Homes for Sale Near Manatee High in Holmes Beach - 76 homes

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 $4,200,000. 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: Discover the Coastal Chic Beach House, a stunning residence featuring four bedrooms and 3.5 baths, which has undergone an impressive transformation by renowned interior designer Adrian Griffin. This home is designed for multi-generational living and boasts an array of sophisticated interior elements including an elevator and a high end Aerus whole house air filtration system, a custom bunk room, and exquisite designer tile and millwork. The main floor showcases a spacious kitchen and dining area equipped with luxurious quartz countertops and new LG and GE appliances. Designed with an open layout, the living space is bright and inviting, adorned with modern coastal furnishings. Glass doors seamlessly connect the interior to the sun deck, perfect for soaking up the beautiful Florida weather. A conveniently placed staircase provides easy access to the pool and spa area. The primary suite offers easy access to an open deck on the front of the home. The expansive bathroom has a walk in shower and soaking tub with custom coastal tile. On the upper level, you will find an ensuite, two generously sized bedrooms, a three-person bunk room, and an additional large bathroom. The decor throughout reflects a contemporary coastal aesthetic that exudes timeless elegance. The exterior features a a large private back yard with a Tiki Hut and generously sized freeform pool, recently resurfaced, complemented by a custom spa. Lush tropical landscaping is enhanced by programmable color lighting that illuminates the front and back gardens. The covered lanai offers a shaded and rain proof area ideal for entertaining, while glass doors lead to a bonus room equipped with ping-pong table. Conveniently situated within walking distance to the beach and local shops and restaurants, this property also provides easy access to a trolley stop. This beach house is an ideal second home or vacation rental, fully furnished and ready for occupancy with everything needed from beach gear to baby essentials. To schedule your exclusive private showing, please contact the listing agent—24-hour notice is appreciated.

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

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

Remarks: Discover the epitome of coastal sophistication with this exquisite British West Indies waterfront residence, perfectly nestled on Anna Maria Island. Spanning over 5,000 square feet, this luxurious home is designed for those who love to entertain and indulge in the finer things in life. Step inside to find two lavish primary suites, an elevator, and multiple terraces that offer breathtaking views. The entertainment options are endless with a stylish media room featuring a beverage center, ideal for movie nights or hosting friends. Every corner of this home exudes elegance, from the solid wood cabinetry and custom millwork to the stunning hardwood and travertine flooring. The open floor plan seamlessly connects to an eat-in kitchen, boasting a large central island, double oven, butler’s pantry, and granite surfaces, making it a chef’s paradise. For more formal gatherings, the separate dining room sets the perfect scene. An office or den is conveniently located on the main level, offering a quiet retreat for work or relaxation. Two additional bedrooms share a spacious bathroom complete with a walk-in shower, ensuring comfort for family or guests. Outdoors, the multiple living areas provide serene views of the canal and Bimini Bay, with direct access to the Intracoastal waterway. The lavish outdoor amenities include a saltwater pool with a sun shelf and spa, and a 70-foot dock equipped with a 13,000-pound boat lift, perfect for boating enthusiasts. Entertain in style on the expansive covered lanai, featuring an outdoor kitchen and ample space for gatherings. Additional features such as plantation shutters, a state-of-the-art security system, oversized closets, and a 3-plus car garage enhance the allure of this property. Don’t miss your chance to own this stunning waterfront retreat. Call today for your private viewing and step into a lifestyle of unparalleled luxury.

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

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

Remarks: Experience an unparalleled coastal retreat in the exclusive North Point Harbor enclave of Holmes Beach, situated on the highly coveted northern end of Anna Maria Island. This meticulously maintained, 3,640 sq. ft. custom-built estate is a waterfront masterpiece, offering direct, deep-water access to the Gulf of Mexico and Tampa Bay from the prestigious, quiet shores of Key Royale. The residence features a thoughtful and expansive layout consisting of 5 bedrooms plus a versatile bonus room and 6 bathrooms (4 full, 2 half), perfectly blending grand-scale functionality with sophisticated artisan craftsmanship. Built with a focus on both aesthetic elegance and structural longevity, the home boasts a durable metal roof, refined vinyl wood and tile flooring throughout the open-concept living spaces, and two massive balconies specifically designed to capture breathtaking, panoramic water views from nearly every room. Seller financing available, subject to terms. For the maritime enthusiast, the property’s private dock and dedicated boat slip provide the ultimate convenience: effortless, no-bridge navigation for a yacht or sportfish, allowing for easy access to the open waters of the Gulf or the fishing grounds of Egmont Key. Beyond the residence, the lifestyle is defined by the unique character of Anna Maria Island (AMI). Known for its "Old Florida" charm, AMI strictly limits high-rise development, ensuring unobstructed views and sunset vistas. This golf-cart-friendly community allows for a seamless transition from the front door to the pristine white sands of the Gulf beaches or the boutique shops and world-class dining found along Pine Avenue and Gulf Drive. The Key Royale area is revered for its serenity, offering a private golf club and a tranquil atmosphere tucked away from main thoroughfares. North Point Harbor further elevates this experience with meticulously maintained grounds and private tennis courts for residents. Strategically positioned, the property is a short boat ride or drive from the cultural hubs of Sarasota and St. Petersburg, providing a quiet escape from the hustle and bustle of mainland life. This home offers the security of an impeccable history with no flood damage, standing as a move-in-ready property maintained to the highest technical standards. Whether hosting a gathering in the chef-inspired kitchen, enjoying a quiet evening on the screened lanai overlooking the pool, or launching a vessel for a sunset cruise, this property offers a lifestyle of coastal elegance and resort-style luxury. It is a standout choice for any buyer who values infrastructure as much as aesthetics. From the durable building envelope to the artisan-finished interiors, every detail of this Key Royale estate has been curated to provide a high-quality home in a sought-after island destination. Embrace the island life where the only daily deadline is the sunset, and the backyard is a gateway to the finest waterways in the world.

Listing is courtesy of: ENGEL & VOLKERS TAMPA DOWNTOWN (813-863-1986)

Listing Agent: Razin Mcfarland (813-484-0519)

Remarks: Welcome to Villa Mar! A luxury vacation rental directly on Watsons Bayou with open water views. This completely renovated 2BD/2BA corner villa is the largest floor plan in Seaside Gardens and features updated kitchen with waterfall counter, brand new appliances, luxury baths, oversized wood plank tile throughout, impact windows and doors, great storage, newer AC, new roof, and 7 inch PVC baseboards for peace of mind. This lot has an extra wide 2 car carport with built in storage cabinets and shed. A large screened patio is perfect for outdoor entertaining after a long day on the boat. A 27 foot boat dock with electric/water, fish cleaning station and 10,000 lb boat lift complete the package. Great location with tennis, shuffleboard, pickle ball and the dog park just steps away. Active weekly rental business! No HOA and no condo fees. Seaside Gardens is a historic civic association maintaining the communal spaces and a low monthly fee of only $150 includes sewer and water. This is the perfect island getaway!

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

Listing Agent: Stephanie Leitao, Llc (941-773-2677)

Remarks: Beautifully renovated two-bedroom, two-bathroom condo short distance to the beach. Everything in the condo is brand new, from the furnishings and kitchen appliances to the decorations on the walls. Kitchen with updated cabinets with soft close and solid granite countertops. Island with plenty of seating for entertaining. Sold as is with all brand new high-end furniture, flat-screen TVs with roku for unlimited entertainment options. It's ready for you to pack your bags and move in, or you can start renting it out and begin making money right away. This condo features a lovely semi-private courtyard that is perfect for entertaining guests at a dinner party or relaxing with a coffee in the morning. There is also a shared pool with a rock waterfall and plenty of space to lay out and soak up the sun. The property is currently a vacation rental with a proven rental history. The landscaping has been cleaned up and is ready for any personal touches you would like to add. The photos in MLS are from before the storms and do not reflect the changes that have been made. Furnishings, appliances, etc. have been replaced and are brand new. Due to property bookings the photos will be scheduled at a later date *** Price adjustment*** Major price drop recently made ** Buyers are motivated to sell** Bring your buyers on over and make an offer ***

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

Listing Agent: Jennifer Chatt (941-465-0045)

Remarks: Charming Coastal Cottage in Holmes Beach. Welcome to this newly and meticulously remodeled coastal retreat, ideally located in the heart of Holmes Beach. This one-of-a-kind, artsy beach cottage blends timeless charm with modern elegance and smart technology. Step through the inviting rain glass double doors into a spacious open-concept living, dining, and kitchen area, where a dramatic lighted cupola and vaulted ceilings create a stunning first impression. A custom shell stone fireplace with a wood mantle adds warmth to the cozy seating area—perfect for relaxing or entertaining. The chef’s kitchen is a true showstopper, featuring an oversized, lighted quartz island with seating, beadboard cabinetry, and a custom wave-patterned glass backsplash. High-end appliances include an ILVE Majestic 4-burner gas stove with griddle, GE Café refrigerator, wine fridge, and porcelain farm sink—all designed with entertaining in mind.Craftsmanship continues throughout with custom millwork, shiplap accents, paneled walls, and solid-core doors. Oversized sliding glass doors open to reveal a tropical backyard oasis, complete with a free-form heated pool and spa, paver patio with artificial turf. The lush, mature landscaping with up lighting show off the tall palm trees, perfect for a evening cocktail party under the stars. The southern-facing yard is perfect for dining, lounging, and soaking up the sun. Each of the three bedrooms and 2.5 baths showcases custom chrome period fixtures, retro-inspired sinks, and designer details. Tech-savvy buyers will love the smart home features, including Lutron lighting controls, LED lighting, Sonos sound system, security cameras, and plantation shutters. The property includes a 250-gallon buried propane tank serving the on-demand water heater, gas grill, pool heater, and stove. It’s also generator-ready with existing plumbing and wiring in place. There is city dockage close by for boating enthusiast's This extraordinary home offers a rare blend of beachy charm and luxurious amenities—an absolute must-see!

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

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

Remarks: Recently renovated 3 bedroom, 2 bath canal front home on a beautiful, deep water, natural-lined mangrove canal with a boat dock. This meticulously cared for home is located on a very quiet street in Holmes Beach. A shady, private paver lined courtyard sits canal side and is a serene spot to escape. PGT Hurricane rated windows & doors installed Oct. 2021, new metal roof installed 2025, new A/C, ductwork & insulation 2025 and all new appliances 2025. Centrally located on the island just steps from Holmes Beach City Park & Public Event Venue, with pickleball courts, a dog park and The Island Library. Walking distance to great dining options & local shopping boutiques. Hop on your golf cart to enjoy the pristine beach & Gulf located just minutes from your door! One car garage and ample driveway parking. This great home is truly "island living" at its best.

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

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

Remarks: Discover the perfect canvas to create your waterfront dream home! This solidly built concrete block corner residence has been mediated and is ready for your finishing touches. One a quiet cul-de-sac with no thru traffic and boasting big water dockage, this property is a boater's paradise—ideal for accommodating larger vessels or multiple watercraft. Water features combine an 8K lb lift, 42 ft seawall, 22x15ft dock, and a small wet slip. Imagine stepping out your back door to direct access to the Intracoastal Waterway, Tampa Bay, and the Gulf of Mexico for fishing, cruising, or simply enjoying sunset views from the water. The hard work has been done, and now it’s your turn to unleash your creativity and tailor this home to your vision. This 2BD/2BA villa features an open floor plan with central kitchen, spacious living area, 2 master suites, interior laundry room and more. This property features a grandfathered-in awning and carport offering plenty of additional outdoor space. Whether you're dreaming of a sleek modern retreat or a cozy coastal escape, the possibilities are endless. Seaside Gardens is a historic community of villas at a great value and one of the most peaceful areas on Anna Maria. This civic association allows you to own a slice of paradise without the restrictions and fees of an HOA. Many community amenities are just around the corner offering a boat ramp, tennis, pickleball, basketball, dog park and more. For savvy investors this property will make a great weekly vacation rental. Homes with this combination of solid construction, prime dockage, and potential don’t come along often!

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

Listing Agent: Stephanie Leitao, Llc (941-773-2677)

Remarks: Your dream view, just got a dream price! Luxury 5 Bedroom Waterfront + Dock | 3-Min Walk to Beach -Exceptional waterfront retreat perfectly positioned in the heart of Anna Maria Island. Just a three-minute stroll to the soft sugar sands of Manatee Beach, this stunning five-bedroom, three-and-a-half-bath residence delivers coastal luxury at every turn—complete with a private dock with ladder where manatees often glide by, a heated pool and spa, and a show-stopping rooftop deck with Gulf and Bay views. Designed for unforgettable gatherings, Coral Castle seamlessly blends upscale comfort with relaxed island charm! Outdoor Living at Its Finest, the rooftop deck is the crown jewel of Coral Castle—offering breathtaking sunrise and sunset views over both the Gulf and Bay. Start your mornings with coffee and ocean breezes or unwind in the evening with a cocktail as the sky glows in brilliant island hues. The tropical backyard is a private sanctuary featuring a heated pool, spa, lounge seating, and outdoor grill, perfect for post-beach relaxation or entertaining under the stars. From the private dock, enjoy peaceful water views—and keep watch for friendly manatees passing by, an unforgettable hallmark of island living. Stylish Interiors Made for Comfort-Step inside to a bright, open-concept living space filled with natural light and coastal elegance. The living room offers plush seating, a flat-screen TV, and sliding glass doors that open directly to the outdoor patio—blurring the line between indoor and outdoor living. The chef-inspired kitchen is fully equipped with stainless steel appliances, generous counter space, and a wine fridge, making meal prep effortless. Gather inside at the dining table or dine alfresco beneath the covered patio for a true island experience. Sleep in Luxury- Primary Suite: King bed, private balcony, vaulted shiplap ceiling, walk-in closet, spa-style ensuite with soaking tub and walk-in shower; Second Bedroom: King bed, Jack-and-Jill bathroom with walk-in shower; Third Bedroom: King bed, Jack-and-Jill bathroom with walk-in shower; Fourth Bedroom: Full bed, Jack-and-Jill bathroom with shower/tub combo; and Fifth Bedroom: Full bed, Jack-and-Jill bathroom with shower/tub combo. Prime Island Location- Enjoy peaceful mornings fishing from the dock or take a short drive to Pine Avenue and Bridge Street, where you’ll discover charming boutiques, local dining, and island favorites. Whether your days are spent boating, lounging by the pool, or soaking in rooftop views, Coral Castle delivers the perfect balance of relaxation and adventure. Every detail is designed to create lasting memories—from manatee sightings to sunset cocktails on the rooftop. This is more than a stay—it’s a true Anna Maria Island experience. Currently operating as a vacation rental with solid history and a strong start to 2026—ideal personal-use + income opportunity.

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

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

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: A rare find on Anna Maria Island, this elevated coastal home sits on an expansive 10,000+ square foot corner lot, offering exceptional privacy on multiple sides, an uncommon feature in the heart of Holmes Beach. Enhanced by a new metal roof (2025), newer air conditioning system (2022), storm-rated impact windows and doors, and a newly resurfaced heated pool (2025), this home offers true peace of mind and resort-style living. With weekly rental zoning, this Anna Maria Island real estate opportunity is offered fully turnkey furnished, has recently operated as a short-term rental, and is located just 3 blocks from Anna Maria Island’s sugar sand Gulf Beaches. A perfect blend of island lifestyle with strong investment flexibility. Centrally located in Holmes Beach FL, this quiet neighborhood home is close to restaurants, shopping, coffee shops, and many island attractions. This custom home is far from “cookie cutter.” Custom features include an open-concept layout with 9.5-foot ceilings, soaring tray accents, abundant natural light, luxury vinyl flooring, brand-new carpet in bedrooms, plantation shutters, and a distinctive round formal dining room that captures peaceful and picturesque views down the canal. The chef’s kitchen offers granite countertops and a spacious breakfast bar flowing into the great room, perfect for family nights or an evening of entertaining guests. The private primary suite includes an en-suite bath, a walk-in closet, and continued picturesque views of the canal. Both the primary and additional bedrooms feature built-in closet shelving and organizational systems for added ease. Step outside to a truly rare find in Holmes Beach: an oversized, completely private backyard oasis designed for ultimate relaxation. The outdoor experience begins on the elevated deck, offering the perfect vantage point over the sparkling heated pool, an ideal spot for morning coffee or evening cocktails. Below, a resort-style sunbathing terrace invites you to soak up the sun with plenty of room for intimate outdoor dining or entertaining family and friends. Fully fenced and finished with lush tropical landscaping and low-maintenance artificial turf, this expansive retreat provides the space and privacy rarely found in this area. The property offers convenient access to Sarasota-Bradenton International Airport approximately 40 minutes away, Tampa International Airport about 60-70 minutes, and IMG Academy roughly 25 minutes from the island. Plus a Holmes Beach bonus with City of Holmes Beach boat slip rentals available directly across the street on a first-come, first-served annual lease basis (currently waitlisted) for approximately $750/year.

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

Listing Agent: Brooke Doucett, Llc (941-586-3522)

Remarks: Stunning turnkey new construction on Anna Maria Island, located on a serene and rare double channel lot in the Key Royale neighborhood. This spacious residence features 5 bedrooms, 2 on the main level and 3 upstairs, all with en suite and walk-in closets offering ample space for family and guests. The main floor’s primary suite includes a large bathroom with steam shower and beautiful marble tile flooring. Enjoy 2 living spaces, one on the main level and another with a large balcony overlooking the canal on the second floor. The elevator provides easy access to both levels. Convenient laundry with 4 washers and 4 dryers, 2 upstairs and 2 on the main level. Upgraded finishes throughout with wide plank engineered walnut flooring, marble tile in the bathrooms, quartz countertops, 8' high extra thick upgraded doors, and upgraded trim package. The modern kitchen boasts brand new high-end Sub-Zero and Wolf paneled appliances and upgraded cabinetry. Step outside to enjoy covered seating and dining areas, a large saltwater pool and spa with breathtaking canal views, and 2 new composite wood docks with new seawall on this home's rare corner channel access, ideal for water enthusiasts. The property also features garage spaces to accommodate 4 vehicles, and new mature landscaping. The home's interiors are thoughtfully designed with hand-curated, beach inspired furnishings which are included in the sale.

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

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

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: Back on the Market - Truly a remarkable property, designed in the style of a charming New England Coastal Inn, this intimate 12-unit, three-story beachfront retreat blends timeless character with modern convenience. An elegant staircase and elevator provide access to Unit #6, ideally positioned on the second floor. This spacious 2-bedroom, 2.5-bath residence features beautiful original wood flooring and crown molding throughout. There are not one—but two—private balconies offering pool views, sweeping Gulf vistas, and unforgettable Sunset skies. One balcony extends from the living room, while the second is accessed from the primary suite, creating the perfect setting for morning coffee or evening relaxation. Enjoy a good book or a glass of wine while listening to the Gulf waves breaking across the sand. Inside, you’ll find built-in closets, an in-unit washer and dryer, and a layout designed for comfort and functionality. The Mainsail Inn operates as a condo-hotel, allowing owners up to 120 days of personal use a year while the professional on-site management team actively rents the unit the remainder of the time. With its prime location directly on the sugar-sand beaches of Anna Maria Island, occupancy levels are typically strong—making this not just a beachfront getaway, but a smart income-producing asset. Even better, ownership means enjoying four months each year in your own beachfront retreat without paying nightly rental rates—while rental revenue often offsets the operating expenses. Offered turnkey, this unit includes everything—furnishings, décor, beach equipment, kayaks, paddleboards, and more. Simply bring your swimsuit and start enjoying beachfront living at its finest. This is the kind of property that checks every box: lifestyle, location, and long-term value.

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

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

Remarks: GULF FRONT - Spacious and Beautifully Maintained and Renovated 1 Bedroom/1 Bath Condo in the Heart of Holmes Beach. Breathtaking Gulf Views to behold from every room. The kitchen, windows and sliding doors have been updated and the AC was replaced in 2025. This unit features a covered, open balcony allowing for your own Private Outdoor Space while relishing in the balmy Gulf breezes. Commodious Open living/dining area is painted in calm, neutral colors and ceramic tile flows throughout. The bedroom features full gulf views, a large walk-in closet and ensuite bath with separate vanity area and combination tub/shower. The updated kitchen provides plentiful and aesthetic cabinetry, a closet pantry, newer appliances, desk area and Washer and Dryer. Martinique South offers a Gulf side pool, tennis/pickle ball courts, an elevator, secure entrance, large Community living space with full Gulf Views, a complete kitchen, bathrooms, and outdoor covered patio. The Community Room is ideal for parties and large gatherings. Pride of ownership shines in this community where friends are neighbors and neighbors are friends. This lovely unit is offered turn-key furnished, with room for your personal touches as well as a carport and storage room. Located within walking distance of Holmes Beach amenities. Magnificent sunsets, strolls along the white sand beach, passing dolphins, the cry of the seabirds and the comforting sound of the surf await...

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

Listing Agent: Adele Holland (941-587-6328)

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: Mediterranean-inspired coastal luxury just one block from the Gulf—this fully furnished, 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 between 153-193k 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: One or more photo(s) has been virtually staged. 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 image is a sketch/rendering for reference purposes only and does not represent an existing pool.

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

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

Remarks: INCREDIBLE VALUE! 5 BEDROOM HOME ON ANNA MARIA ISLAND WITH PROVEN RENTAL HISTORY- THIS IS THE ONE!!! Imagine owning a place where every day feels like a vacation. Located on a peaceful corner lot in the heart of Holmes Beach, this spacious 5-bedroom pool home offers the perfect balance of relaxed island living and modern comfort—just steps from everything that makes this island so special. Designed for connection and comfort, the home features an airy, open layout filled with natural light and coastal character. The kitchen anchors the space with recent updates, stainless steel appliances, and generous prep areas, making it ideal for hosting family and friends after long beach days. Sliding glass doors lead to a private outdoor retreat, where a sun-drenched pool, expansive patio, and side courtyard create a setting made for entertaining, relaxing, and making memories. The primary suite feels like a private escape, complete with an updated bathroom, walk-in closet, and direct access to the pool—perfect for morning swims or quiet evenings outdoors. With five bedrooms accommodating up to 10 guests, the home offers flexibility for full-time living, extended stays, or hosting visitors with ease. Major upgrades add value and peace of mind, including fully renovated bathrooms, updated kitchen features, and a metal roof installed in 2022. The home is thoughtfully maintained and ready to be enjoyed from day one. What truly sets this property apart is the lifestyle. Walk to the sugar-white beaches of the Gulf, bike to local cafés and shops, enjoy sunset strolls, and embrace the easygoing rhythm that makes Anna Maria Island one of Florida’s most beloved coastal communities. Weekly rentals are permitted, providing the option to enjoy the home while also benefiting from its income potential. Whether you’re searching for a beach home, a family getaway, or a smart island investment, this Holmes Beach property delivers space, location, and lifestyle—all in one unforgettable setting. Come experience why people fall in love with Anna Maria Island… and never want to leave.

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

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