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Anna Maria Island Vacation Rentals

Visit Anna Maria Island

Welcome to Anna Maria Island, where the sun-kissed beaches meet laid-back luxury. Our Anna Maria Island vacation rentals offer an escape like no other, each one thoughtfully designed to immerse you in the true Anna Maria Island vibe. Whether you're seeking a romantic getaway or a family retreat, we have the perfect spot for you. 

Discover the diversity of our Anna Maria Island vacation rentals. Dive into relaxation with our Anna Maria vacation home rentals with private pools, the epitome of island living. Imagine starting your day with a refreshing swim before sipping your morning coffee in the sunshine. 

Your furry friends deserve a vacation too! Our Anna Maria Island pet-friendly rentals welcome your four-legged family members, ensuring no one gets left behind. Walks on the Anna Maria Island beach and sunset views are best enjoyed with your loyal companion by your side.

From cozy one-bedroom condos to spacious family homes, our collection caters to all your needs, providing a carefully curated oasis on this picturesque island. Picture waking up to the gentle sound of waves and a breathtaking view of the Gulf with our Anna Maria Island waterfront rentals. Our collection includes Holmes Beach rentals, Anna Maria City and Bradenton Beach vacation rentals. The serenity and beauty that define Anna Maria Island make it truly unique. It's not just a vacation; it's an experience!

All our vacation rentals boast updated amenities, ensuring your comfort and satisfaction. Immerse yourself in island living without sacrificing the conveniences of modern life. 

Ready to book your luxury escape? Your Anna Maria Island adventure starts here. Browse our collection of Anna Maria Island vacation rentals and make memories that will last a lifetime. Paradise is calling—answer it in style.

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About Anna Maria Island Vacations

Anna Maria Island is a family-friendly vacation destination known for its charming, laid-back atmosphere, white sand beaches, and stunning views of the Gulf of Mexico. Rich in Old-Florida charm, Anna Maria Island isn’t your typical vacation town, as you won’t find any highrises or skyscrapers clogging up the beach areas. You also won’t find any highways, nor will you see any speed limits over 35 mph. Anna Maria Island is one of the last true “beach towns” where vacationers can truly relax and have fun in the sun.

The island is made up of three cities: Anna Maria, Holmes Beach, and Bradenton. Our Anna Maria Island vacation rentals can be found all over the island, from the northern tip known as Bean Point all the way down to Bradenton Beach.

Where are your Anna Maria Island rentals located?

We have a great selection of Anna Maria Island rentals located beachfront and near the beach. You can also choose from Anna Maria Island Rentals with pools, vacation rentals that are pet friendly and more great amenities.

Do any amenities come standard in all of your AMI rentals?

Yes, all our properties provide professionally laundered linens with beach towels, bath towels, wash cloths, hand towels and of course bed linens. Each linen is reviewed by our laundering team to ensure it passes our rigorous inspections. All of our kitchens provide basic flatware, cookware, utensils and small appliances needed. All our Anna Maria Island vacation rentals are non smoking and televisions equipped with basic cable stations are provided.

How can I get the best deal on my Anna Maria Island vacation rental?

By booking directly with annamariaisland.com, you’re already getting the lowest possible rate! When you book directly with a property management company like us and not a booking website, you automatically don’t pay any booking fees! For even deeper discounts, check out our last minute deals.

Where is the best beach on Anna Maria Island?

All the beaches have fantastic soft sand with plenty of space to sprawl out all your beach goodies. Most prefer Bradenton Beach for shelling or the ability to walk to lots of restaurants from the beach. For very quiet beaches Anna Maria City is preferred as the density on the beach is the least of all beaches. Many regard Bean Point as a must visit beach on Anna Maria Island. Holmes Beach is a mixture of the two beaches, Anna Maria and Bradenton Beach.

Where is Bean Point?

Bean point is located in Anna Maria City where the Tampa Bay and the Gulf of Mexico meet. The main beach entrance is found at the crossroads of North Bay Blvd and North Shore drive. Parking for sure can be a challenge so if you can bicycle ride up to the beach access that would be best. The City has several spots where you can lock up your bicycle if you are looking to spend a good portion of the day on the beach. The beach access is beautiful as it takes you over a wooden footbridge and the path is through some wonderful Florida native vegetation. Be careful if you drive up to Bean Point as parking can be challenging and there are a great deal of guidelines when parking in Anna Maria City to avoid receiving a parking ticket.