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Water View & Waterfront Anna Maria Island Vacation Rentals

Island Real Estate can help with our Waterfront and Waterview Anna Maria Island vacation rentals.  Whether looking for a vacation rental that accommodates boats or a Waterview rental on the Gulf of Mexico or the Tampa Bay, our rental page will help with your search.  Anna Maria Island has vacation rentals on the Tampa Bay, plenty of rentals on canals as well as the Gulf of Mexico.  Anna Maria Island is the perfect South West vacation destination.  If you plan on bringing a boat, be sure to check in with our Anna Maria Island area vacation rental specialist. Not all canals on Anna Maria Island are navigable and our knowledgeable staff would love to help find your perfect Waterfront rental.

If you're looking for a waterfront or waterview rental on Anna Maria Island, our team can help you find the perfect property!  Give our team a call to discuss the perfect spot - or book online today.

Please note - if you plan on bringign a boat, we highly recommend you give us a call so we can ensure your property is in a location that is navigable by your watercraft!

  • 14 properties returned
  • Sort by: Random
  • 19

    Hidden Oasis

    Multi-Family
    • 1
    • 1
    • No Pets
    • Sleeps 4
    • 51 Views
  • 11

    Dodt House

    Home
    • 6
    • 4
    • Pool
    • No Pets
    • Sleeps 14
    • 89 Views
  • 6

    Coconuts 109

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

    Hidden Cove 3

    Condominium
    • 2
    • 2 Full Baths , 1 Half Baths
    • Pool
    • No Pets
    • Sleeps 4
    • 54 Views
  • 7

    Buena Vista 4

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

    Vista Grande 1 Sul Mare

    Condominium
    • 3
    • 3
    • Pool
    • No Pets
    • Sleeps 6
    • 37 Views
  • 2

    Mango Beach House

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

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

    Sea Song

    Home
    • 2
    • 1
    • No Pets
    • Sleeps 6
    • 52 Views
  • 1

    Martinique404N

    Condominium
    • 2
    • 2
    • Pool
    • Dogs Allowed
    • Sleeps 6
    • 29 Views
  • 2

    Coconuts 106

    Condominium
    • 1
    • 1
    • Pool
    • No Pets
    • Sleeps 4
    • 14 Views
  • 9

    Buena Vista 3

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

There are many reasons why you should rent a waterfront or waterview vacation rental on Anna Maria Island. Here are a few of them:

  • Amazing views: Waking up to the sound of the waves crashing on the shore and the sight of the sparkling Gulf of Mexico is an incredible way to start your day. A waterfront or waterview rental will give you the perfect place to relax and enjoy the beauty of Anna Maria Island.
  • Easy access to the beach: Many waterfront and waterview rentals are located just steps from the beach, so you can easily go for a swim, sunbathe, or build sandcastles.
    Opportunities for water sports: If you enjoy water sports, a waterfront or waterview rental is the perfect place to stay. You can go kayaking, paddleboarding, fishing, or boating right from your backyard.
  • Peace and quiet: Anna Maria Island is a relatively quiet island, so you can expect to find peace and relaxation in a waterfront or waterview rental. There's no traffic noise or city hustle and bustle, just the sound of the waves and the birds.
  • Plenty of amenities: Many waterfront and waterview rentals come with a variety of amenities, such as pools, hot tubs, and private docks. This means you can have everything you need for a comfortable and enjoyable vacation without having to leave your rental.

Not sure where on the island you'd like to spend your vacatin? Here are a few of the differences between Anna Maria Island and Holmes Beach:

  • Size: Anna Maria Island is larger than Holmes Beach, with a total area of about 7 square miles. Holmes Beach is only about 2 square miles.
  • Location: Anna Maria Island is located at the northern tip of the barrier islands off the coast of Florida. Holmes Beach is located in the middle of the island.
  • Atmosphere: Anna Maria Island is known for its laid-back atmosphere and small-town charm. Holmes Beach is a bit more lively, with a wider variety of restaurants and shops.
  • Things to do: Anna Maria Island and Holmes Beach offer a variety of things to do, including swimming, sunbathing, fishing, boating, and golfing. Anna Maria Island also has a few art galleries and museums.

Ultimately, the best place to stay on Anna Maria Island depends on your personal preferences. If you're looking for a quiet and relaxing vacation, Anna Maria Island is a great choice. If you want to be closer to the action, Holmes Beach may be a better fit.