Sunny Side Cottage walkable to downtown w/ garden

Tucked away in the heart of St. Augustine’s historic district, Sunny Side Cottage offers the charm of an 1888 home paired with thoughtful modern comforts. Just a short stroll from downtown and Flagler College, this 3-bedroom, 2-bath retreat gives guests the chance to experience the city’s rich history while enjoying the peace of a private home surrounded by lush greenery.

Outdoor living
Step outside into a private backyard garden where you can sip your morning coffee in the quiet or unwind with a glass of wine as the evening sets in. A covered front porch with classic rocking chairs invites you to sit back under the shade of palm trees and watch the neighborhood go by.

Spacious, family-friendly interiors
Inside, the cottage balances historic character with everyday convenience. Original hardwood floors, a fireplace, and vintage accents like a crystal chandelier bring warmth and personality to the living room. A large leather sectional offers plenty of space for movie nights with standard TV, while a cozy reading nook and built-in bookshelves create a peaceful corner for quiet moments. For those needing to stay connected, a dedicated workspace and fast Wi-Fi are available.

Kitchen and dining
The spacious kitchen is designed for gathering, equipped with modern appliances including a refrigerator, stove, oven, dishwasher, microwave, and coffee maker. Cooking basics and cookware are provided so preparing meals is simple, whether you’re making a hearty breakfast or enjoying a leisurely dinner at the dining table.

Comfortable sleeping arrangements
Three bedrooms are designed with comfort in mind, offering fresh linens, extra pillows and blankets, and ample storage. Two bathrooms provide both a bathtub and shower with towels and soap. Hot water, air conditioning, ceiling fans, and heating ensure a restful stay in every season.

Everyday conveniences
Guests have access to a washer and dryer, keyless self check-in with a keypad, and free off-street parking for two cars. Safety is also a priority, with smoke alarm & carbon monoxide alarms, and a fire extinguisher.

Perfect for families, groups, and long stays
Sunny Side Cottage is well-suited to your needs offering longer stays of 28 days & more as well. The home is pet-friendly, welcoming up to two dogs with prior approval and additional fees.

Ideal location
Just a few blocks from the Old City’s historic sites, shops, and restaurants, the cottage allows you to explore St. Augustine on foot. Spend the morning touring museums, enjoy lunch at a local café, and return home to relax in your own private space before heading out again for the evening. With its central location and inviting atmosphere, this home makes it easy to experience the best of the nation’s oldest city.

lease Note:
-Self Check-in available via Keypad, Keybox or Smartlock
-Must be 25 years old minimum to rent this property. ID Required.
-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 and weight restrictions. Pre-Approval is required along with separate pet fees collected after you book. Pet Fee is $50 per night, not to exceed $350, plus taxes. Fee for a 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.