Entire home

💲Historic Lady💲2 Block Stroll to DT- 3Mi to Beach - Optional Guesthouse

Family-friendly holiday home in St. Augustine

Photo gallery for 💲Historic Lady💲2 Block Stroll to DT- 3Mi to Beach - Optional Guesthouse

The Downtown Historic Lady (3 Bedroom 4 Bath - Sleeps 10) with Optional Romantic Guesthouse pictured at the end
Easy Half Mile stroll to St George Street and the Center of the Historic District - 3 Miles to Vilano Beach - 5 Miles to St Aug Beach
New Kitchen with Granite Counter & Microwave hidden in the island
Dining Alcove
2nd Greatroom with Piano

Reviews

10 out of 10, Loved by Guests
3 bedrooms4 bathroomsSleeps 102200 sq ft

Popular amenities

  • Kitchen
  • Washing machine
  • Dryer
  • Air-conditioning
  • Outdoor space

Explore the area

View in a map
Saint Augustine, FL
  • Place, Flagler College
    ‪4 min walk‬
  • Place, St. George Street
    ‪7 min walk‬
  • Place, Castillo de San Marcos National Monument
    ‪10 min walk‬
  • Airport, St. Augustine, FL (UST-Northeast Florida Regional)
    ‪9 min drive‬

Rooms & beds

3 bedrooms (sleeps 10)

Bedroom 2 - Large King Bedroom + Daybed uses Hall Bath

1 Single Bed and 1 King Bed

Bedroom 3 - Queen with Bath

1 Queen Bed

Common Space

1 Double Sofa Bed

Master 1 - King with Balcony, 2 Closets & Private Bath

1 King Bed

4 bathrooms

Bedroom 3 Bath with Clawfoot Tub

Bathtub · Toilet

First Floor Bath with Soaking Tub for Guest & Sleeper Sofa

Bathtub · Toilet

Hall Bath for Bedroom 2 with Marble Shower

Toilet · Shower only

Master Bath 1 - Marble Bath with 2 Marble Top Vanities &

Toilet · Shower only

Spaces

Deck or patio
Porch or lanai
Kitchen
Balcony

About this property

💲Historic Lady💲2 Block Stroll to DT- 3Mi to Beach - Optional Guesthouse

THE HISTORIC LADY - DOWNTOWN (4 Bedroom 4 Bath - SLEEPS 10) with OPTIONAL ROMANTIC GUESTHOUSE (1 Bedroom 1 Bath - SLEEPS 4)

Renovated in 2016 with 3 Bedrooms + Sleeping Porch & 4 Baths (Sleeps 6 - 10) with optional ROMANTIC GUESTHOUSE - 1 Bedroom 1 Bath (Sleeps 2 - 4) rented separately. Easy half mile walk to all the Historic Sights and Restaurants in Downtown St Augustine. You'll feel like you are back in time. Strolling Old World Walking Streets. Romantic Lighting. Outdoor Music filling the air. Forget your car. Here everyone "Walks". Yet you are only 3 miles to Vilano Beach or 5 miles to the St Aug Beach Pier. We provide Beach Chairs, Towels & Boogie Boards. Combining the "Beach" with the "Romantic Old World" this is truly the "Best of Both Worlds!"

If you need more space, check the links to my other 6 Downtown or 5 Oceanfront Homes at the bottom of the listing.

And be sure to watch the WALK THRU Videos under the Floor Plan Tab. It is the best way to get a feel of the house. Just use your mouse to walk thru. I think you will love it.



You will fall in love with this Classic 1920 Home from Henry Flagler's original Model Land Company. It has been lovingly restored in 2016 (my me) to Better than New. Original Heart of Pine Floors throughout. Everything else NEW but in "Old Style" with Marble Baths, Ship Lap wall and cool gray colors.



KITCHEN - New White Shaker Kitchen with lots of Glass. Popular Gray Granite Counters. All Stainless appliance + Gas Stove. Two Islands. One with a Microwave "Drawer." I had never seen one before and just fell in love. The other wraps around the Fireplace and opens onto the central Greatroom/Dining area. And my favorite, the Ship Lap walls that tie it all together.



2 GREATROOMS - Designed for flexibility there are actually 2 Greatrooms. Each with Wall Mounted Big Screen TVs. The second Greatroom with Grand Piano is accessed thru French Doors which can left open or closed to convert it into a Downstairs 5th Bedroom with Queen Leather Sleeper Sofa. There is easy access to the 1st Floor bath with amazing $7,000 Soaking Tub, marble floors and vanity top.



4 BEDROOMS -Upstairs there are 3 Bedrooms + a Sleeping Porch & 3 more Baths. Each with TV and Wireless Internet.



Bedroom 1- King Bed with Private Bath. Includes small Outdoor "Romeo" Patio. Barn Door leads to Bath with Marble Floors and Shower & 2 Marble Vanities.



Bedroom 2 - King Bed + Twin Daybed with easy access to Hall Bath with Marble floors, Vanity and Shower.



Bedroom 3 - Queen Bed with French doors to Sleeping Porch & Bath with Claw Foot Tub.

Bedroom 4 - Small Sleeping porch with Twin Daybed accessed thru Bedroom 3 and sharing its Bath.



OUTDOOR DINING - Outdoor private Paver Patio with Dining and String Lights

OUTDOOR GRILL - Gas Grill on Covered Patio

LAUNDRY - Washer Dryer off the Kitchen.



OPTIONAL GUESTHOUSE - Need more space? Rent the ROMANTIC GUESTHOUSE located on the same lot above the detached garage. It is a 1 Bedroom + 1 Bath + Sleeper Sofa (Sleeps 2 - 4). Same hardwood floors. Same NEW White Kitchen, same Marble Bath. Just Smaller with Vaulted open Rafter Ceiling. Charming. CLICK HERE to see the photos and calendar.

NEED MORE SPACE? We have 2 other Vacation Rental locations Downtown within a block of the Historic Lady and 5 Oceanfront homes located 5 miles south on Anastasia Island. You can see them detailed below or on my Website at www.LindasBeach.com.


1. Downtown- 28 Riberia St & Guesthouse - 2 Blocks to Historic DT - 2 Options



Historic Lady - Main House (3 BD 4 BA - Sleeps 10) https://lindasbeach.com/Historical-Lady/ (Shown Here)

Romantic Getaway - Guesthouse (1 BD 1 BA - Sleeps 4) https://lindasbeach.com/romantic-studio/



2. Downtown- 67 Lemon St & Guesthouse in Alley - 2 Blocks to Riberia and 2 Blocks to the Historic Downtown - 4 Options



Lemon Street Retreat - Main House (3 BD 3 BA - Sleeps 8) https://lindasbeach.com/755368/

Lemon Guesthouse - Both Floors (4 BD 3.5 BA - Sleeps 14) https://lindasbeach.com/373726/

Palm View - 2nd Floor Guesthouse (3 BD 2 BA - Sleeps 9) https://lindasbeach.com/Palm-View/

Secret Garden - 1st Floor Guesthouse (1 BD 1.5 BA) - Sleeps 5) https://lindasbeach.com/373723/



3. Downtown- 28 Saragossa St - 1 Block to Lemon or Riberia - 1 Block to Historic DT - 2 Options



Grand Oak (1 BD 1 BA - Sleeps 4) https://lindasbeach.com/755361/

Palm Paradise (1 BD 1 BA - Sleeps 4) https://lindasbeach.com/755364/



4. Oceanfront - 2 1st Lane - 5 Miles South of Downtown - Direct Oceanfront



Chautauqua (7 BD 6.5 BA - Sleeps 21) https://lindasbeach.com/chautauqua/



5. Oceanfront - 2 9th St - 15 Houses north of Chautauqua - Direct Oceanfront - 4 Options



Seaside Cottage 1 (6 BD 5 BA - Sleeps 19) https://lindasbeach.com/372392/

Seaside Cottage 2 (2 BD 3 BA - Sleeps 7) https://lindasbeach.com/372394/

Seaside Cottage 3 (2 BD 2 BA - Sleeps 6) https://lindasbeach.com/372396/

Seaside Cottage 4 (1 BD 1.5 BA - Sleeps 5) https://lindasbeach.com/372397/



BOOKMARK ME - Please bookmark at www.LindasBeach.com or see the individual homes above.

Remember you save 5-15% when you book directly with me vs VRBO or Airbnb.

CALL LINDA - My goal is to create the "Ultimate Vacation Experience" and have it become a part of "Your Family Tradition" so that you will grow to consider us "Your second home in St Augustine".

Feel free to call me anytime at 904.465.3852. I always answer my phone and am here to help. I am also a Realtor so if you "Fall in Love" like I did, I can help you find a great deal on a Vacation Home. I would love to take you Shopping.


Thank you for considering us,

Linda Bayles
904.465.3852
Email Info@LindasBeach.com
To Search for a Vacation Rental see www.Lindasbeach.com
I am also Realtor at FL Homes Realty & Mortgage if you decide you want to stay

Add dates for prices

Amenities

Kitchen
Washing machine
Dryer
Free WiFi
Air conditioning
Outdoor space

Have a question?

AI iconBeta

Get instant answers with AI powered search of property information and reviews.

Similar properties

House Rules

Check in after 3:30 PM
Minimum age to rent: 25
default

Children

Children allowed: ages 0–17
default

Events

No events allowed
default

Pets

No pets allowed
default

Smoking

Smoking is not permitted

Important information

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a deadlock
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room
Property # 4198392

About the area

St. Augustine

Located by the sea, this holiday home is in Downtown Historic District, a neighbourhood in St. Augustine. St. George Street and St. Augustine Premium Outlets are worth checking out if shopping is on the agenda, while those wishing to experience the area's natural beauty can explore Anastasia State Park and St. Augustine Beach. Consider Castle Otttis for a night out or World Golf Village if you're travelling with kids. Kayaking and windsurfing offer great chances to get out on the surrounding water, or you can seek out an adventure with ecotours and cycling nearby.
Map
Saint Augustine, FL

What's nearby

  • Flagler College - 4 min walk - 0.4 km
  • St. George Street - 7 min walk - 0.7 km
  • Ponce de Leon Hotel - 9 min walk - 0.8 km
  • Castillo de San Marcos National Monument - 10 min walk - 0.9 km
  • Lightner Museum - 11 min walk - 0.9 km

Getting around

  • St. Augustine, FL (UST-Northeast Florida Regional) - 8 min drive

Restaurants

  • ‪Carmelo's Pizzeria - ‬7 min walk
  • ‪San Sebastian Winery - ‬7 min walk
  • ‪Georgie's Diner - ‬6 min walk
  • ‪Ann O'Malleys - ‬8 min walk
  • ‪Barley Republic - ‬8 min walk

Frequently asked questions

Is 💲Historic Lady💲2 Block Stroll to DT- 3Mi to Beach - Optional Guesthouse pet-friendly?

No, pets are not allowed at this property.

How much is parking at 💲Historic Lady💲2 Block Stroll to DT- 3Mi to Beach - Optional Guesthouse?

On-site parking is available at the property.

What time is check-in at 💲Historic Lady💲2 Block Stroll to DT- 3Mi to Beach - Optional Guesthouse?

Check-in begins at 3:30 PM.

Where is 💲Historic Lady💲2 Block Stroll to DT- 3Mi to Beach - Optional Guesthouse located?

This family-friendly St. Augustine holiday home is located by the sea, within a 5-minute walk of Flagler College Tennis Center and Flagler College. St. George Street and Castillo de San Marcos National Monument are also within 15 minutes.

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 162 out of 172 reviews
Rating 8 - Good. 9 out of 172 reviews
Rating 6 - Okay. 1 out of 172 reviews
Rating 4 - Poor. 0 out of 172 reviews
Rating 2 - Terrible. 0 out of 172 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

10/10 Excellent

Jill A.

Liked: Cleanliness, check-in, communication, location, listing accuracy
A beautiful home in a great neighborhood, easily walkable to the historic district.
Stayed 3 nights in Dec 2025

8/10 Good

kath a.

Liked: Cleanliness, check-in, communication, location, listing accuracy
It's an older property but charming and Linda was super at communicating! Location was perfect, a few blocks to downtown and nice neighborhood.
Stayed 4 nights in Nov 2025

10/10 Excellent

Christy R.

Liked: Cleanliness, check-in, communication, location, listing accuracy
This is a wonderful property. Plenty of room and the location is perfect for exploring downtown.
Stayed 3 nights in Sep 2025

10/10 Excellent

Kelton G.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great place to stay

Modernized bathrooms and kitchen, but still has the charm of an older house. The host made everything painless, and the house is located in a great area.
Stayed 4 nights in Jun 2025

10/10 Excellent

Elita F.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful, Historical, Cozy House

This is an absolutely beautiful property within walking distance to most of the attractions in St. Augustine.
Stayed 3 nights in Mar 2025

10/10 Excellent

Jolene P.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect location

We had such a great stay at the Historic Lady! The location was great, we felt very safe and were able to walk everywhere we wanted to go. Beds were comfortable, house was clean and well stocked!
Stayed 3 nights in Mar 2025

10/10 Excellent

Katie D.

Liked: Cleanliness, check-in, communication, location, listing accuracy
fabulous house!
Stayed 3 nights in Jul 2025

10/10 Excellent

Ali W.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great home, plenty of space, walking distance to historic St. Augustine.

Checking in and out was easy - would highly recommend!
Stayed 2 nights in Mar 2023

10/10 Excellent

chelsea n.

Liked: Cleanliness, check-in, communication, location, listing accuracy
My entire bridal party got ready at the Historic Lady the morning of my wedding and it was so special! Will post pictures once I get them back!
Stayed 3 nights in Sep 2025

10/10 Excellent

Duncan B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Excellent location and amenities

Great house, neighborhood and city
Stayed 3 nights in Mar 2023

10/10 Excellent

Catherine S., Carmel

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great location and nice accommodations

Accommodations were clean and comfortable. Great location. Easy walk to distillery, winery with rooftop restaurant, chocolate factory, ice plant bar and restaurant, historic district …
Stayed 5 nights in Feb 2023

10/10 Excellent

Kathy R.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful, comfortable, convenient

This was a lovely place for a family stay and property manager was very easy to get help from!
Stayed 2 nights in May 2023

10/10 Excellent

Vickie T.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Birthday getaway

There was 6 adults celebrating 2 birthdays, we had a great time. Great location everything was just like listed, highly recommend.
Stayed 4 nights in Sep 2024

10/10 Excellent

Erica F.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Grisl night out for nights of lights

House was great and such a short walk to downtown! We loved everything about the house!
Stayed 1 night in Dec 2024

10/10 Excellent

aileen P.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great House, Location and Host

Great stay Wonderful house and location. Linda was a fantastic host. Easy check in and super helpful. Highly recommend.
Stayed 3 nights in Oct 2024

10/10 Excellent

Moriah J.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect

Great location, accurate description and excellent communication with host. Would definitely stay here again!
Stayed 2 nights in Nov 2023

10/10 Excellent

Jeff K.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Spectacular location

Great house in a spectacular location. Very well appointed house and walkable to most attractions but just far enough away to get quiet evenings.
Stayed 6 nights in Apr 2023

10/10 Excellent

Jan J., Gainesville, Fl.

Liked: Cleanliness, check-in, communication, location, listing accuracy

College roommate reunion

We really enjoyed our stay. Very convenient to walk to the historic district.
Stayed 2 nights in Jan 2023

8/10 Good

Philip C.

Liked: Cleanliness, check-in, communication, location

Short Stay

Enjoyable
Stayed 2 nights in Apr 2022

10/10 Excellent

Lindsey H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great stay

The historic lady was a great place to get away! It was very clean, spacious, and had a wonderful kitchen. Our host Linda was also extremely helpful and had wonderful communication. I would definitely stay here again!
Stayed 3 nights in Jun 2023

10/10 Excellent

Heidi H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Cute historic house with modern amenities

We loved our stay! The house was wonderful, everyone had room and the living space allowed for us all to enjoy time together at the house!
Stayed 2 nights in Feb 2023

10/10 Excellent

Brian F.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful house with plenty of room

The property is walking distance to everything. The rooms are spacious with excellent finishings. Highly recommend staying here.
Stayed 2 nights in Jul 2024

10/10 Excellent

Anthony M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Location

This home is the perfect location to walk to everything in downtown St Augustine. Very safe and friendly neighborhood!
Stayed 3 nights in Oct 2023

10/10 Excellent

pjlucas1000

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great stay in St. Augustine

Great house, plenty of room for our extended family. Great gathering spaces. Walk to town is easy and short. Host was very helpful and accommodating. Would definitely stay here again!
Stayed 3 nights in Mar 2024

10/10 Excellent

Chari M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful home so close to the historic district!

We loved this beautiful home. Plenty of room for us three couples. Beds were sooo comfortable;). It only took about 15 to walk to the historic district - parked the car when we got there and didn’t have to use it til we left. Loved it!
Stayed 2 nights in Dec 2024

About the host

Hosted by Linda Bayles

Host profile image
My name is Linda Bayles. I have been a Realtor in the Jacksonville/St Augustine area ranking in the Top 1% of Agents since 1998. In 2005 I walked into a 1926 beach cottage direct oceanfront on St Augustine Beach and knew I had found my calling. I wanted to 'Create' a vacation space for Families. Large extended families. A place were Cousins, Grandmothers, Uncles and Aunts can comfortably come together to reconnect and enjoy each other away from the demands of the outside world. I come from a large family of 5 children as does my husband, Brad. Some of my fondest memories are when we all got together to just 'hang out' for 3 or 4 days. The little ones always come up with a 'play'. The adults always congregate in the Kitchen passing down the 'Family Recipes' to the next generation and playing Games. We are a big Game playing family. Specifically Rummikub. We start them at 5 and My Mother is still going at 95. If you have never played, you must. I make sure there is one in each house. Once you are hooked and have one of your own, I hope you will think of your St Augustine stay every time you play.

So I bought that 1926 Craftsman, gutted it and turned it into The Chautauqua which sleeps 21. It has been a rewarding success. In 2011, my Father expanded the tradition and bought 4 homes on one Oceanfront compound on 9th Street. We could not believe our luck and spent the next year remodeling them into The Seaside Cottages. We started renting them in June of 2012. The Best part is not only the homes but the BEACH. There are only 18 streets on the “Best Beach” - No cars. No Catwalk. The ocean right at your door. Great Restaurants within walking distance. Amazing.

And then I discovered the charm of Downtown St Augustine. At night it is like strolling in an old European City. So in 2016 I decide to moved Downtown and renovated 4 more Downtown Vacation Rentals. Ranging from 1 to 4 Bedrooms all walking distance of St George Street, the Center of Historic Downtown and all the Restaurants, Sights and Music and only 2 blocks from each other. Great for Downtown Weddings with the Bride taking one house and the Groom the other.

My Goal is to provide the best vacation spot possible. I hope you will stay with us and create memories you will cherish for a lifetime. Feel free to call me any time day or night.

Always at your service,

Linda Bayles
Florida Home Realty & Mortgage

PS: I am also a Realtor. I work primarily as a Single Agent. There are not many of us out there. Most Realtors work as neutral Transaction Agents. You can google 'Buyers Agent' to get an overview of the difference. I think it is big. Just ask yourself the question, Would I want the other sides Attorney to represent me too? That's it in a nut shell but the amazing thing is, unlike Attorneys, it does not cost you anything to have your OWN Realtor representing just YOUR interest. We are all paid by the Seller. So .... I would love to help if you are thinking about buying or selling in the area. Just call and I will send photos of what's available. Once here I would love to give you a tour of the area and take you "shopping". We can see about 4 per hour and you have me as long as it takes.

Languages:

English

Premier Host

They consistently provide great experiences for their guests
Tell us how we can improve our siteShare feedback