Apartment vacation rentals in Historic District, St. Augustine

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, 758 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

A charming guest house is presented with a front porch featuring a decorative railing. Lush greenery and a small white picket fence frame the landscaped yard, while palm trees provide shade. The exterior showcases a light color palette, with contrasting trim and a welcoming entrance.

4.94 out of 5 average rating, 344 reviews

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.

A dining area is showcased with a wooden table surrounded by six chairs, featuring vibrant floral upholstery. A woven pendant light hangs above, illuminating the space. An ocean-themed mural adorns the wall, complemented by potted plants positioned nearby.

4.92 out of 5 average rating, 132 reviews

Charming Old-Florida Apartment

This darling Uptown apartment is in the thick of it! Next door to fabulous uptown shops and eateries -- including our own bodega and taproom. Walkable to bustling historic downtown, the fort, the Bridge of Lions, and the Matanzas River. Bikeable to Vilano Beach and Anastasia State Park. And a short drive to additional beaches on Anastasia Island or in Vilano. Enjoy a slice of Saint Augustine typically only enjoyed by the locals, and relax in the friendly historic Abbott Tract neighborhood.

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, 370 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.

Apartment in Lincolnville

An open-plan living area is featured, showcasing a spacious sectional sofa set against a warm orange wall. A wooden coffee table sits in the center, accompanied by a textured area rug. Natural light pours in through a large window, adjacent to the kitchen area.

4.93 out of 5 average rating, 593 reviews

1880 Victorian in Heart of Downtown

Best of both worlds with upscale renovations in a 3 story 1880 Victorian home. House is located within the heart of the Historic District. Located downtown next to restaurants, churches and historical sights. Sit outside on the front porch and enjoy your complimentary bottle of wine or your own private front and back balconies await. Second floor private apartment has a kitchen, queen bed, sectional sofa, fully equipped kitchen and large full bath. ON SITE PARKING INCLUDED!

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.

4.97 out of 5 average rating, 190 reviews

Inviting 2/2 BR - Walk to Town

This St. Augustine apartment is right in the heart of quaint & historic downtown! This lower level apartment is furnished with a king bed in the master bedroom with a bath and a queen bed in the second bedroom with bath and is perfect for 1-4 guests. A short 5-8 minute walk allows visitors to explore the many downtown historic sites, museums & restaurants. One parking spot is available on site. There is free parking on the surrounding streets for additional vehicles.

A sunny courtyard is framed by two yellow apartment buildings, surrounded by well-maintained landscaping. Palm trees and shrubs add greenery, while a pathway leads through the center, enhancing the inviting outdoor space.

4.97 out of 5 average rating, 191 reviews

C5 Perfect location in city center, patio, beaches

Relax in this cozy and comfortable downstairs apartment with patio. Don't worry about the struggle of downtown parking, PARKING IS FREE on site (1 designated spot for your apartment). So many nearby attractions just steps (or a trolley ride) from the door including shopping on St. George St, restaurants and sandy beaches where you can rent paddle boards, kayaks, small sailboats and more. We have a drip coffee maker, coffee, decaf, creamers, and sugar. We offer Roku TV.

The charming exterior of Casa Tranquila features a bright yellow facade with inviting screened-in porches. An American flag is proudly displayed, and colorful sunflowers add a natural touch to the lush landscaping, creating a welcoming entrance on a quiet street.

4.9 out of 5 average rating, 359 reviews

Casa Tranquila Comfy*Stylish*Walk Everywhere*Homey

Casa Tranquila is located on a quiet street only a blocks away from all the action in the heart of the nation's oldest city. Built in 1917 w/ 11 ft. ceilings, renovated in 2021 & is tastefully decorated & equipped with everything needed to make your stay in Historic St. Augustine a remarkable experience. Indoor dining area, updated kitchen, & an outdoor dinning on the screened in porch. Café & scones in the AM or cocktails & Tapas in the evening al fresco. See you soon.

Apartment in Lincolnville

A modern studio features an industrial-style metal bed frame with a cozy gray bedding set. A large wall clock and decorative maps complement the muted color scheme. A mirror is positioned above a bedside table, and the entrance door is visible in the background.

4.95 out of 5 average rating, 762 reviews

Heart of Downtown. Studio on St. George Street

A hip modern steam punk vibe in the ancient city. This completely renovated studio is located on St. George Street, the main pedestrian area in St. Augustine. When you stay here you are in the heart of everything. Countless restaurants, bars, shops and cultural events are just steps from your door. A dedicated parking space is included. It is located an easy walk along sidewalks and pedestrian only street approximately 2 minutes from the apartment.

A bright living space features a comfortable dark blue sofa adorned with decorative pillows. A round dining table is accompanied by white chairs, while a sleek cabinet provides storage. Two patterned poufs sit on a striped rug, and light enters through windows adorned with soft shades.

4.95 out of 5 average rating, 114 reviews

Trendy Top Floor Loft - Park and Walk!

Located in historic zone and ready to welcome you! - Bright and spacious Upper Floor Loft can easily accommodate 2 - Walking distance to the waterfront, shops, great local eats & attractions. - A short drive to beaches, several golf courses & parks - Kitchenette with all the basics and a Keurig coffee maker to get your day started - A fireplace for cozy ambiance - Good WiFi, laptop-friendly workspace, Smart TV (connect to your own accounts)

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.

4.95 out of 5 average rating, 197 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.

A bright bedroom features a four-poster bed dressed in white linens. Two bedside lamps offer gentle illumination, while large windows allow natural light to fill the space. The light-colored walls and flooring create a serene atmosphere.