Holmes Beach Schools and Nearby Homes for Sale and Rent

Please click on one of the below schools to see properties that are marked as being nearby those schools in the MLS.

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Newest Holmes Beach Homes by School

  • 731 MANATEE AVE #731, HOLMES BEACH, FL - MLS# A4689169

    Manatee High - A4689169 - 731 MANATEE AVE #731, HOLMES BEACH, FL 34217
    3 Days on yellowkey

    $3,400 | Condo | 2 beds | 2.0 baths

    All-Inclusive Island Living with Stunning Bay Views. Live where others vacation! This second-floor 2-bedroom, 2-bathroom condo offers a commanding view of the Bay and a refreshed interior that feels like home. Enjoy recent upgrades including fresh paint throughout, brand-new bathroom vanities, and newer carpet. The layout is designed for long-term comfort with an in-unit stack washer/dryer and an abundance of storage space rarely found in island condos. Perfectly situated for those who want the best of both worlds. You are steps from the community pool and just minutes from the beach. Positioned at the "Gateway to the Island," this location offers the fastest possible access to Manatee Avenue for trips to the mainland, while keeping you right in the heart of the Holmes Beach lifestyle. Zero-Hassle Utilities. Simplify your life with one monthly payment. Your rent includes: Internet & Basic Cable Water, Sewer, & Trash Local Landline Phone (Tenant only responsible for Electricity) Amenities: Parking: Dedicated assigned parking space (uncovered). Storage: Extra interior storage for bikes, beach gear, and more. View: Elevated second-floor vantage point with expansive water views.

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    Listing is courtesy of: IVP OF FLORIDA INC

  • 441 63RD ST, HOLMES BEACH, FL - MLS# TB8491520

    Manatee High - TB8491520 - 441 63RD ST, HOLMES BEACH, FL 34217
    11 Days on yellowkey

    $575,000 | Townhouse | 2 beds | 2.0 baths

    Live the island lifestyle just steps from the beach! This beautifully renovated 2-bedroom, 2-bath townhouse in Holmes Beach offers the perfect blend of charm, comfort, and investment potential. Well located within walking distance to the sugar-sand beaches of Anna Maria Island, local restaurants, shops, and island conveniences. Featuring no HOA, this move-in-ready property is ideal as a primary residence, vacation home, or short-term rental opportunity such as Airbnb or VRBO. Inside, the home has been fully updated with stylish quartz countertops, stainless steel appliances, elegant gold hardware, and light-colored luxury vinyl plank flooring throughout. Additional highlights include a screened-in porch, a private yard space, and a brand-new electric water heater. Whether you're looking for a turnkey coastal retreat or an income-producing island property, this one checks all the boxes.

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    Listing is courtesy of: BLACK PHOENIX REAL ESTATE LLC

  • 4118 5TH AVE, HOLMES BEACH, FL - MLS# A4687756

    Manatee High - A4687756 - 4118 5TH AVE, HOLMES BEACH, FL 34217
    14 Days on yellowkey

    $2,495,000 | Single Family Home | 6 beds | 3.5 baths

    Welcome to your dream coastal retreat on Anna Maria Island—where luxury, location, and income potential come together seamlessly. This stunning 6-bedroom, 4-bathroom elevated home is a rare find—a property of this size and scale can no longer be built in Holmes Beach. Perfectly positioned just steps from the public beach and turquoise waters of the Gulf, as well as nearby restaurants, shopping, and local attractions, this Mediterranean-style home delivers the ultimate island lifestyle. Thoughtfully designed for both comfort and high-performing investment, it boasts an exceptional rental history to match. Inside, you’ll find a spacious, thoughtfully designed layout ideal for hosting large groups and families. The home features an open floor plan, high ceilings, spacious bedrooms, a 4-person elevator, and multiple balconies, including private outdoor spaces off both primary suites and an additional balcony off the kitchen—perfect for morning coffee, sunset cocktails, or simply enjoying the coastal breeze. The heart of the home opens into a bright, airy living space, complemented by lower level bonus game room that adds an extra layer of entertainment and flexibility. An elevator provides seamless access to all three levels, while ample storage throughout ensures everyday comfort and convenience. Step outside to your own private paradise—a true backyard oasis featuring a sparkling pool, relaxing jacuzzi, a covered dining area, and a spacious conversation lounge—offering the perfect setting to unwind and entertain after a day at the beach. Major recent upgrades (2025), totaling over $100,000, include a new terracotta tile roof, a new pool pump and heater, updated soffits and fascia, and refreshed and reenforced rear decking—providing peace of mind and long-term value. Additional highlights include: Parking for up to 6 vehicles—a rare island luxury Proven rental income with 10 years of consistent, stellar reviews Strong rental projections exceeding $150,000 annually Whether you're searching for a high-performing investment property, a second home, or a full-time coastal escape, this Anna Maria Island gem checks every box.

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    Listing is courtesy of: SATO REAL ESTATE INC.

  • 635 KEY ROYALE DR, HOLMES BEACH, FL - MLS# A4687421

    Manatee High - A4687421 - 635 KEY ROYALE DR, HOLMES BEACH, FL 34217
    16 Days on yellowkey

    $7,485,000 | Single Family Home | 4 beds | 4.0 baths

    This bayfront Key Royale home is ideally situated on the southern side of Key Royale, offering a more protected setting away from the north wind and enhancing year-round outdoor enjoyment. Truly a World of Its Own—delightful bayfront living with sweeping views of the crystal-clear waters of Anna Maria Sound and Tampa Bay. This elevated, single-level custom-built coastal residence is a tribute to exceptional design, premier location, and impeccable construction, finishes, and taste. Calm coastal hues and shell stone travertine flooring flow throughout the soaring living spaces, highlighted by tongue-and-groove ceilings with solid wood beams. The home showcases custom cabinetry with 100-year-old pine accents, extensive millwork, and a handcrafted TV feature wall. Additional features include a Control4 AV system, upgraded custom lighting and fans, an elevator, 8-foot solid core interior doors, whole-home sound system, plantation shutters, custom motorized window treatments, and central vacuum. The chef’s kitchen is equipped with Thermador commercial-grade appliances, a built-in pantry, and double laminated-edge granite countertops. Expansive bay views are captured from nearly every angle, while sliding glass doors open to an elegant 63-foot balcony complete with an outdoor kitchen and Trex staircase leading to the pool area below. Three of the four bedrooms are ensuite, all featuring rich Ipe wood flooring, custom closet systems, and luxurious bathrooms finished with travertine flooring and Moen body spray shower systems. Built to the highest standards, the exterior boasts a commercial-grade 24-gauge standing seam metal roof, PGT impact windows and doors, second-floor block construction, poured concrete porches, a Cantera entry door, and Icynene attic insulation. The spacious garage includes insulated doors and durable epoxy flooring. Outdoors, the home transforms into a private waterfront retreat with a bayside freeform pool and spa, expansive travertine deck for lounging and dining, and a covered cabana. Boating enthusiasts will appreciate the Trex dock with water and electric, along with 28,000 lb and 10,000 lb boat lifts. This stunning residence is a decorator’s masterpiece and a true feast for the senses. It presents a rare opportunity to embrace an extraordinary coastal lifestyle. Sold turnkey furnished less personal exceptions!

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    Listing is courtesy of: ISLAND REAL ESTATE-ANNA MARIA

  • 2913 GULF DR, HOLMES BEACH, FL - MLS# A4684724

    Manatee High - A4684724 - 2913 GULF DR, HOLMES BEACH, FL 34217
    27 Days on yellowkey

    $1,099,000 | Single Family Home | 2 beds | 2.0 baths

    You must see this charming 1940s Craftsman cottage tucked into the historic heart of Anna Maria Island! This beautifully renovated two-bedroom, two-bath homestead blends timeless Old Florida character with effortless coastal charm. The home’s distinctive pecky pine exterior pay homage to its heritage while creating a warm, inviting island aesthetic that reflects the relaxed spirit of Anna Maria’s historic beach community. Inside, the home opens into a light-filled open floor plan designed for easy coastal living and effortless entertaining. The living, dining, and kitchen areas flow seamlessly together, creating a welcoming gathering space filled with natural light and breezy island ambiance. Whether enjoying a quiet morning coffee or hosting friends after a day at Anna Maria’s beautiful beaches, the layout makes the home feel both spacious and intimate. A convenient indoor laundry room is thoughtfully tucked away, adding modern practicality to this historic retreat. The home features a well-designed split floor plan, offering privacy and comfort for residents and guests alike. The primary bedroom suite includes a private ensuite bath, creating a peaceful retreat at the end of the day. On the opposite side of the home, the second bedroom features charming built-in bunks, perfect for family or visiting guests, with easy access to the second full bath. Step outside to discover a beautifully landscaped private pool enclosure, surrounded by lush tropical greenery that creates a tranquil island oasis. It’s the perfect spot to relax, unwind, and soak in the peaceful rhythm of Anna Maria’s laid-back island lifestyle. All of this is located just two blocks from Anna Maria’s world-famous sugar-sand beaches, and only moments from the island’s beloved restaurants, charming boutiques, and local shops. Spend your days biking to breakfast cafés, strolling to dinner with sunset views, or exploring the unique coastal storefronts that make Anna Maria so special. This lovingly restored cottage offers a rare opportunity to own a piece of historic island charm paired with modern comfort in one of Florida’s most treasured beach communities.

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    Listing is courtesy of: COMPASS FLORIDA LLC

  • 600 MANATEE AVE #106, HOLMES BEACH, FL - MLS# A4685727

    Manatee High - A4685727 - 600 MANATEE AVE #106, HOLMES BEACH, FL 34217
    28 Days on yellowkey

    $680,000 | Condo | 2 beds | 2.0 baths

    Under contract-accepting backup offers. Experience the quintessential Florida lifestyle in this beautifully updated residence located in the highly sought-after community of Westbay Cove in Holmes Beach on Anna Maria Island. As you step inside, you are greeted by an expansive, light-filled open floor plan featuring stylish wide-plank flooring and a color palette that mirrors the surrounding coast. The chef-inspired kitchen is a true standout, with quartz countertops, premium stainless steel appliances, and a subway tile backsplash. Whether you are hosting friends in the spacious living area or enjoying a quiet morning coffee while looking out on Anna Maria Sound, the seamless indoor-outdoor flow ensures you are always connected to the tropical breeze and lush landscape. The comfort continues into the primary suite that features a spa like ensuite bathroom and renovated walk-in shower. Beyond the front door, the Westbay Cove community offers an unparalleled amenity package that makes every day feel like a vacation. Take a dip in one of the two heated resort-style swimming pools, challenge a neighbor to a match on the tennis and pickleball courts, or explore the local waters via the community’s kayak launch. The location is truly unbeatable for those who love the sun and sand. Situated just a short stroll from the sugar sand beaches on Anna Maria Island, this home puts the best of Holmes Beach at your fingertips. You are steps away from the island’s finest shopping and dining, and the free Island Trolley stop is right nearby to whisk you away to the north end's Pine Avenue or the south end's Bridge Street. With a flexible rental policy making it a savvy investment and a prime location for nature lovers near the Neal Preserve, this Westbay Cove gem is more than just a home, it’s your gateway to paradise.

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    Listing is courtesy of: KELLER WILLIAMS ON THE WATER

  • 600 MANATEE AVE #145, HOLMES BEACH, FL - MLS# A4685147

    Manatee High - A4685147 - 600 MANATEE AVE #145, HOLMES BEACH, FL 34217
    31 Days on yellowkey

    $625,000 | Condo | 2 beds | 2.0 baths

    First-floor corner unit with amazing bay views in the waterfront community of Westbay Cove on Anna Maria Island. This 2 bedroom, 2 bathroom condo offers a bright, functional layout with abundant natural light and peaceful views of the bay. The kitchen features custom cabinetry, tile backsplash, and newer appliances, and opens to the main living area and enclosed Florida room. The Florida room adds additional living space and is the perfect place to enjoy morning coffee while taking in the bay breezes and sunrise skies. The primary suite includes a walk-in closet, private sliding-door access to the Florida room, and an updated en suite bath with a quartz vanity and tile flooring. The guest bedroom is generously sized with dual closets and an ensuite bathroom featuring quartz countertops and a custom tiled shower. The guest bedroom also has private access to the screened front lanai. Additional features include hurricane-rated windows (sliders are not hurricane-rated), updated flooring, and a new stackable washer and dryer in the screened front lanai. The unit is being sold turnkey furnished, making it move-in ready for seasonal use, full-time living, or investment. Westbay Cove is a well-maintained bayfront community on Anna Maria Island offering two pools and beautifully landscaped waterfront grounds. Located just minutes from Anna Maria Island beaches, restaurants, and shopping.

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    Listing is courtesy of: DUNCAN REAL ESTATE, INC.

  • 504 58TH ST, HOLMES BEACH, FL - MLS# A4685187

    Manatee High - A4685187 - 504 58TH ST, HOLMES BEACH, FL 34217
    35 Days on yellowkey

    $1,450,000 | Single Family Home | 3 beds | 2.0 baths | 1 gar

    Recently renovated 3 bedroom, 2 bath canal front home on a beautiful, deep water, natural-lined mangrove canal with a boat dock. This meticulously cared for home is located on a very quiet street in Holmes Beach. A shady, private paver lined courtyard sits canal side and is a serene spot to escape. PGT Hurricane rated windows & doors installed Oct. 2021, new metal roof installed 2025, new A/C, ductwork & insulation 2025 and all new appliances 2025. Centrally located on the island just steps from Holmes Beach City Park & Public Event Venue, with pickleball courts, a dog park and The Island Library. Walking distance to great dining options & local shopping boutiques. Hop on your golf cart to enjoy the pristine beach & Gulf located just minutes from your door! One car garage and ample driveway parking. This great home is truly "island living" at its best.

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    Listing is courtesy of: MIKE NORMAN REALTY INC.

  • 6400 FLOTILLA DR #78, HOLMES BEACH, FL - MLS# A4684747

    Manatee High - A4684747 - 6400 FLOTILLA DR #78, HOLMES BEACH, FL 34217
    36 Days on yellowkey

    $3,900 | Condo | 2 beds | 2.0 baths

    Furnished summer rental available May 1–September 15, 2026 in Holmes Beach on beautiful Anna Maria Island. Comfortable, turnkey condo at 6400 Flotilla Dr #78 offering a relaxed island setting close to beaches, dining, and shopping. Just bring your suitcase and enjoy summer on the island! Lic. VRC25-00159, minimum stay 30 days, maximum occupants 4, open parking, "You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property."

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    Listing is courtesy of: PREFERRED PROPERTIES OF SARASOTA

  • 454 63RD ST, HOLMES BEACH, FL - MLS# A4684367

    Manatee High - A4684367 - 454 63RD ST, HOLMES BEACH, FL 34217
    41 Days on yellowkey

    $917,000 | Villa | 2 beds | 2.0 baths | 2 car

    Welcome to Villa Mar! A luxury vacation rental directly on Watsons Bayou with open water views. This completely renovated 2BD/2BA corner villa is the largest floor plan in Seaside Gardens and features updated kitchen with waterfall counter, brand new appliances, luxury baths, oversized wood plank tile throughout, impact windows and doors, great storage, newer AC, new roof, and 7 inch PVC baseboards for peace of mind. This lot has an extra wide 2 car carport with built in storage cabinets and shed. A large screened patio is perfect for outdoor entertaining after a long day on the boat. A 27 foot boat dock with electric/water, fish cleaning station and 10,000 lb boat lift complete the package. Great location with tennis, shuffleboard, pickle ball and the dog park just steps away. Active weekly rental business! No HOA and no condo fees. Seaside Gardens is a historic civic association maintaining the communal spaces and a low monthly fee of only $150 includes sewer and water. This is the perfect island getaway!

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    Listing is courtesy of: COMPASS FLORIDA LLC

  • 6250 HOLMES BLVD #47, HOLMES BEACH, FL - MLS# A4683438

    Manatee High - A4683438 - 6250 HOLMES BLVD #47, HOLMES BEACH, FL 34217
    42 Days on yellowkey

    $875,000 | Townhouse | 3 beds | 2.5 baths | 2 gar

    Under contract-accepting backup offers. Right in the heart of Holmes Beach, this 3-bed, 2.5-bath condo/townhouse is the perfect mix of vacation vibes and smart investment. Just a quick stroll to the sugar-sand beach, with the free trolley stop practically next door. You're steps from great shops, restaurants, and that classic laid-back island feel. Inside it's bright and open with a calm coastal look. Neutral floors and paint. Handy 10x14 bonus room downstairs for an office, gym, or games, plus oversized owner storage so you can lock away your stuff if renting. Owners have poured love into it lately: new 2025 roof, hurricane-rated garage door (garage freshly painted, smooth ceiling, new blinds), new furniture in the living areas, new oven, ~2-year-old dishwasher, fresh curtains/blinds/rod setups, and an enlarged screened porch with new furniture. Outside you've got two big balconies, a private ground deck, four new Adirondack chairs + tables, a grill, plus extras like 2 new bikes, beach chairs, wagon, sun tent, and a pickleball set—ready for island adventures. Fully furnished and turnkey, weekly rentals allowed year-round.

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    Listing is courtesy of: BOYD REALTY

  • 5702 CARISSA ST #A, HOLMES BEACH, FL - MLS# A4683916

    Manatee High - A4683916 - 5702 CARISSA ST #A, HOLMES BEACH, FL 34217
    43 Days on yellowkey

    $3,500 | Half Duplex | 3 beds | 2.0 baths

    Annual rental! Completely renovated duplex inside and out. This unit is a beautiful 3bdrm 2 full baths with a great location and a short walk to the beach. New hurricane windows. Fully equipped kitchen with a washer and dryer inside the unit. Nice outside area for entertaining. 2 cars off street parking. Immediate occupancy after application approval. New roof in the process of being installed.

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    Listing is courtesy of: DUNCAN REAL ESTATE, INC.

  • 205 HAVERKOS CT, HOLMES BEACH, FL - MLS# A4683517

    Manatee High - A4683517 - 205 HAVERKOS CT, HOLMES BEACH, FL 34217
    43 Days on yellowkey

    $1,525,000 | Single Family Home | 3 beds | 2.0 baths

    Welcome to your slice of paradise on beautiful Anna Maria Island! This 3-bedroom, 2-bath island retreat is ideally located just 2.5 blocks from the sugar-sand beaches of the Gulf of Mexico, offering the ultimate coastal lifestyle in one of Florida’s most sought-after destinations. Designed for relaxation and entertaining, the home features an amazing ground-level pool with spa — your own private tropical oasis perfect for soaking up the Florida sunshine or unwinding after a day at the beach. The spacious layout comfortably accommodates family and guests, making every stay feel like a vacation. Enjoy being within walking distance to all that Anna Maria has to offer — charming local shops, great dining, grocery options, and more. Leave the car behind and embrace the true island lifestyle. In addition to being a wonderful personal getaway or primary residence, this property is a great rental home with strong appeal to vacationers seeking location, comfort, and exceptional outdoor living. Its proximity to the beach, walkability, and desirable pool/spa amenities make it highly attractive for short-term rental opportunities. Whether you're looking for an island escape, investment property, or both — this home delivers the very best of Anna Maria Island. Come live your Anna Maria Life!

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    Listing is courtesy of: ANNA MARIA LIFE REAL ESTATE

  • 605 N POINT DR, HOLMES BEACH, FL - MLS# A4683720

    Manatee High - A4683720 - 605 N POINT DR, HOLMES BEACH, FL 34217
    44 Days on yellowkey

    $3,395,000 | Single Family Home | 4 beds | 4.0 baths | 2 gar

    Nestled at one of the highest elevations on Anna Maria Island, this exceptional coastal retreat is located in the highly sought-after North Point Harbour community of Holmes Beach. Built in 2012 with hurricane-rated windows and doors, the home offers both refined elegance and peace of mind, perfectly blending luxury with the relaxed sophistication of island living. A cheerful front porch welcomes you inside, setting the tone for the warmth and charm found throughout. Soaring ceilings and gleaming marble floors create a light, airy ambiance, while coastal architectural details — including multiple porches and charming balconettes — add character and dimension to the design. The beautifully appointed living room is flooded with natural sunlight through two sets of French doors that frame tranquil canal views stretching toward Bimini Bay. These doors open to capture sunny mornings and breathtaking evening sunsets, seamlessly blending indoor and outdoor living. The open floor plan flows effortlessly into the dining and kitchen areas, creating an ideal setting for intimate family meals or hosting guests with ease. The spacious first-floor primary suite serves as a peaceful sanctuary, complete with a lovely ensuite bath and a private deck — perfect for quiet evenings under the coastal sky. Two additional bedrooms are also located on the first floor, including a second ensuite bedroom and a third bedroom with its own bath, offering comfort and privacy for family and visitors alike. Even everyday tasks feel elevated in the expansive and beautifully designed laundry and utility room, conveniently located off the kitchen and garage — a space so thoughtfully appointed it hardly feels like a utility area. The entire second floor is dedicated to a spectacular private suite. This luxurious retreat features two charming balconettes, a large walk-in closet, a spa-like ensuite bath with dual sinks, and a separate office or sitting room — an ideal haven for guests or multi-generational living. Outdoors, boating enthusiasts will appreciate the impressive 20,000-pound boat lift and expansive wraparound dock situated on a short, deep-water canal. With direct access through Bimini Bay to Tampa Bay, the Gulf of Mexico, and the Intracoastal Waterway, this property offers effortless navigation to some of Florida’s most beautiful waters. Life in North Point Harbour is as enriching as it is relaxing. Spend mornings at the nearby Key Royale Golf Club for an early tee time, afternoons joining friends at the community pool or enjoying a friendly match on the tennis courts or padel, and evenings cruising from your private dock into Bimini Bay as the sun melts into the horizon. Here, everyday flows seamlessly from recreation to relaxation, creating a true island lifestyle defined by beauty, convenience, and connection to the water. This extraordinary North Point Harbour residence embodies the very best of elevated coastal living — where thoughtful design, superior craftsmanship, and an unparalleled waterfront location come together to create a truly remarkable island home.

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    Listing is courtesy of: COMPASS FLORIDA LLC

  • 6250 HOLMES BLVD #56, HOLMES BEACH, FL - MLS# A4681823

    Manatee High - A4681823 - 6250 HOLMES BLVD #56, HOLMES BEACH, FL 34217
    46 Days on yellowkey

    $849,900 Reduced | Condo | 2 beds | 2.5 baths | 2 gar

    BEACHY KEEN… Just steps from the pristine shores of Anna Maria Island, this exceptional townhome is ideal as a weekend escape, a seasonal retreat from Old Man Winter, or a smart investment while retirement plans are still taking shape. Whether you’re tired of renting, dreaming of a coastal getaway, or looking to diversify with Florida real estate, this property checks all the boxes. Inside, you’ll find an updated kitchen designed to delight the family chef, featuring newer stainless-steel appliances, rich granite countertops, and classic shaker cabinetry. Stunning Brazilian rosewood flooring flows throughout the open, inviting floor plan, complemented by a dedicated dining area perfect for relaxed gatherings. A conveniently located first-floor powder room offers added convenience for guests. The expansive lanai off the living area is ideal for outdoor entertaining and provides easy access to the community pool. Upstairs, two spacious ensuite bedrooms each feature a private bath and their own balcony—perfect for morning coffee or unwinding at the end of the day. A two-car garage offers ample space for vehicles and other island essentials. Located less than 500 yards from the Gulf, your new home away from home invites daily beach walks, refreshing coastal breezes, and spectacular sunsets. Enjoy the island’s charming shops, restaurants, and community amenities including tennis, pickleball, and a baseball field. Come for the weekend, stay for the season, or plan for the future—either way, you’ll be glad you made this move.

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    Listing is courtesy of: FINE PROPERTIES

  • 501 65TH ST, HOLMES BEACH, FL - MLS# A4681843

    Manatee High - A4681843 - 501 65TH ST, HOLMES BEACH, FL 34217
    47 Days on yellowkey

    $1,750,000 | Single Family Home | 4 beds | 3.0 baths | 1 gar

    **Seller is offering a $25,000 incentive for a contract closed before June 1st!** Discover a rare opportunity in Holmes Beach: a fully renovated four-bedroom, three-bathroom waterfront home offering immediate access to the Intracoastal Waterway and the Gulf of America, along with direct beach access just steps away. Every element of this property is brand new, creating a true turnkey residence equally suited for personal enjoyment or investment. Set on a deep-water canal with no bridges to open water, the home is designed for effortless boating. The composite dock and electric boat lift allow for quick departures to the Gulf, while the brand-new pool anchors a private outdoor setting ideal for entertaining or quiet relaxation. Whether returning from a day on the water or an afternoon at the beach 2 blocks away, the outdoor spaces are designed to complement the island lifestyle. Inside, the renovation reflects a clean, modern coastal design with thoughtful functionality throughout. Four spacious bedrooms and three beautifully appointed bathrooms provide flexibility for hosting family and guests. Upgrades such as instant hot water at every faucet and an EV-ready charging connection add everyday convenience, while the garage offers valuable storage (an increasingly important feature on Anna Maria Island) plus potential for a future ADU conversion (buyer to verify zoning, permits, and feasibility). Holmes Beach remains one of the most desirable enclaves on Anna Maria Island, known for its walkability, local dining, boutique shopping, and relaxed sophistication. With monthly rentals permitted, this home offers exceptional versatility as a primary residence, seasonal retreat, or income-producing property. Completely updated, impeccably located, and ready for immediate occupancy and with all furniture available for separate purchase, it represents island living at its finest.

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    Listing is courtesy of: KW SUNCOAST

  • 101 66TH ST #6, HOLMES BEACH, FL - MLS# A4682831

    Manatee High - A4682831 - 101 66TH ST #6, HOLMES BEACH, FL 34217
    52 Days on yellowkey

    $775,000 | Condo | 2 beds | 2.5 baths

    Back on the Market - Truly a remarkable property, designed in the style of a charming New England Coastal Inn, this intimate 12-unit, three-story beachfront retreat blends timeless character with modern convenience. An elegant staircase and elevator provide access to Unit #6, ideally positioned on the second floor. This spacious 2-bedroom, 2.5-bath residence features beautiful original wood flooring and crown molding throughout. There are not one—but two—private balconies offering pool views, sweeping Gulf vistas, and unforgettable Sunset skies. One balcony extends from the living room, while the second is accessed from the primary suite, creating the perfect setting for morning coffee or evening relaxation. Enjoy a good book or a glass of wine while listening to the Gulf waves breaking across the sand. Inside, you’ll find built-in closets, an in-unit washer and dryer, and a layout designed for comfort and functionality. The Mainsail Inn operates as a condo-hotel, allowing owners up to 120 days of personal use a year while the professional on-site management team actively rents the unit the remainder of the time. With its prime location directly on the sugar-sand beaches of Anna Maria Island, occupancy levels are typically strong—making this not just a beachfront getaway, but a smart income-producing asset. Even better, ownership means enjoying four months each year in your own beachfront retreat without paying nightly rental rates—while rental revenue often offsets the operating expenses. Offered turnkey, this unit includes everything—furnishings, décor, beach equipment, kayaks, paddleboards, and more. Simply bring your swimsuit and start enjoying beachfront living at its finest. This is the kind of property that checks every box: lifestyle, location, and long-term value.

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    Listing is courtesy of: WAGNER REALTY

  • 213 84TH ST, HOLMES BEACH, FL - MLS# TB8475905

    Manatee High - TB8475905 - 213 84TH ST, HOLMES BEACH, FL 34217
    56 Days on yellowkey

    $2,250,000 | Single Family Home | 4 beds | 3.0 baths | 2 gar

    Under contract-accepting backup offers. Positioned on a naturally elevated homesite for enhanced drainage and reduced flood exposure, this custom-built Anna Maria Island retreat delivers the perfect blend of luxury, flexibility, and proven investment potential. Offered turnkey furnished, the residence features 4 bedrooms, 3 full baths, and a layout designed for effortless full-time living or high-performing vacation use. The light-filled main living level showcases soaring cathedral ceilings, an open-concept great room, and retractable glass doors that create seamless indoor-outdoor living to the expansive deck. The chef’s kitchen is built to impress with double ovens, commercial-size refrigerator, custom cabinetry, soapstone countertops, large island seating, and a brand-new ZLINE gas cooktop, all enhanced by suspended track lighting. Recent improvements include fresh interior and exterior paint, fresh sod and landscaping, an upgraded irrigation system, and a new pool heater and pump — delivering true move-in-ready peace of mind. The private primary suite offers a balcony retreat, walk-in closet, soaking tub, and walk-in shower. Two additional upstairs guest rooms share a spacious bath, while the fourth bedroom on the lower level provides direct pool access and an additional full bath — ideal for guests or multi-generational living. Outdoor living steals the show with a heated pool and spa, waterfall feature, gas firepit, built-in seating, and lush tropical landscaping for maximum privacy and year-round enjoyment. Zoned R1 with 30-night minimum rentals and a strong established rental history, this property offers exceptional flexibility for personal use, seasonal escapes, or income production. Located moments from the Gulf beaches, dining, and shopping of Anna Maria Island, this elevated, furnished coastal home is the total package.

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    Listing is courtesy of: SMITH & ASSOCIATES REAL ESTATE

  • 3607 E BAY DR #206, HOLMES BEACH, FL - MLS# A4681634

    Manatee High - A4681634 - 3607 E BAY DR #206, HOLMES BEACH, FL 34217
    62 Days on yellowkey

    $439,900 | Condo | 2 beds | 2.0 baths

    Better than ever and in beautiful condition, this top floor unit is priced below recent similar units for a quick sale. This 2BD/2BA home is furnished and ready to live in or rent immediately after purchase. All buildings feature brand-new roofs (2022–2023) following Hurricane Milton. The buildings also received new siding and paint. Community pool is also in very good condition. The private street serving the community has also been re-paved. With all of this work being done recently, no upcoming maintenance needs are expected. Step inside to a light and airy open floor plan with vaulted ceilings that are only available on top floor units. The updated kitchen offers granite countertops and a breakfast bar—perfect for entertaining. Interior laundry adds everyday convenience. This top floor unit has a screened lanai that overlooks the a 33-acre protected mangrove preserve and has nice bay views to the left that that are even more impressive in person. The spacious primary suite features a king bed, walk-in closet, and an ensuite bathroom. A comfortable guest bedroom accommodates twin beds, with a beautifully updated guest bath nearby. A heated community pool available for your enjoyment. Downstairs, enjoy 2-car tandem covered parking plus a custom storage room that swings wide open to become a mini-workshop with room for beach gear and island toys. Small pets are welcome. Sandy Pointe is one of the best locations on Anna Maria Island for easy on- and off-island access. You’re just 3 blocks to the sugar-sand beaches of the Gulf of Mexico, across from Publix, shops, and restaurants, with the free island trolley stopping right outside. Explore Holmes Beach, Bradenton Beach, and Anna Maria with ease. Weekly rentals are allowed, making this an excellent income-producing property when not in residence. Monthly condo fees include cable, internet, insurance, exterior and grounds maintenance, pool, water, sewer, trash, reserves, and management—offering truly effortless ownership.

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    Listing is courtesy of: BAY VISION REALTY INC