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Steps from Beach and Local Hotspots! Stay at Sunny Side Down!

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A modern kitchen with white cabinets, a dining area with wicker chairs, and a grey sofa with a decorative shell pillow. - Steps from Beach and Local Hotspots! Stay at Sunny Side Down! (Bradenton Beach)
A two-story house with a covered porch and a balcony. - Steps from Beach and Local Hotspots! Stay at Sunny Side Down! (Bradenton Beach)
A bedroom with a bed, a dresser, a ceiling fan, a window with a view, and a door. - Steps from Beach and Local Hotspots! Stay at Sunny Side Down! (Bradenton Beach)
A modern kitchen with white cabinets, a dining table with chairs, a bar area, and a view of the outside. - Steps from Beach and Local Hotspots! Stay at Sunny Side Down! (Bradenton Beach)
A two-story house with a balcony, a staircase, and a palm tree in the yard. - Steps from Beach and Local Hotspots! Stay at Sunny Side Down! (Bradenton Beach)
Steps from Beach and Local Hotspots! Stay at Sunny Side Down! provides laundry facilities and more. Guests can connect to free in-room WiFi.

Reviews

8.8 out of 10
Excellent

Popular amenities

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

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About this property

Steps from Beach and Local Hotspots! Stay at Sunny Side Down!

  • Sunny Side Down by Anna Maria Vacations
    Duplex in Bradenton Beach, Florida  
    VRC16-000153 / DWE5105831

    Welcome to Sunny Side Down, a colorful and cozy duplex perfect for families or small groups seeking a tranquil beach escape! Located just three minutes from the white sandy beaches and a short trolley ride to Bradenton Beach shops, restaurants, and attractions, this two-bedroom, two-bath duplex offers a harmonious blend of comfort and convenience. Enjoy relaxing on your outdoor balcony before heading to the beach, with the included beach chairs, nearby water adventures, or the free island trolley for easy access to island fun!

    Highlights
    • 3-minute walk to Cortez Beach
    • 2 Bedroom / 2 Bath
    • 1 King, 2 Twin Beds
    • Near trolley stop
    • Beach chairs and cart
    • In-unit washer and dryer
    • Dog friendly
    • Located near Bridge Street shops, dining, and attractions
    • 2 Parking Spaces

    Spend sunny days lounging on the deck, soaking in the Florida sun, or taking your beach gear to the nearby shoreline. The outdoor area is perfect for relaxing or outdoor meals. The trolley stop, just steps away, makes it easy to hop on and explore all the island’s hotspots, including Bradenton Beach’s famous shops and waterfront eateries. When you’re ready for adventure, rent watercraft, fish, or simply enjoy the island’s natural beauty.

    Inside, the bright, open layout radiates coastal charm with a welcoming atmosphere. Lounge comfortably in the cozy seating area, perfect for relaxing with family or friends. The fully equipped kitchen features island seating and a dining table for four, ideal for meals, conversations, and island-inspired fun. Large windows flood the space with natural light and fresh breezes that bring Florida’s outdoor beauty inside.

    Retreat to the primary bedroom with a king-sized bed, a TV, and an ensuite bathroom with a shower/tub combo, offering a peaceful sanctuary for restful nights. The second bedroom, with two twin beds, is perfect for children or guests. The hall bathroom is similarly equipped with a shower and tub combo, providing guest comfort and privacy.

    Room Details
    • Primary Bedroom (2nd floor): King bed, ensuite with shower-tub combo
    • Second Bedroom (2nd floor): Two twin beds

    Book Sunny Side Down today and enjoy a tranquil, fun-filled beach vacation in beautiful Bradenton Beach. Whether exploring local hotspots, or strolling to the beach, this cozy duplex promises lifelong memories!


    -
    Please note that there are nearby construction projects.

    With host approval before check-in, this property accepts dogs only (No cats or other animals are allowed). A maximum of two dogs are permitted with a maximum combined weight of 50 pounds. Breed restrictions apply. An additional pet fee will apply. See our Anna Maria Vacations Rental Policies for full details.

    No cable, just smart TVs with streaming Apps.

    2 cars maximum are able to park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles.

    This home is managed by Anna Maria Vacations, an Anna Maria Island property management company.

    We do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age. Please see our Anna Maria Vacations Rental Policies for full details.

    Please Remember: "You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property." *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.

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About the area

Located in Bradenton Beach, this holiday home is near the beach. The area's natural beauty can be seen at Bradenton Beach and Coquina Beach. Fish Hole Adventure Golf and Florida Maritime Museum at Cortez are also worth visiting. Jet skiing and kayaking offer great chances to get out on the surrounding water, or you can seek out an adventure with horse riding and ecotours nearby. Visit our Bradenton Beach travel guide
View more Holiday homes in Bradenton Beach
Map
Bradenton Beach, FL

What's nearby

  • A coastal town with a long sandy beach, clear blue ocean, and residential buildings along the shore.
    Bradenton Beach
    3 min walk - 0.3 km
  • A waterfront scene with a clock tower, palm trees, and a pier extending into the water.
    Historic Bridge Street Pier
    3 min drive - 2.1 km
  • A sandy beach with people sunbathing and swimming, a clear blue sky, and buildings in the background.
    Cortez Beach
    4 min drive - 2.4 km
  • Anna Maria Sound
    2 min walk - 0.2 km
  • Aluna Wellness Center & Spa
    3 min walk - 0.3 km

Getting around

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

Restaurants

  • Anna Maria Oyster Bar on the Pier
    3 min drive
  • Daquiri Deck Bradenton Beach
    3 min drive
  • Anna Maria Island Beach Cafe
    4 min drive
  • Circle K
    20 min walk
  • Beach House Waterfront Restaurant
    18 min walk

Frequently asked questions

Is Steps from Beach and Local Hotspots! Stay at Sunny Side Down! pet-friendly?

Yes, pets are allowed at this property.

How much is parking at Steps from Beach and Local Hotspots! Stay at Sunny Side Down!?

On-site parking is available at the property.

What time is check-in at Steps from Beach and Local Hotspots! Stay at Sunny Side Down!?

Check-in begins at 4:00 PM.

What time is check-out at Steps from Beach and Local Hotspots! Stay at Sunny Side Down!?

Checkout is at 10:00 AM.

Where is Steps from Beach and Local Hotspots! Stay at Sunny Side Down! located?

Situated by the sea, this holiday home is within a 5-minute walk of Gulf Intracoastal Waterway and Bradenton Beach. Anna Maria Sound and Aluna Wellness Center & Spa are just steps away.

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Reviews

Steps from Beach and Local Hotspots! Stay at Sunny Side Down! Reviews

8.8

Excellent

9.6

Cleanliness

9.2

Location

10

Property conditions & facilities
Rating 10 - Excellent. 16 out of 27 reviews
Rating 8 - Good. 6 out of 27 reviews
Rating 6 - Okay. 4 out of 27 reviews
Rating 4 - Poor. 1 out of 27 reviews
Rating 2 - Terrible. 0 out of 27 reviews

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Place was adorable and perfect for our stay. We were walking distance from beach and close to everything we wanted to do.
Stayed 2 nights in Dec 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
This property had a great location!
Stayed 2 nights in Dec 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location to the beach!!!
Stayed 2 nights in Nov 2025
Verified review

8/10 Good

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location! Easy walk to beach. We had a couple of challenges upon check in but the property management team resolved very quickly. Had a wonderful time with family. Would definitely stay again!
Sunsets were gorgeous
Weather and water were fabulous
Stayed 3 nights in Mar 2026
Verified review

8/10 Good

Liked: Cleanliness, check-in, communication, location, listing accuracy
The location was close to the beach and restaurants. The house was clean and the host was responsive.
Stayed 2 nights in Nov 2025
Verified review

10/10 Excellent

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

Overnight Stay

Booked because of location close to the beach. Ended up loving the location, home & area. Will definitely be returning for a longer stay soon!
Stayed 1 night in Apr 2025
Verified review

8/10 Good

Liked: Cleanliness, check-in, communication

1st Visit to Anna Maria Island

We were visiting for the first time. The house wss clean and it was an easy walk to the beach. We enjoyed our stay very much.
Stayed 4 nights in Mar 2025
Verified review

10/10 Excellent

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

Great Location

The house was so close to the beach and had all the beach ammenaties for us to use! The decore inside was a bit dated and dark. The beds were comfy. The downside was we were surrounded by early morning construction in rebuilding houses (I understand completely it has to get done, just a bummer to wake up to loud noises everyday). Also, the house directly behind us that the deck overlooks has a swimming pool that is being built but looks like a swamp and has lots of mosquitos so sitting on the deck wasnt an option.
Stayed 5 nights in May 2025
Verified review

6/10 Okay

Liked: Communication, location
This property was just okay. The best thing about it was the location/proximity and ease of getting to the beach. The lowest you can turn AC is 72, so it was hot for sleeping as well as during day when we were inside. One shower was almost unusable due to low pressure. Twin beds were very uncomfortable. Couch is the only sitting area in living room and it is very uncomfortable as well. Laundry accommodations were in first floor storage area- which is shared and I don’t feel this is communicated well in the description. We had Unit B and your deck area is facing another house and “alley” walking area. The picture of deck in gallery is Unit A.My biggest concern was employees (I assume) from rental management came in with out any notice to us from the company. One lady came in without even knocking. With teenage girls with us, this was scary to them. I also messaged for more towels and they were never delivered to us.So overall just ok, we enjoyed the island, but we will not rent this again.
Stayed 7 nights in Mar 2026
Verified review

4/10 Poor

Liked: Cleanliness, check-in, communication, location, listing accuracy
Very clean and great location. Cons.. couch was unusable because it was so worn down. I’m not a heavy person but had to use bed pillows on the couch just to sit. The ceiling fan was almost un-usable. Severely off balance and had a loud tick that we had to turn it off or on low. Dishwasher did not clean. We had to get soap to hand wash only. Yes we did pre-rinse before using it. Honestly not a big deal for us as we had 4 adults to wash dishes :) The bottom shelf on the fridge was broken on one side and there were 2 door shelves that were missing. We had to use the master shower only because the spare shower was broken - only a dribble came out. Watch out for the light hanging in the corner.. really looks like it would fall out at any time. The upside it was a great location, very clean and the kitchen was beyond well stocked with everything you’d need to cook..
Stayed 4 nights in Nov 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Amazing stat. Loved the unit and how close tot he beach it was. The host was awesome and very responsive. Will stay again!
Stayed 2 nights in Jun 2026
Verified review

10/10 Excellent

Liked: Cleanliness, amenities, property conditions & facilities, communication
Wonderful stay ! Our family loved it !
Stayed 5 nights in Jun 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Closeness to the beach
Stayed 2 nights in Nov 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Everything was as pictured...No complaints from us.
Stayed 4 nights in Dec 2025
Verified review

8/10 Good

Liked: Cleanliness, check-in, communication, location, listing accuracy
House was fine, grill did not work, beach chairs went missing. communication was great with property management
Stayed 5 nights in Mar 2026
Verified review

6/10 Okay

Liked: Cleanliness, check-in, communication, location, listing accuracy
Overall, this property was adequate. Great location, but the rental “facilities” were not great. Specifically, there was a lack of seating (sofa was small), the support frame for one of the twin beds in one room was broken/did not provide needed support, the beach equipment was in poor shape (umbrella unusable, one beach chair broken), and there was not much of a patio to sit outside on.
Stayed 6 nights in Mar 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
It was the first time for me. Everything was perfect. Location, communication, house in great condition and clean. I would do it again. Thank you
Stayed 5 nights in Dec 2025
Verified review

6/10 Okay

Liked: Check-in, communication, listing accuracy
Windows weren’t cleanWalls needed a fresh coat of paintNo bedside tables
Stayed 27 nights in Feb 2026
Verified review

10/10 Excellent

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

Perfect beach getaway

This beach house was everything we hoped for and more! The space was clean and felt like a true home away from home. The kitchen was well-stocked, the beds were comfortable, and the bathrooms are spacious. The location couldn’t have been better—a very short walk to the beach. The hosts were incredibly kind and responsive, making the entire stay seamless from start to finish. We made so many great memories here and can’t wait to come back. Highly recommend!
Stayed 6 nights in Jun 2025
Verified review

10/10 Excellent

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

nice

it was amazing. love the a/c. lol
Stayed 7 nights in May 2025
Verified review

10/10 Excellent

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

Perfect Location

Close to everything you could want to do, this was our first trip back after the devastation, nice to see and experience everyones spirits still up. Will be back soon. The one major thing I would make known are the laundry room code..we did not have access to the room for laundry or beach items, we had the door opened for us when we went to get the beach items the door was locked again
Stayed 4 nights in Feb 2025
Verified review

6/10 Okay

Liked: Cleanliness
Disliked: Listing accuracy
Not misleading by being honest about listing. Listed as a beach home, & its a condo with 2 units. Listed making people believe you are able to enjoy the deck in the picture facing the beach, when instead, you are facing contractors busy drilling & pounding on a new condo. Not able to enjoy sitting on the deck at all, much less while looking at the ocean/beach. The place was clean, & was up about 20 steps to get in, which was not the biggest problem. The contractors also teased my dog, & caused her to bark more just coming out to go anywhere or go try to enjoy the beach, which was difficult. I feel like it was a grab to finish getting funds for my visit to fill the calendar, not my interest as a consumer. I wanted to just relax, sit on the deck, drink coffee, & look at the ocean, but that didn't happen. Not too impressed with no clear transparency regarding the condo, which is called a home on the listing. Nobody wants to come to the beach to listen to contractors drill, much less be looking directly at them if you go out to try to enjoy the deck on the rental.
Stayed 3 nights in Nov 2025
Verified review

8/10 Good

Liked: Cleanliness, check-in, communication, listing accuracy
Stayed 3 nights in Apr 2026
Verified review

8/10 Good

Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 3 nights in Nov 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 4 nights in Nov 2025