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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

Historic Downtown Studio

Experience the charm and elegance of historic St. Augustine, Fl in our quaint carriage house. Located with in walking distance of many iconic landmarks, such as Flagler College, and the San Sebastián winery. Immerse yourself in the city culture, unique shops and dining scene. Whether you're seeking a romantic getaway or a cozy solo retreat, our carriage house offers a blend of comfort and convenience. Book your stay with us and experience the charm of this historic destination like a local.

2-Bdrm Apt in Downtown St Aug

Come enjoy this spacious, two bedroom apartment located in the heart of Historic Downtown 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. Large dining table, a den that offers a quiet space to work and sofa bed, and large kitchen make this space perfect for your stay! Free off street parking, so you are able to park, walk around and enjoy everything downtown has to offer.

La Posada:Downtown Historic District. Pet Friendly

Walk to shops, restaurants, and historical sights. Built 1887 and renovated in 2021, this 3 bedroom, 1 bath apt is perfectly located in walking distance to the Fort, Distillery, pubs, museums, Flagler College, churches, bayfront, bike/scooter rentals, and trolley stop. Enjoy cooking in a full kitchen. Private parking for guests only. Easy access in and out from US1 avoiding the downtown traffic. Only steps away from the famous Nights of Lights starting November 15 through January 16, 2026

Cozy & Comfy 2/2 Apt ~ Walk to Historic Downtown

This St. Augustine home is right in the heart of quaint & historic downtown! The cozy upper level apartment with a queen bed in the master bedroom with bath and double and single beds in the second bedroom with bath is perfect for 1-5 guests. A short 8-10 minute walk allows visitors to explore the many downtown historic sites, museums & restaurants. Free parking for one car on our lot. There is free street parking for additional cars (except from Nov 15th-Jan11th Nights of Lights).

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.

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.

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.

Downtown St. Augustine Bungalow | Walk Everywhere

✨ Welcome to your downtown St. Augustine retreat! Our beautiful bungalow sits just steps from the vibrant heart of the historic district. Wander the charming cobblestone streets, then return to your private haven to relax and recharge after a day of exploration and adventure. During the holidays, twinkling lights, festive cheer, and passing trolleys and horse-drawn carriages brighten the nights, bringing the magic of St. Augustine right to your doorstep. ✨

Charming Home in historic downtown, walk to it all

Our home, Casita Uva de Playa, is the perfect centrally-located home in the Historic Region of Downtown St Augustine. You can walk less than 1/2 mile into the city for a perfect breakfast biscuit, taste amazing cuban food, take in all the history, or enjoy a martini. You can also take a short 10 minute car ride to the beach. Or just relax in our quiet cottage. Your comfort and relaxation while on vacation is our priority. Come stay with us!

Beach Charm in Downtown St. Augustine.

Newly renovated beach themed studio apartment located on historic St. George Street in downtown St. Augustine. Centrally located to restaurants, shops, bars and all major attractions. Relax in the heart of downtown St. Augustine. Soak up the history, stroll the ancient city's brick streets and never be far from your own private beach styled oasis. Dedicated parking space provided approximately a 2 minute walk form the building.

Rooftop Terrace & Bay Views on St George St

Downtown St. Augustine condo on St. George Street with shared rooftop terrace overlooking the city square and bayfront. Walk 2 blocks to Lightner Museum, 0.7 miles to Ripley's, and explore the historic district on foot. Dedicated workspace, in-unit washer and dryer, and free parking 3 blocks away. Built for couples who want central access to St. Augustine's historic attractions with a rooftop to take in the views.