7 Best Beachfront Cottages On Anna Maria Island, Florida - Updated 2024

Martina
Martina 
Updated
| 3 min read

A beautiful island in Manatee County in Florida, Anna Maria Island is a popular destination for tourists who wish to explore some gorgeous beaches and a thriving dining scene. City Pier Grill and Bait is a great place for a romantic dinner with your significant other. It serves delicious seafood delicacies with breathtaking water views. Meanwhile, Holmes Beach is a wonderful place for those who wish to relax and get away for a few hours. While you’re here, don’t miss the opportunity to stroll on Coquina Beach. If you are looking for a luxurious experience while on the island, check out the best beachfront cottages on Anna Maria Island, Florida.

We handpicked these listings carefully, considering (wherever possible) host status, recent guest reviews, accommodation type, prices, availability of dates, decor, and location with easy access to beach. The image galleries get refreshed with the latest updates regularly. They were last updated on April 12, 2024.

1. Clean unit for small groups (from USD 428)

Ideal for small groups of four, this clean one-bedroom rental boasts a well-equipped kitchen for easy meal preparation. The stunning beach is just a few steps from this property, allowing you to enjoy gorgeous sunsets, as well as various water activities.

Outdoors, you will find lounging areas where you can enjoy your morning coffee while you admire the breathtaking surroundings. Free WiFi and parking are available on site, as well.

Stayed at this property?
Holmes Beach, Florida, United States
36 reviews   Superhost Wifi Available
Entire cottage 2 Beds 4 Guests 1 Bedroom 1 Bathroom

Accommodates: 4

Top guest reviews
Amenities & Room:
huge fan of the monkey bus if you don’t come with transportation also (free rides- just tip)
Location:
restaurants and attractions were all really close too
outstanding property extremely clean and amazing location just steps away from the ocean
Read more reviews

2. Sea Garden Cottage (from USD 390)

Offering free WiFi to keep guests connected online, this spacious cottage for five promises a convenient stay. It is air-conditioned to keep you comfortable on warm, sunny days. Thanks to the presence of a fully equipped kitchen, you can craft your favorite meals whenever you want. Meanwhile, the two bathrooms come with complimentary bathing essentials.

You will also have access to a roomy screened-in porch, where you can enjoy views of the lush greenery. Best of all, the property is just steps from the beach.

Stayed at this property?
124 reviews   Wifi Available
cottage 5 Guests 2 Bedrooms 2 Bathrooms

Accommodates: 5
Minimum Nights: 4
Refund Policy : 100% refund if you cancel at least 30 days before check-in.

Top guest reviews
Amenities & Room:
umbrellas-coolers-towels-toys
Everything you could need was provided
It was easy for the kids to run back to the house to use the restroom or grab a snack
Both couples are very interested in renting either the Sea Garden or the Sea Breeze
the tropical yard was beautiful
Cleanliness:
I can't say enough about this property and that management of it
The bedrooms were perfect and extremely comfortable Our family loved having a washer and dryer after those long beach days
Host:
Our host was easy to contact and very responsive to our needs
Love the tropical backyard and screen porch
Kari Erickson and the property owners made sure that your every need was taken care of even before we realized they were needs
We really appreciate all the amenities the owners provide Found great things to do around the island as well
We also used the grill to cook one night Only a half hour trip to Sarasota to see aquariums and kayaking and
Location:
The residence is located at the less busy north end of the island
The location was close enough to either bike or walk everywhere
It is on the north end of the island which tends to be more quiet but yet is just a short 5 minute bike ride to Pine Avenue (Donut Experiment Ginny & Jane E's The Sandbar and The Waterfront)
it was only a ten minute walk down the beach to sandbar Restaurant which we visited twice
If you are looking for a quiet piece of paradise then look no further
Read more reviews
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3. Vibrant rental with a hot tub (from USD 281)

This vibrant and well-lit unit comes with one bedroom and one-and-a-half baths, easily accommodating up to four people. The beach is a short 15-meter (50-foot) walk from the property, so you can have a great time under the sun with your loved ones.

After a day at the beach, you can spend some relaxing moments in the hot tub. There is also a barbecue grill for an intimate dinner outdoors. The fire pit is a great spot where you can gather around at night and share stories.

Stayed at this property?
Bradenton Beach, Florida, United States
118 reviews   Superhost Wifi Available
ENTIRE HOME 2 Beds 4 Guests 1 Bedroom 1 Bathrooms

Accommodates: 4

Top guest reviews
Amenities & Room:
there were two mini split units that kept the house at a very comfortable temperature
Cleanliness:
tom has an exceptionally clean house
it was super clean on arrival
very clean with nice beach decor
the property was clean and well stocked with essentials
very clean and cute little cottage
Host:
host had great response time
he was a great host and responded to our questions quickly
he was prompt to reply when i had questions and was great host
the owner is very easy to communicate with and quickly resolves any unexpected issue
we would definitely stay at one of this owner’s properties again
Location:
short walk to beautiful beach
location was great central to both ends of the island
fantastic location and adorable little place
lastly the beach location was wonderful - not crowded at all and just steps away
really enjoyed hot tub and close proximity to beach
Read more reviews

4. Cozy cottage with a screened porch (from USD 230)

Featuring one spacious bedroom equipped with a king-sized bed and one full bath with toilet and shower facilities, this cottage can comfortably accommodate a small group of four. There is a small kitchen area with a microwave where you can prepare simple yet delicious meals.

It is situated right in front of the beach, and there is a large screened porch where you can enjoy a cup of coffee as you take in gorgeous views.

Stayed at this property?
57 reviews   Wifi Available
cottage 4 Guests 1 Bedroom 1 Bathroom

Accommodates: 4
Minimum Nights: 3
Refund Policy :

Top guest reviews
Amenities & Room:
the bed was comfortable and the kitchen amenities complete
the bed was comfortable and the sunsets were beautiful
Cleanliness:
clean comfortable cabin right on the beach
cottage 1 was absolutely perfect - clean comfortable and a great location just steps from the beach
Host:
the owner is hospitable and easy to contact when needed
really enjoyed our stay & the owners are super nice
alice is a wonderful thoughtful host - we had a great time
plus the pleasure of meeting alice the property owner
Location:
well maintained and great location
was a relaxing vacation very close to the beach
everyone was so kind and welcoming the location was absolutely fantastic with such easy access to the beach
Read more reviews
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5. Dream Boat (from USD 389)

This lovely rental offers breathtaking beach views right from its balcony, which is equipped with cozy lounge chairs. Dream Boat features one bedroom with a plush queen-sized bed and a bathroom. The kitchen is fully equipped and has a countertop where you can prepare your ingredients and savor your delicious meals.

Laundry facilities are available, so you need not worry about bringing too many clothes. You can find quirky elements throughout the property, adding to its charm.

Stayed at this property?
49 reviews   Wifi Available
cottage 5 Guests 1 Bedroom 1 Bathroom

Accommodates: 5
Minimum Nights: 2
Refund Policy : 100% refund if you cancel at least 60 days before check-in.

Top guest reviews
Amenities & Room:
two tvs and beautiful balcony
we loved our little beachfront apartment with a spectacular view
beautiful totally updated cottage apartment
very good use of space; although a one bedroom everyone feels comfortable to relax and enjoy the views
bed and bedding was super comfortable
Cleanliness:
super clean and nicely updated
beautiful clean on the beach
super clean and right on the beach
the property is directly on a clean family oriented beach
adorable coastal decor and impeccably clean
Host:
wendy our host was very helpful
wendy was a fantastic host and very reachable
the owner is very easy to contact and communicate with
wendy was a great host and ensured i had everything i needed to enjoy my stay
it would be helpful to get an email in advance detailing the check in process
Location:
easy walk to several restaurants
great location for walking to restaurants and shops
very nice property right on the beach close too everything
fabulous location with direct beach access and walkable to restaurants and shops
perfect location just the right size for a family of 4
Read more reviews
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6. Comfortable vacation rental on the beach (from USD 200)

Situated right on the stunningly clear beach, this comfortable rental can easily accommodate up to five guests. It comes with two spacious sleeping areas and one bath. There is a roomy living space with plush couches and soft throw pillows, so you can relax with your loved ones as you enjoy some refreshing beverages.

Start your mornings on the deck, which comes with a dining area and barbecue facilities. This property also has a fully equipped kitchen and a separate indoor dining room, guaranteed to make you feel at home.

Stayed at this property?
93 reviews   Wifi Available
cottage 5 Guests 2 Bedrooms 1 Bathroom

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

Top guest reviews
Amenities & Room:
also maybe add a table so future clients could have drinks along with the fabulous sunset views
a quaint 2nd story apartment with a lovely deck facing the gulf of mexico
Cleanliness:
clean and extremely well stocked
this property was great clean and comfortable
the house could use a deep clean
there were plenty of clean linens and toiletries
but adequate quiet peaceful clean with direct private access to beach
Host:
the property manager was very friendly
the property manager was awesome and helpful we will definitely be back
managers were very nice and responsive and they stay in a house right next to your cottage
Location:
very close to beach and easy access to the beach from the house
the property and location were both excellent we will be back
the location and easy access to the beach was awesome
neighborhood was quiet and safe
this place is practically on the beach the condo was nice
Read more reviews
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7. Tangerine Dreams (from USD 285)

Tangerine Dreams is a one-bedroom accommodation that is situated within walking distance of the beach. As it is situated on the lower floor, you need not worry about accessing the unit if you are bringing multiple items of baggage or if you have mobility issues.

The kitchen is fully equipped with cooking appliances, and it also has a dishwasher for easy clean-up. Laundry facilities are available for guests’ use, so you won’t run out of clean clothes. Additionally, free WiFi is offered for those who wish to keep up with social media.

Stayed at this property?
Bradenton Beach, Florida, United States
cottage 4 Guests 1 Bedroom 1 Bathroom

Top guest reviews
Cleanliness:
it was very clean and modern
the condo was very clean and modern
otherwise very clean and neat
it was clean and had everything we needed
the unit was new and clean
Host:
the owner is nice
check-in was very easy and property manager is very responsive to questions and requests
wendy was attentive and communicative and made sure we had everything we needed
wendy is easy to work with and very responsive
Location:
very convenient walk to great restaurants and shopping
close walking distance to bridge street and great restaurants
right next to the beach and a close walk to many good stores and restaurants
great location you can walk to most things and the free bus/ trolley stop is very close
the house was wonderful and the location was perfect walking distance to everything and right on the beach
Read more reviews
Earn OneKeyCash for every dollar spent on eligible hotels, vacation rentals, flights, car rentals, and more when you book across our family of brands.

Have a great time on Anna Maria Island

Spend some time exploring the pristine beaches on Anna Maria Island. For the best experience, make sure that you book one of the beachfront cottages on the island. Experience walking up to stunning views and being only steps from the sand.

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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An avid traveler, Martina aims to visit as many countries as she can. This caféphile admires things that can take her to different places, hence her love for books, baking, and writing. She is...Read more

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