Anna Maria Homes with a Pool for Sale

Paradise awaits on the coveted North End of Anna Maria Island! This 3 bedroom/2 bath pool home welcomes you with cathedral ceilings and family room open to the updated k...

This 4 bedroom, 3 bathroom waterfront home on a canal with spectacular outdoor space with multiple decks and both bay and canal views! The home is situated at the north e...

Welcome to Mangoes on Magnolia, a three-bedroom, two-bath vacation home with a private heated pool and hot tub, located less than a 10-minute walk from the white-sand bea...

Come sit on the lanai at this stunning property and you will realize just how different it is from anything else on Anna Maria Island. Set behind gates, tropically landsc...

Located at the North End of Anna Maria Island 3 blocks from the beach and 1 block from the bay. Three bedrooms, 2 bathrooms with open living & dining floor plan that lea...

Welcome to 515 Loquat Drive. This exceptional waterfront residence on Anna Maria Island offers a refined blend of coastal elegance, thoughtful design, and effortless isla...

Introducing The Ivy — The first chapter in a new collaboration. Born from the partnership of Emily Moss Designs and Moss Builders, The Ivy marks the debut of their share...

Under Construction. Welcome to this completely updated charming coastal home located at 259 Gladiolus St in the desirable City of Anna Maria. If you’re looking for a grou...

Welcome to Spring House! Invest in one of Anna Maria Island’s most desirable locations with this exceptional 5-bedroom, 4-bath turnkey rental, just steps from Pine Avenue...

A rare opportunity awaits just steps from the Gulf in this exceptional 2025 coastal residence by Eason Builders Group. Set west of Gulf Drive in one of Anna Maria Island’...

Welcome to your private coastal retreat in the highly sought-after North End of Anna Maria Island. Completely remodeled from the studs out in 2017 by Gagne Construction, ...

***Huge market price adjustment before before season is upon us.*** Welcome to Tropical Paradise. Talk about Location, Location, Location. What more can you ask for in th...

This amazing old Florida 1922 cottage is so quaint and cozy, you’ll never want to leave! This 3 bedroom, 3 bath island oasis is on a huge lot. With a heated pool and spa,...

Introducing The Palm—an iconic waterfront estate where exceptional architecture, resort-inspired living, and the unmistakable charm of Anna Maria Island come together to ...

Experience Elevated Island Living at 703 S Bay Blvd. Nestled along the tranquil Bimini Bay canal with sweeping views of Tampa Bay, this brand-new modern masterpiece by T...

Discover the ultimate island retreat just three homes from the sugar-white sands and turquoise waters of the Gulf of Mexico. Situated on an oversized 8,250-square-foot lo...

FINANCING FELL THROUGH BACK ON THE MARKET!!! Welcome to your dream getaway, an adorable bungalow located on the north end of Anna Maria Island, directly across from the ...

Spring Avenue. One of Anna Maria Island's most coveted addresses and this elevated pool home does it justice. Located on an island named one of America's prettiest cities...

Named "A Wave From It All" by the sellers, this exceptional coastal property offers high-end finishes and a layout designed for seamless indoor/outdoor living. The outdoo...

Welcome to The Beachwood! Discover coastal elegance in this brand-new constructed home with elevator on the coveted North End of Anna Maria Island. This exceptional 4...

Located on picturesque Anna Maria Island, this exceptional 9-bedroom, 8.5-bathroom coastal retreat offers 4,244 sq ft of heated living space with luxurious amenities thro...

Welcome to a rare offering on the coveted north end of Anna Maria Island — a brand-new coastal sanctuary where architectural sophistication meets the timeless charm of Ol...

HUGE PRICE IMPROVEMENT! LUXURY COASTAL LIVING AT IT’S FINEST! This one-of-a-kind residence, designed by Emily Anne Smith, stands on one of the most sought-after streets i...

Exceptional island retreat located on beautiful Anna Maria Island, just one block from the beach and a short stroll to the charming shops and restaurants along Pine Avenu...

Homes of this architectural caliber are rarely offered for sale - and even more rarely as a fully curated estate. Every furnishing, antique, original artwork, lighting f...

JUST IN - HUGE $115,OOO PRICE REDUCTION - INVESTOR OPPORTUNITY - YTD Gross Income is $153,177 - Florida is all about LOCATION, LOCATION, LOCATION - DIRECT BAY & SKYWAY BR...

Located just blocks from the beach, White Palms is a 3-bedroom, 2-bathroom island home situated on a large corner lot with a spacious backyard, offering excellent outdoor...

~~~~~ PRICE DROP ~~~~~ Come take a look at this amazing Anna Maria home ready for you and your family to come live in paradise. Villa Maria is ready for you! An amazing ...

An exceptional opportunity to experience true island living where waterfront boating and beach access come together—just minutes apart—on Anna Maria Island. This beaut...

LOCATION!!!! North Shore Drive, one of the most popular streets in Anna Maria! This is a gorgeous custom built home with panoramic views of the Bay. 4 bedroom, 4 and a ha...

Rising gracefully on the sugar-white sands of Bean Point, The Golden Dolphin is a timeless Gulf-front residence that blends enduring craftsmanship with inspired artistry....

Location! Location! Location! TRY BEFORE YOU BUY!!** Come Visit…Fall in Love with luxury beach living at it’s finest in this amazing, turnkey furnished, completely and b...

***Huge market price adjustment before season is upon us***. Welcome to Aloha Beaches. This home is a successful active rental in the city of Anna Maria. It started out a...

Welcome to "Birdsong"! Discover the perfect blend of island charm and modern comfort in this beautifully updated 2-bedroom, 2-bath home located in one of Anna Maria Islan...

Welcome to 118 Mangrove Ave, a slice of tropical paradise in the heart of Anna Maria. This 4-bedroom, 4.5-bath residence offers an exceptional blend of luxury, comfort, a...

Here is your chance to own a 5 bed/4.5 bath custom waterfront residence on one of the most coveted streets in the City of Anna Maria. Enjoy the rare luxury of having dire...

PRIME LOCATION, PEEKS OF THE BAY & ROOM FOR THE WHOLE FAMILY! Relish the quiet neighborhood of this North End beauty! Just a hop, skip and a jump to Beach and Bay from ...

Welcome to SeaLuxe, where luxury meets the beach! Located on one of the most desirable streets on Anna Maria Island. SeaLuxe is a home thats perfectly positioned to put y...

CUSTOM BUILT HOME IS CENTRALLY LOCATED IN Anna Maria 2 BLOCKS TO THE BEACH AND ONLY A BLOCK AWAY FROM ALL THE SHOPS AND RESTAURANTS ON PINE AVE. THIS HOME WAS BUILT WITH ...

This stunning 9-bedroom, 8.5-bathroom beachfront property offers 3,983 sq ft of heated interior space and comes FULLY FURNISHED with luxurious details throughout. The hom...

Beachfront Oasis is elegant European design luxury home that has been professionally decorated and has spectacular beach views from every room. Floor to ceiling glass al...

This recently constructed home on Anna Maria Island overlooking a stunning canal is just one block from the pristine Gulf of Mexico beaches and a short walk to the restau...