Remarks: Anna Maria Island Income-Producing Beach Retreat | 3BR/2BA | Oversized Pool + Spa Exceptional opportunity to own an elevated 3-bedroom, 2-bath home on Anna Maria Island, just a short walk to the beach. Whether you’re looking for a personal island getaway, full-time residence, or a successful vacation rental investment, this property offers the perfect combination of lifestyle and income potential. Designed for coastal living, the home features a bright and open floor plan with spacious living and dining areas, ideal for entertaining guests or relaxing after a day in the sun. The elevated design offers added peace of mind and classic island charm. Step outside to your own private tropical oasis featuring an oversized heated pool and spa, with plenty of room for lounging, outdoor dining, and enjoying the Florida sunshine year-round. This outdoor space is a major highlight for both homeowners and vacation renters. Located in one of the most desirable areas on the North end Anna Maria Island, the home is within easy walking distance to the beach, shops, dining, and everything that makes island living so special. Property Highlights: • 3 bedrooms, 2 bathrooms • Elevated home • Oversized private pool with spa • Short walk to beach access • Proven vacation rental / income-producing property • Excellent investment potential

Listing is courtesy of: PINEYWOODS REALTY LLC (813-225-1890)

Listing Agent: Amanda Cornett (941-807-2811)

Remarks: Location! Location! Location! TRY BEFORE YOU BUY!!** Come Visit…Fall in Love with luxury beach living at it’s finest in this amazing, turnkey furnished, completely and beautifully remodeled 3 bedroom, 3 bathroom resort like pool home with lush island tropical landscaping. This exquisite cottage is nestled on a quiet palm tree lined street, just north of Pine Avenue, in the highly desirable city of Anna Maria, only three houses from the Bay Beach and City Pier!! This is a wonderful investment opportunity, currently showcased as a vacation rental, but could easily be enjoyed as a primary residence or secondary home for our welcomed “snow birds.” This open~ airy~ split floor plan effortlessly combines the seamless living areas of the kitchen, living room, and dining rooms. The updated, beautifully appointed kitchen is sure to impress even the most discerning chef, featuring coastal shaker wood cabinets, glass tile backsplash, stainless appliances, quartzite counter tops, and spacious island with ample seating and storage, illuminated by the beautiful glass pendant lighting above. The stunning formal dining room, with it’s gorgeous, expansive 21 ft sliding glass impact doors overlook the extremely spacious screened lanai and the breathtaking views of the spectacular resort-like pool~spa oasis. Enjoy abundant seating in the spacious living room with sleeper sofa, while watching your favorite movie on the large screen TV above the beautiful electric fireplace. After an enjoyable day at the beach or dinner at one of the many wonderful island restaurants, retreat to the serene primary king en-suite with walk-in shower. The second bedroom offers plenty of space with two twin beds. Impressive third bedroom presents a secondary king en-suite with vaulted ceilings, walk-in shower, private entrance, and is on the alternate side of the home for welcomed privacy. Indulge in the epitome of aquatic luxury with a meticulously crafted pool, complete with state-of-the-art heating and cooling systems, fiber optics, offering a symphony of color and ambiance. The tropical pool oasis is adorned by the captivating centerpiece, the hand crafted giant sea turtle sculpture that was painted by a local artist and previously hung in Mote Marine Aquarium in Sarasota. Enjoy peace of mind with new Hurricane Impact Windows (2022), new Hurricane Impact sliding glass doors (2025), new electrical wiring updated (2025), all new plumbing with new drain lines to the sewer as well as new supply lines (2022), newly built saltwater pool with pebble tech surface-heated and cooled with fiber optic lighting (2023), pool safety alarms (2023), new interior painting (2025), exterior painting (2022), outdoor shower, new landscaping (2023), new A/C (2025), new metal roof (2025)… too many updates to list! Extensive updates list available upon request. Enjoy all that Anna Maria has to provide with it’s nearby City Pier, beautiful world famous beaches, swimming, boating, fishing, abundant island boutiques and shops, plus wonderful island restaurants for your dining pleasure. Enjoy watching the enticing virtual tour and call today!! **If you book a stay as a guest and decide to buy, you will have your net rental refunded with an accepted contract at the Closing of Escrow. Subject to availability. Maximum rental 7 days. Based on NET rental rate. Cleaning, taxes & fees apply.

Listing is courtesy of: WAGNER REALTY (941-761-3100)

Listing Agent: Rennie Evans (310-437-9336)

Remarks: Currently the lowest priced 3 bedroom home on the north end of Anna Maria Island, this charming bungalow, lovingly held by the same family since the 1970s, presents a rare opportunity to own a cherished island property in one of the most sought after locations on the island. Located in the City of Anna Maria, where short term rentals are permitted with a 1 to 7 day minimum, subject to city registration and compliance, this home blends timeless Old Florida charm with thoughtful modern updates throughout. This single story coastal residence features 3 bedrooms, 2 beautifully renovated bathrooms, and a versatile den or mudroom. Vaulted tongue and groove wood ceilings add warmth and architectural character to the open living space. The kitchen has been completely redesigned with new cabinetry, countertops, and brand new appliances, creating a fresh and inviting heart of the home. New flooring flows throughout, blending classic island charm with a clean, updated coastal style. Situated on a generous 7,500 square foot lot, the property offers rare outdoor space for the north end, complete with mature tropical landscaping, a fenced yard, and ample room to design a custom pool or expanded outdoor living area. A current survey is available to assist with future planning. An outdoor shower, storage shed, and one car garage add everyday convenience, while ample parking, rare for this location, enhances the property’s appeal. A brand new AC system installed in 2025 provides added comfort and peace of mind. From this prime north end setting, enjoy walking or biking to Pine Avenue’s shops and restaurants, Bayfront Park, and the island’s beautiful beaches. Experience island living where golf carts and bicycles replace cars, and every sunset feels close to home. Charming, flexible, and ideally located, this home is well suited as a full time residence, seasonal retreat, or legacy island property. Positioned as the lowest priced 3 bedroom home on the north end of Anna Maria Island, it presents a compelling opportunity in today’s market. Come discover why the north end continues to capture hearts generation after generation.

Listing is courtesy of: CAPOZELLA REAL ESTATE (941-914-0802)

Listing Agent: Mara Gilmore (941-920-1267)

Remarks: The Beach Is Calling!!! Best priced Anna Maria City move in ready single family home with room for a pool. Anna Maria Island charming remodeled coastal cottage. Newer metal roof, ALL impact windows and sliders in place for added peace of mind. NEW A/C, Washer/Dryer, Refrigerator, Dishwasher, Bedroom Carpets and Interior Doors. 2024 Now is the time for new owners to make 136 Crescent Dr their own island oasis. Whether you are looking or a primary residence, second home or investment property this home is an ideal opportunity. Located in the quiet and serene City of Anna Maria on the north end where short term rentals are welcome. Just north of quaint shops and restaurants of renowned Pine Avenue and Anna Maria City Pier. Bayfront beach park, Rod and Reel Pier and tranquil Bean Point are all nearby. Gulf beaches with their soft white sand, turquoise waters and dazzling sunsets await your presence. Careful consideration was given to the interior remodel a few years ago. Bright wide plank ceramic tile flooring throughout the living area. Kitchen offers plantation shutters, quartz countertops, recessed lighting, soft close cabinetry, stainless steel appliances, breakfast bar and cozy dining nook surrounded by stylish built in storage. Spacious comfortable living area opens to private screened lanai surrounded by lush tropical plantings. Lovely primary suite offers king size bedding, sliders to screened lanai and private bath with walk in shower and granite countertops. Secondary bedroom adorned with built in nightstands, recessed TV console and pocket door to hall bath for another en suite. Both bedrooms offer closets with built ins, plush carpeting, plantation shutters and ceiling fans. Relax on the private rear patio and you’ll be surrounded by a plethora of tropical plantings of Bougainvillea, Crotons, Birds of Paradise, Ixora and Schefflera to name a few. Fresh new plantings blooming this Spring. Carport offers kayak/bike storage, utility closet and outdoor shower. Room for a pool if you desire. Voluntary HOA available to enjoy the day dock and kayak launch. Come an explore the whole island experience with free trolley to shops/dining of Holmes Beach and eclectic mix of stores along Bridge Street and Bradenton Beach.

Listing is courtesy of: ISLAND REAL ESTATE-ANNA MARIA (941-778-6066)

Listing Agent: Liz Codola (941-812-3455)

Remarks: This stunning and private retreat is perfect for those who enjoy indoor/outdoor living, floating in a pool or lounging at your very own tiki bar. Light and bright open concept floor plan and impact sliders that open up to the pool and backyard oasis. This home is offered turnkey furnished and ready to move in or ready to be a great vacation rental. Zoned for 1-7 days. The primary bedroom is spacious and comfortable with your own private bathroom and access directly to the pool area. The other bedroom uses the hallway bathroom. Enjoy the large yard, tiki bar, tropical landscaping, turf put-put golf and more! Plenty of yard for kids to run around and dogs to play and plenty of parking too! Nestled in Anna Maria's quiet north end, it's steps away from sunrise on Tampa Bay and a short walk to sunset at the exclusive Bean Point beach. Quaint shops and restaurants of Anna Maria are just blocks away and close to Pine Avenue. This unique home is the perfect combination of a modern cottage set in a serene tropical environment with a quiet sense of luxury and simple detail. Schedule your private showing today!

Listing is courtesy of: SATO REAL ESTATE INC. (941-778-7200)

Listing Agent: Jason Sato (941-778-7200)

Remarks: Located just blocks from the beach, White Palms is a 3-bedroom, 2-bathroom island home situated on a large corner lot with a spacious backyard, offering excellent outdoor living close to the Gulf. The corner location provides added openness, while mature palms and established landscaping create a private coastal setting. The home features a bright, open layout designed for comfortable island living, with well-sized bedrooms and recently updated finishes throughout. The main living areas connect seamlessly to the outdoor spaces, making it ideal for both everyday living and entertaining. The backyard centers around a private pool, creating a true outdoor retreat with ample space for lounging and gathering. Whether used as a primary residence, second home, or seasonal escape, the layout offers flexibility and function. Located in Anna Maria's nightly vacation rental area, White Palms is an established rental property with documented income, offering immediate investment potential alongside its lifestyle appeal. Just a short walk to the sand, this property combines beach proximity, outdoor space, and proven rental performance in one well-located island home.

Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-896-9981)

Listing Agent: Dee Munn (407-346-4422)

Remarks: Located on the north end of Anna Maria, this elevated canal-front home is a true boater’s paradise with direct water access and a private dock. This 4-bedroom property underwent an extensive interior remodel, showcasing modern upgrades and coastal living at its finest. The open-concept layout is filled with natural light and offers comfortable living spaces ideal for both everyday living and vacation enjoyment. Step outside to an expansive back deck overlooking the peaceful canal — the perfect setting for relaxing or entertaining. Outdoors, a new pool and refreshed entertaining area further enhance the Florida lifestyle. Ideally situated near beaches, dining, and shopping, this home captures the very best of Anna Maria Island waterfront living and is perfectly suited as a full-time residence or a short-term rental investment.

Listing is courtesy of: SATO REAL ESTATE INC. (941-778-7200)

Listing Agent: Jessica Batten (941-962-3380)

Remarks: Location, location, location! Just steps from world-famous Bean Point and unforgettable Gulf sunsets, Absolutely Anna is a rare coastal gem in the heart of Anna Maria. This beautifully designed 2-bedroom, 2-bathroom retreat captures the essence of island living with a seamless indoor-outdoor flow and timeless coastal charm. The light-filled open floor plan creates an inviting atmosphere, where the airy living space transitions effortlessly into a well-appointed kitchen, perfect for entertaining after a day at the beach. A spacious screened-in front porch sets the stage for morning coffee and evening breezes, while the expansive covered outdoor living area offers a relaxed cabana-style escape ideal for year-round enjoyment. The primary suite is a private sanctuary, complete with a spa-inspired ensuite featuring double vanities, a walk-in shower, and a private balcony overlooking the pool. The second bedroom, also with its own ensuite bath, opens directly to the screened-in porch, providing guests with a peaceful and private retreat. Whether you’re relaxing poolside, strolling to Bean Point, or soaking in the laid-back island lifestyle, Absolutely Anna delivers the ultimate Anna Maria experience. The home boasts a strong rental history, making it an exceptional opportunity as both a personal escape and an income-producing investment. Adding to its appeal is exciting future potential. Conceptual plans indicate the possibility of adding over 700 square feet on a new upper level, along with a rooftop deck offering sweeping views from the island’s coveted north end, offering an opportunity to further enhance value and flexibility. (All additions subject to city approval and current building regulations.) This is your chance to own a piece of paradise near one of the island’s most iconic beaches. Schedule your private showing today and experience Absolutely Anna for yourself.

Listing is courtesy of: AMI REALTY GROUP (941-794-0204)

Listing Agent: George Desear (941-725-7163)

Remarks: Welcome to the highly sought after North end of Anna Maria Island. 2 Bed / 2 Bath Island Home featuring: Open Floor Plan, Spacious Kitchen, Front & Back Balconies & Large Fenced Back Yard. Just steps away from the Morning Sunrise or Evening Sunsets, Take your Pick. A short walk to the Anna Maria City Beach & the bustling offering of shops & dining venues on Pine Avenue. Use your creativity to convert the large open 1st floor workshop into your personal outdoor entertaining venue. The large backyard can easily accommodate a Pool, Putting Green, Bocci Ball Court or whatever suites your fancy. Excellent vacation rental income opportunity as well. A perfect combination of Island comfort, Convenience, & investment potential. This one is definitely worth a visit. Call today to schedule your private showing.

Listing is courtesy of: O'STEEN GROUP INC (941-527-4227)

Listing Agent: Clay Osteen (941-704-7038)

Remarks: Delightful waterfront home on the famed North end of Anna Maria Island. This 2 bedroom 2 bathroom home offers incredible opportunities for adventure. Whether it is the sand of the Gulf beaches you seek or if enjoying the water from a boat, kayak, or paddle board is your thing the choice is yours. Another incredible benefit of this location is the proximity to Pine Ave, full of fun shopping and eateries. Generously sized lot is positioned on a cul-de-sac providing privacy due to no through traffic. Concrete block paired with a metal roof creates a formidable structure. As you enter the home you will be welcomed by a sense of coziness. The kitchen features solid wood cabinetry and exquisite Taj Mahal quartzite countertops. Entertaining is aided by the in-ceiling home speaker system. Enjoy year around serene water views from the 300 square foot screened-in lanai equipped with four ceiling fans. Single car garage for all your storage needs or get creative for a possible third bedroom. The large lot leaves ample room for a pool to the front of the house. Schedule a showing today and discover if this piece of paradise if right for you.

Listing is courtesy of: SATO REAL ESTATE INC. (941-778-7200)

Listing Agent: Justin Powell (941-718-0294)

Remarks: Experience the ultimate coastal retreat at 311 Poinsettia Rd in Anna Maria, FL—a home where luxury meets laid-back island living. This beautifully renovated, elevated sanctuary boasts stunning waterfront views, a sparkling pool, and your very own private boat dock with a lift, inviting endless adventures on the water. Enjoy the convenience of RV/boat parking and a generous driveway that sets the stage for memorable gatherings. Just a leisurely stroll to pristine beaches and a quick golf cart ride to lively restaurants and bars, every moment here is infused with warmth, charm, and the promise of a vibrant lifestyle. Welcome home to your dream coastal haven. This property is currently used as a NIGHTLY rental bringing in up to $25,000/month so far this year. Please do not disturb the guests.

Listing is courtesy of: WEICHERT REALTORS EXCLUSIVE PROPERTIES (813-426-2669)

Listing Agent: Thomas Zopf, Ii (727-366-1983)

Remarks: Under contract-accepting backup offers. Great Income Opportunity! Short-Term Rental approved on Airbnb, VRBO, etc! Over $174,000 in Yearly Rental Income with upside! Wake up every day in true island paradise at Anna Maria Chateau! Ideally positioned at the northern tip of the exclusive Anna Maria Island, just moments from the iconic Bean Point and minutes from some of the world’s most celebrated beaches, this pristine coastal retreat offers the ultimate blend of luxury, comfort, and location. From the moment you step inside, you’re welcomed by soaring ceilings and a bright, open great room floor plan designed for effortless entertaining and relaxed island living. Exceptional custom craftsmanship shines throughout, showcasing hand-scraped hickory wood floors, beautiful tongue-and-groove ceilings and walls, and thoughtful architectural details at every turn. The heart of the home is the chef-inspired kitchen, perfectly situated off the family room and equipped with stainless steel appliances, a French-style refrigerator, classic white shaker cabinetry, granite countertops, and a spacious island with breakfast bar seating ideal for gathering with family and friends. The spacious primary suite serves as a private retreat, featuring an en-suite bath with dual sinks and granite countertops. Two additional well-appointed bedrooms share a full bath, providing comfortable accommodations for guests and plenty of space for everyone to unwind. Multiple common areas throughout the home invite relaxation and connection. Step outside and experience resort-style living. Sip your morning coffee on the oversized upstairs deck, take a refreshing dip in the heated saltwater pool, or enjoy friendly competition in the expansive recreation room. The elevated first floor offers ample storage for all your water toys, bikes, and beach gear. This exceptional property offers incredible versatility perfect as a full-time residence, a private island getaway, or a highly desirable income-producing rental in one of Florida’s most sought-after destinations. Bonus: This elevated home experienced NO interior damage during the 2024 storms, providing added peace of mind. Recent updates include: brand-new water heater (2025) and new pool pump (2024). Love the island’s golf-cart-friendly lifestyle? There’s plenty of space for golf cart parking and more. Cruise by golf cart, bike, or take a leisurely walk to nearby restaurants, boutiques, and local favorites, all just blocks from your doorstep. This is your opportunity to own a true slice of paradise on one of Florida’s most beloved islands—Anna Maria Island.

Listing is courtesy of: RE/MAX REALTEC GROUP INC (727-789-5555)

Listing Agent: Mark Fazzini (727-485-9981)

Remarks: Under contract-accepting backup offers. 57 North Shore Drive: The Art of Island Living Discover the perfect balance of classic Anna Maria charm and contemporary coastal elegance. Tucked away at the corner of North Shore Drive and Palmetto Avenue, this serene retreat sits just two short blocks from the Gulf’s velvet sands. Here, the best of the island is at your doorstep—from the quiet beauty of the shore to the morning coffee spots and hidden gems along Pine Avenue. Thoughtfully Reimagined Freshly renovated with a keen eye for detail, this home is a turnkey sanctuary designed for modern peace of mind. Every inch has been updated to marry style with resilience, featuring: A Bright, Airy Kitchen: The heart of the home, featuring brand-new finishes and high-end stainless steel appliances. Seamless Upgrades: New hurricane-impact windows and a Garrison Aluminum flood protection system ensure your piece of paradise is as secure as it is beautiful. Modern Essentials: From the new HVAC and LED lighting to the redesigned bathrooms, every system has been refreshed for effortless living. Your Private Tropical Escape The outdoor space is a true island oasis, set on an oversized, lushly landscaped lot. Spend your afternoons lounging by the custom saltwater lap pool or unwinding in the spa, all framed by swaying palms and tropical greenery. The screened lanai serves as a shaded sanctuary, perfect for hosting casual sunset dinners or simply listening to the breeze after a day in the surf. Sun-Soaked & Effortless Inside, the single-level layout flows with natural light, capturing that coveted "barefoot luxury" feel. The Living Quarters: Three comfortable bedrooms and three bathrooms are complemented by fresh, coastal-inspired décor. The Bonus Space: An air-conditioned garage provides a versatile extra layer of living, complete with a full bath and laundry area. Ready for You: Sold with its new, meticulously chosen furnishings, the home invites you to move right in and start living the island dream from day one. A Premier Opportunity Whether you envision a permanent change of pace, a family getaway, or a sophisticated investment, 57 N Shore Drive delivers. Currently a successful vacation rental, this property offers the rare chance to own a piece of Anna Maria’s most sought-after lifestyle—where every day feels like a Saturday. * Note: Property Information received from third-party sources is considered reliable but not guaranteed. All information should be independently verified by buyers and buyers agent.

Listing is courtesy of: SALTY MERMAID REAL ESTATE LLC (941-224-3304)

Listing Agent: Liz Blandford (941-224-3304)

Remarks: Welcome to your dream getaway on Anna Maria Island! THIS HOME HAS A BRAND NEW ROOF! Nestled in a prime location midway between the enchanting Tampa Bay and the pristine Gulf of Mexico waters, this meticulously maintained home offers the perfect blend of convenience and relaxation. Unbeatable location that allows you to stroll effortlessly to Anna Maria's hotspots, from Ginny's to the iconic Sandbar, Two Scoops, the charming Donut Shop, and a plethora of other shops and restaurants. The local trolley system, easily accessible, lets you explore the entire seven-mile-long island with ease. This thoughtfully designed home boasts three bedrooms for guests, two well-appointed bathrooms, and a spacious open living, dining, and kitchen area with a cathedral ceiling. The kitchen is a chef's delight, featuring updated cabinets and granite countertops and a center island with breakfast bar. An indoor laundry room adds valuable convenience, a highly desirable feature for both guest and owners. After a day of sun-soaked adventures, return to your private tropical oasis and indulge in a refreshing dip in the generously sized heated pool and spa. The sprawling backyard provides the ideal setting for relaxation and unwinding. Offered turnkey furnished, this home is not only a delightful retreat but also a savvy investment opportunity. With a proven track record of income generation and repeat bookings in place, it's a seamless transition into the vibrant vacation rental market. The location offers exceptional accessibility, with easy drives to Tampa, Sarasota and multiple airports, making travel convenient for both weekend visitors and longer stays. Nearby shopping, dining and entertainment options further enhance the appeal. Pack your bathing suits and immerse yourself in the laid-back luxury of Anna Maria Island – your slice of paradise awaits!

Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-758-7777)

Listing Agent: Christy Travis (941-545-5284)

Remarks: Charming coastal retreat located at 165 Crescent Dr in the heart of Anna Maria! This beautifully maintained 3-bedroom, 2-bath home offers the perfect blend of comfort and island living. Featuring a private pool and spa, this property is ideal for relaxing or entertaining guests. The outdoor space is a true highlight, complete with a built-in grill and outdoor shower—perfect after a day at the beach. Currently operating as a successful vacation rental, this home presents an excellent investment opportunity or a personal getaway. Inside, the home offers a bright and inviting layout with plenty of natural light and a functional floor plan. Whether you're looking for a turnkey rental property or your own slice of paradise, this home delivers. Just a short distance to the beach, local shops, and dining, this property captures the essence of Anna Maria Island living. Don’t miss this opportunity to own a piece of paradise!

Listing is courtesy of: ISLAND REAL ESTATE-ANNA MARIA (941-778-6066)

Listing Agent: Ryan Sheck (863-581-4005)

Remarks: An easy 5-minute walk to the Gulf on the coveted north end of Anna Maria Island, Limelight is a fully furnished, nightly-rental-friendly pool home offering privacy, charm, and exceptional island value. Located just a few short blocks from direct beach access, this 3-bedroom, 2-bath single-family residence is ideal as a second home, full-time residence, or income-producing investment. Inside, vaulted white wood-plank ceilings, custom millwork, and rich wood flooring create a bright, welcoming coastal atmosphere throughout the open living and dining spaces. The kitchen flows seamlessly into the main living area and features stainless steel appliances, granite countertops, a custom tile backsplash, breakfast bar seating, and a reverse osmosis drinking water system. The primary suite offers a walk-in closet and en-suite bath with a walk-in shower, while guest bedrooms feature crown molding, custom wood trim, and warm wood floors — a timeless north-end aesthetic buyers seek. Outdoor living is where Limelight truly shines. A heated freeform pool is surrounded by lush tropical landscaping for complete privacy, complemented by a covered patio, outdoor shower, and an expansive open-air ground-level living area perfect for lounging, dining, or creating a poolside bar. Electric roll-down screens and hurricane shutters allow for year-round enjoyment. Notable upgrades include a new roof 2024, impact-rated doors and windows, 2-car tandem garage with impact door, interior laundry with storage, tankless hot water heater, app-controlled HVAC with AirKnight air purification, water softener with chlorine removal, 2020 stair and railing updates, and a new 2024 TV in the cabana area. Nightly rentals are permitted, and 2025 rental history reflects just under $100,000 in gross income, despite downtime related to hurricane impacts and owner use, highlighting strong income potential alongside personal enjoyment. The home is offered fully furnished and move-in ready, making this a rare opportunity to own a private pool home within walking distance of the beach on the north end of Anna Maria Island.

Listing is courtesy of: DUNCAN REAL ESTATE, INC. (941-779-0304)

Listing Agent: Mary Anne Muniz (651-470-7020)