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Beachfront Rentals With & Without Pool on Anna Maria Island - Oceanfront Rentals

Located on the Gulf of Mexico just southwest of St. Petersburg, Florida, Anna Maria Island boasts some of the most impressive coastal views and vibrant sunsets in the United States. Leave the stress of everyday life behind and escape to pristine white sands and turquoise waters. When you stay in one of our beachfront properties, you’ll enjoy being just steps from Bradenton Beach and Manatee Beach, or a short cruise away from the scenic shores of Bean Point and Coquina Beach.

Our premier beach rentals include both private homes and luxury condos situated directly on the sand. Guests can enjoy exclusive beach access alongside premium resort amenities. If you're looking for the ultimate beach house for rent or a beachfront condo, browse our local inventory and book directly with us today for the best guaranteed rates!

  • 18 properties returned
  • Sort by: Random
  • 10

    Gulf Shores 205

    Condominium
    • 3
    • 2
    • No Pets
    • Sleeps 6
    • 53 Views
  • 2

    Waters Edge 204S

    Condominium
    • 2
    • 2
    • Pool
    • No Pets
    • Sleeps 4
    • 20 Views
  • 6

    Coconuts 101

    Condominium
    • 1
    • 1
    • Pool
    • No Pets
    • Sleeps 4
    • 27 Views
  • 2

    Coconuts 108

    Condominium
    • 1
    • 1
    • Pool
    • No Pets
    • Sleeps 4
    • 165 Views
  • 6

    Vista Grande 1 Sul Mare

    Condominium
    • 3
    • 3
    • Pool
    • No Pets
    • Sleeps 6
    • 28 Views
  • 7

    Hidden Cove 3

    Condominium
    • 2
    • 2 Full Baths , 1 Half Baths
    • No Pets
    • Sleeps 4
    • 25 Views
  • 16

    Dodt House 1, 2 and 3

    Home
    • 6
    • 4
    • Pool
    • No Pets
    • Sleeps 12
    • 50 Views
  • 23

    Hidden Oasis

    Multi-Family
    • 1
    • 1
    • No Pets
    • Sleeps 4
    • 18 Views
  • 1

    Sea La Vie

    Home
    • 2
    • 1 Full Baths , 1 Half Baths
    • No Pets
    • Sleeps 6
    • 24 Views
  • 8

    Buena Vista 4

    Condominium
    • 4
    • 3 Full Baths , 1 Half Baths
    • Pool
    • No Pets
    • Sleeps 8
    • 27 Views
  • 4

    Mango Beach House

    Home
    • 3
    • 2
    • No Pets
    • Sleeps 8
    • 134 Views
  • Waters Edge 209S

    Condominium
    • 2
    • 2
    • Pool
    • No Pets
    • Sleeps 4
    • 18 Views

Why Choose Island Real Estate for Your Next Getaway?

Our Anna Maria Island beachfront rentals are second to none, each offering unmatched views of the Gulf waters and all the comforts of home. Whether you're looking for a luxury property with a private pool or a more serene, secluded resort escape, Island Real Estate provides exceptional options for all tastes and budgets.

You can leave the alarm clock at home – just open the windows at night and you’ll wake up to the calming sea breeze and the sounds of waves crashing in the distance. At night, unwind on your private balcony and watch the sunset over the pristine shoreline. From resort rentals to premium beachfront properties with private pools, you are sure to find the perfect spot for your next Florida vacation.

Whether you are coming with your family and looking for a beach rental for large groups, or you're getting away with someone special for a 2-person getaway, we have different-sized Anna Maria beach rentals to accommodate everyone! Experience the charm and excitement of this beautiful destination while staying in a cozy Anna Maria Island vacation rentals on the beach.

Premium Amenities in Our Beachfront Homes & Condos

Be sure to read each property's description for an accurate list of amenities. We offer everything you need for a relaxing, memorable stay:

  • Oceanfront Views: Wake up to panoramic coastal vistas in our oceanfront properties.
  • Private Pools & Balconies: Perfect for unwinding after a day in the sun.
  • Full Kitchens & In-Unit Laundry: All the conveniences of home.
  • Pet-Friendly Options: Because your four-legged family members deserve a vacation too.
  • Convenient Tech: High-speed internet access to keep you connected.

Have questions? If you have any questions about booking a property on the beach, please feel free to call our office at 877-778-6066 to speak with one of our friendly booking experts, or click "chat" in the lower right-hand corner!

Exploring the Beaches of Anna Maria Island

There are several types of beaches to explore on the island, ranging from Gulf Front to Tampa Bay beaches. The island juts into Tampa Bay with about 2 miles of beach located at the Northeast section, while the entire 7-mile Gulf side features sugary white sand. No matter which rental you choose, you are sure to enjoy a beautiful stretch of sand right outside your door.

Bradenton Beach City

This area offers considerably more public parking at Coquina Beach, and the shoreline contains more shells than other spots. However, there are tons of beach shops and restaurants to walk to from the shore or your nearby Bradenton beach rental.

Holmes Beach City

Holmes Beach City allows for public beach access at most streets that dead-end into the Gulf. While there are fewer shops and restaurants within walking distance, the beach here is typically much less populated.

Anna Maria City

Offering the northernmost beaches on the island, Anna Maria City has the most limited parking, meaning most beachgoers are local residents and vacationers. Bean Point rentals are incredibly popular here for easy access to these secluded shores.

Frequently Asked Beach Questions

Do Island beaches have a lot of seaweed? No, there is usually not a great deal of seaweed on our beaches. It can become more prevalent after a storm or a series of weather systems, but most of the time it is present in very small amounts—less than 5% of the beach.

Are the beaches nice to walk? Yes! Because the island is 7 miles long, you could walk the entire length of the beach if you wish. The entire Gulf side is public. Along the way, you can stop by local shops, grab a drink, and rest on a bench. Morning walks are highly recommended on Anna Maria Island! Just remember to wear plenty of sunscreen and plan your water stops to stay hydrated.

Can I drive or bicycle on the island beaches? Unfortunately, no. Local police travel the beaches using all-terrain vehicles and the county occasionally uses large tractors to remove seaweed, but mechanized vehicles belonging to the public are strictly prohibited. Bicycles are also not allowed on the sand. However, there are plenty of excellent bike paths and trails to explore around the island during your stay.

Dining & Restaurants on the Water

Do you have beachfront restaurants? Yes! The island features fantastic Bay Front and Gulf Front dining options with plenty of tasty menus ranging from classic Italian to vibrant Caribbean and fresh local seafood.

There are easily 20 restaurants nearby, including a handful that offer direct waterfront views. You can easily take the free island trolley or walk to your choice of several spots from your rental. There are even a few unique restaurants where you can put your feet right in the sugary white sand as you dine!

Here's What Our Clients Have To Say On Google!

"Love Anna Maria Island the most friendly and pretty place for a vacation. Island real estate was helpful to find the perfect beach condo for mine and my husbands 8 day stay. The manatee were seen and the dolphins flipped in the ocean waves and the breeze and fabulous dinners on the beach. Breath taking views."

- Trina D.

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Anna Maria Island Review Screenshot