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Anna's Cottage — Historic Beach Cottage Steps from the Gulf of Mexico

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Beach
Property grounds
Exterior
Living area
Living area

Reviews

9.4 out of 10
Exceptional
3 bedrooms2 bathroomsSleeps 6900 sq ft

Popular amenities

  • Kitchen
  • Washing machine
  • Dryer
  • Free Wi-Fi
  • Air-conditioning

Explore the area

View in a map
Bradenton Beach, FL
  • Place, Bradenton Beach
    ‪1 min walk‬
  • Place, Historic Bridge Street Pier
    ‪3 min walk‬
  • Place, Cortez Beach
    ‪5 min walk‬
  • Airport, Sarasota, FL (SRQ-Sarasota-Bradenton Intl.)
    ‪23 min drive‬

Rooms & beds

3 bedrooms (sleeps 6)

Bedroom 1

1 Queen Bed

Bedroom 2

1 Queen Bed

Bedroom 3

1 Queen Bed

2 bathrooms

Bathroom 1

Bathtub or shower · Toilet

Bathroom 2

Toilet · Shower only

Spaces

Deck or patio
Kitchen

About this property

Anna's Cottage — Historic Beach Cottage Steps from the Gulf of Mexico

Across the street from the Gulf, two blocks from Bridge Street, and the yard is fenced for your dog.
Anna's Cottage is the rare Bradenton Beach find that puts you in the middle of everything without making you feel like it

Bradenton Beach vacation rental tucked behind a charming white fence and shaded by swaying palms, this bright teal cottage blends the soul of Old Florida with completely renovated, modern comforts.

Step inside to find an open, light-filled living area dressed in classic white shiplap walls and ceiling. The
kitchen has been transformed with quartz countertops, stainless steel appliances, and a breakfast bar with
seating for four — ideal for morning coffee or an evening cocktail. The fully stocked kitchen means you can
cook in as easily as you dine out.

All three bedrooms feature queen beds dressed in fresh white linens, ceiling fans, and wall-mounted flat
screen TVs. The primary bedroom enjoys its own en suite bath with a rain shower and marble-look vanity.
A second full bathroom with rain shower serves the other two bedrooms.

But what truly makes Anna's Cottage stand out is what happens out back. Step through the screened
porch — fully furnished with a dining table for six and cozy lounge seating — and into a private fenced yard
that feels like a personal resort. Adirondack chairs ring a stone fire pit beneath palm trees and tropical
plantings. A gas BBQ grill and outdoor shower complete the picture. After a long day at the beach, you
won't want to leave. Anna's Cottage is proud to be dog-friendly, so bring your four-legged family member along. The fully
fenced yard gives pets — and their owners — room to breathe.

And the beach is never far. Walk across the street and you're there. Bridge Street's restaurants, coffee
shops, ice cream, mini-golf, and boutiques are just a block away. The historic Bradenton Beach Pier is two
blocks down. With the trolley stopping right nearby, you can explore the entire island without ever moving
your car.

This is the real Anna Maria Island experience — authentic, walkable, and wonderfully yours.

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House Rules

Check in after 4:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

Pets allowed: dogs less than 9 kg per pet (limit one pet total)
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Smoking

Smoking is not permitted

Important information

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has not indicated whether there is a smoke detector on the property

About the area

Bradenton Beach

Located in Bradenton Beach, this holiday home is near theme parks and near the beach. Mote Marine Laboratory & Aquarium is a popular attraction and the area's natural beauty can be seen at Bradenton Beach and Coquina Beach. Fish Hole Adventure Golf and H2O Watersportz are also worth visiting. Discover the area's water adventures with jet skiing, snorkelling and sailing nearby, or enjoy the great outdoors with ecotours.
Map
Bradenton Beach, FL

What's nearby

  • Bridge Street - 1 min walk - 0.0 km
  • Bradenton Beach - 1 min walk - 0.2 km
  • Historic Bridge Street Pier - 3 min walk - 0.3 km
  • Bradenton Beach Marina - 5 min walk - 0.4 km
  • Cortez Beach - 5 min walk - 0.4 km

Getting around

  • Sarasota, FL (SRQ-Sarasota-Bradenton Intl.) - 24 min drive

Restaurants

  • ‪Circle K - ‬2 min walk
  • ‪Anna Maria Oyster Bar on the Pier - ‬6 min walk
  • ‪Wicked Cantina - ‬8 min walk
  • ‪Beach House Waterfront Restaurant - ‬4 min walk
  • ‪Star Fish Company - ‬3 min drive

Frequently asked questions

Is Anna's Cottage — Historic Beach Cottage Steps from the Gulf of Mexico pet-friendly?

Yes, this property allows dogs (limit 1 total) with a maximum weight of up to 9 kg per pet.

How much does it cost to stay at Anna's Cottage — Historic Beach Cottage Steps from the Gulf of Mexico?

As of 19 Mar, 2026, prices found for a 1-night stay for 2 adults at Anna's Cottage — Historic Beach Cottage Steps from the Gulf of Mexico on 17 May, 2026 start from S$317, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

How much is parking at Anna's Cottage — Historic Beach Cottage Steps from the Gulf of Mexico?

Limited spots are available.

What time is check-in at Anna's Cottage — Historic Beach Cottage Steps from the Gulf of Mexico?

Check-in begins at 4:00 PM.

What time is check-out at Anna's Cottage — Historic Beach Cottage Steps from the Gulf of Mexico?

Checkout is at 10:00 AM.

Where is Anna's Cottage — Historic Beach Cottage Steps from the Gulf of Mexico located?

Situated by the sea, this holiday home is steps away from Bradenton Beach, Bridge Street and Fish Hole Adventure Golf. Historic Bridge Street Pier and Cortez Beach are also within 10 minutes.

Reviews

9.4

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 30 out of 39 reviews
Rating 8 - Good. 7 out of 39 reviews
Rating 6 - Okay. 0 out of 39 reviews
Rating 4 - Poor. 1 out of 39 reviews
Rating 2 - Terrible. 1 out of 39 reviews

9.6/10

Cleanliness

10/10

Check-in

9.6/10

Communication

10/10

Location

9.6/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Kenneth B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
House was in a great location. While the house was a bit smaller than expected it was more than fine for 3 adults. The bedrooms were very good and each had a tv set. We really enjoyed the screened in back porch.
Stayed 4 nights in Sep 2025
Verified

10/10 Excellent

Suzi J.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Anna's Cottage was wonderful! The hosts were very helpful with any questions I had, sent a welcome letter with information and made the check in process easy! The cottage was in a wonderful location, just across the street from the beach and a block from Bridge Street. It is a very clean well-kept cottage, nice backyard, screened in patio with all the amenities (including beach chairs, beach umbrella and beach toys) we needed. Loved it!
Stayed 6 nights in Nov 2025
Verified

8/10 Good

Amaury O.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great

Great place and location
Stayed 4 nights in Aug 2024
Verified

10/10 Excellent

Richard F.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Close to everything

Great place. Newly done.
Stayed 7 nights in Apr 2025
From a partner site

10/10 Excellent

Deva B.

A sweet spot on the south end of the island

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: A very spacious rental. The house had everything that we needed to make it the best week possible. It was great to be within walking distance to shopping,restaurants, ice cream and mini-golf. The beach was across the street. We will be staying there again.
Verified

10/10 Excellent

Elaine O.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Peaceful

This property was in a perfect spot. It was peaceful and would definitely stay again
Stayed 7 nights in Jul 2023
Verified

10/10 Excellent

Jeff F.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Awesome location, close to beach and restaurants/bars.

Nice property, loved the screened in back porch. Plenty of chairs, umbrellas, and a beach wagon available for beach time. We go to bradenton beach every year, this property is now our favorite.
Stayed 10 nights in Sep 2022
Verified

10/10 Excellent

John G.

Liked: Cleanliness, check-in, communication, location, listing accuracy
This was a wonderful week long stay, perfect property for three couples. Location was perfect for us, maybe 50 yards from the restaurants, bars, and shopping that Bridge St offers, and about the same distance from the beach. Speaking of the beach, there is a small shed in the back containing beach chairs, a cooler, and even a wagon for bringing your stuff to the beach. The kitchen was modern with everything you'd need if you wanted to cook your own meals. Access to a washer/dryer was a plus. We had smokers in our group, so the screened in porch got a lot of use. We didn't use the cute gas fire pit area in the back, but we did use the deck area adjacent to the screened in porch. All in all, we heartily recommend this property.
Stayed 7 nights in Nov 2025
Verified

10/10 Excellent

Jessica A.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Family Beach Week

This house was perfect for our family! It accommodated us well, was literally steps from the beach, the updated backyard was a highlight our of kids and we enjoyed having the restaurants and shops a beach road over. It was such a convenient location for watching the sunrise from the pier to the sunset over the Gulf!
Stayed 7 nights in Mar 2023
Verified

8/10 Good

john d.

Liked: Cleanliness, check-in, communication, location, listing accuracy

News get away

Great location, clean , a little small with limited storage for clothes, bathroom for master small. Over all enjoyed our visit, spent most of time at beach and restaurants
Stayed 7 nights in Dec 2022
From a partner site

10/10 Excellent

A guest from pensacola, FL

Thanksgiving vacation

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Great place to stay quiet and relaxing
From a partner site

10/10 Excellent

Brian M.

Great time

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was more than satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Love the placeNice locationEverything we needed for our stay
Verified

10/10 Excellent

Randy B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Vacation

Outstanding
Stayed 7 nights in Jul 2023
From a partner site

10/10 Excellent

Marion F.

Great Choice in Bradenton Beach

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Family vacation in Bradenton Beach-fun, accomadations comfortable, outstanding location--would highly recomend!
From a partner site

10/10 Excellent

Susan S.

Anna's my favorite place

Rating Details: The property manager was more than helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: This was our 8th year renting and we look forward to staying e very year. Easy access to all the glory of AMI
Verified

8/10 Good

Richard E.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Short stay

Pleased with the cottage, though we did not spend much time there. Small issue with one of the bathrooms that we reported, and requested that the repairs were completed after our stay. Property management was very responsive.
Stayed 3 nights in Aug 2024
From a partner site

10/10 Excellent

Jeff F.

Ideal location for beach and Bridge street

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: This was our 3rd consecutive year staying at Anna's cottage. We hope to stay again next year. All of our dealings with Island Vacation properties, has been top notch.
From a partner site

10/10 Excellent

Donna K.

Annas Cottage

Rating Details: The property manager was more than helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: This historic cottage puts you right in the center of the Bridge Street action. Easy to walk to beaches and many restaurants. The accommodations have just been completely updated. It was truly a joy. I would highly recommend this location to anyone.
Verified

10/10 Excellent

Suzanne C.

Liked: Cleanliness, check-in, location, listing accuracy

Wonderful beachhouse

Have been coming to AMI since 1959. Spent every summer at Atlantic Beach with my family. Stayed at Annas Cottage with my spouse , brother and his wife. Love it. Only thing missing was a full length mirror to check outfits.
Stayed 7 nights in Apr 2024
From a partner site

10/10 Excellent

Peter T.

Perfect.

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: We have stayed several place on AMI while our boat was being repaired. This was very nice. Clean and comfortable.
From a partner site

10/10 Excellent

Mary S.

Cute place

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: It was great place to stay with my small dog, nice back yard and fire pit to set around at nite! No pool but I was there for the beach! Very clean cozy place we loved it we stay there again 😀
From a partner site

10/10 Excellent

Mandy H.

Close to everything

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was more than satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: We had a great time at Anna’s Cottage. The short walk across the street to the beach was perfect! Being able to walk to dinner was great too! This adorable house in such a great location. The beds were comfy and it was perfect for the three of us on our girls trip! At first, we weren’t sure about it being right beside a convenience store, but we actually loved it. They were super helpful and nice there and make great sandwiches! We enjoyed sitting out on the deck by the gas fireplace. There rental company was very quick to respond when I told them the gas was empty for it. They were out the next day to fill it up. We would definitely come again and stay here.
From a partner site

8/10 Good

arthur a.

anna cottage

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was more than satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Management was very helpful. It is a good location to beach, nearby bars on Bridge street are noisy, but quiet hours start at 1030pm. The house lacked a supply of toilet paper, which was an annoyance.
From a partner site

10/10 Excellent

Theresa G.

Love that Anna's Cottage is a Original Florida Home

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: This is our 2nd stay at Anna's. Anna Maria still has a charm of old Florida. Anna's Cottage is prefect for a family or for three couples to gather. We hope that the cottage remains as is. Development is changing AMI and a new 100 plus vacation unit proposal for AMI changes the island vibe, and is a different type of vacation. Its so vital that Anna's cottage which offers private vacation space with an old Florida living exist. Thank you for providing this authentic Florida cottage for a relaxing, private vacation. We were sad to leave and already know we will choose Anna's Cottage again.
Verified

10/10 Excellent

Dave and Lori M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location, close to restaurants, so no need to drive. Would definitely stay again.
Stayed 4 nights in Feb 2026

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