Entire home
Villa 1928 “Pumpkin” -Luxe Home- Hidden Gem in the heart of the “Oldest City”
Photo gallery for Villa 1928 “Pumpkin” -Luxe Home- Hidden Gem in the heart of the “Oldest City”





Reviews
9.4 out of 10
Exceptional
2 bedrooms1 bathroomSleeps 4
Popular amenities
Explore the area

St. Augustine, FL
- Place, Flagler College1 min walk
- Place, St. George Street3 min walk
- Place, Castillo de San Marcos National Monument7 min walk
- Airport, St. Augustine, FL (UST-Northeast Florida Regional)9 min drive
Rooms & beds
2 bedrooms (sleeps 4)
Bedroom 1
1 Queen Bed
Bedroom 2
1 Queen Bed
1 bathroom
Bathroom 1
Soap · Towels provided · Toilet · Shower only · Shampoo · Hair dryer
Spaces
Porch or lanai
Kitchen
Kitchenette
About this property
Villa 1928 “Pumpkin” -Luxe Home- Hidden Gem in the heart of the “Oldest City”
Villa 1928 also nicknamed "Pumpkin" is a gorgeous newly renovated home located in one of the very best locations within the historic downtown district of St. Augustine. Its location on "Saint Andrews Court" is a hidden gem/hideaway, still a well kept secret, in the heart of downtown within the historic city gates. Pumpkin is nestled at the end of the tiny, magical one lane street that was originally built for horse and carriage or foot traffic access only. For guests that appreciate upscale, super clean, immaculate yet classic design and definitely for those history buffs looking to enjoy and experience what it was like to live in the Oldest City back in the early 1900s, this is the Villa for you... impeccably kept, private, yet in the heart and walking distance to all that the old city has to offer.
The Space:
The Villa has the original architectural details, quality and classic workmanship from the period in which it was built. No expense was spared in renovating the interior which boasts a modern yet timeless fashion, even the art work and furnishings were selected with that "prohibition era/timeframe in mind."
The Interior:
Make your way up the fresh, crisp, clean front porch steps onto a serene, screened in front porch, perfect for enjoying the quiet, historic street atmosphere (sometimes even faintly hearing the nearby live music) while sipping some Rose' or a cold one lounging on the comfy porch plush loveseat or pillowed chair. Step inside the front door that opens into a fresh and clean living area with a genuine leather couch, showcasing an over 80" flat screen Television with wi-fi streaming all available for gusts to enjoy... step further into the open dining area and kitchen, fully stocked with all essentials. Step to the hallway with two bedrooms each has a queen bed, with clean white linens, a bathroom with essentials and a refreshing walk in shower... all of which to suit even the most discerning of guests.
The Exterior:
Step outside the back door into a charming, tranquil outdoor seating/lounge courtyard areas with plants and a fountain feature along with landscape lighting to enjoy alongside table with umbrella feature (side courtyard)...
Parking/Location:
There is space for up to two vehicles to park side by side in front of the Villa, however, there is likely no need to drive as every attraction in the historic district is just a short walk, hop, skip or jump away. Simply step out the front door and you are surrounded by a treasure trove of museums, shops, cafes, spa, restaurants (some of the finest dining that St. Augustine has to offer), hotels/bars, including Casa Monica, Flagler College, St. George Street, etc and if you wish, you can even book a horse and carriage to pick up at the end of the street.
MOKE rental option/separate from Villa:
If interested, you also have the option of contacting the Host to rent a MoKe for the day or to use for your entire stay. The options are endless at this splendid retreat.
Brief Summary:
For a truly exceptional experience in what is arguably the best location in the city and in one of the most charming, clean, and gorgeous villas, where you will live like a true local, look no further for your next visit to "the oldest city..." and we hope that you become a repeat guest for many years to follow!
Guest Access:
Guests will have full private access to the entire home and outdoor areas.
Other Notables: Villa 1928 “Pumpkin” is definitely catered to the discerning guest and is enhanced by owner’s attention to detail when equipping the home. You will notice subtleties such as noise makers and dimmable night lights throughout, high end furnishings, outdoor floor fans to make outdoor seating more enjoyable, natural essential oils have been used for mosquito repellant outdoors, umbrellas available for guests who love walking in the rain as much as the owner does, landscaping is meticulous… owner keeps the paint consistently retouched, and even a nite light exterior installation to add to the charm in the evenings… this home is a secret treasure for guests to experience…
***Moke Option*** (Separate Rental)
Guests have the option of renting the owner’s Moke, please contact owner directly for details.
PARKING***
***NEIGHBORS***
There is arguably no other location which is as close to all of the best that the city of St. Augustine has to offer, yet as secluded and quiet, because this is a dead end street (no through traffic) with just a few other homes (7 or 8 in total). We hope that you enjoy, but ask you to please be respectful of our wonderful neighbors.
***NO EVENTS PERMITTED*** on the premises nor at the Property
***NO PETS ALLOWED***
***NO SMOKING***. No Smoking is permitted in the home nor on the front porch.
***SECURITY CAMERAS***
There are active security cameras on the outside/exterior of the home. There are NO cameras inside the home.
The Space:
The Villa has the original architectural details, quality and classic workmanship from the period in which it was built. No expense was spared in renovating the interior which boasts a modern yet timeless fashion, even the art work and furnishings were selected with that "prohibition era/timeframe in mind."
The Interior:
Make your way up the fresh, crisp, clean front porch steps onto a serene, screened in front porch, perfect for enjoying the quiet, historic street atmosphere (sometimes even faintly hearing the nearby live music) while sipping some Rose' or a cold one lounging on the comfy porch plush loveseat or pillowed chair. Step inside the front door that opens into a fresh and clean living area with a genuine leather couch, showcasing an over 80" flat screen Television with wi-fi streaming all available for gusts to enjoy... step further into the open dining area and kitchen, fully stocked with all essentials. Step to the hallway with two bedrooms each has a queen bed, with clean white linens, a bathroom with essentials and a refreshing walk in shower... all of which to suit even the most discerning of guests.
The Exterior:
Step outside the back door into a charming, tranquil outdoor seating/lounge courtyard areas with plants and a fountain feature along with landscape lighting to enjoy alongside table with umbrella feature (side courtyard)...
Parking/Location:
There is space for up to two vehicles to park side by side in front of the Villa, however, there is likely no need to drive as every attraction in the historic district is just a short walk, hop, skip or jump away. Simply step out the front door and you are surrounded by a treasure trove of museums, shops, cafes, spa, restaurants (some of the finest dining that St. Augustine has to offer), hotels/bars, including Casa Monica, Flagler College, St. George Street, etc and if you wish, you can even book a horse and carriage to pick up at the end of the street.
MOKE rental option/separate from Villa:
If interested, you also have the option of contacting the Host to rent a MoKe for the day or to use for your entire stay. The options are endless at this splendid retreat.
Brief Summary:
For a truly exceptional experience in what is arguably the best location in the city and in one of the most charming, clean, and gorgeous villas, where you will live like a true local, look no further for your next visit to "the oldest city..." and we hope that you become a repeat guest for many years to follow!
Guest Access:
Guests will have full private access to the entire home and outdoor areas.
Other Notables: Villa 1928 “Pumpkin” is definitely catered to the discerning guest and is enhanced by owner’s attention to detail when equipping the home. You will notice subtleties such as noise makers and dimmable night lights throughout, high end furnishings, outdoor floor fans to make outdoor seating more enjoyable, natural essential oils have been used for mosquito repellant outdoors, umbrellas available for guests who love walking in the rain as much as the owner does, landscaping is meticulous… owner keeps the paint consistently retouched, and even a nite light exterior installation to add to the charm in the evenings… this home is a secret treasure for guests to experience…
***Moke Option*** (Separate Rental)
Guests have the option of renting the owner’s Moke, please contact owner directly for details.
PARKING***
***NEIGHBORS***
There is arguably no other location which is as close to all of the best that the city of St. Augustine has to offer, yet as secluded and quiet, because this is a dead end street (no through traffic) with just a few other homes (7 or 8 in total). We hope that you enjoy, but ask you to please be respectful of our wonderful neighbors.
***NO EVENTS PERMITTED*** on the premises nor at the Property
***NO PETS ALLOWED***
***NO SMOKING***. No Smoking is permitted in the home nor on the front porch.
***SECURITY CAMERAS***
There are active security cameras on the outside/exterior of the home. There are NO cameras inside the home.
Our prices include all fees. No hidden fees.
Add dates for prices
Have a question?
Get instant answers with AI powered search of property information and reviews.
Similar properties

Flagler Cottage l 1 Block to Historic District
Flagler Cottage l 1 Block to Historic District
- Kitchen
- Washer
- Dryer
- Pet friendly
10.0 out of 10, Exceptional, (72 reviews)
House Rules
Check in after 4:00 PM
Minimum age to rent: 21
Check out before 11:00 AM
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
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit, and a deadbolt lock
About the neighborhood
St. Augustine
Downtown Historic District, a neighborhood in St. Augustine, is home to this vacation home. While the natural beauty of Anastasia State Park and Vilano Beach can be enjoyed by anyone, those looking for an activity can check out World Golf Village.
Potter's Wax Museum and St. Augustine Pirate and Treasure Museum are also worth visiting. Be sure to check out the area's animals with activities such as game walks and birdwatching.

St. Augustine, FL
What's nearby
- Flagler College - 1 min walk - 0.1 km
- St. George Street - 3 min walk - 0.3 km
- Ponce de Leon Hotel - 5 min walk - 0.4 km
- Cathedral Basilica of St. Augustine - 6 min walk - 0.6 km
- Castillo de San Marcos National Monument - 7 min walk - 0.7 km
Getting around
Restaurants
- Ann O'Malleys - 4 min walk
- St Augustine & Seafood Company - 4 min walk
- Columbia Restaurant - 4 min walk
- Pierre’s Pub - 3 min walk
- Mojo Old City BBQ - 3 min walk
Frequently asked questions
Reviews
9.4
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labeled.
Learn moreOpens in a new window9.6/10
Cleanliness
9.6/10
Check-in
9.6/10
Communication
9.4/10
Location
9.4/10
Listing accuracy
Reviews
Feb 26, 2026
Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 8 nights in Feb 2026
10/10 Excellent
stephanie c.
Mar 2, 2026
Liked: Cleanliness, check-in, communication, location, listing accuracy
stephanie c.
Stayed 2 nights in Feb 2026
10/10 Excellent
Stacie I.
Dec 28, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Stacie I.
Stayed 2 nights in Dec 2025
10/10 Excellent
Savannah D.
Jan 3, 2026
Liked: Cleanliness, check-in, communication, location, listing accuracy
Savannah D.
Stayed 2 nights in Jan 2026
10/10 Excellent
george m.
Jul 25, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect family vacation
george m.
Stayed 2 nights in Jul 2024
10/10 Excellent
Jeffrey H.
Apr 13, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Wonderful Place!
Jeffrey H.
Stayed 2 nights in Apr 2025
10/10 Excellent
Gavin L.
Mar 17, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect House in St Augustine
Gavin L.
Stayed 3 nights in Mar 2025
10/10 Excellent
Christina M.
Dec 15, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Christina M.
Stayed 3 nights in Dec 2025
10/10 Excellent
Sarah G.
Jan 15, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Fabulous!
Sarah G.
Stayed 2 nights in Dec 2024
10/10 Excellent
Scott C.
Feb 9, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Cozy cottage-Great location
Scott C.
Stayed 4 nights in Jan 2024
10/10 Excellent
Carrie B.
Dec 11, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Carrie B.
Stayed 3 nights in Nov 2025
10/10 Excellent
Jodi B.
Jan 21, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Auggie trip 2025
Jodi B.
Stayed 3 nights in Jan 2025
2/10 Terrible
NIna P.
Jan 9, 2025
Disliked: Cleanliness, check-in, communication, location, listing accuracy
Great location
NIna P.
Stayed 3 nights in Dec 2024
10/10 Excellent
James O.
Mar 30, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
The cutest.
James O.
Stayed 2 nights in Feb 2025
10/10 Excellent
Kristen B.
Jan 12, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
In The Heart of the City, but Quiet like the Country
Kristen B.
Stayed 2 nights in Jan 2025
10/10 Excellent
C A.
May 13, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Pumpkin Perfect!
C A.
Stayed 3 nights in May 2025
10/10 Excellent
Missy S.
Apr 8, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Weekend getaway
Missy S.
Stayed 2 nights in Apr 2024
10/10 Excellent
Christy L.
Feb 1, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great Stay in St. Augustine
Christy L.
Stayed 3 nights in Jan 2024
6/10 Okay
Jeffrey D.
Feb 16, 2025
Liked: Cleanliness, check-in, communication, location
Quiet, Clean, But the living room furniture is very uncomfortable and only for one couple.
Jeffrey D.
Stayed 3 nights in Feb 2025
10/10 Excellent
Accounting P.
Aug 10, 2025
Accounting P.
Stayed 2 nights in Jul 2025
10/10 Excellent
Steve C.
Apr 22, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Steve C.
Stayed 3 nights in Mar 2025
10/10 Excellent
Jay H.
Jan 15, 2025
Jay H.
Stayed 2 nights in Dec 2024
10/10 Excellent
Samantha
Dec 21, 2024
Samantha
Stayed 3 nights in Dec 2024
About the host
Hosted by Jodi L. Strang, Esq.
Languages:
English, Spanish
Tell us how we can improve our siteShare feedback




























