Vacation rentals 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

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+.

Historical Beauty in the Heart of St. Augustine

Amazing Location! Uptown Historic District-close to St. George st., Plaza & Fort. Large, comfortable home! Get the complete St. Augustine experience- walking distance to all historical sites, amazing restaurants/eateries, unique shops, & art galleries. This home has been recently remodeled from top to bottom. Enjoy a chef's kitchen, beautiful bedrooms, bathrooms, & off-street parking in uptown luxury. High speed internet and cable. Outdoor grill. Minutes to St. Augustine and Vilano beaches.

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.

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.

Historic 10 Dupont Lane

In St Augustine's historic neighborhood. Completely modernized, but we kept the old charm. New everything. Included amenities bikes, BBQ, Fire pit, outdoor lounge furniture, private patio, laundry inside, Nespresso maker, coffee included, soaps and shampoos, beach essentials. Everything you need is here. Just bring your suit case. 5-10 minute walk to the center of town. Catch the trolly at the end of the street. Buy your tickets here and receive a discount. Welcome to a fun memorable stay.

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.

132C Luxurious Relaxing Elegance at Casa de Flora🚭

This is such a beautiful and relaxing apartment for adults and children age 12 and up . There are lots of windows that flood the rooms with natural light. Much of the art work represents St Augustine. The furniture is comfortable and beautiful. The beds have freshly pressed linens for a wonderful night’s rest. The kitchen is set up so that coffee can be easily accessed even if someone is cooking or using the sink. It’s stocked with beautiful bar glasses and bar ware. You’ll LOVE it !

Walk Historic Downtown! "Hope & Glory"

You'll be one block from Historic Uptown Saint Augustine's shops, eateries & attractions. Enjoy smart TVs, luxury bedding with blackout curtains in bedrooms, screened in porch, back deck, bathing cabana with outdoor shower/clawfoot tub, gas fire pit and Weber grill, game room with darts, fooseball, crafts & More. Cozy, clean & relaxing. Fabulous fully-equipped kitchen, fully fenced backyard, off-street parking, paved driveway close to downtown and excellent beaches. Prime location!

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. 

Flagler Cottage l 1 Block to Historic District

Enjoy the best of St. Augustine - walkability to all the wonders of the area, classic style, modern comfort, and a little privacy. The Flagler Cottage boasts the splendor of a quiet house, nice amounts of stylish space, a large yard, off-street parking, proximity to Flagler College, and just a hop to the beach. This is undoubtedly the nicest, most classic and cutest house in downtown St Augustine.

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.