Holiday Rentals and Lettings 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 holiday rentals await you, whether you are looking for a beach resort, or a holiday let in the historic town area. Enjoy some of the world’s finest seafood before strolling back to your Anna Maria Island holiday home in this most magical part of Florida. If you are looking for more budget options check out the lettings around Palma Sola Bay, just a short hope from the island over one of its two bridges.

Florida style holiday rentals feature tropical gardens and sparkling, warm, turquoise swimming pools for playing and relaxing. Brightly painted, wooden slatted lettings give a colourful and fun welcome to you on your Anna Maria Island holiday. 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 holiday letting. What are you waiting for? Book today!

Your exciting holiday 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 spoilt 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 spoilt 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..

How much do the holiday rentals in Anna Maria Island cost on average?

Anna Maria Island is one of the most expensive destinations in the USA! An overnight stay here costs on average £311 per night.

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

If you want to get the most out of your money, the most budget-friendly months to visit Anna Maria Island are October (£265 per night for accommodation, on average), September (£276), and November (£279).

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

When it comes to renting a holiday letting in Anna Maria Island, the highest prices are found in the month of March (with an average of £392 per night), followed by February (£383), and July (£328).

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

When going on holiday to Anna Maria Island, it is necessary to be proactive, as 82% of rentals are usually booked, according to last year's data.

Which months offer the highest availability?

May, September, and August are, in order of highest to lowest, the months offering the largest number of accommodations free, with respective average availability figures of 45%, 32% and 28%. However, even during the time when availability is the highest, the average is 35%. Due to this, it is better to always book a little in advance to be sure to find the rental of your dreams.

During which months is it more difficult to find available rentals?

The months with the lowest properties available in Anna Maria Island are, in order, March, February and July, with respective average availability figures of 0%, 0%, and 5%, based on data collected from last year. During these three months, availability is really low (2%). Due to this, it is a good idea to make your reservation early.

How many rentals are available in Anna Maria Island?

Holidu has around 860 properties in Anna Maria Island, offered by 6 different partners.