House holiday rentals in Historic District, St. Augustine

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Quick stats about house rentals in Historic District, St. Augustine

Total holiday rentals
Explore 160 holiday rentals in Historic District, St. Augustine
Nightly prices starting at
Historic District, St. Augustine holiday rentals start at $119 NZD per night before taxes and fees
Verified guest reviews
Over 13,050 verified reviews to help you choose
Family-friendly holiday rentals
130 properties offer extra space and kid-friendly amenities
Pet-friendly accommodation
Find 80 rentals that welcome pets
Holiday rentals with a pool
20 properties feature pools
Rentals with dedicated workspaces
80 properties have a dedicated workspace
Wi-Fi availability
160 of Historic District, St. Augustine holiday 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!

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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Guest favourite

The living room features large windows that allow natural light to fill the space. A comfortable sectional sofa and armchairs are arranged around a round coffee table. A ceiling fan is visible, and a television is mounted on the wall. The room opens to a serene outdoor area.

Home in St. Augustine

Charming Getaway Near Fountain of Youth & Downtown

Carriage Manor - Located in the Heart of Downtown Historic St Augustine & next to the Fountain of Youth. The 3 BR 2 BA features 2 BR upstairs with a full BA, Living Room, Kitchen and a HUGE outdoor Deck. 5 min drive to Vilano Beach. Check us out on insta: Carriagemanor_Staugustine Downstairs has a private in law suite with 1 BR, 1 BA, a living room, Kitchen, Laundry and its own private screened in porch. Parking on site for 5 cars. 2 Queen Bed 2 Twin Bed. Kitchen stocked with coffee & tea

FamilyValueQuiet

4.86 out of 5 average rating, 168 reviews

Top Guest favourite

A long wooden dining table is set against a deep blue wall, adorned with a white table runner. Centerpieces feature vases of dried flowers, accompanied by elegant tableware and glassware. Soft green chairs surround the table, while large windows allow natural light to fill the space.

Home in St. Augustine

Excellent Location, Luxury, Historic Charm, Grill

The St Augustine Villa is full of historic charm! Immerse yourself in history of this 1910 craftsman home. UNBEATABLE LOCATION. Steps to Nights of Lights, St George ST, museums, shops & restaurants. Right next to Ripley’s, Castillo de San Marcos & Trolley tours! Enjoy the luxury of 2 Primary en-suites plus 2 large bedrooms. Beautifully renovated & restored, designed with high end finishes. Cafe appliances, dreamy kitchen, wet bar, patio kitchen, sunroom, playroom, office & even a secret garden!

ValueLocationCondition

5.0 out of 5 average rating, 106 reviews

Guest favourite

Home in St. Augustine

The Secret Garden On Locust!

Welcome to your home away from home in downtown St. Augustine, Florida! This delightful 2-bedroom, 1-bathroom bungalow, built prior to 1900, offers a perfect blend of modern comfort and historic charm. Nestled in the prime location of the Abbot Tract Historic District, 19 Locust is just a 5-minute stroll from the storied Castillo de San Marcos and historic downtown. With the beach just a short jaunt away, you’ll have equally easy access to all the attractions this enchanting area has to offer.

LocationValueDecor

4.91 out of 5 average rating, 107 reviews

Top Guest favourite

The home’s exterior is characterized by a modern architectural style with a covered front porch featuring four rocking chairs. A wide concrete path leads to the entrance, flanked by well-maintained green landscaping under a clear blue sky.

Home in St. Augustine

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.

LocationValueBackyard

4.98 out of 5 average rating, 223 reviews

Top Guest favourite

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

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.

LocationFamilyShared spaces

4.93 out of 5 average rating, 197 reviews

Top Guest favourite

Home in St. Augustine

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.

LocationFamilyDecor

4.94 out of 5 average rating, 233 reviews

Top Guest favourite

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.

Home in St. Augustine

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!

ValueLocationLong stay

4.96 out of 5 average rating, 196 reviews

Top Guest favourite

The exterior of Buba's Bungalow is showcased, featuring light green siding and a welcoming front porch with steps. A paved driveway provides parking space, while a white picket fence surrounds the property. The house is set amongst neighboring historic structures under a partly cloudy sky.

Home in St. Augustine

Historic Downtown St Augustine Bungalow

"Buba's Bungalow", a historic gem built in 1884 is just a short walk to all that St Augustine has to offer. There is 1 king bedroom, 2 queen bedrooms, 3 bathrooms + a playroom with a daybed, trundle and foosball table. 1 bedroom and bathroom are conveniently located on the first floor. There is a desk in the upstairs area outside of the bedroom. The private backyard is perfect for outdoor dining. Enjoy your morning coffee or evening wine sitting in rocking chairs on the front porch.

ValueFamilyView

4.98 out of 5 average rating, 105 reviews

Top Guest favourite

A spacious master bedroom features a king bed with white bedding and a gray upholstered bed frame. Natural light enters through large windows with blinds. A small side table and lamp are present, along with a bench at the foot of the bed, creating a welcoming environment.

Home in St. Augustine

Orange St Gem | 8-min walk to St. George St & Fort

Welcome to our charming 3BR/1.5BA home in the heart of historic downtown St. Augustine. With its central location just an 8-min walk (.5 mile) from St. George Street, Castillo de San Marcos, and the hottest bars and restaurants in the city - Perfect home base when exploring St. Augustine, the home struts a fully fenced, private backyard and 2x balconies that allow for enjoying the Florida sun! 8-min drive to Vilano Beach, 14-min drive to St. Augustine Beach.

LocationFamilyBackyard

4.92 out of 5 average rating, 144 reviews

Top Guest favourite

The living room features a light-colored sofa adorned with blue pillows, accompanied by two armchairs. A round mirror hangs on the wall, and natural light floods the space through multiple windows. A decorative plant stands near the entrance, and a minimalist coffee table is centered in the room.

Home in St. Augustine

Charming Home in historic downtown, walk to it all

Our home, Casita Uva de Playa, is the perfect centrally-located home in the Historic Region of Downtown St Augustine. You can walk less than 1/2 mile into the city for a perfect breakfast biscuit, taste amazing cuban food, take in all the history, or enjoy a martini. You can also take a short 10 minute car ride to the beach. Or just relax in our quiet cottage. Your comfort and relaxation while on vacation is our priority. Come stay with us!

FamilyLocationAccess

4.99 out of 5 average rating, 118 reviews

Top Guest favourite

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.

Home in St. Augustine

Fun & Artsy 3BR/2BACottage in Downtown St. Aug

Discover serenity in this charming, hidden gem nestled in a quaint downtown neighborhood. A short stroll will lead you to vibrant festivals at Francis Field and St. Augustine's finest dining, bars, tours, and more. Art, music, and local culture are woven into the very fabric of this locale. Whether you're unwinding with a movie, savoring morning coffee in the backyard, or lounging on the front patio, we've curated the perfect escape.

FamilyLocationHospitality

5.0 out of 5 average rating, 205 reviews

Guest favourite

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

1880s Cottage|Walk to Castillo, Movie Loft & Yard

This 1880s cottage in St. Augustine's Uptown district features Alice in Wonderland decor, a private movie loft with electric reclining seats and projector, and a fountain courtyard with gas BBQ. Walk 3 blocks to Castillo de San Marcos, 2 blocks to Ripley's, and half a mile to Lightner Museum. The spiral staircase and fully fenced backyard make it ideal for couples or families exploring historic St. Augustine on foot.

ValueLocationNearby

4.89 out of 5 average rating, 171 reviews