Anna Maria Island Rentals | Oceanfront & More (2024)

Welcome to Anna Maria Island, where the sun-kissed beaches meet laid-back luxury. Our Anna Maria Island vacation rentals offer an escape like no other, each one thoughtfully designed to immerse you in the true Anna Maria Island vibe. Whether you're seeking a romantic getaway or a family retreat, we have the perfect spot for you.

Discover the diversity of our Anna Maria Island vacation rentals. Dive into relaxation with our Anna Maria vacation home rentals featuring private pools, the epitome of island living. Imagine starting your day with a refreshing swim before sipping your morning coffee in the sunshine.

Anna Maria Island Rentals | Oceanfront & More (1)

Your furry friends deserve a vacation too! OurAnna Maria Island pet-friendly rentalswelcome your four-legged family members, ensuring no one gets left behind. Walks on the Anna Maria Island beach and sunset views are best enjoyed with your loyal companion by your side.

From cozy one-bedroom condos to spacious family homes, our collection caters to all your needs, providing a carefully curated oasis on this picturesque island. Picture waking up to the gentle sound of waves and a breathtaking view of the Gulf with our Anna Maria Island waterfront rentals, offering the serenity and beauty that define Anna Maria Island. It's not just a vacation; it's an experience.

All our vacation rentals boast updated amenities, ensuring your comfort and satisfaction. Immerse yourself in island living without sacrificing the conveniences of modern life.

Ready to book your luxury escape? Your Anna Maria Island adventure starts here. Browse our collection of Anna Maria Island vacation rentals and make memories that will last a lifetime. Paradise is calling—answer it in style.

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About Anna Maria Island Vacations

Anna Maria Island is a family-friendly vacation destination known for its charming, laid-back atmosphere, white sand beaches, and stunning views of the Gulf of Mexico. Rich in Old-Florida charm, Anna Maria Island isn’t your typical vacation town, as you won’t find any highrises or skyscrapers clogging up the beach areas. You also won’t find any highways, nor will you see any speed limits over 35 mph. Anna Maria Island is one of the last true “beach towns” where vacationers can truly relax and have fun in the sun.

The island is made up of three cities: Anna Maria, Holmes Beach, and Bradenton. Our Anna Maria Island vacation rentals can be found all over the island, from the northern tip known as Bean Point all the way down to Bradenton Beach.

Where are your Anna Maria Island rentals located?

We have a great selection of Anna Maria Island rentals located beachfront and near the beach. You can also choose from Anna Maria Island Rentals with pools, vacation rentals that are pet friendly and more great amenities.

Do any amenities come standard in all of your AMI rentals?

Yes, all our properties provide professionally laundered linens with beach towels, bath towels, wash cloths, hand towels and of course bed linens. Each linen is reviewed by our laundering team to ensure it passes our rigorous inspections. All of our kitchens provide basic flatware, cookware, utensils and small appliances needed. All our Anna Maria Island vacation rentals are non smoking and televisions equipped with basic cable stations are provided.

How can I get the best deal on my Anna Maria Island vacation rental?

By booking directly with annamariaisland.com, you’re already getting the lowest possible rate! When you book directly with a property management company like us and not a booking website, you automatically don’t pay anybooking fees! For even deeper discounts, check out our last minute deals.

Where is the best beach on Anna Maria Island?

All the beaches have fantastic soft sand with plenty of space to sprawl out all your beach goodies. Most prefer Bradenton Beach for shelling or the ability to walk to lots of restaurants from the beach. For very quiet beaches Anna Maria City is preferred as the density on the beach is the least of all beaches. Many regard Bean Point as a must visit beach on Anna Maria Island. Holmes Beach is a mixture of the two beaches, Anna Maria and Bradenton Beach.

Where is Bean Point?

Bean point is located in Anna Maria City where the Tampa Bay and the Gulf of Mexico meet. The main beach entrance is found at the crossroads of North Bay Blvd and North Shore drive. Parking for sure can be a challenge so if you can bicycle ride up to the beach access that would be best. The City has several spots where you can lock up your bicycle if you are looking to spend a good portion of the day on the beach. The beach access is beautiful as it takes you over a wooden footbridge and the path is through some wonderful Florida native vegetation. Be careful if you drive up to Bean Point as parking can be challenging and there are a great deal of guidelines when parking in Anna Maria City to avoid receiving a parking ticket.

Anna Maria Island Rentals | Oceanfront & More (2024)

FAQs

Anna Maria Island Rentals | Oceanfront & More? ›

The best time to visit Anna Maria Island is all year round depending on why you are visiting. Our tourism score for weather is very high January, February, March, April, October, November and December. May and September are shoulder tourism scores with June, July and August half of May and September.

What month is best to go to Anna Maria Island? ›

The best time to visit Anna Maria Island is all year round depending on why you are visiting. Our tourism score for weather is very high January, February, March, April, October, November and December. May and September are shoulder tourism scores with June, July and August half of May and September.

What are the three towns on Anna Maria Island? ›

There are three towns on AMI: Anna Maria in the north, Holmes Beach in the center, and Bradenton Beach on the south side. You can take Gulf Drive from one end to the other in about 25 minutes by golf cart.

What airline do you fly into for Anna Maria Island? ›

Sarasota-Bradenton International Airport (SRQ)

The airport has free parking up to 30 minutes in the short-term parking lot, which is in front of the terminal making it easy to be picked up from there. The top airlines at the Sarasota-Bradenton International Airport are: JetBlue. WestJet.

Do people rent golf carts on Anna Maria Island? ›

Explore Anna Maria Island In Style With AMI Golf Cart Rentals!

Is Anna Maria Island expensive? ›

With lodging costing an average $294 per night for its most affordable double room, Anna Maria Island was Florida's most expensive spring destination and fifth overall in the United States, according to a survey by cheaphotels.org.

Can you swim in the water at Anna Maria Island? ›

Coquina Beach

All the beaches on Anna Maria Island are kid-friendly, but this is a popular one for families because it has a huge park that runs the length of the beach. It also has plenty of lifeguards on duty, so you can swim without worrying if someone is monitoring the water.

Do you need a car in Anna Maria Island? ›

This island is truly a standout among all of Florida's islands. The best thing about AMI is that you can get anywhere you want to go here without having to drive a car. Of course, cars are welcome on the island, but if you don't want to drive yours or didn't drive one in, to begin with, that's okay!

What is the difference between Bradenton and Anna Maria Island? ›

While Bradenton is on the mainland on the Manatee River, Anna Maria Island is a seven mile island bound by the intracoastal waterway on the east and the expansive Gulf of Mexico on the west.

Why is Anna Maria Island so popular? ›

"The northernmost of three cozy beach towns on a seven-mile-long island, Anna Maria is packed with so much old-Florida charm—from its sun-faded architecture and ice cream shops to beachside seafood shacks—it's essentially a 1950s time warp," writes Liz Newman, who is listed as the site's former Miami editor.

What major city is near Anna Maria Island? ›

When you're on Anna Maria Island, you'll find the Gulf of Mexico to the west, Longboat Pass to the south, Anna Maria Sound to the east, and Tampa Bay to the north. The closest major city is Sarasota, which you can reach in about 40 minutes by car.

What is the cheapest transportation from Sarasota airport to Anna Maria Island? ›

Questions & Answers. What is the cheapest way to get from Sarasota/Bradenton Airport (SRQ) to Anna Maria Island? The cheapest way to get from Sarasota/Bradenton Airport (SRQ) to Anna Maria Island is to bus which costs $0 - $2 and takes 42 min.

Is Anna Maria Island closer to Tampa or Sarasota? ›

Anna Maria Island is located 40 miles south of Tampa and seven miles west of Bradenton within minutes from Sarasota-Bradenton International Airport.

Is the trolley on Anna Maria Island free? ›

Anna Maria Island has a free Trolley Service that travels daily up and down the island between Anna Maria Island and Coquina Beach, from 6AM- 10:30PM, about every 20 minutes. It is a cool ride on a hot day. About every 2-4 blocks there is a Trolley Stop, most have covered seating while you wait.

Can you have alcohol on Anna Maria Island beach? ›

Don't Bring Prohibited Items

Beachgoers should also remember not to bring prohibited items to the beach. Some prohibited items include: Alcoholic beverages.

How walkable is Anna Maria Island? ›

Anna Maria Island is an extremely walkable island. You can go out for leisurely strolls, walk to dinner, and enjoy a healthy jog or bike ride as the sun comes up or goes down. Find an Anna Maria Island vacation rental that has a parking space, and leave the car in it. You're on vacation.

What is the coldest month in Anna Maria Island? ›

Quick Climate Info
Coldest MonthJanuary (62 °F avg)
Wettest MonthAugust (6.96" avg)
Windiest MonthMarch (14 mph avg)
Annual precip.39.58" (per year)
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What is the least crowded beach on Anna Maria Island? ›

For the quiet getaway

For that there is the hidden gem of Bean Point – a beautiful white sand beach found at the very tip of Anna Maria Island. Once you find its “secret” entrance you'll know you're in for a treat. This beach is always quiet, secluded and sparsely populated.

Is the water clear at Anna Maria Island? ›

North of Siesta Key and West of Bradenton, Anna Maria Island is another gorgeous beach with clear water and emerald green hues. You'll find it much quieter than Siesta Key and it also neighbors Bradenton (another small town).

Can you swim in Anna Maria Island in October? ›

Temperatures hover around an average high of 80-89, meaning that the sea temperatures are also warm and swimmable on many days. Your comfort in the water will also depend on wind and sunshine, but on many days, the water will be warm and inviting, especially in September and October.

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