Anna Maria Homes with Courtyard Exterior Features

Anna Maria Homes with Courtyard Exterior Features

Welcome to Anna Maria, Florida – a charming barrier island that offers a unique blend of coastal beauty and small-town charm. Nestled in Manatee County, this picturesque city is renowned for its pristine beaches, crystal-clear waters, and vibrant community spirit. With its laid-back atmosphere, Anna Maria is the perfect escape for those seeking a tranquil lifestyle while still being close to modern conveniences.

One of the standout features of homes in Anna Maria is the captivating courtyard exterior design. These properties often boast inviting courtyards that serve as private outdoor sanctuaries, perfect for relaxing with a good book, hosting family gatherings, or enjoying a morning coffee while soaking in the sun. The thoughtful architectural designs maximize outdoor living, allowing residents to embrace Florida's year-round warm climate. Imagine stepping out your back door to a beautifully landscaped courtyard, complete with lush greenery and colorful blooms—a perfect backdrop for your seaside lifestyle.

In addition to the stunning homes, Anna Maria offers an array of recreational activities, including kayaking, paddleboarding, and fishing. The island is also home to charming shops, delightful restaurants, and local art galleries, ensuring there’s always something to explore. Whether you’re looking for a vacation retreat or a permanent residence, Anna Maria’s homes with courtyard features provide an ideal blend of comfort, style, and the quintessential Florida lifestyle. Discover your dream home in this idyllic coastal haven today!

Newest Anna Maria Homes with Courtyard Exterior Features

$3,250,000
4 Beds ⋅ 4 Baths ⋅ Luana Isles SubDv. ⋅ 34216 Zip Code
Unparalleled luxury, unmatched value: recently reduced by $400K! Discover the essence of island living at this premier north-end Anna Maria Island retreat, ideally positioned just moments from the sugar-sand shores of Bean Point and the tranquil waters of Tampa Bay. Following a total gut and comprehensive renovation completed in 2021, this coastal residence offers the perfect blend of modern luxury, comfort, and outdoor living. Situated on a private corner lot in one of the island's most sought-after neighborhoods, the open-concept floor plan is masterfully designed for entertaining. It features 4 bedrooms, 3.5 baths, soaring ceilings, abundant natural light, and seamless indoor-outdoor living. The chef's kitchen boasts a gas range, premium quartz countertops and opens beautifully to spacious living and dining areas, while multiple balconies and covered decks create inviting spaces to enjoy sea breezes and glimpses of the bay. The resort-style outdoor setting is truly exceptional, featuring a heated saltwater lap pool and spa, putting green, outdoor shower, lush tropical landscaping, and multiple gathering areas designed for relaxation and entertaining. Aside from being a dream personal getaway, this property is a proven investment powerhouse. It has happily welcomed guests year after year, consistently generating a fantastic rental income between $315,000 and $347,000 for each of the past four years! With a strong, established rental history and future bookings already in place, it is ready to start earning for you on day one. Detailed rental financials are available upon request. This is a rare opportunity to acquire a fully updated, income-producing luxury island home in one of Anna Maria's most desirable locations, just moments from world-famous beaches, waterfront dining, boutique shopping, and spectacular Gulf Coast sunsets.

256 Gladiolus Street, Anna Maria
$2,499,900
4 Beds ⋅ 4 Baths ⋅ Lacios Sub SubDv. ⋅ 34216 Zip Code
This 4 bed/4 bath waterfront pool home is on a quiet cul de sac, in the city of Anna Maria, with views of Bimini Bay! Roomy and inviting, with no bridges to the Bay, this boater’s paradise also allows short term rentals! The spacious floor plan invites you to relax. Whether you are preparing meals in your open kitchen with freshly painted cabinetry, stainless steel appliances and oversized granite counters, or lounging in your family room with shiplap wall, while enjoying the water views…you will relish island life. Step outside to your enclosed, Brazilian Teak deck overlooking your large salt water pool, and enjoy the breeze. Guests will love the large bedrooms…three with en suites! You will love the low maintenance limestone yard (2022), the seawall being new in 2021, the water & electric at the dock, with your 10,000lb boat lift with new motor (2025), your custom matching shed, your annually maintained 4 ton AC & updated ducts (2021), your French drain & pump system in driveway (2024), your summer kitchen (2024) and your new garage door (2024). This home has ample space for everyone, and is just a short walk to the shops and eateries of Pine Avenue. Come enjoy island life and make this your island oasis!

517 Kumquat Drive, Anna Maria
$4,095,000
4 Beds ⋅ 5 Baths ⋅ Shore Acre Heights SubDv. ⋅ 34216 Zip Code
Located just two blocks from Bean Point on the coveted north end of Anna Maria Island, this beautifully designed 2023 residence offers a rare combination of privacy, walkability, and elevated coastal living. Never used as a rental, the home has been carefully maintained as a private retreat and is offered fully furnished. Professionally designed by Emily Moss Designs and recognized by SRQ Magazine as a 2025 Home of the Year, the residence blends architectural detail with relaxed island elegance. The main living level features an open floor plan with coffered ceilings, gas fireplace, wet bar, powder room, and balcony access. The primary suite includes a private balcony, walk-in closet, dedicated laundry area, and a spacious spa-style bath with soaking tub and multi-feature shower. The large chef’s kitchen is appointed with distinctive cabinetry, Thermador appliances, generous island seating for five, and an inviting eat-in dining area designed for effortless everyday living and entertaining. A detached guest suite connected by a covered walkway offers its own private entrance, refrigerator, full bath, private balcony overlooking the pool, and garage—ideal for extended family or guests seeking independence and privacy. Upstairs, two additional king en-suite bedrooms with vaulted beamed ceilings are centered around a private second-level sitting area with television, balcony access, and laundry room—creating a comfortable and well-separated guest retreat. Two rooftop decks capture sweeping Gulf views and vistas toward the Sunshine Skyway Bridge—perfect for sunrise, sunset, and evening skies. Outdoor living centers around a beautifully landscaped private courtyard complete with pool, heated spa, putting green, and an expansive covered lanai designed for year-round enjoyment. A two-person dry sauna and flexible lower-level space add further comfort and versatility. Constructed in 2023 with elevated hurricane-rated block construction, impact windows and doors, a metal roof, and low-maintenance composite decking, the home combines durability with thoughtful design. Elevator access to all living levels and multiple garage bays with gated boat or RV storage provide exceptional convenience and parking flexibility—rare on the north end. Situated on a desirable corner lot just moments from the Gulf and Pine Avenue, this is a unique opportunity to own a nearly new, designer-furnished island residence in one of Anna Maria’s most sought-after locations. Detailed property brochure available.

416 Alamanda Road, Anna Maria
$1,499,000
2 Beds ⋅ 2 Baths ⋅ Luana Isles SubDv. ⋅ 34216 Zip Code
Back on the Market! Take a look at 413 Poinsettia Rd. Once you walk through the door you will be welcomed by the new fresh bright clean interior finishes. The wall of patio doors at the rear of the home let the sunshine into the vaulted family room and open kitchen. This Is a concrete block home, with a metal roof and impact windows throughout. Its bones were not damaged during 2024’s storms. Unfortunately, water did get into the home. However, the owners did it right. Once they were able to start, their builder immediately cleaned and remediated the damaged interior. He obtained the required permits to make the home better than before. The sellers did not stop by doing just the bare minimums. While the walls of the homes were open, they replaced the electrical panel bringing it up to today’s codes. They also replaced the old cast iron sewer pipes with new PVC and installed new tile throughout the living area. The rear sliding doors were replaced with new up-to-date impact resistant panels. Once all this work was completed, the interior was renewed. All new kitchen and bathroom vanities were installed with new quartz countertops. All the appliances are new. The home was re-furnished and is now ready to move in and enjoy. All you need to do is add your own personal touches and transform this home into your own private oasis or a killer vacation rental. This home has a large, screened lanai on the rear that could be converted into a third bedroom with an ensuite bath. The room would have its own access to a secluded brick patio on the side of the house. There also appears to be room for a cozy cocktail pool at the front of the home. The property has 74 feet of deeded canal front with a 30-foot dock constructed with concrete, wood and Trex decking. This is the perfect spot to launch your kayak and maybe sail with the manatees who visit out back. (Check out the photos) The dock gives access to your boat lift, nestled in the mangroves that provide privacy from the water. Should you want to play in the sand, the Gulf Beach is about 500 steps away and the Bay Beach is about 200 steps from your door. Today’s home buyers need to be aware there are many homes on the island that were remediated after the storms with no building permits. City’s Code Enforcement is identifying them one by one. The homeowners will be required to apply for a “permit after the fact”. Do not get caught buying an unpermitted home. This could cause you problems in the future. This does not affect this home. Call to see this beautiful gem on the north end of Anna Maria. It will not last long. Note: also available for sale is the owners 2009 Scout 201 bay boat with a 150HP Yamaha outboard.

413 Poinsettia Road, Anna Maria
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