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.

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Top Guest favourite
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.
Apartment in St. Augustine
4.97 out of 5 average rating, 818 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

Guest favourite
A cozy bedroom is highlighted by a double bed adorned with floral bedding and decorative cushions. Soft, warm light is emitted from two bedside lamps on wooden nightstands. Artwork and photographs decorate the walls, and delicate curtains frame the window, allowing natural light to fill the space.
Apartment in St. Augustine
4.9 out of 5 average rating, 540 reviews

Victorian Era-5-10 Min Walk Downtown Attractions

PERFECT LOCATION!! Excellent accommodations to explore the City of St Augustine by foot. A 5-10 minute walk to attractions, restaurants and shopping(Beaches-State Parks 15 min drive). "The Riverside Boarding House" is a unique 1894 Victorian Historic Home. A European-Styled cozy space filled with character and charm. Small but fully functional: SEPARATE ENTRANCE, Bedroom, PRIVATE BATHROOM. A safe, quiet neighborhood with ample parking. True Victorian Experience! Couples, Singles, Children 12+.

Top Guest favourite
A charming two-story cottage is seen behind an ornate wrought-iron gate, framed by vibrant green grass and well-maintained landscaping. Large windows allow natural light to fill the exterior, and a cheerful yellow door adds a welcoming touch.
Cottage in Lincolnville
5 out of 5 average rating, 263 reviews

Walk Historic Downtown! “Blue Heaven”

Stunningly renovated cottage combines modern amenities with vintage charm... * 2 master suites with queen beds * Quiet neighborhood walking distance to explore The Nation's Oldest City * Clawfoot tubs inside and out (along with showers, of course!) * Big screened-in porch with hanging daybed * Off-street paved parking * Fully fenced backyard, Weber grill, gas fire pit * Fast Wi-Fi and Smart TV * 2 blocks to Fish Camp, Ice Plant, LaNuvelle, trolley stop * 10 minute walk to central downtown

Guest favourite
The living room is furnished with two light-colored sofas and a central coffee table, creating a spacious and inviting space. A decorative fireplace is framed by mirrors and artwork, while natural light filters in through shuttered windows and greenery adds a touch of nature.
Home in St. Augustine
4.94 out of 5 average rating, 219 reviews

Historic Whitney House •Designer•Steps2Attractions

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 favourite
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.
Apartment in St. Augustine
4.97 out of 5 average rating, 277 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 our street (except from Nov15th-Jan11th during Nights of Lights).

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
4.98 out of 5 average rating, 212 reviews

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.

Top Guest favourite
Home in St. Augustine
4.99 out of 5 average rating, 128 reviews

Luxury Modern Home in Prime Location 2BDR-3BTH

Book your Spring Break vacation with us! Our contemporary home offers comfort, elegance, and curated amenities. Explore the historic downtown, climb the lighthouse, enjoy live performances, indulge in local cuisine, and relax on the nearby beach. The Lighthouse Beacon is the perfect retreat for families and friends, catering to all preferences. Experience the magic of Saint Augustine and create cherished memories. Book your stay now and let us be your guiding light in this captivating city.

Top Guest favourite
A charming Victorian home is showcased with a bright yellow exterior, framed by lush greenery. The two-story structure features a spacious porch with white railings and decorative trim. A welcoming sign is positioned at the entrance, indicating the property's name.
Home in St. Augustine
4.93 out of 5 average rating, 272 reviews

DOWNTOWN ~ Victorian Home ~ ABOVE CUPCAKE SHOP!

Casa de San Marcos is in Saint Augustine’s historic district. You are steps away from antique shopping, food, and other attractions. The Castillo de San Marcos, Ripley’s Believe It Or Not, The Fountain of Youth, Francis Field events, The Old Jail, and much more are within blocks. Our property is located in the San Marco Shopping District and has a trolley stop nearby in the Uptown San Marco Shopping District! The apartment shares this Victorian home with LuLi’s Cupcakes on the first floor!

Guest favourite
The kitchen features a spacious layout with wooden cabinetry and modern appliances. A dining area is present with a round table and four chairs. Natural light enters through large windows, and a beige rug adds warmth to the hardwood floor.
Apartment in St. Augustine
4.95 out of 5 average rating, 305 reviews

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.

Top Guest favourite
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.
Apartment in St. Augustine
4.96 out of 5 average rating, 153 reviews

Top Floor Loft - Park and Walk everywhere!

Located in Historic District and ready to welcome you! - Our spacious Upper Floor Loft can accommodate 2 - Walk to the waterfront, shops, great local eats & attractions. - A short drive to beaches/ chairs and umbrella provided - Kitchenette with basics/ minifridge/toaster and a Keurig coffee maker to get your day started - Electric fireplace for cozy ambiance to relax after exploring the town - WiFi/ laptop-friendly workspace, Smart TV (connect to your own accounts) or use YouTube TV

Top Guest favourite
A private back deck features a round dining table surrounded by four green chairs, all positioned beneath a large red umbrella. A hot tub is visible in the background, complemented by potted plants along the edges. Sunlight illuminates the area, enhancing the inviting outdoor space.
Home in St. Augustine
4.98 out of 5 average rating, 250 reviews

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.

Top Guest favourite
An open-concept kitchen showcases modern stainless steel appliances and quartz countertops. Pendant lights hang above the central island, complemented by bar stools. Natural light floods in from the windows, featuring white blinds, accentuating the warm wooden beams on the ceiling.
Cottage in St. Augustine
5 out of 5 average rating, 284 reviews

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.

Popular amenities for Historic District, St. Augustine holiday rentals

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

MonthJanFebMarAprMayJuneJulyAugSeptOctNovDec
Avg. price$221 AUD$226 AUD$233 AUD$200 AUD$193 AUD$197 AUD$196 AUD$187 AUD$183 AUD$192 AUD$233 AUD$271 AUD
Avg. temp13°C15°C17°C20°C24°C27°C28°C28°C26°C22°C17°C14°C

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

  • Total holiday rentals

    Explore 350 holiday rentals in Historic District, St. Augustine

  • Nightly prices starting at

    Historic District, St. Augustine holiday rentals start at $97 AUD per night before taxes and fees

  • Verified guest reviews

    Over 41,990 verified reviews to help you choose

  • Family-friendly holiday rentals

    190 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 150 rentals that welcome pets

  • Holiday rentals with a pool

    30 properties feature pools

  • Rentals with dedicated workspaces

    170 properties have a dedicated workspace

  • Wi-Fi availability

    350 of Historic District, St. Augustine holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Gym, BBQ grill and Laptop-friendly workspace 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!