When you’re planning a vacation to Florida, you’re probably thinking about spending as much time on the water as possible. Anna Maria Island is the perfect place to do just that, whether you want to relax on the sand or take advantage of the fun water sport opportunities here. If you never want to leave the shore, consider booking one of our Anna Maria Island waterfront vacation rentals!
We are proud to offer a wide range of rentals that will suit every family on any budget and will always have you overlooking the gorgeous Gulf of Mexico. Here are a few of our most popular vacation rentals on Anna Maria Island that sit right on the water!
Villa Rayo de Sol
This spacious vacation rental can suit up to 16 guests between its 5 bedrooms and 5.5 bathrooms. Inside your home, you’ll have everything you need for an unforgettable and relaxing stay, including two fully equipped kitchens, an elevator to navigate between floors, brand-new decor and furniture, and even your very own game room!
When it comes to enjoying the view, you can look out over the water from your private heated pool and spa, which are just steps away from the beach. You can also watch the waves roll in from any one of your multiple decks. If you want to stay active while you’re on vacation, you can head to the enclosed basketball and sports court or take advantage of your complimentary kayaks.
The Big Yellow House
With 5 bedrooms and 4 bathrooms, this waterfront property sits right on the beach and is suitable for 14 guests. Staying in this 3,000-square-foot home leaves you wanting for nothing and offers anything you might picture inside a luxury home. Cook up a meal for your family in your fully equipped kitchen, or grab a snack from the kitchenette on the upper level. Do your family’s laundry in your very own washer and dryer, or enjoy a movie night on one of your multiple TVs.
Outside, you’ll find a stunning, unobstructed view of the Gulf right from your door. You can also enjoy their view while relaxing in your private heated pool and spa. We also provide you with various beach toys and chairs that you can take down to the sand to make the most of your time here.
Beach Side Paradise
This 7-bed, 6-bath property will genuinely transport you to paradise as soon as you walk through the door. With enough room to suit up to 16 guests, this home is particularly popular for those celebrating a special event. As you walk through the house, you will discover luxurious features such as a fully equipped kitchen, massive dining room and living space, multiple flat-screen TVs, and more.
But we know you’re here to talk about the view! You’ll have a breathtaking panoramic view of the Gulf throughout the home, but one of the best places to look out on the water in through the wall-to-wall windows in the living room. You can also enjoy your own private heated pool and spa or enjoy your meal in your covered poolside lanai with an outside dining area.
Seashore Castle
The last few properties that we’ve mentioned have been quite expansive, but if you don’t need something quite that big, you may enjoy Seashore Castle. This 3-bed, 2.5-bath home is ideal for groups of up to 8 guests. Just because this home is a bit smaller doesn’t mean we’ve taken away any of the luxuries! Inside, you’ll find stunning features like a private elevator, attached garage, premium finishes, six Roku TVs, a walk-in closet in the master suite, and more.
Each bedroom also boasts a Gulf-view balcony so you can enjoy the view anytime you please, and when you want to get to the water, beach access is right across the street. At home, you can also enjoy your own hot tub, pool, and outdoor heated shower. If you’d rather stay dry, relax on your rooftop deck or play one of the complimentary lawn games.
Ocean Sunrise
Big groups of up to 19 people are sure to enjoy this 5-bed, 3.5-bath property. It’s hard to find a home that’s much more luxurious than this! This private Bayfront home is equipped with a fully stocked kitchen, a spacious living area, high-speed wireless Internet access, a 2-car garage, and even a dedicated kids’ room.
When you step outside, you’ll be truly stunned by the fabulous view of the Bay. Enjoy the view from throughout the main level or while you’re swimming in your private heated pool. If you’d rather enjoy the Gulf beaches, you’re just a 3-minute walk away! Many groups want the best of both worlds by enjoying the Bay and the Gulf when they’re staying on Anna Maria Island, and this is the perfect home to do just that.
Marina Sunrise
Groups of up to 6 people will be more than comfortable in this 3-bed, 2-bath home. This private duplex is located in the heart of Holmes Beach, right in the middle of Anna Maria Island. Your home is filled with luxurious features, including a fully stocked kitchen with granite countertops And stainless steel appliances, brand new flat-screen TVs, and spacious living and dining areas.
Outside, you’ll have your very own private backyard to enjoy, as well as multiple balconies where you can enjoy the view of the canal. Since this home is located in Holmes Beach, it’s easy to walk or take the free island trolley anywhere you would like to go. You can even get to the beaches with just a 5-minute stroll!
Plan Your Next Stay
While you’re on the hunt for Anna Maria Island waterfront rentals, consider staying in one of these popular properties. Still haven’t found exactly what you’re looking for—interested in staying in one of these units? Contact us to learn more about all of our Anna Maria Island vacation rentals and to book yours today!
White Sands
Are you traveling with your sweetheart or a small family? This 2-bed, 2-bath property can sleep up to 4 guests. This adorable cottage will direct you back to the times of “Old Florida” and provides everything you need for a cozy stay. You won’t have anything to worry about, from the spacious living area and the luxurious bedrooms to the in-home washer and dryer.
When you’re ready to enjoy the water, you can do so in style, thanks to the screened-in wrap-around deck. Of course, you can also walk right out onto the beach and dip your toes in the Gulf just seconds away from your home! This is another one of our most popular Holmes Beach properties, located within walking distance from some of the best local shops and restaurants.
Gulf Place 8B
Finally, this 3-bed, 2-bath property is popular with groups of up to 6 people. Here, you’ll find all the luxurious features you’ve come to expect from us, such as a fully equipped kitchen, in-unit washer and dryer, multiple flat-screen TVs, and high-speed wireless Internet access. Of course, you also have a stunning view of the Gulf right from your balcony!
Outside, there’s even more to enjoy than just the incredible view and proximity to the beach. You can also take advantage of the shared pool and tennis courts to keep you active while you’re in town, and convenient assigned parking means you’re never too far away from your unit.
