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Anna Maria Island Florida Vacation Rentals

Sato Real Estate Offers Rental Options For All Types Of Vacations

Blue Oasis | Vacation Rentals | Anna Maria Island

The perfect stay in Florida can be fulfilled with Anna Maria vacation rentals from Sato Real Estate. Our vast inventory of properties can suit any vacation you can imagine. We offer homes of all sizes, from luxurious and spacious, to quaint and more economical. We can help you find a home that is beach front on the gulf, or with access to a canal for boating. Whether you desire a pool to cool off in, or to be walking distance to restaurants, we have an option to make your trip complete. Our Anna Maria Island rental inventory is available by the week, month or season.

Excellent Customer Service for Trouble Free Anna Maria Island Vacation Rentals

We want to ensure your trip to Anna Maria Island allows you to relax and experience the islands beauty and laid-back attitude. Our attentive service begins the moment you call, when we begin helping you plan your stay. We take care of all the details, ensuring your Anna Maria Island rental home is perfect for your arrival.

When we give out the keys to your Anna Maria Island vacation rental home, cottage, condo or villa, we send you off with a care package, instead of a Do Not list. Should anything come up, we provide around the clock service and promise to attend to your needs promptly.

We make sure you can enjoy all the Anna Maria Island has to offer, and enjoy the tranquility!

Give us a call or email us to start planning your next Anna Maria Island vacation today! #941-778-7200

Find Your Anna Maria Island Vacation Rental

Our Anna Maria Island, Florida, beachfront rentals provide the prime location for you to experience any attraction you please. Manatee Public Beach is perfect for letting your kids have some fun in the water, or you can head to Bean Point for a romantic beachside picnic. You might enjoy shopping on Bridge Street or Pine Avenue or grab a bite to eat at Rod and Reel Pier or The Waterfront Restaurant. No matter what you and your family want to do, youll find it just moments away from our vacation rentals on the beach!

What Cities Are Found On Anna Maria Island

Anna Maria

Anna Maria is a city located on the northernmost tip of the island in Manatee County, Florida. The population is a little over 1,800. Known for its picturesque Key West-style main street on Pine Avenue and its historic 100+ year-old fishing pier. Walkable from east to west and north to south it’s the perfect backdrop for island living. It’s the perfect place for couples, snowbirds, and families to relax and enjoy a sleepy small-town atmosphere.

Holmes Beach

Holmes Beach is a city located in the center of the Anna Maria Island. The population is close to 5,100 people. Holmes Beach is known for being the heart of the island, supplying the island with a grocery store, pharmacy, many restaurants, and stores. It’s the perfect place for active couples, teens, and families with an abundance of volleyball nets and beach activities provided at the lively Public Beach.

Bradenton Beach

Bradenton Beach is a city located on the southernmost tip of the Anna Maria Island. The population is a little over 1,500. Known for its beautiful Bridge Street Pier it has a down to earth vibe. Bridge Street has many shops and restaurants to enjoy. Coquina Beach has an incredibly scenic bike path of 1.5 miles to enjoy on the Gulf. It’s the perfect place for couples families and snowbirds. This city has the most condos and townhomes offered on the island.

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Book With Island Vacation Properties

Island Vacation Properties has long been serving the community of Anna Maria Island. Our team is passionate about helping you plan your dream vacation. We have tons of Anna Maria Island rentals for you to choose from, so we can find the accommodation that suits you best. If you have any questions during booking or during your stay, our staff is always available to help. Ready to say hello to the shores of Anna Maria Island? Contact us today to learn more about all of our beachfront vacation rentals in Florida!

Stay With Us At Island Vacation Properties

Anna Maria Beach House

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!

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A Renowned Island Destination

Anna Maria Island is a crown jewel of the Florida Keys that you will love calling home for your visit. Our Anna Maria vacation home rentals are furnished with luxury linens in the bathrooms and bedrooms, ensuring you will feel at ease and relaxed throughout your stay. Every vacation home also provides a full-sized kitchen, making it easy to keep your favorite foods on hand, whip up your favorite meals, or simply have a convenient way to fuel your adventures throughout your stay.

One of the most popular options for water-based fun is Anna Maria Island Dolphin Tours. View the dolphins and other marine life that lives in and around Anna Maria Island. If you feel like a snorkeling adventure, a sunset cruise, or custom boat tour, the offer great trips that are very popular with travelers as well as locals.

If you enjoy kayaking and paddleboats, dont miss Happy Paddler Kayak Tours & Eco Adventures. They offer kid-friendly tours, budget tours, guided tours through the mangroves at Robinson Preserve, and fishing charters. They also rent kayaks and paddle boards and offer lessons on both. Lessons cover paddling, navigation, rescue techniques, safety, and gear selection, according to their website.

Fun In The Sun In Anna Maria Island

Vacation homes in Anna Maria Island are close to unique venues and landmarks for any interest, whether you enjoy history, art, or the natural environment. The Robinson Preserve is perfect for animal lovers and outdoor enthusiasts, thanks to its boating, hiking, biking, and native wildlife, while the Island Gallery West features masterpieces of painting and sculpture for art lovers. The DeSoto National Memorial is of interest to history buffs, due to its living-history camp dedicated to the famous explorer, and the Perico Preserve is a serene location for strolling through marshlands.

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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, 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.

Anna Maria Island Beachfront Rentals

Mango Breeze | Vacation Rentals | Anna Maria Island

At Island Vacation Properties, we are proud to offer our Anna Maria Island beachfront rentals to accommodate any size group on any budget. All of our vacation rentals are conveniently located near the best Anna Maria Island things to do, no matter what city you would like to stay in. With our beachfront rentals, youre just steps away from the Gulf of Mexicos gorgeous shores, giving you immediate access to fun in the sun. At the end of the day, return to one of our Anna Maria Island beachfront rentals, where youll experience amenities like:

  • Full kitchen with state-of-the-art appliances
  • Breathtaking views of the Gulf of Mexico
  • Spacious living and dining areas
  • Close proximity to local attractions

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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.

Anna Maria Island Beachfront Vacation Rentals

Anna Maria Island boasts some of the best beachfront vacation rentals in the area. We have stunningly clear turquoise waters and some of the softest sand in the world. The breaking waves are right outside your door. So relax, leave the business behind, get away from the hustle and bustle of city life, and find yourself in one of our beachfront vacation rentals. Return to your Anna Maria Island beachfront rental and experience amenities like:

  • Spacious and inviting homes
  • Breathtaking views of the Gulf
  • Close proximity to AMI attractions
  • High-speed internet access

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Dream Maker Villa Anna Maria Island

Dream Maker Offers Competitive Rates And Some Of The Nicest Luxurious Cabin Rentals in Anna Maria Island, Florida

The accommodation can accommodate up to 6 guests. You’ll find nice touches like a walk-in shower, a separate toilet and a bath to enhance your stay.

Beach Access lies in 10 minutes’ stroll of the property. The nearest beach is in 10 minutes’ drive away from this Anna Maria Island accommodation. Guests can enjoy Mexican and Southwestern dishes in Poppo’s Taqueria located 15 minutes’ walk away.

Popular points of interest close to Dream Maker Villa include Bean Point Beach.

  • Wi-Fi

One Of The Largest Cabin Rentals in Anna Maria Island

The Anna Maria Island property has an equipped kitchenette area with a microwave oven, a dishwasher and fridges. The accommodation can accommodate up to 8 guests.

The property lies at 3.6 km distance from Anna Maria Island and just 450 metres from Anna Maria Island Historical Museum. The Anna Maria Island accommodation is also set close to Roser Community Memorial Church. Serving a wide range of dishes, Sign of the Mermaid and The Sandbar Restaurant can be reached within 7 minutes walk.

You can get to Bean Point Beach a 5-minute drive away.

  • Wi-Fi

Why Choose Anna Maria Life Vacation Rentals

Spectacular Rental Anna Maria Island Vacation Pool Home

Book Direct & Save!

Book your Anna Maria Island vacation directly with Anna Maria Life Vacation Rentals & avoid third party booking fees! Make your reservation right here on our website or give us a call for more personalized service and recommendations at 941-567-6253!

Personalized Service!

Vacations shouldnt be stressful. We want to make your vacation experience as easy and delightful as possible, from the planning process right through to departure! Were just a phone call away to answer questions and help you make the most of your stay!

Local Experts!

Our team of professionals know Anna Maria Island inside and out, because this is our home! From advice on where to rent a golf cart, baby equipment, or where to find the freshest fish tacos, were always thrilled to share our Island hometown favorites with you!

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Top Rental Accommodation Types In Anna Maria Island


Pro Tip: RentByOwner makes it easy to compare the best listings on RBO homes from online vacation rental OTAs, including and more. Use the Advanced Filter feature at the top to easily flip between RBO homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Anna Maria Island.

Explore Anna Maria Island

Anna Maria Island is made for a family beach getaway with its kid-friendly public beaches offering lifeguards, playgrounds, picnic facilities, bicycle paths, volleyball courts, and more. The beaches of Anna Maria Island have lifeguard facilities during much of the year, and the water is calm clear, and safe for swimming.

Other exciting family activities await include ocean wildlife tours, fishing charters, the historic piers on the island, kayaking, stand-up paddleboarding, biking, and so much more.

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Where Is The Best Beach On Anna Maria Island

All the beaches have fantastic soft sand with plenty of space to sprawl out all your beach goodies. Most prefer Bradenton Beach for shelling or the ability to walk to lots of restaurants from the beach. For very quiet beaches Anna Maria City is preferred as the density on the beach is the least of all beaches. Many regard Bean Point as a must visit beach on Anna Maria Island. Holmes Beach is a mixture of the two beaches, Anna Maria and Bradenton Beach.

Vacation Rentals Vs Hotels

Runaway Bay | Vacation Rentals | Anna Maria Island

If youre wondering why you should rent a vacation home instead of a hotel room, here is your answer: its just better all around! When you stay in a hotel, youre cramming people into a two-room space thats more like a bed-sit with a coffee pot. Hotel rooms have their place, but when you want to focus on having fun rather than keeping the room organized, you want a vacation home.

You can also cook meals in, enjoy amenities like hot tubs, fire pits, and private pools without leaving the house. You can also save a lot of money if you have a large group, and everyone stays together. Imagine the annoyance of staying in different hotelsyou have to organize the rooms, the meeting places, meals, and even laundry. Not with a vacation home!

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Three Cities One Island

Welcome to Floridas most charming beach town. With its clear turquoise waters, white powdery sand beaches, and spectacular sunsets, Anna Maria Island is a rare gem. From the moment you step foot, you will experience an “Old Florida” feel entwined with an easy-going ambience. Whether you choose to rent a vacation home in Anna Maria, Holmes Beach, or Bradenton Beachyou are sure to be captivated by the Islands allure.

Do Any Amenities Come Standard In All Of Your Ami Rentals

Yes, all our properties provide professionally laundered linens with beach towels, bath towels, wash cloths, hand towels and of course bed linens. Each linen is reviewed by our laundering team to ensure it passes our rigorous inspections. All of our kitchens provide basic flatware, cookware, utensils and small appliances needed. All our Anna Maria Island vacation rentals are non smoking and televisions equipped with basic cable stations are provided.

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Find Vacation Rentals In Or Near Anna Maria Island

Discover more than 4203 vacation rentals in Anna Maria Island that are perfect for your next trip. Whether you are traveling with a group, family, friends, or couples retreat in Anna Maria Island, RBO has all types of rental properties with top amenities, including indoor/outdoor/private swimming pools, Wi-Fi, hot tubs, self-catering, and more.

Rent By Owner offers vacation rentals near Anna Maria Island for all types of travelers, whether you are looking for a luxury home, villa, resort, condo, cabin, cottage, RV rental, or pet friendly accommodation in Anna Maria Island. Rent By Owner makes it easy to find and compare vacation rentals, matching you with rental properties from different vacation rental websites. By comparing these rental properties, RBO helps you find the best deals in Anna Maria Island. Luxury vacation rental prices start from $ 64 per night and affordable condos in Anna Maria Island start from $ 64 per night.

RBO offers a large selection of vacation rentals from top leading sites such as, Airbnb, VRBO,, RV Share, Outdoorsy, and many more providers. Filter your search dates and discover Anna Maria Island vacation homes for your next trip.

Anna Maria Island House Rentals

Rent Vacation Home or Condo on Anna Maria Island

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.

  • 40 properties returned

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