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💲Historic Lady💲2 Block Stroll to DT- 3Mi to Beach - Optional Guesthouse
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Reviews
10 out of 10
Exceptional
3 bedrooms 4 bathrooms Sleeps 10 204.4 sq m
Popular amenities
Explore the area

Saint Augustine, FL
- Flagler College5 min walk
- St. George Street7 min walk
- Castillo de San Marcos National Monument10 min walk
- 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
Kitchen
Balcony
About this property
💲Historic Lady💲2 Block Stroll to DT- 3Mi to Beach - Optional Guesthouse
THE HISTORIC LADY - NEWLY RENOVATE in 2016 with 3 Bedrooms & 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 out all 6 of my other Downtown homes and 5 Direct Oceanfront homes at the end of this listing.
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.
3 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 with Twin Daybed & Bath with Claw Foot Tub.
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 GETAWAY located in back - 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. See https://www.vrbo.com/4079442ha?
NEED MORE SPACE? - See links below to 6 additional Downtown homes and 5 Direct Oceanfront homes on St Augustine Beach
DOWTOWN:
Romantic Getaway Guesthouse (behind the Historic Lady) - 1 BD 1 BA - Sleeps 4 - https://www.vrbo.com/4079442ha?dateless=true
Downtown - 67 Lemon Street (2 Streets north)
Lemon Street Retreat (Main house)- 3 BD 3 BA - Sleeps 6 - https://www.vrbo.com/9855477ha?dateless=true
Lemon Guesthouse - 4 BD 3.5 BA - Sleeps 14 - https://www.vrbo.com/4651526ha?dateless=true
Lemon Guesthouse Upstairs Only - Palm View - 3 BD 2 BA - Sleeps 9 - https://www.vrbo.com/4646734ha?dateless=true
Lemon Guesthouse First Floor Only - Secret Garden - 1 BD 1.5 Ba - Sleeps 5 - https://www.vrbo.com/4647397ha?dateless=true
Downtown - 28 Saragossa (2 Streets East - Quarter Mile Walk to St George Street)
The Grand Oak - 1 BD 1 BA - Sleeps 4 - www.vrbo.com/9862878ha?dateless=true
Palm Paradise - 1 BD 1 BA - Sleeps 4 - www.vrbo.com/9862879ha?dateless=true
DIRECT OCEANFRONT
Direct Oceanfront - 2 1st Lane
Chautauqua - 7 BD 6.5 BA - Sleeps 21 - https://www.vrbo.com/128579ha?dateless=true
Direct Oceanfront - 2 9th Street (all on the same lot):
Cottage 1 - 6 BD 5 BA - Sleeps 19 - https://www.vrbo.com/997177ha?dateless=true
Cottage 2 - 2 BD 3 BA - Sleeps 7 - https://www.vrbo.com/997263ha?dateless=true
Cottage 3 - 2 BD 2 BA - Sleeps 6 - https://www.vrbo.com/3528115ha?dateless=true
Cottage 4 - 1 BD 1.5 BA - Sleeps 5 - https://www.vrbo.com/3528116ha?dateless=true
Call me anytime day or night at 904-465-3852. We want to make this the best vacation you have ever had and keep you coming back for years. I am also a Realtor, for the last 20 years, and would love to help you find the perfect home or second home. I can testify it is a great place to live and would love to share it with you.
Thank you for considering me,
Linda Bayles
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.
3 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 with Twin Daybed & Bath with Claw Foot Tub.
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 GETAWAY located in back - 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. See https://www.vrbo.com/4079442ha?
NEED MORE SPACE? - See links below to 6 additional Downtown homes and 5 Direct Oceanfront homes on St Augustine Beach
DOWTOWN:
Romantic Getaway Guesthouse (behind the Historic Lady) - 1 BD 1 BA - Sleeps 4 - https://www.vrbo.com/4079442ha?dateless=true
Downtown - 67 Lemon Street (2 Streets north)
Lemon Street Retreat (Main house)- 3 BD 3 BA - Sleeps 6 - https://www.vrbo.com/9855477ha?dateless=true
Lemon Guesthouse - 4 BD 3.5 BA - Sleeps 14 - https://www.vrbo.com/4651526ha?dateless=true
Lemon Guesthouse Upstairs Only - Palm View - 3 BD 2 BA - Sleeps 9 - https://www.vrbo.com/4646734ha?dateless=true
Lemon Guesthouse First Floor Only - Secret Garden - 1 BD 1.5 Ba - Sleeps 5 - https://www.vrbo.com/4647397ha?dateless=true
Downtown - 28 Saragossa (2 Streets East - Quarter Mile Walk to St George Street)
The Grand Oak - 1 BD 1 BA - Sleeps 4 - www.vrbo.com/9862878ha?dateless=true
Palm Paradise - 1 BD 1 BA - Sleeps 4 - www.vrbo.com/9862879ha?dateless=true
DIRECT OCEANFRONT
Direct Oceanfront - 2 1st Lane
Chautauqua - 7 BD 6.5 BA - Sleeps 21 - https://www.vrbo.com/128579ha?dateless=true
Direct Oceanfront - 2 9th Street (all on the same lot):
Cottage 1 - 6 BD 5 BA - Sleeps 19 - https://www.vrbo.com/997177ha?dateless=true
Cottage 2 - 2 BD 3 BA - Sleeps 7 - https://www.vrbo.com/997263ha?dateless=true
Cottage 3 - 2 BD 2 BA - Sleeps 6 - https://www.vrbo.com/3528115ha?dateless=true
Cottage 4 - 1 BD 1.5 BA - Sleeps 5 - https://www.vrbo.com/3528116ha?dateless=true
Call me anytime day or night at 904-465-3852. We want to make this the best vacation you have ever had and keep you coming back for years. I am also a Realtor, for the last 20 years, and would love to help you find the perfect home or second home. I can testify it is a great place to live and would love to share it with you.
Thank you for considering me,
Linda Bayles
Property manager
Linda Bayles
Premier Host
Languages
English
Add dates for prices
Amenities
Kitchen
Washing machine
Dryer
Free WiFi
Air conditioning
Outdoor space
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House Rules
Check in after 3:30 PM
Minimum age to rent: 25
Children
Children allowed: ages 0–17
Events
No events allowed
Pets
No pets allowed
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
About the area
St. Augustine
Located by the sea, this holiday home is in Downtown Historic District, a neighbourhood in St. Augustine. Shoppers can check out St. George Street, while everyone can enjoy the natural beauty of St. Augustine Beach and Vilano 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 cycling and ecotours nearby.

Saint Augustine, FL
What's nearby
- Flagler College - 5 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
Restaurants
- Carmelo's Pizzeria - 6 min walk
- San Sebastian Winery - 7 min walk
- Pizza Time of St Augustine - 9 min walk
- Columbia Restaurant - 8 min walk
- St Augustine & Seafood Company - 10 min walk
Frequently asked questions
Reviews
10
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window10/10
Cleanliness
10/10
Check-in
10/10
Communication
10/10
Location
10/10
Listing accuracy
Reviews
21 June 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 4 nights in Jun 2025
10/10 Excellent
Katie D.
16 July 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Katie D.
Stayed 3 nights in Jul 2025
10/10 Excellent
Jolene P.
20 Mar 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect location
Jolene P.
Stayed 3 nights in Mar 2025
10/10 Excellent
Erica F.
24 Dec 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Grisl night out for nights of lights
Erica F.
Stayed 1 night in Dec 2024
10/10 Excellent
Ali W.
27 Mar 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great home, plenty of space, walking distance to historic St. Augustine.
Ali W.
Stayed 2 nights in Mar 2023
10/10 Excellent
Vickie T.
29 Sept 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Birthday getaway
Vickie T.
Stayed 4 nights in Sep 2024
10/10 Excellent
aileen P.
17 Oct 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great House, Location and Host
aileen P.
Stayed 3 nights in Oct 2024
10/10 Excellent
Duncan B.
23 Mar 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Excellent location and amenities
Duncan B.
Stayed 3 nights in Mar 2023
10/10 Excellent
Catherine S., Carmel
11 Mar 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location and nice accommodations
Catherine S.
Stayed 5 nights in Feb 2023
10/10 Excellent
Jim B.
5 Apr 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Nice setup for larger groups.
Jim B.
Stayed 3 nights in Mar 2025
10/10 Excellent
Kathy R.
24 May 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful, comfortable, convenient
Kathy R.
Stayed 2 nights in May 2023
10/10 Excellent
Brian F.
21 July 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful house with plenty of room
Brian F.
Stayed 2 nights in Jul 2024
10/10 Excellent
Elizabeth H.
12 Mar 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great place and location!
Elizabeth H.
Stayed 2 nights in Mar 2025
10/10 Excellent
Katie N.
8 Dec 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Christmas lights
Katie N.
Stayed 2 nights in Nov 2024
10/10 Excellent
Jan J., Gainesville, Fl.
19 Jan 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
College roommate reunion
Jan J.
Stayed 2 nights in Jan 2023
10/10 Excellent
Lindsey H.
18 June 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great stay
Lindsey H.
Stayed 3 nights in Jun 2023
10/10 Excellent
pjlucas1000
11 Apr 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great stay in St. Augustine
pjlucas1000
Stayed 3 nights in Mar 2024
8/10 Good
Philip C.
9 Apr 2022
Liked: Cleanliness, check-in, communication, location
Short Stay
Philip C.
Stayed 2 nights in Apr 2022
10/10 Excellent
Heidi H.
19 Feb 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Cute historic house with modern amenities
Heidi H.
Stayed 2 nights in Feb 2023
10/10 Excellent
Anthony M.
25 Oct 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great Location
Anthony M.
Stayed 3 nights in Oct 2023
10/10 Excellent
Miguel T.
7 Aug 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great home in Excellent location
Miguel T.
Stayed 4 nights in Aug 2024
10/10 Excellent
Camille L.
22 Apr 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Girls Trip (friends for 50-60 yrs)
Camille L.
Stayed 2 nights in Apr 2024
10/10 Excellent
laura b., Saint johns, Florida
2 Apr 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
In town for a wedding
laura b.
Stayed 2 nights in Mar 2023
10/10 Excellent
Nancy S.
17 Nov 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful home
Nancy S.
Stayed 2 nights in Nov 2024
10/10 Excellent
Genevieve P., Johns Creek, Georgia
2 June 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
awesome location and great house for our group!
Genevieve P.
Stayed 3 nights in May 2023
About the host
Hosted by Linda Bayles

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.
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
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