Refine Search
Map
Sort by
$2,750,000
4 Beds ⋅ 4 Baths ⋅ Key Royale SubDv.
Now Priced to Be the Obvious Choice in Key Royale. Welcome to 634 Key Royale Drive, a beautifully maintained turnkey furnished, elevated waterfront home offering over 3,020 square feet of refined coastal living with quick boating access to Tampa Bay and the Gulf. Built in 2011, this newer construction home combines quality craftsmanship, peace of mind, and the waterfront lifestyle in one of Anna Maria Island's most desirable neighborhoods. Designed for boating and entertaining, the bright, open floor plan flows seamlessly through French doors to a private outdoor retreat featuring a heated pool, Trex dock, 10,000-pound boat lift, jet ski lift, and beautiful canal views. Whether you're heading out for a day on Tampa Bay, exploring the Gulf, or simply relaxing poolside, this home is designed to make the most of island living. A private artesian well helps maintain the lush tropical landscaping while reducing irrigation costs. Inside, recent upgrades include new quartz countertops in the kitchen, two brand-new HVAC systems, Icynene spray-foam insulation, and two Rinnai tankless water heaters, creating a comfortable and energy-efficient home. The spacious primary suite overlooks the canal and features dual vanities, a soaking tub, and custom port windows, while three additional guest bedrooms and two full baths provide plenty of space for family and guests. Built with impact-rated windows and doors and elevated construction that has experienced no storm damage to date, this home offers the confidence today's buyers are looking for. The oversized garage with 12-foot ceilings and a 9-foot door easily accommodates a boat, golf cart, workshop, or additional storage. Now offered at $2,750,000, this is one of the best opportunities to own a newer, elevated waterfront home in Key Royale. While many waterfront homes on the island were built decades earlier, this residence delivers the advantages of newer construction, modern systems, elevated design, immediate boating access, and the convenience of a turnkey furnished home that's ready to enjoy from day one. Located just minutes from the beach, Key Royale Club, restaurants, shopping, and everything Anna Maria Island has to offer—yet tucked away on a quiet canal—this property delivers the ideal combination of boating, comfort, and coastal living. Vacant and easy to show—schedule your private tour today.

634 Key Royale Drive, Holmes Beach
$6,245,000
Sunset Cove At Holmes Beach SubDv.
Very rare opportunity to own one of the most coveted addresses on Anna Maria Island—Sunset Lane. This estate-sized, over ½-acre beachfront parcel offers 80’ of direct Gulf frontage with an impressive 470’ depth. DEP state permit in hand allows for up to 6,558 sq ft of living space (Ground: 74’ x 58.6’, First Living: 74’ x 58’, Second Living: 67’ x 48.6’). Design and build your dream coastal estate with unobstructed sunset views from every room.

102 Sunset Lane, Holmes Beach
$3,300,000
4 Beds ⋅ 6 Baths ⋅ Holmes Beach SubDv.
Nestled along a serene canal and embraced by a curtain of mature tropical palms, this custom-remodeled residence unfolds as a private coastal estate, an intimate sanctuary where luxury, tranquility, and effortless island living exist in perfect harmony. Masterfully re-imagined by Eason Builder Group, the home was completely gutted and rebuilt just four years ago, and last year the entire first level was once again fully renovated, resulting in a residence that feels both newly crafted and timelessly refined. From the moment you arrive, a sense of seclusion and calm sets in. As you walk up to the home, an old-growth Gumbo Limbo greets you. Sunlight filters through new hurricane-impact windows, illuminating interiors designed to feel open yet intimate, grand yet soothing. The main living space becomes a natural gathering place, anchored by a custom-built-in entertainment center and a coffee station. An elegant touch that invites slow mornings, refined evenings, and effortless entertaining. Sonos surround sound flows throughout the home, creating an ambient soundtrack for daily life, while a fully integrated security and camera system offers peace of mind and quiet confidence. Complementing the home's HURRICANE-IMPACT WINDOWS, professionally INSTALLED FLOOD PANELS provide an additional safeguard, reflecting the thoughtful attention to both luxury and long-term resilience found throughout the property. The kitchen stands as a statement of both beauty and performance, where quartz countertops, solid-wood glass-front cabinetry, a sculptural range hood, designer pendant lighting, and stainless-steel Bosch appliances come together in a space crafted for culinary artistry and connection. It opens seamlessly to the dining area, where a wood-burning travertine stone fireplace adds warmth and architectural presence, setting the stage for candlelit dinners and lingering conversations. Two luxurious primary suites, one on each level offers the rare indulgence of privacy and flexibility. Each is finished with shiplap walls, porcelain tile, recessed lighting, and abundant natural light. The upper-level retreat opens to a private balcony overlooking the pool and tropical grounds, a serene perch for sunrise reflections and evening breezes. Its spa-inspired ensuite features a quartz walk-in shower, while the first-floor primary bath is appointed with a solid-wood double vanity, continuing the home’s narrative of tailored craftsmanship and understated elegance. Completing the residence are two additional bedrooms with a shared bath and an upstairs bonus room ideal for recreation, fitness, or creative pursuits. Beyond the interiors, the estate reveals its most captivating chapter. The backyard unfolds as a secluded resort, where a glistening pool and spa are framed by layered, well-established tropical landscaping that has matured into a living wall of privacy. Covered and open-air lounges invite both sun-drenched afternoons and starlit evenings, while a turf-lined grilling and gathering area provides an elevated setting for alfresco dining. Just beyond the palms, the canal stretches quietly behind the property, creating the illusion that the waterway is an extension of your own grounds and inviting a lifestyle of boating, paddleboarding, and sunset cruises from your private dock. When you venture beyond this sanctuary, the unmistakable charm of Holmes Beach awaits.

506 58th Street, Holmes Beach
$2,995,000
5 Beds ⋅ 4 Baths ⋅ Sportsmans Harbor SubDv.
A rare waterfront opportunity just became irresistible!!! Luxury 5 Bedroom Waterfront + Dock | 3-Min Walk to Beach -Exceptional waterfront retreat perfectly positioned in the heart of Anna Maria Island. Just a three-minute stroll to the soft sugar sands of Manatee Beach, this stunning five-bedroom, three-and-a-half-bath residence delivers coastal luxury at every turn—complete with a private dock with ladder where manatees often glide by, a heated pool and spa, and a show-stopping rooftop deck with Gulf and Bay views. Designed for unforgettable gatherings, Coral Castle seamlessly blends upscale comfort with relaxed island charm! Outdoor Living at Its Finest, the rooftop deck is the crown jewel of Coral Castle—offering breathtaking sunrise and sunset views over both the Gulf and Bay. Start your mornings with coffee and ocean breezes or unwind in the evening with a cocktail as the sky glows in brilliant island hues. The tropical backyard is a private sanctuary featuring a heated pool, spa, lounge seating, and outdoor grill, perfect for post-beach relaxation or entertaining under the stars. From the private dock, enjoy peaceful water views—and keep watch for friendly manatees passing by, an unforgettable hallmark of island living. Stylish Interiors Made for Comfort-Step inside to a bright, open-concept living space filled with natural light and coastal elegance. The living room offers plush seating, a flat-screen TV, and sliding glass doors that open directly to the outdoor patio—blurring the line between indoor and outdoor living. The chef-inspired kitchen is fully equipped with stainless steel appliances, generous counter space, and a wine fridge, making meal prep effortless. Gather inside at the dining table or dine alfresco beneath the covered patio for a true island experience. Sleep in Luxury- Primary Suite: King bed, private balcony, vaulted shiplap ceiling, walk-in closet, spa-style ensuite with soaking tub and walk-in shower; Second Bedroom: King bed, Jack-and-Jill bathroom with walk-in shower; Third Bedroom: King bed, Jack-and-Jill bathroom with walk-in shower; Fourth Bedroom: Full bed, Jack-and-Jill bathroom with shower/tub combo; and Fifth Bedroom: Full bed, Jack-and-Jill bathroom with shower/tub combo. Prime Island Location- Enjoy peaceful mornings fishing from the dock or take a short drive to Pine Avenue and Bridge Street, where you’ll discover charming boutiques, local dining, and island favorites. Whether your days are spent boating, lounging by the pool, or soaking in rooftop views, Coral Castle delivers the perfect balance of relaxation and adventure. Every detail is designed to create lasting memories—from manatee sightings to sunset cocktails on the rooftop. This is more than a stay—it’s a true Anna Maria Island experience. Currently operating as a vacation rental with solid history and a strong start to 2026—ideal personal-use + income opportunity.

203 N Harbor Drive, Holmes Beach
$3,995,000
4 Beds ⋅ 5 Baths ⋅ Clark Spring Lake Estates SubDv.
Welcome to your dream modern retreat! This brand-new, custom-built masterpiece offers 4 spacious bedrooms, 4.5 luxurious baths, and an unparalleled blend of elegance and comfort. Nestled just steps from the Gulf beaches of Holmes Beach, this stunning home is designed for both relaxation and entertainment.   Step inside to discover an open-concept living space bathed in natural light, entire walls of floor to ceiling impact slider doors, high-end finishes and modern craftsmanship throughout. There are 2 living space areas, perfect for big families. The gourmet kitchen is a chef’s delight, perfect for hosting, induction stove, double oven, wine fridge, pantry and more! Each bedroom is a private oasis in itself, complete with en-suite fun tiled bathrooms and all have their own balcony for ultimate convenience and privacy.   More features include laundry room with sink and storage, 2 car garage, fun wallpaper throughout and high end chandelier’s. Outside, your personal paradise awaits—a sparkling heated infinity pool and rejuvenating spa create the ideal setting for unwinding or soaking up the Florida sunshine. Steps go down to the yard and the oversized dock, on the lagoon fun for fishing! Located in the heart of Holmes Beach, you’re just moments from the sugar-white sands and turquoise waters of the Gulf, offering the best of island living.   Don’t miss this rare opportunity to own a slice of paradise—schedule your private tour today!

7003 Holmes Boulevard, Holmes Beach
$2,095,000
3 Beds ⋅ 4 Baths ⋅ Key Royale SubDv.
Step into effortless luxury with this meticulously renovated canal-front retreat, ideally located on 100 feet of waterfront, on an 11,543 sq ft lot in the heart of the Key Royale community. Designed for relaxed coastal living, this beautifully updated 3-bedroom, 3.5-bath home offers the perfect blend of style, comfort, and waterfront lifestyle. The home has a chef-inspired kitchen featuring wood cabinetry, quartz countertops, a gas range, wall oven, wet bar with wine refrigerator, and a generous center island perfectly suited for both everyday living and elegant entertaining. Walls of sliding glass doors bathe the interior in natural light and open to a private outdoor oasis, creating a seamless indoor-outdoor flow. Two of the bedrooms have private ensuite baths, including the primary bedroom which features a spacious bedroom with an en-suite bath with a soaking tub, a walk-in shower and an outdoor shower providing comfort and privacy. Outside, enjoy the resort-style pool designed for lounging in both sun and shade, or take in peaceful canal views framed by lush tropical landscaping.  A new irrigation system and new elegant landscape lighting have also been installed. A true boater’s dream, the property features a private dock with electric and water, plus a 10,000 lb boat lift and kayak launch, offering quick access to the sparkling waters of Bimini Bay, Tampa Bay and beyond. Additional updates include a roof installed in 2017 for added peace of mind.  Just a short stroll or bike ride from Anna Maria Island’s sugary beaches and moments from charming shops, dining, and island attractions; the location is as exceptional as the home itself. Residents of Key Royale have the option to join the private Key Royale Club, a 9-hole golf course with a clubhouse, creating a lifestyle that perfectly balances boating, golf, and island leisure. Bring your boat, fishing poles, golf cart, and clubs and start living the island lifestyle you’ve been dreaming of. This is a rare opportunity to own a truly special slice of waterfront paradise.

616 Foxworth Lane, Holmes Beach
$659,000
1 Beds ⋅ 1 Baths ⋅ Martinique Condo SubDv.
GULF FRONT - Spacious and Beautifully Maintained and Renovated 1 Bedroom/1 Bath Condo in the Heart of Holmes Beach. Breathtaking Gulf Views to behold from every room. The kitchen, windows and sliding doors have been updated and the AC was replaced in 2025. This unit features a covered, open balcony allowing for your own Private Outdoor Space while relishing in the balmy Gulf breezes. Commodious Open living/dining area is painted in calm, neutral colors and ceramic tile flows throughout. The bedroom features full gulf views, a large walk-in closet and ensuite bath with separate vanity area and combination tub/shower. The updated kitchen provides plentiful and aesthetic cabinetry, a closet pantry, newer appliances, desk area and Washer and Dryer. Martinique South offers a Gulf side pool, tennis/pickle ball courts, an elevator, secure entrance, large Community living space with full Gulf Views, a complete kitchen, bathrooms, and outdoor covered patio. The Community Room is ideal for parties and large gatherings. Pride of ownership shines in this community where friends are neighbors and neighbors are friends. This lovely unit is offered turn-key furnished, with room for your personal touches as well as a carport and storage room. Located within walking distance of Holmes Beach amenities. Magnificent sunsets, strolls along the white sand beach, passing dolphins, the cry of the seabirds and the comforting sound of the surf await...

5200 Gulf Drive Unit 302, Holmes Beach
$5,140,000
4 Beds ⋅ 5 Baths ⋅ Sunrise Park SubDv.
Experience the ultimate island paradise in this practically NEW CONSTRUCTION LUXURY WATERFRONT HOME, thoughtfully designed with solid concrete block construction and cutting-edge design and technology. Spanning over 3,300+ square feet, this stunning residence offers 4 bedrooms and 5 full bathrooms, blending elegance, durability, and effortless coastal living. Perfectly positioned just a few short blocks from the Gulf of America, the home also boasts PANORAMIC Intracoastal waterfront views, creating a rare and breathtaking dual-water lifestyle. The half-elevated design provides peace of mind while enhancing views and architectural appeal. Indoors, no detail has been overlooked. Highlights include a butler’s pantry, an upstairs coffee bar just outside the primary suite, and expansive open-concept living spaces ideal for both everyday comfort and entertaining. The luxurious primary retreat offers a serene escape with spa-inspired finishes and seamless indoor-outdoor flow. Step outside to your private waterfront oasis featuring an infinity pool, hot tub, and a fully equipped outdoor kitchen, all designed to maximize sunset views and coastal breezes. Whether hosting guests or enjoying a quiet evening under the stars, this outdoor space is truly exceptional. With waterfront living, modern luxury, and a premier island location, this home offers everything you could ask for—and more. A rare opportunity to own a refined coastal sanctuary that perfectly balances style, comfort, and location. Schedule your private showing today!

511 Bayview Drive, Holmes Beach
$5,250,000
Key Royale SubDv.
Experience exceptional waterfront living in this brand new canal front residence offering 5 bedrooms, 5½ baths, plus a den. Thoughtfully designed with custom wood trim, rich wood flooring, and elegant stone countertops throughout, this home blends refined craftsmanship with modern luxury.Enjoy 100 feet of canal frontage with direct canal access, perfect for boating and water enthusiasts. A private elevator services all levels. There is also a breathtaking rooftop deck with panoramic water and sunset views—ideal for entertaining or unwinding.The outdoor living spaces rival a private resort, featuring custom tropical landscaping, a designer pool and spa, and seamless indoor-outdoor flow. A spacious 5-car garage offers abundant room for vehicles, storage, and recreational gear.

607 Baronet Lane, Holmes Beach
$16,750,000
5 Beds ⋅ 7 Baths ⋅ Sunset Cove At Holmes Beach SubDv.
Imagine owning a beach retreat on an island beloved by travelers from around the world yet still cherished for its warm, small-town charm. Newsweek recently named Anna Maria Island the #1 Most Popular Beach Town in America, and nestled along its pristine shoreline is Sunset Dream, an extraordinary 8,563 sq ft under-air contemporary beachfront estate designed to celebrate panoramic Gulf views at every turn. Every element of this fully furnished, modern masterpiece is intentional and bespoke. Imported “corner-less” wraparound glass walls frame 180-degree vistas of the Gulf of Mexico, creating an uninterrupted connection to the shoreline. The chef-inspired kitchen redefines entertaining with a layout that allows guests to watch the cooking experience as if they’re part of a live culinary show. A secondary hidden catering kitchen supports large gatherings with ease. This gourmet space includes a dual-faucet Galley Workstation® sink, full-size Sub-Zero® refrigerator and freezer, dedicated red and white wine coolers, a beverage bar, and a built-in Frame® TV. The main living area showcases curated Menotti® Italian furnishings, a white grand piano, a sleek linear gas fireplace, and exquisite finishes that highlight superior craftsmanship. Oversized Euro Doors® open fully, inviting the outdoors in and creating a spectacular indoor–outdoor lifestyle. For game days or cinematic evenings, the media room is a standout feature. Hand-cut paulownia wood wall coverings warm the space, while smart home controls dim the room and bring a 155" screen to life. A smoked-oak bar and dual keg system elevate the experience. The third-level primary suite continues the theme of breathtaking Gulf views with its own floor-to-ceiling wraparound glass walls. A built-in breakfast bar and custom leather bed with a hidden TV lift offer comfort and luxury. The spa-inspired primary bath includes dual water closets and a sculptural tub surrounded by corner-less glass overlooking the beach, a true statement of artistry and retreat. The ground-level terrace is an oasis designed for relaxation and connection. Lounge beside the full-sized pool with in-water bar seating, unwind in the spa, or admire the dramatic one-story waterfall. The space seamlessly opens to a poolside bar and indoor entertaining lounge. To complete the experience, Sunset Dream is equipped with a comprehensive smart home and security system and comes fully furnished for immediate enjoyment. Close at noon and toast to your new lifestyle with a glass of wine at sunset, right from your terrace as the sky melts into the Gulf.

104 Sunset Lane, Holmes Beach
$5,995,000
4 Beds ⋅ 6 Baths ⋅ Bay Palms SubDv.
Welcome to 525 68th Street, an elegant newly completed Southern-style residence perfectly positioned along the coveted Grand Canal in Holmes Beach. This 4-bedroom, 4.5-bath masterpiece offers timeless charm blended with modern coastal luxury. Each spacious en suite bedroom exudes comfort and style, while a private study provides the perfect quiet escape. The open-concept chef’s kitchen is designed for entertaining, featuring premium appliances, custom cabinetry, and designer finishes. An elevator connects all levels, leading to expansive porches and a stunning rooftop deck with panoramic views of Tampa Bay and the Gulf of Mexico—ideal for sunset gatherings or morning coffee. Step outside to your private oasis—lush tropical landscaping surrounds a heated pool and spa, creating a serene setting for relaxation or waterfront entertaining. With some of the best boating water on Anna Maria Island and quick access to the Intracoastal and Gulf, this property is a boater’s dream. Beautifully designer-furnished and move-in ready, this home invites you to enjoy island living at its finest—just moments from the charming shops, restaurants, and sugar-sand beaches of Holmes Beach. Spend your holidays in pure coastal elegance!

525 68th Street, Holmes Beach
$1,895,000
3 Beds ⋅ 3 Baths ⋅ Holmes Beach SubDv.
Seller Financing available! Chic Art Deco Canalfront Retreat! Escape to paradise in this stunning 3 bedroom, 3 bathroom home perfectly blending vibrant Art Deco Palm Springs style with tropical serenity, this residence offers an unforgettable island experience. Step into a world of bold colors, terrazzo tiles, sleek lines, and retro glamour and a brand new remodel built by Moss. The open-concept living space flows seamlessly, filled with natural light, vibrant energy, and showcases a floating fireplace designed for both wood or decorative candles, serves as a striking focal point. The gourmet kitchen boasts modern appliances, Eurotech cabinetry, stylish finishes and a pot filler. Perfect for crafting meals to enjoy by the sparkling, private, heated pool. The primary bedroom suite is a true sanctuary, featuring a wet bar with a refrigerator, ample storage, and an elegant lighted alabaster countertop. Enjoy the luxury of a walk-in closet and a fabulous en-suite bath with a soaking tub, double vanities, and a large walk-in shower with direct access to the open-air outdoor shower and pool area. On the opposite side of the home, a spacious second bedroom offers an en-suite bath and sliders leading out to the outdoors. The third bedroom, located just across the hall from a convenient pool bath, includes a washer/dryer and an exterior door, perfect for guests enjoying the pool. Newly constructed with everything from under-house plumbing to the new electric service, insulation, walls, and floors, this home has been designed for the ultimate comfort and convenience. Outside, enjoy tropical landscaping by Lancaster Design, featuring pavers and turf, along with a sandy area. The brand-new Trex deck, with water and electricity, is perfect for relaxing by the canal, and the 10,000 lb. boat lift provides easy access to the water for boating adventures. This home is being sold turnkey furnished, with a custom golf cart and a 2022 Carolina Skiff included!! The canalfront location offers direct water access for kayaking, paddleboarding, or simply enjoying the serene views. Located just minutes from the Gulf beaches, local dining, and vibrant island attractions, this home is a perfect blend of style, comfort, and coastal living!

505 65th Street, Holmes Beach
$6,900,000
5 Beds ⋅ 6 Baths ⋅ Key Royale SubDv.
Pre-Construction. To be built. Looking to build BRAND NEW CONSTRUCTION with FULL BAY VIEWS in the fabulous Key Royale boating and golfing community? This 15,000 sq. ft lot has been fully cleared and is ready to go! The first photo is a proposed design by noted Sarasota designer Brian Phipps including building plans and pricing by local Sarasota builder. You can also bring your own plans and builder. Option to buy the vacant lot separately for $3,300,000. Plan specs: 5B/5.5B/+DEN with 4984 sq.ft and total of 11,321 sq.ft. and will include a 3 car garage, roof top deck, designer pool and spa and will feature high end builder upgrades for the most discerning buyers. Enjoy unobstructed views of the Tampa Bay and Sunshine Skyway. Build your island dream home, or create a sensational waterfront investment property. Plans and elevations are available for your review. Floor plan, square footage, etc. have been calculated based on current design by local builder and can be shared on request.

659 Key Royale Drive, Holmes Beach
$2,700,000
5 Beds ⋅ 4 Baths ⋅ Island Homes SubDv.
Discover paradise at this stunning canal front retreat that includes 5 bedrooms and 3.5-bathrooms. Located in the heart of Holmes Beach just a short stroll to the Gulf Beaches, restaurants, shops and more! This renovated gem offers modern elegance situated on a serene canal with direct access to Tampa Bay, ideal for boat lovers! Step inside to an open-concept living space, featuring Brazilian walnut floors, fireplace and natural light that shines through the impact hurricane windows and doors. Enjoy the gourmet kitchen, complete with custom cabinetry, sleek stainless steel appliances, marble countertops and more! The master suite is conveniently located on the main level with a walk in closet and a fireplace. It is a private oasis, boasting a spa-inspired ensuite with dual vanities and a walk-in shower. Four additional bedrooms provide ample space for family, guests, or a home office/gym. Outside, your tropical haven awaits. Dive into the sparkling pool, relax on the expansive deck, or take your boat straight from your private dock to explore the open waters. With lush landscaping and breathtaking canal views, this backyard is perfect for sunset gatherings or quiet mornings with coffee in hand. Located just steps from the pristine beaches of Anna Maria Island, this home offers the ultimate Florida lifestyle. This home has been lovingly enjoyed and very well taken care of by the full time owners. Schedule your private tour today!

505 75th Street, Holmes Beach
$749,000
2 Beds ⋅ 2 Baths ⋅ Clark Spring Lake Estates SubDv.
Welcome to Palm View Lakehouse in Holmes Beach. This fully renovated 2-bedroom, 2-bath ELEVATED half duplex was updated in 2022 and allows for weekly rentals, offering excellent investment potential with nearly $50,000 in year-to-date bookings and almost to $60,000 in bookings in 2024, plus several bookings already secured for next year. The home features luxury vinyl plank flooring throughout, granite countertops, stainless steel appliances, and IMPACT windows and doors, with both bathrooms updated with new tile and vanities. Outside, enjoy a PRIVATE heated saltwater pool, along with a DOCK added in 2023 where you can fish, kayak or paddleboard. Other recent improvements include a AC in 2021 and new garage door in 2025. Close in proximity to the Gulf beaches, dining, and shopping, this property blends island living with convenience and comfort.

6808 Palm Drive Unit B, Holmes Beach
$890,000
2 Beds ⋅ 2 Baths ⋅ Martinique Condo SubDv.
Sweeping Gulf sunsets, sugar-white sand, and the unmistakable charm of Anna Maria Island — now offered at a refreshed price. Perched on the 5th floor of the Martinique, this rarely available beachfront residence puts the entire horizon at your feet, where turquoise water stretches as far as the eye can see and the nightly sunset show never plays the same way twice. Floor-to-ceiling glass pulls the Gulf straight into the open living space and primary suite, with sunlight shifting from gold to rose to amber across the day. Inside, a crisp coastal palette of stone countertops, shaker cabinetry, and a generous breakfast bar makes entertaining effortless, while two spacious bedrooms and two full baths offer comfort and privacy for family and guests. Beyond your door, the Martinique delivers true resort living — heated beachfront pool, tennis courts, and direct access to powder-soft sand and the calm, shimmering Gulf. A deeded garage and private storage keep paddleboards, bikes, and beach gear at the ready. And then there's the island itself. Anna Maria's seven-mile ribbon of old-Florida charm is yours to roam: hop the free island trolley to Pine Avenue's boutiques and cafés, cast a line off the beach, paddleboard the bayside flats, or settle in at the Sandbar for dinner with your toes in the sand. With no high-rises and a pace all its own, Anna Maria stays quietly, beautifully unchanged — the kind of place where seasons melt into one long coastal summer. A refreshed price on one of the Gulf's most coveted addresses. This is your spring to claim it.

5300 Gulf Drive Unit 508, Holmes Beach
$2,600,000
Bay Palms SubDv.
If your dream has been to live on the grand canal, here is your rare opportunity, for one of the largest lots!!! Build your dream home on this 11,400 sq ft property. Lots this size on the grand canal are highly sought after and rarely available. Elevate your home for grand views of Bimini Bay and glorious sunsets!!! This lot is sailboat water with no bridges to the gulf or intercoastal. Walking distance to the beach, shops and trolley. Quick boat ride to Galati Marina to fuel your boat. Zoning allows for 1 month rentals. Don’t miss this great opportunity!!! Owner is licensed realtor.

538 67th Street, Holmes Beach
$3,300,000
Key Royale SubDv.
VACANT, CLEARED AND READY TO GO! Discover a truly exceptional opportunity to own one of the finest Bayfront lots on Anna Maria Island, nestled in the exclusive boating and golfing enclave of the Key Royale neighborhood. This build-ready, deep-water lot spans approximately 15,000 sq. ft., offering an impressive 100 feet of direct frontage on Tampa Bay. Whether you're envisioning a private waterfront estate or a vacation retreat, the lot’s generous size and prime location offer unlimited potential. Enjoy easy access to the Gulf, serene sunrises over the bay, and world-class boating right from your backyard. Plus, you're just a short stroll or golf cart ride from Anna Maria Island’s top-rated restaurants, boutique shops, and sugar sand beaches. Don't miss this rare chance to build your dream home in one of the most desirable waterfront settings on Florida's Gulf Coast.

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

5300 Gulf Drive Unit 105, Holmes Beach
$2,895,000
Casanas Sub SubDv.
Set along the shimmering Gulf shoreline in the heart of Holmes Beach, this rare Anna Maria Island parcel invites you to bring your coastal vision to life. Just moments from powdery white sands and within easy reach of the area’s charming boutiques, local dining, and laid-back island attractions, the location strikes an ideal balance between tranquility and vibrant beach town energy. Whether you imagine a striking custom residence designed to capture sweeping Gulf views and unforgettable sunsets, or you’re looking to secure a prime investment in a highly desirable destination, the possibilities here are as expansive as the horizon. This is more than a homesite, it’s an opportunity to create a personalized retreat where every day feels like a getaway.

3720 Gulf Drive, Holmes Beach
$5,900,000
10 Beds ⋅ 8 Baths ⋅ The Villa SubDv.
Welcome to Alamanda Villas and your piece of island paradise. Just steps from the Gulf of Mexico, 8 unit property features a heated outdoor pool, barbecue facilities and umbrella-covered patio areas with wonderful water views. Each 1 bedroom/1 bathroom unit has a fully stocked kitchen with a microwave, refrigerator, coffee maker, oven and stove top. There are many shops, restaurants, and entertainment in the immediate area and it is a less than five minute walk to the trolley stop which can take people to see all that Anna Maria Island has to offer. This turnkey property has been taken care of very well and is the perfect investment opportunity. Schedule your showing today. Daily rentals permitted. Each Unit is already Condominiumized, an added benefit usually not available. Buyer would become the sole owner and member of the condominium association.

102 39th Street Unit 2, Holmes Beach