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Downtown Loft + Rooftop Deck + Parking

Historic Whitney House Loft • Newly renovated 1,029 sq ft designer loft on the entire second floor Parking pass for 1 vehicle • Steps to the trolley & St. George Street Open layout with gourmet kitchen, spacious living areas, 2 Queen beds + Twin daybed, luxury Jack & Jill bathroom, high-speed Starlink + Eero WiFi, smart TVs, and a sunny rooftop deck. Fitness club & pool passes. Perfect for guests seeking modern comfort, convenient parking, and a walkable base in the heart of historic downtown.

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+.

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

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.

Newly built w/garage In The Heart of St.Augustine

Click [♡ Save] button to easily find this listing again before your dates are booked. Great walkable location on a safe quiet street; Spacious and nice for entertaining and relaxing. Bikes and beach chairs included. Very comfortable beds. The porches have rocking chairs too. The home is on one level which is also nice for elderly with mobility challenges. Guests say this is a convenient stay for local weddings, special events¸ and an enjoyable vacation. Send us a message to plan your stay.

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.

Historic Downtown St Augustine Bungalow

"Buba's Bungalow", a historic gem built in 1884 is just a short walk to all that St Augustine has to offer. There is 1 king bedroom, 2 queen bedrooms, 3 bathrooms + a playroom with a daybed, trundle and foosball table. 1 bedroom and bathroom are conveniently located on the first floor. There is a desk in the upstairs area outside of the bedroom. The private backyard is perfect for outdoor dining. Enjoy your morning coffee or evening wine sitting in rocking chairs on the front porch.

Apt C - Historic St. Augustine. Walk Everywhere!

Nestled in the historic district on a quiet street, this apartment in the trees is just a block from the start of restaurants, shops, bars and historic sites and just 3-4 miles from multiple beaches. We provide 2 beach chairs, cooler, umbrella and towels. A few amenities of this renovated apartment include a deck and massage chair designed to provide deep R&R after a day of sightseeing and beach play. Access to the apartment is via the staircase on the west side of the building.

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.

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.

Historic Full House 2min walk to Historic Downtown

I'm a lovely old home called La Casita in historic St. Augustine. Nice to meet ya! Flagler had me built to house his crew. I’m certified historic and charming too. I'm right downtown where you need to be so close to everything you'll want to see— The fort, the lighthouse, and all the rest. I’d be delighted if you were my guest. Comfort and peace is a phone call away. Please say yes. I want you to stay. 

Downtown Studio w/ Parking | Walk Everywhere

✨Stay in the center of it all at The Studio on Saint George Street, a pedestrian-only street in the heart of downtown St. Augustine. Enjoy your morning coffee on the private balcony before setting out to explore the shops, restaurants, and historic sites just steps from your door. With everything within walking distance and parking included, it’s the perfect home base for your St. Augustine getaway.