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!
Retreat to brand new luxury nestled in the epicenter of the nation's oldest city! Pamper yourself in the brand new furnishings throughout the completely renovated apartment, which features two private bedrooms, one with a king bed and the other with a queen bed, a queen sleeper sofa in the living room, and a spa like bathroom with a walk in shower, all stocked with soft white linens. Gather around the dining table with seating for six to enjoy wonderful meals and conversation. The fully stocked kitchen is sure to have everything you need to prepare your favorite foods and drinks. After a day of exploring St. Augustine, settle into a comfortable seat in the living room and enjoy your favorite shows and movies on the large smart TV. Step outside onto your private balcony and take in the water view of the Matanzas River; beach access is just a few miles away. The balcony is the perfect place to sip your morning coffee or an evening glass of wine as you enjoy the sights and sounds of the historic district.

At 15 Hypolita St. you will be surrounded by history, culture, and the unique dining experiences of the Old City. Live music, local food, and craft drinks are all steps from your front door. Walk to local historic churches, the old Ponce de Leon Hotel (now Flagler College), and the magnificent Castillo de San Marcos on the riverfront, all just steps away!

NOISE: 15 Hypolita is in the heart of the city and surrounded by many activities, restaurants, and bars, so there is the potential for late night noise, especially on weekends. The restaurant next door features live music on weekends until 10:30 PM that you will be able to hear from inside the apartment.

Amenities:
- Brand new complete renovation
- Luxurious finishes and furnishings
- Smart TVs in the living room and both bedrooms
- Fully stocked kitchen
- Dining table for 6
- Private balcony with two seating areas overlooking historic Hypolita St. with a water view
- Washer and dryer
- Private entrance
- Parking: Free covered garage parking 7-10 minute walk from apartment included with your stay. Paid parking 2-3 minute walk from apartment available, inquire for details.

Proximity:
- 600 feet from Castillo de San Marcos
- 1 block from St. George Street
- 10 minute drive to beach, Alligator Farm, Lighthouse (20 minutes by bikes)
- Steps to fantastic restaurants, shops, attractions, bars

** Need more space for a larger group? Check out 20 Hypolita, located directly across the street. **

Let iTrip help you make the most of your vacation!

Ride an 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, bookstores and more just outside your front door.

Decibel levels are monitored at this property to abide by city and county noise ordinances.
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.