Welcome to Holmes Beach, FL: Where Tranquil Beach Living Meets Island Charm

Welcome to Holmes Beach, a serene paradise nestled on Anna Maria Island along the Gulf Coast of Florida. Embrace the laid-back lifestyle, pristine beaches, and captivating sunsets that define life in Holmes Beach. Whether you're captivated by its white sandy shores, charming boutiques, or fresh seafood eateries, Holmes Beach offers a unique blend of coastal tranquility and island charm that will enchant residents and visitors alike.

About Holmes Beach

Located on the idyllic Anna Maria Island, Holmes Beach exudes a timeless charm and relaxed vibe that's quintessentially Florida. Named after John E. Holmes, one of the island's early settlers, Holmes Beach boasts a rich history, vibrant arts scene, and close-knit community. With its picturesque landscapes, friendly locals, and small-town atmosphere, Holmes Beach provides residents with a true escape from the ordinary.

Lifestyle and Amenities

Life in Holmes Beach revolves around its natural beauty and leisurely pace. Spend your days lounging on the soft sands of Manatee Public Beach, exploring the quaint shops and cafes along Pine Avenue, or kayaking through the serene waters of Bimini Bay. With its laid-back atmosphere, community events, and vibrant arts scene, Holmes Beach offers a relaxed coastal lifestyle that's perfect for those seeking a peaceful retreat by the sea.

Real Estate Market in Holmes Beach

The real estate market in Holmes Beach offers a variety of housing options to suit every taste and budget.

Key Market Trends:

  • Beachfront Condos: Holmes Beach features a selection of beachfront condos offering breathtaking views of the Gulf of Mexico and easy access to the beach, perfect for those seeking a low-maintenance coastal lifestyle.
  • Single-Family Homes: Many properties in Holmes Beach include charming single-family homes with lush tropical landscaping, spacious interiors, and close proximity to the island's amenities and attractions.
  • Luxury Waterfront Estates: Holmes Beach boasts luxury waterfront estates along the bay and canals, featuring private docks, resort-style amenities, and panoramic water views, ideal for those seeking an upscale island lifestyle.
  • Vacation Rentals: Holmes Beach is a popular destination for vacationers, offering investment opportunities for those looking to purchase vacation rental properties and generate rental income.

 

Experience the beauty and charm of Holmes Beach, where every day feels like a tropical getaway. Whether you're searching for a beachfront condo, a cozy cottage, or a luxury waterfront estate, Holmes Beach offers endless opportunities for coastal living at its finest. Come discover the magic of Holmes Beach, FL.

For more information about available properties in Holmes Beach or to schedule a personalized consultation, contact us today.

Holmes Beach Homes for Sale

$699,999
2 Beds 2 Baths Sea Side Gardens SubDv. 34217 Zip Code A4701989 MLS Active Status
A RARELY FOUND BLEND OF COASTAL LUXURY, THOUGHTFUL RECONSTRUCTION & ISLAND LIVING! Welcome to 403 63rd Street, a beautifully reimagined villa in desirable Seaside Gardens, where the best of Anna Maria Island is right outside your door. Close to the world-renowned Gulf beaches, famous for their sugar-white sand, turquoise waters and spectacular sunsets, this turnkey coastal retreat places you near the island's beloved restaurants, cafés, shops, marinas and endless outdoor adventures. Whether you're seeking a private island escape, a second home or a vacation-rental opportunity, this exceptional property delivers the quintessential Holmes Beach lifestyle. What truly sets this home apart is the depth of the renovation. This is far more than a cosmetic remodel—the home has been thoughtfully rebuilt with an emphasis on quality, modern infrastructure, accessibility and long-term ownership. Major improvements include a complete rewire of the entire home with a brand-new electrical panel(2025); electrical outlets thoughtfully raised approximately four feet above floor level (2025); brand-new PEX plumbing throughout (2025), with plumbing routed through the attic for improved accessibility and easier future maintenance (2025); brand-new sewer lines throughout (2025); a brand-new HVAC system with new ductwork (2025); an elevated condenser approximately five feet above ground (2025); and a brand-new 40-gallon water heater (2025). The result is a home where the beauty you see is matched by the quality and care behind the walls. Inside, the renovation continues with a beautifully updated coastal aesthetic, creating a comfortable and inviting retreat that is professionally furnished, move-in ready and designed for effortless island living. From relaxing after a day on the beach to entertaining friends and family, every space has been thoughtfully considered. Seaside Gardens offers a highly desirable location for enjoying all that Anna Maria Island has to offer. Spend your mornings on the beach, explore local shops and restaurants, enjoy boating and water activities, or watch another unforgettable Gulf sunset before returning home to your own private island retreat. A HOME THAT HAS BEEN REBUILT WITH INTENTION. A LOCATION THAT FEELS LIKE PARADISE. AND AN OPPORTUNITY TO OWN A TURNKEY COASTAL VILLA WITH THE MAJOR SYSTEMS ALREADY MODERNIZED. For buyers who appreciate the difference between a home that has simply been updated and one that has been comprehensively renovated from the inside out, 403 63rd Street is a rare opportunity to experience the very best of Anna Maria Island living.

403 63rd Street, Holmes Beach

$1,595,000
2 Beds 2 Baths Bay Palms SubDv. 34217 Zip Code A4700988 MLS Active Status
Where the water meets the good life — welcome to elevated island living in the heart of Holmes Beach. Offered completely furnished and truly turnkey, this beautifully reimagined 2BD/2BA retreat blends timeless coastal character with modern comfort, ready for you to simply arrive, unpack, and begin. Renovated top to bottom, the light-filled, open-concept interior is finished with recessed lighting, designer coastal touches, and effortless flow. At its center is a stunning remodeled kitchen — custom cabinetry, expansive quartz countertops, stainless steel appliances, and an oversized island with seating that opens seamlessly to the dining and living spaces, made for slow mornings and lively evenings alike. The serene primary suite offers a spa-inspired en-suite bath, while a generous guest bedroom and beautifully renovated guest bath welcome family and friends in comfort. Beyond the walls awaits your private tropical sanctuary: lush, mature landscaping with low maintenance turf framing a heated saltwater pool, an expansive patio for sun-soaked afternoons, and a refreshing outdoor shower. For the boater, this is the dream — deep-water canal frontage, a private dock with a 10,000-lb lift, fish-cleaning station, and no bridge obstructions for swift, open-water access to Tampa Bay and the Gulf. Moments from powder-soft Gulf beaches and the shops and restaurants of Anna Maria Island by car, bike, or golf cart, this is an exceptional residence offering a wonderful opportunity to live the waterfront lifestyle every day — whether as a full-time home or an unforgettable coastal getaway.

520 69th Street, Holmes Beach

$849,000
3 Beds 2 Baths Sunrise Park SubDv. 34217 Zip Code A4701416 MLS Active Status
Located just one block from the world famous beaches and Gulf on Anna Maria Island! This house offers relaxed coastal living with all the right touches! Turnkey furnished, 3-bedroom, 2-bath, 1,700-square-foot home welcomes you with a private, landscaped paver patio and a remote-controlled Sunsetter awning that provides afternoon shade and helps keep the living room cool. Inside, vaulted ceilings create an open, airy feel, while the spacious kitchen and baths feature maple cabinetry and quartz countertops. The expansive Florida room overlooks a completely private tropical backyard with lush landscaping, a heated pool, and a paver pool deck. The large primary bedroom includes an ensuite bath and a separate space ideal for an office or sitting area. Additional features include new appliances, HVAC, and pool pump in 2024 and new pool heater in 2026. Further highlights include hurricane shutters, a fully fenced private backyard, a covered side area ideal for a golf cart, and a large freestanding utility shed with electric. This home is also eligible for priority dock rights at the city-owned boat slips at the end of a canal just one block away. Ideally located between the bridges giving easy access on and off the island There is nothing to do here but relax and enjoy your surroundings: take a dip in the pool, stroll to the beach, take the free trolly and indulge in the varied dining options this island has to offer, from tiki bars to fine dining. Whether you are seeking relaxation or adventure, this home provides the perfect base for enjoying Anna Maria Island’s unique charm and vibrant lifestyle!

2711 Avenue C, Holmes Beach

$1,095,000
3 Beds 2 Baths Bay Palms SubDv. 34217 Zip Code A4700904 MLS Active Status
~Discover your slice of paradise on Anna Maria. Lovingly named “The Beach House,” this charming 3-bedroom & 2-bathroom single level 1950s cottage is full of island charm. Offering the perfect blend of comfort, convenience, and character, the open layout creates a great space for entertaining family & friends or for enjoying quiet relaxation. Make it your own, thoughtfully updated with NEW neutral features; paint & trim, sleek tile flooring throughout, and beautifully bright baths & showers. The spacious primary bedroom has two large closets and a private en-suite bath. Step outside to the palm filled yard, perfect for unwinding. The back deck is great for morning coffee or afternoon cocktails, grilling, and dining. Rinse off after a day at the beach in the fully enclosed outdoor shower, *there is also plenty of property to add a future pool. This lovely home also has a durable metal roof and mature landscaping. LOCATION is everything...in the heart of Holmes Beach, just a block from a beloved beach access and only a short distance to great island shops & dining. Just pack your bags, “The Beach House” is offered turnkey furnished. Currently enjoyed for many years as a 2nd home, use as your primary residence, vacation getaway, and/or as a lucrative rental investment property. This coastal gem ensures you are never far from the sun, sand, and surf. THIS IS THE ONE, this wonderful BEACH HOUSE can now be yours!

206 75th Street, Holmes Beach

$599,000
2 Beds 2 Baths Seaside Gardens SubDv. 34217 Zip Code A4700759 MLS Active Status Unit A Bev's Paradise BLDG.
Canal-Front Investment Opportunity! Contractors, investors, and renovators—don't miss this exceptional waterfront opportunity in Holmes Beach! This 2-bedroom, 2-bath canal-front half duplex is ready for its next chapter and offers tremendous upside in one of Anna Maria Island's most sought-after locations. Situated on a deep-water canal with direct access to open water and no bridges, this property is a boater's dream and is located just a few short blocks from the pristine Gulf beaches. Whether you're looking to renovate and resell, create a high-end vacation retreat, or build long-term equity, the location alone makes this property a standout investment. Following storm damage, the drywall has been removed approximately four feet from the floor, allowing the new owner to begin renovations without the expense of demolition. The property is ready to be rebuilt and customized to your vision. Both bedrooms have ensuite bathrooms with updated showers and walk in closets. The back bedroom has a nice canal view. Major improvements already completed include: Re-pipe entire unit (2020) Replacement windows and sliding doors (2020) Carrier 2-ton Coastal Series A/C system (2022) Shingle roof replaced (2012) Flat roof replaced (2024) Seawall cap replaced (2011) Waterfront properties with bridge-free boating access and this level of renovation potential are becoming increasingly difficult to find on Anna Maria Island. Bring your contractor, your imagination, and your plans to transform this diamond in the rough into an exceptional island property. Being sold As-Is. An outstanding opportunity for cash buyers, investors, builders, or anyone looking to create significant value in a prime Holmes Beach waterfront location.

420 63rd Street Unit 420A, Holmes Beach

$1,799,000
3 Beds 2 Baths Jones Sub SubDv. 34217 Zip Code A4700681 MLS Active Status
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 A4699828 MLS Active Status
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

$4,000,000
4 Beds 5 Baths Sportsmans Harbor SubDv. 34217 Zip Code TB8529264 MLS Active Status
Welcome to one of Anna Maria Island's most extraordinary waterfront estates, where timeless coastal elegance meets world-class boating and resort-style living. Perfectly positioned on a nearly ¼-acre corner lot with breathtaking open water frontage, this custom-built residence offers an exceptional combination of privacy, luxury, and direct access to Tampa Bay. Designed for both full-time living and luxury vacation rental potential, the home features 4 spacious en suite bedrooms, each with its own private bath. Expansive open-concept living space feature soaring ceilings, designer finishes and walls of glass capturing panoramic water views. The open kitchen has a separate butler's pantry, Thermador Appliance package and seamlessly connects indoor and outdoor living areas. Step outside to your private tropical retreat featuring a heated saltwater pool and spa, covered outdoor living spaces, and a fully equipped outdoor kitchen designed for effortless entertaining. Lush landscaping creates a tranquil island setting, while the waterfront becomes the centerpiece of the property. For boating enthusiasts, the property offers a private dock with a 20,000-pound boat lift and direct boating access to Tampa Bay and the Gulf of Mexico with no fixed bridges, making it ideal for everything from offshore fishing to sunset cruises. Take your golf cart to the white sand beaches, dining and shopping. Have peace of mind with 4 newer HVACs. This exceptional residence offers the rare opportunity to own a premier waterfront property that serves equally well as an exclusive private retreat or a high-performing luxury vacation rental.

220 N Harbor Drive, Holmes Beach

$650,000
2 Beds 2 Baths Westbay Point SubDv. 34217 Zip Code A4699795 MLS Active Status 23 BLDG.
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

$1,995,000
4 Beds 4 Baths Holmes Beach SubDv. 34217 Zip Code A4699847 MLS Active Status
Welcome to paradise! This charming duplex features two private pools and two distinct revenue streams, elevating a turnkey coastal retreat to offer ultimate beachside living alongside immense investment potential. From the moment you arrive, everyone gets captivated by the property's exceptional curb appeal, highlighting lush tropical landscaping, a durable metal roof, and modern rooflines that create a striking architectural presence. Inside, every space was thoughtfully designed with stunning ocean-inspired décor underneath vaulted ceilings in the main living area, generating a bright, airy atmosphere which perfectly captures relaxed island lifestyles. Stylish furnishings, designer lighting, chic accents, and inviting common areas make this residence completely ready, allowing anyone to simply move in today. What truly sets this estate apart are those refreshing backyard oases, presenting ideal setups for entertaining, unwinding, or maximizing guest appeal. Ideally situated just minutes from the shore, also enjoy convenient access to local dining, boutique shopping, and every attraction making this a sought-after property with a large amount return guests. Adding even more value, the structure is sold fully furnished with beautifully coordinated pieces, plus rental bookings already secured to provide immediate income from day one. Whether searching for a profitable vacation home, a secondary home, or your own peaceful oasis, this magnificent opportunity delivers the perfect combination of style, location, and financial reward. Do not miss a chance to own an incredible package where contemporary architecture, luxury amenities, and proven profitability come together.

6203 Holmes Boulevard, Holmes Beach

$2,200,000
3 Beds 4 Baths North Point Harbour SubDv. 34217 Zip Code A4697794 MLS Active Status
Hidden gem on North Point Drive in one of the most exclusive communities on Anna Maria Island. This beautifully remodeled 3 Bed, 3.5 Bath two story home is nestled on a quiet cul-de-sac, offering privacy and tranquility just steps away from the stunning waterfront. The bright and airy layout features vaulted ceiling in the living room and loft area, creating an inviting atmosphere for relaxation and entertainment. The gourmet kitchen, the heart of the home, boasts custom tile and solid wood cabinetry, marble backsplash, a six-burner gas range and an expansive island, perfect for culinary enthusiasts. Each bedroom is an ensuite with walk-in closets, offering privacy and comfort. The primary suite, located on the main level, features a luxurious walk-in shower, built -in medicine cabinets, laundry bin cabinetry, and a double sink vanity. There is a dedicated A/C system for each floor. Step outside to enjoy a large patio that leads to your private dock with a new 12,000 pound boat lift, making it easy to access the beautiful waters of Tampa Bay. Additional outdoor amenities include a kayak lift, fish cleaning station, outdoor shower and kayak storage rack. The property is surrounded by lush, tropical landscaping, enhancing its curb appeal and creating a serene environment. Additionally, a secure gated area for your pets ensures a safe space to play. Community amenities include access to a pool and tennis/racquetball courts, perfect for an active lifestyle. With an elevation of more than 8 feet above base flood elevation, your home is safe and secure, potentially qualifying for favorable flood insurance rates. There is room for a pool see pool plan in attachments Don't miss this rare opportunity to own a piece of paradise on Anna Maria Island! Schedule your private showing today.

620 North Point Drive, Holmes Beach

$775,000
3 Beds 2 Baths Holmes Beach SubDv. 34217 Zip Code A4698503 MLS Active Status
Investor Alert! Prime Anna Maria Island Opportunity in a Weekly Rental Zone! Welcome to 202 Peacock Lane, Unit. A beautifully updated elevated 3-bedroom, 2-bath coastal retreat offering the flexibility to enjoy as a private vacation home, seasonal residence, or income-producing investment. Recent improvements include a newer roof, newer A/C, newer water heater, select hurricane-impact windows, and beautiful bamboo flooring, Updated kitchen and baths creating a move-in-ready property with modern coastal appeal. The home can be purchased furnished or unfurnished, allowing buyers to move right in or begin generating rental income immediately. The spacious, open floor plan is designed for relaxed island living and entertaining. As an elevated home, it offers additional storage and parking underneath while providing peace of mind for coastal living. The backyard also offers room for a future pool (buyers to verify), providing the opportunity to create an even more desirable vacation property and increase rental appeal. Situated in a highly desirable weekly rental zone, this property is an outstanding opportunity for investors seeking strong short-term rental potential or buyers looking for their own private island getaway. Best of all, you're just a short walk to the sugar-sand beaches of Anna Maria Island, along with popular restaurants, boutique shopping, parks, the marina, and many of the area's favorite attractions. Leave the car behind and enjoy the convenience of walking or biking to everything island living has to offer. Whether you're searching for a high-performing vacation rental, seasonal residence, second home, or full-time beach retreat, 202 Peacock Lane, Unit A offers the perfect combination of location, lifestyle, and investment potential in one of Anna Maria Island's most sought-after beach communities. Bonus Opportunity: Looking for additional flexibility or a larger investment? The adjoining property, 202 Peacock Lane, Unit B, is also available for purchase (MLS #A4696880). Purchase one or both to create an outstanding investment portfolio, accommodate extended family, or maximize your vacation rental income potential on beautiful Anna Maria Island. This addition is very appealing to investors because it highlights the rare opportunity to purchase both sides of the duplex while also attracting buyers looking for a family compound or expanded rental income.

202 Peacock Lane Unit A, Holmes Beach

$2,750,000
3 Beds 3 Baths Key Royale SubDv. 34217 Zip Code A4698679 MLS Active Status
Welcome to 514 Key Royale Drive, where luxury waterfront living meets the relaxed island lifestyle. Nestled in the exclusive and highly sought-after Key Royale community, this beautifully appointed 3-bedroom, 3-bathroom home sits on a generous .24-acre waterfront lot and offers 100 feet of deep-water canal frontage, featuring a private boat dock and lift, with direct boating access to Tampa Bay and the Gulf of Mexico. Step outside to enjoy the heated pool and spa overlooking the water, creating the perfect setting for relaxing or entertaining. Recent updates include two new air conditioning systems, a new electric pool heater, and a new water heater, all installed in 2024 and 2025. The bright, open floor plan is enhanced by soaring vaulted ceilings and recessed lighting throughout the main living area, creating an inviting space filled with natural light. Designed with both comfort and style in mind, the beautifully updated gourmet kitchen features new stainless steel appliances, rich granite countertops, abundant cabinetry, and generous workspace—perfect for preparing meals or gathering with family and friends. The spacious primary suite is a private retreat with two walk-in closets and a luxurious en-suite bath. One of the guest bedrooms also features its own en-suite bathroom, providing exceptional comfort and privacy for family or visitors. Just a few blocks away, the Key Royale Club offers optional golf or social memberships, allowing you to enjoy its private par-32 nine-hole golf course, clubhouse, dining, and year-round social events. Whether you're an avid golfer or simply looking to embrace the island lifestyle, this amenity adds to the appeal of this exceptional location. Key Royale allows one-month minimum rentals, making this home an outstanding opportunity as a full-time residence, seasonal getaway, or income-producing investment.

514 Key Royale Drive, Holmes Beach

$1,199,000
3 Beds 2 Baths Holmes Beach SubDv. 34217 Zip Code A4698089 MLS Active Status 6327 BLDG.
Wake up to Gulf breezes, stroll across the street to the sugar-white sands and turquoise waters of Anna Maria Island, and end each day watching spectacular sunsets from your private wraparound deck with partial Gulf views. This beautifully updated and fully furnished three-bedroom, two-bath home with two car garage offers the ultimate island lifestyle while allowing weekly rentals, creating an exceptional opportunity for both personal enjoyment and investment income. With an elevated home and hurricane windows and sliding glass doors, you'll feel relaxed and worry-free. One of the community's most desirable residences, this property features the largest lot in the neighborhood, offering nearly twice the yard space of neighboring units along with an expansive outdoor living area, covered patio, garage, laundry, and abundant storage. Inside, the light-filled open floor plan is designed for effortless coastal living, featuring a beautifully updated kitchen that flows seamlessly into the living and dining areas, while the spacious primary suite offers a stunning renovated walk-in shower. Upstairs, a charming loft connects two guest bedrooms and a full bath, providing comfortable accommodations for family and guests. Recent improvements include a new roof, fresh exterior paint, updated wraparound deck, new washer and dryer, new lighting fixtures, and stylish new furnishings, allowing the next owner to begin enjoying or renting the property immediately. Just steps from the heated community pool, beach access, restaurants, shopping, and everything Holmes Beach and Anna Maria Island have to offer, this turnkey residence presents a rare opportunity to own one of the community's premier properties. With weekly rentals permitted and excellent income potential, this is Florida beach living at its finest.

6327 Gulf Drive, Holmes 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

$888,000
3 Beds 2 Baths Holmes Beach SubDv. 34217 Zip Code A4696880 MLS Active Status B BLDG.
Exceptional Island Investment Opportunity Just One Block to the Beach! Welcome to 202 Peacock Lane, Unit A, a beautifully remodeled half-duplex perfectly positioned for vacation rental investors, second-home buyers, and those seeking the ultimate Anna Maria Island lifestyle. This spacious three-bedroom, two-bath residence with an impressive three-car garage configuration offers the ideal combination of prime island location, investment potential, and coastal living. Located just a few steps from the sugar-sand beaches of Anna Maria Island, this property is an outstanding opportunity for those seeking a vacation home, short-term rental investment, income-producing property, or full-time beach residence. Completely renovated from top to bottom, this turnkey property features a new roof, new HVAC system, new water heater, new flooring, new walls, and a stunning designer kitchen WITH DEKTON countertops (porcelain), showcasing stainless steel appliances, abundant custom cabinetry, and upgraded countertops. New patio, pavers and driveway, and sidewalk The home also boasts two beautifully updated bathrooms featuring custom vanities and stylish finishes. Nearly everything in this property is new or newer, offering peace of mind and low-maintenance ownership. The spacious layout comfortably accommodates families and groups, making it highly desirable as a high-demand vacation rental property. The expansive garage area includes a two-car tandem garage plus a separate 3 car ove sized garage, lockout garage, providing exceptional space for vehicles, golf carts, beach gear, bicycles, owner's storage, and more. Plus, driveway parking for possible 4 more cars. The versatile space beneath the home (2 car tandem garage space) offers endless possibilities, including a game room, entertainment area, additional living space, or covered parking. Outside, the private fenced backyard offers room to create your own tropical oasis with potential space for a pool (buyer to verify). Location is everything, and this property delivers! Leave the car and golf cart behind you're just steps away from world famous Gulf beaches, waterfront dining, boutique shopping, local attractions, and island entertainment. Everything needed for the perfect island vacation experience is within walking distance, making this property exceptionally attractive to both guests and owners. Sold furnished with a few exclusions. Rental or move in ready! Whether you're expanding your real estate portfolio, searching for a beach investment property, looking for a turnkey vacation rental, or dreaming of owning your own piece of paradise on Anna Maria Island, this exceptional property checks every box. Rarely do island properties this close to the beach offer extensive updates, exceptional walkability, flexible living space, and outstanding rental potential. See list of exclusions - Sold mostly furnished. Bonus Opportunity: Looking for additional flexibility or a larger investment? The adjoining property, 202 Peacock Lane, Unit B, is also available for purchase (MLS #A4696880). Purchase one or both to create an outstanding investment portfolio, accommodate extended family, or maximize your vacation rental income potential on beautiful Anna Maria Island.

202 Peacock Lane Unit B, Holmes Beach

$675,000
1 Beds 1 Baths 5400 Condos SubDv. 34217 Zip Code A4695664 MLS Active Status 5 BLDG.
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

$5,495,000
4 Beds 5 Baths Sunrise Park SubDv. 34217 Zip Code A4695861 MLS Active Status
Imagine waking to the gentle lap of the Intracoastal Waterway just beyond your windows, where 240 feet of prime waterfront unfolds into sweeping panoramic vistas that stretch across the bay. This architecturally stunning custom residence has uncompromising attention to detail, commands one of Holmes Beach’s most coveted bayfront settings — a true waterfront sanctuary on Anna Maria Island’s serene shores. Spanning 4,007 square feet under air with 4 bedrooms and 4.5 bathrooms, this home is a masterclass in coastal luxury living. Sun-drenched interiors flow effortlessly to expansive outdoor realms, where a beach-entry pool beckons for effortless days of swimming and lounging beneath Florida’s endless blue skies. Two private docks and two boat lifts put you seconds from open water — perfect for spontaneous sunset cruises, fishing excursions, or simply watching dolphins play against the horizon. Step inside and discover thoughtfully designed living spaces that embrace the views from nearly every room. A dedicated mother-in-law suite offers privacy and comfort for extended family or guests, while the generous 3-car garage ensures ample room for vehicles, toys, and beach gear. Just a short, leisurely walk to the Gulf of Mexico’s sugar-sand beaches, this location delivers the ultimate island lifestyle: effortless access to world-class shelling, dining, and the laid-back charm that defines Anna Maria Island. Whether entertaining on the waterfront terraces, retreating to the poolside oasis, or simply savoring quiet mornings with coffee overlooking the water, this home captures the essence of elevated coastal living. Rare, refined, and ready for its next chapter — this is island living at its absolute finest.

522 Bayview Drive, Holmes Beach

Start Your Search
board logo

This information is deemed reliable but not guaranteed. You should rely on this information only to decide whether or not to further investigate a particular property. BEFORE MAKING ANY OTHER DECISION, YOU SHOULD PERSONALLY INVESTIGATE THE FACTS (e.g. square footage and lot size) with the assistance of an appropriate professional. You may use this information only to identify properties you may be interested in investigating further. All uses except for personal, non-commercial use in accordance with the foregoing purpose are prohibited. Redistribution or copying of this information, any photographs or video tours is strictly prohibited. This information is derived from the Internet Data Exchange (IDX) service provided by San Diego MLS®. Displayed property listings may be held by a brokerage firm other than the broker and/or agent responsible for this display. The information and any photographs and video tours and the compilation from which they are derived is protected by copyright. Compilation © 2026 San Diego MLS®,