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Anna Maria Island (AMI)
Vacation Rentals, Beach Houses, Cottages & Rental Condos on Anna Maria Island.
Find Anna Maria Island vacation rentals by owner including waterfront cottages, inland town-homes, your own private home with private pool, or a beachfront bungalow, including pet friendly properties.
Anna Maria Island vacations are all about Old Florida charm, pristine beaches, and a slower pace of life. This seven‑mile barrier island on Florida’s Gulf Coast offers a mix of cozy rentals, boutique resorts, and family‑friendly activities, making it a favorite for travelers who want relaxation without the bustle of larger tourist hubs.
Anna Maria Island is often described as a place where time slows down. The northern tip, the City of Anna Maria, has a distinctly quaint feel, with quiet streets, pastel cottages, and local shops that preserve the island’s character. We offer many short-term vacation rental homes, condo and apartment rentals, including ones for a large family, for many popular and Top Florida destinations.
Best Beaches on Anna Maria Island Florida
Find Places to Stay near the Anna Maria Island Beaches.
Holmes Beach
Holmes Beach on Anna Maria Island is a laid‑back Gulf Coast destination known for its white sandy beaches, family‑friendly atmosphere, and a mix of cozy rentals and boutique hotels. It’s ideal if you’re looking for a slower pace compared to Florida’s busier tourist hubs. Options for Vacation Rentals range from beachfront condos to pet-friendly homes with pools. You can also find stylish cottages or updated beach houses which are highly rated for cleanliness and location.
Bradenton Beach
Bradenton Beach is a charming Gulf Coast destination on the southern end of Anna Maria Island, offering a blend of small-town character and vibrant seaside energy. This community is known for its relaxed atmosphere, where the pace slows down and visitors can enjoy the simple pleasures of island life. The beaches are wide and inviting, with soft sand and calm Gulf waters that make them ideal for swimming, sunbathing, or simply watching the sunset. Many travelers fall in love with Bradenton Beach after their first visit, thanks to its year-round pleasant climate and the serene views that stretch endlessly across the horizon.
Vacation rentals are plentiful, ranging from cozy cottages to modern condos and larger family homes, including beach houses, apartments and highly rated beachfront condos where you can step directly onto the sand. These accommodations often come with amenities like pools, pet-friendly policies, and private balconies overlooking the Gulf, giving families and couples a chance to tailor their stay to their own style.
Anna Maria
Anna Maria is the quaint northernmost town on Anna Maria Island, known for its Old Florida charm, quiet streets, and postcard‑perfect beaches. It offers a slower pace than Holmes Beach or Bradenton Beach, making it a favorite for travelers who want relaxation with authentic character.
The town of Anna Maria was developed more than a century ago and has deliberately resisted the high‑rise development that transformed many other Florida coasts. Instead, it has preserved its low‑key architecture, pastel cottages, and lush landscaping, giving visitors the feeling of stepping back in time. The community is small, with a population of just over 1,500 residents, and it thrives on a sense of neighborhood and local pride.
One of the town’s highlights is Bean Point Beach, located at the very tip of the island. It’s often described as one of the most beautiful beaches in Florida, with sweeping views of the Gulf of Mexico and Tampa Bay. Another favorite is Bayfront Park, which offers picnic areas, playgrounds, and panoramic views of the Sunshine Skyway Bridge
Things to Do while on your Anna Maria Island Vacation.
Places to Play after you leave your Vacation Rental Home.
If you are looking for something other than a relaxing day swimming or working on your tan, Anna Maria Island offers a choice of fishing styles. Choose from three public fishing piers, fish from the beach, or charter a boat for a day’s trip fishing the Gulf of Mexico. Powerboat, jet-ski and sailboat rentals are available, or spend the day on land with a round of golf or a game of tennis. Bradenton’s Village of the Arts is just across the bridge, where local artists live and display their work. Also, within easy driving distance are most of Florida’s major attractions, including Orlando’s Disney World and Universal Studios.
Popular Events
The Bayfest Annual festival in October regularly draws 10,000 attendees to see the arts and crafts, live bands, car show, kids area, restaurants and more. In November, the Medieval Fair comes to nearby Sarasota, with combat chess and jousting exhibitions.
Water Sports
The beautiful beaches of Anna Maria Island are perfect for swimming or catching up on you tan. The island also offers powerboat and sailboat rentals, as well as jet-ski rentals. The warm Gulf waters are inviting for snorkeling and scuba diving.
Golfing
The Manatee-Sarasota area provides you with a choice of more than 45 courses ranging from executive par three courses to challenging championship 18 hole courses that will test any golfer’s ability from tee to green..
Start your Anna Maria Island, FL vacation here!
Start your Anna Maria Island, FL vacation here!We proudly partner with VRBO.com, one of the world's most trusted vacation rental platforms. As an official affiliate, every listing on our site connects you directly to verified owners through secure booking channels. Whether you're looking for a beachfront condo, a pet-friendly cottage, or a pool home near Disney, we make it easy to find the perfect place to stay in Florida.