Anna Maria Island is a barrier island located between the west coast of Florida and the Gulf Coast. Known for its gorgeous beaches, small towns flourishing with unique art, and a gateway to the historical significance of the Florida Keys, visitors from near and far love exploring this special island. This can be yours when your book a stay in our Anna Maria vacation home rentals!
Browse Our Houses for Rent Anna Maria Island Below
A Renowned Island Destination
Anna Maria Island is a crown jewel of the Florida Keys that you will love calling home for your visit. Our Anna Maria vacation home rentals are furnished with luxury linens in the bathrooms and bedrooms, ensuring you will feel at ease and relaxed throughout your stay. Every vacation home also provides a full-sized kitchen, making it easy to keep your favorite foods on hand, whip up your favorite meals, or simply have a convenient way to fuel your adventures throughout your stay.
One of the most popular options for water-based fun is Anna Maria Island Dolphin Tours. View the dolphins and other marine life that lives in and around Anna Maria Island. If you feel like a snorkeling adventure, a sunset cruise, or custom boat tour, the offer great trips that are very popular with travelers as well as locals.
If you enjoy kayaking and paddleboats, don’t miss Happy Paddler Kayak Tours & Eco Adventures. They offer kid-friendly tours, budget tours, guided tours through the mangroves at Robinson Preserve, and fishing charters. They also rent kayaks and paddle boards and offer lessons on both. Lessons cover paddling, navigation, rescue techniques, safety, and gear selection, according to their website.
We also offer a plethora of different types of vacation houses for rent on Anna Maria island, ranging from upscale villas with private pools, funky beach bungalows, and modern condos with resort-like amenities. No matter which vacation rental you choose, you’ll love island vibes that can only be achieved on the white sandy beaches of the Florida Keys.
Extravagant Island Exploration
Anna Maria Island is known throughout the world for their gorgeous beaches. These well-maintained coastlines offer all the conveniences you crave for a successful (and worry-free) day at the beach. Manatee Beach Park and Coquina Beach both provide restrooms, outdoor showers, and changing cabanas. Visitors of all ages love taking advantage of the grills, game tables, sand volleyball courts, playgrounds, paved walking/biking trails, and multiple pavilions that are at your disposal. Lifeguards are on duty throughout the day, so you and your guests can truly relax in the sun.
In the small resort city of Anna Maria, visitors flock to Pine Avenue for their exclusive boutiques featuring one-of-a-kind items, galleries, and delicious eateries. Another favorite destination for visitors looking to shop for art, jewelry, and distinguishing gifts is Bridge Street Market in Bradenton Beach City.
Bridge Street is a huge favorite for visitors who want a little change from the beach. Dine at Island Time Bar and Grill, Anna Maria Oyster Bar, or Bridge Street Bistro, then play mini golf at Fish Hole Miniature Golf or rent Segways at Segs By the Sea and ride around in the sun!
And for the history buffs, Anna Maria Island Historical Society Museum features a restored 1920 cottage with restored items and folklore featuring the history of the area. This cottage has an interesting history—it once fell into the sea and had to be pulled out! Nearby, the wooden City Pier dates back to 1911, offering a perfect spot to get lunch and dangle your feet above the clear blue water.
If you need to spend some more time off the beach, try some of these destinations.
Visit an Art Gallery
Two of the favorite galleries on Anna Maria Island are Island Gallery West, with 25+ local and regional artists’ work on display, and Bob Brown Art, which displays and sells the work of local abstract artist Bob Brown.
Catch a Show
Island Players Community Theatre was founded in 1949 and still entertains audiences in the Anna Maria community. Located on Gulf Drive just a short way from the beach, this organization continues to promote local artists and community theatre at its finest.
Vacation Rentals vs. Hotels
If you’re wondering why you should rent a vacation home instead of a hotel room, here is your answer: it’s just better all around! When you stay in a hotel, you’re cramming people into a two-room space that’s more like a bed-sit with a coffee pot. Hotel rooms have their place, but when you want to focus on having fun rather than keeping the room organized, you want a vacation home.
You can also cook meals in, enjoy amenities like hot tubs, fire pits, and private pools without leaving the house. You can also save a lot of money if you have a large group, and everyone stays together. Imagine the annoyance of staying in different hotels—you have to organize the rooms, the meeting places, meals, and even laundry. Not with a vacation home!