
Holiday houses in Historic District, St. Augustine
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Top-rated holiday rentals in Historic District, St. Augustine
Guests agree: these stays are highly rated for location, cleanliness and more.

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

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.

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.

The Garden Casita in St. Augustine Florida
Secluded garden casita tucked away three tenths of a mile from the city gates. Take the private garden pathway to serenity's doorstep, and gain access to WIFI, free parking, and a kitchenette equipped with the basic necessities. The zen garden serves as a wonderful resting space to relax and unwind from your day. The casita features a queen size bed with luxury linens, desk nook and a full bathroom. Come find your peace at the Garden Casita on the grounds of a 100 year old private home.

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.

Apt B - Historic District Home Away from Home
Key Lime Oasis is nestled on a tree lined residential street in historic Saint Augustine. There is lots to see and do starting a mere two block walk away, and multiple beaches within 3-4 miles. I provide 2 beach chairs, a cooler, umbrella and beach towels.. The apartment features all new appliances, a quiet back porch, French doors leading from the bedroom to a delightful bathroom with a large shower with a Bluetooth speaker. A complimentary parking pass to the city garage is provided.

HistoricLuxury•Designer Kitchen&Baths•Walk&Trolley
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 3-BR Retreat in Historic Downtown. Indulge in a charming vacation rental featuring a spacious living room, gourmet kitchen, and luxury bath. 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.

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.

~Romantic Historic 1888 Cottage~Walk to Downtown
Come live in history! This cottage traces its roots back to humble beginnings and it still stands today as one of Lincolnville's original historic treasures. Nestled in the heart of America's oldest city, this endearing circa 1888 cottage offers an intimate, refined escape with a boutique ambiance. This is the ideal retreat for travelers seeking a romantic getaway or guests who wish to be transported to a more graceful time. Discreet in scale but grand in experience.

Cordova House ,In the historic downtown .
The "Cordova House", built in 1900, is the Victorian Secret of the Ancient City District, featuring covered balconies in front and back, a private back deck, high ceilings, modern kitchen, a Kohler 10 head shower, two indoor spa tubs and more. Hot tub on the back deck.Located in the heart of downtown, yet also has off-street parking for up to two cars (very rare). Nothing compares.

uptown blue cottage
The past is present in ancient Saint Augustine where you can stay steps away from everything you want to explore. The cottage overlooks the tranquil setting of the Mission Nombre de Dios as Uptown awaits exploration right around the corner with its boutique shops and restaurants. Just a few steps more lies the Castillo de San Marcos and all the action of downtown.

Tree Top View 1
Our 600 sq ft apartment offers a private balcony shaded by centuries-old live oaks, alive with birds and squirrels. The view also includes a touch of our neighbor’s eclectic backyard, adding local character. Inside, enjoy a king bed, separate living area, and kitchen. A short 1/2 mile walk brings you to historic downtown St. Augustine.
Popular amenities for Historic District, St. Augustine holiday rentals
Other great holiday rentals in Historic District, St. Augustine

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Historic Home in Downtown St. Augustine

🌟Coach House 🌟 Steps to Downtown & Attractions

The Secret Garden On Locust!

Cozy Garden - Sleeps 4- hottub/outdoor shower!

Palm Paradise - DT just1 Block Stroll & Beach 3 Mi
Quick stats about holiday rentals in Historic District, St. Augustine
Total rentals
310 properties
Nightly prices starting at
$108 AUD before taxes and fees
Total number of reviews
39K reviews
Family-friendly rentals
190 properties are a good fit for families
Pet-friendly rentals
140 properties allow pets
Rentals with a pool
40 properties have a pool
Destinations to explore
- Rentals with beach access Historic District
- Rentals with a fire pit Historic District
- Rentals with a fireplace Historic District
- Rentals with a washing machine and dryer Historic District
- Rentals with pools Historic District
- Apartment rentals Historic District
- Rentals with outdoor seating Historic District
- Pet-friendly rentals Historic District
- Family-friendly rentals Historic District
- House rentals Historic District
- Rentals with a patio Historic District
- Ponte Vedra Beach
- TIAA Bank Field
- Summer Haven st. Augustine FL
- Old A1A Beach
- San Sebastian Winery
- Daytona Beach Boardwalk and Pier
- Daytona Lagoon
- Vilano Beach
- Boneyard Beach
- Crescent Beach
- Kathryn Abbey Hanna Park
- Lightner Museum
- Fountain of Youth Archaeological Park
- Butler Beach
- Pablo Creek Club
- Eagle Landing Golf Club
- Adventure Landing Jacksonville Beach
- MalaCompra Park
- Matanzas Beach
- Amelia Island State Park
- St. Augustine Alligator Farm Zoological Park
- Ravine Gardens State Park
- Jungle Hut Park
- Old Salt Park