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, 743 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 tranquil courtyard is depicted with a tiered fountain at its center, surrounded by lush greenery and tropical plants. Two benches are positioned near the fountain, inviting relaxation. Soft light filters through the tall trees overhead, creating a serene atmosphere.

4.93 out of 5 average rating, 126 reviews

Carriage Hse in the trees, Historic St. Augustine

You have found your cozy oasis tucked under tall shade trees in a private, lush tropical courtyard in the historic district. This convenient and relaxing space is walking distance to everything. It's adorned with 2 covered porches, the Courtyard porch and breakfast porch. Enjoy and relax in the courtyard lit by hundreds of tiny laser lights at night. You will likely see our tortoises roaming the completely fenced property. *Guests must be quiet as sound carries easily to our other 2 studios.

A wooden deck is featured in the foreground with a table and chairs, complemented by a patterned rug. The exterior of the two-story building is painted in soft shades of yellow and green, with stairs leading to a welcoming entryway adorned with plants.

4.99 out of 5 average rating, 164 reviews

Apt C - Historic St Augustine Charm and Comfort

Nestled on a quiet residential 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 back deck, a massage chair, upscale appliances, 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.

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.

4.91 out of 5 average rating, 128 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, 357 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.

The exterior of a charming 2-story home is surrounded by lush greenery and white pebble landscaping. A large wooden porch extends on the upper level, featuring a railing and seating area. Sunlight filters through tree branches, creating a warm and inviting entrance.

4.86 out of 5 average rating, 625 reviews

5 Min walk Dtown! Amazing Space ~LUX BATH~ Parking

Experience downtown St. Augustine! Just 3 blocks from St. George St, this ground level apartment is walking distance to all downtown and uptown attractions. The space has an open floor plan--a semi-private bedroom connects to a separate living room and eat-in kitchen. The lux bathroom, on site laundry, and private front porch create a comfortable setting for families or groups. Added perk: there's a secluded office for those wanting to work undisturbed. Free Parking on site.

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, 172 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 cozy living area features a light grey couch paired with a vibrant orange chair. A wooden coffee table is centered in the space, accented by decorative items. Bright light filters through the abundant windows, illuminating the walls adorned with art and a leafy design.

4.9 out of 5 average rating, 352 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.

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, 103 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, 184 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.

Superhost

A queen bed with a patterned cover is positioned against a wooden accent wall, accompanied by a small round table and two chairs. A piece of wall art featuring botanical illustrations adds a touch of nature. Light filters through the window, adorned with shutters.

4.84 out of 5 average rating, 183 reviews

Old Town “Romance”

This cozy and comfortable Mid-Century multi family home in Uptown "Romance" has been given a modern twist. The queen bedroom features a table for two and an updated bathroom with necessary amenities. Perfect for couples or light travelers who enjoy exploring historic towns, the upscale bathroom includes complimentary coffee, tea, and essential bathroom items. Guests can also enjoy Hulu and Netflix via the Roku homepage.

A bright sleeping area features a spacious bed with a light-colored coverlet. Flanking the bed are two bedside tables, each with a lamp providing soft illumination. The room is accented with light blue walls and a piece of serene artwork, enhancing the relaxed atmosphere.