Courtesy: A PARADISE INC REALTOR
941-778-4800
Welcome to this sweet cottage located on a cul-de-sac on Anna Maria Island. Situated on a large waterfront lot with spectacular views on Bimini Bay. Renovate this home to your taste and needs or remove it and build your dream home. The house has a main bedroom suite with private bath, a guest room with bath as well as a living room, dining room, family room, kitchen and a large glassed in lanai overlooking the bay. There is also a two car garage and laundry area. The 14,680 sq ft lot has 234 ft of water with expansive views. The lot wraps around the canal for calm protected waters for your boat or dock. It is situated on an elevated lot with deep water access to the Intracoastal Waterway and Anna Maria Sound. There was no damage to the house during the 2024 storms. The sea wall has been recently repaired. There is plenty of room for a pool. Key Royale has a private Gulf Club and is a short ride to top rated restaurants, boutique shops and the famous beaches on Anna Maria Island. If you are wanting a beach get away or to build your dream estate, this is the place for you. View the best sunsets right from your back yard on one of the most desirable lots in Key Royale. The value is based on the land and location. See land listing at MLS A4675581.
Courtesy: WAGNER REALTY
941-383-5577
Welcome to your BEACHFRONT resort property on world-famous Anna Maria Island with Beach, Ocean, and Pool views. Unit 10 at Mainsail Beach Inn is a rare investment opportunity that blends coastal luxury with strong income potential, consistently earning a Hall of Fame rating from TripAdvisor. This TURNKEY, maintenance-free 2-bedroom, 2-bath condominium offers the highly sought-after sugary sand beach and turquoise waters of the Gulf of America less than 50 yards from its front door. Whether you're seeking adventure—swimming, biking, paddle boarding, kayaking, surfing, fishing or just want to unwind by the Mainsail's private pool and spa, or realx on your private patio that has an outdoor shower. Anna Maria Island delivers an unbeatable waterfront lifestyle. Enjoy sightings of manatees, dolphins, and shorebirds, then end your day with breathtaking sunsets over the Gulf. Ownership is worry-free thanks to Mainsail Beach Inn Resorts rental team, one of Florida’s most respected boutique hotel management companies. They provide full-service hospitality for you and your guests, including housekeeping, concierge, luggage service, front desk check-in, and a 24/7 reservation center. As one of only twelve exclusive units at Mainsail Beach Inn, this turnkey residence features crown molding, elegant coastal décor, and a layout designed for entertaining. This property is not only a dreamy escape offering it's owners up to 120 days of use, but also a proven income-producing asset that can be rented daily like a hotel. Over the past four years, it has generated an average of $78,965 in gross annual rental income. Whether for investment, vacation, or a bit of both, Unit 10 at Mainsail Beach Inn delivers unmatched BEACH LUXURY in a world-class location!
Courtesy: DUNCAN REAL ESTATE, INC.
941-779-0304
Tucked away in the waterfront community of Seaside Gardens, this fully remodeled coastal home offers a bright, modern interior paired with the kind of peace of mind that’s hard to come by thanks to thoughtful upgrades like Endura flood panels, Endura cabinetry, and durable tile flooring throughout. Designed with both comfort and resilience in mind, the layout features two ensuite bedrooms for ultimate privacy, a skylight that fills the main living space with natural light, and a sleek kitchen outfitted with stainless steel appliances and crisp finishes. A sun-drenched Florida room at the back of the home frames stunning open water views and opens directly to the waterfront deck where your private dock awaits, ideal for boating enthusiasts or simply soaking up the coastal lifestyle. From the backyard and boat dock, enjoy spectacular sunset views that paint the sky each evening. Just steps away, you'll find a community park, tennis courts, pickleball courts, and a dog park, adding even more to the lifestyle appeal. There’s also a detached storage shed for your bikes, beach chairs, or tools. Located in a weekly vacation rental zone, this home is not only a tranquil retreat but also a strong investment opportunity just minutes from Anna Maria Island’s sugar sand beaches and a short walk to charming shops and local dining favorites.
Courtesy: MIKE NORMAN REALTY INC.
941-778-6696
It’s a short walk to the beach to enjoy the beautiful water and sunsets and then back to your turnkey furnished vacation home with a pool that offers seating and a table for the cocktail hour. The courtyard also offers a covered, shady patio with a dining table to enjoy the cool breeze through the palm trees. Totally updated floor plan with a great flow! Close to shops and the free trolley. Read in Travel + Leisure: https://apple.news/ABjCKYLE8T327rrcX-ZtR7Q An open floor plan with top of the line amenities throughout. Four, flat screen, “smart” TV’s, one in each bedroom and one in the living room. Wireless internet access. AC system change out 3 Ton 16 SEER 7.5kw heat strip 5/18/2022 Solar Pool Panels 1/17/2019 Pool Heating Options: Electric/Propane/Solar Windows and doors are impact resistant (hurricane rated) 2016 Wind Mitigation report on file Great rental history!
Courtesy: ANNA MARIA LIFE REAL ESTATE
941-567-6253
~~~~~ PRICE DROP!!! ~~~~~~~~~~ Introducing Hart of the Gulf, a charming ranch-style retreat nestled just 2.5 blocks from the pristine sugar sand beaches of Anna Maria. This enchanting, newly renovated home features three inviting bedrooms and two full bathrooms, offering ample space for families or groups. The master suite boasts a luxurious king-sized bed and an en-suite bathroom, while the guest rooms include a cozy queen bed and a fun twin-over-full bunk bed, making it perfect for all ages. Each bedroom is equipped with a TV, ensuring entertainment for everyone. Step into the open and airy living area, where sunlight pours in through large windows, creating a warm and welcoming atmosphere. Enjoy leisurely mornings in the enclosed Florida room, which offers serene views of the beautifully landscaped backyard. The kitchen is thoughtfully designed, providing all the amenities for your beach getaway. The highlight of this home is undoubtedly its private, heated saltwater pool and spa, set within a fenced backyard, ideal for relaxation and fun. Gather with loved ones around the patio dining table for six, lounge on the comfortable pool loungers, or fire up the gas grill for an afternoon barbecue. Located within easy walking distance to shops and restaurants, and just a block away from the free island trolley, this home truly embodies the ideal beachside retreat. For those of you looking for an investment home, this wonderful Florida home is a busy vacation rental. Come live the Anna Maria Life in your new home!
Courtesy: MICHAEL SAUNDERS & COMPANY
941-896-9981
Designed for easy, effortless island living, this fully and beautifully renovated ground-level all-stucco home, includes a primary ensuite bath. Nothing has been spared. Just two short blocks from the sugary sand beaches and unforgettable Anna Maria Island sunsets, it offers the ideal blend of comfort, style, and convenience. Updated inside and out in 2025, this 3-bedroom, 3-bath residence features 1,610 square feet of fresh modern design. The brand-new kitchen showcases sleek top-of-the-line custom cabinetry paired with GE Café appliances. The home comes with a state-of-the-art sound system both inside and out. All three bathrooms have been tastefully updated with vanities and contemporary finishes. The home is equipped with 2 air conditioning units. A washer and dryer add to the move-in-ready convenience. Step outside and discover your own private oasis complete with a heated saltwater pool powered by a new pool heater, lush landscaping, irrigation, and plenty of sunny outdoor space and covered patio to unwind. Offered fully furnished with all designer furniture and décor. Additionally, a 10x12 hurricane proof Tuff Shed on a concrete pad has recently been installed. This home is truly ready to enjoy. A wonderful opportunity to own a fully updated property on Anna Maria Island one that friends and family can enjoy for generations. Call for your private showing today!
Courtesy: PREFERRED SHORE LLC
941-999-1179
AMAZING LOCATION • COMPLETELY UPDATED • BRAND NEW POOL • BRAND NEW ROOF • TURN-KEY FURNISHED Casa Bella is a spacious and beautifully updated 4-bedroom, 3-bath home offering more than 2,500 sq ft in the heart of Holmes Beach. Located just steps from shopping and dining and only a 5-MINUTE WALK TO BEACH, this property is situated in one of Anna Maria Island’s most desirable WEEKLY RENTAL ZONES, making it an excellent investment opportunity or a ready-to-enjoy personal beach retreat. This home has undergone extensive recent updates, including new wood flooring throughout, a brand-new spool (pool with spa jets), and a brand-new roof. Casa Bella is offered turn-key furnished, featuring a thoughtfully curated collection of artwork and unique furnishings. The coastal-style interior includes a large great room, fully stocked updated kitchen with custom cabinetry, stainless steel appliances, stone countertops, and a spacious dining area. The home comfortably accommodates up to 10 guests, with three bedrooms featuring king beds and a fourth bedroom designed with two twin-over-twin bunk sets—ideal for families or renters. Additional features include A LOWER LEVEL RECREATION ROOM with a ping-pong table, three updated bathrooms with spa-style finishes, 2 owner closets and three screened porch areas, perfect for enjoying morning coffee or evening breezes. Situated on a LARGE CORNER LOT with lush tropical landscaping, the outdoor area offers a private FENCED backyard oasis with ample space for dining, entertaining, and relaxing by the pool. Turn the key and start enjoying the ideal Holmes Beach lifestyle—whether as a personal coastal retreat or a strong VACATION RENTAL PERFORMER, Casa Bella offers flexibility, comfort, and an exceptional location.
Courtesy: COLDWELL BANKER REALTY
941-383-6411
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.
Courtesy: ISLAND REAL ESTATE-ANNA MARIA
941-778-6066
This one has it all! Beautifully remodeled with a fabulous updated kitchen and open floor plan, this 3 bedroom/2 bath half duplex lives like a single family home, with a private, heated pool and just steps to the direct beach access! Ideally situated on a quiet corner lot in the heart of the island, it is a popular vacation rental! The split bedroom plan is perfect for hosting, and the updated pool and trellis invite you to step out your family room sliders and enjoy the Florida sunshine. Don’t miss a minute of relaxation in the coastal charm of the beach inspired décor, with wainscoted walls, freshly painted interior, white wood trim, tile flooring throughout, recessed lighting, stainless steel appliances, quartz counters, farmhouse sink and white shaker style cabinetry to the ceiling. You will love your large primary en suite, with a walk out to the pool, high ceilings, and a bathroom with dual vanity and a walk in shower. Your spacious guest rooms are privately situated and enjoy ample natural light through large windows. This slice of paradise is perfectly situated, with easy beach access and just down the street from the free trolley stop. Enjoy your island time stress free in this like-new spot, and enjoy the benefits of the short term rental income when you’re not on island time!
Courtesy: COLDWELL BANKER REALTY
941-383-6411
Welcome to your beautifully renovated coastal retreat on Anna Maria Island, perfectly situated on a peaceful canal with direct access to Bimini Bay and the Intracoastal waterways with no bridges in your way. From the moment you arrive, the curb appeal sets the tone with fresh stucco, crisp new exterior paint, and a circular driveway that brings you to your private coastal oasis. Step inside to a bright, modern living space that showcases tile flooring throughout and a full interior transformation framed by crown molding. A spacious den/flex room expands the home’s versatility, offering the perfect spot for a cozy lounge, guest space, office, or anything your lifestyle calls for. The heart of the home is the chef’s kitchen, thoughtfully redesigned with custom cabinetry, upgraded quartz countertops, and all new high-end appliances including a top-of-the-line Wolf dual fuel range with a custom hood. The layout flows effortlessly for entertaining or everyday living, giving the space an elevated yet welcoming feel. The primary bedroom features a beautifully designed ensuite bathroom with a seamless glass shower, coastal-inspired tilework, and a custom-built walk-in closet. The second bedroom offers plenty of space and sits conveniently near the guest bathroom, which showcases the same elevated coastal finishes found in the primary suite. Just off the main living area, the indoor laundry room adds convenience with a brand new Speed Queen washer and dryer. Make your way to the backyard to take in the true essence of canal-front living. A brand new in-ground heated saltwater pool and spa creates a private resort-style oasis, surrounded by serene water views that invite you to unwind or entertain in style. Enjoy a boat dock with a 10,000 pound lift and direct access to open water for effortless boating adventures. Recent improvements include a new Trane HVAC system and a one-year-old Rinnai tankless water heater for added efficiency and comfort. The home also offers updated PVC drainage, copper wiring, and impact windows throughout, giving you long-term confidence and peace of mind. This ideal location places you just around the corner from a nine-hole executive golf course and only a short golf cart ride away from Anna Maria Island’s award-winning beaches, charming boutiques, and coastal dining. With luxury updates, thoughtful design, and unbeatable access to the water, this home offers the best of island living. Schedule your showing today!
Courtesy: SATO REAL ESTATE INC.
941-778-7200
Paradise Found while being just a 3-minute stroll to the soft sands and turquoise waters of the Gulf beaches!!! This 3-bedroom, 2.5-bathroom coastal retreat is the ultimate island getaway. Step inside to an open, light-filled living space perfect for relaxing after a day at the beach. Relax on the front balcony with morning coffee and a gulf breeze. The spacious primary suite features a luxurious en-suite bath, while two additional guest bedrooms provide plenty of room for family and friends. A convenient half-bath upstairs right off of the perfect kid hang out room and could also serve as an office. Outside is where the magic happens! Enjoy a Private heated pool surrounded by a generous sun deck, outdoor kitchen with grill, sink, and bar seating – ideal for sunset cookouts and entertaining! Tropical landscaping creates your own secluded oasis. Located on a quiet street, you are still very close to all the Holmes Beach restaurants, shops and more! Trolley stop is nearby for convenience too! More features to point out is the large 2 car garage, elevator to all levels and a laundry room off the man floor. Whether you’re looking for your forever beach home, a lucrative weekly vacation rental, or the perfect island getaway, this property checks every box.
Courtesy: FLORIDA REAL ESTATE TEAM, INC.
813-326-1586
One or more photo(s) has been virtually staged. Welcome to your piece of paradise! This newly remodeled Florida style home is perfect for your winter getaway or a cozy year round coastal retreat. The kitchen boasts all new appliances, countertops, and cabinets. New vinyl flooring throughout the home, along with interior/exterior paint, and a brand new metal roof 2025. Large utility storage room for all of your beach and/or boating accessories. Extend your living space outdoors to the covered and screened in lanai or the newly pavered open patio to enjoy the Florida weather. Room for a pool to add to the ambiance of your waterfront bungalow. Don't miss this opportunity to relax in your own island retreat. Key Royale is a voluntary resident owner association. Minutes to the beaches, shopping, and restaurants.
Courtesy: DUNCAN REAL ESTATE, INC.
941-779-0304
Just steps from the sugar white sands of the Gulf, this elevated coastal retreat captures the essence of relaxed beachside living with the comfort of thoughtful design. Bright, airy interiors welcome you with an open concept layout where the living area flows seamlessly into a charming kitchen featuring stainless steel appliances, beadboard cabinetry, and soft coastal hues that mirror the shoreline just beyond. The star of the home is the massive primary suite, perched privately on the top level with soaring ceilings, generous space for lounging or a reading nook, and an ensuite bath with a soaking tub and a walk-in shower. A second bedroom and a flexible den or office add versatility to the layout, easily adapting to your lifestyle needs. Step outside to a breezy balcony nestled among swaying palms, perfect for morning coffee or winding down after a day at the beach. Low maintenance tropical landscaping sets the tone for effortless island living, and the oversized garage offers ample room for all your beach gear. Whether you're seeking a full time residence, winter escape, or a dreamy vacation rental, this home delivers endless potential in an unbeatable location.
Courtesy: SATO REAL ESTATE INC.
941-778-7200
Waterfront Luxury Awaits YOU! Experience the ultimate Anna Maria Island lifestyle in this stunning custom-built, canal-front residence, perfectly positioned on a quiet street in Key Royale of Holmes Beach. Built with impeccable craftsmanship and thoughtful design, this exceptional 4-bedroom, 5-bathroom home delivers coastal elegance and resort-style living just steps from the sugar-white sands of the Gulf of Mexico. Step inside to soaring ceilings, an abundance of natural light, and high-end finishes throughout. The open-concept great room flows seamlessly to the outdoor living spaces which includes an outdoor kitchen with a green egg and dining. Convenient full pool bath and 2 laundry rooms to note! A true standout feature is the temperature-controlled 500+ bottle wine cellar – an exquisite touch for the discerning collector. The gourmet kitchen is a chef’s dream, featuring premium appliances like Wolf induction cooktop, custom cabinetry, and a large center island that overlooks the canal, dual dishwashers, and a walk-in pantry. Each of the four spacious bedrooms offers privacy and comfort, with luxurious en-suite bathrooms and generous closet space. Outside, paradise unfolds: a heated pool and spa invite year-round relaxation, while the expansive covered lanai and low-maintenance artificial turf create a lush, private oasis. Boaters will love the private dock with 16,000 lb boat lift and direct access to Tampa Bay and the Gulf – no bridges, quick out to open water. Additional highlights include are wet bar with mini fridge for effortless entertaining, Whole-home generator for complete peace of mind, Two-car garage with epoxy flooring, Elevated construction and impact-resistant windows/doors, extra storage room, and a huge outdoor shower. This is more than a home – it’s a lifestyle. Properties with this combination of luxury finishes, waterfront access, and thoughtful design rarely come available. Schedule your private showing today!
Courtesy: SATO REAL ESTATE INC.
941-778-7200
Experience the ultimate beachfront retreat at "ISLAND PARADISE 1" where LOCATION IS EVERYTHING AND THE GULF OF AMERICA VIEWS ARE STUNNING! This exceptional 2B/2B ISLAND PARADISE condo offers WEEKLY RENTALS and allowed to SLEEP 6 PERSONS and is just steps away from the pristine sandy beaches of Anna Maria Island. This newly renovated unit is a true gem, with a unique design is offered TURN-KEY furnished and creates a welcoming and stylish ambiance. From the moment you step inside, you'll be captivated by the awe-inspiring panoramic views of the Gulf, providing a daily dose of breathtaking sunsets and a constant connection to the beauty of the sea. Island Paradise 1 offers a luxurious and comfortable living space, but it's Holmes Beach central location adds to its appeal. The beach, charming shops, and delightful restaurants are all within a short walk or hop on the free island trolley. Key features of this beachfront oasis include NEW IN 2024 Hurricane impact windows, replacement of the A/C in 2020, a new roof installed in 2023, a remodel IN 2023 and a deeded one car covered parking space. With the flexibility of weekly rentals allowed, this condo provides an excellent opportunity for those looking for an investment property or a part-time residence. Don't miss the chance to make this beachfront condo your own and experience the epitome of coastal living. Embrace the sun, sea, and sand – your dream home awaits! BONUS: OWNERS ARE ALLOWED PETS (LARGE DOG or cat).
Courtesy: DUNCAN REAL ESTATE, INC.
941-779-0304
Welcome to your dream retreat on beautiful Anna Maria Island! This charming coastal cottage is tucked away in the quiet neighborhood of Ilexhurst, perfectly positioned between the Manatee and Cortez bridges for effortless access on and off the Island—and just moments from your favorite beaches, restaurants, and shops. Located at the end of a quiet dead-end street and surrounded by mature mangroves, the home offers exceptional privacy while still being steps from the sugar-sand shoreline and only two blocks from the Island Trolley. Every day here feels like a peaceful vacation. This fully renovated 2-bed, 2-bath single-family home features an open floor plan with pleasing coastal finishes—beautifully furnished and ready for you to move right in. Inside, enjoy all-new appliances and furnishings, a welcoming open-concept kitchen/dining/living space, and two ensuite bedrooms, each with its own walk-in closet. A very spacious screened-in lanai extends your living area, perfect for dining, lounging, or enjoying your morning coffee. Step outside to a freshly landscaped, fenced backyard featuring a sparkling in-ground pool and spa—your private oasis for unwinding or entertaining after a sun-soaked day on the beach. This home has been thoughtfully and thoroughly upgraded with coastal style, including: *All new lower drywall *New kitchen cabinets & appliances *Updated bathroom vanities *New electrical outlets *New washer & dryer *New water heater *New pool heater, pump & accessories *2020 Metal Roof. Offered fully furnished (with a few décor exceptions), this charming cottage is truly turnkey—ready for you to start enjoying the season in the sun on one of Florida’s most exceptional Gulf Coast barrier islands. Your island lifestyle awaits!
Courtesy: DUNCAN REAL ESTATE, INC.
941-779-0304
Welcome to your island oasis! Seaside Gardens is a beautiful community nestled along the canals of the Anna Maria Island Intracoastal Waterway - where short-term rentals are allowed and every day feels like vacation. This fully renovated 2-bed, 2-bath villa features an open floor plan and gorgeous coastal finishes, ready for you to move right in and start living the AMI lifestyle. Step inside to discover all new stainless steel appliances, quartz countertops, an open-concept kitchen/dining/living area, and an interior laundry room with washer and dryer. A light-filled Florida room offers additional space for dining, lounging, or simply relaxing after a day at the beach. The landscaped and fenced backyard provides privacy and plenty of room to entertain. This home has been thoughtfully upgraded for comfort and peace of mind, including: *Hurricane-impact windows, *Waterproof PVC wallboard and trim on the lower four feet of interior walls, *Flood gates installed on exterior doors, and a *New shingle roof completed December 2025. Storage is abundant with a carport storage room, backyard storage shed, and additional storage locker. The community delivers exceptional amenities: a boat ramp just down the street, tennis/pickleball courts, a basketball court, dog park, and the iconic sugar-sand beaches of Anna Maria Island only a short walk away. Golf carts are allowed, pets are welcome (for both owners and renters—a great rental advantage!), and a free island trolley stop sits right at the neighborhood entrance. Offered fully furnished with only a few personal exclusions, this villa is your ticket to the island life. Are you ready to claim your dream retreat on Anna Maria Island?
Courtesy: PREMIER SOTHEBY'S INTERNATIONAL REALTY
941-364-4000
Welcome to this 4,995-square-foot architectural masterpiece designed by well-known architect Gene Aubry, featuring five bedrooms, five baths, an office, a second living area and a gym, all situated on 225 feet of direct bay frontage in Holmes Beach. This Anna Maria Island estate reflects superior craftsmanship and thoughtful detail, from the hand-scraped maple flooring, metal roof, to impact-resistant Anderson windows, new high efficiency air-conditioning units, tankless water heater, an oversized garage with new epoxy flooring, an updated spa-style primary bath and an elevator servicing all levels. The chef's kitchen is equipped with Sub-Zero refrigeration, Wolf and Bosch appliances, a new built-in ice machine, beverage cooler and custom cabinetry ideal for everyday living and elevated entertaining. Additional features include whole-home audio and security systems, a dedicated gym with epoxy flooring and a bonus room pre-plumbed for an efficiency kitchen. Outdoors, professional landscaping with curated lighting surrounds a saltwater pool and spa with all-new equipment. Irrigation is supported by a rain-fed cistern system. A composite wraparound deck that is plumbed for an outdoor kitchen, and a mosquito-control misting system for added comfort while enjoying unobstructed bay views. Boaters will appreciate the newer seawall, 10,000-pound lift and fish cleaning station. This rare waterfront estate presents the opportunity to own a residence that embodies architectural integrity, refined island living and modern luxury.
Courtesy: BLUESRQ REAL ESTATE INC
941-894-7248
Weekly rental! Exceptional Investment Steps from Holmes Beach. Welcome to Blue Oasis, a fully renovated ground-level retreat just steps from Holmes Beach and the turquoise waters of the Gulf of Mexico. This stunning 2-bedroom, 2-bath home combines modern luxury with island charm. Featuring a versatile den with a pocket door for added privacy, it’s perfect for a home office or guest space. The den includes a stylish daybed with trundle, offering extra sleeping accommodations without sacrificing comfort or design. Every detail has been thoughtfully upgraded, including a new roof (Summer 2025), freshly finished walls, baseboards, doors, and paint throughout, plus custom closet organizers for added functionality. The kitchen and both bathrooms feature all-new soft-close cabinetry and fixtures, complemented by brand-new appliances—dishwasher, refrigerator, gas range/oven, and washer. Comfort is ensured with a new A/C (November 2024-mounted up from the ground), while the new pool pump with Pentair automation adds convenience and efficiency. The master bath boasts a completely redesigned shower with new tile and hardware, and the entire home is furnished with all-new furniture and décor, from beds, mattresses, and nightstands to a stylish sofa, chairs, dining set, and coastal accents. Outdoors, enjoy new patio furniture, umbrellas, lighting, and a perfect sized pool with optional spa jets plus a shed stocked with new beach chairs and a beach cart. Rinse off in the outdoor shower offering both hot and cold water. Additional upgrades include new TVs in every room, palm tree shutters, creating a turnkey property that’s ready to impress. With its prime location just a four-minute walk to the beach, easy access to shops and dining, and exceptional rental performance, Blue Oasis delivers a fantastic ROI and lifestyle appeal—perfect as a short-term rental, second home, or long-term investment in one of Florida’s most sought-after coastal markets. Make your move on this turnkey coastal gem today!
Courtesy: COLDWELL BANKER REALTY
941-366-8070
Waterfront Sandy Pointe Condominiums. Discover the charm of this secluded community, perfectly situated in one of the most desirable locations on Anna Maria Island. This private unit, positioned at the rear of the complex near the waterfront, offers an ideal blend of comfort and convenience. Featuring two bedrooms with en-suite bathrooms, the layout provides ample space for relaxation and entertaining. Additional highlights include: Two reserved under-building parking spaces, Direct access to the pool, Generous storage area, and Weekly rental availability for investment flexibility. The property is offered turnkey furnished and move-in ready, with a freshly painted interior, a fully equipped kitchen, and an in-unit washer and dryer. Owners can enjoy a pet-friendly policy and benefit from low condominium maintenance fees. Located just steps from Publix, Ace Hardware, and a variety of restaurants and shops, residents also have access to the island trolley with a convenient stop at the front of the complex. Only a few short blocks to the gorgeous beaches of Anna Maria Island and with easy access off the island and proximity to Sarasota and Tampa airports, this well-maintained condo is perfect as a vacation retreat or an income-generating investment. Experience the beauty and tranquility of Anna Maria Island—your beach paradise awaits!
Courtesy: RE/MAX ALLIANCE GROUP
941-778-7777
Welcome to Flip Flop Inn, a wonderful BEACH HOUSE escape tucked away on a quiet street on beautiful Anna Maria Island. This expansive three-level elevated pool home has been thoughtfully updated and offers the perfect blend of comfort, style, and coastal charm. Enter into a spacious foyer with immediate access to the outdoor pool area, garage, and the elevator that conveniently serves all floors. The main living level features an open-concept design with ten-foot ceilings, a chef’s kitchen with new stainless appliances, the dining area, and an expansive living room ideal for gathering with family & guests. The balcony overlooking the pool provides a peaceful spot to enjoy the island breeze & cocktails. This floor also includes a well-appointed guest bedroom, full bath and a bunk room. The top level is dedicated entirely to the private primary retreat. This serene space offers an office nook, an extra-large bedroom with its own balcony perfect for morning coffee, two spacious closets, and a great ensuite bath complete with a soaking tub, dual vanities, a large walk-in shower, and a separate water closet. A convenient laundry room and additional closets are also found on this floor. Outdoor living at Flip Flop Inn is truly exceptional. After a day at the beach, rinse off in the new outdoor shower before enjoying the heated pool and surrounding lounge area. The covered patio space features a full bathroom, a granite countertop bar with a sink and mini refrigerator, a dining area with a grill, and a TV, making it ideal for entertaining or relaxing in the shade. This home is completely turnkey furnished in new modest coastal décor & fresh paint, making it effortless to settle in or begin renting immediately. Recent updates include a new metal roof, two new HVAC systems, hot water tank, recent elevator service, and a new pool pump and heater, providing peace of mind and low-maintenance ownership. Located mid-island in Holmes Beach and situated within a weekly rental zone. Currently in a rental program, with future 2026 bookings conveying, making this home a fantastic investment opportunity. *AND check out the price per-square foot....it is the MOST AFFORDABLE spacious 3/3 home on the market! Flip Flop Inn is only a block from the pristine beaches of Anna Maria Island and within walking or biking distance to great dining and charming shops. Just pack your bags and "flip-flops"... your island BEACH HOUSE awaits.
Courtesy: MICHAEL SAUNDERS & COMPANY
941-896-9981
Fantastic Vacation Rental Loved By All Generations Welcome to the ultimate island vacation home. Located in a weekly rental zone, it is positioned to be an outstanding income producing property with strong vacation rental history and bookings secured into Summer 2026, making it an exceptional investment opportunity for any buyer. This fully renovated ground level retreat is designed for effortless living, easy accessibility, and unforgettable stays. Families and guests of all ages love the spacious layout and the simple walk to the beach. Just a quick two minute stroll to soft sand and nightly sunsets, this home delivers everything families want in a perfect Anna Maria Island getaway. Beautifully renovated in 2025 inside and out, this 3-bedroom, 2 bath home offers 1,777 square feet of fresh modern style on a generous 7,022 square foot lot. Every key system has been updated for comfort and peace of mind including new drywall, insulation, AC ductwork, water heater, high impact windows, and a 2023 metal roof. The new kitchen features stylish cabinetry and brand-new appliances. Both bathrooms have been refreshed with new vanities and finishes, and the home includes a new washer and dryer with custom laundry cabinetry. Step outside to your private oasis with a heated pool powered by a new pool heater, lush new landscaping, updated irrigation, and plenty of space to relax in the sun. The large garage is ideal for beach gear, bikes, a golf cart, or a fun game area for guests. The home is being sold fully turnkey furnished with all new furniture and décor so it is ready to drop your bags and enjoy from day one. This is a rare opportunity to own a fully updated, high performing, guest friendly vacation rental on Anna Maria Island. A home that generations can enjoy together. A home that renters will return to year after year. Your slice of paradise is ready. Don't wait, call for your private showing today and start enjoying island life.
Courtesy: COMPASS FLORIDA LLC
941-279-3630
Elevated living, literally and figuratively. Over 6000 sq/ft of spacious indoor/outdoor accommodation, island breezes, top-notch finishes, nestled into a quiet neighborhood. It’s the best of everything on Anna Maria Island. The home, custom built by one of the island's most prominent builders, is loaded with options you’ll love. Travertine and high-end hardwood flooring in living areas and bedrooms, marble counters in the kitchen, and craftsman's trim catches the eye everywhere else. Like to cook? You’ll be doing it on Wolf and Thermador appliances. Like to cook outdoors? Exit the main living area of the home through hurricane impact sliders and onto the balcony where you’ll find a gas grill and pizza oven. There, you can watch manatees and other wildlife with big views of the backyard and canal. That canal, only a 3 minute boat ride to Tampa Bay and beyond. The dock and lift is plenty capable for any size vessel you have, or just a simple dip with kayaks or paddle boards. All 3 levels of the home, usable, spacious, private, aesthetically pleasing. The pool deck is resort-like, with sun-shelf, spa, fire pit, and covered entertaining space. More? You have a community pool and tennis/pickleball court too! The landscaping is immaculate, the location is prime, and the home has ample storage on each level. An elegant fortress, high and dry, and battle tested.
Courtesy: ANNA MARIA ISLAND BEACHES RE
941-567-5234
Discover the Coastal Chic Beach House, a stunning residence featuring four bedrooms and 3.5 baths, which has undergone an impressive transformation by renowned interior designer Adrian Griffin. This home is designed for multi-generational living and boasts an array of sophisticated interior elements including an elevator and a high end Aerus whole house air filtration system, a custom bunk room, and exquisite designer tile and millwork. The main floor showcases a spacious kitchen and dining area equipped with luxurious quartz countertops and new LG and GE appliances. Designed with an open layout, the living space is bright and inviting, adorned with modern coastal furnishings. Glass doors seamlessly connect the interior to the sun deck, perfect for soaking up the beautiful Florida weather. A conveniently placed staircase provides easy access to the pool and spa area. The primary suite offers easy access to an open deck on the front of the home. The expansive bathroom has a walk in shower and soaking tub with custom coastal tile. On the upper level, you will find an ensuite, two generously sized bedrooms, a three-person bunk room, and an additional large bathroom. The decor throughout reflects a contemporary coastal aesthetic that exudes timeless elegance. The exterior features a a large private back yard with a Tiki Hut and generously sized freeform pool, recently resurfaced, complemented by a custom spa. Lush tropical landscaping is enhanced by programmable color lighting that illuminates the front and back gardens. The covered lanai offers a shaded and rain proof area ideal for entertaining, while glass doors lead to a bonus room equipped with ping-pong table. Conveniently situated within walking distance to the beach and local shops and restaurants, this property also provides easy access to a trolley stop. This beach house is an ideal second home or vacation rental, fully furnished and ready for occupancy with everything needed from beach gear to baby essentials. To schedule your exclusive private showing, please contact the listing agent—24-hour notice is appreciated.
Courtesy: COMPASS FLORIDA LLC
941-279-3630
Discover the perfect canvas to create your waterfront dream home! This solidly built concrete block corner residence has been mediated and is ready for your finishing touches. Boasting big water dockage, this property is a boater's paradise—ideal for accommodating larger vessels or multiple watercraft. Water features combine an 8000 lb lift, 42 ft seawall, 22x15 ft dock, and an additional wet slip. Imagine stepping out your back door to direct access to the Intracoastal Waterway, Tampa Bay, and the Gulf of Mexico for fishing, cruising, or simply enjoying sunset views from the water. The hard work has been done, and now it’s your turn to unleash your creativity and tailor this home to your vision. This 2BD/2BA villa features an open floor plan with central kitchen, spacious living area, 2 master suites, interior laundry room and more. This property features a grandfathered-in awning and carport offering plenty of additional outdoor space. Whether you're dreaming of a sleek modern retreat or a cozy coastal escape, the possibilities are endless. Seaside Gardens is a historic community of villas at a great value on Anna Maria. This civic association allows you own a slice of paradise without the restrictions and fees of an HOA. Many community amenities are just around the corner offering a boat ramp, tennis, pickleball, basketball, dog park and more. For savvy investors this property will make a great weekly vacation rental. Homes with this combination of solid construction, prime dockage, and potential don’t come along often!
Holmes Beach is located in Florida. Holmes Beach, Florida has a population of 3,132. Holmes Beach is less family-centric than the surrounding county with 14.6% of the households containing married families with children. The county average for households married with children is 21.81%.
The median household income in Holmes Beach, Florida is $78,311. The median household income for the surrounding county is $64,964 compared to the national median of $69,021. The median age of people living in Holmes Beach is 64.1 years.
The average high temperature in July is 90.5 degrees, with an average low temperature in January of 52.4 degrees. The average rainfall is approximately 53.4 inches per year, with 0 inches of snow per year.
