Vacation Rentals & Apartments in Anna Maria Island

The barrier island, Anna Maria Island, is famous for its wide, sweeping beaches, with incredible views and luxury restaurants, as well as its small but perfectly appointed town, Anna Maria. The most incredible vacation rental await you, whether you are looking for a beach resort, or a vacation let in the historic town area. Enjoy some of the world’s finest seafood before strolling back to your Anna Maria Island vacation home in this most magical part of Florida. If you are looking for more budget options check out the rentals around Palma Sola Bay, just a short hope from the island over one of its two bridges.

Florida style vacation rental feature tropical gardens and sparkling, warm, turquoise swimming pools for playing and relaxing. Brightly painted, wooden slatted rentals give a colourful and fun welcome to you on your Anna Maria Island vacation. Imagine yourself sipping a cocktail, watching as the sun sets over the tropical beach, as you relax in the comfort of the terrace or garden of your own beautiful vacation rental. What are you waiting for? Book today!

Your exciting vacation to Anna Maria Island is most likely to start at Sarasota-Bradenton International Airport which is just half an hour’s drive from the Cortez Bridge on the south part of the island. You can also cross over on the Manatee Ave Bridge which takes you right onto the centre of Anna Maria Island. From here you’ll be spoiled for choice with your options. You can start by browsing the luxury boutiques before settling in for a slow afternoon’s siesta on the crisp white sand, or a swim in the sapphire waters of the sea. The possibilities are endless!

The sheer joy of Anna Maria Island is the absolute beauty that surrounds you from the moment that you step onto the island. Head over the marina and enjoy watching the yachts which are moored in between their sea adventures, while tasting some of the fine wine at the marina restaurant. Head next to Coquina Beach, and join the beach combers and shell seekers (don’t forget to leave all your finds there for the next person!) then take the Coquina Boardwalk for a stroll through nature. No matter which direction you look, the views will be amaze!

The brilliant white sands of the beaches of Anna Maria Island contrast delightfully with its clear blue waters. With restaurants and bars to suit every budget lining the beaches, you’ll have everything you need for a relaxing and restful day. For beach lovers who prefer to burn some energy, rent a jet ski and explore the coastline from its unique, speedy view! Or take the slower route with a chartered yacht and enjoy the wind in your sails as you cruise along in the tranquil seas.

Being an island, fish and seafood is the main feature of the fine dining options on Anna Maria Island, but if you’re vegetarian or vegan you’ll still be spoiled for choice. For seafood, you’ll adore the offerings in the Anna Maria Oyster Bar on Cortez Road. Not surprisingly, they specialise in oysters, but their lobster is also outstanding and their salads out of this world. The Sandbar Restaurant’s unique appeal is its proximity to the beach and the exceptional quality of the food – a real treat for every self-respecting foodie!

Watch people relaxing on the beach, anglers casting their lines in the hopes of catching a fish, see yachts sailing by and if you’re lucky, a pod of frolicking dolphins! A wonderful people (an animal!) watching destination!

From fresh fish to clothing to jewellery, there’s always something fresh and vibrant to see and buy at the Coquina Beach Market. If you don’t want to be surrounded by a delicious variety of condiments and wares and explosions of colour, be sure to stay away!

Join a boat trip out into the Gulf of Mexico for a once in a lifetime experience spotting dolphins in the wild. And look out for manatees grazing and wading birds.

Walk over the powdery sand, play and swim in the clean, clear water, snorkel around the coast to discover the local sea-life or relax in a local beach bar at this most beautiful beach on Anna Maria Island.

An Award Winning organization dedicated to providing artistic experiences for the communities of Anna Maria Island, this delightful community theatre offers entertaining productions and highly recommended shows..

What was the average price for a vacation rental in Anna Maria Island in 2020, the first year impacted by the corona crisis?

The corona crisis strongly impacted the travel industry in 2020. This destination had an annual average of around CA$513.61 per night.

What time of year offers, on average, the best vacation rental prices in Anna Maria Island?

]If you would like to make the most of your money, the most affordable months to visit Anna Maria Island are October (CA$388.23 the average per night for accommodation), November (CA$436.21), and May (CA$446.22).

When does the price of vacation rentals in Anna Maria Island go up the most?

Following the data observed in 2020, costs per night for accommodation here are usually higher, on average, during the months of February (CA$718.97), March (CA$707.31), and April (CA$592.5).

Do I need to plan a trip to Anna Maria Island well in advance?

If you decide to put Anna Maria Island on your bucket list, we suggest organizing your travels long before you go because it tends to be very high in demand, with an annual average of 83% of rentals booked in the year 2020.

When are more vacation rentals available?

In 2020, the months with the largest number of properties available of the year in Anna Maria Island were September, December and April, with average availabilities of 31.25%, 26.33%, and 25.25%, respectively.

When are there fewer vacation rental options available in Anna Maria Island?

According to data from 2020, the months when it is most difficult to find accommodation in Anna Maria Island are, in order, February (with 1.2% of available rentals), March (5.75%), and June (7.25%).

How many vacation rentals does Holidu have in Anna Maria Island?

Our inventory features approximately 2900 properties from 6 partners, giving you plenty of choice when searching for your next dream vacation rental!