Holmes Beach/Bradenton Beach Homes with Pool View

Holmes Beach/Bradenton Beach Homes with Pool View

Welcome to the sun-kissed shores of Holmes Beach and Bradenton Beach, two gems nestled along Florida's stunning Anna Maria Island. Known for their picturesque landscapes and vibrant coastal lifestyle, these charming communities offer a perfect blend of relaxation and adventure. With soft, sandy beaches just steps away, residents and visitors alike can revel in the warm Gulf waters, indulge in water sports, or simply bask in the sun.

Holmes Beach is renowned for its family-friendly atmosphere and quaint local shops, while Bradenton Beach boasts a lively arts scene and delicious dining options. Both areas are steeped in natural beauty, featuring lush parks, scenic trails, and breathtaking sunsets that paint the sky in hues of orange and pink.

For those seeking a home with a view, the real estate offerings in this region include a stunning selection of properties with pool views. Imagine waking up to the gentle sound of water lapping against the shore, sipping your morning coffee while overlooking your private pool oasis, and hosting unforgettable gatherings in your backyard paradise. These homes provide the ideal setting for creating cherished memories with family and friends, all while enjoying the tranquility and beauty of coastal living.

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

Newest Holmes Beach/Bradenton Beach Homes with Pool View

$1,599,000
3 Beds ⋅ 2 Baths ⋅ Holmes Beach SubDv. ⋅ 34217 Zip Code
There are homes that simply exist, and there are homes that become part of an island's story. Cherished by the same family for the past 46 years and with only two owners in its history, this waterfront retreat captures the authentic charm of old Anna Maria Island. Perfectly positioned on a quiet dead-end street, this three-bedroom, two-bath home sits on a generous waterfront lot with beautiful water views from nearly every room. A deep-water canal with no fixed bridges provides direct boating access to Bimini Bay and the Gulf of Mexico, making it an ideal home for boaters, anglers, and anyone who dreams of life on the water. Thoughtfully updated while preserving its inviting island character, the home features a beautifully remodeled kitchen (2024), new ceramic tile flooring throughout, a new air conditioning system (2024), and a new water heater (2024). The private pool creates the perfect setting for relaxing after a day on the boat or enjoying Florida evenings with family and friends. Being sold fully furnished, this home is ready to enjoy from day one. Move right in and embrace the timeless island lifestyle, or use this exceptional property as the foundation for creating your own custom waterfront dream home. Opportunities like this with such history, character, and an unbeatable boating location rarely come along. Only a few blocks from the beach, offering the best of both worlds—deep-water boating from your backyard and easy access to the Gulf's white-sand shoreline. Come experience the enduring magic of old Anna Maria Island, moments from the gulf beaches and conveniently located to island dining and shopping. **Property information received from third-party sources is considered reliable but is not guaranteed. All information should be independently verified by buyers and buyer's agent.

508 83rd Street, Holmes Beach
$1,275,000
2 Beds ⋅ 2 Baths ⋅ Anna Maria Island Club SubDv. ⋅ 34217 Zip Code
Experience coastal living at its finest in the highly sought after Anna Maria Island Club. Located in the heart of Bradenton Beach, this exceptional 2 bedroom, 2 bath end-unit condominium offers stunning Gulf views, direct beach access, and the rare opportunity for bi-weekly rentals. Wake up to the sound of the waves and spend your days enjoying everything island life has to offer. This residence features an open and inviting floor plan filled with natural light, a spacious living and dining area, crown molding, solid wood cabinetry, solid surface countertops, and a covered porch overlooking the beauty of the Gulf of America. Anna Maria Island Club offers resort-style amenities, including a Gulf front community pool with a newly renovated travertine pool deck, elevator access, assigned under building parking, additional storage, and beautifully maintained grounds. Recent community enhancements include new roofs, exterior painting, and refreshed landscaping, providing peace of mind for years to come. Located on the desirable north end of Bradenton Beach, you'll be just moments from local boutiques, waterfront dining, and the free island trolley, making it easy to explore all seven miles of Anna Maria Island. Whether you're searching for a beachfront escape, a full time residence, or an investment opportunity with excellent rental potential, this property offers the perfect blend of luxury, convenience, and island charm. Discover why life is better at the beach and make Anna Maria Island your next address.

2600 Gulf Drive N Unit 30, Bradenton Beach
$1,799,000
3 Beds ⋅ 2 Baths ⋅ Jones Sub SubDv. ⋅ 34217 Zip Code
Welcome to your island paradise, just steps from the sugary white sands of Manatee Beach, where gentle Gulf breezes and the laid-back Anna Maria Island lifestyle await. This beautifully maintained elevated concrete block home offers the perfect blend of coastal elegance, modern updates, and exceptional investment potential. The home is situated on an oversized corner lot, providing privacy and peaceful outdoor living. Featuring 3 bedrooms, 2 bathrooms, and a private elevator, this spacious home is designed for both comfortable everyday living and effortless vacation enjoyment. The open-concept floor plan is filled with natural light and centers around a large kitchen island, perfectly positioned beneath an oversized window overlooking the sparkling pool and rear deck—ideal for entertaining family and friends or enjoying an alfresco meal! The generous primary suite is a true retreat, offering a huge walk-in closet and a luxurious ensuite bath complete with a relaxing Jacuzzi soaking tub. Step outside to your private tropical oasis featuring a newly resurfaced (2022) heated saltwater pool and spa, surrounded by an elegant brick paver deck and professionally landscaped grounds. Enjoy morning coffee on the new front deck (2022) or unwind on the spacious rear deck while soaking in the peaceful island atmosphere and enjoying endless sunsets. The oversized lower level provides incredible flexibility with ample space for a home gym, game room, workshop, or additional storage. A large driveway and covered carports provide abundant parking for family and guests. Major updates include a durable metal roof installed in 2020 offering peace of mind for years to come. Inside features tray ceilings, crown molding, updated lighting and fresh paint in beachy neutral tones. Located in one of Anna Maria Island's most desirable areas, you'll love being able to stroll to Manatee Beach, restaurants, boutiques, and local entertainment. Hop aboard the free island trolley and explore everything the island has to offer—from historic Pine Avenue to Bridge Street and breathtaking Gulf sunsets. With weekly rentals permitted, this property offers outstanding flexibility as a full-time residence, vacation getaway, or income-producing investment, allowing rental income to help offset ownership expenses. Whether you're searching for your dream beach home or an exceptional island investment, this coastal retreat truly offers the best of Anna Maria Island living.

140 50th Street, Holmes Beach
$2,495,000
4 Beds ⋅ 4 Baths ⋅ West Wind Shores SubDv. ⋅ 34217 Zip Code
Welcome to Tidal Daze, a beautifully designed coastal sanctuary poised just a short stroll from the sugar-sand shores of Holmes Beach—where turquoise water, gentle Gulf breezes, and legendary sunsets become part of your everyday rhythm. A proven vacation rental with an established income history, this exceptional 4BD/3.5BA residence offers a rare balance of refined style, easy comfort, and lasting investment value. Sunlight pours through walls of windows and a central skylight, washing the open gathering spaces in a bright, airy glow that carries throughout the home. The graceful floor plan unfolds into both a welcoming family room and a separate living room—generous room to entertain, unwind, and settle in after a barefoot day by the water. The kitchen flows seamlessly into the main living areas, while an expansive wrap-around porch invites slow morning coffee, alfresco dining, and golden evening sunsets framed by lush tropical landscaping. Beyond the doors, a private backyard is composed for effortless island living: a sparkling pool, a covered entertaining area, and low-maintenance grounds that give you back your time for the Florida lifestyle. Ample driveway parking welcomes family and guests with ease, while a durable metal roof lends enduring value and coastal character. Best of all, the beach is close enough to leave the car behind—slip on your sandals, wander to the shoreline in minutes, and let sunrise walks and toes-in-the-sand afternoons unfold whenever the mood strikes. Whether you envision a primary residence, a serene second home, or a proven income-producing retreat, Tidal Daze presents an extraordinary opportunity in one of Anna Maria Island's most coveted enclaves—moments from the beach, celebrated dining, boutique shopping, and all the magic of island life.

203 72nd Street, Holmes Beach
$350,000
2 Beds ⋅ 1 Baths ⋅ Imperial House SubDv. ⋅ 34217 Zip Code
Awaken your senses to the rhythm of the tides in this rare, second-floor sanctuary nestled on the sun-drenched shores of Bradenton Beach. Imagine starting your mornings with a gentle breeze drifting through your windows, offering a serene water view of the bay, while the world-class, powdery white sands of Anna Maria Island remain just a heartbeat away. This charming retreat, featuring two bedrooms and one bath with elegant wood flooring, offers an unparalleled opportunity to embrace the quintessential coastal lifestyle at one of the most accessible price points on the island. You won't find a better walkable location to everything including restaurants, nightlife and shopping. while others are searching for expensive parking you get to be in the middle of it all in one of the most sought after communities where the owners are more seasonal and you won't have to deal with your weekly renters. It so much more peaceful in a community with owners who are there taking care of their place and the community. Work completed in community Here is a start 1) Seawall 2) Fishing pier 3) Pool deck and pool 4) Main sewer line replacement 5) Washer and Dryers on each floor of each building 6) Clubhouse redone 7) Roof New items condo 1) A/C and furnace 2) Hurricane Windows Your days here are defined by leisure and connection to the water. When you wake up in the morning sit with your coffee in the lanai and watch the sunrise over the water. Spend your afternoons casting a line from the private community dock or simply unwinding on the waterfront patio, where you can watch the graceful passage of boats against the horizon. When you aren't exploring the island via the convenient free trolley, retreat to the brand-new community pool and clubhouse for a refreshing dip or a relaxing afternoon in the sun. This is more than just a home; it is the realization of your lifelong dream to live where the land meets the sea. Offered fully furnished you can just bring your suitcase and land yourself in the peace of your own property in one of the best locations on the most popular island of Anna Maria in gorgeous southwest Florida. What are you waiting for?

611 Gulf Drive N Unit C27, Bradenton Beach
$379,900
1 Beds ⋅ 1 Baths ⋅ Coquina Reef Condo SubDv. ⋅ 34217 Zip Code
Attention Investors – Prime Bradenton Beach Opportunity! Located just one block from the sugar-white sands of the Gulf of Mexico, this 1bedroom condominium at 205 Highland Avenue #3 offers an incredible opportunity to own in one of the most sought-after areas of Bradenton Beach. Enjoy being within walking distance to beach access, popular restaurants, local shops, entertainment, and island bars, making this an attractive option for vacationers seeking the ultimate island experience. This furnished unit features hurricane-impact windows, a screened front lanai perfect for enjoying the coastal breeze, and a covered carport parking space and a large storage closet. Residents and guests can also enjoy the community pool and benefit from low condominium fees, helping maximize investment potential. While the property does require some updating and improvements, it presents an outstanding opportunity for buyers willing to invest a little sweat equity. With its unbeatable location and strong appeal for vacation renters, this condo offers the potential for an excellent return on investment through short-term rental programs, subject to association guidelines and local regulations. Sold furnished. Location is everything, and opportunities like this in Bradenton Beach are becoming increasingly hard to find. Attention investors and savvy buyers: transform this island retreat into a profitable vacation rental or your own beach getaway while building equity in one of Florida's most desirable coastal communities. New stairs and landings to be installed seller has paid the special assessment.

205 Highland Avenue Unit 3, Bradenton Beach
$1,050,000
2 Beds ⋅ 3 Baths ⋅ Bermuda Bay Club SubDv. ⋅ 34217 Zip Code
***UNBELIEVABLE BRADENTON BEACH VALUE***Imagine waking up just 100 steps from the pristine white-sand beaches of Bradenton Beach on the Gulf of Mexico and ending each day with spectacular Gulf sunsets. Located directly across the street from the beach in the highly sought-after Bermuda Bay Club, this beautifully maintained, Key West-style townhouse offers 2 bedrooms, 2.5 baths, a rare private elevator and oversized 2-3 tandem car garage, water views, and weekly rentals permitted, making it the perfect island getaway, full-time residence, or investment property. The main living level features an open-concept floor plan with a bright family room, dining area, eat-in kitchen with brand-new stainless-steel appliances, guest half bath, and laundry. Step outside to the large Trex-deck balcony and enjoy refreshing coastal breezes along with views of both the Intracoastal Bay and the turquoise waters of the Gulf of Mexico. Recently installed hurricane-impact windows and doors provide peace of mind, energy efficiency, and abundant natural light throughout. Upstairs, you'll find two spacious ensuite bedrooms, each with walk-in closets. The primary suite features a private balcony with water views, creating the perfect place to unwind after a day in the sun. The guest suite offers comfortable accommodations for family and friends, making this property ideal as a personal retreat or income-producing vacation rental. A rare feature for island living, the oversized tandem garage offering plenty of room for vehicles, beach gear, bicycles, kayaks, paddleboards, and even a golf cart. An outdoor shower and rear deck make rinsing off after a day at the beach easy and convenient, while the private elevator provides effortless access to all levels of the home. Bermuda Bay Club offers resort-style amenities including a heated pool and spa, grilling area, and a private boardwalk through the mangroves where you can enjoy watching dolphins, pelicans, and other native wildlife along the Intracoastal Waterway. Perfectly positioned between the Gulf and the Bay, this exceptional property is within walking distance of the popular Historic Bridge Street with restaurants, shopping, bars, and plenty of entertainment. The free Anna Maria Island Trolley stops directly in front of the community, providing convenient access to the entire island without ever needing a car. Start your mornings with a walk along the beach, spend your afternoons by the pool or exploring the island, and end your evenings enjoying breathtaking Florida sunsets Whether you're seeking a full-time residence, vacation getaway, or investment property, Bermuda Bay Club offers weekly rentals permitted, lower condo fees, resort-style amenities, and one of the most desirable locations on Anna Maria Island. Opportunities to own a property with a private elevator, tandem garage, stunning water views, and beach access within 100ft to the Gulf and 50ft to the Bay are rare! Don't Just Dream It... Live It and start living your own Florida Paradise today!

1469 Gulf Drive N, Bradenton Beach
$1,099,000
2 Beds ⋅ 2 Baths ⋅ Ilexhurst SubDv. ⋅ 34217 Zip Code
Your PERFECT BEACH HOUSE Awaits on Anna Maria Island! Just 2 blocks to the gorgeous Gulf and 1 block to the Bay, this beautifully updated & elevated 2-bedroom, 2-bath ++ coastal retreat delivers the ultimate in relaxed island living. Thoughtfully renovated, this cozy gem features wood flooring throughout, an airy open-concept layout, and a super spacious chef's kitchen complete with stainless appliances and sleek quartz countertops. The primary suite is complete with a large walk-in closet and private ensuite bathroom. Across the hall the 2nd bedroom has an extended walk-in closet for additional storage. Step outside to a newer expansive front deck and experience the rare opportunity to take in both sunrise and AMI's famous sunset skies. Your outdoor private tropical oasis features a sparkling, travertine-lined heated pool, a generous entertaining space, and cozy screened lanai perfect for afternoon relaxation. Enjoy peaceful surroundings as the property is ideally positioned adjacent to a nature preserve. A big ++ is the bonus non-conforming flex space on the first level. It features private entrances from the screened patio and includes two large rooms, one with a wet bar, and a full bath. Ideal for guests, extended stays, or a separate creative retreat. This truly lovely beach home comes furnished so just pack your bags, it is completely move-in ready! Use as a full-time residence, second home and/or take advantage of the rental income opportunity, located in a 30-day rental zone. Additional highlights include a spacious 2-car garage with ample storage, and a gated entry for added privacy. The newer metal roof, elevated air conditioner & mini splits along with impact windows and doors give additional peace of mind. Perfectly located mid-island with easy access to shops, dining, and the best of Anna Maria Island, this is your chance to own a true SLICE OF PARADISE. Island living doesn’t get better than this!

2811 Avenue C, Holmes Beach
$2,995,000
4 Beds ⋅ 4 Baths ⋅ Bay Palms SubDv. ⋅ 34217 Zip Code
Experience the ultimate island lifestyle in this exquisite coastal retreat on Anna Maria Island. Nestled on one of the island’s most breathtaking tropical lots, this beautifully updated four-bedroom, three-and-a-half-bath residence offers deepwater canal access to the Gulf and the perfect blend of luxury, comfort, and waterfront living. Sold fully furnished and including a golf cart for added convenience, the home underwent an extensive remodel in 2021 and has been thoughtfully upgraded throughout. Recent improvements include a new seawall and dock with a 10,000-pound boat lift upgraded in 2024, as well as a whole-house propane generator installed in 2026. The property has also had no flood damage. Inside, expansive wood-look plank tile flooring creates a warm and inviting atmosphere throughout the home. The stunning chef’s kitchen features quartz countertops, custom cabinetry, and premium high-end appliances. The main living level includes three spacious guest bedrooms, while the entire upper level is dedicated to a luxurious primary suite complete with dual vanities, a spa-inspired bathroom, and an oversized walk-in closet with washer/dryer. Additional highlights include a 200-square-foot insulated storage attic, a private man cave, and a unique indoor entertainment space featuring an indoor grill, bar, and television area that flows seamlessly to the resort-style pool and outdoor living space. From your private dock, enjoy direct boating access to nearby beaches, waterfront dining, and all the charm that island living has to give. This exceptional property is a rare opportunity to own a true waterfront paradise on one of Florida’s most sought-after islands. Don’t miss your chance to make this dream home your reality.

522 68th Street, Holmes Beach
$3,500,000
4 Beds ⋅ 6 Baths ⋅ Holmes Beach SubDv. ⋅ 34217 Zip Code
Virtually Staged. Imagine arriving at a private estate tucked along the shimmering waters of Tampa Bay on Anna Maria Island, where 235 feet of pristine waterfront create a rare sense of space, privacy and uninterrupted views. This four-bedroom, six-bath coastal residence in Holmes Beach is designed to capture the beauty of the bay from nearly every angle. Expansive walls of glass and sliding doors frame panoramic water vistas, filling the home with natural light and bringing the outdoors in, a hallmark of luxury waterfront homes in this area. Inside, the home blends refined elegance with relaxed island living. A grand open-concept layout connects the living room, dining area and a chef’s kitchen outfitted with high-end appliances, custom cabinetry and generous entertaining space. Multiple living areas, often found in premier Anna Maria Island homes, offer flexibility for hosting guests or enjoying quiet retreats. Each of the four bedrooms is generously sized, while the six total baths provide a resort-style convenience ideal for family and guests. The primary suite is typically a sanctuary of its own, featuring water views, private balcony access and a spa-inspired bath. Outside, the property becomes exceptional. A resort-style pool and spa overlook the bay, surrounded by lush tropical landscaping and expansive outdoor living areas designed for entertaining or unwinding in the coastal breeze. Waterfront homes here often emphasize seamless indoor-outdoor flow, creating an island lifestyle experience. With 235 feet of frontage, the property offers a private dock and boat lift, ideal for direct access to the open waters of Tampa Bay and the Gulf beyond. Whether you’re setting out for a sunset cruise, fishing at dawn or simply watching dolphins and manatees pass by, the water becomes an extension of daily life. Set on one of the desirable stretches of Anna Maria Island, this home combines rare waterfront scale, luxury amenities and effortless boating access, a showcase of elevated coastal living.

518 58th Street, Holmes Beach
$2,650,000
4 Beds ⋅ 4 Baths ⋅ Key Royale SubDv. ⋅ 34217 Zip Code
Virtually Staged. Welcome to this extensively renovated waterfront residence in the highly desirable Key Royale community. This 4-bedroom, 4-bath home pairs elevated coastal living with modern improvements and direct boating access to the Gulf. Renovated from top to bottom, including a redesigned chef’s kitchen features high-end finishes and opens to spacious living and entertaining areas, while each bathroom has been updated with clean, contemporary detail. The property includes a new roof, four new A/C units, updated landscaping, a new garage door, and new garage flooring. For added flexibility, the private fourth bedroom above the garage has its own entrance—ideal for guests, multigenerational living, a home office, or a bonus flex space. Designed for entertaining, the home offers a new wet bar and effortless indoor-outdoor flow. Outside, enjoy private canal frontage with a boat lift and direct Gulf access—perfect for boating and island living. Move-in ready and beautifully appointed, this home delivers luxury, versatility, and a true waterfront lifestyle just minutes from renowned beaches, dining, and shopping. Discover modern elegance and relaxed coastal charm in one of Anna Maria Island’s premier boating communities.

528 Key Royale Drive, Holmes Beach
$434,900
1 Beds ⋅ 1 Baths ⋅ Coquina Reef Condo SubDv. ⋅ 34217 Zip Code
Kick off your flip-flops and settle in—this turnkey furnished 1BD/1BA condo is your ticket to the easy, sandy-toes lifestyle that makes Anna Maria Island so irresistible. Just steps from the beach in the heart of Bradenton Beach, it's packed with island charm and ready for sunny days, salty hair, and lazy afternoons by the pool. The layout lives bigger than you'd expect, with a screened lanai overlooking the pool—the perfect perch for morning coffee, Gulf breezes, and post-beach happy hours. A carport and dedicated storage keep beach gear, bikes, and paddleboards tucked away and ready for the next adventure. Step outside and you're moments from the sand, plus an easy stroll to the shops, dining, and entertainment of historic Bridge Street. Hop the trolley, grab a bite, catch live music, or just wander—everything you need for that classic island day is right at your doorstep. And when it's time to come and go, easy on-and-off-island access keeps the mainland close. Short-term rentals are permitted, so whether you're dreaming of a personal beach hideaway, a smart income property, or the best of both, this one checks every box. New Roof, AC and hot water heater in 2025. Welcome to island time.

205 Highland Avenue Unit 2, Bradenton Beach
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