Holiday houses in Historic District, St. Augustine

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

The Secret Garden On Locust!

Welcome to your home away from home in downtown St. Augustine, Florida! This delightful 2-bedroom, 1-bathroom bungalow, built prior to 1900, offers a perfect blend of modern comfort and historic charm. Nestled in the prime location of the Abbot Tract Historic District, 19 Locust is just a 5-minute stroll from the storied Castillo de San Marcos and historic downtown. With the beach just a short jaunt away, you’ll have equally easy access to all the attractions this enchanting area has to offer.

Downtown • Historic Whitney House • Luxury Baths!

Off Street Parking for 2 vehicles 2 Min. walk to St George St 5 Min drive to Anastasia State Park Beach 6 Min drive to Fitness Club/Pool High Speed Starlink Internet Luxury Retreat in Historic Downtown. Indulge in a charming vacation rental featuring a spacious living room, gourmet kitchen, and luxury baths. Immerse yourself in the rich history and vibrant culture, with its charming streets and local attractions. Whether seeking adventure or relaxation, this retreat offers the perfect base.

The Rohde House, The Rohde Guest House

Our place is close to nightlife, public transport, the airport, the city square, and parks. It's good for couples, solo adventurers, business travelers, families (with kids), and furry friends (pets). Five minute walk to the "Nights of Lights", two minute walk to Francis Field event field, where many festivals, concerts and activities are held. Five minute drive to the ocean beach at Vilano. Many Restaurants and bars in walking distance, including sports bar, martini bar, Irish pub and more.

Casa Verde 1885 - Walk to Downtown

Let this gem located in the historic Abbott Tract be your home away from home. Located just 2 blocks from the Downtown area and all it has to offer. This cottage was built in 1885 and retains its old-world charm while featuring modern conveniences. Whether you’re enjoying breezes from Matanzas Bay sitting on the front porch swing, or dining in the resort-like back yard featuring an outdoor bar, built-in eating area, covered porch and lounge chairs, this is an experience not to be missed.

DOWNTOWN ~ Victorian Home ~ ABOVE CUPCAKE SHOP!

Casa de San Marcos is in Saint Augustine’s historic district. You are steps away from antique shopping, food, and other attractions. The Castillo de San Marcos, Ripley’s Believe It Or Not, The Fountain of Youth, Francis Field events, The Old Jail, and much more are within blocks. Our property is located in the San Marco Shopping District and has a trolley stop nearby in the Uptown San Marco Shopping District! The apartment shares this Victorian home with LuLi’s Cupcakes on the first floor!

Catch Some Rays on your Deck -walk everywhere

Welcome to The Grove! This one bedroom unit is nestled in the heart of Historic St. Augustine- less than a mile from the City Gates and all tourist amenities! One of the highlights of this unit is the private deck patio, providing a delightful outdoor space to unwind and enjoy your morning coffee or an evening glass of wine. Feel the historic vibes as you take in the views of the surrounding architecture and immerse yourself in the unique character of the neighborhood.

“La Casita” A Charming Uptown St Augustine Cottage

La Casita is located in the Uptown Shopping District. We have darling coffee shops just at the end of the block. Shopping and a convenience store too. We are just 2 blocks from the trolley shop snd visitors center..and, just a 10 min walk to downtown and the fort! We are just a 2 min walk to Francis Field, where many festivals are held. A 7 minute drive to Vilano beach! We are in a quiet and charming neighborhood.

Short Scenic walk into Historic St Augustine

Stay in Style on Anastasia Island Step into timeless elegance at this fully renovated 1920s apartment. Nestled in the heart of historic Davis Shores, this beautiful retreat blends old Florida charm with modern comfort. 🌴 Perfect Location Walk across the Bridge of Lions to the cobblestone streets, shops, and restaurants of historic St. Augustine. Surrounded by local cafés, parks, and coastal scenery.

1880s Cottage, Movie Loft & Walk to Town

This 1880s cottage features Alice in Wonderland decor throughout, a private movie loft with electric reclining seats and projector, and a fountain courtyard with BBQ. Walk to Castillo de San Marcos, Ripley's, and the Lightner Museum from the historic Uptown district. The spiral staircase, fully equipped kitchen, and private backyard make it ideal for couples or families exploring St. Augustine on foot.

Urban Magic l Arcade Machine l Walk to Town

A 2 bedroom/2 bathroom historic home with a modern flair: -> Arcade machine with 100+ games including Pac Man -> Pet friendly for 1 dog (see additional info below) -> Private, enclosed back patio -> Off-street parking for 3 cars -> 1 Block from Trolley Stop at Mission Nombre de Dios -> Short walk to top boutiques and shopping district -> Vilano Beach 5 minutes drive away

uptown blue cottage

The past is present in ancient Saint Augustine where you can stay steps away from everything you want to explore. The cottage overlooks the tranquil setting of the Mission Nombre de Dios as Uptown awaits exploration right around the corner with its boutique shops and restaurants. Just a few steps more lies the Castillo de San Marcos and all the action of downtown.