Sunny Side Cottage - Oasis w/ yard & porch

Tucked among the palm-lined streets of St. Augustine’s historic district, Sunny Side Cottage offers a peaceful home base just steps from the vibrant heart of America’s oldest city. This lovingly preserved 1888 home blends vintage charm with thoughtful modern touches, creating a cozy retreat where time slows and comfort takes center stage. Whether you’re here for history, coastal breezes, or a quiet getaway, the cottage makes it easy to settle in and stay awhile.

Outdoor Living
Start your mornings with coffee on the front porch, gently rocking beneath swaying palm trees as the neighborhood wakes around you. In the backyard, a private garden framed by lush greenery invites afternoon reading or a glass of wine at dusk. When it’s time to hit the coast, beach essentials are provided to make your day by the water seamless and stress-free.

Relaxed Gathering Spaces
Inside, you’ll find a spacious and inviting layout designed for connection. Original hardwood floors stretch beneath your feet as you move through rooms filled with character, from the crystal chandelier over the leather sectional to the decorative fireplace in the living room. A reading nook with built-in bookshelves offers a quiet moment, while a dedicated workspace and fast Wi-Fi make remote work feel easy and uninterrupted.

Fully Equipped Kitchen
The heart of the home is a bright, functional kitchen that encourages shared meals and conversation. Outfitted with a full suite of modern appliances - including a stove, oven, microwave, dishwasher, coffee maker, and toaster - plus cooking basics like oil and spices, the space is ready for everything from quick breakfasts to family dinners around the dining table.

Sleeping Arrangements
Three comfortable bedrooms provide quiet places to unwind at the end of the day. Each is furnished with soft bed linens, extra pillows, and ample clothing storage. The two full bathrooms are stocked with essentials and offer both a hot shower and a bathtub for a soothing soak after a day exploring the city.

Comfort and Convenience
Every detail has been considered to ensure a comfortable stay. Central air conditioning and ceiling fans keep the home cool, while a washer and dryer make longer stays convenient. Guests will enjoy self check-in via a keypad, off-street parking for two vehicles, and a pet-friendly policy with prior approval for up to two dogs.

Perfect for...
Whether you're visiting family at Flagler College, touring the Old City's cobblestone streets, or planning a longer stay along Florida’s northeast coast, Sunny Side Cottage places you close to it all while offering a quiet, comfortable space to call your own. Walk to restaurants, historic landmarks, and unique local shops - then return home to recharge in a space that feels both timeless and lived-in.

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), subject to breed and size restrictions. Fees Apply, Maximum of 2 (where allowed). See Trip Planning/Pet Policies for more details. Pre-Approval Required.

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.