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

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Sunny Side Down - Anna Maria Vacations
Sunny Side Down - Anna Maria Vacations
Sunny Side Down - Anna Maria Vacations
Sunny Side Down - Anna Maria Vacations
Sunny Side Down - Anna Maria Vacations

Reviews

9.0 out of 10
Wonderful
2 bedrooms2 bathroomsSleeps 6837 sq ft

Popular amenities

  • Kitchen
  • Washer
  • Dryer
  • Pet friendly
  • Free WiFi
  • Air conditioning

Rooms & beds

2 bedrooms (sleeps 6)

Bedroom 1

1 King Bed

Bedroom 2

2 Twin Beds

Common Room

1 Double Sofa Bed

2 bathrooms

Bathroom 1

Bathroom 2

Spaces

Kitchen
Balcony

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!


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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). 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.
Our prices include all fees. No hidden fees.

Add dates for prices

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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
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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
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a deadbolt lock

About the neighborhood

Bradenton Beach

Located in Bradenton Beach, this vacation home is near the beach. 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. Be sure to check out the area's animals with activities such as game walks and birdwatching.
View more Vacation Homes in Bradenton BeachOpens in a new window
Map
Bradenton Beach, FL

What's nearby

  • Anna Maria Sound - 2 min walk - 0.2 km
  • Bradenton Beach - 3 min walk - 0.3 km
  • Aluna Wellness Center & Spa - 3 min walk - 0.3 km
  • Bradenton Beach Marina - 19 min walk - 1.6 km
  • Historic Bridge Street Pier - 2 min drive - 1.8 km

Getting around

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

Restaurants

  • ‪Anna Maria Island Beach Cafe - ‬4 min drive
  • ‪Circle K - ‬20 min walk
  • ‪Anna Maria Oyster Bar on the Pier - ‬3 min drive
  • ‪Wicked Cantina - ‬14 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 does it cost to stay at Steps from Beach and Local Hotspots! Stay at Sunny Side Down!?

As of Mar 26, 2026, prices found for a 1-night stay for 2 adults at Steps from Beach and Local Hotspots! Stay at Sunny Side Down! on Jun 27, 2026 start from $344, 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?

Onsite 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!?

Check-out is at 10:00 AM.

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

Situated by the sea, this vacation home is within a 5-minute walk of Anna Maria Sound and Bradenton Beach. Aluna Wellness Center & Spa and Bradenton Beach Marina are also within 1 mi (2 km).

Reviews

9.0

Wonderful

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labeled.
Learn moreOpens in a new window
Rating 10 - Excellent. 15 out of 22 reviews
Rating 8 - Good. 4 out of 22 reviews
Rating 6 - Okay. 2 out of 22 reviews
Rating 4 - Poor. 1 out of 22 reviews
Rating 2 - Terrible. 0 out of 22 reviews

9.6/10

Cleanliness

10/10

Amenities

10/10

Property conditions & facilities

9.8/10

Check-in

9.8/10

Communication

9.2/10

Location

9.2/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Karen G.

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

10/10 Excellent

Andrea C.

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

10/10 Excellent

Jen E.

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

10/10 Excellent

Bryan H.

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

6/10 Okay

Mary E.

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

8/10 Good

Jeannine A.

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

10/10 Excellent

bryan f.

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

10/10 Excellent

Daniel

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

10/10 Excellent

Steve

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

10/10 Excellent

Esmeralda A.

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

8/10 Good

Shelly C.

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

10/10 Excellent

Alexis A.

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

10/10 Excellent

Paul G.

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

nice

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

10/10 Excellent

Joanne V.

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

10/10 Excellent

nilla k.

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

6/10 Okay

Deborah C.

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

4/10 Poor

Kelly W.

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

8/10 Good

Karen R.

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

8/10 Good

Rob R.

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

10/10 Excellent

Ricky C.

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

10/10 Excellent

Deborah E.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 5 nights in Apr 2025
Verified

10/10 Excellent

Mchael D.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 6 nights in Mar 2025

About the host

Hosted by Anna Maria Vacations

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Languages:

English

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