Sunny Side Cottage walkable to downtown w/ garden

Soft winter light filters through the palms as you arrive, and the rhythm of the historic district sets an easy pace for your stay. Even in the cooler months, St. Augustine feels relaxed and inviting, with mild days for exploring on foot and quieter evenings to unwind at home. From the porch to the garden, this is a place where time slows and the city’s oldest stories surround you.

The Setting
Sunny Side Cottage is a preserved 1888 home tucked into St. Augustine’s historic district, just a short walk from downtown streets, Flagler College, and local landmarks. Original details like hardwood floors and a decorative fireplace reflect the home’s long history, while thoughtful updates make it comfortable for today’s travelers. The location allows you to step out and explore, then return to a calm retreat away from the bustle.

Living Spaces
Inside, the layout feels open and welcoming, with room to gather or spread out. The main living area features a comfortable sectional and TV, ideal for relaxed evenings after a day of sightseeing. A reading nook with built-in shelves offers a quiet corner to slow down, and a dedicated workspace with WiFi supports remote work or longer stays. Throughout the home, ceiling fans and air conditioning help maintain comfort year-round.

Kitchen and Dining
The kitchen is spacious and designed for shared meals, with full-size appliances and generous counter space. Whether you’re preparing breakfast before heading out or enjoying dinner together at the dining table, the space supports easy, unhurried routines. A dishwasher simplifies cleanup, making it just as suitable for short visits as extended stays.

Sleeping Arrangements
The home accommodates up to six guests across three bedrooms. Each bedroom is arranged for rest and privacy, with ample storage and fresh bed linens. Two bathrooms serve the home, with at least one featuring a bathtub for a relaxing soak after a full day of walking the city.

Outdoor Living
Winter evenings are especially pleasant outdoors here. The covered front porch, furnished with rocking chairs, invites you to sit back and watch the neighborhood go by. Out back, the private garden provides a quiet, enclosed space to enjoy cool morning air or unwind at dusk.

Practical Comforts
Self check-in via keypad allows for a smooth arrival, and off-street parking for two vehicles is available on the property. A washer and dryer add convenience, particularly for longer stays. The home has a private entrance, giving you a sense of independence throughout your visit.

Good to Know
The property is Dog Friendly with pre-approval and additional fees, with a maximum of two dogs. Long-term stays are welcome, making this home a comfortable option for extended visits or work-from-home escapes.

Here, history, walkability, and everyday comfort come together in a setting that feels both rooted and easy to settle into.

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.