370 ft
Distance
| Address | Bed / Bath | Listing Price |
|---|---|---|
2714 AVENUE C
LOCATION LOCATION LOCATION!!! Don't miss out on this great opportunity to start fresh and rebuild to make this home your own! Located on a quiet street and in a monthly rental zone so you don't have busy vacation rentals around you. Right down the street from the trolley stop, making it very conveni
Living Area:
1041 Sqft.
|
2
Beds,
1
Bath
|
$550,000 |
527 56TH STREET
Coastal Waterfront Retreat with Panoramic Bay Views
Experience the best of coastal living in this beautifully updated waterfront home overlooking the Intracoastal Waterway and Tampa Bay. Designed by local architect Emily Ann Smith, this 3-bedroom, 2.5-bath residence perfectly blends timeless island
Living Area:
2436 Sqft.
|
3
Beds,
3
Baths
|
$3,500,000 |
2904 AVENUE B A & B
Welcome to a prime piece of paradise just a couple of blocks from the award-winning Gulf beaches of Anna Maria Island. This Holmes Beach duplex isn’t just about location—it’s about the lifestyle and the possibilities it offers. Each side features two bedrooms and two full baths, complete with
Living Area:
1464 Sqft.
|
4
Beds,
4
Baths
|
$699,000 |
4003 5TH AVENUE
Mediterranean-inspired coastal luxury meets the laid-back charm of island living in this fully furnished, elevated Anna Maria Island Villa, just one block from the Gulf and a short stroll to Skinny’s and Manatee Beach. With no HOA, this Single-Family Home offers complete privacy and freedom, and i
Living Area:
2200 Sqft.
|
3
Beds,
3
Baths
|
$1,550,000 |
2412 AVENUE C
This newly constructed 7 bedroom, 6.5 bath luxury coastal residence, completed in 2025, combines modern design with the relaxed charm of Anna Maria Island and is located just steps from the pristine Gulf shoreline. Thoughtfully designed for both personal enjoyment and high-performing rental income,
Living Area:
3086 Sqft.
|
7
Beds,
7
Baths
|
$3,595,000 |
2913 GULF DRIVE
Step onto the spacious screened front porch, now featuring Timber Tech by Azek Porch Collection decking, framed by original Pecky Cypress siding, and enjoy the timeless charm of this lovingly restored 1940s 2 bed / 2 bath craftsman beach cottage just steps from the Gulf. This home blends Old Florida
Living Area:
1048 Sqft.
|
2
Beds,
2
Baths
|
$1,225,000 |
201 N HARBOR DRIVE
Discover an unparalleled living experience in this architecturally stunning island residence, meticulously renovated in 2022 by Richard Haas of Haas Modern Architecture & Design with bespoke floating stairs seamlessly blending cutting-edge design with luxurious amenities, all set against the backdro
Living Area:
3928 Sqft.
|
5
Beds,
4
Baths
|
$5,450,000 |
204 66TH STREET
Paradise is Here! 6-Bedroom, 5-Bathroom Furnished, Turnkey Island Retreat in Holmes Beach Welcome to your dream beachside escape: This stunning 3-level single-family home is located just one block from the powdery sand beaches of the Gulf coast in highly sought-after Holmes Beach on Anna Maria Islan
Living Area:
3472 Sqft.
|
6
Beds,
5
Baths
|
$3,450,000 |
2713 AVENUE C
CUSTOM QUALITY HOME REMODEL: Welcome to Turquoise Beach Bungalow—your perfect slice of island life. Completely reimagined inside and out in 2024–2025, this vibrant coastal retreat combines classic island charm with modern comfort and craftsmanship. Every detail has been thoughtfully considered,
Living Area:
1477 Sqft.
|
3
Beds,
2
Baths
|
$1,275,000 |
407 63RD STREET
PRICE DROP! Motivated seller!Welcome to 407 63rd Street, Holmes Beach — a beautifully renovated island getaway just a short walk to the sugar-sand beaches, shops, and local dining of Anna Maria Island! This successful income-producing Airbnb combines coastal charm with modern upgrades, featuring e
Living Area:
1422 Sqft.
|
2
Beds,
2
Baths
|
$650,000 |
2915 AVENUE C
PRIME LOCATION | BRAND NEW RENOVATIONS | ELEVATED-LUXURY-LIVING | ELEVATOR | FENCED SALTWATER POOL | MOVE-IN READY |
Located on a peaceful street and embraced by the natural beauty of a mangrove preserve, this elevated coastal residence delivers privacy, modern luxury, and a coveted Holmes Beach li
Living Area:
1040 Sqft.
|
2
Beds,
2
Baths
|
$1,189,000 |
505 65TH STREET
Chic Art Deco Canalfront Retreat! Escape to paradise in this stunning 3 bedroom, 3 bathroom home perfectly blending vibrant Art Deco Palm Springs style with tropical serenity, this residence offers an unforgettable island experience. Step into a world of bold colors, terrazzo tiles, sleek lines, a
Living Area:
2557 Sqft.
|
3
Beds,
3
Baths
|
$1,895,000 |
501 KEY ROYALE DRIVE
This elevated canalfront home on VERY rare 15,000 Sq. Ft. lot is not one to miss! In the heart of Holmes Beach, this LOCATION is everything. Perfectly positioned on an oversized lot of nearly 15,000 sq. ft., this property combines privacy, space, and stunning water views. The oversized lot provides
Living Area:
1759 Sqft.
|
3
Beds,
2
Baths
|
$1,499,000 |
220 36TH STREET
Great New Price on this Ultimate Gulfside Retreat on Holmes Beach, Anna Maria Island!
NO WATER INTRUSION IN MAIN LIVING AREAS FROM RECENT HURRICANES and NO HOA! Just 200 feet from the sugar-sand shores and turquoise waters of the Gulf of Mexico, this updated, coastal-inspired three-level beach ho
Living Area:
2016 Sqft.
|
3
Beds,
4
Baths
|
$1,900,000 |
6006 Gulf Drive 207
Living in a post card just became a reality! This airy coastal 2 bedroom 2 bathroom updated condo located on world famous Anna Maria Island with partial views of the Gulf of Mexico is a slice of paradise just waiting for you. Rarely units come for sale on the water in this community of only 38 units
Living Area:
1154 Sqft.
|
2
Beds,
2
Baths
|
$899,000 |
7 PALM HARBOR DRIVE
Discover coastal cottage luxury at its finest with this fully renovated 3-bedroom, 2-bathroom gem nestled at the quiet end of a cul-de-sac in the heart of Holmes Beach. Just moments from the pristine Gulf while also being very close to Publix grocery store and many of the Holmes Beach restaurants,
Living Area:
1938 Sqft.
|
3
Beds,
2
Baths
|
$1,895,000 |
405 28TH STREET
This newly renovated waterfront home on Anna Maria Island features nearly 80 feet of prime canal frontage, providing breathtaking views from almost every room of the property. A private boat dock and lift make this residence a paradise for boating enthusiasts, while also being only steps away from t
Living Area:
3748 Sqft.
|
6
Beds,
4
Baths
|
$3,240,000 |
207 PEACOCK LANE
This completely updated Anna Maria Island 3 bedroom 2.5 Bathroom pool home is situated on a cul-de-sac, and features hurricane-rated windows, metal roof, concrete block construction and garage. Property is in a Weekly rental zone with a successful rental history, making this BEAUTIFUL BEACH HOME a p
Living Area:
1713 Sqft.
|
3
Beds,
3
Baths
|
$1,750,000 |
238 S HARBOR DRIVE
Nestled on the coveted shores of Anna Maria Island, this exceptional 5-bedroom, 4.5-bathroom bayfront home offers the ultimate in coastal living, combining laid-back island charm with upscale comfort. With 3,500 square feet of beautifully designed living space and sweeping, unobstructed views of Tam
Living Area:
3526 Sqft.
|
5
Beds,
5
Baths
|
$3,970,000 |
4105 4TH AVENUE
STEPS FROM THE GULF – LUXURY SIX-BEDROOM COASTAL RETREAT IN HOLMES BEACH | Discover Summer’s Retreat, an architectural masterpiece where luxury meets the legendary white sands of Anna Maria Island. This remarkable six-bedroom, six-and-a-half-bath coastal estate represents one of the island’s m
Living Area:
2453 Sqft.
|
6
Beds,
7
Baths
|
$2,690,000 |
307 57TH STREET
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
Living Area:
1490 Sqft.
|
3
Beds,
3
Baths
|
$1,349,000 |
2813 GULF DRIVE
Pre-Construction. To be built. Build your dream home just steps from the beach. Take in panoramic sunsets from your private rooftop. Enjoy the peace of mind that comes with high-quality, hurricane-resilient construction. Modern, energy-efficient design ensures comfort, security, and long-term value.
Living Area:
2180 Sqft.
|
3
Beds,
2
Baths
|
$2,500,000 |
440 62ND STREET
We are thrilled to share an exciting new listing with you: a nicely remodeled villa in the highly sought-after Seaside Gardens community. This property has undergone a complete interior transformation, presenting a fresh and modern living space that's ready for its new owner to personalize with thei
Living Area:
1176 Sqft.
|
2
Beds,
2
Baths
|
$539,000 |
2410 AVENUE B
BRAND NEW CUSTOM CONSTRUCTION ON ANNA MARIA ISLAND HAS IT ALL. IT IS LOCATED 2 BLOCKS TO THE BEACH AND A BLOCK TO THE BAY. THIS NEW HOME HAS 7 BEDROOMS, 5 BATHS AND LARGE OPEN CONCEPT LIVING AND DINING AREA WITH WOOD LOOK CERAMIC TILE THROUGHOUT. KITCHEN AND BATHS FEATURE CUSTOM TILE DESIGN AND QUAR
Living Area:
2776 Sqft.
|
7
Beds,
7
Baths
|
$2,870,000 |
441 62ND STREET
Welcome to Anna Maria’s Dream – Family-Friendly House perfect for Island Living! This house is a 2 Bed + 2 Bath + Florida Room + Garage + Laundry + Backyard + Renovated Kitchen + Fully Furnished = A DREAM COME TRUE!
Welcome to Anna Maria’s Dream, the perfect family home nestled just minute
Living Area:
1180 Sqft.
|
2
Beds,
2
Baths
|
$615,000 |
3720 GULF DRIVE
Exceptional Gulf-Front Opportunity in the Heart of Holmes Beach! Discover the perfect blend of island charm and coastal luxury with this rare gulf-front parcel on Anna Maria Island. Ideally located just steps from the sugar-white sands, and surrounded by the vibrant energy of Holmes Beach’s shops,
Living Area:
2437 Sqft.
|
4
Beds,
2
Baths
|
$3,100,000 |
145 50TH ST
Welcome to Mango Tango! This stunning 4-bedroom, 3.5-bath coastal retreat is perfectly positioned less than three blocks from the sugar-white sands and turquoise waters of the Gulf of Mexico. Currently operating as a high-performing vacation rental, this property offers the ultimate combination of i
Living Area:
2040 Sqft.
|
4
Beds,
4
Baths
|
$2,195,000 |
2908 GULF DRIVE
Anna Maria Island invites you to purchase your own piece of paradise right here! The property search stops with this beautifully renovated 3 bedroom, 2 bath luxury home. Walk into a lush private backyard with a new heated saltwater pool and spa perfect for entertaining! Unbeatable location between t
Living Area:
1350 Sqft.
|
3
Beds,
2
Baths
|
$1,499,000 |
215 65TH STREET
SHORT TERM RENTALS One block from the beach! Welcome to Sand Palace on Anna Maria Island! This elevated 3 bedroom, 2.5-bath coastal home offers the perfect blend of relaxation and as a successful rental investment just one block from the sugary sands of the Gulf. Designed for indoor-outdoor living,
Living Area:
2184 Sqft.
|
3
Beds,
3
Baths
|
$1,695,000 |
3702 5TH AVENUE
Coastal Elegance Meets Modern Luxury Just Minutes from the Gulf. Discover the ultimate island living with this newer custom-built luxury beach home, just moments from the pristine shores of the Gulf. Designed for both style and functionality, this home features 4 spacious bedrooms, 4.5 bathrooms, pl
Living Area:
2784 Sqft.
|
4
Beds,
5
Baths
|
$3,485,000 |
2918 AVENUE E
One or more photo(s) has been virtually staged. Wake up to the scent of salt in the air and the sound of waves just steps away, this is not a vacation, this is your everyday! Picture yourself walking barefoot at the beach just about 500 feet from your home, everyday! This architect designed concret
Living Area:
2262 Sqft.
|
3
Beds,
2
Baths
|
$1,800,000 |
5608 HOLMES BOULEVARD
GREAT VACATION rental history with many repeat guests!!!! This charming home at the beach could be all yours. Nestled in the heart of Holmes Beach, where you can take a short stroll down Holmes Boulevard to city center where you will find adorable shops and restaurants where you can sit, sip, and d
Living Area:
1195 Sqft.
|
3
Beds,
2
Baths
|
$1,100,000 |
506 65TH STREET
Own your Slice of Paradise! Are you a boater? Beachgoer? Sun Worshiper? This meticulously designed elevated custom home is just 3 blocks from the beautiful beaches of Anna Maria Island and was built to FEMA exacting standards (allowing for the best wind and flood insurance rates). It is move-in r
Living Area:
2813 Sqft.
|
3
Beds,
3
Baths
|
$3,750,000 |
424 62ND STREET
This beautifully restored, income producing property can be yours! Welcome to Island Delight on Anna Maria Island. Offered TURNKEY furnished with an active rental history and brand new roof, this property provides flexible options to enjoy paradise. Primely located just a few blocks from the turq
Living Area:
1098 Sqft.
|
2
Beds,
1
Bath
|
$699,999 |
2504 AVENUE B A
The beach is calling! Totaling 4 beds, 2 full and 2 half baths, this back to back duplex has many possible opportunities. Use the property as an investment and rent both sides, reorganize into a single family home, or live on one side and rent the other. Each unit has 2 beds and 1.5 baths, its own
Living Area:
1624 Sqft.
|
4
Beds,
4
Baths
|
$1,590,000 |
15 SEASIDE COURT
Waterfront Investor Opportunity on Anna Maria Island! This is your chance to create a boater’s paradise in the transformative Seaside Gardens of Holmes Beach. With direct access to the Gulf and no bridges, this property offers abundant dock space, making it a dream for water enthusiasts. 2020 Sea
Living Area:
978 Sqft.
|
2
Beds,
2
Baths
|
$640,000 |
130 50TH STREET
*PRICE IMPROVEMENT* Welcome to Beach Breeze, a Luxury Coastal Retreat – Just 2 Minutes from the Beach! This stunning 6-bedroom, 4.5-bathroom coastal home is the perfect blend of luxury, comfort, and entertainment, offering everything you need for the ultimate beachside retreat. Step outside to yo
Living Area:
2947 Sqft.
|
6
Beds,
5
Baths
|
$2,849,000 |
504 BAYVIEW DRIVE
Luxury Waterfront Living & Top-Tier Investment!
Welcome to 504 Bayview Dr, Holmes Beach—a stunningly renovated waterfront retreat offering direct access to the Gulf of Mexico and an incredible income-producing opportunity with over $100K in annual rental revenue! This turnkey coastal masterpiece
Living Area:
1779 Sqft.
|
3
Beds,
3
Baths
|
$2,450,000 |
6506 GULF DRIVE
Paradise awaits at this stunning, coastal contemporary home, featuring 9-ensuite bedrooms and 2 half bathrooms. High end coastal
finishes can be seen throughout including custom millwork and designer tilework. A large chef's kitchen features an oversized island and stainless steel appliances, per
Living Area:
3994 Sqft.
|
9
Beds,
11
Baths
|
$10,000,000 |
312 61ST STREET B
Welcome to Orange Crush! This recently updated three-bedroom and two-bath home has been thoughtfully decorated and has a game room you'll love! It features arcade games and a foosball table and is complete with a TV and a fridge. The location is unbeatable – just two blocks from the beach and nea
Living Area:
1707 Sqft.
|
3
Beds,
3
Baths
|
$1,545,000 |
2516 AVENUE A
This exquisite waterfront home is perfectly situated just 3 blocks away from the island's seven miles of sandy beaches!! This luxury property features 8 spacious bedrooms, 8.5 bathrooms, and nautical-themed decor throughout. The home offers a private oversized heated pool and spa, a rooftop deck wit
Living Area:
4270 Sqft.
|
8
Beds,
9
Baths
|
$6,500,000 |
6405 GULF DRIVE
WOULD YOU LIKE TO MOVE INTO A LUXURIOUS, POOL FURNISHED HOME WITH ISLAND LIFESTYLE COMPLETE WITH A RED BMW CONVERTIBLE IN THE GARAGE FOR THE HOLIDAYS??
. Your home has numerous details in the architecture that is located with quick access to the Gulf beach across the street with a barrier of prote
Living Area:
2876 Sqft.
|
3
Beds,
3
Baths
|
$2,180,060 |
23 SEASIDE COURT
HUGE PRICE REDUCTION!!!! NEW ROOF!!! Investor alert! Here’s your chance to bring your dream home to life on picturesque Anna Maria Island! The City of Holmes Beach has granted an exceptional opportunity to build your very own waterfront haven in transformative Seaside Gardens (a voluntary civic a
Living Area:
978 Sqft.
|
2
Beds,
2
Baths
|
$615,000 |