Location: Holmes Beach
Do Not Show Listings
3014 GULF DR, HOLMES BEACH, FL 34217
$1,125,000175 Days on yellowkey MLS ID: A4678029
INCREASED by $50,000 (4.7%) on 06/25/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1320 Built: 1977 Tax: $12,953 (2024)Community: IlexhurstSpa: YesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$12,953
Elementary School: Anna Maria Elementary
High School: Manatee High
Tax Year: 2024
Middle School: Martha B. King Middle
Remarks: 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!
Listing is courtesy of: PINEYWOODS REALTY LLC (813-225-1890)
Listing Agent: Amanda Cornett (941-807-2811)
607 NORTH POINT DR, HOLMES BEACH, FL 34217
$1,795,000135 Days on yellowkey MLS ID: A4682874
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1884 Built: 1987Monthly Fee: $117 Tax: $22,261 (2025)Community: Key RoyaleSpa: NoSingle Family
Taxes:$22,261
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: CANAL FRONT IN KEY ROYALE - NORTH POINT HARBOUR WITH COMMUNITY POOL AND TENNIS COURTS. Experience unparalleled luxury in this exquisite and elevated waterfront home. Beautifully remodeled with a NEW ROOF (2025) and turnkey furnished 3-bedroom, 2-bathroom waterfront home, offering nearly 2,000 square feet of luxurious living space and includes a community pool and tennis courts! The home sits at 11 feet elevation and had no flood damage. Located in the highly sought-after North Point Harbour community of Key Royale on Anna Maria Island, this home epitomizes an idyllic blend of elegance and tranquility. Having undergone tasteful renovations, this canal-front gem is fully furnished and move-in ready. It boasts 83 feet of waterfront with a private dock and a 12,000 lb boat lift, allowing you to embark on sunset cruises directly from your backyard into the open water with no bridges obstructing your path. The primary suite is a true retreat with a balcony overlooking the water, complete with a luxurious en-suite bathroom, walk-in closet. Additional bedrooms are generously sized and elegantly appointed. A lovely courtyard patio overlooking the water invites you to enjoy the outdoors and dine alfresco. North Point Harbour residents enjoy exclusive access to the community pool, tennis and pickleball courts, and clubhouse. Additionally, you have the option to join the private Key Royale Golf Club, featuring the island’s only golf course, along with dining and social activities. This home is just a golf cart ride away from Anna Maria Island’s stunning beaches and all its attractions, perfect for embracing the island lifestyle year-round or as a seasonal retreat. This home combines the best of luxury living with the beauty and serenity of a waterfront setting. The included pool drawings/renderings provide visions of a future pool. Don’t miss the opportunity to make this dream home yours.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-896-9981)
Listing Agent: Hannah Hillyard (941-744-7358)
522 68TH ST, HOLMES BEACH, FL 34217
$3,045,00042 Days on yellowkey MLS ID: L4962247
REDUCED by $150,000 (4.7%) on 06/22/2026
Bed: 4 Bath: 3.5 Gar: 1 Liv Area Sq Ft: 2409 Built: 1969 Tax: $20,981 (2025)Community: Bay Palms AddSpa: YesSingle Family
Taxes:$20,981
Remarks: Experience the ultimate island lifestyle in this exquisite coastal retreat on Anna Maria Island. Nestled on one of the island’s most breathtaking tropical lots, this beautifully updated four-bedroom, three-and-a-half-bath residence offers deepwater canal access to the Gulf and the perfect blend of luxury, comfort, and waterfront living. Sold fully furnished and including a golf cart for added convenience, the home underwent an extensive remodel in 2021 and has been thoughtfully upgraded throughout. Recent improvements include a new seawall and dock with a 10,000-pound boat lift upgraded in 2024, as well as a whole-house propane generator installed in 2026. The property has also had no flood damage. Inside, expansive wood-look plank tile flooring creates a warm and inviting atmosphere throughout the home. The stunning chef’s kitchen features quartz countertops, custom cabinetry, and premium high-end appliances. The main living level includes three spacious guest bedrooms, while the entire upper level is dedicated to a luxurious primary suite complete with dual vanities, a spa-inspired bathroom, and an oversized walk-in closet with washer/dryer. Additional highlights include a 200-square-foot insulated storage attic, a private man cave, and a unique indoor entertainment space featuring an indoor grill, bar, and television area that flows seamlessly to the resort-style pool and outdoor living space. From your private dock, enjoy direct boating access to nearby beaches, waterfront dining, and all the charm that island living has to give. This exceptional property is a rare opportunity to own a true waterfront paradise on one of Florida’s most sought-after islands. Don’t miss your chance to make this dream home your reality.
Listing is courtesy of: BERRY REALTY & APPRAISAL SERVICES PA (863-224-6857)
Listing Agent: Tina Ford (863-581-2443)
6921 HOLMES BLVD, HOLMES BEACH, FL 34217
$625,00072 Days on yellowkey MLS ID: A4691677
4 Days Off yellowkey (back on 7/5/2026)
REDUCED by $5,000 (0.8%) on 06/19/2026
Bed: 2 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 860 Built: 1982 Tax: $9,179 (2025)Community: Clark Spring Lake EstatesHalf Duplex
Taxes:$9,179
Remarks: Under contract-accepting backup offers. Following a FINAL price reduction, the seller has positioned this property for a prompt sale. Buyers who have been waiting for the right opportunity should take notice-this home now offers outstanding value and is priced for immediate consideration. This elevated two-bedroom, two-bath half-duplex home in Holmes Beach offers an ideal beach getaway with the added benefit of allowing weekly rentals and no HOA. Situated on a quiet cul-de-sac, it's just a block away from Beach Access #69. The home features a front deck, perfect for morning coffee, and a back deck for evening cocktails, complete with a stairway leading to a private backyard. Enjoy peaceful lagoon views from your backyard, creating a serene and relaxing setting. Both decks have been updated with Trex decking, known for its durability and longevity, often lasting many years. The backyard also provides ample space for a future pool. Inside, the home boasts a combined living and dining room and a pass-through kitchen. The primary bedroom includes a walk-in closet with a stackable washer/dryer, and the second bedroom and bath are conveniently adjacent to the primary. Recent updates enhance the home's appeal and functionality, including a new AC in 2018, newer kitchen appliances, newer kitchen cabinetry and waterproof vinyl flooring throughout. Significant exterior upgrades were completed in 2021, such as a new metal roof, Hardie board siding, and impact windows and doors. Hardie board siding (fiber cement siding) is recognized for its durability and resistance to weather, pests and fire. Impact windows and doors offer benefits such as enhanced security, noise reduction, increased energy efficiency and protection against extreme weather, potentially increasing property value and lowering insurance costs. A 6-foot privacy fence was also added in 2021. The ground floor features a garage with tandem parking for two cars or space for one car and a golf cart or bikes. Additionally, a non-conforming space offers flexibility for an office, art studio or other uses. This home is centrally located in Holmes Beach, providing easy access to local shops, restaurants, a dog park, a marina and the 63rd Street boat ramp. Holmes Beach, in the middle of Anna Maria Island, is known for its pristine public beaches and offers various activities and attractions.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-383-2500)
Listing Agent: Jackie Kleppinger (941-320-0049)
3705 E BAY DR #117, HOLMES BEACH, FL 34217
$466,50055 Days on yellowkey MLS ID: A4693492
REDUCED by $1,500 (0.3%) on 06/26/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1121 Built: 1980 Tax: $2,451 (2025)Community: Sunbow Bay Ph IiiCondo
Taxes:$2,451
Remarks: Just a couple blocks from the beautiful beaches of Holmes Beach, this charming 2-bedroom, 2-bath corner unit offers the perfect blend of comfort, convenience, and coastal living. Inside, you’ll find new flooring throughout, an open-concept living and dining area filled with natural light, and a spacious screened-in patio perfect for relaxing after a day at the beach. Other upgrades include New appliances, custom closets built in, and new kitchen appliances! Sunbow is located right off Manatee Avenue and close to all the necessities of island living. Located in a desirable community featuring a sparkling pool and a peaceful walking trail surrounding the water, this property is ideal as a full-time residence, vacation getaway, or investment opportunity. Enjoy easy access to shopping, dining, and the laid-back island lifestyle all just moments away.
Listing is courtesy of: MARCUS & COMPANY REALTY (941-932-8550)
Listing Agent: Jessica Adair (941-345-0178)
324 64TH ST, HOLMES BEACH, FL 34217
$1,100,00044 Days on yellowkey MLS ID: A4694348
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1262 Built: 1969 Tax: $5,809 (2025)Community: Plum Tree CottagesSpa: NoSingle Family
Taxes:$5,809
Remarks: The ultimate island investment or low-maintenance personal paradise has arrived! This fully remodeled 3-bedroom, 2-bathroom villa offers the rare freedom of zero HOA fees combined with high-income weekly rental potential. Originally built with solid mid-century bones, the property carries an effective year built of 2009 and has just undergone a spectacular, top-to-bottom luxury transformation. Step inside to a bright, airy great room boasting vaulted ceilings and elegant crown molding throughout. The stunning chef’s kitchen features a massive island with counter seating, brand-new cabinetry, quartz countertops, and all-new Stainless Steel appliances. Total peace of mind is yours with BRAND-NEW impact-rated windows, exterior doors, and sliding glass doors, complemented by fresh interior/exterior paint and new ceramic tile flooring. The outdoor space is a private tropical oasis, showcasing fresh landscaping with a full irrigation system/landscape lighting and a fully fenced yard. The sparkling heated pool is ready for year-round enjoyment with a brand-new pool heater and pool pump. Offered completely turnkey furnished, this island gem is move in and rental-ready from day one!
Listing is courtesy of: DUNCAN REAL ESTATE, INC. (941-779-0304)
Listing Agent: Lindsey Strickland (941-737-3491)
514 KEY ROYALE DR, HOLMES BEACH, FL 34217
$2,750,0006 Days on yellowkey MLS ID: A4698679
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2668 Built: 1973Monthly Fee: $8 Tax: $23,628 (2025)Community: Key Royale 1St AddSingle Family
Taxes:$23,628
Remarks: Welcome to 514 Key Royale Drive, where luxury waterfront living meets the relaxed island lifestyle. Nestled in the exclusive and highly sought-after Key Royale community, this beautifully appointed 3-bedroom, 3-bathroom home sits on a generous .24-acre waterfront lot and offers 100 feet of deep-water canal frontage, featuring a private boat dock and lift, with direct boating access to Tampa Bay and the Gulf of Mexico. Step outside to enjoy the heated pool and spa overlooking the water, creating the perfect setting for relaxing or entertaining. Recent updates include two new air conditioning systems, a new electric pool heater, and a new water heater, all installed in 2024 and 2025. The bright, open floor plan is enhanced by soaring vaulted ceilings and recessed lighting throughout the main living area, creating an inviting space filled with natural light. Designed with both comfort and style in mind, the beautifully updated gourmet kitchen features new stainless steel appliances, rich granite countertops, abundant cabinetry, and generous workspace—perfect for preparing meals or gathering with family and friends. The spacious primary suite is a private retreat with two walk-in closets and a luxurious en-suite bath. One of the guest bedrooms also features its own en-suite bathroom, providing exceptional comfort and privacy for family or visitors. Just a few blocks away, the Key Royale Club offers optional golf or social memberships, allowing you to enjoy its private par-32 nine-hole golf course, clubhouse, dining, and year-round social events. Whether you're an avid golfer or simply looking to embrace the island lifestyle, this amenity adds to the appeal of this exceptional location. Key Royale allows one-month minimum rentals, making this home an outstanding opportunity as a full-time residence, seasonal getaway, or income-producing investment.
Listing is courtesy of: AN ISLAND PLACE REALTY INC (941-720-2242)
Listing Agent: Tanya Edwards (941-545-3582)
311 63RD ST, HOLMES BEACH, FL 34217
$1,699,000148 Days on yellowkey MLS ID: A4680267
REDUCED by $26,000 (1.5%) on 05/04/2026
Bed: 4 Bath: 0.0 Liv Area Sq Ft: 1900 Built: 1971 Tax: $12,289 (2024)Community: Holmes Beach 17Th UnitApartment
Taxes:$12,289
Remarks: Own 2 Vacation / Investment Properties for the price of 1 with this Island Duplex -Live in 1 Side / Rent the other with Strong repeat weekly Income Potential. Just a short 8 min. healthy walk to the beaches and downtown Homes Beach. This fully remolded duplex offers two private 2 BR/2BA residences, each with its own private entrance and each with a private heated and cooled pool ideal for total privacy each side. Designed for both easy living and high-performance rentals. This property is offered Turnkey Furnished with upgraded furniture and appliances as well as enclosed outside storage for each unit filled with Pool and Beach Toys. Each unit features an open-concept layout, updated systems including smart TV"S, private outdoor living spaces and a resort-style tropical setting. New AC'S, Hot water heaters and Decorative Metal Roof added in 2025. Parking for 4 vehicles makes this a unique property to avoid looking for parking on the Island and has a free trolley stand just across the street. This is an ideal opportunity for Investors or Buyers seeking a personal Island Retreat that generates income as a weekly rental. Prime Location, Proven Performance with rentals in place for Effortless Island Living! Looking for acceptable contract to close prior September 30, 2026
Listing is courtesy of: IVP OF FLORIDA INC (941-778-1000)
Listing Agent: Mel Neely, Pa (941-809-5565)
2913 GULF DR, HOLMES BEACH, FL 34217
$999,000117 Days on yellowkey MLS ID: A4684724
REDUCED by $50,000 (4.8%) on 06/08/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1048 Built: 1940 Tax: $13,580 (2024)Community: IlexhurstSingle Family
Taxes:$13,580
Remarks: You must see this charming 1940s Craftsman cottage tucked into the historic heart of Anna Maria Island! This beautifully renovated two-bedroom, two-bath homestead blends timeless Old Florida character with effortless coastal charm. The home’s distinctive pecky pine exterior pay homage to its heritage while creating a warm, inviting island aesthetic that reflects the relaxed spirit of Anna Maria’s historic beach community. Inside, the home opens into a light-filled open floor plan designed for easy coastal living and effortless entertaining. The living, dining, and kitchen areas flow seamlessly together, creating a welcoming gathering space filled with natural light and breezy island ambiance. Whether enjoying a quiet morning coffee or hosting friends after a day at Anna Maria’s beautiful beaches, the layout makes the home feel both spacious and intimate. A convenient indoor laundry room is thoughtfully tucked away, adding modern practicality to this historic retreat. The home features a well-designed split floor plan, offering privacy and comfort for residents and guests alike. The primary bedroom suite includes a private ensuite bath, creating a peaceful retreat at the end of the day. On the opposite side of the home, the second bedroom features charming built-in bunks, perfect for family or visiting guests, with easy access to the second full bath. Step outside to discover a beautifully landscaped private pool enclosure, surrounded by lush tropical greenery that creates a tranquil island oasis. It’s the perfect spot to relax, unwind, and soak in the peaceful rhythm of Anna Maria’s laid-back island lifestyle. All of this is located just two blocks from Anna Maria’s world-famous sugar-sand beaches, and only moments from the island’s beloved restaurants, charming boutiques, and local shops. Spend your days biking to breakfast cafés, strolling to dinner with sunset views, or exploring the unique coastal storefronts that make Anna Maria so special. This lovingly restored cottage offers a rare opportunity to own a piece of historic island charm paired with modern comfort in one of Florida’s most treasured beach communities.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Becky Sirigotis (941-201-8000)
214 85TH ST, HOLMES BEACH, FL 34217
$1,199,99950 Days on yellowkey MLS ID: TB8510500
INCREASED by $10,999 (0.9%) on 07/03/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1398 Built: 1958 Tax: $11,839 (2024)Community: Holmes Beach 33Rd UnitSingle Family
Taxes:$11,839
Remarks: Welcome to this beautifully renovated 3-bedroom, 2-bathroom home in the heart of Holmes Beach on Anna Maria Island. Updated throughout in 2026, this move-in-ready residence offers approximately 1,398 square feet of stylish, single-level living designed for comfort and convenience. The bright and inviting interior features a modern kitchen with updated cabinetry and countertops, new shutters throughout, and thoughtful finishes that create a fresh coastal feel. Central air conditioning and electric heat provide year-round comfort, making this home ideal as a primary residence, vacation getaway, or investment property. Situated on a generous 0.21-acre lot, the property offers a large backyard with sliding glass door access, providing plenty of space to entertain, relax, or create your dream outdoor oasis. There's ample room for a pool, ADU, or additional outdoor living areas. Located on a quiet, low-traffic street, this home offers a peaceful setting with wonderful neighbors and a true sense of community. Enjoy the tranquility of island living while being just minutes from everything the north end of Anna Maria Island. Location truly is everything. You'll love the convenient access to sugar-sand beaches, an 8 minute walk to a public beach, island shopping, local cafes, restaurants, parks, and outdoor recreation. The golf-cart-friendly neighborhood makes it easy to explore and enjoy the island lifestyle. As an added bonus, all furnishings are included with the sale, making this a turnkey opportunity. Don't miss your chance to own a beautifully updated home in one of Anna Maria Island's most desirable locations.
Listing is courtesy of: INVESTCOR REALTY LLC (813-761-4250)
Listing Agent: Dylan Casarez (951-470-7551)
6500 FLOTILLA DR #187, HOLMES BEACH, FL 34217
$529,00056 Days on yellowkey MLS ID: A4693561
REDUCED by $21,000 (3.8%) on 06/29/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1377 Built: 1979Monthly Fee: $713 Tax: $7,727 (2025)Community: Westbay Point & Moorings IiCondo
Taxes:$7,727
Remarks: SPECTACULAR WATER VIEWS!!! Welcome to Westbay Point & Moorings, a highly desirable waterfront condominium community tucked away in a quiet area of Holmes Beach on Anna Maria Sound. This charming community offers resort-style amenities including a heated pool and spa, tennis and pickleball courts, and kayak launch. Monthly rentals are permitted up to 12 times per year, offering exceptional flexibility for both personal use and investment. This second-floor 2B/2B condo is being sold furnished and turnkey, featuring beautiful coastal décor throughout—ready for immediate enjoyment or rental opportunity. BUILDING HAS NEW ROOF IN 2024. Recent updates include: Luxury vinyl flooring throughout living areas and bedrooms, Hurricane-impact windows, Brand-new stainless steel appliances (2026),New A/C system (2025). The spacious primary suite opens to breathtaking water views, creating a serene retreat. Additional features include an in-unit laundry closet and pet-friendly policies. Westbay Point is known for its welcoming, friendly atmosphere where neighbors truly feel like a community. Just around the corner, you’ll find the Holmes Beach public boat ramp as well as public pickleball, basketball, fitness, dog, and skate parks, plus the local library. Ideally located just a short stroll from Anna Maria Island’s famous sugar-sand beaches, as well as boutique shopping and top-rated dining. Low HOA fee of $713/month includes: Cable TV, high speed internet, 2 community pools, escrow reserves, insurance on the building, exterior and grounds maintenance, on-site management, pest control, sewer, trash, and water—everything except electric! FULLY FUNDED RESERVES AND NO OPEN HURRICANE CLAIMS.
Listing is courtesy of: SATO REAL ESTATE INC. (941-778-7200)
Listing Agent: Cindy Quinn, Pa (941-780-8000)
311 59TH ST #B, HOLMES BEACH, FL 34217
$1,383,000148 Days on yellowkey MLS ID: A4682162
REDUCED by $1,000 (0.1%) on 07/05/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1518 Built: 2027 Tax: $1 (2025)Community: Holmes Beach 15Th UnitSingle Family
Taxes:$1
Remarks: Pre-Construction. To be built. Why buy old when you can get new for the same price? Green Street Builders brings 35+ years of experience, and refreshing coastal elegance at an unbeatable $900/sqft price point. The plans speak for themselves. 4 defined sleeping areas per side (including an open air loft), high-functionality, and open concept design with vaulted ceilings. Quartz waterfall counters, modern sleek cabinets, a lot of glass, built to latest hurricane codes; everything you would want in a new construction at a more obtainable price point. Zoned for weekly rentals, it's a lush, tropical, vacation themed setting for you to enjoy... or for your guests to come back to year after year. 45% down, 10% at drywall, the rest not due until Certificate of Occupancy. Nearby comparable sales at least $125,000-$175,000 higher. Call to chat, do your own research or ask for a list of recent comparables, no obligations.
Listing Agent: Jason Skowronski (941-812-6090)
101 73RD ST #3, HOLMES BEACH, FL 34217
$725,000244 Days on yellowkey MLS ID: A4669729
1 Days Off yellowkey (back on 7/5/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 900 Built: 1980 Tax: $3,151 (2025)Community: Princess Martha AptsCondo
Taxes:$3,151
Remarks: Under contract-accepting backup offers. Virtually Staged. This is your golden moment. Zoned for nightly rentals. Beachfront boutique building is comprised of only six units. This updated two-bedroom, two-bath unit has magnificent views with shells and sand at your back patio that lead you to the private path, which opens to the breathtaking sands of The Gulf. This is a rare opportunity as unique buildings like these are few and far between. It could be the ideal place to call home or to use as a nightly or weekly rental. The condominium association fee includes exterior maintenance, cable, water, sewer and trash. One pet allowed with no weight limit. The roof, air-conditioning unit and water heater were installed in 2025. Make your appointment today to be one of the premier owners of this boutique beachfront condominium.
Listing Agent: Shellie Young, Pa (941-713-5458)
203 N HARBOR DR, HOLMES BEACH, FL 34217
$2,995,000171 Days on yellowkey MLS ID: A4678835
REDUCED by $180,000 (5.7%) on 06/26/2026
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2636 Built: 2011 Tax: $43,372 (2024)Community: Sportsmans Harbor RevSpa: YesSingle Family
Taxes:$43,372
Remarks: A rare waterfront opportunity just became irresistible!!! Luxury 5 Bedroom Waterfront + Dock | 3-Min Walk to Beach -Exceptional waterfront retreat perfectly positioned in the heart of Anna Maria Island. Just a three-minute stroll to the soft sugar sands of Manatee Beach, this stunning five-bedroom, three-and-a-half-bath residence delivers coastal luxury at every turn—complete with a private dock with ladder where manatees often glide by, a heated pool and spa, and a show-stopping rooftop deck with Gulf and Bay views. Designed for unforgettable gatherings, Coral Castle seamlessly blends upscale comfort with relaxed island charm! Outdoor Living at Its Finest, the rooftop deck is the crown jewel of Coral Castle—offering breathtaking sunrise and sunset views over both the Gulf and Bay. Start your mornings with coffee and ocean breezes or unwind in the evening with a cocktail as the sky glows in brilliant island hues. The tropical backyard is a private sanctuary featuring a heated pool, spa, lounge seating, and outdoor grill, perfect for post-beach relaxation or entertaining under the stars. From the private dock, enjoy peaceful water views—and keep watch for friendly manatees passing by, an unforgettable hallmark of island living. Stylish Interiors Made for Comfort-Step inside to a bright, open-concept living space filled with natural light and coastal elegance. The living room offers plush seating, a flat-screen TV, and sliding glass doors that open directly to the outdoor patio—blurring the line between indoor and outdoor living. The chef-inspired kitchen is fully equipped with stainless steel appliances, generous counter space, and a wine fridge, making meal prep effortless. Gather inside at the dining table or dine alfresco beneath the covered patio for a true island experience. Sleep in Luxury- Primary Suite: King bed, private balcony, vaulted shiplap ceiling, walk-in closet, spa-style ensuite with soaking tub and walk-in shower; Second Bedroom: King bed, Jack-and-Jill bathroom with walk-in shower; Third Bedroom: King bed, Jack-and-Jill bathroom with walk-in shower; Fourth Bedroom: Full bed, Jack-and-Jill bathroom with shower/tub combo; and Fifth Bedroom: Full bed, Jack-and-Jill bathroom with shower/tub combo. Prime Island Location- Enjoy peaceful mornings fishing from the dock or take a short drive to Pine Avenue and Bridge Street, where you’ll discover charming boutiques, local dining, and island favorites. Whether your days are spent boating, lounging by the pool, or soaking in rooftop views, Coral Castle delivers the perfect balance of relaxation and adventure. Every detail is designed to create lasting memories—from manatee sightings to sunset cocktails on the rooftop. This is more than a stay—it’s a true Anna Maria Island experience. Currently operating as a vacation rental with solid history and a strong start to 2026—ideal personal-use + income opportunity.
Listing is courtesy of: BLUESRQ REAL ESTATE INC (941-894-7248)
Listing Agent: Shauna Ruby (941-544-2070)
617 DUNDEE LN, HOLMES BEACH, FL 34217
$2,175,00068 Days on yellowkey MLS ID: A4692250
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2205 Built: 1968Monthly Fee: $8 Tax: $12,131 (2025)Community: Key Royale 9Th AddSpa: YesSingle Family
Taxes:$12,131
Remarks: Welcome to your light-filled Key Royale retreat—an effortlessly elegant coastal charmer on Anna Maria Island. Beautifully refreshed and thoughtfully designed, this home embraces the best of indoor-outdoor living with an open floor plan and walls of sliding glass doors that frame sparkling pool and tranquil water views. As you enter the home, you’re greeted by a bright and spacious living room with inviting views of the outdoors beyond. This welcoming space flows seamlessly into the kitchen and dining area, creating the perfect setting for indoor/outdoor entertaining and everyday enjoyment as living room opens to a covered patio, offering generous space for outdoor dining and lounging. At the heart of the home, a brand-new kitchen shines with a large island, breakfast bar, and dedicated dining area—perfect for gathering and hosting. A well-appointed butler’s pantry adds both function and style, featuring a desk workspace, second sink, and ample cabinetry. Enjoy cooking with top-tier appliances, including dual ovens and sleek induction cooktop. The spacious primary suite is a private sanctuary, where sliders and French doors lead to a serene backyard and a charming back porch—ideal for unwinding with evening cocktails as the sun sets. This sanctuary is also appointed with an ample walk- in closet for your comfort and convenience. Step outside to your own tropical oasis: a sparkling pool and spa, lush lawn, and a sandy beach area complete with a cozy fire pit. Boating enthusiasts will love the oversized dock equipped with a 10,000 lb boat lift, providing gorgeous sunset views over Bimini Bay and direct access to the Gulf, Tampa Bay, and the Intracoastal Waterway. Beyond the beauty, thoughtful upgrades provide peace of mind. In 2022 the seawall was replaced and sewer pipes were scoped and lined with PVC, a flood mitigation system has been installed, and all windows are hurricane-rated. This is more than a home—it’s a lifestyle. Start your mornings with sunlight dancing on the water, spend afternoons cruising the bay or playing a round at the nearby Key Royale Club, and end your days exploring Anna Maria Island’s renowned beaches, boutique shops, and charming restaurants. This property is a true island gem, perfectly capturing the relaxed elegance of coastal living.
18 SEASIDE CT, HOLMES BEACH, FL 34217
$679,9008 Days on yellowkey MLS ID: A4698546
0 Days Off yellowkey (back on 7/2/2026)
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1050 Built: 1964Monthly Fee: $150 Tax: $6,221 (2025)Community: Seaside Gardens RepVilla
Taxes:$6,221
Remarks: Under contract-accepting backup offers. Welcome to Tides and Turtles, where the water is your backyard and every day runs on island time. This two-bedroom, two-and-a-half-bath waterfront villa has been renovated top to bottom, blending easygoing coastal charm with clean, modern comfort. Inside, shiplap accents and warm wood ceilings set the tone, while an open-concept layout lets the kitchen, dining, and living spaces flow together as naturally as the tide. The kitchen is built for gathering, with quartz countertops, custom cabinetry, stainless steel appliances, and an oversized island where friends tend to linger. Slide open the glass doors and step into your own private slice of the waterfront: a covered patio, a breezy outdoor dining spot, and direct canal access with a private dock right off the back. Push off for a morning paddle, drop a line, take the boat out, or just kick back and watch the water go by. Tucked into a sought-after short-term rental zone, Tides and Turtles is fully turnkey and ready to be whatever you need it to be, whether that's a full-time home, a laid-back vacation escape, or an income-producing investment. Island charm, modern updates, and true waterfront living, all wrapped into one. Tides and Turtles is ready to enjoy from the very first day.
Listing Agent: Darcie Duncan (941-779-0304)
303 62ND ST #A, HOLMES BEACH, FL 34217
$1,200,00043 Days on yellowkey MLS ID: A4694767
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1054 Built: 1983 Tax: $11,858 (2025)Community: Holmes Beach 17Th UnitSpa: NoHalf Duplex
Taxes:$11,858
Remarks: This home is a renovated 3-bedroom, 2-bathroom ½ duplex with a private backyard and pool. The primary suite has an en-suite bathroom. There is a covered upper deck and a lower covered outdoor living and dining area. It is in a weekly rental zone and has good rental history and 5-star reviews. It has a heated and chilled pool. This lovely property is convenient to the beach and in a very quiet Holmes Beach residential neighborhood. It has one shared wall with the unit next door that was double insulated during renovation to reduce noise. It's just a short walk to the many shops and restaurants of downtown Holmes Beach, as well as the Island’s only dog park. There is a garage that includes a ping pong table, a beach cart, beach toys and lots of beach equipment and a propane grill and outdoor propane fire pit ready to enjoy. You can even enjoy drinks at the swim-up tiki table in the pool. This property is turn key furnished and completely ready to enjoy!
Listing is courtesy of: SAVVY AVENUE, LLC (888-490-1268)
Listing Agent: Moe Mossa (888-490-1268)
749 MANATEE AVE #749, HOLMES BEACH, FL 34217
$645,00059 Days on yellowkey MLS ID: A4690595
REDUCED by $5,000 (0.8%) on 07/03/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1187 Built: 1977 Tax: $5,437 (2024)Community: Westbay Cove SouthCondo
Taxes:$5,437
Remarks: JAW-DROPPING WATER VIEWS! Located on one of the highest sea level slices of land on the island. Revel & Relax as you experience amazing water views. Prepare to be enthralled by the mesmerizing beauty of the sparkling waters of Sarasota Bay, teaming with playful dolphins, graceful manatees, and the colorful spectacle of Florida's native birds. Witness spectacular sunrises, behold the magnificent moon while casting its illuminating reflection upon Sarasota Bay, all from this incredible place. This building sits on one of the highest points on the island. We are on the water with an incredible water view and we didn't get damaged (unlike our close communities) THIS IS HUGE Excellent investment. NON-OBSTRUCTED view in this Waterfront condo. You won't find a better view around this price. Enjoy spectacular sunrises and sunsets from every room. Sit on the Lanai and watch the yachts as they await the Manatee Bridge to lift so they can go under, this is a beautiful site as they cruise the blue waters. This beautifully remodeled condo on the bay is one of the few dog friendly communities. So many big ticket $$$$$$ items are newer inclusive of the HVAC, roof, Hurricane rated sliders and windows, hot water heater, stackable LG full capacity Laundry, duct work, baseboard and cove moulding throughout. The doors and all trim work has been upgraded to solid wood. There is new high end lighting, renewed electric and plumbing, and the list goes on. Popcorn ceilings gone!!! This is great considering the post hurricane prices now to renovate. WALK to the beach, dining, nightlife, grocery, drug store, liquor store and more. Are you a bird watcher? If so you will love the birds you view all day as they fly close to you coming to and fro from nearby Robinson Preserve. One of the nicest things about this place is you don't get stuck during season in all the traffic on the island and its easy to get off to the main land without the long wait that the owners on the north end or south end have. Community has a kayak launch and pickleball as well as tennis and a large heated pool with views of the water.
Listing is courtesy of: COASTAL KEY REALTY LLC (941-993-9380)
Listing Agent: Amy Jones (941-993-9380)
608 GLADSTONE LN, HOLMES BEACH, FL 34217
$1,735,000122 Days on yellowkey MLS ID: A4684704
REDUCED by $100,000 (5.4%) on 05/18/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1692 Built: 1972Monthly Fee: $8 Tax: $17,697 (2024)Community: Key Royale 15Th AddSpa: NoSingle Family
Taxes:$17,697
Remarks: Tucked within the exclusive waterfront community of Key Royale on Anna Maria Island, this beautifully renovated canal-front residence offers an exceptional blend of island charm, privacy, and effortless island living. Designed to embrace the Florida lifestyle, the home is centered around a spectacular pool courtyard, where almost every room opens to the expansive outdoor living space, creating a seamless connection between indoors and out. Bathed in natural light due to its desirable southern exposure, the home invites sun-filled days by the pool and tranquil evenings under the coastal sky. The thoughtfully designed split floor plan features a private primary suite with ensuite bath, along with two additional guest bedrooms and a well-appointed second bathroom, offering comfort and flexibility for family and visiting guests. The home offers a new roof and seawall was replaced in 2006, ensuring lasting quality and peace of mind for years to come. Ideally situated on a deep-water canal, the property provides a 10,000 lb boat lift and dock with water and electric. Direct access to Tampa Bay, the Gulf of Mexico, and the Intracoastal Waterway, make it a dream for boating enthusiasts and lovers of life on the water. Also, located just moments from Anna Maria Island’s world-renowned beaches, charming boutiques, and acclaimed dining, this residence captures the essence of luxury coastal living in one of the island’s most coveted neighborhoods. Don't miss this extraordinary opportunity to experience the elegance, serenity, and waterfront lifestyle that make Key Royale truly exceptional.
Please select an email frequency other than None since you have chosen for us to email you with changes that match your search.