St. Augustine Downtown Guest House

The Downtown Guest House on Loring

Your Home Away from Home in Historic St. Augustine

Spend your days exploring America’s oldest city and your evenings relaxing in a place that feels like your own. The Downtown Guest House on Loring is tucked along a quiet, tree-lined street, just a short walk from the restaurants, shops, and attractions that make downtown St. Augustine such a memorable getaway.

This inviting St. Augustine vacation rental combines room to spread out with thoughtful comforts throughout. High ceilings, graceful archways, and an open kitchen create a welcoming setting for family vacations, getaways with friends, or a longer stay. Travertine floors, granite and quartz countertops, comfortable beds, and carefully chosen furniture and artwork give the home a warm, polished feel.

Enjoy a leisurely breakfast before heading into town, gather around the table after a day of sightseeing, or fire up the BBQ in your private, fenced backyard. With off-street parking for two cars, settling in is easy.

Stay Close to Everything You Came to See

One of the best parts of staying here? You can leave the car behind and explore.

Walk to St. George Street for shopping and dining, wander toward the St. Augustine Bayfront, or enjoy an event at nearby Francis Field. From historic streets and local restaurants to waterfront views, there’s plenty to discover close to your home base.

When you’re ready for a break, return to your peaceful corner of downtown. It’s the convenience of a vacation rental in historic St. Augustine, with the privacy and comfort of a whole house.

Discover the St. Augustine We Love

We fell in love with St. Augustine’s mix of history, creativity, and everyday pleasures—and we think you will, too.

Explore Castillo de San Marcos, visit the Fountain of Youth, and peek inside the Oldest Wooden Schoolhouse. Browse galleries, find a favorite café, or spend an afternoon enjoying the nearby beaches. Some of the best vacation moments happen when you take your time and see where a little wandering leads.

Whether you’re visiting for a weekend escape, a family vacation, or a downtown festival, the Downtown Guest House on Loring gives you a comfortable place to settle in and make St. Augustine your own.

Come stay with us. Your St. Augustine getaway starts here.

 


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Frances - April 2024

Frances - April 2024

"Wendy and David’s beautiful home is in a lovely, quiet neighborhood and is the perfect base from which to explore St. Augustine with all the sites being within a 15-minute walk and the beach a quick car ride away. They thought of everything to make one’s stay comfortable. Their home was spotless with plenty of towels, linens, toiletries, and beach items, along with a binder that contained great sightseeing, restaurant, and shopping ideas. The bright, fun, whimsical decor of their home makes one feel that they are on vacation and away from reality. My family and I enjoyed the private, outdoor space with the firepit and barbeque. I can’t say enough about Wendy and David’s home and will certainly stay there again when visiting St. Augustine."

Cheryl - January 2024

Cheryl - January 2024

"Location is great - walking distance to historic section but far enough away to be quiet and peaceful. Decor is just as shown - you find something new to look at every day. The home provides every amenity and has a lovely backyard with lovely lighting. The hosts were very responsive. Would recommend for sure!"

Beth - December 2023

Beth - December 2023

"I can’t say enough about how wonderful this place is! It is absolutely lovely. Everything you could possibly need is provided in a warm, comfortable, inviting setting. The location is perfect! Walking distance to so many things you’ll want to see and do. Best airbnb we’ve stayed at in a while."

Rachel - December 2023

Rachel - December 2023

"Wendy and David's place is just as charming and clean as the photos show. Beds were comfy, and there were so many extra special touches not seen in other AirBNBs I've stayed at before (toiletries, pre-stamped postcards to send, wine, coffee ,etc). My family and I enjoyed our stay here immensely! The location is perfect for exploring St. Augustine as well. Would recommend to anyone traveling to St. Augustine for sure!"

Illuminated exterior of St. Augustine Guest House at dusk, featuring arched windows, a cozy seating area, and a well-maintained garden path.
Exterior view of a St. Augustine vacation rental surrounded by tropical plants, featuring a white picket fence, a walkway leading to the front porch, and a welcoming atmosphere.
Bright entrance area with arched windows, decorative coat rack, and a console table with coastal-themed decorations.
Entrance area of St. Augustine Guest House featuring a bright window with tropical garden views, colorful decor, and a bag with the phrase
Open-concept living room with a large sectional sofa, colorful decor, and a view into the dining area and kitchen, all bathed in natural light from large windows.
A shelf filled with board games, books, and colorful artwork in a cozy corner of a vacation rental in St. Augustine.
Spacious living room with cozy seating, a large flat-screen TV, and a vibrant, beach-themed decor, opening to a dining area with colorful furnishings.
A spacious living room with turquoise and leather seating, a large TV, and a view of the backyard through glass doors, offering a comfortable and inviting space for guests.
A wall featuring a large inspirational quote on a scroll, set above a rustic wooden cabinet adorned with a vintage-style record player and charming decorative items.
Open-concept living area with a view of the kitchen, custom bar stools, and a comfortable seating area in a vacation rental.
A bright and open kitchen with colorful wooden bar stools, modern gray cabinets, and elegant lighting, offering a welcoming space for cooking and socializing.
Close-up of hand-painted bar stools featuring vibrant colors and inspirational quotes, part of the artistic decor in a St. Augustine vacation rental.
A modern kitchen with gray cabinets, marble countertops, and a well-organized space, perfect for preparing gourmet meals.
A set of cookbooks neatly arranged between bookends on a marble countertop, offering culinary inspiration in a vacation rental's kitchen in St. Augustine.
Modern kitchen with grey cabinets, marble countertops, and a decorative pantry door, showcasing a coastal design.
Close-up of various coffee pods neatly organized in a drawer, offering a variety of flavors for guests at a St. Augustine vacation rental.
A bright dining area with custom-painted chairs and table, adorned with beach-themed artwork, offering a cheerful space for meals.
Dining area featuring hand-painted chairs and table with tropical designs, colorful wall art, and a decorative flower centerpiece in a vacation rental.
Spacious living and dining area in a St. Augustine vacation rental featuring colorful, hand-painted furniture, a cozy seating area, and unique tropical decor.
A hallway with bright natural light coming through plantation shutters, featuring coastal-themed artwork and decor. An arched doorway reveals a vibrant, tropical-themed bedroom with a hand-painted bed and colorful oceanic decor, embodying a warm and welcoming coastal atmosphere.
A bright bedroom with a large bed, colorful pillows, and a wooden headboard. The room has French doors opening to a garden, a wall-mounted TV, and coastal-themed decor, including a mermaid wall art. The room is designed for comfort and relaxation.
A vibrant bedroom with a hand-painted bed featuring tropical scenes, colorful fish wall art, and coastal-themed decor. The room is bright with natural light from a large window and glass door, creating a serene and whimsical atmosphere.
A well-lit bathroom with a coastal theme, featuring a glass vessel sink on a mosaic countertop, a large mirror with natural wood framing, and a walk-in shower. The room is adorned with nautical decorations, including a vibrant mermaid wall art.
A well-lit bathroom with a coastal theme, featuring a glass vessel sink on a mosaic countertop, a large mirror with natural wood framing, and a walk-in shower. The room is adorned with nautical decorations, including a vibrant mermaid wall art.
A twin bedroom with two beds dressed in white linens and colorful, tropical-themed pillows. The room features a turtle-themed rug and wall decor, striped headboards, and French doors that open to a lush garden, allowing natural light to fill the space. The room has a bright and cheerful atmosphere, perfect for relaxation.
A twin bedroom with two beds dressed in white linens and colorful, tropical-themed pillows. The room features a turtle-themed rug and wall decor, striped headboards, and French doors that open to a lush garden, allowing natural light to fill the space. The room has a bright and cheerful atmosphere, perfect for relaxation.
A twin bedroom with two beds dressed in white linens, featuring a built-in wooden cabinet, a coastal-themed cushion on a small chair, and a mirror on the wall. The room has neutral tones with coastal decor accents, creating a cozy and welcoming atmosphere. A doorway leads to the main living areas of the home.
Coastal-themed bathroom with a tub and etched glass featuring a lighthouse design, white cabinet with amenities, and nautical decor in a vacation rental.
Coastal-themed bathroom with a tub and etched glass featuring a lighthouse design, white cabinet with amenities, and nautical decor in a vacation rental.
A cozy bedroom with a coastal theme, featuring a colorful headboard, vibrant pillows, and ocean-inspired decorations. The room has a ceiling fan, wooden flooring, and a large window letting in natural light. A small bench and wooden ladder add to the beachy vibe.
A laundry room featuring a modern stacked washer and dryer, with a pineapple
Backyard patio area with a fire pit, Adirondack chairs, and a green bistro table set, surrounded by greenery and tall trees, offering a peaceful retreat at a vacation rental.
Backyard area with a fire pit surrounded by Adirondack chairs, lush greenery, and a patio with outdoor seating at a vacation rental.
Outdoor fire pit area at St. Augustine Guest House with Adirondack chairs, surrounded by trees and illuminated by string lights and landscape lighting.
Front view of a house at dusk with warm exterior lighting, surrounded by trees and a white fence with sea turtle cutouts, creating a welcoming and tranquil atmosphere.