Holmes Beach Homes with Private Mailbox Exterior Features

Welcome to Holmes Beach, a picturesque gem nestled on Anna Maria Island in Manatee County, Florida. Known for its stunning white sandy beaches and vibrant coastal charm, Holmes Beach offers a unique blend of laid-back island living and modern conveniences. Here, residents enjoy a relaxed lifestyle with easy access to some of the best waterfront dining, boutique shopping, and recreational activities that the Gulf Coast has to offer.

The real estate options in Holmes Beach are as diverse as its community. From charming beach cottages to luxurious waterfront estates, there’s something for everyone. One standout feature of many homes in this enchanting subdivision is the private mailbox exterior. This thoughtful touch not only enhances the curb appeal of each property but also provides a sense of individuality and privacy for homeowners. Imagine coming home to a beautifully designed mailbox that reflects your personal style, welcoming you as you arrive at your coastal retreat.

Living in Holmes Beach means embracing a lifestyle filled with sun-soaked days and stunning sunsets. Residents can enjoy a plethora of outdoor activities, from kayaking and paddleboarding to fishing and beachcombing. The community is also known for its friendly atmosphere, making it easy to connect with neighbors and foster lasting friendships.

Whether you’re looking for a permanent residence, a vacation home, or an investment property, Holmes Beach offers an idyllic setting that captures the essence of Florida living. Come explore this charming subdivision and discover your own slice of paradise on Anna Maria Island!

Newest Holmes Beach Homes with Private Mailbox Exterior Features

$2,900,000

3 Beds ⋅ 3 Baths ⋅ Holmes Beach SubDv. ⋅ 34217 Zip Code ⋅ A4701695 MLS ⋅ Coming Soon Status

More Pictures Coming Soon!! Custom-designed and meticulously maintained by its original owner, this waterfront residence offers a rare opportunity to experience the coastal lifestyle of Anna Maria Island. Positioned on a saltwater canal with direct boating access with no bridge restrictions and just a short distance from the Gulf beaches, the property combines waterfront living with convenient access to the island’s dining, shopping and recreational amenities. The home features three bedrooms, three baths, impact-rated windows, a central vacuum system serving all three levels and an elevator connecting each floor. Dual front balconies enhance the architectural character, while the ground level offers an expansive air-conditioned garage with space for multiple vehicles, a golf cart, watercraft equipment and beach gear. The main living level is designed for gathering and entertaining, featuring an open-concept great room with wet bar, dining area with built-in serving station and a spacious kitchen centered around a large island with cooktop and abundant workspace. A breakfast area opens to a balcony, while the adjoining sunroom provides additional space for dining, relaxing or working from home. An oversized guest suite on this level includes balcony access and a walk-in closet with an additional lockable storage area. The upper level is dedicated to two owner’s suites, each featuring cathedral ceilings, generous walk-in closets and access to a spa-inspired bath with dual vanities. A conveniently located laundry room completes the level. Outdoor amenities are designed to support an active waterfront lifestyle. The private dock is equipped with electricity and water, a 10,000-pound boat lift and two Jet Ski lifts. The landscaped grounds include a pergola draped in bougainvillea, mature tropical plantings and a mango tree. A spiral staircase connects the outdoor living areas, while fenced and shelled grounds provide a low-maintenance setting. Located on Anna Maria Island, residents enjoy access to waterfront restaurants, boutique shopping, fishing, community events and the free island trolley. Nearby destinations include Pine Avenue, Bridge Street, the Bradenton Historic Street Pier and many of the region’s well-known waterfront dining venues. Sarasota, Tampa and St. Petersburg are within convenient driving distance, along with cultural attractions including the John and Mable Ringling Museum of Art, Nathan Benderson Park, Mote Marine Laboratory & Aquarium and Robinson Preserve. Whether utilized as a primary residence, seasonal retreat or investment property, this thoughtfully designed waterfront home presents an exceptional opportunity to enjoy the boating and beach lifestyle of Anna Maria Island.

505 59th Street, Bradenton Beach

$5,995,000

5 Beds ⋅ 5 Baths ⋅ Holmes Beach SubDv. ⋅ 34217 Zip Code ⋅ A4697603 MLS ⋅ Active Status

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.

526 56th Street, Holmes Beach

$695,000

2 Beds ⋅ 2 Baths ⋅ Holmes Beach SubDv. ⋅ 34217 Zip Code ⋅ A4696837 MLS ⋅ Active Status

Welcome to your dream coastal getaway! As captured in the stunning aerial view, this charming two-bedroom, two-bathroom half duplex boasts a prime location less than two blocks from the white sands of Anna Maria and local shops. The property is purposefully elevated for peace of mind, providing the added benefit of ample ground-level storage and covered parking underneath. Zoned for weekly rentals, this home offers incredible flexibility as a versatile island retreat or a highly desirable vacation destination. Inside, the bright and airy kitchen is beautifully appointed with crisp white cabinetry, gleaming countertops, a breakfast bar with vibrant seating, and modern stainless steel appliances, including a premium gas range for effortless cooking. The coastal aesthetic continues into the restful bedrooms, highlighting a spacious setup complete with low-maintenance tile flooring and large windows that invite plenty of natural light. Whether you are looking for a personal slice of paradise or a flexible property in an unbeatable location, this beachside gem is ready to welcome you home.

3303 6th Avenue Unit B, Holmes Beach

$1,100,000

3 Beds ⋅ 2 Baths ⋅ Holmes Beach SubDv. ⋅ 34217 Zip Code ⋅ A4694348 MLS ⋅ Active Status

The ultimate island investment or low-maintenance personal paradise has arrived! This fully remodeled 3-bedroom, 2-bathroom villa offers the rare freedom of zero HOA fees combined with high-income weekly rental potential. Originally built with solid mid-century bones, the property carries an effective year built of 2009 and has just undergone a spectacular, top-to-bottom luxury transformation. Step inside to a bright, airy great room boasting vaulted ceilings and elegant crown molding throughout. The stunning chef’s kitchen features a massive island with counter seating, brand-new cabinetry, quartz countertops, and all-new Stainless Steel appliances. Total peace of mind is yours with BRAND-NEW impact-rated windows, exterior doors, and sliding glass doors, complemented by fresh interior/exterior paint and new ceramic tile flooring. The outdoor space is a private tropical oasis, showcasing fresh landscaping with a full irrigation system/landscape lighting and a fully fenced yard. The sparkling heated pool is ready for year-round enjoyment with a brand-new pool heater and pool pump. Offered completely turnkey furnished, this island gem is move in and rental-ready from day one!

324 64th Street, Holmes Beach

$879,000

2 Beds ⋅ 3 Baths ⋅ Holmes Beach SubDv. ⋅ 34217 Zip Code ⋅ A4691196 MLS ⋅ Active Status

Experience the ultimate Florida beach lifestyle in this elevated 2-bedroom, 2-bathroom coastal retreat situated just steps from the pristine white sands of the Gulf. This home exudes classic island charm with modern peace of mind, featuring full impact-rated windows and doors along with durable Hardie siding designed for long-lasting beauty and protection. The exterior is anchored by a sprawling paver driveway and professional tropical landscaping, leading to a versatile covered under-house area perfect for shaded relaxation or gear storage after a day on the water. The property also boasts ample garage space that offers incredible flexibility, with plenty of room that could easily be converted into a game room or additional lounge area. Inside, the open-concept living space is bathed in natural light and anchored by rich wood flooring that flows throughout the main areas. The chef-inspired kitchen is well-appointed with warm wood cabinetry, granite countertops, and a suite of stainless steel appliances, all centered around a large breakfast bar that overlooks the dining and living zones. Offered fully furnished for the buyer’s convenience, this home is truly move-in ready and designed for immediate enjoyment. Step through elegant French doors to the expansive covered porch, an ideal setting for al fresco dining and morning coffee in the coastal breeze. Whether you are looking for a primary residence or a seasonal getaway, this turnkey coastal gem offers the rare opportunity to live life just minutes from the water’s edge.

2811 Gulf Drive, Holmes Beach

$1,500,000

3 Beds ⋅ 3 Baths ⋅ Holmes Beach SubDv. ⋅ 34217 Zip Code ⋅ A4690200 MLS ⋅ Active Status

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.

215 81st Street, Holmes Beach

$4,295,000

4 Beds ⋅ 3 Baths ⋅ Holmes Beach SubDv. ⋅ 34217 Zip Code ⋅ A4685020 MLS ⋅ Active Status

One or more photo(s) has been virtually staged. Spectacular Waterfront Key West-Style Home on Bimini Bay!! This beautifully maintained 4 bedroom, 3 bathroom single-family home, offering 2,775 sq ft of living space on a spacious 9,400 sq ft lot. Meticulously crafted with thoughtful architecture, interiors and landscaping by legendary award-winning architect, Emily Anne Smith. As you step in, you’ll notice the double height ceilings, unique, blue glass chandelier in the entry that leads into the spacious open floor plan. Large slider impact doors that create natural light and provide stunning views of Bimini bay. The living room is warmed by a modern linear fireplace complemented by a wall of custom illuminated floating shelves and built-in cabinetry with an exquisite backlit blue agate Antolini countertop. A chef's dream, the kitchen is equipped with Monogram Professional Series appliances, quartz countertops and a thoughtful layout. Abutting the kitchen is the large laundry room leading to an oversized two car garage. A first floor primary suite has privacy and features an oversized en suite bathroom with double marble vanity. In addition, the first floor has a full bathroom with a frameless glass shower, custom blue glass waterfall sink and two generously sized bedrooms. The entire second level luxurious main suite features breathtaking water views, cathedral ceilings, dual custom walk-in closets, a large spa-like bathroom with a freestanding jetted tub surrounded by backlit quarzite counters, Bisazza tile, modern crystal chandelier, dual Carrara marble vanities, and spacious modern reclaimed wood porcelain tile walk-in shower. An expansive rooftop terrace and gazebo, not to be missed, offers a stunning 360-degree view of Anna Maria Island. Step outside to entertain on the expansive pool deck with a large pool, or retreat to the private upper deck for quiet sunsets and bay breezes. Resort style outdoor area includes an outdoor kitchen and bar, outdoor shower, covered fishing station, dual lift and dock area for jet skis and ample space to accommodate a large yacht, fishing or sport boat, making indoor/outdoor living and entertaining flawless. Brand new Interior and exterior paint throughout! Enjoy deep-water frontage with no bridges to the Gulf of Mexico and your own 9,000 lb boat lift — perfect for boating enthusiasts who want effortless Gulf access and quick runs to the open water. The home is just a short golf cart ride gorgeous sand beaches, making it ideal for beach lovers, families, or those seeking the ultimate Florida island lifestyle.

8321 Marina Drive, Holmes Beach

$3,495,000

4 Beds ⋅ 6 Baths ⋅ Holmes Beach SubDv. ⋅ 34217 Zip Code ⋅ A4676665 MLS ⋅ Active Status

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

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