Holmes Beach Single Family Homes For Sale - 104 homes

Remarks: Striking modern luxury meets investment potential at The Black Pearl, a four-bedroom, five-and-a-half-bath residence located just a short walk from the beaches of Holmes Beach, downtown shopping and dining, and the island trolley. This architecturally distinctive black-and-white home features a private black-bottom infinity-edge pool, resort-style outdoor living, and a rooftop deck with panoramic Gulf views. Designed for both lifestyle and performance, the home offers a bright open-concept interior, gourmet kitchen with island seating, and four king bedroom suites—each with a private ensuite bath—plus a bonus den with additional sleeping flexibility. Outdoor amenities include a full outdoor kitchen, multiple lounge and dining areas, outdoor shower, and ample on-site parking. Currently part of the Exclusive Vacations luxury rental program, the property offers immediate access to a professionally managed, high-end short-term rental platform focused on premium positioning, elevated guest experience, and revenue optimization. A rare opportunity to own a visually iconic, walkable luxury home with proven short-term rental appeal on Anna Maria Island.

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

Listing Agent: Cindy Jones (941-773-9770)

Remarks: New tile flooring installed June 2026. This is what Anna Maria Island living is all about. Located in the desirable Seaside Gardens community, this renovated 2-bedroom, 2-bath home offers spacious rooms, updated interiors, and a relaxed, airy feel. Inside, you’ll find new stainless steel appliances, quartz countertops in both the kitchen and bathrooms and ceramic tile flooring throughout. A newer roof and windows add to the list of thoughtful updates. The generously sized bedrooms provide plenty of room to unwind, while the renovated bathrooms offer a clean, modern finish. A dedicated laundry room with washer, dryer, and ample storage adds everyday convenience. Step outside to a fully fenced backyard—perfect for entertaining friends and family along with a private driveway for on-site parking. Being offered semi-furnished, this home is ready to enjoy as your personal island retreat or as an income-producing rental. Spend your days boating, playing pickleball, or relaxing on the beach, soaking in the turquoise waters and sugar-sand shoreline Anna Maria Island is known for. With community amenities and the Intracoastal Waterway just steps away, it’s easy to enjoy the laid-back island lifestyle. Golf carts and pets are welcome, and the trolley stop near the neighborhood entrance makes exploring the island simple and convenient. A comfortable, well-located home in a sought-after community—this is island living made easy.

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

Listing Agent: Mary Anne Muniz (651-470-7020)

Remarks: Step into effortless luxury with this meticulously renovated canal-front retreat, ideally located on 100 feet of waterfront, on an 11,543 sq ft lot in the heart of the Key Royale community. Designed for relaxed coastal living, this beautifully updated 3-bedroom, 3.5-bath home offers the perfect blend of style, comfort, and waterfront lifestyle. The home has a chef-inspired kitchen featuring wood cabinetry, quartz countertops, a gas range, wall oven, wet bar with wine refrigerator, and a generous center island perfectly suited for both everyday living and elegant entertaining. Walls of sliding glass doors bathe the interior in natural light and open to a private outdoor oasis, creating a seamless indoor-outdoor flow. Two of the bedrooms have private ensuite baths, including the primary bedroom which features a spacious bedroom with an en-suite bath with a soaking tub, a walk-in shower and an outdoor shower providing comfort and privacy. Outside, enjoy the resort-style pool designed for lounging in both sun and shade, or take in peaceful canal views framed by lush tropical landscaping.  A new irrigation system and new elegant landscape lighting have also been installed. A true boater’s dream, the property features a private dock with electric and water, plus a 10,000 lb boat lift and kayak launch, offering quick access to the sparkling waters of Bimini Bay, Tampa Bay and beyond. Additional updates include a roof installed in 2017 for added peace of mind.  Just a short stroll or bike ride from Anna Maria Island’s sugary beaches and moments from charming shops, dining, and island attractions; the location is as exceptional as the home itself. Residents of Key Royale have the option to join the private Key Royale Club, a 9-hole golf course with a clubhouse, creating a lifestyle that perfectly balances boating, golf, and island leisure. Bring your boat, fishing poles, golf cart, and clubs and start living the island lifestyle you’ve been dreaming of. This is a rare opportunity to own a truly special slice of waterfront paradise.

Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-896-9981)

Listing Agent: Hannah Hillyard (941-744-7358)

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: 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: Tucked along an extraordinary 225 feet of waterfront, this custom coastal retreat distills the very essence of island living—breathtaking water views, exceptional privacy, and thoughtfully designed spaces that move effortlessly between serene relaxation and spirited entertaining. A palm-lined driveway sets the tone, where timeless architecture and lush tropical landscaping leave an unforgettable first impression. This residence carries rare local significance as the very first custom home built by Ross Built Construction, masterfully designed by renowned architect Gene Aubry. It stands as a lasting testament to their craftsmanship and creativity—and their contribution to luxury coastal living on Anna Maria Island. Their influence resonates throughout: a thoughtful floor plan, an exceptional command of natural light, and a seamless connection between indoor and outdoor living. Inside, travertine tile and hand-scraped maple flooring flow through a light-filled interior crowned by soaring vaulted ceilings in the living and kitchen areas. The chef's kitchen is as functional as it is beautiful, appointed with stone countertops, copper sinks, a gas range with pot filler, premium appliances, and a generous center island that anchors the home's main gathering spaces. Five spacious ensuite bedrooms, a dedicated den/office, and an upstairs bonus room offer effortless flexibility for family and guests. The primary suite is a private sanctuary unto itself, featuring a remodeled spa-inspired bath with custom built-in shelving and elegant finishes throughout. Designed to embrace the waterfront lifestyle, expansive glass doors open to an impressive 1,400-square-foot veranda overlooking the sparkling saltwater pool and tranquil waterways beyond. Boaters will appreciate the private dock and 10,000-lb boat lift for effortless access to open water, while an oversized three-car garage, elevator, impact-rated windows and doors, Sonos sound system, mosquito misting system, rainwater cistern, and exterior irrigation system deliver convenience and lasting peace of mind. Perfectly positioned in the heart of Holmes Beach, the property is just moments from the sugar-sand beaches of the Gulf, beloved local restaurants, boutiques, and island shops—a rare pairing of private waterfront sanctuary and walkable island convenience. Whether savoring spectacular sunsets from the veranda, entertaining poolside, strolling to nearby dining, or setting out for a day on the water, this remarkable residence offers something exceedingly rare: not only an extraordinary waterfront home, but a meaningful piece of island history, where inspired architecture, enduring craftsmanship, and an unrivaled setting come together in perfect harmony.

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

Listing Agent: Darcie Duncan (941-779-0304)

Remarks: Newly updated with fresh paint throughout, brand new stainless steel appliances, quartz countertops on kitchen and bathrooms and so much more!! Nestled near the north end of Anna Maria Island, 215 81st Street is a three-bedroom, two and a half bath home boasting over 2,000 square feet of living space—an Airbnb gem zoned for weekly rentals. Just two blocks from some of the island’s most pristine beaches, this property offers a true tropical paradise out back. The fully fenced oasis features a gorgeous pool with a built-in hot tub, while the expansive paver-lined lounge area creates a true island escape. The elevated design includes a two-car garage and a game room—currently set up with a ping pong table, connect 4, and Tic Tac Toe but offering ample space to add additional attractions for guests. The second floor invites you into a bright, open living, dining, and kitchen area featuring a brand new LG stainless steel appliance package and gorgeous quartz countertops. This floor also features a half bath, complemented by a massive, screened-in balcony deck (freshly screened in less then a year ago) overlooking the pool oasis below—perfect for soaking in the tropical ambiance. You will also find a dedicated interior laundry room with full size washer and dryer on this floor as well. On the third floor, you’ll find three spacious bedrooms and two full baths, with the primary suite offering not only luxury but also absolutely gorgeous views from every angle—a panoramic reminder of the beauty that surrounds you on Anna Maria Island. This home is packed with recent updates: a 2022 roof, 2019 AC, and a brand-new water heater. The exterior shines with hardie board siding installed less than a year ago and fresh paint. Beyond the home, you’re a stone’s throw from Pine Avenue’s charm and all that Anna Maria offers—laid-back vibes, local eateries, and coastal culture. Fully furnished and turnkey, this is both a thriving investment and an island escape waiting for you.

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

Listing Agent: Johnny Hopper, Pa (941-524-1706)

Remarks: Under contract-accepting backup offers. This almost brand-new, (2024) fully furnished 4-bedroom, 4.5-bath luxury residence delivers the perfect blend of island relaxation and modern sophistication. Built to the highest standards and unaffected by recent hurricanes, it offers peace of mind along with exceptional design. A charming front entry welcomes you into a bright, open great-room floor plan that seamlessly connects the living area, dining space, and chef’s kitchen. The kitchen features a large entertaining island, premium finishes, and generous seating—ideal for hosting family and friends. The primary suite is a serene retreat with a spa-style ensuite bath, creating a private sanctuary for unwinding after a day in the sun. Two more king bedrooms all with en-suite bathrooms allow privacy for guests. Everyone will love the bunk room also with en-suite bathroom. Step outside to expansive outdoor spaces surrounded by lush tropical landscaping. Enjoy the Florida sunshine by the heated pool and infinity edge spa, relax with a drink in hand, or gather for evening conversations under the stars. The turfed backyard provides a lush area for pets and additional seating areas. The home also features rooftop deck with sweeping intercoastal water views, perfect for taking in unforgettable sunsets. Multiple balconies around the allows you to enjoy the incredible island weather. A spacious 2-car garage provides room for vehicles, a golf cart, and additional storage. Every detail has been thoughtfully designed for comfort, convenience, and effortless island living. Situated in one of Anna Maria Island’s most desirable areas, this home places you moments from everything that makes island life special. Take advantage of the private community boat ramp and quick access to the beautiful waters of Tampa Bay and the Gulf. Currently utilized as a short-term vacation rental with great rental revenue and many 5-star reviews, this home provides a fantastic investment opportunity.

Listing is courtesy of: LESLIE WELLS REALTY, INC. (941-776-5571)

Listing Agent: Leslie Wells (941-776-5571)

Remarks: Imagine starting your mornings with a short stroll to the beach to watch the sunrise, spending afternoons in the turquoise Gulf waters, and ending your evenings with spectacular island sunsets! Welcome to island living at its finest, where a dedicated beach access awaits at the end of the street and the best of Anna Maria Island is just moments from your door. This beautiful 4-bedroom, 3.5-bath coastal retreat is perfectly positioned in one of the island’s most desirable locations, offering easy access to the beach, turquoise Gulf waters, local restaurants, boutiques, galleries, and the relaxed charm that makes Anna Maria Island so special. This home offers exceptional flexibility as a private coastal sanctuary, a high-performing weekly vacation rental, or the perfect combination of both. Whether you are seeking a peaceful island escape or a proven investment opportunity, this home delivers unmatched lifestyle appeal and value. Outdoors, a private tropical oasis sets the stage for effortless relaxation and entertaining. Lush landscaping, a heated pool, and multiple outdoor gathering areas invite you to unwind after a day at the beach, lounge poolside beneath the palms, or host family and friends on the covered patio. Inside, the bright open-concept floor plan offers a welcoming coastal feel with spacious living areas, comfortable entertaining spaces, and a well-appointed kitchen designed for gathering. Coastal-inspired interiors and thoughtful design create an inviting retreat for owners and guests alike. Located in the heart of Anna Maria Island, with nearby trolley stops providing easy access from Bean Point to Bridge Street, this home offers a rare opportunity to fully embrace the laid-back rhythm of one of Florida’s most sought-after beach communities!

Listing is courtesy of: HUNT BROTHERS REALTY, INC. (941-388-7017)

Listing Agent: Jennifer Albright (941-284-3092)

Remarks: Nestled at one of the highest elevations on Anna Maria Island, this exceptional coastal retreat is located in the highly sought-after North Point Harbour community of Holmes Beach. Built in 2012 with hurricane-rated windows and doors, the home offers both refined elegance and peace of mind, perfectly blending luxury with the relaxed sophistication of island living. A cheerful front porch welcomes you inside, setting the tone for the warmth and charm found throughout. Soaring ceilings and gleaming marble floors create a light, airy ambiance, while coastal architectural details — including multiple porches and charming balconettes — add character and dimension to the design. The beautifully appointed living room is flooded with natural sunlight through two sets of French doors that frame tranquil canal views stretching toward Bimini Bay. These doors open to capture sunny mornings and breathtaking evening sunsets, seamlessly blending indoor and outdoor living. The open floor plan flows effortlessly into the dining and kitchen areas, creating an ideal setting for intimate family meals or hosting guests with ease. The spacious first-floor primary suite serves as a peaceful sanctuary, complete with a lovely ensuite bath and a private deck — perfect for quiet evenings under the coastal sky. Two additional bedrooms are also located on the first floor, including a second ensuite bedroom and a third bedroom with its own bath, offering comfort and privacy for family and visitors alike. Even everyday tasks feel elevated in the expansive and beautifully designed laundry and utility room, conveniently located off the kitchen and garage — a space so thoughtfully appointed it hardly feels like a utility area. The entire second floor is dedicated to a spectacular private suite. This luxurious retreat features two charming balconettes, a large walk-in closet, a spa-like ensuite bath with dual sinks, and a separate office or sitting room — an ideal haven for guests or multi-generational living. Outdoors, boating enthusiasts will appreciate the impressive 20,000-pound boat lift and expansive wraparound dock situated on a short, deep-water canal. With direct access through Bimini Bay to Tampa Bay, the Gulf of Mexico, and the Intracoastal Waterway, this property offers effortless navigation to some of Florida’s most beautiful waters. Life in North Point Harbour is as enriching as it is relaxing. Spend mornings at the nearby Key Royale Golf Club for an early tee time, afternoons joining friends at the community pool or enjoying a friendly match on the tennis courts or padel, and evenings cruising from your private dock into Bimini Bay as the sun melts into the horizon. Here, everyday flows seamlessly from recreation to relaxation, creating a true island lifestyle defined by beauty, convenience, and connection to the water. This extraordinary North Point Harbour residence embodies the very best of elevated coastal living — where thoughtful design, superior craftsmanship, and an unparalleled waterfront location come together to create a truly remarkable island home.

Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)

Listing Agent: Becky Sirigotis (941-201-8000)

Remarks: Elevated waterfront living in Key Royale — built for confidence, designed for ease. Welcome to 634 Key Royale Drive, a thoughtfully built canal-front home offering over 3,000 square feet of refined coastal living in one of Anna Maria Island’s most sought-after neighborhoods. Designed for buyers seeking island living, boatable water access, and a low-maintenance lifestyle, this home delivers peace of mind along with sweeping water views from nearly every room. Bright, sun-filled interiors open seamlessly through French doors to a private outdoor retreat featuring a heated pool, Trex dock, 10,000-lb boat lift, and jet ski lift — ideal for boaters who want quick access to Tampa Bay and the Gulf. The property is also equipped with a private artesian well for irrigation, providing a reliable and cost-efficient water source to maintain the lush tropical landscaping while helping reduce monthly utility costs. Inside, the kitchen has just been refreshed with new quartz countertops and pairs beautifully with stainless appliances and an oversized breakfast bar built for gathering. Two brand-new AC units provide efficient climate control, complemented by Icynene spray-foam insulation and two Rinnai tankless water heaters for energy-conscious living. The main-level primary suite captures peaceful canal views and features dual vanities, a soaking tub, and custom port windows. Upstairs offers three additional guest bedrooms, two baths, and a breezy balcony overlooking the water. Built with impact-rated windows and doors and showing no storm damage to date, this elevated home offers the structural integrity today’s buyers are seeking — without sacrificing comfort or style. An oversized garage with 12’ ceilings and a 9’ door easily accommodates a boat, golf cart, or additional storage. Located in the desirable Key Royale community of Holmes Beach, you’re minutes to the beach, golf, dining, and island favorites — yet tucked away in a quiet canal setting. Recently reduced in price, this waterfront property presents an exceptional opportunity for buyers looking to enjoy the best of Anna Maria Island with minimal upkeep, immediate boating access, and long-term value in one of the island’s premier neighborhoods.

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

Listing Agent: Jason Hrnak (941-773-6572)

Remarks: 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!

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

Listing Agent: Don Purvis (901-240-2180)

Remarks: Anna Maria Island canal front with easy access to open water. Located just a few blocks to the beach. This home sustained flooding during Hurricane Helene and was remediated (stripped interior) post the storms of 2024. Build your dream home on a beautiful, mangrove lined canal on a quiet street centrally located on the island OR reimagine the possibilities of this raw structural skeleton.

Listing is courtesy of: MIKE NORMAN REALTY INC. (941-778-6696)

Listing Agent: Marianne Norman-Ellis (941-685-3393)

Remarks: Virtually Staged. Reduced, ACT FAST! Three-bedroom Anna Maria Island beach home, 300 steps to the island's world class beaches! This Holmes Beach retreat, located on Anna Maria Island, is ready and waiting for you! Discover this fully updated, bright and airy split plan, three-bedroom home spanning over 1,100 square feet, thoughtfully designed with open living space combining the kitchen and living room areas. Located on a quiet cul-de-sac, this home sits right in the Island’s sweet spot between the Cortez and Manatee Bridges, providing easy access on and off the island. You’re just a short walk or golf cart ride away from white sandy beaches, restaurants, shops, and a convenient free trolley stop. You will see all properties were not created equal as you step into your own tropical, completely private backyard oasis complete with screened in lanai, wet bar and highly sought after southern exposure. Bask in the sun, don't sit in the cold shadows with a subpar exposure. Enjoy a beautiful, heated saltwater pool equipped with sprayers, fountains, and a sun platform for ultimate relaxation. A multilevel waterfall pond adds to the tranquil atmosphere, featuring a charming bridge that leads you over the pond directly to the gorgeous pool area. The expansive 9,000-square-foot lot is enhanced by landscaping stones, providing ease of maintenance. The home features a metal roof and impact windows for peace of mind. It boasts 2025 appliances, including a washer and dryer, along with all-new cabinetry and quartz countertops in both the kitchen and master bath. Fresh paint and 5-inch base molding through-out complete the modern look and feel. This property is offered turnkey furnished and is rental ready for monthly stays. RV and boat parking allowed! There is nothing to do here but relax and enjoy your surroundings: take a dip in the pool, stroll to the beach, indulge in the varied dining options this island has to offer, from tiki bars to fine dining. Enjoy the manatees and dolphins playing in the canal across the street and parrots flying overhead! Immerse yourself in all the serenity and joys this beautiful island has to offer. Whether you’re seeking relaxation or adventure, this home provides the perfect base for enjoying Anna Maria Island’s unique charm and vibrant lifestyle. All NEW in 2025, Washer, Dryer, Refrigerator, Range, Dishwasher, Microwave, High Velocity Range Hood, Pool Heater, Pool Pump, Water Heater, Kitchen Cabinets and Quartz Countertops, Master Bath Cabinets and Quartz Countertop, Guest Bathroom with New Vanity and Top, All Furniture and Bedding. Impact Windows installed 2021 and 2022, Metal Roof installed 2018. Possible owner financing.

Listing is courtesy of: REALTY MARK ASSOCIATES (561-245-5400)

Listing Agent: Raymond Nesci (941-468-1608)

Remarks: Virtually Staged. COASTAL INVESTMENT OPPORTUNITY! TURNKEY ELEVATED DUPLEX JUST ONE BLOCK FROM THE GULF INCLUDING A DEEDED BOAT SLIP! Welcome to island living at its finest at 8106 Gulf Drive, Units A & B, in Holmes Beach! The perfect blend of personal retreat and income producing opportunity positioned just one block from the Gulf with your own private residential beach access. Each unit features 2 bedroom/2 bathroom and has been thoughtfully updated with coastal-inspired style, featuring newer appliances, updated furnishings and comfortable mattresses your guests will rave about, and they already do, with excellent reviews in place. Enjoy peace of mind knowing this home had a prelisting inspection, noting a solid metal roof & A/C system as well as hurricane-impact windows and sliding doors (just 4 years old). Step outside and soak in the island lifestyle. Both units offer private balconies with Adirondack chairs, perfect for morning coffee or sunset breezes. The fully fenced yard (just 6 months old) provides space to add a pool, while the grill in the side yard invites gatherings for relaxed coastal evenings. After a day at the beach, rinse off in the outdoor shower and store your gear in the owner’s storage room. Each unit is equipped with its own laundry/utility room complete with washer and dryer plus golf cart plug-ins for added convenience. The property also includes 2 kayaks, a paddleboard, and bikes, making it easy to enjoy everything the island has to offer. For water lovers, the bonus doesn’t stop there! This property includes a DEEDED BOAT SLIP nearby, giving you quick access to the water anytime you please! "The Launch Pad" is perfect for kayaks, which are included with the property. Bring your imagination for a future dock/boat slip. Built for durability and security, the home is elevated and equipped with flood systems and was regularly maintained for pest and rodent control for added confidence. Located just one street from the Anna Maria City limits, this property allows for weekly rentals, maximizing income potential. Whether you choose to live in one unit and rent the other or lease both for strong returns, this duplex offers flexibility and exceptional value in a prime coastal location. Ideal as a personal getaway, full-time residence or high-performing investment! Follow your nose to the salt air and chase the gorgeous sunset. This is your chance to own a slice of paradise with built-in income potential. No shoes required!

Listing is courtesy of: FLORIDA EXECUTIVE REALTY (813-972-3430)

Listing Agent: Danielle Redner (813-967-0175)

Remarks: Newly renovated - Stunning 4-bedroom, 6.5-bath is perfect for beach lovers just a block from the Gulf of Mexico beaches. This island home features a backyard with a private pool and tiki bar, hot tub, BBQ area, covered patio with a foosball table, and a rooftop deck with water views. The main living space, includes a kitchen with a beautiful backsplash and quartz countertops, solid wood cabinets, island seating, couches, and a bright dining room with access to a covered deck overlooking the pool. The third floor hosts the primary bedroom, a private balcony with rooftop deck access, and an ensuite bathroom with a double vanity and a large shower. Outdoor amenities also include a pool, spa, This home is just a quick walk to the beach, and guests can easily take the trolley to Pine Ave for local delicacies, fish at the historic AMI city pier, or kayak in the bay waters.

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

Listing Agent: Gregg Bayer (941-799-9096)

Remarks: Under contract-accepting backup offers. Live the island lifestyle in this custom-built, ELEVATED canal home located in a quiet, no-HOA neighborhood just minutes from the heart of Holmes Beach. Built in 2006, this well-constructed residence offers peace of mind, privacy, and easy access to everything Anna Maria Island is known for—beaches, local dining, boutique shopping, and waterfront parks. The home features an open, multi-level layout designed for comfortable island living, with three spacious bedrooms, multiple balconies and porches, and CANAL and OPEN-WATER views from several levels. The primary bedroom is privately located on the first living level, offering convenience and separation from the additional bedrooms above. Boating enthusiasts will appreciate the private dock with deep-water access and NO BRIDGE RESTRICTIONS, allowing quick access to open water. Additional features include an ELEVATOR, METAL ROOF, four-car garage, ample storage, and room to add a pool for enhanced outdoor living. As one of the few elevated homes in the area, this property offers notable structural integrity and the opportunity to enjoy Anna Maria Island living with confidence.

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

Listing Agent: Jessica Batten (941-962-3380)