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!
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Staying at Buena Vista unit 4 is a fun and memorable experience. Including comfortable furniture, smart televisions in all rooms with HBO and Showtime, and a custom chefs kitchen with induction stove as well as a double door wine fridge; vacationers love celebrating their stay in the spacious living room perfect for entertaining. The open floor pla
Buena Vista 4
Condominium- 4
- 3 Full Baths , 1 Half Baths
- Pool
- No Pets
- Sleeps 8
- 39 Views
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A one of a kind direct beach front vacation is waiting for you at “Dodt House”. This uniquely designed multi family style home was recently updated to offer you a sophisticated, fun and relaxing beach getaway for up to fourteen guests. When you arrive at “Dodt House” you’ll know you have found your new favorite Florida vacation destination. Located
Dodt House 1, 2 and 3
Home- 6
- 4
- Pool
- No Pets
- Sleeps 12
- 50 Views
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Everything you expect from a relaxing stay can be found at this Anna Maria Island vacation rental condominium. If you’ve never experienced Gulf of Mexico beaches you are in for a real treat. Enjoy powder white sand, crisp blue water, gorgeous sunsets and great beach combing all waiting right outside your door! If you visit in the winter months, enj
Buena Vista 3
Condominium- 4
- 3 Full Baths , 1 Half Baths
- Pool
- No Pets
- Sleeps 8
- 42 Views
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With stunning direct gulf front views, the stylish “Water's Edge 209S” is a fine example of a luxury island vacation getaway. Comfortably rooming up to 4 guests this 2 bedroom 2 bathroom Holmes Beach vacation rental condominium offers one king bed and one queen bed in a beautiful coastal inspired atmosphere. <br /><br />Situated on the Gulf of Mexi
Waters Edge 209S
Condominium- 2
- 2
- Pool
- No Pets
- Sleeps 4
- 35 Views
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Experience the Tropical beach paradise vacation of a lifetime when you stay at Holmes Beach vacation rental condominium “Vista Grande Sul Mar”. This gorgeous beach front condo, located within the Vista Grande complex, rooms up to 6 guests with 1 king bed, 1 queen bed and 2 twin beds in this 3 bedroom 3 bathroom spacious vacation destination.<br /><
Vista Grande 1 Sul Mare
Condominium- 3
- 3
- Pool
- No Pets
- Sleeps 6
- 43 Views
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Discover the allure of Anna Maria Island's northern end with the delightful "Mango Beach House." This idyllic beach cottage features 3 bedrooms and 2 bathrooms, comfortably accommodating up to 8 guests with 2 King beds, 1 Queen bed, and 2 Twin beds (bunkbed).<br /><br />Relax on the secluded sugar sand beach of Bean Point, which is just a short str
Mango Beach House
Home- 3
- 2
- No Pets
- Sleeps 8
- 22 Views
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Come find a little piece of paradise here at Coconuts Beachfront #106. This lovely ground-level condo offers direct beach access from your private screened-in lanai! You can’t get any closer to the beautiful Anna Maria Island shoreline!Relax and take in the unsurpassed beach view from your private screened-in lanai, and enjoy the fun art fixtures i
Coconuts 106
Condominium- 1
- 1
- Pool
- No Pets
- Sleeps 4
- 9 Views
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Get ready to fall in love with the vacation rental of your dreams when you visit “Sea Song”! This stunning direct gulf front Anna Maria vacation rental has been upgraded from the floors to the roof providing you with a wonderful gem of a vacation experience. Everything in this home is new and upgraded including a fresh coat of paint, the decor, bed
Sea Song
Home- 2
- 1
- No Pets
- Sleeps 6
- 26 Views
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With stunning direct gulf front views, the stylish “Anna Maria Island Club 40” is a fine example of a beautiful island vacation getaway. Comfortably rooming up to 4 guests this 2 bedroom 2 bathroom Bradenton Beach vacation rental condominium offers one king bed and two twin beds in a beautiful coastal inspired atmosphere. Situated on the Gulf of M
Anna Maria Island Club 40
Condominium- 2
- 2
- Pool
- No Pets
- Sleeps 4
- 29 Views
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“Martinique” is directly on the coast providing the quintessential beach experience complete with powder white sand, blue water, fresh gulf breezes and amazing sunsets. You’ll want to spend all day soaking up the sun and salt water! Relax with a good book, cool drink or chat with friends around the heated community pool. Enjoy premium linen service
Martinique404N
Condominium- 2
- 2
- Pool
- Dogs Allowed
- Sleeps 6
- 35 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.