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!
If you want to experience Historic St. Augustine from the center of town look no further than 64 Hypolita where you can experience it from your private balcony and spacious apartment! Park for FREE in one coveted spot and never get in your car again! Start your day with a cup of coffee in the quiet morning over cobblestone streets. Cook up breakfast "at home," or walk across the street to a bagel shop before heading out to explore the many shops, and historic sites in downtown and along the riverfront.

64 Hypolita is located just a block from historic St. George Street right between award-winning restaurants and bars, and just over The Gifted Cork Wine and Gift Shop (The apartment occupies the 2nd and 3rd floors of the building). Relax with your own glass of wine while people watching from the balcony in the evening, or if you prefer, curl up on the sofa, or up the spiral staircase in the Master bedroom for a private retreat with your loved ones to watch a movie.

The private apartment entrance is just off the street separate from the shop. Just inside the door are stairs to climb up to the open floor-plan apartment. The main living area is surrounded by three walls of windows and high ceilings, and includes the living, balcony, dining, and large kitchen and breakfast bar. A queen bedroom and bath is located on this floor. Centered in the living space is a spiral staircase leading to a large Master bedroom suite and loft workspace area. The front balcony wraps the living space and faces Hypolita and also looks out toward St. George Street. There is an additional back balcony sitting space off the kitchen.

Proximity:
-One block from St. George Street
-10 minute drive to beach, Alligator Farm, Lighthouse (20 by bikes)
-Steps to fantastic restaurants, shops, attractions, bars - Next door to one of the top St. Augustine intimate dining spots - Collage Restaurant

Amenities:
-Newly Renovated fully stocked Kitchen
-Dining Table and large breakfast bar
-Private coded entrance
-Two Private Balconies
-Two large Screen Smart TV's (streaming only)
-WiFi
-Master is on third level and in the back away from street sounds
-Games
-Free Parking (1 space, additional parking available in nearby garage)
-Desk Workspace

**No Pets Allowed
**Six maximum occupancy and no parties strictly enforced.
**Age 25 minimum strictly enforced.


Take an Old Town Trolley Tour 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, book stores and more just a walk away 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.