1 Guests
1 Apply
to Bedrooms
Bedrooms
Close / Clear Apply
Price Range
Price Range
Close / Clear Apply
Filters
Filters
Location
Amenities

Entertainment

Location

Outdoor

Pool

Save Search as URL

Anna Maria Island Vacation Rentals

Learn about our COVID policies and procedures

Book a stay at one of our stunning vacation rentals on Anna Maria Island. Known around the world for its pristine turquoise waters and white, sandy beaches, Anna Maria Island is the perfect destination for your island vacation. Island Real has 80+ Anna Maria Island vacation rentals in Anna Maria City, Holmes Beach and Bradenton Beach. 

Our vacation rentals feature a wide range of amenities, including hot tubs, pools, updated designs, outdoor lounge areas, multiple bedrooms and more!

Looking for more out of your Anna Maria Island vacation? Browse our Anna Maria Island pet-friendly rentals and bring your four-legged friend to the beach! We offer Anna Maria Island vacation rentals that can accommodate large group rentals and family vacations. Want to be close to the water? Island Real has Anna Maria Island beachfront rentals with stunning views of the gulf. Elevate your AMI vacation with a condo or house rental with a pool! Browse and book your island getaway with Island Real today!

Popular Anna Maria Island Vacation Rental Searches

Everyone has specific needs and desires when it comes to choosing the perfect AMI vacation rental property. Check out some of our most popular searches and get the best rate on your Anna Maria Island vacation rental! From pet-friendly homes to oceanfront rentals with private pools, we have an Anna Maria Island vacation rental perfect to suit everyone's needs at Island Real Estate.


  • 10 properties returned
  • Sort by: Beds
    • 4
    • 4
    • Pool
    • Sleeps 8
    • 68 Views
    • 4
    • 4
    • Pool
    • Sleeps 8
    • 37 Views
    • 4
    • 2
    • Pool
    • Dogs Allowed
    • Sleeps 8
    • 35 Views
    • 4
    • 3
    • Pool
    • Dogs Allowed
    • Sleeps 8
    • 20 Views
    • 4
    • 3
    • Pool
    • Sleeps 8
    • 22 Views
    • 4
    • 3
    • Pool
    • Dogs Allowed
    • Sleeps 8
    • 32 Views
    • 4
    • 4
    • Pool
    • Sleeps 8
    • 33 Views
    • 4
    • 4
    • Pool
    • Sleeps 8
    • 60 Views
    • 4
    • 3
    • Pool
    • Sleeps 8
    • 80 Views
    • 4
    • 3
    • Pool
    • Sleeps 8
    • 60 Views

Where can I find your Anna Maria Island Vacation Rentals?

Our Anna Maria rental properties are spread across the island, giving our guests the power to choose where they want to stay on the island. For those traveling with their dogs, we offer pet-friendly vacation rentals that are perfect for the whole family. To be as close to the ocean as possible, be sure to check out our beachfront rentals.

What are some fun things to do on Anna Maria Island?

While staying in an Anna Maria rental there are tons of activities available to you. The island is best known for its soft, sandy beaches and stunning turquoise water. With seven miles of beach to explore, there's plenty to keep the kids and parents entertained. If you want to shake things up on your stay in one of our Anna Maria Island Vacation Rentals, check out what the locals say are the best things to do on Anna Maria Island.

Where is Anna Maria Island located?

Anna Maria Island is 109 miles west of Florida as the crow flies, but it's just over 117 miles by car. It's about an hour and a half southwest of Tampa International Airport and 30 minutes northwest of the Sarasora-Bradenton International Airport. Anna Maria Island is also about 2 hours southwest of Orlando and Disney World.

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

For sure this can be confusing. Anna Maria Island is made up of three cities. Bradenton Beach, the southernmost city. Holmes Beach is in the middle of the Island and the northernmost city is Anna Maria City. So when someone refers to Anna Maria it could be short for Anna Maria Island or it could be short for Anna Maria City. Most of the time when a local references Anna Maria means Anna Maria City.

Are there supermarkets on Anna Maria Island?

Yes, Publix located on Anna Maria Island is a major grocery store. It has a deli, bakery, and seafood along with all the normal amenities. The grocery store does get very busy Saturday afternoon as well as Sunday due to the high amount of vacation rental check-ins on Saturdays.

What sort of restaurants are on Anna Maria Island?

The island has a vast collection of unique eateries to choose from, offering everything from gourmet donuts to delectable sushi to mouthwatering seafood. The island is proud to offer a wide selection of restaurants that are not chain restaurants and are unique to the island. To see more of our restaurant selection check out the dining and nightlife page of our site.