Wake up to sweeping views of the Gulf of Mexico from this beautifully maintained two-bedroom, two-bath condo in Sun Plaza West. I direct Gulf front complex on Anna Maria Island. Filled with natural light, this home offers comfortable and inviting coastal living, featuring ceramic tile flooring throughout, Cambria granite countertops, PGT impact windows, and Hunter Douglas blinds that enhance both style and function. Thoughtfully placed dimmer switches create a warm, customizable ambiance, while beautiful Gulf views can be enjoyed year-round from the living spaces and bedrooms. The condo comes fully furnished, making it truly move-in ready and ideal for immediate enjoyment or rental use. Enjoy coffee in the morning off the cozy balcony off the master or enjoy happy hour on the amazing beaches of the Anna Maria. The home was completely renovated approximately 10 years ago, offering completely new electrical and plumbing throughout. As well as updated finishes and a well-designed layout that balances comfort and functionality. Recent upgrades provide added peace of mind, including a brand-new air conditioning system installed in 2023 and a new hot water heater in 2024. Residents enjoy a variety of desirable community amenities, including a sparkling pool, tennis court, and pickleball court—perfect for both relaxation and an active lifestyle. Additional conveniences include an on-site laundry facility and a private 8x10 storage unit, offering ample space for beach gear, bikes, or seasonal items. Whether you’re seeking a full-time residence, a vacation retreat, or an investment opportunity, this Gulf-view condo offers an exceptional combination of comfort, quality finishes, thoughtful updates, and coastal scenery in a sought-after setting. This is the perfect home for living the Anna Maria Life!
Step into effortless island living with this beautifully updated turnkey 2BD/2BA retreat in the heart of Sandy Pointe, a serene mangrove lined community. Tucked away just beyond a private wooden bridge, this elevated condo welcomes you with an open floor plan that seamlessly blends living and dining spaces. Recent updates add fresh style and comfort throughout, making it move in ready from day one. Interior laundry is added for comfort and convenience. Savor your morning coffee or evening breeze on the screened lanai overlooking the inviting heated pool and peaceful estuary. A 2 car tandem carport and extra storage make parking and stashing beach gear a breeze. The community’s weekly vacation rental policy adds income potential. Just a short stroll brings you to shopping, dining, and sandy beaches, and a nearby trolley stop makes exploring the island easy. This is island life at its best, vibrant, convenient, and fully refreshed for your enjoyment.
Experience coastal luxury in this stunning waterfront home located in the highly sought-after Key Royale community. Completely remodeled to the studs in 2021, the residence features a substantial addition that introduced a generously sized family room which is ideal for guest overflow, a dedicated movie room, or a relaxed secondary living area. This meticulous renovation ensures unparalleled peace of mind, featuring a metal roof with spray foam insulation, durable Hardie board siding, and all-new plumbing, air ducts, and electrical systems. The convenience of ground-level living is coupled with the incredible security of a Garrison Flood Prevention system, installed in 2025 at all eight potential water intrusion points. The open-concept layout features a true chef’s kitchen anchored by an oversized island and sleek, custom cabinetry. The heart of the home is designed for the ultimate Florida lifestyle, where opening the large sliding glass doors creates a seamless connection between the interior and the expansive outdoor living space, making it incredibly convenient to host large gatherings while enjoying the coastal breeze. Sophistication meets functionality with Kohler fixtures throughout and a premium Toto Neorest washlet in the primary suite. For the modern professional or host, custom Monarch Murphy beds in the guest bedroom and office offer effortless versatility, while remote-controlled blinds in the den, dining area, and patio doors allow for instant privacy. You can control this entire smart home directly from your phone, including multiple security cameras, alarm and locking systems, and Z-wave lighting throughout. The outdoor living space is a true resort, centered around a sparkling pool and spa surrounded by lush landscaping, an irrigation system, and elegant landscape lighting. Boaters will enjoy the high-end Trex dock, which includes a 7,500-pound lift, a rough-in for a 16,000-pound lift, and multiple locations for electric and water service. Thoughtful additions such as an outdoor shower and 30-amp RV outlets at the front ensure this estate is as practical as it is beautiful, offering a rare turnkey lifestyle in an exquisite waterfront setting. Call today for your private showing!
Beautifully renovated second-floor bayfront condominium offering expansive, unobstructed views of Anna Maria Sound in the highly desirable Westbay Point & Moorings community. Positioned to capture sweeping water vistas, this residence delivers the quintessential Florida waterfront lifestyle with sunrise and sunset views, gentle bay breezes, and panoramic scenery visible from nearly every room. The interior has been thoughtfully updated with wood-look tile flooring, two remodeled bathrooms and a guest bath featuring glass-enclosed shower doors. The bright, coastal-inspired kitchen showcases white cabinetry, quartz countertops, and stainless steel KitchenAid appliances, creating an open, airy space ideal for entertaining. Roof and air conditioning system were replaced in 2025 adding comfort and peace of mind. In 2020, the screened lanai was enclosed with hurricane-impact windows, enhancing year-round living while maintaining stunning waterfront views. French doors lead directly to the primary suite, where tranquil bay views set the tone for relaxation. From your front porch, enjoy spectacular morning sunrises and glowing evening sunsets while watching manatees, dolphins, boats, and coastal wildlife pass by below. The elevated second floor vantage point that truly sets this home apart. Outdoors Westbay Point & Moorings offers resort-style amenities, including tennis and pickleball courts, a heated waterfront pool, a second pool with spa. The community is situated on a private peninsula with lush, park-like tropical landscaping and enjoys one of the highest elevations on Anna Maria Island, a notable advantage for coastal living. The Association is fully reserved, professionally managed with a long-term on-site manager, and the property includes established rental history, with multiple rentals already in place for 2026, making this an attractive option for buyers seeking a Florida waterfront condo, second home, or investment property. The Holmes Beach dog park, skate park, basketball, tennis and pickleball, public boat launch, playground and community activities are just around the corner. The public library, many restaurants, art galleries and shops are very convenient to this location. The world famous sandy beaches of Anna Maria Island are a short drive, bike ride or stroll away. A rare opportunity to own a bayfront residence on Anna Maria Island combining luxury updates, resort amenities, and enduring rental appeal
Luxury 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.
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!
Welcome to LivinGood, a thoughtfully redesigned beach home where effortless indoor-outdoor living shines. Slide open the glass doors and step directly into your private pool and entertainment area, keeping family and guests seamlessly connected without the need to climb a single set of stairs. This completely remodeled 3-bedroom, 2-bath pool home is offered turnkey furnished and blends modern luxury with laid-back beachside charm, with beach access just minutes away. Inside, impeccable craftsmanship is highlighted by restored terrazzo floors, a gourmet kitchen with quartz countertops, all-wood custom cabinetry, and a high-end gas range, a split floor plan for added privacy, and fully updated bathrooms with modern finishes. The home is equipped with a tankless water heater, two mini-split units, a top-of-the-line Trane A/C system, and an EV charger for comfort and efficiency. Outdoors, enjoy a custom high-end pool built by one of the top pool builders on AMI, a screened-in lanai, lush low-maintenance turf, a putting green, built-in closets, ample storage, and close proximity to the island’s best dining and shopping. Everything has been thoughtfully designed with the end user in mind. Schedule your private showing today!
Renovation-Ready asset + Dock! Seize the opportunity to create something truly special on Anna Maria Island. Located on an oversized 9,282 sq ft corner lot, this 3-bedroom, 3-bath residence offers rare flexibility and exceptional upside in one of Florida’s most desirable coastal markets. Currently featuring 1,868 square feet under roof, the home presents a blank canvas ready to be reimagined as your custom island retreat. Zoned for duplex use, the property opens the door to multiple possibilities—whether a full renovation, new construction, or income-producing strategy. Highlights include- Deeded dock (needing some clean-up work), located across the street. Existing pool and pool deck, ideal for year-round island living One-car garage plus carport for convenience and storage Private backyard, perfect for entertaining or quiet relaxation Previously utilized as a 7-night rental with a strong rental history The property was impacted by Hurricane Helene and is being offered AS IS. It has been thoroughly cleaned out and is ready for its next chapter—whether restored or completely re-envisioned. This is a rare chance to secure a generously sized corner lot with zoning flexibility on Anna Maria Island. Bring your vision, contractor, or architect and make it your own. Contact me today for details or to schedule a private showing.
Live the island lifestyle in this custom-built, ELEVATED canal home located in a quiet, no-HOA neighborhood just minutes from the heart of Holmes Beach. Built in 2006, this well-constructed residence offers peace of mind, privacy, and easy access to everything Anna Maria Island is known for—beaches, local dining, boutique shopping, and waterfront parks. The home features an open, multi-level layout designed for comfortable island living, with three spacious bedrooms, multiple balconies and porches, and CANAL and OPEN-WATER views from several levels. The primary bedroom is privately located on the first living level, offering convenience and separation from the additional bedrooms above. Boating enthusiasts will appreciate the private dock with deep-water access and NO BRIDGE RESTRICTIONS, allowing quick access to open water. Additional features include an ELEVATOR, METAL ROOF, four-car garage, ample storage, and room to add a pool for enhanced outdoor living. As one of the few elevated homes in the area, this property offers notable structural integrity and the opportunity to enjoy Anna Maria Island living with confidence.
THIS PROPERTY QUALIFIES FOR A 1% LENDER INCENTIVE IF USING OUR PREFERRED LENDER! Tranquil waterfront canal townhome on Anna Maria Island in Holmes Beach! Welcome to this beautifully and completely updated TURNKEY FURNISHED 2-bedroom, 2-bath townhome tucked away on a quiet cul-de-sac. Designed with an open floor plan, the home features tile floors throughout, a stylish plank ceiling, and a light-filled living area where charming jalousie windows frame serene canal views. The kitchen is thoughtfully upgraded with stainless steel appliances, a micro hood, custom tile backsplash, and elegant gold accents, making it both functional and eye-catching. Both bedrooms offer private en-suite baths with dual sinks and glass-enclosed showers, while the primary suite enjoys peaceful water views. A dedicated laundry room provides additional storage, and low association fees add to the home’s appeal. Outdoors, a large open lanai and deck create the perfect setting for entertaining. Newer dock with ladder access for a 24" boat, fishing from your back yard or simply relaxing, with easy access to launch your kayak and explore the Anna Maria waterways or Palma Sola Bay. Ideally located on highly sought after Anna Maria Island and close to the Holmes Beach boat ramp, shopping, dining, tennis and basketball courts, baseball fields, dog park, and playground, this canal-front retreat offers the best of coastal living.
Welcome to "Captains Quarters" this luxury duplex is recently renovated and centrally located on Anna Maria Island with over $125k in rental revenue in 2025. This property underwent a full renovation in 2023 with full permits for new windows, electric, ac, and plumbing. This island retreat features a brand new heated saltwater pool and spa nestled among the palm trees with a secluded beach alley access. Each side features it's own kitchen, living and dining area. The gourmet kitchen in both units features quartz countertops, new shaker cabinets and stainless steel appliances. This home is being sold turn-key furnished. Property is currently being used as a vacation rental. Call today for your private showing!
Welcome to "Pineapple Paradise" this luxury duplex is recently renovated and centrally located on Anna Maria Island with over $130k in rental revenue in 2025. This property underwent a full renovation in 2023 with full permits for new windows, electric, ac, and plumbing. This island retreat features a brand new heated saltwater pool and spa nestled among the palm trees with a secluded beach alley access. Each side features it's own kitchen, living and dining area. The gourmet kitchen in both units features quartz countertops, new shaker cabinets and stainless steel appliances. This home is being sold turn-key furnished. Property is currently being used as a vacation rental. Call today for your private showing!
OVER $66,000. RENTAL INCOME IN 2025!! Steps to the beautiful sugar sand beach of Anna Maria Island, this 2 bedroom/1 bath fully updated block construction condo is a strong rental! The location is ideal -a quiet spot, just steps to the beach, shopping and grabbing a bite to eat! The adorable Key West style unit had very little storm effects! But the seller updated throughout including new McMillan Waterproof PVC and limestone plank flooring, newly poured pebble shower floor, full RedGard waterproofing system, and new blue board in the updated kitchen. This open kitchen also has new cabinets, new quartz counters & backsplash, new dishwasher, and new disposal! Enjoy the comfort of all new bedroom furnishings and the bright natural lighting that is accentuated by the freshly painted interior and high ceilings in your open living room! Keep the cool from wherever you are, with the new high efficiency wifi enabled HVAC, and relish your heated cozy community with it's grilling area, and pool with water feature! This lovely little enclave is just 4 units, and a frisbee throw to the gorgeous Gulf beaches!
Welcome to your own piece of paradise on Anna Maria Island! This is a BRAND NEW remodel including new metal roof, all new plumbing and electrical, pool/spa and turf and much more! This charming coastal home offers the perfect blend of comfort and island living. Nestled off a quiet street, this property is just a short stroll from the stunning Gulf of Mexico beaches. Featuring 3 bedrooms and 3 bathrooms, its spacious enough for family and guests. One bathroom having access right off the pool for easy access. The open concept living and dining area create an inviting space for relaxation and entertainment. The updated kitchen has modern appliances, quartz countertops and plenty of cabinet and storage space with a large island. Enjoy the Florida sunshine in your private backyard oasis, complete with new turf and a putting green, heated pool/spa and lush landscaping. Your garage provides ample storage space for your beach toys and outdoor gear. Holmes Beach is known for its serene atmosphere and friendly community. This is your chance to own a piece of paradise on Anna Maria Island. Whether you're looking for a permanent residence or a vacation retreat, weekly rentals allowed. Property owners in Holmes Beach can lease a boat slip from the city for $600/year! Schedule your private showing today.
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...
A rare find on Anna Maria Island, this elevated coastal home sits on an expansive 10,000+ square foot corner lot, offering exceptional privacy on multiple sides, an uncommon feature in the heart of Holmes Beach. Enhanced by a new metal roof (2025), newer air conditioning system (2022), storm-rated impact windows and doors, and a newly resurfaced heated pool (2025), this home offers true peace of mind and resort-style living. With weekly rental zoning, this Anna Maria Island real estate opportunity is offered fully turnkey furnished, has recently operated as a short-term rental, and is located just 3 blocks from Anna Maria Island’s sugar sand Gulf Beaches. A perfect blend of island lifestyle with strong investment flexibility. Centrally located in Holmes Beach FL, this quiet neighborhood home is close to restaurants, shopping, coffee shops, and many island attractions. This custom home is far from “cookie cutter.” Custom features include an open-concept layout with 9.5-foot ceilings, soaring tray accents, abundant natural light, luxury vinyl flooring, brand-new carpet in bedrooms, plantation shutters, and a distinctive round formal dining room that captures peaceful and picturesque views down the canal. The chef’s kitchen offers granite countertops and a spacious breakfast bar flowing into the great room, perfect for family nights or an evening of entertaining guests. The private primary suite includes an en-suite bath, a walk-in closet, and continued picturesque views of the canal. Both the primary and additional bedrooms feature built-in closet shelving and organizational systems for added ease. Step outside to a truly rare find in Holmes Beach: an oversized, completely private backyard oasis designed for ultimate relaxation. The outdoor experience begins on the elevated deck, offering the perfect vantage point over the sparkling heated pool, an ideal spot for morning coffee or evening cocktails. Below, a resort-style sunbathing terrace invites you to soak up the sun with plenty of room for intimate outdoor dining or entertaining family and friends. Fully fenced and finished with lush tropical landscaping and low-maintenance artificial turf, this expansive retreat provides the space and privacy rarely found in this area. The property offers convenient access to Sarasota-Bradenton International Airport approximately 40 minutes away, Tampa International Airport about 60-70 minutes, and IMG Academy roughly 25 minutes from the island. Plus a Holmes Beach bonus with City of Holmes Beach boat slip rentals available directly across the street on a first-come, first-served annual lease basis (currently waitlisted) for approximately $750/year.
Available to show March 3rd from 1 - 3 p.m. Spectacular Turnkey Income Property in Sought-After North Beach Village! HOA FEES JUST REDUCED TO $885 PER MONTH ($367 REDUCTION) STARTING APRIL 1ST! Start generating rental income from day one with this highly successful vacation rental, with over $40,000 in bookings already for 2026! Whether you’re searching for a full-time island residence, a seasonal getaway, or a proven income-producing property, this exceptional offering truly checks every box. Experience the best of Anna Maria Island living, where every day feels like a vacation. This property allows weekly rentals, 52 weeks a year, providing maximum flexibility and earning potential. Located in the desirable pet-friendly North Beach Village community—with no size or breed restrictions—residents and guests alike enjoy a relaxed coastal lifestyle, complete with a large community pool ideal for swimming laps or unwinding after a day at the beach. This beautifully decorated condo is nestled within a quiet community and is just a three-minute walk to the sugar-sand shoreline. Enjoy being moments away from charming local shops, popular island restaurants, and all the laid-back character Anna Maria Island is known for. Prefer to leave the car behind? The free island trolley stop nearby makes getting around effortless. Outdoor enthusiasts will appreciate nearby amenities including a dog park, playground, basketball courts, pickleball, and tennis courts, all just minutes away. Inside, this inviting island retreat offers 1,536 square feet of bright, open living space, featuring three bedrooms, two and a half bathrooms, and indoor laundry. Recent updates include a new roof (2025) and a standout primary bathroom unlike any other in the community. The spacious primary suite boasts a large walk-in shower with seating, dual-sink vanity, linen closet, and a private commode area, creating a true spa-like retreat. The home also features hurricane shutters and a hurricane-rated reinforced garage door, offering peace of mind for owners and guests alike. Neutral flooring and soothing paint tones throughout create a calm, coastal atmosphere that both owners and guests will love. Multiple outdoor living spaces enhance the island experience, including a screened-in porch tucked among the trees for added privacy, two large balconies, and a private ground-level deck—perfect for enjoying island breezes and outdoor dining. A large sleeper sofa allows plenty of room for extra guests. On the ground level, in addition to the main living area, you’ll find a generous 10' x 14' bonus space, ideal for a home office, gym, or game room. There is also an oversized 9'6" x 8' owner’s closet/storage room, providing the perfect place to securely store personal belongings while the property is rented. Offered fully furnished and truly turnkey, this exceptional property presents a rare opportunity to own a slice of paradise with outstanding income potential. Whether you’re investing, vacationing, or settling in year-round, this home delivers the ultimate island lifestyle—sun, sand, and serenity just steps from your door.
Elevated and inviting, this 3-bedroom, 2-bath home on Anna Maria Island perfectly blends coastal character with family-friendly functionality. Bright and breezy, the open layout and cathedral ceilings create an airy feel, while thoughtful touches and cheerful décor make every space feel like home. An elevator adds convenience, and multiple porches with cozy seating provide ideal spots to enjoy the gentle island breezes. Designed for both relaxation and entertaining, the private backyard features a sparkling pool and spa, plus a covered area perfect for outdoor meals, game nights, or unwinding after a day at the beach. Inside and out, this home offers comfortable living spaces that make every gathering memorable. Located in the heart of Holmes Beach, you’ll enjoy easy access to local shops, restaurants, and, of course, the beach. With its friendly, laid-back vibe, Holmes Beach is ideal for full-time living, weekend escapes, or family vacations. Don’t miss this rare opportunity to embrace the island lifestyle in a charming, elevated home that truly has it all.
Welcome to this elevated 3-bedroom, 2-bath coastal retreat, ideally located just minutes from the beautiful sands of Anna Maria Island. Designed for effortless island living, this inviting home features cathedral ceilings and an open-concept layout that fills the space with natural light and an airy, relaxed feel. Thoughtfully curated interiors blend comfort and coastal style, while spacious porches with inviting seating areas provide the perfect setting to unwind and enjoy the island breeze. An elevator adds everyday convenience, enhancing accessibility and ease of living. Downstairs, the home truly shines as an outdoor oasis. Enjoy a resort-style pool and spa, complemented by a covered entertaining area ideal for lounging, dining, or gathering with family and friends—perfect after a day at the beach. Situated in the heart of Holmes Beach, you’re moments from local favorites, charming shops, and the laid-back island lifestyle Anna Maria Island is known for. Whether you’re seeking a full-time residence, vacation getaway, or income-producing investment, this coastal home offers exceptional versatility and timeless appeal.
Steps to the Beach: A Deluxe Retreat with Massive Rental Power! Why choose between a vacation home and a smart investment? This stunning, fully remodeled villa offers the best of both worlds. Nestled just a short stroll from the sand, this 2-bedroom, 2-bathroom sanctuary w/ private garage is a masterpiece of coastal design. But the beauty is more than skin deep—this property is a proven earner, generating over $60,000 in rental income since June 2025 alone. The backyard is a private resort, featuring a heated pool with spa features and a one-of-a-kind custom bar with a cascading waterfall—the perfect 'money shot' for your rental listing. Inside, enjoy 1,300+ sq ft of luxury, sold turnkey furnished for immediate enjoyment or continued rental success. With impact-rated everything and a modernized effective age, this villa is as 'set-and-forget' as it gets. Whether you are looking for a personal paradise or a turnkey business with a $100k+ annual potential, your search ends here.
Expansive Gulf and Intracoastal views on Anna Maria Island "Beach View Retreat". Custom-built 5 bedroom 4 bath home is not just a residence: it's a lifestyle. With quick access to the pristine beaches, vibrant local dining, live music, recreational activities, this property offers the perfect blend of relaxation and adventure. Experience an open and airy layout designed for relaxation and entertainment. The great room features large windows, two sets of French doors that let the natural sunlight, highlighting the elegant finishes and coastal decor throughout enjoy sitting on the front porch watching the palm trees sway. Adjacent to the great room is a gourmet kitchen, complete with stainless appliances, ample cabinetry, and a spacious island that invites casual dining and social gatherings. Step outside to your private outdoor oasis, where you can unwind by the sparkling pool surrounded by a waterfall and lush tropical landscaping. Lounge out in the sun from the rooftop deck and watch a sunset over the Gulf or enjoy panoramic views of the Intercoastal Waterway. The luxurious master suite provides a tranquil retreat, featuring expansive windows, French doors that lead out to the porch, enjoy the ensuite bathroom with a soaking tub and walk in shower, a spacious walk-in closet. Additional bedrooms are thoughtfully designed to accommodate guest or family members, each with a porch and 3 with ensuite bathrooms. Enjoy the 3+ car garage with 2 storage areas for all your beach and pool accessories. For guest that need an elevator it has access to all floors. Bring your boat or jet ski this home has ample parking for your guest and toys. Fantastic location with walking distance to Shops, Publix grocery store, drug stores and many local restaurants. No need to drive with a Island trolley that runs every 30 minutes accessing most popular hot spots on the island and it is FREE! This home comes turnkey furnished!
Location, location, location! Welcome to 608 Hampshire Lane on beautiful Anna Maria Island, offering the rare combination of golf course views in the front and an ultra-wide canal in the back. This waterfront home is move-in ready and delivers an exceptional island and boating lifestyle. The home features a barrel tile roof (installed in 2009 and recently power washed) along with hurricane impact windows and an impact-rated garage door. Interior upgrades include new 24 x 24 porcelain tile flooring throughout most of the home, fresh interior paint, a new A/C system, and a full stainless-steel appliance package including a new stove, refrigerator, microwave, and dishwasher, along with a new washer and dryer. The open plan living areas are designed for entertaining and maximize the beautiful canal and pool views, creating a bright and inviting space for everyday living and entertaining. The spacious family room overlooks the wide canal and the saltwater pool with waterfall, seamlessly connecting indoor comfort with outdoor island living. Outdoor living truly shines with a saltwater pool featuring solar heat and a new pool pump, plus an expansive entertaining area. The exterior kitchen and separate sitting area under the pergola are both covered, providing a roofed outdoor space ideal for year-round entertaining. The outdoor kitchen is equipped with a commercial-grade grill, there is a freezer, refrigerator, and sink, making it perfect for hosting family and friends. Boaters will appreciate the private dock with a 13,500-lb boat lift, a seawall cap updated in 2009, and a commercial well for irrigation. Additional features include an epoxy-finished garage floor with built-in workbench and tool cabinets, a fully floored attic with lighting and standing room for excellent storage, and ample paved space alongside the home to park a small RV or boat trailer. The property is offered turnkey furnished with a few exceptions, making it ideal as a primary residence, vacation home, or investment property on beautiful Anna Maria Island. *Note: Property information received from third-party sources is considered reliable but not guaranteed. All information should be independently verified by buyers and buyers agents.
Gulf Sands is located in a great location on Anna Maria Island. The unit offers a renovated 2-bedroom, 2-bath coastal escape with Gulf views, private balcony, full kitchen with in-unit laundry, a shared heated pool, and direct private beach access, perfect for island living with amenities and proximity to local attractions and dining. New Air Conditioning unit in 2024. All information should be independently verified by buyers and buyers agents.
This newly and fully remodeled open floor plan 3-bedroom, 2-bathroom Holmes Beach, FL home is now offered WITH DEEDED BOAT SLIP AND BOAT LIFT as a move-in ready dream come true. This home can also be available WITHOUT the boat slip and lift for non-boaters who would be happy just enjoying island and beach life alone. Here you will enjoy the “old Florida” feel of the quiet neighborhood along with the benefit of the totally private back yard and a gorgeous marina water view across from the front of the home. The DEEDED boat slip is only 50 yards from front of the home in the canal marina directly across the street and has a updated dock, 13,000 lb lift, water, electric, and can support a boat with up to 9.5 ft beam and 30 ft length overall. This home has hurricane-rated windows (2023) with Levolor Custom Sheer Shade window coverings, new ceramic tile flooring, a beautifully revamped kitchen with new GE stainless steel appliances (2025), new GE large capacity front load washer/dryer (2025), and newly tiled spa-like bathrooms. Comfort is assured at all times with a brand-new Carrier A/C with heat pump and smarthome thermostat (12/2024) and a tankless water heater (2023) for never-ending hot showers. The backyard is a private tropical oasis featuring a heated saltwater pool with a new pool pump (11/2024), pool heater (12/2025), a top of the line 2022 HotSprings Vanguard saltwater hot tub with all new (2025) heaters, pumps and controllers, lush irrigated landscaping, a 6ft privacy fence, and a massive fan cooled and lighted tiki-covered paver patio for entertaining. The home exterior has updated HardiePlank siding, fresh paint and gutters, a 2019 roof, and beautifully landscaped yard along with the marina canal views right across the street. Just steps from the Gulf beach and close to everything that makes Anna Maria Island great: top restaurants, bars, boutiques, and all the beach and cart-riding fun you can handle to provide the ultimate island living experience. Finally, and very importantly, this home has no HOA, no Master Association, no CDD, and can be (is currently) Homesteaded.
Striking modern luxury meets investment potential at The Black Pearl, a four-bedroom, five-and-a-half-bath residence located just a short walk from the beaches of Holmes Beach, downtown shopping and dining, and the island trolley. This architecturally distinctive black-and-white home features a private black-bottom infinity-edge pool, resort-style outdoor living, and a rooftop deck with panoramic Gulf views. Designed for both lifestyle and performance, the home offers a bright open-concept interior, gourmet kitchen with island seating, and four king bedroom suites—each with a private ensuite bath—plus a bonus den with additional sleeping flexibility. Outdoor amenities include a full outdoor kitchen, multiple lounge and dining areas, outdoor shower, and ample on-site parking. Currently part of the Exclusive Vacations luxury rental program, the property offers immediate access to a professionally managed, high-end short-term rental platform focused on premium positioning, elevated guest experience, and revenue optimization. A rare opportunity to own a visually iconic, walkable luxury home with proven short-term rental appeal on Anna Maria Island.

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.