Places to stay near Castillo de San Marcos National Monument

A charming view of the Italian restaurant Pizzalley's, featuring a decorative balcony adorned with hanging plants. The building’s colorful facade complements the vibrant street lined with trees and vintage-style street lamps, creating a lively atmosphere in the historic district.

4.97 out of 5 average rating, 835 reviews

Balcony apt on USA’s oldest Street (St. George St)

"The Heart of St. Augustine" Voted #1 Airbnb in St Augustine by Trip 101, # 5 Top 10 Airbnb's in St. Augustine" by Territory Supply and in the "Top 15 Best Airbnb's in Florida" by Road Affair. Live music, scrumptious food, craft drinks, and the hustle and bustle of people walking the historic St. George St, all surround you. Relax and people watch from your balcony. Sightseeing, restaurants, trolley stop and nightlife are steps away. This apt is in the center of it all. NYE is a 3 night min

Superhost

A cozy bedroom is highlighted by a double bed adorned with floral bedding and decorative cushions. Soft, warm light is emitted from two bedside lamps on wooden nightstands. Artwork and photographs decorate the walls, and delicate curtains frame the window, allowing natural light to fill the space.

4.9 out of 5 average rating, 547 reviews

Victorian Era-5-10 Min Walk Downtown Attractions

PERFECT LOCATION!! Excellent accommodations to explore the City of St Augustine by foot. A 5-10 minute walk to attractions, restaurants and shopping(Beaches-State Parks 15 min drive). "The Riverside Boarding House" is a unique 1894 Victorian Historic Home. A European-Styled cozy space filled with character and charm. Small but fully functional: SEPARATE ENTRANCE, Bedroom, PRIVATE BATHROOM. A safe, quiet neighborhood with ample parking. True Victorian Experience! Couples, Singles, Children 12+.

A cozy bedroom features a wooden sleigh bed dressed with white pillows and a patterned blanket. Soft light emanates from wall sconces, while a stained glass lamp adds colorful accents. A large window is adorned with dark curtains, allowing gentle light to filter through.

4.97 out of 5 average rating, 202 reviews

Pub Life

We offer a quaint apartment situated over a fun and lively Irish pub that has a well-appointed bedroom with a comfortable queen bed, a separate parlor perfect for unwinding and relaxing. A private bathroom with a turn-of-the-century cast-iron claw-foot bathtub/shower. A private front porch with breathtaking sunrises over Matanzas Bay, the St. Augustine Inlet, and Atlantic Ocean. In the evening watch the town transform and come alive while you enjoy cold adult beverages sent up from downstairs.

4.94 out of 5 average rating, 397 reviews

Apartment A in Historic District. Walk Everywhere!

Experience Luxury and Romance at St Augustine Historic District. Walk to all downtown attractions, shops, and restaurants in minutes. Relax in our spa-like bathroom with a huge walk-in shower and deep soaking tub. You favorite part of this apartment will be the porch where you can relax and enjoy your morning coffee or evening drinks while people-watching. The kitchen has new appliances, cupboards and quartz countertop. For the beach days, we provide chairs, towels, an umbrella, and a cooler.

A spacious bedroom features a large bed with white bedding. Natural light enters through multiple windows, complemented by white shutters. A comfortable armchair is situated near the window, enhancing the cozy atmosphere of the room.

4.96 out of 5 average rating, 414 reviews

Updated Victorian apt in heart of downtown +VIEWS!

21 Orange Street is a bright and airy second story apartment with unparalleled views of historic downtown Saint Augustine and the bay front. Enjoy old world charm in our newly renovated circa 1860's home- furnished with modern and comfortable amenities! We are steps away from Saint George Street shopping, world class dining and lively bars. If you choose to spend your time here in a more relaxing way, you’ll love the spacious bedroom and our comfortable porch to take a break from it all.

4.92 out of 5 average rating, 199 reviews

The image features a historic building in St. Augustine, adorned with multiple flags, including those of the United States, Italy, and Florida. The entrance is framed by a decorative lamp post, and pedestrians are seen walking along the pedestrian-only street, contributing to the lively atmosphere.

Loft in St. Augustine

The Sweet Spot Suite - Heart of Historic District

This newly remodeled space is in a class all by itself. Seated in the heart of St. Aug where you are right on(with a balcony hanging over) St. George Street, the pedestrian-only “strip” of the city (judged best in the country for walking). Located above the sweet spot ice cream shop and close to dining, nightlife, family-friendly activities, live music, the beach, and much more that our city offers. Please note: there is some noise related to this busy area. Check out my other listings.

4.94 out of 5 average rating, 233 reviews

Home in St. Augustine

Downtown • Parking for 2 + Wraparound Porch

Historic Whitney House • Newly renovated 1,700 sq ft designer home Private driveway parking for 2 • Steps to trolley & St. George Street Gourmet kitchen, 2 en-suite bedrooms, 3 luxury baths, Starlink WiFi, wrap-around porch + sunny deck. Fitness club & pool passes included. Modern luxury in the heart of historic downtown St. Augustine. Perfect for couples or small groups seeking modern luxury, easy parking, and a walkable base right in the heart of historic downtown St. Augustine.

Guest suite in St. Augustine

4.97 out of 5 average rating, 342 reviews

Cozy 2BR on Charlotte St. Downtown St. Augustine

Beautifully renovated 2BR apartment boasts a prime downtown in the historic district of St. Augustine!!! Easily walk to plenty of restaurants, shops, and local attractions. After fun- field day, you can relax on one of the two balconies overlooking charming Charlotte Street or kick back in an open living area furnished with a plush sofa and 45" TV. Whip up tasty meals in the well-equipped kitchen, outfitted with stainless steel appliances. The apartment sleeps up to four guests.

4.89 out of 5 average rating, 242 reviews

A charming cottage is surrounded by lush greenery and tropical plants. The entrance features a shaded outdoor seating area with two chairs and a table, set under a red umbrella. The light-colored house is topped with a metal roof and has multiple windows, inviting natural light.

Cottage in St. Augustine

Downtown House near Flagler College & St George st

Enjoy this charming, (originally a carriage house in 1899) adorable cottage, nestled in the heart of historic downtown St Augustine! It's a rare find for its proximity. Walking distance to all of downtown and Flagler College! No driving necessary for a full complete vacation. This amazing little house has a fully stocked kitchen that opens up to a shaded deck. We do require guests be 25+ to book instantly otherwise please inquire. Please read the whole listing.

Superhost

The living and dining area features a light wood dining table set for six, complemented by a patterned area rug. A cozy seating arrangement includes a gray sofa and a comfortable armchair, with natural light flowing in from nearby spaces.

4.98 out of 5 average rating, 321 reviews

Inviting 2/2 BR - Walk to Town

Welcoming, tranquil, clean and safe and an 8-10 minute walk to the historic district, two private bedrooms, one with a queen bed and the other with a king. Pillows , linens, and bedding are provided, & each bedroom has its own full bath. A full-service kitchen and living and dining area to enjoy. WiFi, cable TV, washer/dryer, and keyless lock. Visitor's Center Parking Garage pass is available for the duration of the stay, based on available space in the garage.

A cozy living area features a comfortable sofa paired with a light-colored armchair and a round coffee table. Natural light flows through multiple windows, illuminating the space. The full kitchen is visible, showcasing modern appliances and blue cabinetry, complemented by woven wall decor.

4.96 out of 5 average rating, 274 reviews

Charming 1 Bedroom apt, Historic St Augustine

You will love this newly remodeled one bedroom apartment in Historic St. Augustine. Originally built in 1910 and completely updated in 2023. Just two blocks from St. George St, walking distance to Flagler and all of downtown St Augustine. This apartment offers one bedroom with king size bed, full kitchen and private patio. Free off street parking, so you are able to park, walk around and enjoy everything downtown has to offer.