Entire home

Steps from Beach & Trolley to Local Hotspots! Stay at Sunny Side Down!

2.0 star property

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Fridge, microwave, oven, stovetop
TV
Exterior
Fridge, microwave, oven, stovetop
2 bedrooms, iron/ironing board, free WiFi, bed sheets

Reviews

9.8 out of 10
Exceptional

Entire home

2 bedrooms2 bathroomsSleeps 678 sq m

Popular amenities

  • Parking available
  • Air conditioning
  • Pet-friendly
  • Dryer
  • Washer
  • Kitchen

Explore the area

View in a map
Bradenton Beach, FL
  • Historic Bridge Street Pier
    ‪3 min drive‬
  • Cortez Beach
    ‪3 min drive‬
  • Coquina Beach
    ‪5 min drive‬
  • Sarasota, FL (SRQ-Sarasota-Bradenton Intl.)
    ‪28 min drive‬

Room options

Similar properties

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

Steps from Beach & Trolley to Local Hotspots! Stay at Sunny Side Down!

Sunny Side Down by Anna Maria Vacations
Bradenton Beach Beachside Retreat with Trolley and Beach Access
VRC16-000153

Welcome to Sunny Side Down, a colorful and cozy vacation rental perfect for families or small groups seeking a tranquil beach escape! Located just three minutes from Holmes Beach’s 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 in your outdoor oasis with beach gear, nearby water adventures, and easy access to island fun!

Highlights
• 3-minute walk to Cortez Beach
• 2 Bedroom / 2 Bath
• 1 King, 2 Twin Beds
• Trolley stops just minutes away
• Beach chairs and cart included
• Private washer and dryer
• Dog friendly (with prior approval and additional pet fee)
• Located near attractions like the Anna Maria City Pier, Bridge Street, and Pine Avenue
• 2 Parking Spaces

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

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 dining alfresco. The trolley stop, just steps away, makes it easy to hop on and explore all the island’s hotspots, including Bradenton Beach’s famous Pier, shops, and waterfront eateries. When you’re ready for adventure, rent watercraft, fish, or simply enjoy the island’s natural beauty.

Book Sunny Side Down today and enjoy a tranquil, fun-filled beach vacation in beautiful Bradenton Beach. Whether relaxing poolside, 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.

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.
During your stay at this holiday home, you're just a quick walk from Anna Maria Sound. Laundry facilities are available. The holiday home includes amenities such as free WiFi and a kitchen.
  • Air-conditioned home with kitchen, washing machine and 2 bathrooms
  • Free WiFi
  • Amenities include laundry facilities
  • 6 minutes by car from Coquina Beach and 13 minutes from Bean Point Beach
Steps from Beach & Trolley to Local Hotspots! Stay at Sunny Side Down! offers its guests barbecue grills and laundry facilities. The front desk is open around the clock.

Property amenities

Beach

  • Beach nearby

Internet

  • Available in the house: Free WiFi

Parking and transport

  • Parking on site

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Hob
  • Kitchen island
  • Microwave
  • Oven
  • Refrigerator
  • Toaster

Dining

  • Dining table

Bedrooms

  • 2 bedrooms
  • Bedsheets provided
  • Sofa bed

Bathroom

  • 2 bathrooms
  • Hair dryer
  • Towels provided

Living spaces

  • Dining table
  • Living room

Entertainment

  • TV with cable/satellite channels

Outdoor areas

  • Balcony
  • Barbecue grill

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • Pet friendly

Suitability/Accessibility

  • Smoke-free property

Services and conveniences

  • Iron/ironing board

Location highlights

  • Near a health/beauty spa
  • Near a hospital
  • Near an outlet shopping centre
  • Near the marina
  • Near the sea

Things to do

  • Birdwatching nearby
  • Ecotours nearby
  • Fishing nearby
  • Golfing nearby
  • Hiking/biking trails nearby
  • Horseback riding nearby
  • Jet skiing nearby
  • Kayaking nearby
  • Motor boating nearby
  • Parasailing nearby
  • Sailing nearby
  • Snorkelling nearby
  • Surfing/bodyboarding nearby
  • Swimming nearby
  • Wildlife walks nearby

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • Fire extinguisher
  • Deadbolt lock

General

  • Unit size: 837 square feet

Policies

Check-in

Check-in time starts at 4:00 PM
Minimum check-in age - 25

Check-out

Check-out before 10:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions

Pets

  • Pets are welcome
  • Service animals are exempt from fees.

Children and extra beds

  • Children are welcome.

Events

No events allowed

Smoking

Smoking is not permitted

Important information

You need to know

This property is managed by a professional host. The provision of housing is linked to their trade, business or profession.
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 indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a deadlock
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
You will receive an email from the host with check-in and check-out instructions. You will also receive an email from Vrbo with a link to a Vrbo account, which will enable you to manage your booking.
If you cancel your booking, you'll be subject to the host's cancellation policy. In accordance with EU regulations about consumer rights, property booking services are not subject to the right of withdrawal.

Property is also known as

1231

Steps from Beach & Trolley to Local Hotspots! Stay at Sunny Side Down! Reviews

Reviews

9.8

Exceptional

Rating 10 - Excellent. 8 out of 9 reviews
Rating 8 - Good. 1 out of 9 reviews
Rating 6 - Okay. 0 out of 9 reviews
Rating 4 - Poor. 0 out of 9 reviews
Rating 2 - Terrible. 0 out of 9 reviews

9.8/10

Cleanliness

10/10

Amenities

10/10

Property conditions & facilities

8.0/10

Eco-friendliness

Reviews

10/10 Excellent

Alexis A.

Liked: Cleanliness

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

10/10 Excellent

Joanne V.

Liked: Cleanliness

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

10/10 Excellent

Deborah E.

Liked: Cleanliness
Stayed 5 nights in Apr 2025

10/10 Excellent

Paul G.

Liked: Cleanliness

nice

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

10/10 Excellent

Esmeralda A.

Liked: Cleanliness

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

10/10 Excellent

Mchael D.

Liked: Cleanliness
Stayed 6 nights in Mar 2025

8/10 Good

Shelly C.

Liked: Cleanliness

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

10/10 Excellent

nilla k.

Liked: Cleanliness

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