2 Bedroom Duplex House Near Cortez Beach, Bradenton Beach, FL

Sunny Side Down is a 2-bedroom, 2-bath duplex in Bradenton Beach, Florida, set waterfront-near and near a beach. With 837 square feet and sleeping for up to 6, it’s arranged for smaller parties who want easy beach time plus practical in-home conveniences. Notable differentiators include dog-friendly stays (with prior approval), two parking spaces, and access to the island trolley via a nearby stop.

The home features an open living area and a full kitchen with a kitchen island and dining table seating for four. Sleeping is set up with one king bed, two twin beds, and a sofa bed. Both bathrooms include a tub/shower combination, and the primary bedroom has an ensuite. Outdoor space includes a balcony/deck with seating and an outdoor shower for rinsing off after the beach; beach chairs are provided. Smart TVs support streaming apps (no cable), and in-unit laundry, air conditioning, and internet access are included. Please note there are nearby construction projects and stairs are required.

Good fit for

Pet-friendly stays Long-term stays

Near the beach Waterfront-near setting and listed as near a beach in Bradenton Beach.

Sleeps up to 6 Sleeping includes 1 king, 2 twins, and a sofa bed.

Dog friendly Dogs allowed with host approval before check-in; additional pet fee applies.

In-unit laundry Washer and dryer are included inside the home.

Two parking spaces Parking is limited to two vehicles with two designated spaces.

Waterfront - NearbyLocation Setting

Near a BeachBeach Access

2 BedroomsBedrooms

2 Full BathroomsBathrooms

Sleeps 6Guest Capacity

837 sq. ft.Living Space

Internet AccessInternet

TelevisionTelevision

YesAir Conditioning

YesPet Friendly

YesWasher / Dryer

Sleeping Arrangements 1 King Bed, 2 Twin Beds, 1 Sofa Bed

Virtual Tour Sunny Side Down - Virtual Tour

Bradenton Beach Florida

2214 Avenue B Unit B, Bradenton Beach Florida 34217

Location & nearby Explore the Area

Sunny Side Down is in Bradenton Beach, Florida, on Anna Maria Island in the South Gulf Coast region. The listing notes a waterfront-near setting and that the home is near a beach, with a nearby trolley stop for getting around the island. Guests should also note the property is in a residential area and that there are nearby construction projects.

Bradenton Beach Vacation Rentals Bradenton Beach Travel Guide Leffis Key Preserve Bradenton Beach Marina on Anna Maria Island Bridge Street Pier in Bradenton Beach

Rates from

$130 per night

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Live booking details are maintained by Anna Maria Vacations.

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Sunny Side Down is a duplex in Bradenton Beach on Florida’s South Gulf Coast, listed as waterfront-near and near a beach. The home offers 2 bedrooms and 2 full bathrooms across 837 square feet, with sleeping for up to 6 guests. It also provides a private entrance and contactless check-in.

Inside, the layout centers on a combined living and dining space with a full kitchen. Kitchen features include major appliances and essentials such as a refrigerator, stove, oven, microwave, dishwasher, blender, toaster, coffee maker, and cookware/dishes. A kitchen island adds extra prep and seating space, and there is a dining table for four. For comfort and convenience, the home includes air conditioning, ceiling fans, heating, towels/linens, internet access, and an in-unit washer/dryer.

Sleeping arrangements include a primary bedroom with a king bed and an ensuite bathroom with a shower/tub combo, plus a second bedroom with two twin beds. A sofa bed provides additional sleeping space. The second bathroom is a hall bath and also includes a tub/shower combination.

Outdoor features include a balcony/deck with outdoor seating, a grill, and an outdoor shower. Beach chairs are provided for shoreline days. Parking is limited to two vehicles (two parking spaces; covered parking is noted). Dogs are allowed with host approval prior to check-in (no cats or other animals), and an additional pet fee applies. Smart TVs are provided for streaming apps (no cable). Guests should be aware that stairs are required and there are nearby construction projects.

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.

Check In

4:00 PM

Check Out

10:00 AM

This property provides access to the following activities and special interests:

Beach

Biking

Boating

Canoeing

Fishing

Deep Sea Fishing

Golfing

Honeymoon

State National Parks

Ocean

Pet Friendly

Sailing

Scuba Diving

Surfing

Fly Fishing

Wind Surfing

Hiking

Kayaking

Other Activities and Special Interests

Boating Nearby

Local Eco Tourism Nearby

Horseback Riding Nearby

Outlet Shopping Nearby

Wildlife Viewing Nearby

Fitness Center Nearby

Laundromat Close By

Tennis Court Nearby

Hiking Nearby

Jet Skiing Nearby

Parasailing Nearby

Sailing Nearby

Snorkeling Nearby

Surfing Nearby

Swimming Nearby

Health Beauty Spa Nearby

Marina Nearby

Shopping Nearby

Bird Watching Nearby

Kayaking Nearby

Museums Nearby

Water Sports Nearby

Featured Amenities

Air Conditioning

Dishwasher

Grill

Internet Access

Pets Allowed

Television

Washer/Dryer

Property Features

Balcony

Blender

Ceiling Fan(s)

Coffee Maker

Freezer

Full Kitchen

Hair Dryer

Microwave

Oven

Refrigerator

Stove

Toaster

Towels/Linens

Other Property Amenities

Bradenton Beach

Anna Maria Island

Dishes and Utensils

Clothes Hangers

Hot Water

Iron and Ironing Board

Long Term Stays Allowed

Private Entrance

Hospital Close By

Carbon Monoxide Detector

Outdoor Seating

Beach Chairs Provided

Fire Extinguisher

Heating

Smoke Detector

Deadbolt Lock

Pots and Pans

Contactless Check-In

Pack 'n Play

Living Room

Kitchen Island

Dining Table

Two (2) Parking Spaces

Bathtub

Covered Parking

Deck

Outdoor Shower

Clothing Storage

Wine Glasses

Baking Sheet

Hot Water Kettle

Required Stairs

5

Exceptional

The location The location

Eddy

Posted: 8/16/2026

We're glad the location of Sunny Side Down by Anna Maria Vacations stood out during your stay, Eddy! Thank you for taking a moment to share your feedback and for choosing to stay with us on Anna Maria Island. We hope the convenient setting helped you make the most of your time exploring the island, and we'd love to welcome you back for another getaway!

Anna Maria Vacations staff

5

Amazing stat. Loved the unit and how close tot he beach it was. The host was awesome and very responsive. Will stay again!

Denisse

Posted: 6/8/2026

Having the beach so close makes every day on the island a little easier, Denisse. We're glad Sunny Side Down by Anna Maria Vacations was such a hit and that you enjoyed both the home and its great location. It's great knowing our team helped make your stay smooth and enjoyable with responsive communication along the way. Thank you for staying with us, and we’d love to welcome you back for another beach getaway soon!

Anna Maria Vacations staff

5

Shower heads need to be fixed, poor water pressure. Otherwise enjoyed all the extras they had available. It was perfect for my children and I, just steps from the beach. Easy area to navigate. Management responded quickly to questions.

Stacy

Posted: 5/20/2026

We’re happy to hear you and your children enjoyed your stay at Sunny Side Down by Anna Maria Vacations, Stacy. Being just steps from the beach and having those extra amenities nearby really helps make for an easy island getaway. We also appreciate your feedback regarding the shower pressure. During your stay, this concern wasn’t brought to our attention, so we didn’t have the opportunity to send our team out to take a look while you were here. We’re always happy to help with anything that comes up during a stay and respond as quickly as possible when notified. Thanks again for staying with us, and we’d love to welcome you back for another beach trip in the future!

Anna Maria Vacations staff

4

Mirella

Posted: 5/17/2026

4

House was fine, grill did not work, beach chairs went missing. communication was great with property management

Nora

Posted: 4/1/2026

Thank you for staying with us at Sunny Side Down by Anna Maria Vacations and for sharing your feedback, Nora. We’re glad to hear communication with our team was a positive part of your stay. We’re sorry for the inconvenience with the grill and the missing beach chairs. Your notes have been shared with our team so these items can be checked and addressed for future guests. We appreciate you staying with us and hope to welcome you back again.

Anna Maria Vacations staff

5

Was very close to beach. Unit had great location for the kids walking to the beach. Was great!

Jacqueline

Posted: 3/31/2026

Love hearing this, Jacqueline! Being so close to the beach really makes it easy—especially with kids going back and forth all day. We’re so happy Sunny Side Down by Anna Maria Vacations was a great fit for your stay. Come back and see us anytime for more beach days and family fun!

Anna Maria Vacations staff

4

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!

Karen

Posted: 3/17/2026

So glad to hear you had a wonderful family stay at Sunny Side Down by Anna Maria Vacations, Karen! Being just an easy walk to the beach really makes those days extra relaxing. We appreciate your patience with the check-in hiccups and are happy our team was able to get everything sorted quickly for you. Thanks so much for staying with us and we’d love to have you back for another easy, beachside getaway!

Anna Maria Vacations staff

5