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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”

Interior
Terrace/patio
Living area
Living area
Dining

Reviews

9.6 out of 10
Exceptional
2 bedrooms1 bathroomSleeps 4

Popular amenities

  • Kitchen
  • Washing machine
  • Dryer
  • Air-conditioning
  • Parking available

Explore the area

View in a map
St. Augustine, FL
  • Place, Flagler College
    ‪1 min walk‬
  • Place, St. George Street
    ‪3 min walk‬
  • Place, Castillo de San Marcos National Monument
    ‪7 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.
Our prices include all fees. No hidden fees.

Add dates for prices

Amenities

Kitchen
Washing machine
Dryer
Air conditioning
Parking available

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House Rules

Check in after 4:00 PM
Minimum age to rent: 21
Check out before 11:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

No pets allowed
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Smoking

Smoking is not permitted
Guest must Read, Complete, Sign, and Return Rental Acknowledgment and provide photo ID upon receipt.

Important information

You need to know

This property is managed by a private host (a party not acting within their trade, business or profession). EU consumer law, including the right of withdrawal, will not apply to your booking. The cancellation policy set by the private host will cover your booking.
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, a first aid kit and a deadlock

About the area

St. Augustine

Downtown Historic District, a neighbourhood in St. Augustine, is home to this holiday home. While the natural beauty of Anastasia State Park and Vilano Beach can be enjoyed by anyone, those looking for an activity can explore World Golf Village. St. Augustine Pirate and Treasure Museum and Bayfront Carpet Golf are also worth visiting. Make sure you get close to the area's animals with activities such as game walks and birdwatching.
View more Holiday homes in St. AugustineOpens in a new window
Map
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

  • St. Augustine, FL (UST-Northeast Florida Regional) - 15 min drive

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

Is Villa 1928 “Pumpkin” -Luxe Home- Hidden Gem in the heart of the “Oldest City” pet-friendly?

No, pets are not allowed at this property.

How much does it cost to stay at Villa 1928 “Pumpkin” -Luxe Home- Hidden Gem in the heart of the “Oldest City”?

As of 30 Mar 2026, prices found for a 1-night stay for 2 adults at Villa 1928 “Pumpkin” -Luxe Home- Hidden Gem in the heart of the “Oldest City” on 21 Jun 2026 start from £273, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

How much is parking at Villa 1928 “Pumpkin” -Luxe Home- Hidden Gem in the heart of the “Oldest City”?

On-site parking is available at the property.

What time is check-in at Villa 1928 “Pumpkin” -Luxe Home- Hidden Gem in the heart of the “Oldest City”?

Check-in begins at 4:00 PM.

What time is check-out at Villa 1928 “Pumpkin” -Luxe Home- Hidden Gem in the heart of the “Oldest City”?

Checkout is at 11:00 AM.

Where is Villa 1928 “Pumpkin” -Luxe Home- Hidden Gem in the heart of the “Oldest City” located?

Located in Downtown Historic District, this holiday home is within a 5-minute walk of St. George Street and Flagler College. Grace United Methodist Church and High Tide Art Gallery are just steps away.

Reviews

9.6

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. 21 out of 24 reviews
Rating 8 - Good. 1 out of 24 reviews
Rating 6 - Okay. 1 out of 24 reviews
Rating 4 - Poor. 0 out of 24 reviews
Rating 2 - Terrible. 1 out of 24 reviews

9.8/10

Cleanliness

9.8/10

Check-in

9.6/10

Communication

9.4/10

Location

9.6/10

Listing accuracy

Reviews

Verified

8/10 Good

Ruth H.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Location was great, Beds comfortable.
Stayed 8 nights in Feb 2026
Verified

10/10 Excellent

stephanie c.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great communication with host. Loved the location. Ned’s were comfortable, nicely furnished. Had a wonderful stay!
Stayed 2 nights in Feb 2026
Verified

10/10 Excellent

Stacie I.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Kitchen cabinetry older, but functional. We barely went in the kitchen
Stayed 2 nights in Dec 2025
Verified

10/10 Excellent

george m.

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

Perfect family vacation

This is the best location w all the amenities you will ever need to visit St Augustine.
Stayed 2 nights in Jul 2024
Verified

10/10 Excellent

Savannah D.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Very clean. House is in a great location which allows a lot of St. Augustine's attractions within walking distance. The street to the home is very narrow as advertised in the listing so oversized vehicles would be better off parking in the parking garage. However, the private street means that it is pretty quiet in the evening time, no one is walking past yelling or acting wild even on New years which is when we stayed. We also really enjoyed the ability to be able to do laundry while we stayed here with a 6 week old baby who constantly goes through clothes.
Stayed 2 nights in Jan 2026
Verified

10/10 Excellent

Gavin L.

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

Perfect House in St Augustine

We had a great stay at this house. Owner was easy to communicate with and the house was in immaculate condition. Don’t hesitate to book this place just steps from the historic St Augustine district.
Stayed 3 nights in Mar 2025
Verified

10/10 Excellent

Jeffrey H.

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

Wonderful Place!

The house was spacious, clean and well stocked. The location is second to none. A quick walk takes you to historic downtown St. Augustine where shops, restaurants and live music will keep you entertained for days. We loved our stay and definitely will book it again!
Stayed 2 nights in Apr 2025
Verified

10/10 Excellent

Christina M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Pumpkin House was perfect for my weekend getaway! It was cozy yet very roomy. All the furnishings were in excellent condition and so incredibly comfortable. The screened in front porch was like having another living room where you can enjoy listening to the breeze through the trees while sipping a morning coffee or afternoon snack. The kitchen was well stocked with all the cooking items one would need. The bedrooms are wonderful, and the plantation shutters truly block out the sun, great for sleeping in! The host, Rene, was fantastic! So easy to contact and fast to respond. I didn't have any problems with Pumpkin House...just a few of my own logistic issues; Rene checked on me even when she didn't have to, I sincerely appreciated it! I will absolutely come back to Pumpkin House, it's a bit of Heaven in St Augustine!
Stayed 3 nights in Dec 2025
Verified

10/10 Excellent

Sarah G.

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

Fabulous!

Excellent communication from owners, close walking distance to everything, beautiful home! Thank you!
Stayed 2 nights in Dec 2024
Verified

10/10 Excellent

Scott C.

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

Cozy cottage-Great location

Well appointed, so comfortable! Walk everywhere. Quiet neighborhood.
Stayed 4 nights in Jan 2024
Verified

10/10 Excellent

Jodi B.

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

Auggie trip 2025

The Pumpkin house was an absolute pleasure to stay in. The location was perfect- off the main road ( the road to the house if very narrow-use caution)- but incredibly close to everything down town and only a short done to the beach. The owners are very much in contact with you during your visit. I would highly recommend staying here in this quaint, warm, welcoming home.
Stayed 3 nights in Jan 2025
Verified

10/10 Excellent

Carrie B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
This home is the perfect little gem in historic St. Augustine. It truly offers the best of both worlds—peaceful, quiet surroundings paired with the convenience of being just two blocks from the heart of downtown. The house itself is absolutely beautiful, and my family loved every moment of our stay.Check-in was incredibly easy, and the owner/property manager communicated promptly and consistently to ensure we had everything we needed. We especially enjoyed spending time in the charming outdoor courtyard, taking advantage of the beautiful weather.The home is both luxurious and adorable, making it the perfect place to spend Thanksgiving weekend. My niece traveled with a 5-year-old and an infant, so comfort was a top priority. The house exceeded our expectations—even offering a baby chair tucked away in the closet. The owners truly think of everything. There was plenty of closet space, and the bathroom and kitchen were beautifully done.You will not be disappointed with this home. It really is the best of both worlds in stunning St. Augustine. We absolutely adored our stay at Pumpkin Villa.
Stayed 3 nights in Nov 2025
Verified

2/10 Terrible

NIna P.

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

Great location

Lil Pumpkin was very clean upon arrival. Comfortable furnishings and plush towels. The location is fantastic. 2 blocks from the beginning of St. George St. We could walk everywhere. More lighting is needed in the back bedroom and there were no kids toys or dinnerware found as advertised (grandkids came to visit). Overall the home was superb. I commend the hosts on this rental.
Stayed 3 nights in Dec 2024
Verified

10/10 Excellent

James O.

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

The cutest.

This property is absolutely adorable, has everything you need & most important it’s clean! The owners seem to actually care about their property. Yes it’s a tight street but that’s overlooked when you realize how quaint it is. No neighbors bothered us. Completely walkable to everything downtown yet quietly tucked away in its own world. Adorable.
Stayed 2 nights in Feb 2025
Verified

10/10 Excellent

Kristen B.

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

In The Heart of the City, but Quiet like the Country

Villa 1928 "Pumpkin" was the perfect place for my family trip to St Augustine. Just two blocks away from St George St, at the end of a quiet cul-de-sac, you really cannot beat the location. The home was clean, beautiful, and so spacious. I wish I had that kitchen in my own house. This place would be ideal to stay a week or two in, and you're less than a mile walk from so many restaurants and cafes you could eat somewhere new every meal. It's also great to not have to worry about parking when visiting the historic district. We will certainly book here again.
Stayed 2 nights in Jan 2025
Verified

10/10 Excellent

Missy S.

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

Weekend getaway

The cottage was perfect for anyone looking to stay close to the historic downtown area. It was clean and well stocked with everything you would need for your stay. The only minor inconvenience is the road and the parking spaces are very narrow and definitely would not accommodate a larger SUV or pickup truck. The property manager was very professional and very responsive. Overall it’s a great place and would recommend to anyone.
Stayed 2 nights in Apr 2024
Verified

10/10 Excellent

C A.

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

Pumpkin Perfect!

Perfect spot on a private, tucked away street yet located in the busy historic district. A well appointed home with plenty of room to relax including quiet, cozy bedrooms and a spacious kitchen with laundry. We enjoyed coffee on the screened porch and watching late night movies on the large screen TV. Parking is ample allowing you to leave your car and easily walk in the district.This was my first (hopefully not last) stay in this home but second stay with the Host. The Host is prompt, friendly and quick to respond. Check-in is a breeze and the later check-out time is much appreciatedi I highly recommend this location and the Host.
Stayed 3 nights in May 2025
Verified

10/10 Excellent

Christy L.

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

Great Stay in St. Augustine

We had a fantastic time in St. Augustine. The “pumpkin” house was perfectly located and a great house for two couples to stay very comfortably. We had great communication to make check in and check out very easy and the place was very clean. There seems to be a nosy neighbour that was upset about having “renters” on the street but she only spoke to us once and it did not effect the stay at all. Would highly recommend staying here!
Stayed 3 nights in Jan 2024
Verified

6/10 Okay

Jeffrey D.

Liked: Cleanliness, check-in, communication, location

Quiet, Clean, But the living room furniture is very uncomfortable and only for one couple.

I have to say this is a very clean place- Excellent location, within walking distance of everything on the main streets. The living room furniture / couch is very uncomfortable and only one other chair in the living room. If you are someone who like to sit around after a long day and enjoy a comfy sit on the couch and watch Movies, this is not the couch for you. Beds are small. Other than that, the visit was nice. CLEAN !
Stayed 3 nights in Feb 2025
Verified

10/10 Excellent

Justin B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Adorable house! Great location, minutes walk to everything. Quiet neighborhood, perfect getaway and already planning future returns!
Stayed 2 nights in Mar 2026
Verified

10/10 Excellent

Accounting P.

Stayed 2 nights in Jul 2025
Verified

10/10 Excellent

Steve C.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 3 nights in Mar 2025
Verified

10/10 Excellent

Jay H.

Stayed 2 nights in Dec 2024
Verified

10/10 Excellent

Samantha

Stayed 3 nights in Dec 2024

About the host

Hosted by Jodi L. Strang, Esq.

Host profile image

Languages:

English, Spanish
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