Sunny Side Cottage walkable to downtown w/ garden

Soft winter light filters through the palms as you step onto the porch, the historic streets of St. Augustine quietly coming to life nearby. Mornings begin slowly here - coffee in hand, a gentle breeze moving through the garden, and the sense that everything worth seeing is just a short walk away. Even in the cooler months, the air stays mild, making it easy to enjoy both cozy interiors and time outdoors.

The Space
Sunny Side Cottage is a thoughtfully preserved 1888 home set in St. Augustine’s historic district, offering three bedrooms and two bathrooms within an easy walk of downtown and Flagler College. Original hardwood floors, vintage details, and period character define the home, while a comfortable layout supports relaxed stays for families or small groups. The living room invites you to unwind with a leather sectional, a TV, and architectural touches that reflect the home’s long history. A quiet reading nook and a dedicated workspace provide flexible areas to spread out, read, or stay connected during your stay.

Kitchen & Dining
The spacious kitchen is designed for shared meals and unhurried mornings. With full-size appliances, generous counter space, and a dining table nearby, it’s easy to settle into daily routines or gather after a day exploring the Old City. The flow between kitchen and dining areas keeps conversations going while meals come together.

Sleeping Arrangements
Each of the three bedrooms is arranged with comfort in mind, offering beds, bed linens, and storage for longer stays. The layout works well for up to six guests, whether you’re traveling as a family or with friends, while maintaining a sense of privacy throughout the home.

Bathrooms & Laundry
Two bathrooms support the home, including a bathtub, along with convenient in-home laundry facilities. These practical touches make longer visits or multi-day stays especially easy.

Outdoor Living
Outside, a private backyard garden creates a quiet retreat from the surrounding city. It’s an ideal spot for a peaceful morning or a calm evening after sightseeing. The covered front porch, furnished with rocking chairs, offers a classic St. Augustine experience and a pleasant place to watch the neighborhood pass by during the mild winter season.

Location
The cottage sits just a few blocks from Flagler College, historic landmarks, shops, and restaurants, making it easy to explore on foot. Off-street parking for two vehicles adds convenience if you plan to venture beyond downtown.

Additional Details
The home offers self check-in via keypad, WiFi, air conditioning, heating, ceiling fans, and a private entrance. Dogs are welcome with pre-approval and additional fees. Long-term stays are supported, making this a comfortable choice for extended visits or remote work in one of Florida’s most historic cities.

Please Note:
-Self Check-in available via Keypad, Keybox or Smartlock
-Must be 25 years old minimum to rent this property. ID Required.
-Garage is not included with rental of the house.
-Upon booking, you will receive a Rental Agreement via email. Please sign and return the Rental Agreement along with a copy of a government-issued ID that matches the reservation details. These items are required to complete your reservation.
-Pet Disclaimer: Properties listed as "Pet Friendly", Only Accept Dog(s), 2 maximum (where allowed), subject to breed & weight restrictions. Pre-Approval is required along w/ additional pet fees collected after you book. Pet Fee is $50 per night, not to exceed $350, plus taxes. Fee for 2nd dog is dependent upon breed, weight & approval. See Trip Planning/Pet Policies for more details.

We rent to families and responsible adults only. No house parties. Please see our other Rental Rules and Regulations. This information though deemed accurate is not guaranteed, it is subject to errors, omissions, change of price, or withdrawal without notice.
All prices and/or descriptions are subject to change. Although every precaution is taken, errors in prices and/or descriptions do occur on our web site and in printing. We reserve the right to correct any such error.