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.
Top guest reviews
Amenities & Room:
huge fan of the monkey bus if you don’t come with transportation also (free rides- just tip)Read more reviewsLocation:
restaurants and attractions were all really close toooutstanding property extremely clean and amazing location just steps away from the ocean
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.
Top guest reviews
Amenities & Room:
umbrellas-coolers-towels-toysEverything you could need was providedIt was easy for the kids to run back to the house to use the restroom or grab a snackBoth couples are very interested in renting either the Sea Garden or the Sea Breezethe tropical yard was beautifulCleanliness:
I can't say enough about this property and that management of itThe bedrooms were perfect and extremely comfortable Our family loved having a washer and dryer after those long beach daysHost:
Our host was easy to contact and very responsive to our needsLove the tropical backyard and screen porchKari Erickson and the property owners made sure that your every need was taken care of even before we realized they were needsWe really appreciate all the amenities the owners provide Found great things to do around the island as wellWe also used the grill to cook one night Only a half hour trip to Sarasota to see aquariums and kayaking andRead more reviewsLocation:
The residence is located at the less busy north end of the islandThe location was close enough to either bike or walk everywhereIt 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 twiceIf you are looking for a quiet piece of paradise then look no further
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.
Top guest reviews
Amenities & Room:
there were two mini split units that kept the house at a very comfortable temperatureCleanliness:
tom has an exceptionally clean houseit was super clean on arrivalvery clean with nice beach decorthe property was clean and well stocked with essentialsvery clean and cute little cottageHost:
host had great response timehe was a great host and responded to our questions quicklyhe was prompt to reply when i had questions and was great hostthe owner is very easy to communicate with and quickly resolves any unexpected issuewe would definitely stay at one of this owner’s properties againRead more reviewsLocation:
short walk to beautiful beachlocation was great central to both ends of the islandfantastic location and adorable little placelastly the beach location was wonderful - not crowded at all and just steps awayreally enjoyed hot tub and close proximity to beach
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.
Top guest reviews
Amenities & Room:
the bed was comfortable and the kitchen amenities completethe bed was comfortable and the sunsets were beautifulCleanliness:
clean comfortable cabin right on the beachcottage 1 was absolutely perfect - clean comfortable and a great location just steps from the beachHost:
the owner is hospitable and easy to contact when neededreally enjoyed our stay & the owners are super nicealice is a wonderful thoughtful host - we had a great timeplus the pleasure of meeting alice the property ownerRead more reviewsLocation:
well maintained and great locationwas a relaxing vacation very close to the beacheveryone was so kind and welcoming the location was absolutely fantastic with such easy access to the beach
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.
Top guest reviews
Amenities & Room:
two tvs and beautiful balconywe loved our little beachfront apartment with a spectacular viewbeautiful totally updated cottage apartmentvery good use of space; although a one bedroom everyone feels comfortable to relax and enjoy the viewsbed and bedding was super comfortableCleanliness:
super clean and nicely updatedbeautiful clean on the beachsuper clean and right on the beachthe property is directly on a clean family oriented beachadorable coastal decor and impeccably cleanHost:
wendy our host was very helpfulwendy was a fantastic host and very reachablethe owner is very easy to contact and communicate withwendy was a great host and ensured i had everything i needed to enjoy my stayit would be helpful to get an email in advance detailing the check in processRead more reviewsLocation:
easy walk to several restaurantsgreat location for walking to restaurants and shopsvery nice property right on the beach close too everythingfabulous location with direct beach access and walkable to restaurants and shopsperfect location just the right size for a family of 4
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.
Top guest reviews
Amenities & Room:
also maybe add a table so future clients could have drinks along with the fabulous sunset viewsa quaint 2nd story apartment with a lovely deck facing the gulf of mexicoCleanliness:
clean and extremely well stockedthis property was great clean and comfortablethe house could use a deep cleanthere were plenty of clean linens and toiletriesbut adequate quiet peaceful clean with direct private access to beachHost:
the property manager was very friendlythe property manager was awesome and helpful we will definitely be backmanagers were very nice and responsive and they stay in a house right next to your cottageRead more reviewsLocation:
very close to beach and easy access to the beach from the housethe property and location were both excellent we will be backthe location and easy access to the beach was awesomeneighborhood was quiet and safethis place is practically on the beach the condo was nice
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.
Top guest reviews
Cleanliness:
it was very clean and modernthe condo was very clean and modernotherwise very clean and neatit was clean and had everything we neededthe unit was new and cleanHost:
the owner is nicecheck-in was very easy and property manager is very responsive to questions and requestswendy was attentive and communicative and made sure we had everything we neededwendy is easy to work with and very responsiveRead more reviewsLocation:
very convenient walk to great restaurants and shoppingclose walking distance to bridge street and great restaurantsright next to the beach and a close walk to many good stores and restaurantsgreat location you can walk to most things and the free bus/ trolley stop is very closethe house was wonderful and the location was perfect walking distance to everything and right on the beach
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.
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