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$699,000
1 Beds ⋅ 1 Baths ⋅ Holmes Beach SubDv. ⋅ 34217 Zip Code
One-of-a-kind Holmes Beach retreat just minutes from the sand! This completely renovated 1-bedroom, 1-bath home offers everything you need in the perfect beach getaway or income-producing property. Thoughtfully updated throughout, the home features hurricane-impact windows and doors, solid wood cabinetry, stainless steel appliances, tile flooring, and granite countertops. Offered turnkey furnished with a stylish coastal décor, it’s truly move-in or rental ready.Step outside to your private outdoor oasis featuring a large heated free-form pool, spacious patio ideal for entertaining, custom outdoor lighting, and an outdoor shower with rain head—perfect after a day at the beach. Located just two blocks from popular shops and restaurants and only a five-minute walk to the Gulf beaches, this prime island location delivers the best of Anna Maria Island living.Whether you’re seeking a personal island retreat or a strong investment opportunity, this property shines with projected rental income up to $50,000 annually. Don’t miss this rare chance to own a turnkey beach home in the heart of Holmes Beach.

205 Peacock Lane Unit A, Holmes Beach
$1,377,000
2 Beds ⋅ 2 Baths ⋅ Holmes Beach SubDv. ⋅ 34217 Zip Code
Pre-Construction. To be built. Why buy old when you can get new for the same price? Green Street Builders brings 35+ years of experience, and refreshing coastal elegance at an unbeatable $900/sqft price point. The plans speak for themselves. 4 defined sleeping areas per side (including an open air loft), high-functionality, and open concept design with vaulted ceilings. Quartz waterfall counters, modern sleek cabinets, a lot of glass, built to latest hurricane codes; everything you would want in a new construction at a more obtainable price point. Zoned for weekly rentals, it's a lush, tropical, vacation themed setting for you to enjoy... or for your guests to come back to year after year. 45% down, 10% at drywall, the rest not due until Certificate of Occupancy. Nearby comparable sales at least $125,000-$175,000 higher. Call to chat, do your own research or ask for a list of recent comparables, no obligations.

311 59th Street Unit B, Holmes Beach
$5,595,000
5 Beds ⋅ 5 Baths ⋅ Holmes Beach SubDv. ⋅ 34217 Zip Code
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.

529 77th Street, Holmes Beach
$3,975,000
4 Beds ⋅ 5 Baths ⋅ Holmes Beach SubDv. ⋅ 34217 Zip Code
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!

215 83rd Street, Holmes Beach
$3,100,000
4 Beds ⋅ 5 Baths ⋅ Sportsmans Harbor SubDv. ⋅ 34217 Zip Code
Pre-Construction. To be built. Brought to you by Noah Thomas Builders, designed with both lifestyle and long-term value in mind, this modern coastal residence is planned to showcase a spacious, open-concept design with thoughtfully separated living areas and a layout ideal for both personal use and guest accommodations. The design emphasizes comfort, privacy, and functionality—features that appeal to today’s luxury coastal buyers and renters alike. The open-concept design is anchored by a chef-inspired kitchen envisioned with a large gathering island, premium appliance selections, custom cabinetry, and refined coastal finishes—perfect for entertaining and maximizing guest appeal. Flowing seamlessly into the main living areas, the design emphasizes effortless indoor-outdoor living, with outdoor spaces to include a private pool and spa, creating a true island retreat. A true standout feature is the rooftop deck, planned as a private island retreat ideal for sunset views, entertaining, and elevated outdoor living—an amenity that significantly enhances both lifestyle enjoyment and rental desirability. Additional features include a private elevator, whole home generator, impact-rated windows and doors, and construction planned to meet or exceed current FEMA and coastal building standards, delivering durability, resiliency, and peace of mind. Located in the heart of Holmes Beach on Anna Maria Island, this homesite offers walkable access to sugar-sand beaches, restaurants, marinas, and the island trolley. Bradenton Beach remains one of the Gulf Coast’s most desirable and supply-constrained markets, making new construction opportunities particularly attractive from an investment perspective. Whether envisioned as a luxury second home, income-producing property, or long-term coastal hold, this project offers the opportunity to secure a high-quality, FEMA-compliant new construction asset in a proven beach market with enduring demand. Finishes, materials, and specifications may change during the build process. Pricing, availability, and final details subject to adjustment prior to completion.

214 N Harbor Drive Unit A, Holmes Beach
$799,000
2 Beds ⋅ 2 Baths ⋅ Sun Plaza West SubDv. ⋅ 34217 Zip Code
ITS TIME TO Wake up to the sound of waves and endless Gulf views in this beautifully situated two-bedroom, two-bath condo directly on the Gulf of Mexico. Step outside and onto the coveted, sugar-soft sandy beaches that make this area so sought after—perfect for morning walks, sunset strolls, and carefree beach days. Inside, the condo features a newly renovated kitchen that’s both stylish and functional, ideal for entertaining or preparing meals after a day at the beach. The thoughtfully designed layout offers comfortable living spaces and bedrooms with excellent privacy, plus the convenience of an in-unit laundry facility for effortless everyday living. Additional highlights include downstairs storage, perfect for beach chairs and gear, along with underground parking for added peace of mind. Located just minutes from shopping, restaurants, and local dining favorites, this condo perfectly balances relaxed beachfront living with easy access to all the best the area has to offer. Whether you’re seeking a full-time residence, a vacation escape, or an investment opportunity, this Gulf-front condo delivers the coastal lifestyle everyone dreams of. Come live your Anna Maria Life.

5608 Gulf Drive Unit 104, Holmes Beach
$625,000
2 Beds ⋅ 2 Baths ⋅ Holmes Beach SubDv. ⋅ 34217 Zip Code
**NO HOA** Find me another turnkey island property like this one that is zoned for short term rentals without an HOA... Elevated and fully updated coastal retreat on beautiful Anna Maria Island with NO HOA! Built for peace of mind with a newer metal roof, newer deck, HVAC system with brand new UV light and air scrubber, impact windows and doors with a lifetime warranty. The property has been meticulously maintained with a transferrable termite warranty, updated landscaping, outdoor shower, and covered parking for up to five vehicles. Offered fully furnished and ready for you to enjoy the option of flexible income potential with the ability to short term rent while owning a slice of island life near the Gulf beaches, dining, and laid-back charm of Holmes Beach.

4909 Gulf Drive Unit 6B, Holmes Beach
$6,245,000
Sunset Cove At Holmes Beach SubDv. ⋅ 34217 Zip Code
Very rare opportunity to own one of the most coveted addresses on Anna Maria Island—Sunset Lane. This estate-sized, over ½-acre beachfront parcel offers 80’ of direct Gulf frontage with an impressive 470’ depth. DEP state permit in hand allows for up to 6,558 sq ft of living space (Ground: 74’ x 58.6’, First Living: 74’ x 58’, Second Living: 67’ x 48.6’). Design and build your dream coastal estate with unobstructed sunset views from every room.

102 Sunset Lane, Holmes Beach
$2,185,000
4 Beds ⋅ 3 Baths ⋅ Bay Palms SubDv. ⋅ 34217 Zip Code
Start your island getaway here at our newly refreshed coastal home in a charming neighborhood of Holmes Beach! This gorgeous, modern four bedroom, three bath retreat is a short walk to the glistening sandy beaches of the Gulf! An open layout with chic-boho furnishings, serene hues, a private pool, and state of the art appliances throughout. You’ll love the proximity to local restaurants, boutiques, and how bike friendly the island is. Cruise the bike paths or rent a golf cart to explore the island. Venture over to the North End by the free AMI Trolley, where you have the infamous Pine Ave, that has one of a kind shops and cafes. Island living at its finest! Nothing feels more tropical than arriving to a home where the streets are dotted with beautiful swaying palm trees. Step inside to the immaculate space that has all the cozy comforts to make your tropical dreams come true. The living room features plush sofas and modern chairs where you can kick back and watch a show on the mounted flat screen. The chef’s kitchen is complete with quartz counters, custom cabinets, stainless steel appliances, and a dining table to enjoy a home cooked meal with the family. The four bedrooms provide pure comfort with luxury bedding and natural wood elements that enhance the calm ambiance. The master suite features a king bed with an ensuite bathroom that has a freestanding soaking tub, glass walled step-in shower with wood flooring, and dual quartz vanities for a spa-like experience. In the other 3 dreamy bedrooms you have king beds in two of the rooms and your last bedroom highlights a full over full bunk bed that is popular for the younger crew in tow.

305 73rd Street, Holmes Beach
$990,000
2 Beds ⋅ 2 Baths ⋅ Bay Palms SubDv. ⋅ 34217 Zip Code
This stunning completely renovated 2-bedroom, 2-bathroom home offers 1,500 square feet of bright, open-concept living space designed for effortless island lifestyle. Step inside to find a seamless flow between the gourmet kitchen, dining area, and spacious living room—perfect for relaxing with friends, family gatherings, or simply soaking in the Florida sunshine that pours through large windows. The thoughtful renovation shines through with contemporary finishes, high-quality fixtures, and a fresh, inviting palette that feels brand new yet timeless. Both bedrooms provide comfortable retreats, while the well-appointed bathrooms add a touch of luxury. Situated on a prime lot in desirable Holmes Beach, you'll enjoy generous outdoor space—ideal for morning coffee, evening barbecues, or creating your own tropical oasis. Just moments from the sands of Manatee Public Beach and the calm Gulf waters, this home puts you in the center of Anna Maria Island's relaxed charm: pristine beaches, boutique shops, waterfront dining, and easy access to everything the island offers.

510 69th Street, Holmes Beach
$3,300,000
4 Beds ⋅ 6 Baths ⋅ Holmes Beach SubDv. ⋅ 34217 Zip Code
Nestled along a serene canal and embraced by a curtain of mature tropical palms, this custom-remodeled residence unfolds as a private coastal estate, an intimate sanctuary where luxury, tranquility, and effortless island living exist in perfect harmony. Masterfully re-imagined by Eason Builder Group, the home was completely gutted and rebuilt just four years ago, and last year the entire first level was once again fully renovated, resulting in a residence that feels both newly crafted and timelessly refined. From the moment you arrive, a sense of seclusion and calm sets in. As you walk up to the home, an old-growth Gumbo Limbo greets you. Sunlight filters through new hurricane-impact windows, illuminating interiors designed to feel open yet intimate, grand yet soothing. The main living space becomes a natural gathering place, anchored by a custom-built-in entertainment center and a coffee station. An elegant touch that invites slow mornings, refined evenings, and effortless entertaining. Sonos surround sound flows throughout the home, creating an ambient soundtrack for daily life, while a fully integrated security and camera system offers peace of mind and quiet confidence. Complementing the home's HURRICANE-IMPACT WINDOWS, professionally INSTALLED FLOOD PANELS provide an additional safeguard, reflecting the thoughtful attention to both luxury and long-term resilience found throughout the property. The kitchen stands as a statement of both beauty and performance, where quartz countertops, solid-wood glass-front cabinetry, a sculptural range hood, designer pendant lighting, and stainless-steel Bosch appliances come together in a space crafted for culinary artistry and connection. It opens seamlessly to the dining area, where a wood-burning travertine stone fireplace adds warmth and architectural presence, setting the stage for candlelit dinners and lingering conversations. Two luxurious primary suites, one on each level offers the rare indulgence of privacy and flexibility. Each is finished with shiplap walls, porcelain tile, recessed lighting, and abundant natural light. The upper-level retreat opens to a private balcony overlooking the pool and tropical grounds, a serene perch for sunrise reflections and evening breezes. Its spa-inspired ensuite features a quartz walk-in shower, while the first-floor primary bath is appointed with a solid-wood double vanity, continuing the home’s narrative of tailored craftsmanship and understated elegance. Completing the residence are two additional bedrooms with a shared bath and an upstairs bonus room ideal for recreation, fitness, or creative pursuits. Beyond the interiors, the estate reveals its most captivating chapter. The backyard unfolds as a secluded resort, where a glistening pool and spa are framed by layered, well-established tropical landscaping that has matured into a living wall of privacy. Covered and open-air lounges invite both sun-drenched afternoons and starlit evenings, while a turf-lined grilling and gathering area provides an elevated setting for alfresco dining. Just beyond the palms, the canal stretches quietly behind the property, creating the illusion that the waterway is an extension of your own grounds and inviting a lifestyle of boating, paddleboarding, and sunset cruises from your private dock. When you venture beyond this sanctuary, the unmistakable charm of Holmes Beach awaits.

506 58th Street, Holmes Beach
$1,399,000
4 Beds ⋅ 2 Baths ⋅ Casanas Sub SubDv. ⋅ 34217 Zip Code
OVER 150K INCOME OVER LAST 12 MONTHS!!! Embrace the pinnacle of island luxury with this impeccably designed, turnkey Holmes Beach duplex—operating as a successful Airbnb and ready for seamless ownership transition. Each side features two spacious bedrooms and one bath, complete with gleaming marble countertops, white shaker cabinetry, elegant, natural-flow tile backsplashes and breathtaking remodeled bathrooms. With fresh paint, brand-new flooring, and a 2022 roof, the home is both stunning and secure. Every door and window is hurricane-rated and newly installed—offering peace of mind in every detail. Outdoors, one side boasts a heated pool with newly installed heater and a gorgeous waterfall feature, while the other side offers a soothing hot tub just installed in 2025 as well. Two outdoor showers add to the coastal experience, surrounded by lush, meticulously maintained landscaping. With five parking spots and separate entrances, you can host larger groups as a whole or individual parties in each unit and your guests will fall in love with this location when they find out public beach access is less than a block away! This duplex is uniquely positioned for maximum rental flexibility. Weekly rentals are fully allowed, making this a prime investment. High-end furnishings down to the last detail—silverware, plates, bedding, towels—ensure a seamless guest experience. Just steps from the vibrant charm of historic Bridge Street—known for its waterfront dining, boutique shops, and lively atmosphere—and minutes from the serene Bean Point, this property is at the heart of one of Florida’s top destinations. This is more than a home; it’s a fully operational, luxurious escape. Whether you’re continuing its rental success or claiming it for yourself, this is an unparalleled opportunity for coastal living and investment combined.

3604 Gulf Drive Unit A and B, Holmes Beach
$2,399,000
6 Beds ⋅ 6 Baths ⋅ Ilexhurst SubDv. ⋅ 34217 Zip Code
Welcome to Sands of Time, a recently updated six-bedroom, four-and-a-half-bathroom coastal retreat located less than two blocks from the white-sand beaches in the heart of Holmes Beach on Anna Maria Island. Thoughtfully designed and professionally decorated, this home blends relaxed beach style with upscale comfort, making it ideal as a primary residence, second home, or high-performing investment property. Inside, the spacious layout comfortably accommodates family and guests, with multiple living areas and a fully equipped kitchen designed for entertaining and everyday living alike. High-capacity laundry is conveniently located on the main floor, perfect after long days at the beach. Four private balconies invite you to enjoy morning coffee or evening breezes, while the home’s open flow creates a welcoming atmosphere throughout. The outdoor living space is a true highlight. A private heated pool and spa with a waterslide anchor a beautifully updated backyard featuring a bar with seating, lounge chairs, a large outdoor dining area, an outdoor shower, and a stainless-steel grill. A covered lanai beside the pool offers ample seating and an outdoor television, making it an ideal gathering place day or night. As evening falls, the backyard transforms into a tropical oasis with illuminated palms and ambient lighting. Entertainment continues indoors and in the oversized garage, which has been converted into a game space complete with a ping pong table, foosball table, and arcade game. When it’s time to unwind, the home offers six well-appointed bedrooms, each with a flat-screen television. Four bedrooms feature king beds, including three with en suite bathrooms and private balconies. One bedroom includes two twin beds, while another offers two sets of bunk beds, creating a perfect space for kids or guests. A half bath is located on the main floor, with an additional full bathroom upstairs. Situated on a quiet stretch of Holmes Boulevard, the property offers both privacy and convenience. Shops, restaurants, and island favorites along Pine Avenue are just minutes away, and the free island trolley stops nearby, providing easy access to all seven miles of Anna Maria Island. From boutique shopping and dining to fishing, boating, kayaking through mangroves, dolphin tours, and unforgettable sunsets, everything the island is known for is within easy reach. Sands of Time delivers the best of island living with space, style, and an unbeatable location in the heart of Holmes Beach. Schedule your private showing today!

6908 Holmes Boulevard, Holmes Beach
$2,995,000
5 Beds ⋅ 4 Baths ⋅ Sportsmans Harbor SubDv. ⋅ 34217 Zip Code
A rare waterfront opportunity just became irresistible!!! 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.

203 N Harbor Drive, Holmes Beach
$3,995,000
4 Beds ⋅ 5 Baths ⋅ Clark Spring Lake Estates SubDv. ⋅ 34217 Zip Code
Welcome to your dream modern retreat! This brand-new, custom-built masterpiece offers 4 spacious bedrooms, 4.5 luxurious baths, and an unparalleled blend of elegance and comfort. Nestled just steps from the Gulf beaches of Holmes Beach, this stunning home is designed for both relaxation and entertainment.   Step inside to discover an open-concept living space bathed in natural light, entire walls of floor to ceiling impact slider doors, high-end finishes and modern craftsmanship throughout. There are 2 living space areas, perfect for big families. The gourmet kitchen is a chef’s delight, perfect for hosting, induction stove, double oven, wine fridge, pantry and more! Each bedroom is a private oasis in itself, complete with en-suite fun tiled bathrooms and all have their own balcony for ultimate convenience and privacy.   More features include laundry room with sink and storage, 2 car garage, fun wallpaper throughout and high end chandelier’s. Outside, your personal paradise awaits—a sparkling heated infinity pool and rejuvenating spa create the ideal setting for unwinding or soaking up the Florida sunshine. Steps go down to the yard and the oversized dock, on the lagoon fun for fishing! Located in the heart of Holmes Beach, you’re just moments from the sugar-white sands and turquoise waters of the Gulf, offering the best of island living.   Don’t miss this rare opportunity to own a slice of paradise—schedule your private tour today!

7003 Holmes Boulevard, Holmes Beach
$698,000
2 Beds ⋅ 2 Baths ⋅ Seaside Gardens SubDv. ⋅ 34217 Zip Code
THIS PROPERTY QUALIFIES FOR A 1% LENDER INCENTIVE IF USING OUR PREFERRED LENDER! Tranquil waterfront canal townhome on Anna Maria Island in Holmes Beach! Welcome to this beautifully and completely updated TURNKEY FURNISHED 2-bedroom, 2-bath townhome tucked away on a quiet cul-de-sac. Designed with an open floor plan, the home features tile floors throughout, a stylish plank ceiling, and a light-filled living area where charming jalousie windows frame serene canal views. The kitchen is thoughtfully upgraded with stainless steel appliances, a micro hood, custom tile backsplash, and elegant gold accents, making it both functional and eye-catching. Both bedrooms offer private en-suite baths with dual sinks and glass-enclosed showers, while the primary suite enjoys peaceful water views. A dedicated laundry room provides additional storage, and low association fees add to the home’s appeal. Outdoors, a large open lanai and deck create the perfect setting for entertaining. Newer dock with ladder access for a 24" boat, fishing from your back yard or simply relaxing, with easy access to launch your kayak and explore the Anna Maria waterways or Palma Sola Bay. Ideally located on highly sought after Anna Maria Island and close to the Holmes Beach boat ramp, shopping, dining, tennis and basketball courts, baseball fields, dog park, and playground, this canal-front retreat offers the best of coastal living.

26 Seaside Court, Holmes Beach
$1,100,000
2 Beds ⋅ 2 Baths ⋅ Ilexhurst SubDv. ⋅ 34217 Zip Code
Welcome to "Captains Quarters" this luxury duplex is recently renovated and centrally located on Anna Maria Island with over $140k in projected rental revenue for 2026. This property underwent a full renovation in 2023 with full permits for new windows, electric, ac, and plumbing. This island retreat features a brand new heated saltwater pool and spa nestled among the palm trees with a secluded beach alley access. Each side features it's own kitchen, living and dining area. The gourmet kitchen in both units features quartz countertops, new shaker cabinets and stainless steel appliances. This home is being sold turn-key furnished. Property is currently being used as a vacation rental. Call today for your private showing!

3016 Gulf Drive, Holmes Beach
$1,425,000
3 Beds ⋅ 2 Baths ⋅ Key Royale Terrace SubDv. ⋅ 34217 Zip Code
Welcome to LivinGood, a thoughtfully redesigned beach home where effortless indoor-outdoor living shines. Slide open the glass doors and step directly into your private pool and entertainment area, keeping family and guests seamlessly connected without the need to climb a single set of stairs. This completely remodeled 3-bedroom, 2-bath pool home is offered turnkey furnished and blends modern luxury with laid-back beachside charm, with beach access just minutes away. Inside, impeccable craftsmanship is highlighted by restored terrazzo floors, a gourmet kitchen with quartz countertops, all-wood custom cabinetry, and a high-end gas range, a split floor plan for added privacy, and fully updated bathrooms with modern finishes. The home is equipped with a tankless water heater, two mini-split units, a top-of-the-line Trane A/C system, and an EV charger for comfort and efficiency. Outdoors, enjoy a custom high-end pool built by one of the top pool builders on AMI, a screened-in lanai, lush low-maintenance turf, a putting green, built-in closets, ample storage, and close proximity to the island’s best dining and shopping. Everything has been thoughtfully designed with the end user in mind. Schedule your private showing today!

306 66th Street, Holmes Beach
$1,125,000
2 Beds ⋅ 2 Baths ⋅ Ilexhurst SubDv. ⋅ 34217 Zip Code
Welcome to "Pineapple Paradise" this luxury duplex is recently renovated and centrally located on Anna Maria Island with over $140k in rental revenue projected for 2026. This property underwent a full renovation in 2023 with full permits for new windows, electric, ac, and plumbing. This island retreat features a brand new heated saltwater pool and spa nestled among the palm trees with a secluded beach alley access. Each side features it's own kitchen, living and dining area. The gourmet kitchen in both units features quartz countertops, new shaker cabinets and stainless steel appliances. This home is being sold turn-key furnished. Property is currently being used as a vacation rental. Call today for your private showing!

3014 Gulf Drive, Holmes Beach
$3,495,000
4 Beds ⋅ 6 Baths ⋅ Holmes Beach SubDv. ⋅ 34217 Zip Code
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.

5612 Guava Street, Holmes Beach
$2,150,000
5 Beds ⋅ 4 Baths ⋅ Holmes Beach SubDv. ⋅ 34217 Zip Code
Discover a versatile two-unit property in Holmes Beach offering the flexibility many buyers seek on Anna Maria Island. With a combined total of 5 bedrooms and 4 bathrooms, this property includes two fully turnkey residences: Pool Party South, a 3-bedroom, 2-bath main home, and Pool Party North, a 2-bedroom, 2-bath secondary unit. This configuration is well suited for those looking for a two-unit island home, a vacation property with short-term rental potential, or a second home that can help offset expenses when not in use. Both units feature coastal-inspired updates, including modern tile flooring, granite countertops, stainless steel appliances, newer roofs, and comfortable furnishings. Offered turnkey, the property is ready for immediate enjoyment or rental use. Weekly rentals are permitted, providing owners the flexibility to enjoy the island on their own schedule while generating income when away—an important consideration for buyers seeking short-term rental options on Anna Maria Island. The outdoor living area enhances the relaxed Florida lifestyle with a heated pool and spa, outdoor bar with sink, and multiple areas for dining and lounging. The oversized lot adds a sense of privacy, creating an inviting retreat for both owners and guests. This layout appeals to a variety of uses, including a multi-residence setup, a dual-unit investment property, or a home offering separation between living space and guest accommodations while maintaining rental flexibility. Located just a short walk to the Gulf beaches, as well as nearby dining, shopping, and island amenities, this property captures the ease and charm of Holmes Beach living. For buyers searching for an updated two-unit home with a pool, walkable beach access, and strong rental potential, Pool Party South and Pool Party North provide a compelling blend of lifestyle and opportunity on Anna Maria Island.

314 61st Street, Holmes Beach
$5,140,000
4 Beds ⋅ 5 Baths ⋅ Sunrise Park SubDv. ⋅ 34217 Zip Code
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!

511 Bayview Drive, Holmes Beach
$419,000
2 Beds ⋅ 2 Baths ⋅ Shell Point SubDv. ⋅ 34217 Zip Code
One or more photo(s) has been virtually staged. Welcome to Shell Point, a lovely waterfront community in the heart of Holmes Beach. If extra space is what you need this unit has it, with the back lanai that is included in the air conditioned space. This lovely, totally updated condo with washer and dryer closet, is conveniently located near the Holmes Beach Boat ramp, tennis courts, basketball courts , dog park, and all within a short stroll to shopping, fabulous dining and of course the beautiful beaches of Anna Maria Island. This 2 bedroom 2 bath unit has been wonderfully updated with beautiful wood grain tile floors, all new appliances, trim, doors, kitchen cabinets, bathroom cabinets, lights, and ceiling fans. It also boasts new window treatments, and hurricane windows and doors as well. This little "gem" of an island retreat, has extra interior space (extra square feet) with the bonus area that is located off of the living room. This air conditioned interior space has beautiful natural light just pouring in all morning and offers a back door to access the community pool and courtyard which has walking paths. A perfect space that can be used as an office space, reading space, entertainment space , or just a nice gathering space to rest and sip on your morning coffee. This unit is all brand new and just waiting for you to start making it your new island retreat.

6300 Flotilla Drive Unit 81, Holmes Beach
$5,250,000
Key Royale SubDv. ⋅ 34217 Zip Code
Experience exceptional waterfront living in this brand new canal front residence offering 5 bedrooms, 5½ baths, plus a den. Thoughtfully designed with custom wood trim, rich wood flooring, and elegant stone countertops throughout, this home blends refined craftsmanship with modern luxury.Enjoy 100 feet of canal frontage with direct canal access, perfect for boating and water enthusiasts. A private elevator services all levels. There is also a breathtaking rooftop deck with panoramic water and sunset views—ideal for entertaining or unwinding.The outdoor living spaces rival a private resort, featuring custom tropical landscaping, a designer pool and spa, and seamless indoor-outdoor flow. A spacious 5-car garage offers abundant room for vehicles, storage, and recreational gear.

607 Baronet Lane, Holmes Beach
$1,375,000
3 Beds ⋅ 3 Baths ⋅ Bay Palms SubDv. ⋅ 34217 Zip Code
It’s a short walk to the beach to enjoy the beautiful water and sunsets and then back to your turnkey furnished vacation home with a pool that offers seating and a table for the cocktail hour. The courtyard also offers a covered, shady patio with a dining table to enjoy the cool breeze through the palm trees. Totally updated floor plan with a great flow! Close to shops and the free trolley. An open floor plan with top of the line amenities throughout. Four, flat screen, “smart” TV’s, one in each bedroom and one in the living room. Wireless internet access. AC system change out 3 Ton 16 SEER 7.5kw heat strip 5/18/2022…NEW Comfortmaker by Carrier 3 Ton 15.5 SEER2 Straight Cool with electric heat. Condenser Coil protective coating to be installed 8/4/2026. Solar Pool Panels 1/17/2019 Pool Heating Options: Electric/Propane/Solar system with new Aquastrong Inverter Swimming Pool Heat Pump and gas heater. Solar Windows and doors are impact resistant (hurricane rated) 2016 Wind Mitigation report on file Great rental history!

213 75th Street, Holmes Beach
$16,750,000
5 Beds ⋅ 7 Baths ⋅ Sunset Cove At Holmes Beach SubDv. ⋅ 34217 Zip Code
Imagine owning a beach retreat on an island beloved by travelers from around the world yet still cherished for its warm, small-town charm. Newsweek recently named Anna Maria Island the #1 Most Popular Beach Town in America, and nestled along its pristine shoreline is Sunset Dream, an extraordinary 8,563 sq ft under-air contemporary beachfront estate designed to celebrate panoramic Gulf views at every turn. Every element of this fully furnished, modern masterpiece is intentional and bespoke. Imported “corner-less” wraparound glass walls frame 180-degree vistas of the Gulf of Mexico, creating an uninterrupted connection to the shoreline. The chef-inspired kitchen redefines entertaining with a layout that allows guests to watch the cooking experience as if they’re part of a live culinary show. A secondary hidden catering kitchen supports large gatherings with ease. This gourmet space includes a dual-faucet Galley Workstation® sink, full-size Sub-Zero® refrigerator and freezer, dedicated red and white wine coolers, a beverage bar, and a built-in Frame® TV. The main living area showcases curated Menotti® Italian furnishings, a white grand piano, a sleek linear gas fireplace, and exquisite finishes that highlight superior craftsmanship. Oversized Euro Doors® open fully, inviting the outdoors in and creating a spectacular indoor–outdoor lifestyle. For game days or cinematic evenings, the media room is a standout feature. Hand-cut paulownia wood wall coverings warm the space, while smart home controls dim the room and bring a 155" screen to life. A smoked-oak bar and dual keg system elevate the experience. The third-level primary suite continues the theme of breathtaking Gulf views with its own floor-to-ceiling wraparound glass walls. A built-in breakfast bar and custom leather bed with a hidden TV lift offer comfort and luxury. The spa-inspired primary bath includes dual water closets and a sculptural tub surrounded by corner-less glass overlooking the beach, a true statement of artistry and retreat. The ground-level terrace is an oasis designed for relaxation and connection. Lounge beside the full-sized pool with in-water bar seating, unwind in the spa, or admire the dramatic one-story waterfall. The space seamlessly opens to a poolside bar and indoor entertaining lounge. To complete the experience, Sunset Dream is equipped with a comprehensive smart home and security system and comes fully furnished for immediate enjoyment. Close at noon and toast to your new lifestyle with a glass of wine at sunset, right from your terrace as the sky melts into the Gulf.

104 Sunset Lane, Holmes Beach
$1,399,900
3 Beds ⋅ 2 Baths ⋅ 67th Coastal Cottages Or2448/1887 SubDv. ⋅ 34217 Zip Code
The fabulously updated kitchen and open floor plan, make this 3 bedroom/2 bath half duplex a picture perfect island escape. Ideally situated on a quiet corner lot in the heart of the island, it is a straight walk down the street to the sugar sand beach, making it a popular vacation rental too! The split bedroom plan is perfect for hosting, and the updated, private, heated pool and trellis invite you to step out your wall of sliders and enjoy the Florida sunshine. You will love the coastal charm of the beach inspired décor, with wainscoted walls, freshly painted interior, white wood trim, tile flooring throughout, recessed lighting, stainless steel appliances, quartz counters, farmhouse sink and white shaker style cabinetry to the ceiling. Step out for a dip in the pool from your large primary en suite with high ceilings, and a bathroom with dual vanity and a walk in shower. Your spacious guest rooms on the other side of the house, are privately situated and enjoy ample natural light through large windows. This slice of paradise is perfectly situated, with easy beach access and just down the street from the free trolley stop. Enjoy your island time stress free in this like-new home!

302 67th Street, Holmes Beach
$4,295,000
4 Beds ⋅ 4 Baths ⋅ Holmes Beach 11th Unit SubDv. ⋅ 34217 Zip Code
Welcome to "Black Pearl"! Discover refined island living in this exceptional 2024 custom-built residence, ideally situated just 1.5 blocks from the pristine Gulf beaches. Designed with sophistication and comfort in mind, this 4-bedroom, 4-bath elevated home offers a seamless blend of modern elegance and coastal charm. The light-filled great room showcases designer furnishings, premium finishes, and expansive living and dining spaces. The gourmet kitchen is a true showpiece, featuring quartz countertops, custom wood cabinetry, Dacor high end appliances, large island and wet bar with ice maker just off the dining room. Four spacious bedrooms and bathrooms provide privacy and luxury for residents and guests alike. An elevator services every level from the outside pool area all the way up to the roof top deck complete with firepit, enhancing ease of living. Step outside to your private resort-style sanctuary complete with a heated pool, spa, and lush tropical landscaping with turf. Multiple covered balconies and outdoor living areas create inviting spaces for relaxation or elevated entertaining. Offered fully furnished, this residence embodies turnkey luxury on Anna Maria Island. A rare opportunity to own a newly constructed coastal retreat in one of Holmes Beach’s most desirable locations on a dead end street. The home is barely lived in and is just being started as a weekly rental the end of November which will become a superb investment property or make it your very own. Do not miss out on this amazing property! Schedule your showing today!

305 55th Street, Holmes Beach
$1,095,000
West Wind Shores SubDv. ⋅ 34217 Zip Code
Build your dream home on Anna Maria Island! This prime vacant lot offers an exceptional opportunity to create a custom coastal retreat. Perfect for a primary residence, vacation home, or high-demand rental property. Public beach access conveniently located at the end of 65th Street so you or your guests are steps from the beautiful beach. This lot is well located so that you are only a golf cart ride away from the beach, marinas, restaurants and shopping.

6406 Holmes Boulevard, Holmes Beach
$1,079,000
2 Beds ⋅ 2 Baths ⋅ Ilexhurst SubDv. ⋅ 34217 Zip Code
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!

2915 Avenue C, Holmes Beach