House vacation rentals in Historic District, St. Augustine

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.

4.97 out of 5 average rating, 223 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.

Superhost

An open living space features a modern kitchen with stainless steel appliances and a large island with seating for three. A comfortable sectional couch is arranged near a flat-screen TV mounted on the wall. Natural light filters through nearby windows, creating a bright ambiance.

4.83 out of 5 average rating, 102 reviews

Historic 8 Dupont Lane A

Enjoy this beautifully remodeled historic gem, in the heart of Downtown St Augustine. Walking distance to all the sites, restaurants, clubs and shops. Enjoy the patio with fire pit, dinning table, bbq's and yes, pet friendly too. 1 parking space only, next to the front entrance. Nespresso coffee, new beds to silverware. Relax and just have fun!!! Ripley's Believe it or not and the Historic Fort are a 5 minute walk. The Trolly is a great way to tour downtown. Live music every night of the week.

The historic home features a grand façade with white siding and tall columns supporting a covered balcony. Decorative lights and a festive wreath adorn the front entrance. A beautifully detailed wrought-iron gate opens to a landscaped pathway leading to the door.

4.95 out of 5 average rating, 395 reviews

Genovar Mansion Master Suite Private Entrance

The direct view of the gorgeous live oak canopy on Magnolia Avenue and incredible architecture make this historic home a memorable place to stay. This romantic master suite is perfect for couples with a private entrance, queen poster bed, spacious bathroom with two shower heads and body jets, private balcony, individual climate control and 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.

The exterior of a four-bedroom home is presented, featuring a light blue façade with a welcoming black front door. Lush greenery, including palm plants, surrounds the entrance. The porch is visible with steps leading to the door, and a well-maintained lawn adds to the inviting appearance.

4.89 out of 5 average rating, 376 reviews

Uptown Abode on Garnett- Dog Friendly!

Spacious 4 bedroom home in uptown St Aug w large porch and balcony attached to primary. Smart TV in living room & primary, large eat-in kitchen w Keurig & basic cooking supplies, washer & dryer. Perfect for large families or friend groups on vacation. 5 (+/-) minute drive to downtown historic St Augustine and conveniently located off of US-1 in cute neighborhood. Ample onsite parking is FREE! Charcoal grill available, bring your own charcoal and fluid! Dogs can stay for $35 with pre-approval.

An open-concept kitchen and dining area features a spacious granite island with a sink, complemented by a dining table surrounded by six black chairs. Sunlight illuminates the warm wood floors and the walls exhibit a classic design. A cozy living area is visible in the background.

4.98 out of 5 average rating, 107 reviews

The Pink Door - Walk to Downtown / Super Clean !

“Best AirBnB I have ever stayed at!” - this, plus “the cleanest” fill reviews for our spacious 1895 home, with an easy walk to shops, restaurants, the fort, St. George Street, the trolley, and everything else. And just a 5-minute drive to the beach! You’ll love our comfortable beds, fully equipped kitchen, gas grill, firepit, cozy front porch, and complimentary wine. So join all our other 5-star guests and make The Pink Door your new home in St. Augustine. Sorry, no children under 13 yrs.

The exterior of the home features a two-story structure with a welcoming porch. Potted plants hang from the posts, and a decorative sign is positioned near the entrance. Lush greenery and various plants are arranged along the pathway leading to the front steps.

4.98 out of 5 average rating, 168 reviews

Historic St. Augustine 2/2 Duplex & Pool

About this space: Welcome to this 2 unit home located in Historic St. Augustine. This home is close and within walking distance to all the fun downtown has to offer. It is also a short drive to the beaches! This home has 2 bedrooms and 2 full bathrooms, a living room, kitchen, den and direct pool access. This space: This home is a 2 unit house Guest access: There is a lockbox on the door with a key inside Other things to note: Please keep in mind that the pool is a shared space :)

A charming mid-century home features a welcoming front porch with seating. Lush greenery and Spanish moss surround the property, enhancing its tranquil setting. The entrance is marked by a slate stone walkway and a decorative sign, contributing to the home's inviting appearance.

4.95 out of 5 average rating, 129 reviews

Charming 3 bedroom cottage, feed the peacocks!

A 15-minute walk to Old Town, this cozy mid-century home has all the modern touches while retaining its roots! Stroll down beautiful Magnolia St. to the Fountain of Youth, or stay and feed the free-roaming peacocks from the front porch! Old Town Trolley stop, and the Old City Jail are just at the end of the street. Enjoy games with the family, grilling, or hit the beach, only a 7-minute drive! Beach supplies are provided. Take advantage of the free bikes and locks for a ride to town!

4.95 out of 5 average rating, 184 reviews

TopRatings•HistoricDowntownCharm•WalkTrolleyAccess

No Cleaning Fee! 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.

A charming, historic cottage showcases a vibrant blue exterior with intricate white woodwork. The front porch is adorned with decorative railings and a welcoming yellow door. Surrounding greenery is visible, enhancing the inviting curb appeal of the home.

4.92 out of 5 average rating, 124 reviews

Historic District Home | Patio | Movie Loft | BBQ

Set in an amazing location, this home offers a very unique style & vibe! - A beautiful patio with a gas BBQ grill, relaxing fountain, and outdoor seating - Walking distance to the waterfront, shopping, local eats & attractions/activities - Located in St. Augustine Historic District and the beaches within a short drive! - A fully-equipped kitchen with a dishwasher, washer/dryer & detergent provided - Good WiFi, laptop-friendly workspace, and a comfortable movie theater loft!.

A welcoming porch is highlighted by an orange umbrella providing shade. Lush greenery and potted plants surround the entrance to the cottage, which features a decorative front door. Comfortable seating is visible, creating a cozy outdoor space for relaxation.

4.9 out of 5 average rating, 160 reviews

Historic St. Augustine Cottage - Walk everywhere!

Lemondrop Cottage: A charming 1920s bungalow on a peaceful street just east of US1, close to everything. 10-minute walk to Flagler, the Fort, and St. George Street. This cozy 1 bed/1 bath features a queen bed, a living room with a daybed and trundle, a kitchen, W/D, TV, WiFi, and an outdoor hot/cold shower. Enjoy the deck and off-street parking. Dogs allowed with fee. Located only 0.4 miles from downtown—check the distance when others say “walk to town”!

A spacious bedroom features a king size bed adorned with soft linens and decorative pillows. Two bedside lamps provide gentle lighting. A comfortable bench sits at the foot of the bed. Large glass doors lead to a serene patio area, while sheer curtains allow natural light to enter.

4.95 out of 5 average rating, 281 reviews

Calm cozy couples cottage close to Downtown & Bch

Enjoy St. Augustine – the nation’s oldest city – and everything it has to offer from this cozy, beach themed 1 bed / 1 bath getaway. Located near the heart of the city, it is close enough to walk to the historic St. George Street while also maintaining privacy and quiet comfort. With new, modern amenities, a back porch, a yard, and ample dedicated parking, this home is everything you could want on your trip to beautiful St. Augustine, Florida.

The charming exterior of the house is framed by lush greenery, with a well-maintained front yard and a white picket fence featuring decorative accents. Soft lighting highlights the inviting entrance, enhancing the serene atmosphere of the property.