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Anna Maria Island Vacation Home Rentals

Anna Maria Island Isnt A Place Where You Go To The Beach When You Are On Anna Maria Island You Are At The Beach

Sirenia Cove – Anna Maria Island Home Rental – Waterfront Vacation Rental in Florida

Imagine lying on a pristine stretch of powder white sand, shaded by swaying palms from the balmy Florida sunshine. A pod of dolphins plays in the sparkling water nearby. There are no high rises or large resorts, just Old Florida charm and a laid back vibe.

This daydream becomes reality on Anna Maria Island, a slice of paradise beloved by snowbirds looking for a winter getaway and beach bunnies in the summer. Named Americans #1 Beach Vacation Destination by TripAdvisor in 2014, its not difficult to see why this island beach is on so many travelers bucket lists. A real estate agent and travelers dream alike, the island is home to hundreds of vacation properties, with some of the most popular condo rentals and house rentals located right along the popular gulf beaches.

At Anna Maria Island Rentals, we offer a wide range of professionally managed, modern vacation rentals that allow you to experience this wonderful island at your own pace. With beach condos and beach cottages just steps from the ocean, guests enjoy amenities such as private pools, wifi, gulf views, and more. Check-in is made simple with our property management system, so guests have peace of mind from start to finish.

The Best Place To Play Golf In Anna Maria

There are people who visit Florida to get in a few rounds of golf in between exploring new towns and enjoying water adventures. This is because of the fact that Florida has some of the best golf courses in the world. This is obvious considering the weather, the population and the firm commitment much of Florida has to the golf.The Key Royale Club which is a private golf club is the best place to play golf in Anna Maria Island. Even though this golf club focuses on members, visitors can play in the golf club after paying $500 for a one-day guest pass.If you would like to play golf but the $500 charged by The Key Royale Club is too much, consider golf courses found in neighboring Bradenton and Sarasota cities which have 10 different golf courses within a 30-minute drive of this small island jewel. Therefore, if you find the $500 somehow on the high side for your budget, you dont have to worry as there are many available options.The good news is that at Findrentals.com, we also feature vacation rentals in Sarasota, Bradenton and other neighboring towns. I am sure that this is good news for those who want to visit Florida mainly to play golf as they will find a location near a good golf club charging pocket-friendly prices.

Book With Island Vacation Properties

Historic Bridge Street and Pine Avenue are perfect places to shop and enjoy a family meal. Those with dogs may enjoy Palma Sola Causeway on Manatee Avenue, where you can take your pup for a walk on the beach. We have a wide selection of rentals for your Anna Maria Island vacation including condos, beachfront properties, cottages, and more. Enjoy Anna Maria Island to the fullest with your four-legged friend at your side.

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Stay With Us At Island Vacation Properties

Island Vacation Properties is proud to be your premier resource for luxurious yet affordable Anna Maria Island rentals. Our team is full of local professionals who know all about the area and can help you find the perfect vacation rental for you and your family. If youve got a specific budget in mind, if you know exactly which neighborhood you want to stay in, or if youre going to be near a particular attraction, we can make it happen! Contact us today to learn more about all of our Anna Maria Island vacation rentals!

Variety Of Cultural Opportunities At Your Disposal

Spectacular Rental Anna Maria Island Vacation Pool Home

Variety of Cultural opportunities at Your Disposal

Do you want to be adventurous on your vacation? Dont fret Anna Maria Island is known for its cultural diversity. You can easily access the mainland via either of the two bridges available and get to visit the serene galleries in Sarasota and Bradenton. If you opt to stay on the island, dont miss to visit the local Chamber of Commerce or read the local newspaper for updates on upcoming cultural events.

Anna Maria rentals are not only awesome, but you also cant miss something fun to indulge in. You can decide just to chill all day on the soft sand, tour the beaches, watch the glamorous sunset or even explore the local cuisine by visiting different restaurants every evening. We have so much to offer for your ultimate vacation.

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Anna Maria Island Also Offers A Wide Variety Of Cultural Opportunities

Visit Anna Maria Island and you will find that the surrounding areas support an active art community. From the island galleries to the Village of the Arts in Bradenton, and the galleries of near-by Sarasota, youre sure to find that special memory of your Florida vacation. Make sure to check in our island newspapers or at the Anna Maria Island Chamber of Commerce for the current cultural events on the island.

Youll find a lot to do on Anna Maria Island, or do nothing at all just relax on the white sand beaches all day or enjoy a quiet walk along the shore and a spectacular sunset in the evening. We have so much here on our island, and there is even more beyond the island to experience:

A Wide Range Of Properties

Suppose you plan a long romantic weekend away, a family vacation, or a more extended winter stay avoiding the snow and colder weather on Anna Maria Island. In that case, youll want to stay in a vacation home that is beyond your dreams.

SeaBreeze Vacation offers a wide range of vacation homes to suit your needs and budget. In addition, our homes vary in price, amenities, and sizes, so regardless of your requirements, we have a property to exceed your expectations, ensuring a vacation to remember!

Our reservations team is available from 9 am until midnight seven days a week to answer any questions and help plan your next dream vacation.

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Romance And Relaxation In Anna Maria Island

Anna Maria Island is a great destination for a romantic getaway, thanks to its endless stretch of beaches, excellent dining, and abundance of activities. Vacation rentals can give you and your partner the best the island has to offer, such as Bean Point Beach, a beautiful beach hideaway with sunset views, and Leffis Key, an island nature reserve and tidal habitat for nature walks. Cortez Beach is another lovely spot for an intimate afternoon sunbathing, and the Palma Sola Botanical Park has colorful blooms and glistening lakes for long strolls.

Dont Miss Out On Anna Maria Island Vacation Rentals Deals

SeaLuxe | Vacation Rental | Anna Maria Island Accommodations

Make sure to browse our Online Specials. Duncan Deals are changing often and you do not want to miss a good deal! If you like to keep up to date with all Duncan Real Estate and Anna Maria Island news, sign up for our newsletter. Be the first one to know what is happening on beautiful Anna Maria Island!

New properties join our program all the time, so be sure to check out our Featured Vacation Rentals for the latest additions. Oftentimes introductory rates with special pricing are offered on the brand new Anna Maria Island vacation rental properties.

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Anna Maria Island Vacation Rentals

2 BR | 2 BA | Sleeps 6 |


  • Pool

About this property

Welcome to Sand & Surf! This spacious 2 bedroom condo is close to the beach and in the heart of it all.*Features include* * 2 full bedrooms and 2 bathrooms * Fully equipped kitchen * Easy Walk to the grocery store, shops, and restaurants, and beach * Washer and dryer in unit * One king, two …

4 BR | 3 BA | Sleeps 8 |


  • Private pool

About this property

Looking for a great vacation location on beautiful Holme Beach, then look no further. Island Haven is a two story, private home that features 4 bedrooms , 3 full bathrooms, game room and private heated pool. Upon entry you will find the open concept living area that …

2 BR | 2 BA | Sleeps 5 |

  • Pool

About this property

Perfectly located 2 bedroom 2 bathroom condo is directly across the street from the gulf beaches. Pelican Cove is located in a small, private complex on a very unique part of the island. It is one of the few condos with views of both the Gulf and the Bay. Pelican Cove is just forty yards from one of the …

Anna Maria Island Condo

“Great Stay”

We were actually supposed to stay in # 3,but ended up in #2. The condo was really really clean and we’ll stocked. The appliances are up to date,and everything works. Plenty of glasses,pots,pans,utensils …

2 BR | 2 BA | Sleeps 6 |


  • Pool

About this property

2 BR | 2 BA | Sleeps 6 |


  • Pool

About this property

3 BR | 3.5 BA | Sleeps 6 |

  • Private pool

About this property

Anna Maria Island Townhome

  • Private pool

Vacation Rentals On Anna Maria Island

We are the Flip-Flop Company. The Anna Maria Island Accommodations team exudes the laid-back Island vibe. With many years of Anna Maria Island vacation rental property management under our belts, we are resident experts and are always ready to share our vast wisdom of all things AMI. We invite you to relax and enjoy an extraordinary vacation experience. So lose the shoes and live life like a local in one of our many amazingly appointed Island vacation homes.

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Book Your Anna Maria Island Rental With A Pool Today

By staying in one of our Anna Maria Island rentals with a private pool, youll be just a quick walk, bike, or trolley ride away from any activity you might want to experience! Head to local beaches like Manatee Public Beach or Coquina Beach for a fun afternoon with your family or get your souvenir shopping done on Pine Avenue or Historic Bridge Street. Learn about the areas history at the Anna Maria Historical Society, have a delicious meal at the Rod and Reel Pier, or simply spend your days strolling down the streets. The possibilities are endless!

Anna Maria Island Beach Vacation Rentals

Anna Maria Beach House

One of the last few islands with an old Florida heritage, Anna Maria Island is settled along the Gulf Coast with an easy drive of Holmes Beach, Bradenton Beach, and Sarasota. But you dont have to worry about being crowded at this popular destination. Anna Maria is the end of the line with a marvelous view of the sunset over the waves. Stand on Bean Point and stare across the bay at Egmont Key State Park, or fish off the famous pier for a relaxing afternoon in the ocean breezes. You wont have to look far for plenty of are activities to keep you busy.

Anna Maria Island is the perfect getaway for all types of trips including family-friendly escapes for fun in the sun, romantic anniversaries or even plans for a big event like a family reunion or birthday gathering.

With heated pools, luxury master bathrooms, huge sleeping porches to enjoy the views and so much more, each rental has a unique charm and flair that enhances the character of Anna Maria Island. Browse our , , and . Or choose the size of rental ranging from:

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Plan Your Stay On Anna Maria Island

Regardless of what your day may bring, you can rest easy knowing that one of our Anna Maria Island home rentals is waiting to welcome you back in the evenings. Youll enjoy all of the luxurious amenities of home while being just steps away from the beach! In addition to the wide range of features youll enjoy, youll also appreciate having our world-class team of vacation experts at your service for any questions or concerns. Contact our team today to learn more about our properties and to book your next trip to Anna Maria Island!

Anna Maria Island House Rentals

For those who are looking for maximum space and comfort during their stay, Anna Maria Island house rentals are a great choice. Offering 1, 2, 3, 4, 5, or 6 bedrooms, our house rentals provide you with all of the comforts of home. Each of our vacation rentals comes fully equipped with everything that youll need to enjoy your time on Anna Maria Island, including a kitchen, ample living space, and of course, plenty of privacy.

Dreaming of waking up with beautiful beach views just outside your window? Then our beachfront rentals are for you! We also offer pet-friendly rentals, pool rentals and so many more great amenities. To see all of our listings, check out our Anna Maria Island vacation rentals page.

% of our inventory is booked.

  • 39 properties returned

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All Our Anna Maria Island Vacation Rentals

If you are looking for a wide variety of choices in Anna Maria Island Rentals then our list of all Anna Maria Island Vacation Rentals is the perfect place to search. Our vacation rentals range from Multifamily, Condominiums, Private homes, pools, and pools with spas. We list our property amenities in easy to understand web architecture. Looking for a specific location, no problem. We provide all our Anna Maria Island, Holmes Beach, Bradenton Beach and Anna Maria City rentals on an Anna Maria Island map that shows your location. Bayfront, Gulf Front, Intercoastal, near shopping or restaurants, we have tons of choices for your perfect Anna Maria Island Vacation. Be sure to visit our things to do page where you can review shopping, restaurants and other activities all while checking the location as compared to vacation rentals on our program. Look no further, you have found a huge variety of Anna Maria Island vacation rentals that will satisfy the most discerning Anna Maria travelers.

94 properties listed.

Silver Surf Gulf Beach Resort

Sirenia Beach House – Waterfront Vacation Rental with Backyard Beach – Anna Maria Island, Florida
  • 5/5ExcellentBest place for couples getaway. “I highly recommend Queensgate Resort. The private suites are cute and cozy with dinette, has everything you need to enjoy your stay. Suite was clean and also quiet. Its just steps from the beach, each room comes with beach towels and chairs, which was a added bonus! The beach is gorgeous, good restaurants all around within 5 minute walk. Will definitely book again here . “A verified traveler stayed at Queen’s Gate ResortPosted 10 days ago
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    Vacation Home Rentals On Anna Maria Island

    Unlike offerings from other vacation rental companies, our Anna Maria Island vacation home rentals are designed from top to bottom for your ultimate comfort and safety. We have spared no expense to make sure that any group, big or small, has everything they need for a truly delightful stay. Once youve returned from your long day of sightseeing around Anna Maria Island, you can head back to your vacation home to take advantage of features like:

    • Spacious bedrooms and bathrooms
    • Large gourmet kitchens with all appliances
    • Beautiful area view from your balcony or patio
    • Plenty of parking spaces for multiple cars
    • High-speed internet and flat-screen TVs

    Where To Kayak Near Your Anna Maria Island Beach Rental

    1. Bimini Bay

    Located near the mouth of the canals, the water in Bimini Bay is calm. What’s more, dolphin and even manatee sightings are relatively common here.

    2. Robinson Preserve

    A picturesque kayaking spot surrounded by nature, this inland waterway is set amid mangroves with an abundance of birds and wildlife.

    3. Neal Preserve

    Located close to Holmes Beach on the south side of Manatee Avenue, this preserve is packed with mangroves and oak trees, providing the perfect habitat for wildlife.

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    Things To Do On Anna Maria Island

    No matter what the ultimate vacation might look like to you, you can make it happen here on Anna Maria Island. Enjoy a walk along the shores of Bean Point Beach or get active with some watersports at Manatee Public Beach. Stroll along Pine Avenue or Bridge Street to enjoy the most vibrant shopping the island has to offer. Of course, if you somehow run out of things to do on Anna Maria Island itself, you can easily make a day trip to Bradenton or Sarasota on the mainland.

    Stay With Island Vacation Properties

    Ocean Walk: Anna Maria FL 4 Bedroom Pet Friendly Vacation Home Rental ...

    When youre searching through Anna Maria Island accommodations, youre probably looking for somewhere safe, comfortable, and affordable with plenty of room for your entire group. At Island Vacation Properties, weve got all that and more! Our team is always happy to help you select your ideal rental and tell you all about the incredible sites of Anna Maria Island, guaranteeing that you have the vacation of your dreams. Theres never been a better time to escape your worries and retreat to the Old Florida paradise of Anna Maria Island!

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    Awesome Attractions On Anna Maria Island

    1. Anna Maria Island Historical Museum

    Learn about the island’s history in this lovingly cared-for museum. Among photographs and artefacts, you can also send the kids on a scavenger hunt.

    2. Anna Maria City Pier

    Enjoy delicious seafood and views over the ocean in the enclosed deck or out in the open air right next to Bayfront Park. Dolphins can commonly be spotted here, too.

    3. Manatee Public Beach

    Relax on beautiful white sands and go swimming or boating here. There are a range of handy facilities including changing cabins and local eateries.

    4. Bradenton Beach

    This is a tranquil spot where you can spend the day sunbathing by the water or exploring the local boutiques near the seafront.

    5. Bean Point

    The beach area at the very tip of the island is a must-see, with wonderful views and the best of the laid-back Floridian atmosphere. Its a popular spot to collect beautiful seashells.

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