Top 7 Beach Houses In Anna Maria Island, Florida

Meghna
Meghna 
Updated
| 5 min read

Anna Maria Island is a small barrier island off the coast of Florida. Its natural beauty and pristine waters have been maintained because it only became a settlement in the early 20th century and has not experienced any major industrialization. Presently, it is a popular retreat for many in the area. Families love to take a break from the hustle and bustle of city life by visiting their second homes so that they can lounge in beach chairs and soak up the sun. Visitors to this area enjoy renting fishing charters and the various avenues for water sports. The highlight of this island has to be the preserved white sand beaches. In Anna Maria and don’t know where to stay? Keep reading to find out about the best beach houses in Anna Maria Island, Florida.

We handpicked these listings carefully, considering (wherever possible) host status, recent guest reviews, location, accommodation type, prices, availability of dates, decor, and access to beach. The image galleries get refreshed with the latest updates regularly. They were last updated on March 13, 2023.

1. Waterfront home with private beach for eight people (from USD 525)

This accommodation is a sprawling 2,200 sq. ft (204 sq. m) private home that can accommodate eight people. It has three bedrooms, two bathrooms, and a deck that runs along the entire home. The master bathroom faces the waterfront which is sure to grant some romantic views. One of the best features of this place is the private beach with lounge chairs where you can spend the evening watching the waves crash on the shore or the colours of the sunset. The place itself has been colourfully decorated and the entire place is open with plenty of windows allowing a light and airy atmosphere.

Stayed at this property?
Anna Maria, FL, US
72 reviews  
House 8 Guests 3 Bedrooms 2 Bathrooms
Top guest reviews
Amenities & Room:
grab coffee at ginny’s or for a real treat have breakfast or lunch at my ami
this is a beautiful place to stay with panoramic views of the bay out of almost every room
the master bedroom has a waterside view from the bed that i adored
very comfortable and uniquely amazing architectural home perfectly decorated with super comfortable furnishings
great views from the deck and living areas
Cleanliness:
the house was impeccably clean and very comfortable
the kitchen appliances are clean and up to date
clean and comfortable enjoyed the island as usual
the weber gas grill is clean and up to date
it has all the basics and is very clean
Host:
laura (host) is extremely responsive and made sure the house was ready for us to enjoy
laura the owner is helpful and responsive
very nice and accommodating
we found the perfect beach vacation home away from home
gorgeous home absolutely perfect for a weekend getaway
Location:
the location is well worth the money
perfect location and great for families
the property is nice and the location is the best
all problems aside the location is great and the private beach access makes this property worth the money
you are on the quiet side of the island with an easy walk to restaurants and shops
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2. bungalow for six guests (from USD 338)

This is listing is a bungalow that was built in the 1950s. It can accommodate six people as it has two bedrooms and two bathrooms and occupies 1,205 sq. ft (112 sq. m). It is located on the much sought-after north end of the island and is a two-minute walk to Bean Point beach. One of the nicest features of this listing is the bunkhouse which has been described as children’s delight. It has bunk beds, a TV, and many games that the kids can use to amuse themselves. The hosts do provide bicycles and minimal beach equipment.

Stayed at this property?
89 reviews   Wifi Available
House 6 Guests 2 Bedrooms 2 Bathrooms

Accommodates: 6
Minimum Nights: 1
Refund Policy : 100% refund if you cancel at least 60 days before check-in.

Top guest reviews
Amenities & Room:
although the bunk house has no bathroom it really is a perfect hangout sleeping area for teenagers
the beds were amazingly comfortable everything was up to date (including appliances) and the decor was very inviting
we loved our long weekend in this sweet and comfortable cottage
my husband and i enjoyed being able to walk for coffee in the mornings as well
this is a great value for all the wonderful amenities
Cleanliness:
the place was clean and well stocked for all needs
very clean easy walk to the beach
the house was perfect for what we needed and was very clean
i encourage anyone to go to them all as they have different things to offer
easy check in and check out great communication
Host:
the response from the management company and from the owner was excellent
the owners are great and their management crew is just as great
don was very responsive to all my questions
i gotta say i am most impressed with the fact that this owner does not require a long-term rental
the owner responded immediately when we had questions the house was clean and provided all the amenities
Location:
great location to beans point in walking distance
perfect location a cute little home
it's location on anna maria is ideal for beach shopping and eating
just the right size and location was perfect
the perfect size and location for our family vacation
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3. Quaint blue house for six guests (from USD 550)

This is a cute little beachside cottage with an open floor plan. One of the best features of this listing is the private pool whose waters resemble the crystal clear waters of the sea. The backyard is also complete with outdoor dining and grill. Inside, you’ll find a professional chef’s kitchen that has been equipped with anything you may need to whip up the perfect meal. If you don’t feel like cooking, you can always walk four minutes down to the beach or take a stroll down to Pine Avenue where you’ll find many popular restaurants. It can accommodate six people as it has two bedrooms and two bathrooms.

Stayed at this property?
55 reviews   Wifi Available
House 6 Guests 2 Bedrooms 2 Bathrooms

Accommodates: 6
Minimum Nights: 7
Refund Policy : 100% refund if you cancel at least 30 days before check-in.

Top guest reviews
Amenities & Room:
the rain showers were a treat and the beds were comfortable
great pool and lanai area as well
beautiful home and all of the amenities needed
the entertaining floor plan is open and easy to navigate
we stayed in this beautiful home for one week with our 4 kids; 11 8 6 and 1
Cleanliness:
it was so clean and the kitchen was top notch
the house is clean and beautiful and well supplied
spacious private clean well equipped and perfectly located
this property is a new favorite it was so clean and filled with every amenity we could want
Host:
the owner of this property is the best
frankie is a gracious host; easy to communicate with and very accommodating
frankie was most accommodating and always responsive
we will definitely return full points and thanks a lot to frankie the owner
frankie was amazing and very accommodating
Location:
close to beach shopping & great food
great location outdoor area is amazing
the pool was fantastic the location was amazing
the home is ideally located - close to the best beach and close to restaurants & shops
we loved the home and the location to everything was perfect
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4. Palm Isle retreat for six guests (from USD 263)

This accommodation is 1,640 sq. ft (152 sq. m), and can accommodate six guests. It has two bedrooms and two bathrooms which are newly renovated. The best feature is the private, backyard with a fence, which holds a fire pit, a hot tub, and a patio table. It is close to a number of beaches, restaurants, shops, and grocery stores. If you don’t have vehicles, you can walk five minutes down to Holmes Beach or you can use the four bikes they’ve provided to explore the area. The hosts have also been kind enough to provide a paddleboard and two kayaks for use.

Stayed at this property?
114 reviews   Wifi Available
House 6 Guests 2 Bedrooms 2 Bathrooms

Accommodates: 6
Minimum Nights: 7
Refund Policy : 100% refund if you cancel at least 30 days before check-in.

Top guest reviews
Amenities & Room:
the beds were excellent with not your average beach house rental linens
clean property with all the amenities including a toddler booster seat (very appreciated)
we also loved having a hot tub to warm up in while it rained
we had a wonderful stay with our family
) beautiful porch to enjoy sitting outside
Cleanliness:
house was very clean and comfy
inside of house clean and modern
the unit was very clean and in a quiet neighborhood
the entire house was very clean and comfortable
the house was very clean and cozy with everything needed at our access
Host:
the owner was responsive and helpful
great restaurants with engaging wait staff (though we ate in often since the home had everything we needed)
overall vibe of the island was relaxed & friendly
the beach is amazing
thank you so much tonya
Location:
the location was perfect
the location is a short walk to the beach and the neighborhood is quiet and pretty
palm isle retreat was the perfect location for our first vacation to ami
this was the perfect location and provided everything we needed
great little house just right for 3 adult siblings to spend a long weekend together
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5. House with pool for eight guests (from USD 195)

This listing can accommodate eight guests as it has three bedrooms and three bathrooms. It is a short distance (5 miles or 8 kilometres) from most of the popular shops and restaurants in the area and only a four-minute walk to the beach. The rooms have been decorated with hues of blue to match the waters of the sea. The listing comes with a flat-screen television in each room, free beach equipment, and private boat parking.

Stayed at this property?
44 reviews   Wifi Available
House 6 Guests 3 Bedrooms 2 Bathrooms

Accommodates: 6
Minimum Nights: 7
Refund Policy : 100% refund if you cancel at least 30 days before check-in.

Top guest reviews
Amenities & Room:
strong wifi and tv in every bedroom and living room
beds were very comfortable
this cottage was perfect for our family of 5
great location and good amount of space
it was so nice to not have to bring our own
Cleanliness:
the house was clean and had a cute beachy ambiance
the pool was awesome very clean and big enough for our family of 5 to float comfortably
the beds in all 3 bedrooms were very comfortable the bathrooms very clean
everything was in working order clean and communication with owner was good
excellent location very clean responsive homeowner this place was perfect for our party of 5
Host:
the owner is fantastic to deal with
the property was great and response from owner was very timely and prompt
richard was a great host and very responsive
richard was very kind and responsive
we were very happy to have two showers
Location:
great walking distance to beach
the location was perfect
walk to beach is easy
very cute close to the beach nice neighborhood conveniently located to grocery store restaurants and anything you need
we loved how close it was to the beach maybe 5 minute walk at the most
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6. Gorgeous home for large families

If you’re a larger group of up to eight people, then this is the place for you. This listing has four bedrooms and four bathrooms spread throughout the three levels. The ocean will call you through the windows in each and every single room, and if you choose to, you can just take a few steps down to the beach. It has rustic décor with neutrals and warm wooden tones but has complete state-of-the-art appliances. The dining area can accommodate 10 people and has a wine bar which makes it perfect for entertaining. It is 2,600 sq. ft (240 sq. m).

Stayed at this property?
66 reviews   Wifi Available
House 8 Guests 4 Bedrooms 4 Bathrooms

Accommodates: 8
Minimum Nights: 2
Refund Policy : 100% refund if you cancel at least 30 days before check-in.

Top guest reviews
Amenities & Room:
we would like to recommend a knife sharpener and maybe a large stockpot in the kitchen
loved the property pool views and proximity to the beach
the master bedroom has beautiful views of the ocean plus a large balcony
this is a beautiful house with views of ocean and 2 houses away from the beach
we stayed 4 nights over the thanksgiving holiday weekend
Cleanliness:
very clean and modern
our family of 6 adults and 18 month old twins was everything we hoped for
Host:
the owners were accommodating helpful and kind
a big thank you to the owners for sharing their lovely home
the owners are very responsive and accommodating and kept in touch throughout our stay
scott and colleen were perfect hosts
they treated our family like their own
Location:
beautiful home and perfect location to town and beach
a very short walk to a beach which is now a favorite beach
we also enjoyed the walk-ability of the property
it’s beautiful very close to the beach and the pool area is awesome
thank you for having us at your property the location and house both exceeded our expectations
Read more reviews
Oops, this listing is currently inactive. Check out these alternative properties in the same location.
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7. Contemporary beach house for five guests

This listing is a contemporary beach house that is only a short walk of four minutes to the beach. Beach equipment including chairs, a cooler, an umbrella, bicycles, and a beach cart have been provided. However, if you’re not in the mood to get sandy, you can relax in the private saltwater pool in the backyard. It has a newly remodelled kitchen complete with stainless steel appliances. It can accommodate five people.

Stayed at this property?
90 reviews   Wifi Available
House 5 Guests 2 Bedrooms 2 Bathrooms

Accommodates: 5
Minimum Nights: 7
Refund Policy : 100% refund if you cancel at least 30 days before check-in.

Top guest reviews
Amenities & Room:
the house itself is so cool with tile through-out beautiful furnishings and the kitchen so well equipped
the pool and patio is awesome it felt like a private little paradise
the back yard was a tropical oasis with lush garden and awesome pool with waterfalls
the kitchen is well equipped the landscaping tropical and beautiful and the pool fantastic
come here to enjoy the beach great sunsets excellent bird watching and the appreciation of nature
Cleanliness:
the house is very clean and well maintained
it not only was clean but it was nicely furnished and quiet
the home is so clean and had top notch amenities
the house was clean well stocked close to the beach and the pool/yard is paradise
we just spent a week here and loved it the house was beautiful and super clean
Host:
david was very accommodating communicative and an excellent host
thanks again to the owners for your hospitality and for making this such a beautiful home
the owners are terrific and very accommodating
our communications with the property owners both prior to our arrival and during our stay was excellent
our stay here has been great the owner of the property david has been very accommodating
Location:
walk to beach is super fast and easy
thanks it was nice having a publix so close for our shopping
in really nice neighborhood and very quiet surroundings
the house is in a great location and has everything you will need to make your stay complete
perfect place for a perfect family getaway
Read more reviews
Oops, this listing is currently inactive. Check out these alternative properties in the same location.
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Enjoy Anna Maria Island

Whether you’re here for the sights or for the activities, you’re sure to have your fill of fun. What did you think about these beach houses? Do let us know!

Any must-sees we missed? Tell us about them in the comments section or write a post here to help out fellow travelers!
Disclosure: Trip101 selects the listings in our articles independently. Some of the listings in this article contain affiliate links.

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Meghna is one of those few lucky individuals who can claim more than one country as her own. She spent her formative years in India, Singapore, and Malaysia and consequently attended a variety of...Read more

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