Entire home
Steps from Beach & Trolley to Local Hotspots! Stay at Sunny Side Down!
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Reviews
9.8 out of 10
Exceptional
2 bedrooms 2 bathrooms Sleeps 6 77.8 sq m
Popular amenities
Explore the area

Bradenton Beach, FL
- Historic Bridge Street Pier3 min drive
- Cortez Beach3 min drive
- Coquina Beach5 min drive
- Sarasota, FL (SRQ-Sarasota-Bradenton Intl.)28 min drive
Rooms & beds
2 bedrooms (sleeps 6)
Bedroom 1
1 King Bed
Bedroom 2
2 Single Beds
Common Room
1 Double Sofa Bed
2 bathrooms
Bathroom 1
Bathroom 2
Spaces
Kitchen
Balcony
About this property
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.
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!
-
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.
Add dates for prices
Amenities
Kitchen
Washing machine
Dryer
Pet-friendly
Free WiFi
Air conditioning
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House Rules
Check in after 4:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
Children
Children allowed: ages 0–17
Events
No events allowed
Pets
Pets allowed
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 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
About the area
Bradenton Beach
Located in Bradenton Beach, this holiday home is near the beach. The area's natural beauty can be seen at Coquina Beach and Bean Point Beach. Fish Hole Adventure Golf and H2O Watersportz are also worth visiting. Make sure you get close to the area's animals with activities such as game walks and birdwatching.

Bradenton Beach, FL
What's nearby
- Bradenton Beach Marina - 19 min walk - 1.6 km
- Historic Bridge Street Pier - 3 min drive - 1.8 km
- Cortez Beach - 3 min drive - 2.1 km
- Manatee Public Beach - 4 min drive - 2.8 km
- Coquina Beach - 5 min drive - 3.8 km
Getting around
Restaurants
- AMOB on the Pier - 3 min drive
- Wicked Cantina - 14 min walk
- Daquiri Deck Bradenton Beach - 3 min drive
- Beach House Waterfront Restaurant - 18 min walk
- Circle K - 20 min walk
Frequently asked questions
About the host
Hosted by Anna Maria Vacations

Languages:
English
Premier Host
They consistently provide great experiences for their guests
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