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  • DestinationsUnited StatesFloridaAnna Maria Island

    10 Affordable Anna Maria Island Vacation Homes Near The Beach

    Jeff Stahlhut
    Updated: March 21, 2023

    If you’re ready to visit yet another gorgeous beach destination, you have got to check out Anna Maria Island — a gorgeous barrier island along the Gulf of Mexico to the west and Intracoastal Waterway to the east. And despite what many might think, a spot such as this can be your next vacation destination at a reasonable price! To that end, we’ve gathered 10 amazing Vrbo vacation rentals that all have an average price of $250 or less per night.

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    You won’t want to waste any time booking your trip at one of these highly rated and differently-sized rentals. Not sure what to do for those rare moments you aren’t on the beach or in the pool? Anna Maria Island offers plenty to do, like boating, great shopping, shelling, fishing, and so much more!

    While you could always cook something up in the kitchen, who wants to do that while on vacation? Anna Maria Island has great food options, from great cafe options to a variety of other choices, there are plenty of great food options for everyone.

    Ready to book that trip? You’ve come to the right place!

    Diamond Surf$345/nightly avg

    Diamond Surf, a private ground-level vacation home, is the perfect spot for families, couples, or friends. Walk to the beach in just a few minutes — or take the free Anna Maria Island Trolley. Diamond Surf features a king master bedroom, while the second bedroom comes with a queen bed. With an open floor plan, Diamond Surf comes with a well-equipped kitchen, space for 6 in the dining room, and a washer and dryer for your convenience. Have you seen the photos of the backyard? Take a look! You will love the private pool, gas grill, and chaise lounges.

    Dreaming of Anna Maria – your dream vacation awaits you
    121 reviews
    Private vacation home
    6 Guests
    2 Bedrooms
    2 Bathrooms
    Top guest reviews
    We liked the location. Convenient to areas of the different beach communities.
    We had a great family vacation at Diamond Surf. Loved the short walk to the beach, the pool area, and the nice and open kitchen. Communication with owners was good, they were quick to respond. Thanks for a great stay!
    My family stayed at Ramona’s home in AMI and it was superb! It is the perfect escape for a young family, we had our 3.5 and 7 year old kids, plus my husband and I. The house was stocked w/ all the beach essentials you need, plus a beautiful & private yard with a private pool to enjoy after a day at the beach. Close to many restaurants and right across from the beach access road. The house was clean, very well maintained and enough room for everyone to enjoy. We will definitely be back, as we visit AMI almost every year and this has been our fav VRBO rental yet. Thank you, Ramona!!! We didn’t want to leave, but hope to be back in years to come! – The Miles Fam from KC!
    Everything from booking, check in and throughout stay Ramona and Mark couldn’t have been more helpful. Property in perfect location close to all amenities. Added bonus if trolley stop right at end of street. House has everything and more that you could possibly need. Highly recommend and I’ll definitely be back.
    There was no AC they knew was broken, they tried to fix at the day we arrived , a day later it was broken again, we had 83 degrees inside the house was insane, the washer was also broken and in disgusting condition. The Grill was broken, the pool was dirty. Very old Faded towels he brought some I had complaint, the beach chairs are corroded. Offer this house for rent was a push. We had to move out on third day, even though owner return our money we still lost money from Vrbo and we waste looking for a place our new place it very unpleasant experience. It was lack of honesty here.
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    from USD 345
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    LaRaya Retreat$484/nightly avg

    LaRaya Retreat, located on the second floor of this updated and pet-friendly beach house, features a dog-friendly attitude, a private lagoon pool, and easy access to Bean Point Beach. You’re going to love the updated kitchen and relaxing in the living room, or cooling off on the balcony with an adult beverage. Feel free to pack lightly — a washer and dryer are at your disposal. This one is a beauty, so take a look soon!

    Dreaming of Anna Maria – your dream vacation awaits you
    72 reviews
    Private vacation home
    8 Guests
    3 Bedrooms
    2 Bathrooms
    Top guest reviews
    Beautiful home. Great location.
    Absolutely Beautiful! Clean and Comfortable. Loved the pool. Great location. Walking distance to the Gulf and Bean point. Close to shops and restaurants. Will be back for another La Raya Retreat!!
    Great location, beautiful property, we had an amazing time.
    Two blocks from the beach at Bean Point and three blocks from the Rod & Reel Pier. Very large open area/kitchen for eating and socializing. Bedrooms were good-sized and comfortable. Pool was nice after a full day at the beach although the light in the pool did not work.
    Location was great. Master bedroom bed not comfortable, needs replaced.We had no Wi-Fi for the entire stay and it was reported multiple times. The lock code didn’t work on arrival, so had to call. Very stingy with the soap – no hand soap in kitchen and only one bar in each bathroom. So the same bar had to be used for washing hands at sink and for washing in the shower. I’ve stayed at other vrbos with more amenities.
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    from USD 484
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    Sapphire Surf$299/nightly avg

    Perfect for families, couples, or a small group of friends, Sapphire Surf features an open concept floor plan with a well-equipped kitchen, family room, dining room with space for 6, and a cool air-conditioning system. When you’re ready to hit the beach, pack your goodies in the beach wagon and grab the umbrella, beach chairs, towels, and sand toys — all provided for you! Or stay at the Sapphire Surf and enjoy the backyard, complete with a private pool, chaise lounges, a gas grill, and more. This one is gorgeous and reasonably priced, so book soon!

    Dreaming of Anna Maria – your dream vacation awaits you
    140 reviews
    Private vacation home
    6 Guests
    2 Bedrooms
    2 Bathrooms
    Top guest reviews
    Leading up to our time, Ramona was very quick to respond with questions we had. Additionally, the information sent before we arrived (code, info on trash, instructions for home, etc.) made our arrival all that more seamless. The house is in the perfect location and was very close to the Beach, restaurants … really everything. We rented a golf cart for the week and felt at the end we didn’t really need it as everything was so close. The house is well equipped, clean and very comfortable. The pool gets its best sun (in the pool) between 10:30 -1:30pm (in early Sept). Temp in pool was perfect. We are planning on booking this again next year!
    Sapphire Surf was the perfect rental. Clean, well thought out, and the perfect location. The hosts have thought of everything! The kids enjoyed having the pool right in the shady back yard, and the beach was a short walk away. The outdoor shower in the backyard was perfect for rinsing off after walking back from the beach. The beds were very comfortable, the kitchen was well stocked, and it was great having a washer and dryer. My kids enjoyed all the beach toys, chairs, assorted balls and toys to play with, including some fun pool floats. The beach wagon was perfect for rolling the chairs, umbrellas, and cooler to the beach. The house was within walking distance to some stores and restaurants, but also away from the noisier streets. Rainy afternoons were perfect for watching a movie on the smart TVs or playing a game at the kitchen table. It was a wonderful stay! Thank you for sharing your piece of paradise with my family.
    Beautiful villa. First time in Anna Marie Island, such a beautiful place and people so friendly. Villa was superb. If you fly to Tampa, just get a taxi from the airport as you will not need your car if you are staying locally. There is a free bus trolley which is great. The beaches are superb, so white! Sunsets are out of this world. What more can I say!
    Back again at Sapphire surf for our annual mother daughter trip. We love this house so much. It’s in a great location with a five minute walk beach access and in walking distance to restaurants. The house is comfortable, quaint, with everything you need. Our favorite part is the pool, it’s just soo relaxing. Mark & Ramona are great and easy to access with questions and updates. Will be back again next year for our annual trip.
    This property was wonderful! Owners have thought of everything you could need to make your vacation enjoyable. We will definitely be back. Thanks so much.
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    from USD 299
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    Cute And Cozy Getaway$481/nightly avg

    If you’re looking for something for a smaller group, this cute and cozy getaway is exactly what you need. With space for 4 guests, this beautiful vacation home is just a short walk to the beautiful white sand beaches of Bean Point. Relax in the screened-in lanai or on the leather couch in the living room. When you’re ready to hit the beach, take advantage of the provided beach wagon, umbrellas, beach towels, and more. The rental also includes a gas grill, washer and dryer, and fully equipped kitchen — so many amenities with this gorgeous vacation home.

    Dreaming of Anna Maria – your dream vacation awaits you
    136 reviews
    Villa
    4 Guests
    2 Bedrooms
    1 Bathroom
    Top guest reviews
    Absolutely perfect. Exactly what we needed for a weekend away on the island.
    Cute little place that had all the necessities. Beach gear, umbrella, and wagon all included. The screen room was a great addition as well. Clean and nice. Would definitely stay again!
    Wonderful place to stay at the North end of the island, short walk to beach and the rental had everything we needed and so nice and clean! We will be back!
    We loved everything about this property. Very clean and well supplied with everything we needed and more. Superb location. After exploring the whole island, we were very pleased with the location of this cottage. We love Bean Point Beach. Definitely plan to return.
    An excellent place to stay with family. Will come back again. Thank you Cindy
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    from USD 481
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    Harmony House$444/nightly avg

    Welcome to Harmony House! This Key West style cottage is close to the beach, dining, and Bayfront Park – and comes with a cocktail-style pool right out back! With inviting bedrooms and spacious bathtubs, Harmony House has a full kitchen, private washer and dryer, charcoal grill, and a place to relax – a covered swing right by the pool. The beach at Bean Point is just a few blocks away, or walk to Bayfront Park or 1 of 2 fishing piers. Don’t want to walk? Hitch a ride on the free island trolley! Be sure to check out the gorgeous backyard – Harmony House is as inviting as they come!

    Dreaming of Anna Maria – your dream vacation awaits you
    78 reviews
    Private vacation home
    8 Guests
    3 Bedrooms
    2 Bathrooms
    Top guest reviews
    We loved the location, off-street parking, landscaping in front and so beautiful and private in back! The little pool was perfect to take a quick dip or a leisurely soak after a day of ocean waves. The inside of this home easily accommodated six adults. We loved the oval dining table which hosted a very fun game of cards during a thunderstorm! We highly recommend 1) Oma’s Pizza-THE BEST STROMBOLI and all home-made right in front of you! 2) Small Town Creamery:Great local small business with many options (even dairy-free!)3) Poppo’s:Burrito’s, Bowls, etc. all homemade and delicious!The only downsides for us were the following:There were many extra pillows but no pillow cases. There were no sheets for the pull-out sofa in the front room. But honestly, that was it! Great place and Great Vacation! We love AMI!
    Loved this place! Plenty of room for 4 adults and 2 small children with room for more. Kids loved the pool. Especially appreciated the pool safety features with the screen door alarm and the fence. Well stocked kitchen. Close to the beautiful beach. Would love to rent this place again.
    This is now my favorite VRBO home. I can’t say enough about it, comfortable, great location, a true Florida beach vacation experience.
    Beautifully designed, relaxing cocktail pool, large screened in porch, and perfectly located for quick access to the beach, Rod & Reel, and Pine St retail. Great house layout with the ability to have an office for remote work. Love this house!
    We absolutely loved the harmony house. Plenty of room, easy breezy walk to bean point. We loved the vibe, all the tropical landscapes, and the sweet little soaking pool. It was a perfect island hideaway. Will say though make sure to bring any seasoning you need they don’t have anything like that.
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    from USD 444
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    MI Oasis Getaway$242/nightly avg

    A true oasis on the inside and out, MI Oasis Getaway is appropriately named! This vacation rental comes with a fully stocked kitchen, a dining table for 4, travertine floors throughout, and the feeling that you’re in a luxurious hotel room when entering the master bedroom, complete with a king-sized bed and an incredible view of the rock wall water feature. Just 200 steps from the white sand beaches on the Gulf side of Anna Maria, MI Oasis Getaway is just a block from Pine Street. Don’t want to rent a car? This is a great location for you – everything is within walking distance or accessible via the provided beach bikes or free island trolley. This one is in high demand – don’t wait!

    Dreaming of Anna Maria – your dream vacation awaits you
    101 reviews
    Private vacation home
    4 Guests
    2 Bedrooms
    1 Bathroom
    Top guest reviews
    House was immaculate!! Robert and Katy provided so much within the property which put us at ease from trying to figure out packing for flight. Super easy process and would recommend property to anyone.
    Our stay in this lovely home was comfortable and had everything we needed! We love traveling to Anna Maria and will be coming back to stay here again. There are so many great restaurants within walking distance. The house was clean and had everything that we needed! We were so thankful to have found this gem!
    This property was perfect! Very clean, and close to the beach. I will be staying here again!
    This was an easy choice, this property is located right where we need to be, it was close to the beach and the bay. A very pleasant time.
    Felt at home immediately in this bungalow! Very short distance to beach in quiet part of AMI. The owners very easy to get ahold of with any questions and thoughtful touches abound- having salt &pepper (+other kitchen staples), plenty of towels, and all household goods need for an enjoyable stay! Will definitely be back!!!
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    from USD 242
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    Sea Breeze$249/nightly avg

    Sea Breeze is a newly renovated vacation rental with a private dock, an unobstructed view of Bimini Bay, a full kitchen, a washer and dryer, and more! The floor-to-ceiling windows offer spectacular views of the water or wildlife, and being a second-floor unit Sea Breeze gives a fantastic high perspective view of the canal. There’s on the water, and then there is on the water, and Sea Breeze is definitely on the water — check out those pictures! Relax on the balcony where you’ll find an outdoor table, chairs, and barbecue for your use. Would you rather go out? Sea Breeze is within walking distance to multiple restaurants!

    Dreaming of Anna Maria – your dream vacation awaits you
    103 reviews
    Cottage
    6 Guests
    2 Bedrooms
    2 Bathrooms
    Top guest reviews
    Plenty enough room for boat and vehicle parking
    In a quiet neighborhood, neighbors friendly very good spot
    So much fun and a great way to unplug. Next year I’m renting a boat!!! Thank you Jenny.
    The location was excellent, and the view was spectacular! However, there was a very strong mold smell, particularly in the back room where my kids were sleeping. My older son ended up getting sick and I had to move my children out into the living room for the remainder of the trip. The closet in that room also smelled very strongly of cat urine. The place needs better upkeep and more loving care. Paint was peeling and it did not seem to be kept up well. We would not stay there again. For the amount of money we paid, we would expect an immaculate, updated, clean place to stay.
    Nice northern waterfront AMI location on canal. host Jenny was available by phone to try and tke care of any issues which arose.This is an older home which has been renovated to provide nice acces to the water – small deck allows outside sitting and grilling overlooking water. Enjoyed biking and kayaking here and visiting City Pier just down the road and my favorite upper AMI place – Rod n Reel Pier – good food and fun watching the fishing and dolphins.
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    from USD 249
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    The Ballyhoo$200/nightly avg

    This ground-floor rental known as The Ballyhoo is on historic Bean Point, just 200 feet from the beach. If you love to fish, you will be thrilled with your proximity to the Rod & Reel Pier! This cozy rental home has space for up to 6 guests and offers you all the privacy you’ll need. Bicycles are provided, making it easy for you to get to any of the 12 local restaurants, historic Pine Avenue, or whatever you choose. It has everything you need at an affordable price!

    Dreaming of Anna Maria – your dream vacation awaits you
    173 reviews
    Cottage
    6 Guests
    2 Bedrooms
    1 Bathroom
    Top guest reviews
    Nice property. Owner was great. Owner made many suggestions of places tovisit and eat and they were great
    Enjoyed the house very much, it was perfect for my husband and I. It has everything we needed. Very close to Bean Point beaches.
    We had a fantastic stay at Ballyhoo, the location is perfect, less than 5 minutes walk to Rod and Reel pier to watch the beautiful sunrises and to do a bit of fishing using the fishing rods from the house. It is about 10 minutes walk to city pier and the end of pine avenue and took us about 25 minutes to walk to the Sandbar for a meal and catch the sunset.The home was spotlessly clean and had everything we needed and more for the 3 of us, we used the bikes for a ride around the island. It was very good having the list of information in the cupboard if you needed to know anything, the wifi was brilliant and the bed was super comfy.Check in and checking out was easy and communication with Ed was very easy and he always answered quickly if you needed to know anything, he is also very helpful with suggesting things and places you might want to do before you arrive.We 100% recommend staying here for anyone looking to stay at the north end of the island.Our biggest regret is not staying longer but we plan to return and stay for longer next time.
    The rental was spacious and perfect for walking to the rod and reel pier and the north beach. Dolphin sightings were a daily event. Our host was very helpful with suggesting outings.
    Quite,clean and close to beach.Ed was super informative and easy to communicate with,and quick to render assistance when needed.
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    from USD 200
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    Quaint And Quiet Northshore Villa$350/nightly avg

    This recently updated quaint and quiet Northshore Villa is nestled in the heart of Anna Maria Island. Start the day on the deck enjoying coffee, then make your way to the beach and dip your toes in the Gulf of Mexico. This two-bedroom vacation rental is a perfect getaway for up to five guests and is in a great location for those wanting quick access to Pine Street, the historic city pier, great shopping, theater, and dining. Perfect, subtle beach decor — a true beauty!

    Dreaming of Anna Maria – your dream vacation awaits you
    99 reviews
    Villa
    5 Guests
    2 Bedrooms
    1 Bathroom
    Top guest reviews
    Great place and close to beach!
    Perfect place for a getaway! Very clean and comfortable with a wonderful outdoor area perfect for relaxing in the am with a cup of coffee or relaxing In the evening. Can’t beat the location either, within walking distance to everything
    This villa had everything you needed with the best location…. walking distance from the beach, shops and restaurants and the free trolley! The beach was incredible….powder white sand clear blue warm water….The villa itself was super clean, well laid out, decorated so well and the enclosed patio was perfect for my doggo! Kitchen was well stocked….We enjoyed walking around the area especially the pier where you could see the most amazing sunset! Highly recommend this little piece of paradise!
    Our family had a great time at Anna Maria Island, and the house had everything we needed. Close to the beach and shopping. It was a perfect getaway for our family of 4. We hope to come back soon.
    Wow! We had an amazing time! The location of the property is perfectly situated in walking distance to the beach, shopping and dining. The house was clean and inviting. A few small bumps along the way (i.e. propane tank for grill was empty when attempting to use), but overall a great space in a wonderful location. I would return and recommend to others!
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    from USD 350
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    Naut 2 Shabby Bungalow$431/nightly avg

    Touted as a “cute as a bug bungalow,” the Naut 2 Shabby is located on Anna Maria’s north end, just 1 block from City Pier and Tampa Bay and only 4 blocks from the gulf. With a well-equipped kitchen, a queen-size master, queen sofa sleeper, Naut 2 Shabby is nestled into a garden atmosphere with a private patio and fountain. Bikes, a kayak, beach gear, coolers, beach towels, a grill, and more are provided.

    Dreaming of Anna Maria – your dream vacation awaits you
    164 reviews
    Private vacation home
    4 Guests
    1 Bedroom
    1 Bathroom
    Top guest reviews
    The property was great! We came down for our honeymoons and had was staying somewhere else but due to hurricane and power we moved locations! The property company was very accommodating due to everything going on!
    My partner and I loved this little bungalow and the neighborhood where it’s located near the tip of Anna Maria Island. Wonderful cozy cottage, great restaurants and shops nearby, the City Pier and a gorgeous beach all within a short walk. We will definitely come back again!
    This little gem was pristine. One of the cleanest Places I have rented and I only stay at 5 star rentals. Located in a very safe neighborhood on a beautiful island and literally steps away from everything in town. The bungalow had everything needed, including beach chairs, beach towels and a beach bag. Very comfortable bed and the air conditioning worked great. The only complaint was that communication with the rental company was poor. I still have messages sent thru VRBO that were never answered. A suggestion would be to phone the real estate company handling the rental directly .
    We loved the Naute 2 Shabby home! It had everything we needed and was 1 minute away from a general store that had anything missing. I would highly recommend this property! It was fantastic!
    This bungalow was perfect for a two person trip. It was located right in the middle of Pine Ave (two doors down from the General Store, which is super convenient). But because it is off the road, it wasn’t loud at all. It was exactly as described in the listing. Very convenient to the bay side and to the gulf and a little over a mile hike to Bean Point. I didn’t have any reason to have to call for problems but check in couldn’t have been easier and was three hours before we expected it to be-which is very convenient
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    from USD 431
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    For more fun things to do on Anna Maria Island, check out:

    • 9 Fabulous Experiences On Beautiful Anna Maria Island, Florida
    • My 7 Favorite Restaurants On Beautiful Anna Maria Island, Florida

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