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$1,180,000
3 Beds ⋅ 2 Baths ⋅ Key Royale SubDv. ⋅ 34217 Zip Code
One or more photo(s) has been virtually staged. New Price Adjustment-Welcome to your piece of paradise! This newly remodeled Florida style home is perfect for your winter getaway or a cozy year round coastal retreat. The kitchen boasts all new appliances, countertops, and cabinets. New vinyl flooring throughout the home, along with interior/exterior paint, and a brand new metal roof 2025. Large utility storage room for all of your beach and/or boating accessories. Extend your living space outdoors to the covered and screened in lanai or the newly pavered open patio to enjoy the Florida weather. Room for a pool to add to the ambiance of your waterfront bungalow. Don't miss this opportunity to relax in your own island retreat. Key Royale is a voluntary resident owner association. Minutes to the beaches, shopping, and restaurants.

607 Emerald Lane, Holmes Beach
$3,100,000
4 Beds ⋅ 5 Baths ⋅ West Wind Shores SubDv. ⋅ 34217 Zip Code
Just a few sandy steps from the shores of Holmes Beach, this newly built 4BD/4.5BA coastal haven blends elevated design with the laid back spirit of island living. A proven income generator with bookings already on the calendar, this property offers the rare opportunity to enjoy a luxury retreat that also works for you. Each of the four ensuite bedrooms offers generous space and privacy, three with private balconies, and a primary suite that stuns with sweeping Gulf views and a spa-inspired bath featuring a freestanding soaking tub. The light filled living area flows effortlessly into a sleek chef’s kitchen where a quartz waterfall island, luxury gas range, wine bar, and oversized walk-in pantry cater to everything from casual breakfasts to sunset dinners. Step outside to discover a resort style backyard designed for all day enjoyment including a heated pool and spa, cascading sheer waterfall, outdoor dining and lounge space beneath a covered cabana deck, and lush turf landscaping that’s as beautiful as it is low maintenance. For sunset seekers, the rooftop deck delivers panoramic Gulf and Bay views that make every evening feel like a getaway. Other thoughtful touches include an elevator, bonus flex space, two-car garage, circular drive, and laundry room. All of this is tucked just moments from the best of the island local boutiques and beloved restaurants, making it equally suited as a luxurious full time residence or high performing vacation rental.

6605 Gulf Drive, Holmes Beach
$770,000
2 Beds ⋅ 2 Baths ⋅ Ilexhurst SubDv. ⋅ 34217 Zip Code
Welcome to your dream retreat on beautiful Anna Maria Island! This charming coastal cottage is tucked away in the quiet neighborhood of Ilexhurst, perfectly positioned between the Manatee and Cortez bridges for effortless access on and off the Island—and just moments from your favorite beaches, restaurants, and shops. Located at the end of a quiet dead-end street and surrounded by mature mangroves, the home offers exceptional privacy while still being steps from the sugar-sand shoreline and only two blocks from the Island Trolley. Every day here feels like a peaceful vacation. This fully renovated 2-bed, 2-bath single-family home features an open floor plan with pleasing coastal finishes—beautifully furnished and ready for you to move right in. Inside, enjoy all-new appliances and furnishings, a welcoming open-concept kitchen/dining/living space, and two ensuite bedrooms, each with its own walk-in closet. A very spacious screened-in lanai extends your living area, perfect for dining, lounging, or enjoying your morning coffee. Step outside to a freshly landscaped, fenced backyard featuring a sparkling in-ground pool and spa—your private oasis for unwinding or entertaining after a sun-soaked day on the beach. This home has been thoughtfully and thoroughly upgraded with coastal style, including: *All new lower drywall *New kitchen cabinets & appliances *Updated bathroom vanities *New electrical outlets *New washer & dryer *New water heater *New pool heater, pump & accessories *2020 Metal Roof. Offered fully furnished (with a few décor exceptions), this charming cottage is truly turnkey—ready for you to start enjoying the season in the sun on one of Florida’s most exceptional Gulf Coast barrier islands. Your island lifestyle awaits!

2812 Avenue B, Holmes Beach
$950,000
2 Beds ⋅ 2 Baths ⋅ Princess Martha Apartments SubDv. ⋅ 34217 Zip Code
This is your golden moment! Units 1, 2, 3 and 6 are all listed for sale and is zoned for nightly rentals. Beachfront boutique building is comprised of only six units. This top-floor two-bedroom, two-bath unit has breathtaking views of the sugary sandy beaches of Anna Maria Island and the Gulf. This is a rare opportunity as unique buildings like these are few and far between. It could be the ideal place to add your updates, call home or to use as a daily rental. The condominium association fee includes exterior maintenance, cable, water, sewer and trash. One pet allowed with no weight limit. The roof and air-conditioning unit were installed in 2025. Make your appointment today to be one of the premier owners of this boutique beachfront condominium.

101 73rd Street Unit 6, Holmes Beach
$1,093,750
3 Beds ⋅ 3 Baths ⋅ Holmes Beach SubDv. ⋅ 34217 Zip Code
Coastal elegance meets modern living in this beautifully updated Holmes Beach retreat located on the peaceful stretch of 57th Street—one of the narrowest parts of Anna Maria Island. This prime location offers the least crowded beach access on the island, just steps from the shoreline. The home features sun-drenched interiors, thoughtfully designed living spaces, and a lush backyard ideal for both entertaining and relaxing. Recent upgrades include a refurbished large, heated pool completed in 2024 with a new pool heater, plus pool and AC equipment elevated seven feet above sea level for added peace of mind. Saltwater-resistant terrazzo flooring and moisture-proof six-inch plastic baseboards are tailored to beachside living. A secure eight-by-ten shed with keyless entry adds convenient outdoor storage. Smart home features include Wi-Fi control of the thermostat, sprinkler system, pool pump and temperature monitor, and security cameras, including one with 360-degree remote view. A 5G wireless router keeps the home connected for just $30 per month, eliminating the need for cable. Additional property highlights include a whole-home water softener, reverse osmosis water filtration for the kitchen spigot and ice maker, three TVs, a sound bar with subwoofer and Bluetooth connectivity, and all-new furniture and appliances purchased in 2024, including the washer, refrigerator, and stove. Beach essentials such as a bike, buggy cooler, eight beach chairs, and several umbrellas are included. Outdoor amenities include a weatherproof aluminum ping pong table, screened lanai (new in 2022), and stylish lanai furniture. The property also includes reinforced door panels designed to make the home watertight up to 32 inches above ground level (7+ feet above sea level). Located within walking distance to restaurants, boutiques, a seafood and specialty grocery market, clothing shops, hardware stores, and multiple ice cream shops. This home also offers nearby access to lighted tennis courts, pickleball, basketball, baseball fields, and two dog parks. This meticulously maintained property offers exceptional versatility and comfort in one of the most coveted locations on Anna Maria Island.

307 57th Street, Holmes Beach
$1,700,000
3 Beds ⋅ 4 Baths ⋅ Casanas Sub SubDv. ⋅ 34217 Zip Code
PRICE IMPROVEMENT on this Ultimate Gulfside Retreat on Holmes Beach, Anna Maria Island! Successful Vacation Rental with WEEKLY RENTALS and NO HOA! Just 200 feet from the sugar-sand shores and turquoise waters of the Gulf of America! This updated, coastal-inspired three-level beach home with a private elevator offers the perfect blend of luxury, comfort, and investment potential. With over 2,000 sq. ft. of bright, open living space, 3 bedrooms, 3 Ensuite Bathrooms, plus a Half Bath, a private pool and hot tub, and SWEEPING GULF VIEWS from your balcony, this is truly the ultimate island escape. Currently a high-performing vacation rental generating over $120,000 annually with future bookings in place, this property also makes an ideal primary residence or second home. Offered fully furnished—including sleeper sofas—it’s ready to comfortably accommodate family, friends, and guests. The main level boasts a light-filled OPEN CONCEPT LIVING AREA with large windows and sliding glass doors overlooking lush tropical landscaping. The CHEF'S KITCHEN features newer stainless-steel appliances, dual refrigerators, expansive granite counters, a wine cooler, and Walk In Pantry. Entertaining is effortless with a breakfast bar, indoor dining space, and outdoor dining options. The primary suite on this level is a private retreat with dual walk-in closets and a spa-style ensuite bath featuring both a shower/tub combo and a separate walk-in shower, plus a water closet with bidet. Take the private elevator to the upper level where you’ll find a SECOND PRIMARY SUITE beautiful bathroom and walk-in closet, a third spacious bedroom with ensuite bathroom, and a separate laundry room. The ground floor welcomes you with a large foyer and a VERSITILE FLEX SPACE, perfect for storage, crafts, or a media room, along with access to the OVERSIZED 2-CAR GARAGE! Additional upgrades include a reverse osmosis system and three newer air conditioners for consistent comfort throughout the home. Step outside to your private, fenced outdoor oasis, complete with sparkling POOL, bubbling HOT TUB, and plenty of seating for lounging or alfresco dining while enjoying the Gulf breezes and breathtaking sunsets. Perfectly situated at Holmes Beach with its vibrant shops, restaurants and beaches, and less than 2 miles from the shops beaches and restaurants of Bradenton Beach—and just steps from the Gulf. Longboat Key, Sarasota, Siesta Key and SRQ Airport are also close by. This rare property combines island living at its best with proven rental income. Schedule your private showing today—your Anna Maria Island paradise awaits!

220 36th Street, Holmes Beach