Holiday rentals with a washing machine and dryer in Historic District, St. Augustine

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.

4.97 out of 5 average rating, 423 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.

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.

4.97 out of 5 average rating, 773 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

A dining area is showcased with a wooden table surrounded by six chairs, featuring vibrant floral upholstery. A woven pendant light hangs above, illuminating the space. An ocean-themed mural adorns the wall, complemented by potted plants positioned nearby.

4.92 out of 5 average rating, 138 reviews

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.

A spacious bedroom features a large bed with white bedding. Natural light enters through multiple windows, complemented by white shutters. A comfortable armchair is situated near the window, enhancing the cozy atmosphere of the room.

4.96 out of 5 average rating, 383 reviews

Updated Victorian apt in heart of downtown +VIEWS!

21 Orange Street is a bright and airy second story apartment with unparalleled views of historic downtown Saint Augustine and the bay front. Enjoy old world charm in our newly renovated circa 1860's home- furnished with modern and comfortable amenities! We are steps away from Saint George Street shopping, world class dining and lively bars. If you choose to spend your time here in a more relaxing way, you’ll love the spacious bedroom and our comfortable porch to take a break from it all.

A dining area features a round table surrounded by four elegant chairs, adorned with light fabric. A large chandelier hangs above the table, illuminating the space. A bookcase and television are visible in the background, with decorative artwork showcasing local scenes on the walls.

5 out of 5 average rating, 101 reviews

132C Luxurious Relaxing Elegance at Casa de Flora🚭

This is such a beautiful and relaxing apartment for adults and children age 12 and up . There are lots of windows that flood the rooms with natural light. Much of the art work represents St Augustine. The furniture is comfortable and beautiful. The beds have freshly pressed linens for a wonderful night’s rest. The kitchen is set up so that coffee can be easily accessed even if someone is cooking or using the sink. It’s stocked with beautiful bar glasses and bar ware. You’ll LOVE it !

The exterior of the house features a wrap-around porch with white railings, complemented by shaded areas and lush landscaping. A brick pathway leads up to the entrance, framed by palm trees and greenery, showcasing a welcoming facade against a clear blue sky.

4.99 out of 5 average rating, 218 reviews

Downtown • Historic Luxury • DesignerKitchen&Baths

Off Street Parking 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.

Holiday home in St. Augustine

An aerial view captures the charming neighborhood surrounding Hope & Glory, with tree-lined streets and various homes. The picturesque landscape features glimpses of the nearby water and distant landmarks, including the prominent cross, symbolizing the area's historical significance.

5 out of 5 average rating, 156 reviews

Walk Historic Downtown! "Hope & Glory"

You'll be one block from Historic Uptown Saint Augustine's shops, eateries & attractions. Enjoy smart TVs, luxury bedding with blackout curtains in bedrooms, screened in porch, back deck, bathing cabana with outdoor shower/clawfoot tub, gas fire pit and Weber grill, game room with darts, fooseball, crafts & More. Cozy, clean & relaxing. Fabulous fully-equipped kitchen, full privacy fence, off-street parking, paved driveway close to downtown and excellent beaches. Prime location!

A bright living area features large windows that allow natural light to fill the space. A comfortable couch and a wooden coffee table are positioned centrally, complemented by a dining table surrounded by white chairs. A ceiling fan adds ventilation to the airy room.

4.92 out of 5 average rating, 235 reviews

Lovely 1bdrm apt in Historic St Augustine

Check out our beautiful upstairs apartment in Historic St Augustine! The space is newly remodeled and so lovely! Originally built in 1910 and completely updated in 2023. Just two blocks from St. George St, walking distance to Flagler and all of downtown St Augustine. This one bedroom, king bed and pull out sofa, full kitchen and bath as well as a balcony to enjoy the sights. Free off street parking, so you are able to park, walk around and enjoy everything downtown has to offer.

An open-plan living area is featured, showcasing a spacious sectional sofa set against a warm orange wall. A wooden coffee table sits in the center, accompanied by a textured area rug. Natural light pours in through a large window, adjacent to the kitchen area.

4.93 out of 5 average rating, 614 reviews

1880 Victorian in Heart of Downtown

Best of both worlds with upscale renovations in a 3 story 1880 Victorian home. House is located within the heart of the Historic District. Located downtown next to restaurants, churches and historical sights. Sit outside on the front porch and enjoy your complimentary bottle of wine or your own private front and back balconies await. Second floor private apartment has a kitchen, queen bed, sectional sofa, fully equipped kitchen and large full bath. ON SITE PARKING INCLUDED!

The living area showcases a dark leather sofa adorned with colorful pillows, paired with a light wooden coffee table. A ceiling fan hangs above, and a large television is mounted on the wall. The space features original pine flooring and a decorative non-functioning fireplace.

4.95 out of 5 average rating, 310 reviews

FREE BIKES Dog-friendly apt in the heart of St A

A beautiful, renovated, pet-friendly, first-floor apt in a historic house . A fully-stocked kitchen for cooking, beautiful bathroom, comfy bed. A shaded, shared backyard with picnic tables and charcoal bbq grills. A few minute walk to the Historic District , Francis Field and Flagler College, while still being in a quiet neighborhood. Free use of bicycles. One parking space. Pet fee is $40 per dog per stay (max of 2 dogs). No cats.

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.

4.98 out of 5 average rating, 224 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.

5 out of 5 average rating, 117 reviews

The cottage exterior features a welcoming white facade with a covered porch and steps leading to the front door. Lush greenery and a stone wall border the pathway, while trees provide shade, creating a serene atmosphere near the entrance.

Cottage in St. Augustine

1900s Cottage in Heart of Town-walk everywhere!

Welcome to Groveside Cottage on the historic street of St. Augustine! In 1920s Grove Avenue was the home of several families of cigar makers and two cigar manufacturing companies. This charming cottage is a great mix of vintage and modern; you will be amused! We allow 1 dog, please message us - approval required before booking. Thank you!

Popular amenities for Historic District, St. Augustine washing machine and dryer rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Apartment rentals with a washing machine and dryer

A living area is presented with refinished hardwood floors and neutral grey walls. A blue upholstered sofa faces a mounted flat-screen television above a white fireplace. Natural light enters through large windows, and a small potted plant adds a touch of green to the space.

4.96 out of 5 average rating, 393 reviews

Short Scenic walk into Historic St Augustine

A sunny courtyard is framed by two yellow apartment buildings, surrounded by well-maintained landscaping. Palm trees and shrubs add greenery, while a pathway leads through the center, enhancing the inviting outdoor space.

4.97 out of 5 average rating, 200 reviews

C5 Perfect location in city center, patio, beaches

A spacious living area features comfortable seating arrangements, including two patterned chairs and a sofa, complemented by a wooden coffee table. An open kitchen is visible in the background, showcasing bar stools and modern cabinetry. Natural light enhances the inviting ambiance.

4.9 out of 5 average rating, 416 reviews

Overlooking Uptown St. Augustine

The exterior of a two-story building showcases a contemporary design with a vibrant turquoise front door and matching chairs on the balcony. White wooden siding contrasts with dark railings, while lush greenery and landscaping enhance the entrance.

4.98 out of 5 average rating, 470 reviews

*2BR* Luxe Loft Close to Everything | Balcony

A well-lit living room showcases a grey sofa with yellow accent pillows and a glass coffee table. A large television stands on a dark wood console, while a potted plant adds a touch of greenery. Natural light enters through the door leading to a small porch.

4.97 out of 5 average rating, 122 reviews

Lovely Cozy 2 BR Home in St. Augustine

A small dining area features a round wooden table surrounded by two wooden chairs. A bottle of wine and a decorative plant sit on the table. Natural light filters through sheer curtains, illuminating the space, while a coffee table with a tray and candles is positioned nearby.

4.88 out of 5 average rating, 412 reviews

St. Augustine Studio Oasis In The Middle Of It All

A tranquil courtyard is depicted with a tiered fountain at its center, surrounded by lush greenery and tropical plants. Two benches are positioned near the fountain, inviting relaxation. Soft light filters through the tall trees overhead, creating a serene atmosphere.

4.9 out of 5 average rating, 171 reviews

Carriage Hse in the trees, Historic St. Augustine

4.97 out of 5 average rating, 103 reviews

>•< Resort Style Retreat >•<

House rentals with a washing machine and dryer

A bright living space features plush sofas facing a wall-mounted smart TV. A decorative fireplace with a tiled surround is centered beneath the TV, flanked by windows allowing natural light. An accent table with a blue hue and a woven basket complements the warm wood finishes.

4.97 out of 5 average rating, 119 reviews

Flagler Cottage l 1 Block to Historic District

4.92 out of 5 average rating, 113 reviews

Walk to Historic Downtown! $300 in Free Tickets!

A charming two-story house features a light-colored exterior with a turquoise door and matching roof. Lush green grass surrounds the home, accented by vibrant pink and green foliage. A welcoming front porch is adorned with hanging lights, inviting guests to relax in the outdoor space.

4.96 out of 5 average rating, 104 reviews

Wright Downtown

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.

4.98 out of 5 average rating, 197 reviews

Newly built w/garage In The Heart of St.Augustine

A modern home with a distinctive triangular roof stands among lush greenery. A manicured lawn extends in front, bordered by palm trees. The building features a combination of light-colored siding and wooden accents, with a small balcony that adds to its architectural charm.

5 out of 5 average rating, 105 reviews

Luxury Modern Home in Prime Location 2BDR-3BTH

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.

4.92 out of 5 average rating, 248 reviews

DOWNTOWN ~ Victorian Home ~ ABOVE CUPCAKE SHOP!

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.

4.93 out of 5 average rating, 115 reviews

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

A spacious waterfront deck offers lounge seating with blue cushions, set against a vibrant sunset sky filled with pink and orange hues. A hammock is positioned nearby, with palm trees framing the stunning view of the water and docks in the background.

5 out of 5 average rating, 132 reviews

Waterfront - Lion’s Bridge & Old Town View

Apartment rentals with a washing machine and dryer

Apartment in Lincolnville

A brightly lit living area features a comfortable brown sofa and two accent chairs with blue cushions. A coffee table is positioned centrally, complementing the light rug beneath. The dining area is visible, showcasing a dark table set for six, with wall art enhancing the space.

4.97 out of 5 average rating, 125 reviews

Middle of Historic District + Quiet at Night

Apartment in St. Augustine Beach

The living area features comfortable seating, including a soft blue sofa and an armchair, arranged around a white coffee table. Light-colored décor and subtle greenery create a relaxed ambiance. The space is illuminated by a contemporary chandelier, with a view of the kitchen and dining area in the background.

4.96 out of 5 average rating, 156 reviews

Newly renovated! Steps to BEACH & POOL!

The living room features a comfortable gray sofa facing a wall-mounted television. A round coffee table sits on a light area rug, complemented by decorative plants. Bright natural light fills the space through sliding glass doors, leading to a balcony.

4.98 out of 5 average rating, 159 reviews

Pretty walk to Old Town, Anastasia Island 2 bdrm

Apartment in St. Augustine Beach

A cozy living area features a blue sofa accompanied by a decorative chair and a wooden coffee table. A ceiling fan provides airflow in the space. The open layout offers a view of the kitchen, where modern appliances and a breakfast bar create a welcoming atmosphere.

4.85 out of 5 average rating, 168 reviews

Ocean Side Complex with Heated pool B-24

A bright living area features large floor-to-ceiling windows that provide sweeping ocean views. Comfortable seating is arranged around a central coffee table adorned with decorative items. A Smart TV is positioned for easy viewing, while a ceiling fan adds a cooling breeze.

4.97 out of 5 average rating, 112 reviews

Family Beach Condo - Steps To The Sand Or Pool

Apartment in Treasure Beach

Lush greenery frames a wooden pathway leading to a sandy beach, with palm trees and residential buildings visible in the background. The sky is illuminated by soft hues of sunset, creating a serene backdrop for the coastal environment.

5 out of 5 average rating, 113 reviews

Boutique Beachside condo with easy access to beach

A sunset scene is depicted with two people walking along the beach, silhouetted against the vibrant orange and yellow hues of the sky. The sun is setting on the horizon, reflecting shimmering light on the water, while a figure is seen swimming in the background.

4.95 out of 5 average rating, 124 reviews

St Augustine Beach 2 Bed Condo

The living room features comfortable seating, including a blue sofa and two patterned armchairs. A wooden coffee table sits centrally, complemented by side tables with lamps. Natural light fills the space through sliding glass doors, providing a view of the outdoor area.