Glass sliders open to a front piazza and private pool courtyard, creating effortless indoor-outdoor living. The primary suite offers a private balcony and a spa-style bath complete with a clawfoot soaking tub and walk-in shower, delivering a true owner’s retreat. Above it all, a rooftop terrace captures 360° sunrise and sunset views, with peek-a-boo Gulf and Bay views, setting the stage for unforgettable evenings in the delightful island breeze. Step outside and experience the Florida lifestyle—sun-drenched pool days, shaded terraces, and lush tropical landscaping create a private oasis just moments from the beach. A short walk leads you to the soft white sands of the Gulf, while nearby favorites like Skinny’s, Manatee Beach, Pine Avenue, boutique shopping, waterfront dining, and the free island trolley make island living effortless. Elevated, meticulously maintained, and offered fully furnished, this is a rare opportunity to own a resilient, income-capable coastal home in one of Florida’s most sought-after destinations. Anna Maria Island living at its finest—sun, sand, and effortless coastal luxury await.

Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-758-7777)

Listing Agent: Jo-Lee Mansfield (843-303-7463)

Remarks: All the work is done. New flooring, new bathrooms, stainless appliances, updated kitchen, new bathroom vanities, showers have been updated with new tile, flooring. Hurricane windows, new siding new roof. Enjoy Island living and Island fun great location and walkable distance to the beach, shopping, restaurants, trolley, live music, bike rentals. Stunning Two-Bedroom, Two Bathroom condo on Anna Maria Island. Discover the perfect condo that has 2 car garage parking, with extra storage for bikes and kayaks. Views of the intracoastal, looking over a tropical preserve. PETS ALLOWED, NO flooding issues when you live on the top floor. two car parking tandem. Enjoy sipping coffee on the screen porch and watching the sun rise. Living on the top floor you have high ceilings that are vaulted. Having this condo could be a great permanent residence, a winter getaway or weekly vacation rental or an investment property. Don't miss the chance to experience island living at it's best. Walk to the beach hear the waves and watch the most breath-taking sunsets every night. Community pool, extra storage areas for floats, kayaks beach gear. Just two blocks to the beach. This unit is zoned weekly rental and could be a active vacation rental.

Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-778-7777)

Listing Agent: Sharon Hightower (941-330-5054)

Remarks: Experience the ultimate island paradise in this practically NEW CONSTRUCTION LUXURY WATERFRONT HOME, thoughtfully designed with solid concrete block construction and cutting-edge design and technology. Spanning over 3,300+ square feet, this stunning residence offers 4 bedrooms and 5 full bathrooms, blending elegance, durability, and effortless coastal living. Perfectly positioned just a few short blocks from the Gulf of America, the home also boasts PANORAMIC Intracoastal waterfront views, creating a rare and breathtaking dual-water lifestyle. The half-elevated design provides peace of mind while enhancing views and architectural appeal. Indoors, no detail has been overlooked. Highlights include a butler’s pantry, an upstairs coffee bar just outside the primary suite, and expansive open-concept living spaces ideal for both everyday comfort and entertaining. The luxurious primary retreat offers a serene escape with spa-inspired finishes and seamless indoor-outdoor flow. Step outside to your private waterfront oasis featuring an infinity pool, hot tub, and a fully equipped outdoor kitchen, all designed to maximize sunset views and coastal breezes. Whether hosting guests or enjoying a quiet evening under the stars, this outdoor space is truly exceptional. With waterfront living, modern luxury, and a premier island location, this home offers everything you could ask for—and more. A rare opportunity to own a refined coastal sanctuary that perfectly balances style, comfort, and location. Schedule your private showing today!

Listing is courtesy of: SATO REAL ESTATE INC. (941-778-7200)

Listing Agent: Shannon O'Brien Kerney (941-737-5153)

Remarks: Under contract-accepting backup offers. Tucked away on a quiet, picturesque street in the heart of Holmes Beach, this ELEVATED WATERFRONT retreat offers a rare private coastal sanctuary. Perfectly positioned on a sprawling 225-foot waterfront SAILBOAT-DEPTH CANAL with NO FIXED BRIDGES and DIRECT ACCESS to Bimini Bay, the Intracoastal Waterway, and the shimmering GULF OF MEXICO. Wrapped in lush, tropical landscaping and framed by a natural mangrove shoreline, a 40+ ft TimberTech COMPOSITE DOCK stretches gracefully into the water; ready to welcome your large boat or sailboat. What sets this home apart is not just its breathtaking setting, but the peace of mind it offers. ELEVATED and STORM-TESTED, this home proudly boasts ZERO HURRICANE DAMAGE - a true rarity on the island. Built with an impressive LIST OF UPGRADES for ultimate resilience: breakaway garage walls REINFORCED with CONCRETE SUPPORTS, a 2023 standing seam ALUMINUM ROOF with underlayment that is MIAMI-DADE STANDARDS, HURRICANE-IMPACT windows and doors with UV protection, and hidden vent soffits and fascia. Step inside and feel the relaxed elegance of this coastal gem. SUNLIGHT floods through every room, dancing off the stunning plank-style porcelain tile floors and creating a warm, inviting atmosphere. The OPEN CONCEPT great room flows seamlessly into a beautifully updated kitchen where your inner chef can run wild. Outfitted with rich maple cabinetry, sparkling Quartz countertops, and top-tier stainless steel appliances. The oversized walk-in pantry is perfect for keeping all your culinary essentials tucked away. The home's bathrooms echo the same attention to detail, featuring gorgeous tilework, granite countertops, upgraded Toto commodes, and brand-new copper piping and plumbing (2025). Every corner has been meticulously cared but it’s the outdoor living that truly sets this property apart. Your private backyard oasis was designed for both relaxation and unforgettable entertaining. Expansive WRAP-AROUND DECKING, crafted from premium materials and beautifully maintained, offers plenty of space to gather with family and friends. The FENCED IN DECKING also is perfect for pets to roam safely, while the CUSTOM KAYAK LAUNCH invites spontaneous paddles through the tranquil canal waters. Dreaming of a pool? APPROVED PLANS are ready and waiting to transform this outdoor space into your personal tropical paradise. Down at the dock, life slows down. Watch dolphins play, drop a line, or simply sip a cool drink as the sun melts into the Gulf horizon. The wide canal offers ample space for larger vessels - a true rarity on the island. Additional features include a spacious 3-CAR GARAGE with TWO LARGE STORAGE areas perfect for paddleboards, fishing gear, or even a golf cart. Conveniently, a 50-amp outlet has been installed for a RV, boat lift or even a hot tub. Ample guest parking is a major plus when it comes to this property and could even accommodate a RV, boat with trailer or whatever your heart desires! Plus a proactive termite protection system. Best of all? This serene retreat is just a short stroll to the sugar-sand beaches of Anna Maria Island, charming local shops, and island-favorite restaurants - all easily accessible via the free island trolley. Whether you’re searching for a full-time coastal residence, a seasonal getaway, or a savvy investment (zoned R-1 with 30-day minimum rentals), this home checks every box. Come experience the magic of Holmes Beach waterfront living where every day feels like a vacation.

Listing is courtesy of: KW SUNCOAST (941-792-2000)

Listing Agent: Mike Polachek (941-524-0241)

Remarks: Sunsational is a freshly built & beautiful new home in Holmes Beach! This four bedroom, 4 and half bathroom pool home is impeccably built by Moss Construction and designed by award winning designer Emily Moss Designs. Which will be featured in Design Magazine soon, it's just THAT amazing! The facade of this incredible home feels like luxury and the minute you step inside it won't disappoint. The textures, the colors, the style of each room creates the perfect home for you to live and or continue renting as an investment home. They thought of everything and there is no lack of detail at every turn. So many things to bring to light about this gorgeous home but one of the most prominent is the back yard. It's literally a space full of beauty and fun. It's Florida outdoor living at its finest. Games, heated pool and spa as well as enough balconies for everyone. The great room creates a space large enough for everyone to come together for dining, movies or anything else the family wants to do together. Sunsation also gives you and your family or guests the ability to get away into their own spaces. With a small media room with wet bar upstairs you can spread out to in case you just can't agree on a movie. There are numerous balconies to escape to and enjoy the warm air and great views of Holmes Beach. Every bedroom is large and cozy. Three of the bedrooms are en-suites and ready for and your guests and you must see the bunk room. EVERY youngster will dive into bed and love the feel of fun in this super creative use of space. Just 2.5 blocks to the coveted sugary beaches of Anna Maria Island. Spend the morning walking the beach, collecting shells and feel the ocean breeze. Come back from the beach and spend the day at a home you literally may never want to leave. If you do decide to venture out, you are a golf cart ride or a bike ride away from it all. Hop on the free Trolley and head out to all the hubs of each cities shops and restaurants. This home is amazing and you simply must come see your new home and start living the Anna Maria Life now!

Listing is courtesy of: ANNA MARIA LIFE REAL ESTATE (941-567-6253)

Listing Agent: Billi Gartman (941-545-8877)

Remarks: Never miss a sunset with the view from this beachfront GEM! A true 3 Bedroom, 2 Full Bathroom with 1,516 square feet, including an indoor Laundry Room. One of only 6 units of this size in the building. The Master Suite boasts a panoramic beach view, walk in closet and en-suit bath, while the 2 remaining bedrooms have large closets and comfortable natural lighting. The split floor plan ensures privacy for guests and the open Kitchen, Dining and Living Room combo is perfect for entertaining. Includes 2 private garage spaces, and a storage room/workshop, creating ample storage for all of your beach toys and Gulf Cart! Located in the heart of Holmes Beach, one of the most desirable areas on Florida's Gulf Coast, steps from world class dining, shopping, fitness, boating, and family friendly activities. Don't miss this rare opportunity to own a slice of paradise!

Listing is courtesy of: BEACH HOUSE REAL ESTATE LLC (941-216-3793)

Listing Agent: Jen Sekel (941-518-0346)

Remarks: Experience the perfect blend of luxury beachfront living and strong investment potential with this rare Gulf-front condo-hotel residence on Anna Maria Island, designed in the timeless style of a charming New England coastal inn. This intimate 12-unit boutique community offers direct access to the sandy beaches of the Gulf of Mexico and delivers one of the most desirable beachfront locations in Florida. Unit #6 is ideally positioned on the second floor and accessed by both an elegant staircase and elevator, offering convenience along with privacy and elevation for enhanced views. This spacious 2-bedroom, 2.5-bath beachfront condo features beautiful original hardwood flooring, crown molding, and a bright open layout designed for coastal comfort. A rare highlight of the residence is its two private balconies, one extending from the living room and the other from the primary suite, providing panoramic Gulf views, pool views, and unforgettable sunset skies—perfect for morning coffee, evening relaxation, or listening to waves rolling onto the shore. The interior is thoughtfully appointed with built-in closets, in-unit washer and dryer, and a fully turnkey package that includes furnishings, décor, beach equipment, kayaks, and paddleboards, allowing for immediate enjoyment without additional setup. As part of a professionally managed condo-hotel investment property, owners benefit from up to 120 days of personal use a year while the on-site management team handles rentals the remainder of the time. With its prime beachfront location on Anna Maria Island, the property consistently achieves strong occupancy rates, making it an attractive income-producing vacation rental investment. Even better, ownership allows you to enjoy months of personal beachfront living annually while rental income helps offset operating costs, creating both lifestyle value and financial efficiency. Offered fully turnkey, this residence checks every box for buyers seeking a luxury beachfront condo on Anna Maria Island, a Gulf-front vacation rental investment property, or a low-maintenance coastal retreat in Florida. Simply bring your swimsuit and start enjoying beachfront living at its finest—where lifestyle, location, and long-term value all come together in one exceptional opportunity.

Listing is courtesy of: WAGNER REALTY (941-383-5577)

Listing Agent: Ed Taaffe (636-346-6165)

Remarks: Introducing one of Anna Maria Island’s most captivating bayfront residences, perfectly positioned along the pristine waters of Bimini Bay with sweeping panoramic views stretching across the open water and beyond. Encompassing more than 4,300 square feet of beautifully designed living space, this stunning estate embodies the essence of luxury island living. From the moment you arrive, the home’s elevated coastal architecture, lush tropical landscaping, and commanding presence create an unforgettable first impression. At the heart of the residence, a recent renovation transformed the main living areas into a sophisticated gathering space designed for relaxed family living and effortless entertaining. The chef’s kitchen serves as the centerpiece of the home, showcasing custom cabinetry, premium appliances, designer finishes, an eye-catching backsplash, and an oversized island where family and friends naturally gather. Thoughtfully designed for both beauty and functionality, the kitchen flows seamlessly into expansive living and dining spaces where walls of glass frame breathtaking bay views and fill the home with natural light. The open-concept design creates a seamless connection between indoor and outdoor living, allowing the beauty of the bay to become part of everyday life. Every space was designed to embrace the home’s spectacular setting. Five spacious bedrooms and five beautifully appointed bathrooms provide luxurious accommodations for family and guests. The waterfront primary suite features a private balcony and breathtaking sunrise views across the bay. Additional guest suites and custom bunk accommodations offer comfort, privacy, and refined coastal style throughout. Step outside and discover a private bayfront retreat unlike anything else on the island. The resort-style pool and spa overlook sparkling open water, creating a dramatic backdrop for relaxation and entertaining. Multiple terraces and balconies provide front-row seats to sunrises, passing boats, and the ever-changing colors of the bay. A private putting green adds another layer of enjoyment, while mature tropical landscaping enhances privacy throughout. For boating enthusiasts, the location is simply unrivaled. With no bridges and direct access to Tampa Bay and the Gulf of Mexico, the property offers effortless navigation for everything from offshore fishing adventures to sunset cruises and days exploring nearby sandbars and waterfront destinations. The private dock and 16,000-pound lift place endless adventures just steps from your back door. Yet perhaps the home’s greatest luxury is its setting. Positioned on one of Anna Maria Island’s most coveted stretches of shoreline, this residence offers the rare combination of expansive open-water vistas, direct boating access, modern coastal elegance, and the relaxed sophistication that defines island life. Beyond the property itself lies the timeless charm of Anna Maria Island. Leave the car behind and embrace a lifestyle where bicycles, golf carts, and sunset strolls are part of daily life. Explore sugar-sand beaches, browse the boutiques and galleries of Pine Avenue, and enjoy waterfront dining moments from home. Blending Old Florida charm with coastal sophistication, Anna Maria remains one of Florida’s most sought-after island destinations. This is more than a home. It is a private waterfront resort, an entertainer’s dream, and a rare opportunity to experience the very best of Anna Maria Island living.

Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-758-7777)

Listing Agent: Christy Travis (941-545-5284)

Remarks: Waterfront luxury and exceptional boating access await at this stunning Grand Canal home in Holmes Beach on Anna Maria Island. Situated on one of the island's most desirable deep-water canals, this beautifully updated 4-bedroom, 3-bath residence offers direct boating access to Tampa Bay and the Gulf of Mexico with no fixed bridges, making it a rare opportunity for serious boaters and waterfront enthusiasts. Designed to embrace the island lifestyle, this furnished home (with a few exceptions) enjoys coveted southern exposure, creating a bright and inviting atmosphere throughout the day. Tropical landscaping, a mature mango tree, and a fenced backyard provide privacy, while the heated pool, oversized spa, and expansive 12' x 60' dock with a 20,000-pound boat lift create the perfect waterfront retreat. Inside, walls of impact-rated sliding glass doors showcase spectacular water views and seamlessly connect indoor and outdoor living spaces. White Italian oak-inspired plank tile flooring flows throughout, while the family room features vaulted tongue-and-groove ceilings and a custom entertaining bar. The chef's kitchen is beautifully appointed with quartz countertops, custom cabinetry with appliance garages, a large center island, and premium Fisher & Paykel and Bosch appliances. The thoughtfully designed floor plan includes spacious guest accommodations, a hidden laundry room, and a private primary suite with walk-in closet, water closet, and direct access to a secluded outdoor oasis overlooking the canal. A flexible den easily serves as a fourth bedroom, home office, or additional guest space. Extensive 2021 improvements provide both luxury and peace of mind, including a new roof, impact windows and sliders, and updated dock and pilings. Additional upgrades include all-new Schedule 40 drain piping beneath the slab and a 2025-installed 26KW whole-house generator with a 500-gallon propane tank, ensuring reliable backup power year-round. The covered waterfront lanai is pre-plumbed and wired for a future outdoor kitchen, creating an ideal setting for entertaining family and friends. Additional features include an oversized garage, carport, and ample parking. Located on the prestigious Grand Canal in the heart of Holmes Beach, just minutes from Anna Maria Island's award-winning beaches, waterfront dining, boutique shopping, and island attractions, this exceptional property offers one of the finest boating locations on Anna Maria Island and the perfect combination of luxury waterfront living, deep-water access, and relaxed coastal elegance.** Property information received from third-party sources is considered reliable but is not guaranteed. All information should be independently verified by buyers and buyer's agent.

Listing is courtesy of: SALTY MERMAID REAL ESTATE LLC (941-224-3304)

Listing Agent: Liz Blandford (941-224-3304)

Remarks: Competitively Priced to sell, come see this beautifully maintained home for yourself! Welcome to your slice of Old Florida charm in the heart of Holmes Beach on Anna Maria Island. Just a 2-minute walk to the beach, this turnkey furnished home captures the easygoing coastal lifestyle that makes Holmes Beach so special. With its laid-back island feel, tropical setting and inviting spaces, this property is ideal as a primary residence, second home or income-producing property. Inspired by the character Holmes Beach is known for; cozy beach-town living, tropical surroundings and a relaxed pace - this home perfectly fits right in. Beautifully maintained and ready to enjoy, the home offers a flexible layout with a non-conforming 4th bedroom, an oversized garage with rec-room area, a screened-in Florida room and a covered patio perfect for enjoying the coastal breeze. The outdoor shower, lush landscaping and welcoming outdoor spaces add to the relaxed island appeal. With recent updates to include the roof replaced in 2018, hurricane impact windows in 2020, bathrooms updated in 2019, water heater replaced in 2022, as well as fresh interior paint, wainscoting and epoxy garage flooring completed in 2025 this home is ready for your next worry-free chapter on Anna Maria Island. The seller has also completed a pre-listing 4-point inspection with clean results, offering added peace of mind. Conveniently located near the beach, island dining and local shops, this is a wonderful opportunity to own a lovingly cared-for home in one of the most charming communities on Anna Maria Island. Note: Pool Rendering and estimate in attachments for informational purposes only.

Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)

Listing Agent: Valerie Padur (315-489-7872)

Remarks: Welcome to an extraordinary waterfront retreat on beautiful Anna Maria Island featuring over 100 feet of deep-water canal frontage, private dockage, direct Gulf access with no bridges, and the rare advantage of weekly rentals allowed, making it an exceptional investment opportunity. Fully reimagined by Eason Builder Group, this stunning 3-bedroom, 3.5-bath coastal residence blends elevated luxury craftsmanship with effortless island living — offering exceptional boating access, resort-style outdoor spaces, walkability to the beach, and outstanding income-producing potential. From the moment you arrive, lush tropical landscaping and timeless coastal architecture create an immediate sense of relaxed sophistication. Inside, every detail has been thoughtfully curated with custom millwork, wood coffered ceilings, wide-plank flooring, designer lighting, layered textures, upscale furnishings, and beautifully integrated indoor-outdoor living spaces. The open-concept floor plan centers around a spectacular chef’s kitchen featuring premium appliances, quartz countertops, custom cabinetry, designer tilework, statement pendants, and a handcrafted wood-accent range hood. Each bedroom feels like a private boutique retreat, including a custom-designed bunk room ideal for hosting guests and maximizing luxury vacation rental appeal. Spa-inspired bathrooms showcase elevated tile selections, custom vanities, and refined coastal finishes throughout. Outside, the home transforms into a true private island resort with a spectacular pool and spa, expansive sun deck, tropical landscaping, multiple lounge areas, outdoor dining spaces, and a fully equipped summer kitchen designed for unforgettable entertaining. For boating enthusiasts, the private dock provides effortless access for boats, paddleboards, kayaks, and jet skis — perfect for exploring nearby sandbars, waterfront restaurants, and the turquoise Gulf waters. Located moments from Anna Maria Island’s famous white sand beaches, Pine Avenue boutiques, cafés, and waterfront dining, this exceptional furnished property is perfectly suited as a luxury primary residence, island getaway, or high-performing vacation rental investment offering the ultimate island lifestyle.

Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-758-7777)

Listing Agent: Christy Travis (941-545-5284)

Remarks: PRIME LOCATION | BRAND NEW RENOVATIONS | ELEVATED-LUXURY-LIVING | ELEVATOR | FENCED SALTWATER POOL | MOVE-IN READY | Located on a peaceful street and embraced by the natural beauty of a mangrove preserve, this elevated coastal residence delivers privacy, modern luxury, and a coveted Holmes Beach lifestyle. Thoughtfully renovated over seven months between 2023 and 2024 with the owners investing $275,000 in premium renovations and high-end additions, the home blends timeless design with state-of-the-art upgrades—creating a tranquil retreat just moments from award-winning Gulf beaches, local dining, and island conveniences. Inside, sunlit living spaces showcase elegant finishes and open-concept design. The kitchen is a modern showpiece, featuring sleek granite countertops, white shaker cabinetry, under-cabinet lighting, and a reverse osmosis water system. Two spacious bedrooms and two spa-inspired bathrooms offer comfort and style, complemented by plantation shutters, smooth ceilings, and a whole-home water filtration system. No detail has been overlooked—from new electrical wiring and panel with underground service to a NEW GARAGE DOOR AND OPENER (2025) and a fully accessible 750-LB CAPACITY ELEVATOR for effortless living. Outdoors, a private fenced backyard oasis invites relaxation with a BRAND NEW ELEVATED SALTWATER POOL (2025) surrounded by lush tropical landscaping enhanced with $20,000 in new plantings, including orange trees and lavender bushes. The serene mangrove backdrop ensures rare tranquility, natural beauty, and panoramic views from your bedroom. The lower level includes a TWO-CAR TANDEM GARAGE and an additional 480 SQUARE FOOT BONUS ROOM with durable polyaspartic-coated flooring. Currently serving as a spacious room for entertainment this can easily be turned into a gym or extra office space—plus an outdoor shower and additional storage. Zoned for MONTHLY VACATION RENTALS and already having a strong rental history, this property offers both investment appeal and a luxurious personal retreat. Located minutes from the Manatee Bridge, Bridge Street, and the North End of Anna Maria Island, this Holmes Beach jewel captures the essence of refined coastal island living. Don’t miss your slice of paradise — schedule your private tour today!

Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)

Listing Agent: Dean Hinterstoisser (941-726-0314)

Remarks: Smart Buyers: This Price Improvement Is For You. Weekly rental! Exceptional Investment Steps from Holmes Beach. Welcome to Blue Oasis, a fully renovated ground-level retreat just steps from Holmes Beach and the turquoise waters of the Gulf of Mexico. This stunning 2-bedroom, 2-bath home combines modern luxury with island charm. Featuring a versatile den with a pocket door for added privacy, it’s perfect for a home office or guest space. The den includes a stylish daybed with trundle, offering extra sleeping accommodations without sacrificing comfort or design. Every detail has been thoughtfully upgraded, including a new roof (Summer 2025), freshly finished walls, baseboards, doors, and paint throughout, plus custom closet organizers for added functionality. The kitchen and both bathrooms feature all-new soft-close cabinetry and fixtures, complemented by brand-new appliances—dishwasher, refrigerator, gas range/oven, and washer. Comfort is ensured with a new A/C (November 2024-mounted up from the ground), while the new pool pump with Pentair automation adds convenience and efficiency. The master bath boasts a completely redesigned shower with new tile and hardware, and the entire home is furnished with all-new furniture and décor, from beds, mattresses, and nightstands to a stylish sofa, chairs, dining set, and coastal accents. Outdoors, enjoy new patio furniture, umbrellas, lighting, and a perfect sized pool with optional spa jets plus a shed stocked with new beach chairs and a beach cart. Rinse off in the outdoor shower offering both hot and cold water. Additional upgrades include new TVs in every room, palm tree shutters, creating a turnkey property that’s ready to impress. With its prime location just a four-minute walk to the beach, easy access to shops and dining, and exceptional rental performance, Blue Oasis delivers a fantastic ROI and lifestyle appeal—perfect as a short-term rental, second home, or long-term investment in one of Florida’s most sought-after coastal markets. Make your move on this turnkey coastal gem today!

Listing is courtesy of: BLUESRQ REAL ESTATE INC (941-894-7248)

Listing Agent: Shauna Ruby (941-544-2070)

Remarks: Welcome to "Captains Quarters" this luxury duplex is recently renovated and centrally located on Anna Maria Island with over $125k in rental revenue in 2025. 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!

Listing is courtesy of: PINEYWOODS REALTY LLC (813-225-1890)

Listing Agent: Amanda Cornett (941-807-2811)

Remarks: Welcome to "Pineapple Paradise" this luxury duplex is recently renovated and centrally located on Anna Maria Island with over $130k in rental revenue in 2025. 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!

Listing is courtesy of: PINEYWOODS REALTY LLC (813-225-1890)

Listing Agent: Amanda Cornett (941-807-2811)