Top 10 Anna Maria Island Beachfront Rentals You Don’t Want to Miss

Anna Maria Island is a hidden gem of Florida, offering a quaint and quiet vacation destination that allows you to truly relax. Don’t worry; the laid-back atmosphere doesn’t mean there’s nothing to do here! You’ll find tons of activities on the island, including the world-class beaches. We are proud to offer a wide range of Anna Maria Island beachfront rentals that put you steps away from the shoreline, so you never have to travel far to stick your toes in the sand. Here are some of our most popular AMI beachfront rentals!

porch facing the beach in anna maria island

Hidden Oasis

Solo travelers, couples, and small families will love Hidden Oasis, a 1-bed, 1-bath property that can sleep up to 4 people. This home is an adorable property with an uninterrupted view of the Gulf, and it’s just been renovated and updated with the highest quality fixtures and furnishings. Enjoy the ocean breeze from your open-air balcony and private patio, get everyone’s laundry done in the in-house washer and dryer or cook a delicious dinner in your fully equipped kitchen. Finally, this property’s convenient location in Anna Maria’s city puts you next to all the island’s most popular activities.

outside of nice beachfront home in anna maria island

The Big Yellow House

When we call this “The Big Yellow House,” it’s for a good reason: inside, you’ll find 5 bedrooms and 4 bathrooms to suit up to 14 guests! This Gulf-front home is perfect for prominent families or groups traveling to AMI for a special occasion. You can hang out in one of your multiple living rooms, enjoy wireless internet and various TVs throughout, and snack in the kitchen or the upper-level kitchenette. Head outside to experience your private heated pool and spa, or walk right down to the beach! This home indeed provides everything you need for the ultimate beach getaway.

Bean Point Beachfront

One of our more mid-size properties, Bean Point Beachfront, is a 4-bed, 3-bath home perfect for groups of 8 people or less. This adorable property gives you that “Old Florida” feeling with its beachy décor, welcoming bedrooms, and relaxing amenities like the fully equipped kitchen and third-floor loft. Where this home truly shines, though, is outside. In your backyard, you’ll have a spacious deck with tons of seating, as well as a BBQ grill, TV, and covered dining area. There’s also a brand-new private heated pool with a spa! You’ll always have a stunning view of the water and are just moments away from areas like Bean Point Beach and the Rod-N-Reel Pier.

pool and hot tub view in anna maria island

Sunset Point

This Spanish-style beach house is an excellent option for up to 9 people, as it features 4 bedrooms and 3 bathrooms. You’ll have a spacious property in one of the most sought-after neighborhoods on the island, featuring luxurious amenities like substantial walk-in closets, a gourmet kitchen, and authentic décor. Outside, you’ll have a breathtaking view of the Gulf as you enjoy your brand-new private heated pool and spa! You can wash off in your outdoor shower or stay dry and enjoy the view from your deck. Of course, this ground-level home also allows you to step right onto the sands whenever you please. 

view of patio and ocean of home in anna maria island


Breakaway has just been renovated and is ready to welcome groups of up to 10. This incredible home has 4 bedrooms and 2 bathrooms with jaw-dropping features like a beautiful Art Deco glass front door, a seawall with 2 deck spaces, and a grand open floor plan offering plenty of room for your entire family. Outside, you have a new private heated pool to enjoy, as well as a gas BBQ grill and outdoor shower. You can see all kinds of beautiful sites from your home, including Tampa Bay and the Skyway Bridge.

Low Tide

Are you bringing a more minor group? Check out Low Tide, a 2-bed, 1-bath property that works well for up to 4 guests. This property and its sister home, High Tide (more on that one in a moment!), are undergoing complete renovations, and you’ll have to see the improvements to believe them! This home has a simply unmatched location right on the beach. It is within walking distance of popular AMI destinations, including the exciting Pine Avenue. Inside, you’ll find convenient laundry facilities, wireless internet, a fully equipped kitchen, and so much more. We can’t wait for you to discover the possibilities here!

inside of home facing ocean in anna maria island


This 3-bed, 2.5-bath property (with a bonus loft!) is an incredibly welcoming space that will suit your group of 10 beautifully. In this luxurious home, you’ll find all the charm of a New England-style beach cottage, with cute touches like coffered ceilings and crown molding. Especially once you step outside, you’ll understand why this is one of our most popular properties. You’re just 10 steps from your own private beach, and at your home itself, you can enjoy an enclosed private porch as well as two elevated porches. Look out over the Bay and see Skyway Bridge, Egmont Key, and the St. Pete skyline. Want to head out? Enjoy complimentary bikes, beach chairs, and toys! 

view of pool and beach in anna maria island

Gulf Front Paradise

The name indeed says it all when it comes to this 4-bed, 4.5 bath home. You and 11 of your friends and family members will adore this breathtaking home, complete with flat-screen TVs throughout, a professional chef’s kitchen, and even an elevator to get you from floor to floor! Outside, you’ve got private beach access with the complimentary wagon, cooler, umbrella, and chairs, as well as your very own resort-style private heated saltwater pool with spa. It just doesn’t get any better than this!

Blue Bay View

Blue Bay View is a 3-bed, 2-bath home ready for groups of up to 8 people. This charming waterfront home puts you just moments away from the Bay, so you can walk down to the shore or enjoy your morning coffee right out on the sands. Plus, we provide tons of beach equipment like bikes, kayaks, and beach chairs! Inside, you’ll enjoy a full kitchen that grants stunning views of the water, laundry facilities, and high-speed wireless internet. Finally, this home has an incredible location near downtown Anna Maria, allowing you to reach any attraction at a moment’s notice. 

outside of beach home in anna maria island

High Tide

Finally, High Tide, a 2-bed, 2-bath property perfect for groups of 4. Along with its sister property, Low Tide, this home is being fully renovated to bring you incredible features like a grand open floor plan, flat-screen TV, high-speed wireless internet, and brand-new appliances and furnishings throughout the home. Of course, the one thing we’re not changing is the breathtaking location and view right near the Gulf! This quaint property is the perfect place to stay for a solo trip, romantic getaway, or family vacation with your kids.

These are a handful of the most popular Anna Maria Island beachfront vacation rentals that we offer, but this list is certainly not all-inclusive! If none of these homes looks like they suit your needs, contact our staff. We’re more than happy to recommend a vacation rental based on your preferences. Ready to plan your ultimate getaway to the shores of Anna Maria Island? Contact us today to get started.