Black Friday sale for 2026 bookings! Ending soon!

We help make the most of your vacation by providing Free Admission to some of the area's top attractions each and every day! Create exciting memories, have more fun, and truly experience your destination! See below for more details!

Black Friday Sale! Save on your 2026 reservation when you book during Black Friday weekend!
Enjoy great proximity to all that St. Augustine has to offer while staying in this charming 1900's Water Street Cottage! Located 20 feet to the Matanzas River and within walking distance of the fort and all the downtown attractions, this home is cheerfully bright, and thoughtfully decorated. The Little Yellow Cottage has a relaxing layout with one king bedroom, 1 bedroom with a twin day bed, full kitchen, cheerful dining, cozy living space, large front porch, and fenced courtyard in the back. You will be enamored by the historic detail in the master bathroom and throughout the entire home! Every detail has been thought of! Enjoy the restored original hardwood floors, clean and cozy furniture, and retro/historic details. Cook "at home" in the fully stocked kitchen, and rest well with crisp white linens and soft bath towels which are provided for you. A morning cup of coffee in the private courtyard will taste great just before heading out to explore. Enjoy a glass of wine on the front porch in the evenings after taking a walk in this beautiful neighborhood or along the waterfront.

The convenience of the Little Yellow Cottage can't be beat! It is a 7-8 minute walk straight down Water Street to the Fort, the Visitor's Center and St. George Street, and all of the downtown area. Hop in your car or on your bike and Vilano Beach or Anastasia Island State Park is just a short 3 mile ride away along with the Ampitheatre, Alligator Farm, and St. Augustine Lighthouse. There an ecclectic mix of fun, antique shops, local great eateries and bars including Harry's Seafood Bar and Grille and St. Augustine Distillery.

Amenities:

- WIFI
- Flat screen TV's all rooms (streaming only, no cable)
- Ceiling Fans
- Fully equipped kitchen
- Dining Table for 4
-Courtyard
- Front porch seating
- Outdoor Dining table
- Grill
- Linens and Towels provided
- Laundry
- Free Parking (2 cars)
- Coded entry

NOTE: Bookings over 28 days are subject to a $500 cancellation fee between the time of booking and 45 days before check in.

NOTE: The owner has access to the house behind the cottage, as seen in photo, and may occasionally use it.

Ride the Old Town Trolley around the area and take in the historic beauty of Downtown St. Augustine! Explore the oldest fort in the continental United States, the Castillo San Marcos, and stroll down colorful St. George Street filled with shops and restaurants of irresistible local flare. You might even spot a Pirate or Spanish Conquistador in period attire! Breathe in the warm, salty air as you enjoy a romantic walk along the waterfront as the sun sets, casting its final rays on the sparkling water, the drifting boats, and the picturesque Bridge of Lions. But don’t forget to make good use of the night by experiencing the Ghost train or Haunted House tour. Enjoy the endless variety of restaurants, coffee shops, ice cream, art galleries and book stores just steps from your front door!


Let iTrip help you make the most of your vacation
FREE FUN! Each booking will include one free entry per attraction each day of your stay! The following attractions are included:

- St. Augustine Alligator Farm

- St. Augustine Pirate & Treasure Museum

- Old Town Trolley One Day Tour

- Royal St. Augustine Golf & Country Club Course

- Yoga Bohemia St. Augustine: Beach Yoga

Additional attractions may be available, so feel free to reach out with any questions!



NOTE: $500 cancellation fee applies to all bookings 27 days or more.

Startup bathroom, kitchen, and laundry supplies are provided with each booking.

25 year age requirement to book and stay: Tenant must be at least twenty-five (25) years of age (an "adult") and will be an occupant of the unit during the entire reserved dates.

Noise Ordinance: The city of St. Augustine has a noise ordinance that prohibits noise between the hours of 10:00pm-6:00am Sunday-Thursday, and 11:00pm-7:00am Friday-Saturday. Violations can result in a $500 fee.

No smoking or vaping on the property. $500 fine for rule violation.