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House vacation rentals in Historic District, St. Augustine

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Top-rated house rentals in Historic District, St. Augustine

Guests agree: these houses are highly rated for location, cleanliness, and more.

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Top guest favorite
The historic home features a grand façade with elegant columns and a decorative balcony. A wrought iron gate opens to a brick pathway leading to the entrance. Large windows allow for ample natural light, framed by soft garden landscaping against a vibrant sunset backdrop.
Home in St. Augustine
4.97 out of 5 average rating, 447 reviews

Genovar Mansion Rose Garden Suite Private Entrance

The direct view of a gorgeous live oak canopy on Magnoila Avenue and incredible architecture make this historic home a memorable place to stay. This romantic ground floor suite is perfect for couples with a private entrance, queen poster bed, living room,  spacious bathroom, individual climate control, heirloom antiques and reserved driveway parking spot. The home is located within the historic district, close to trolley stops and within easy walking distance to downtown. 6 minutes to the beach.

Guest favorite
A two-story house is presented with a classic design, featuring large windows with green trim. Two small chairs are positioned on the porch, which is adorned with soft white curtains. Lush greenery surrounds the exterior, creating a welcoming entryway.
Home in St. Augustine
4.85 out of 5 average rating, 229 reviews

Uptown Classic 2 | Effortless Exploration of STA

Uptown Classic #2 is a 2BD/1BA home (1st floor) that sleeps 6 and is located in the heart of St. Augustine. Effortlessly explore the Oldest City with the ease of a 5-min walk to St. George Street - Top sights, local award-winning bars & restaurants surround the home in all directions. Each space features a true mark of distinction with casual, elegant living from the double height living room to the outdoor patio. 5-min drive to the beach.Pet-Friendly: Must send message 4 approval- Pet fee $98.

Top guest favorite
A cozy living area is highlighted by a neutral-toned sofa and a wooden coffee table, all set on a textured area rug. A large mirror adds depth while soft natural light filters through the windows. A small plant and decorative items enhance the inviting feel.
Home in St. Augustine
4.97 out of 5 average rating, 251 reviews

Uptown Attic - Your Secret Escape

Located in the desirable Uptown District in Historical Downtown St. Augustine, this charming early 1900’s home is the perfect local experience. Featuring alley access to a private driveway with a designated one car parking spot, this newly renovated apartment is steps from all of the city’s hot spots. Guests can easily walk or bike to all of the famous tourist attractions, fantastic dining, and even the area’s famous beaches. This cozy space is also the perfect escape to just stay in and relax.

Top guest favorite
A spacious living room features a light-colored sofa adorned with decorative pillows and a glass coffee table. Two elegant armchairs with floral patterns are placed beside the sofa, and natural light streams through large windows adorned with wooden shutters. A cozy area rug anchors the seating area.
Home in St. Augustine
4.95 out of 5 average rating, 208 reviews

Downtown HistoricLuxury • Designer Kitchen & 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.

Top guest favorite
A modern kitchen is presented with sleek white cabinetry and a striking granite countertop. Stainless steel appliances are neatly arranged, and a large sink is installed in the island. A textured black backsplash complements the overall design, creating a functional cooking space.
Home in St. Augustine
4.93 out of 5 average rating, 166 reviews

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.

Top guest favorite
A serene outdoor space is surrounded by lush green palm trees and various potted plants. Soft gravel covers the ground, with pathways leading to a green door, enhancing the natural ambiance of the area.
Home in St. Augustine
4.96 out of 5 average rating, 109 reviews

Luxe Lemon Lower in Historic Downtown St Aug.

Stay in the heart of Historic Downtown St Augustine in this 100yr old 2BR/1B completely renovated in 2023! Only a 7 min walk to Downtown a 12 min drive to the beach, you'll love this charming home! Guests should be adults or older children. 1 parking space available. Note: The loft atop this unit is also rentable, w/ connected or disconnected private entrance, & sleeps 2. Ask us or search "AirBNB Lemon LOFT" or "AirBNB Lemon WHOLE" to rent loft or the whole house.

Top guest favorite
A dining area is featured with a blue table at its center, surrounded by four wooden chairs with woven seats. Natural light filters through bamboo shades on the windows, highlighting a wooden sideboard displaying beach-themed decor.
Home in St. Augustine
4.97 out of 5 average rating, 127 reviews

Perfect One Bedroom Cottage in Lighthouse Park

One bedroom one bath cozy cottage vibe! Perfect couples retreat. This is one half of a duplex. The second half is currently vacant. Excellent location. 5 blocks to the lighthouse. 1 mile to historic downtown. 1.3 miles to the Amphitheater. 0.8 miles to Anastasia State park. 3 miles to the St. Augustine Beach Pier. Walking distance to many great restaurants and bars, mini golf, and boutique shops! Walk or bike to downtown!

Guest favorite
Home in St. Augustine
4.79 out of 5 average rating, 172 reviews

Safe Haven, Unique two story carriage

Our romantic "Safe Haven" is compact upscale living in a two-story carriage house located 3 blocks from St George St and steps from shopping and dining! Private garden in the back and a shared garden and patio out front. Also Safe Haven House offers a private balcony! Queen bed & shower upstairs in bedroom, basic kitchen essentials (no spices) , laundry, sitting area & TV downstairs. FREE Private and Street parking.

Top guest favorite
The exterior of La Casita features a welcoming porch with seating for two, surrounded by greenery and flowering plants. The entrance is marked by a decorative clock, while the landscape includes gravel areas and a fire pit, creating an inviting outdoor atmosphere.
Home in St. Augustine
4.96 out of 5 average rating, 195 reviews

“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.

Superhost
A charming blue cottage is surrounded by lush greenery. The front porch features decorative railings and shutters, while the vibrant yellow front door stands out. The brick pathway leads to an inviting entryway, with large windows allowing natural light to fill the space.
Home in St. Augustine
4.88 out of 5 average rating, 149 reviews

Charming Historic District Loft| BBQ & Movie Magic

- Embrace the historic allure and unique decor of our charming St. Augustine retreat. - Savor a movie night in the loft with cozy electric recliners and a projector. - Unwind on a peaceful patio with a BBQ grill, fountain, and outdoor dining. - Steps to local gems like Ripley's, gourmet eateries, and quaint shops. - Secure your stay now for a memorable vacation filled with comfort and charm!

Top guest favorite
A charming white cottage showcases a welcoming porch adorned with hanging planters. An American flag flutters by the entrance, while a gravel pathway leads up to the home, surrounded by manicured greenery and shaded by large trees, creating a serene exterior setting.
Home in St. Augustine
5 out of 5 average rating, 111 reviews

Palo Haus 1918 Cottage in Downtown St. Augustine

Built in 1918, Palo Haus is a charming cottage tucked in a quiet neighborhood within walking distance of Flagler College and the Historic District. Recognized as one of the city’s historic homes, it blends vintage character with modern comfort. Perfect for couples, families, students discovering their new town, or wedding guests, it’s a welcoming retreat to unwind and feel at home 🏡

Guest favorite
Home in St. Augustine
4.92 out of 5 average rating, 105 reviews

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

Popular amenities for Historic District, St. Augustine house rentals

When is the best time to visit Historic District, St. Augustine?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceﺩ.ﺇ694ﺩ.ﺇ735ﺩ.ﺇ786ﺩ.ﺇ712ﺩ.ﺇ701ﺩ.ﺇ705ﺩ.ﺇ709ﺩ.ﺇ661ﺩ.ﺇ661ﺩ.ﺇ694ﺩ.ﺇ863ﺩ.ﺇ962
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Quick stats about house rentals in Historic District, St. Augustine

  • Total vacation rentals

    Explore 150 vacation rentals in Historic District, St. Augustine

  • Nightly prices starting at

    Historic District, St. Augustine vacation rentals start at ﺩ.ﺇ257 per night before taxes and fees

  • Verified guest reviews

    Over 11,440 verified reviews to help you choose

  • Family-friendly vacation rentals

    120 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 70 rentals that welcome pets

  • Vacation rentals with a pool

    20 properties feature pools

  • Rentals with dedicated workspaces

    80 properties have a dedicated workspace

  • Wi-Fi availability

    150 of Historic District, St. Augustine vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Historic District, St. Augustine rentals

  • 4.9 Average rating

    Historic District, St. Augustine stays are highly rated by guests—averaging 4.9 out of 5!