No matter what the pages on the calendar may say, it is eternally summer on Anna Maria Island, making it the place that people visit when they are trying to get away from the cold, the snow, and the traffic conditions that follow along with bad weather. We are a laidback bunch here on the island, and we subscribe to the belief that more is merrier, so come on down and play, choosing our Anna Maria Island beachfront rentals for your summer vacation any time during the year! Offering joy, comfort, and luxury, these rentals will make you forget anything bad and have you feeling like royalty as you spend your minutes frolicking in the surf, hanging out on a swing by the bay, and eating the freshest seafood you have ever tasted. This guide to our Anna Maria Island beachfront rentals is probably all you will need to gently nudge you south for the season!
Browse Our Anna Maria Beach Rentals Below
This Way to the Beach
Humans are drawn to the serenity found in the ebb and flow of the tides, and when you plan a beach vacation, you need to stay at the beach. You soon discover that even the homes and condos that promise “a quick walk brings you to water’s edge” end up lacking something very important: the sights and sounds that come standard with our Anna Maria beach rentals! Step into spaces where Gulf breezes can be felt simply by opening a window, where the sounds of the ocean lull you into a deep sleep filled with happy dreams. Each bedroom in these special places offer a touch of the sea, either in the color of the linens topping the beds, in a picture of a deck overlooking the water, or in the Gulf of Mexico and the sandy beaches that serve as a backyard! Choose a private home with spacious living areas and luxurious private spaces and wake up every morning to a walk along shore’s edge at sunrise. Offering swimming pools and barbecue grill, views of the bay or toes in the sand adventures just steps away from your back door, our Anna Maria beach rentals are all the proof you need that vacation dreams do come true!
Our Anna Maria Beachfront Rentals are Built for Families
The beach lifestyle is one you crave, and our homes provide that for everyone who stays inside, but there’s more to our Anna Maria Island beachfront rentals than just a good time. The living rooms are comfortable spaces to watch television or read a book during the moments you don’t feel like moving from the plush and comfortable couch you are sitting on. Rainy days on the island aren’t cause for sadness; bring the party inside to the dining rooms, playing board games, putting together puzzles, or holding a family conference (complete with snacks!) regarding what you want to do when the rains stop. Plan a morning fishing expedition and grill the catch of the day that evening on the deck that overlooks the water. Sleep late in the mornings and stay up late every night, and don’t worry about sticking to a routine; why worry about time when you are visiting paradise? You will return home feeling rested and relaxed and get back into your normal schedule soon enough!
Exploring Anna Maria Island
The island is a small one, so you know that no matter where your vacation sanctuary is located, it is guaranteed to be close to all the fun Anna Maria Island offers! Build your own donuts at the Donut Experiment and take them home for late start mornings. Enjoy a fresh grouper sandwich while looking over the gulf at the Kokonut Hut while playing your favorite songs on the jukebox. On clear days you can sit out under the Palapas, watching the shorebirds circle the surf and then swoosh down on unsuspecting creatures destined to be their dinner! On rainy days, they leave the walls open of the covered side of the Kokonut Hut, allowing the fresh air in and keeping the views unobstructed without soaking the patrons.
After an enjoyable meal, taking a quick drive around the island will give you a closer look into the history of Florida. Older cottages imbued with the essence of old Florida stand side by side with newer construction, and although you are already full from your meal at Kokonut Hut, be sure to make some time during your stay to drop in and visit the Rod & Reel Pier. The pier has been an Anna Maria Island staple since 1947 and the restaurant found at the end of the pier never fails to please, serving breakfast, lunch, and dinner every day of the week!
Get the Anna Maria Island Experience
Anna Maria Island’s ambience, which combines the feel of old Florida with the updated modernness of Florida today, its beautiful beaches, and our RentTheKeys homes that sit on those beaches work together to give you a vacation you will never forget. Book your favorite today!