Holmes Beach/Bradenton Beach Homes with Maintenance Amenities

Holmes Beach/Bradenton Beach Homes with Maintenance Amenities

Welcome to the enchanting shores of Holmes Beach and Bradenton Beach, two picturesque gems nestled on Anna Maria Island in Manatee County, Florida. These coastal communities are renowned for their stunning white-sand beaches, crystal-clear turquoise waters, and a laid-back lifestyle that invites relaxation and rejuvenation. With a perfect blend of natural beauty and charming local culture, Holmes Beach and Bradenton Beach offer an idyllic setting for those seeking a slice of paradise.

As you explore this vibrant region, you’ll discover an array of delightful shops, delicious dining options, and a welcoming community spirit that makes it easy to feel at home. Outdoor enthusiasts will revel in the abundance of activities available, from kayaking and paddleboarding to fishing and biking along scenic trails. The area’s lush parks and nature reserves provide ample opportunities to connect with the local wildlife and enjoy stunning sunsets over the Gulf of Mexico.

For those considering a move to this coastal haven, homes with maintenance amenities are a fantastic option. These properties often come equipped with features designed to simplify your lifestyle, allowing you to spend more time enjoying the beach and less time worrying about upkeep. Imagine having access to beautifully landscaped grounds, sparkling pools, and even beach access—all maintained for your convenience.

Whether you’re looking for a cozy beach cottage or a luxurious waterfront retreat, Holmes Beach and Bradenton Beach have something for everyone. Embrace the coastal lifestyle and discover your dream home in this idyllic Florida paradise, where every day feels like a vacation!

Newest Holmes Beach/Bradenton Beach Homes with Maintenance Amenities

$689,000
2 Beds ⋅ 2 Baths ⋅ Westbay Point SubDv. ⋅ 34217 Zip Code
No Storm damage or flooding from hurricanes! Beautifully updated and fully furnished, this second-floor waterfront condo in Westbay Point & Moorings is one of the few units in the community to include both a DEEDED BOAT SLIP and a PRIVATE CARPORT. Enjoy your morning coffee or evening sunsets from the west-facing enclosed lanai overlooking the canal and your boat slip. The spacious floor plan offers two large bedrooms, each with its own private bath, along with generous closet space throughout. A separate utility closet on the screened front lanai includes the stackable washer and dryer and provides extra storage. Whether you enjoy fishing from the dock, taking your golf cart around the island, or heading out by boat for a day on the Intracoastal Waterway and Tampa Bay, this condo makes it easy to enjoy the Florida lifestyle. The updated interior features granite countertops, wood-look ceramic tile flooring, modern appliances, and quality finishes throughout. Remote-controlled electric hurricane shutters on the rear lanai and accordion shutters on the front provide added protection and peace of mind. Westbay Point & Moorings is a well-maintained waterfront community with an on-site manager, low condo fees, and a quiet location in the heart of Holmes Beach. You're within walking distance of the beach, local parks, restaurants, and shopping. Whether you're looking for a full-time residence, a seasonal getaway, or an investment opportunity, this condo offers excellent flexibility. Rentals are permitted with a 30-day minimum, giving you the option to generate rental income when you're not enjoying it yourself!

6500 Flotilla Drive Unit 235, Holmes Beach
$489,000
1 Beds ⋅ 1 Baths ⋅ Tradewinds Condo SubDv. ⋅ 34217 Zip Code
Experience the charm of Old Florida living just steps from the Gulf of Mexico at this beautifully renovated turnkey-furnished beach cottage in the sought-after Tradewinds Beach Resort on Anna Maria Island. Whether you're searching for a carefree island retreat, an income-producing vacation rental, or the perfect blend of both, this stylish one-bedroom residence offers exceptional flexibility with no minimum rental restrictions and professional on-site management available. Completely remodeled with a fresh coastal aesthetic, the interior is move-in ready, and designed for immediate enjoyment. Soft tropical hues, wood-look tile flooring, and an open floor plan create a bright, inviting atmosphere, while the updated kitchen showcases stone countertops, custom cabinetry, newer stainless steel appliances, and generous workspace. The beautifully renovated bath echoes the same timeless finishes, and in-residence washer/dryer provides added convenience. Offered turnkey furnished, the residence includes a king-size bed, queen sleeper sofa, two flat-screen televisions, and tasteful décor, allowing you to begin enjoying island life from day one. Outside, a shaded private front patio with a newly installed paver walkway provides the perfect setting for morning coffee or evening cocktails, while assigned parking is conveniently located just outside your door. Offering added peace of mind, the home has been thoughtfully updated with Hardie® siding, impact-rated windows and doors, and new plumbing and sewer lines. Tradewinds Beach Resort captures the relaxed character that has made Anna Maria Island one of Florida's most beloved destinations. Pastel-colored cottages draped in jasmine and bougainvillea line a quiet private lane leading to a heated bayside swimming pool, fishing pier, picnic pavilions, charcoal grills, and beautifully landscaped grounds. Across the street, deeded beach access leads to the powdery white sands and turquoise waters of the Gulf of Mexico, where unforgettable sunsets become part of everyday life. The pet-friendly community also offers on-site laundry facilities and optional rental management services, including housekeeping, beach loungers, umbrellas, and guest services, making ownership effortless. Perfectly positioned just moments from Historic Bridge Street, you'll enjoy easy access to waterfront restaurants, local boutiques, live entertainment, fishing charters, and island cafés. The free Anna Maria Island Trolley stops nearby, providing convenient transportation to Holmes Beach, Anna Maria, Coquina Beach, and additional island attractions. Whether you're spending your days boating, paddleboarding, shelling along the shoreline, or exploring the island's vibrant dining scene, this exceptional residence offers the quintessential Anna Maria Island lifestyle with outstanding rental potential.

1603 Gulf Drive N Unit 3, Bradenton Beach
$536,000
2 Beds ⋅ 2 Baths ⋅ Runaway Bay SubDv. ⋅ 34217 Zip Code
Runaway Bay Unit 248 – Investor Opportunity with Waterfront View- SEE LIST OF IMPROVEMENTS! Welcome to Unit 248 at Runaway Bay, a desirable 2-bedroom, 2-bath condominium ideally positioned on the second level with relaxing canal waterfront views. This property is located in one of Bradenton Beach's most sought-after resort-style communities and offers excellent potential as a **short-term rental investment, vacation getaway, or personal beach retreat. Enjoy peaceful water views from your private living space while being directly across the street from the beach with deeded beach access. You'll also be conveniently close to local restaurants, shops, and area attractions, making this an ideal destination for vacationers. The spacious floor plan provides comfortable accommodations for guests and owners alike, creating strong appeal for those seeking rental income in a prime island location. Whether you're looking to generate vacation rental revenue or secure your own piece of paradise, Unit 248 offers the perfect combination of location, waterfront ambiance, and investment potential. Features: 2 Bedrooms | 2 Bathrooms Second-Floor Location Canal Waterfront Views Short-Term Rental Friendly Directly Across the Street from the Beach Deeded Beach Access Resort-Style Community Amenities Close to Restaurants, Shopping & Entertainment Excellent Investment or Vacation Property Opportunity Rental projections available upon request.

1801 Gulf Drive N Unit 248, Bradenton Beach
$675,000
1 Beds ⋅ 1 Baths ⋅ 5400 Condos SubDv. ⋅ 34217 Zip Code
1+ BEDROOM BEACHFRONT CONDO WITH NO FLOOD DAMAGE, offered fully furnished and move-in ready in one of Anna Maria Island's most welcoming communities. Rarely does an affordable beachfront opportunity like this become available. Enjoy the perfect blend of island comfort, convenience, and community, with condo fees covering nearly everything except electricity, making ownership simple and stress-free. Start your mornings with sunrise walks along the Gulf, spend afternoons poolside, and end your evenings watching spectacular sunsets from the beachfront community patio while visiting with neighbors and friends. Inside, you'll find a spacious living area with neutral coastal décor, creating a relaxed atmosphere for gathering with family and friends after a day at the beach. The versatile bonus room provides the flexibility to create an additional sleeping area, comfortably accommodating up to four adults. Enjoy peaceful courtyard views overlooking the lush tropical landscaping from your private patio, the perfect spot for morning coffee or evening relaxation. The kitchen features wood cabinetry and granite countertops, and the dining area includes an expandable table for entertaining guests. Ample storage is available with four interior closets plus a large exterior storage closet for all your beach gear. Additional features include 8-foot ceilings, in-unit laundry, covered parking, and guest parking. Here, the beach isn't just nearby—it's part of everyday life. Step outside and within moments your toes are in the sand. Spend your days enjoying two large heated community pools, beautifully maintained grounds, and tropical landscaping that creates a true resort-style setting. The community clubhouse hosts social gatherings and offers additional laundry facilities for owners. Properties in this highly sought-after beachfront community rarely become available. More than just a condo, this is an opportunity to embrace the relaxed island lifestyle and own a special piece of paradise that is becoming increasingly difficult to find. *Only Murphy bed photos are virtually staged showing the versatile use for the bonus room/sun room as a second sleeping area for guests.

5400 Gulf Drive Unit 18, Holmes Beach
$725,000
2 Beds ⋅ 3 Baths ⋅ Summer Sands SubDv. ⋅ 34217 Zip Code
Exclusive waterfront living in Bradenton Beach! On the pristine shores of Anna Maria Island, this exquisite condominium offers an unparalleled blend of luxury, privacy and breathtaking beach and sunset views. In an exclusive 36-residence community, this intimate complex is positioned between a sparkling heated pool with a spa and the sugary sands of the beach. Across the street, the land is owned by Summer Sands Association where no structures will be built to block your view, and also provides direct deeded beach access and a Tiki Hut to relax with a cool beverage. Designed for tranquility and convenience, this spacious two-bedroom, two-and-a-half-bath retreat boasts expansive windows that flood the space with natural light, accentuating the sweeping coastal vistas. Recently designed with luxury vinyl flooring, an updated kitchen and fresh paint, this furnished, move-in-ready home provides impact hurricane-rated windows, high vaulted ceilings, a washer and dryer inside the unit and a split bedroom floor plan, with each bedroom offering an ensuite bath. Culinary enthusiasts can enjoy the gorgeous kitchen, with quartz counters, soft-close drawers and cabinets and stainless steel appliances. The unit is outfitted with the primary bedroom on the first floor plus a half bath just off the main living area, offering convenient access for you and your guest, and a second-floor loft-style guest bedroom or office. This pet-friendly community provides a bayfront heated community pool and spa with an upgraded pool deck, bathhouse, boat and fishing dock, kayak and paddleboard storage and social gatherings. Have peace of mind knowing the association reserves are fully funded and had a new roof installed in 2025, updated the elevators and added beautiful landscaping throughout. With a 30-day minimum rental policy up to four times per year, the community maintains an exclusive, low-turnover atmosphere, ideal for those seeking a more serene coastal escape. Covered parking under the building adds convenience with two parking spots, plus a building elevator, and the community pool and spa provide a picturesque setting for outdoor gatherings and events. Ideally located, this residence offers effortless access to the charming shops, acclaimed dining and vibrant culture of Bradenton Beach and Anna Maria Island. Experience Gulf view living at its finest, where tranquility, luxury and convenience converge. Schedule your private showing today.

1007 Gulf Drive N Unit 208, Bradenton Beach
$559,000
2 Beds ⋅ 2 Baths ⋅ Westbay Cove SubDv. ⋅ 34217 Zip Code
From the elevated and coveted 2nd (Top) floor, Experience the ultimate Anna Maria Island lifestyle in this beautifully updated and turnkey-furnished condo at Westbay Cove in the heart of Holmes Beach. Perfectly positioned just steps from the sugar-sand beaches and turquoise Gulf waters, this spacious residence offers the ideal blend of relaxed coastal living, investment potential, and resort-style amenities. Inside, the bright and inviting open floor plan is filled with natural light and designed for effortless island living. The condo features a spacious primary bedroom, a second spacious bedroom with two queen beds for guests, a beautifully updated kitchen, comfortable living area, and a private sunroom overlooking lush tropical landscaping and the pool area — creating the perfect setting for morning coffee or sunset cocktails. Offered fully furnished and move-in ready, this property is ideal as a primary residence, vacation getaway, or income-producing investment.

600 Manatee Avenue Unit 227, Bradenton Beach
$890,000
2 Beds ⋅ 2 Baths ⋅ Martinique Condo SubDv. ⋅ 34217 Zip Code
Sweeping Gulf sunsets, sugar-white sand, and the unmistakable charm of Anna Maria Island — now offered at a refreshed price. Perched on the 5th floor of the Martinique, this rarely available beachfront residence puts the entire horizon at your feet, where turquoise water stretches as far as the eye can see and the nightly sunset show never plays the same way twice. Floor-to-ceiling glass pulls the Gulf straight into the open living space and primary suite, with sunlight shifting from gold to rose to amber across the day. Inside, a crisp coastal palette of stone countertops, shaker cabinetry, and a generous breakfast bar makes entertaining effortless, while two spacious bedrooms and two full baths offer comfort and privacy for family and guests. Beyond your door, the Martinique delivers true resort living — heated beachfront pool, tennis courts, and direct access to powder-soft sand and the calm, shimmering Gulf. A deeded garage and private storage keep paddleboards, bikes, and beach gear at the ready. And then there's the island itself. Anna Maria's seven-mile ribbon of old-Florida charm is yours to roam: hop the free island trolley to Pine Avenue's boutiques and cafés, cast a line off the beach, paddleboard the bayside flats, or settle in at the Sandbar for dinner with your toes in the sand. With no high-rises and a pace all its own, Anna Maria stays quietly, beautifully unchanged — the kind of place where seasons melt into one long coastal summer. A refreshed price on one of the Gulf's most coveted addresses. This is your spring to claim it.

5300 Gulf Drive Unit 508, Holmes Beach
$1,175,000
3 Beds ⋅ 2 Baths ⋅ Martinique Condo SubDv. ⋅ 34217 Zip Code
Never miss a sunset with the view from this beachfront GEM! A true 3 Bedroom, 2 Full Bathroom with 1,516 square feet, including an indoor Laundry Room. One of only 6 units of this size in the building. The Master Suite boasts a panoramic beach view, walk in closet and en-suit bath, while the 2 remaining bedrooms have large closets and comfortable natural lighting. The split floor plan ensures privacy for guests and the open Kitchen, Dining and Living Room combo is perfect for entertaining. Includes 2 private garage spaces, and a storage room/workshop, creating ample storage for all of your beach toys and Gulf Cart! Located in the heart of Holmes Beach, one of the most desirable areas on Florida's Gulf Coast, steps from world class dining, shopping, fitness, boating, and family friendly activities. Don't miss this rare opportunity to own a slice of paradise!

5300 Gulf Drive Unit 105, Holmes Beach
$700,000
2 Beds ⋅ 2 Baths ⋅ Waterline Villas & Marina SubDv. ⋅ 34217 Zip Code
Experience the ultimate in resort-style living at Waterline Villas & Marina, nestled on the picturesque Holmes Beach of Anna Maria Island. This beautifully appointed corner unit with a highly sought after floor plan features a 2-bedroom, 2-bathroom condo that offers a seamless blend of coastal charm and modern sophistication. Enter through French doors into a welcoming hallway that leads you to the spacious guest bedroom, featuring two queen-sized beds and an ensuite bathroom. The inviting atmosphere is perfect for family or friends, with ample room and comfort. As you continue through the unit, you'll be drawn to the heart of the home; the open-concept kitchen and living area. Warm wood accents throughout create a cozy, coastal ambiance. The living room offers a comfortable space to relax and unwind, with access to the expansive balcony overlooking the serene pool and canal. The primary suite is a true retreat, complete with a king-sized bed and an ensuite bathroom for added privacy and convenience. Each area of the condo opens to the balcony, enhancing the indoor-outdoor living experience. This prime location within the building offers views of the canal and intercoastal waters, setting the stage for memorable moments. Waterline Villas & Marina is not just a place to stay; it’s a destination. Enjoy resort-like amenities such as an on-site restaurant, fitness center, and a banquet room. For the water enthusiast, boat slips are available on a first-come, first-served basis, and bicycle rentals make exploring the island a breeze. Part of Marriott's Autograph Collection, this unit benefits from professional management, ensuring a consistent revenue stream year after year. The unit is zoned to allow owners to occupy it for up to 120 days annually, providing a flexible ownership experience with the option to enjoy the property personally or generate income through nightly rentals. With a strong rental history, prime location, and luxury amenities, this condo offers a unique opportunity for both personal enjoyment and investment. Don’t miss the chance to own a piece of paradise at Waterline Villas & Marina.

5325 Marina Drive Unit 128, Bradenton Beach
$560,000
2 Beds ⋅ 2 Baths ⋅ Runaway Bay SubDv. ⋅ 34217 Zip Code
Step into coastal luxury living at its finest with this exquisite turnkey condo unit nestled between the serene waters of Palma Sola Bay and the majestic Gulf of Mexico on Anna Maria Island. Indulge in the epitome of waterfront bliss as you revel in the leisurely sight of boats gracefully gliding by from the comfort of your own lanai porch. With two bedrooms, two bathrooms, and 1,080 square feet of meticulously designed space, this retreat promises the ultimate in convenience and relaxation. Savor the culinary delights crafted in the fully equipped kitchen boasting ample cabinets and state-of-the-art appliances. Retreat to the primary bedroom oasis featuring an ensuite bathroom and a sprawling walk-in closet, offering a sanctuary of tranquility and luxury. Elevating the experience further, this haven boasts numerous upgrades including a cutting-edge 3M water filtration system, recently replaced refrigerator and washer, as well as updated lighting fixtures throughout. Rest easy knowing that the HVAC system was replaced just two years ago, ensuring optimal comfort year-round. Embrace the exclusive lifestyle with access to a plethora of community amenities including a Bocce ball court, fitness room, sauna, shuffleboard courts, and clubhouse. Unwind by the island's largest heated saltwater swimming pool or explore the pristine beaches via a signal crosswalk just moments away. For those seeking investment opportunities, take advantage of the on-site rental manager providing comprehensive management services and support. Whether you're seeking a lucrative rental income or a personal sanctuary, this property offers the perfect blend of luxury and convenience. Embark on endless adventures with convenient access to Gulf and Bay fishing spots, bike paths, and local shops, while the nearby Historic Bridge Street area beckons with its array of dining and entertainment options. Seize the seaside dream and make this turnkey condo unit at Runaway Bay your coastal sanctuary today. Live the luxury lifestyle you deserve amidst the breathtaking beauty of Anna Maria Island.

1801 Gulf Drive N Unit 248, Bradenton Beach
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