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Uptown Classic Bungalow Walk to Castillo de San Marcos, Ripley's, Restaurants!!!

Photo gallery for Uptown Classic Bungalow Walk to Castillo de San Marcos, Ripley's, Restaurants!!!

Exterior detail
Your oasis away from everything awaits you behind the home.
Dinning Al Fresco on your screened in Patio.
Living area with sofa bed with gel mattress for added comfort.
Kitschy Artwork.

Reviews

10 out of 10
Exceptional
1 bedroom1 bathroomSleeps 4500 sq ft

Popular amenities

  • Kitchen
  • Washer
  • Dryer
  • Pet friendly
  • Free WiFi
  • Air conditioning

Rooms & beds

1 bedroom (sleeps 4)

Living Room 1

1 Queen Sofa Bed

Master

1 Queen Bed

1 bathroom

Master Bedroom

Soap · Towels provided · Bathtub or shower · Toilet · Shampoo · Hair dryer

Spaces

Deck or patio
Porch or lanai
Kitchen
Number of living rooms
Garden
Dining area

About this property

Uptown Classic Bungalow Walk to Castillo de San Marcos, Ripley's, Restaurants!!!

The Uptown Bungalow is located on a quiet street only a block away from all the action in the heart of the nation's oldest city. Built in 1917 it has been renovated & is tastefully decorated and equipped with everything you will need to make your stay in St. Augustine a remarkable experience. Dine in the kitchen & an outdoor patio set on the screened in porch where the guests can enjoy a café & scones in the AM or an evening cocktail & Hors d'oeuvres. Come see the Nights of Lights Festivities during the holidays
The bungalow sleeps 4 it has a queen bed in the bedroom with a queen sized fold out bed in the sectional couch with a formfitting mattress. Ceiling fans in every room including on the screened in porch. Each of our units are self contained and there is no shared space except for on the grounds. - Historic St. Augustine to see inside our unit. If this location is booked please check out our other space called Casa Tranquila. This unit is 161/2 B.

Check out our 3D video walk thru:
https://my.matterport.com/show/?play=1&lp=1&ts=0&m=XZSVdsDofry

We are close to shopping and dinning @ Glorious St. George Street with many great restaurants and stores, Nights of Lights going on now, Only 4 blocks to Ripley's Believe it or not (believe it), Castillo de San Marcos'. Walking distance to many good restaurants and parks. Old Town Trolley stop at the end of our street and free parking behind the unit and on the street. Vacationers, Professionals, Business people and everyone in between is welcome.
Located within walking distance to all the great sites including Fountain of Youth, Old Jail and Old Town. Located only two blocks away from popular tourist attractions such as Ripley's Believe It or Not & 3 blocks away from The Castilla San Marco and the Ancient City Gates plus all of the other wonderful amenities and restaurants that Downtown St. Augustine has to offer. Francis Field is 3 blocks away and a great outdoor area for exercising and/or relaxing. We are close enough to walk to everything but secluded enough for peace and tranquility.
Classic Uptown Bungalow has street parking in the Street parking and private parking is provided in the rear behind the bungalow. The Trolley stop is only 1 block away and there are laundry facilities on premises. Walking distance to most landmarks such as Ripleys, The Fountain of Youth and Castillo de San Marcos.
Our prices include all fees. No hidden fees.

Add dates for prices

Amenities

Kitchen
Washer
Dryer
Pet friendly
Free WiFi
Air conditioning

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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 3-17
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Events

No events allowed
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Pets

Pets allowed: dogs and cats less than 50 lbs per pet (limit one pet total)
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Smoking

Smoking is not permitted

Check-out instructions

The host requires you complete the following before checking out:
Load and start the dishwasher
Strip any used beds and gather used towels
Remove personal items, remove leftover food and drinks, and take out the trash
Turn off the lights
Failure to complete these may result in a negative review from the host.

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
Long-term renters welcome
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 and a deadbolt lock

We should mention

This property does not have elevators

About the neighborhood

St. Augustine

Located in St. Augustine, this cottage is in the city center. World Golf Village is a popular attraction and the area's natural beauty can be seen at Anastasia State Park and Vilano Beach. Looking to enjoy an event or a game while in town? See what's happening at Francis Field or Flagler College Tennis Center. Fishing offers a great chance to get out on the surrounding water, or you can seek out an adventure with cycling nearby.
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Map
St. Augustine, FL

What's nearby

  • Ripley's Believe It Or Not - 4 min walk - 0.4 km
  • Ponce de Leon's Fountain of Youth Archaeological Park - 6 min walk - 0.6 km
  • St. George Street - 6 min walk - 0.6 km
  • Flagler College - 9 min walk - 0.8 km
  • Castillo de San Marcos National Monument - 11 min walk - 0.9 km

Getting around

  • St. Augustine, FL (UST-Northeast Florida Regional) - 7 min drive

Restaurants

  • ‪McDonald's - ‬7 min walk
  • ‪No Name Bar & Grill - ‬9 min walk
  • ‪Ann O'Malleys - ‬7 min walk
  • ‪St Augustine & Seafood Company - ‬9 min walk
  • ‪Bronx House Pizza - ‬5 min walk

Frequently asked questions

Is Uptown Classic Bungalow Walk to Castillo de San Marcos, Ripley's, Restaurants!!! pet-friendly?

Yes, this property allows cats and dogs (limit 1 total) with a maximum weight of up to 50 lbs per pet.

How much does it cost to stay at Uptown Classic Bungalow Walk to Castillo de San Marcos, Ripley's, Restaurants!!!?

As of Mar 19, 2026, prices found for a 1-night stay for 2 adults at Uptown Classic Bungalow Walk to Castillo de San Marcos, Ripley's, Restaurants!!! on May 30, 2026 start from $146, 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?

There is free parking nearby.

What time is check-in at Uptown Classic Bungalow Walk to Castillo de San Marcos, Ripley's, Restaurants!!!?

Check-in begins at 4:00 PM.

What time is check-out at Uptown Classic Bungalow Walk to Castillo de San Marcos, Ripley's, Restaurants!!!?

Check-out is at 11:00 AM.

Where is Uptown Classic Bungalow Walk to Castillo de San Marcos, Ripley's, Restaurants!!! located?

Located in Uptown, this cottage is within a 10-minute walk of St Augustine Antique Emporium and St. George Street. Castillo de San Marcos National Monument and Flagler College are also within 15 minutes.

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labeled.
Learn moreOpens in a new window
Rating 10 - Excellent. 23 out of 24 reviews
Rating 8 - Good. 1 out of 24 reviews
Rating 6 - Okay. 0 out of 24 reviews
Rating 4 - Poor. 0 out of 24 reviews
Rating 2 - Terrible. 0 out of 24 reviews

10/10

Cleanliness

10/10

Amenities

10/10

Property conditions & facilities

9.8/10

Check-in

10/10

Communication

10/10

Location

9.8/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Shawn E.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Super convenient to everything in St. Augustine. Everything you’d need in a vacation rental, too.
Stayed 5 nights in Jan 2026
Verified

10/10 Excellent

Sheree S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
This bungalow is so well appointed. The kitchen is large enough, and supplied very well. You could easily prepare meals. The living room is comfortable, as is the bedroom. The bathroom has all the essentials including a great shower head. Location is great, restaurants and bars easily within walking distance. We also enjoyed the screened in porch.
Stayed 3 nights in Feb 2026
Verified

10/10 Excellent

Vincent R.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Very nice and clean space. Walking distance to historic downtown. Excellent stay.
Stayed 2 nights in Oct 2025
Verified

10/10 Excellent

Jacin H.

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

Wonderful stay

Awesome place and location
Stayed 3 nights in Nov 2020
Verified

10/10 Excellent

Stacey J.

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

Ideal location.

Clean, cozy, and close to everything! We'll be back!
Stayed 3 nights in Dec 2024
Verified

10/10 Excellent

Ali R.

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

Quick Visit to St Augustine

We were traveling through the area, and never had stopped off to visit St. Augustine. This cottage was perfect for our two night stay with our little dog. Walking distance to all local attractions and restaurants. Would recommend to anyone to stay if they are passing through St. Augustine.
Stayed 2 nights in Feb 2025
Verified

10/10 Excellent

Ralph C.

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

Another winter getaway

The home was close to things we could walk to.Jim was a great responsive host.Enjoyed our stay out of the Minnesota winter.
Stayed 20 nights in Feb 2025
Verified

10/10 Excellent

Connor L.

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

A Great St Augustine Stay

Great communication from manager and great accommodations. Very reasonable and I would definitely come back to stay again.
Stayed 2 nights in Apr 2022
Verified

10/10 Excellent

victor n.

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

just right

will stay again plus there is an adjacent cottage if you want additional guests
Stayed 3 nights in Sep 2024
Verified

10/10 Excellent

Linda A.

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

Walking distance to town

Property was clean and kitchen was well stocked with everything you needed to cook with. Also dish towels were plentiful. There is also a washer and dryer on site.
Stayed 29 nights in Mar 2025
Verified

10/10 Excellent

Jenivee S.

Liked: Cleanliness, communication, location, listing accuracy

Anniversary weekend

Accomadations were good. Walk to town or pick up the trolley very convenient. Very clean and comfortable for 2 people. Enjoyed the porch!
Stayed 3 nights in Jun 2022
Verified

10/10 Excellent

Diana G.

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

Nice little cozy place

We loved it . Everything we wanted to do was within 5 miles . Alot of things in walking distance. Kitchen was great to cook in .
Stayed 6 nights in Jul 2022
Verified

10/10 Excellent

Tomye Anne B.

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

As advertised - and more!

Pictures don't show how comfortable the bed is, how good the shower is, how nice the towels are, how quiet the AC is and how safe the neighbourhood is - the cottage is adorable, Jim can be proud of his rental.
Stayed 2 nights in Mar 2023
Verified

10/10 Excellent

marcia m.

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

Darling bungalow

This little gem was a perfect hideaway for my husband and I while we explored St. Augustine and the nearby beaches. We could walk everywhere. The neighborhood was very quiet. The house had more than enough amenities. Thanks for a great and relaxing vacation!
Stayed 5 nights in Mar 2024
Verified

10/10 Excellent

Brian L.

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

Great value in St Augustine

Will return to this wonderful space. Excellent location, private and comfortable. After we arrived we noted the hotels 3 blocks north and further away from the city’s downtown attractions. Felt very grateful for such a nice place closer to what we wanted to see with much more privacy. Highly recommended.
Stayed 2 nights in Apr 2022
Verified

10/10 Excellent

amanda c.

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

Weekend Stay

Definitely worth it. It was close to everything. Property was updated & clean. Property manager responded right away to our questions.
Stayed 3 nights in May 2021
Verified

10/10 Excellent

Karen V.

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

Cute, quaint

This property was as described in the listing. Classic Florida bungalow well located for downtown activities. Off street parking was a plus. Nicely appointed and kitchen has adequate accommodation. Communication with the property manager was excellent, he was friendly and flexible with requests. Will stay again when in St. Augustine.
Stayed 2 nights in Jan 2022
Verified

10/10 Excellent

Dawn E.

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

St Augustine stopover

We were really pleased that the unit was just as advertised. It has all the amenities we needed. The kitchen was well stocked and the linens for the kitchen and bathroom were bountiful. It was quite cool during our stay so we really appreciated the extra blankets to cozy up with. Incredible location! We parked the car when we got there and didn't need it until it was time to leave the city.
Stayed 2 nights in Jan 2024
Verified

10/10 Excellent

Pat R.

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

City of Lights

Went to see the Christmas Lights. The location of the property was spot on. It was in a quiet neighborhood. The place was very comfortable and clean. The kitchen had everything you needed to cook and there was coffee and creamer which I thought was a nice touch. Plenty of towels in the bathroom including 2 beach towels. Will definitely stay again.
Stayed 2 nights in Dec 2021
Verified

10/10 Excellent

Richard A.

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

Wonderful birthday weekend for my wife

We never been to St. Augustine together, so I was a bit nervous about making everything just right for my wife's birthday weekend. The bungalow was charming, within walking distance of the attractions. Google maps make it look like it's a long walk to the historic attractions, but it really isn't. Mind you we are both in our middle to late 50s and not spring chickens. Parking is available in the back of the bungalow (via an alleyway) which kept our vehicle out of the street. The front street was pretty crowded with vehicles.The host provided a lot of cleaning, bath, coffee, and kitchen supplies, so we didn't have to buy extra at Walmart (which is just a few miles south). Plenty of towels and blankets too.The place is nice and quiet. The courtyard has a tropical feel with outdoor furniture and firepits. There are other units around, but none seemed to be occupied when we were there, or they were very quiet. Actually, the whole neighborhood seemed quiet. As for safety, we had late reservations at Collage restaurant and didn't get out until after 10pm on a Friday night. We felt perfectly safe walking back.Overall, our experience was ideal. We were VERY pleased with the accommodations, location, and safety. Thank you for making my wife's birthday weekend great.
Stayed 3 nights in Feb 2025
Verified

10/10 Excellent

Scott H.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Nice location. Jim was very helpful.
Stayed 2 nights in Mar 2026
Verified

8/10 Good

Margaret Ann S.

Liked: Cleanliness, check-in, location, listing accuracy
I was very pleased with the cottage, especially that it was within walking distance of the historic district, restaurants and the trolley stop. It was comfortable, clean but a bit worn.
Stayed 3 nights in Jan 2026
Verified

10/10 Excellent

Jimmy Wade C.

Liked: Cleanliness, check-in, communication, listing accuracy
Stayed 2 nights in Nov 2024
Verified

10/10 Excellent

loretta

Liked: Cleanliness, amenities, property conditions & facilities, communication
Stayed 3 nights in Mar 2023

About the host

Hosted by Jim Milloway

Host profile image
James Milloway's family has always had real estate investments. St. Augustine is a great place to invest.

Why they chose this property

When my family and I came upon this delightful location within walking distance to everything we just knew we had to buy it. With lots of hard work, we transformed the cottage in the back from an annual rental into what is now an enchanting secluded vacation rental.

What makes this property unique

The screened in porch greets you as you arrive. You can enjoy scones and a café in the am or Tapas and Vino in the evening. Cottage is located in the back of the main residence so you are off the beaten path for privacy.

Languages:

English

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