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Updated, dog-friendly gem w/fenced yard, foosball & pool tables, WiFi, fireplace

Vacation home near St. George Street in St. Augustine

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Terrace/patio
Dining
Interior
Exterior
Terrace/patio

Reviews

8.6 out of 10
Excellent

Entire home

4 bedrooms3 bathrooms2744 sq ft

Popular amenities

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

Explore the area

View in a map
St. Augustine, FL
  • Place, Ponce de Leon's Fountain of Youth Archaeological Park
    ‪4 min walk‬
  • Place, St. George Street
    ‪16 min walk‬
  • Place, Flagler College
    ‪3 min drive‬
  • Airport, St. Augustine, FL (UST-Northeast Florida Regional)
    ‪6 min drive‬

Room options

About the neighborhood

St. Augustine

Seaside stay .With a stay at this Uptown vacation home, you'll be steps from Davenport Park and Florida Heritage Museum. Old Jail Museum and Ponce de Leon's Fountain of Youth Archaeological Park are also within half a mile (1 km).
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What's nearby

  • Ponce de Leon's Fountain of Youth Archaeological Park - 4 min walk - 0.3 miles
  • Ripley's Believe It Or Not - 14 min walk - 0.8 miles
  • St. George Street - 16 min walk - 0.9 miles
  • Flagler College - 3 min drive - 1.3 miles
  • Castillo de San Marcos National Monument - 5 min drive - 1.9 miles

Getting around

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

Restaurants

  • ‪McDonald's - ‬13 min walk
  • ‪Bronx House Pizza - ‬15 min walk
  • ‪Ann O'Malleys - ‬20 min walk
  • ‪Village Inn - ‬2 min drive
  • ‪Castillo Craft Bar + Kitchen - ‬17 min walk

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

Updated, dog-friendly gem w/fenced yard, foosball & pool tables, WiFi, fireplace

Professionally managed by Casago First Coast. Less than a mile from Historic Downtown St. Augustine, steps from Flagler College, and minutes from Castillo De San Marcos National Monument — this stunning dog-friendly home with a gas fireplace, fenced yard, and firepit is your perfect base for beaches, relaxation, and the magical Night of Lights.

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The Space

With the gorgeous sands of Vilano Beach two miles to the east and the charming Historic District of St. Augustine less than a mile to the south, Casa Di Fortune puts you right in the heart of everything this incredible city has to offer — without sacrificing space, comfort, or privacy.

This beautifully updated home sits on a large, tree-lined lot and is designed for groups who want room to spread out, gather together, and truly feel at home during their stay.

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The Layout

Inside, you will find a stylish, fully updated interior with hardwood floors, cool gray walls, and elegant furnishings throughout. The open-plan layout means the chef can work in the sleek, fully equipped kitchen while everyone gathers nearby — whether at the kitchen island barstools or around the adjacent dining table.

When it is time to relax, settle into the comfortable living room, light the gas fireplace on a cool evening, and enjoy the large TV or the in-home WiFi. Upstairs, a game room with a pool table and foosball table gives everyone another great space to unwind.

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Kitchen & Dining

The sleek, fully equipped kitchen has everything a group needs for home cooking — full-size refrigerator, stove and oven, microwave, dishwasher, blender, and coffee maker, plus all the cookware and dishes you need.

The kitchen island with barstools keeps everyone connected while meals are being prepared, and the adjacent dining table seats the whole group comfortably.

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Bedrooms & Sleeping Arrangements

This home comfortably sleeps up to 10 guests across four bedrooms.

Bedroom 1 — 1 King bed

Bedroom 2 — 1 King bed

Bedroom 3 — 1 Bunk Bed and 1 Single bed

Bedroom 4 — 1 Bunk Bed

The layout works perfectly for large families, multi-generational groups, or friends traveling together who need both privacy and plenty of shared space.

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Bathrooms

Bathroom 1 — Full bath with shower and toilet

Bathroom 2 — Full bath with shower and toilet

Bathroom 3 — Full bath with shower and toilet

Three private full bathrooms — no sharing required across the group.

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Outdoor Living

The outdoor spaces at this home are some of the best in St. Augustine.

Start your morning on the shady front porch with a coffee, taking in the tree-lined surroundings. Head to the spacious back deck — complete with a ceiling fan and a swinging papasan chair — for a more relaxed outdoor experience. As the evening comes around, gather the group at the firepit in the fenced backyard for drinks and great conversation under the Florida sky.

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Pets Welcome

Casa Di Fortune warmly welcomes your dogs. The large fenced yard gives them plenty of space to roam, play, and relax alongside you throughout your stay.

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In-Unit Amenities

• High-speed WiFi throughout
• Large TV with standard cable and satellite
• In-unit washer and dryer
• Central air conditioning and ceiling fans
• Gas fireplace
• Pool table and foosball table — upstairs game room
• Dedicated workspace
• Fully equipped kitchen with dishwasher and blender
• Garage with free parking for up to 4 vehicles
• Carbon monoxide and smoke detectors
• First aid kit and fire extinguisher

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Location & Nearby Attractions

Casa Di Fortune is perfectly positioned for exploring everything St. Augustine has to offer — less than a mile from Historic Downtown and just 2 miles from Vilano Beach.

• Historic Downtown St. Augustine — less than 1 mile south
• Flagler College — steps away
• Castillo De San Marcos National Monument — minutes away
• Night of Lights — St. Augustine's beloved annual festival, right at your doorstep
• Vilano Beach — 2 miles east
• Fountain of Youth Archaeological Park — nearby
• Trolley stop — 2 minute walk
• Restaurants, cafes, boutiques, art galleries, and nightlife all within easy reach
• Fort Mose Historic State Park — nearby for hiking and history

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Good to Know

• Check-in: 4:00 PM | Check-out: 10:00 AM
• Maximum occupancy: 10 guests
• Pets allowed — dogs welcome
• No smoking anywhere on the property
• Quiet hours apply — please respect neighbors
• Free garage parking available for up to 4 vehicles

This property is professionally managed by Casago First Coast. Our team is available 24/7, 365 days a year. We are always just a message or a call away — we are here to make sure your stay with us is seamless from start to finish.

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Interior
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  • Washer
  • Dryer
  • Pet friendly
4.8 out of 5, Exceptional, 31 reviews
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Property amenities

Internet

  • Available in the house: Free WiFi

Parking and transportation

  • Onsite parking options include a garage

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Microwave
  • Oven
  • Refrigerator
  • Spices
  • Stovetop
  • Toaster

Bedrooms

  • 4 bedrooms
  • Bedsheets provided

Bathroom

  • 3 bathrooms
  • Hair dryer
  • Shower

Living spaces

  • Living room
  • Separate dining area

Entertainment

  • TV with cable/satellite channels

Outdoor areas

  • Balcony
  • Barbecue grill
  • Fenced yard
  • Garden

Laundry

  • Laundromat nearby
  • Washing machine

Work spaces

  • Desk
  • Desk chair

Comfort

  • Air conditioning
  • Heating

Pets

  • Pet friendly

Suitability/Accessibility

  • Smoking not allowed

Services and conveniences

  • Iron/ironing board

Location highlights

  • Near a hospital
  • Near a zoo
  • Near an outlet shopping mall
  • Near the sea

Things to do

  • Billiards/pool table
  • Foosball table
  • Golf
  • Kayak
  • Basketball nearby
  • Birdwatching nearby
  • Casino nearby
  • Cycling nearby
  • Ecotours nearby
  • Fishing nearby
  • Golfing nearby
  • Hiking nearby
  • Hunting nearby
  • Jet skiing nearby
  • Kayaking nearby
  • Motor boating nearby
  • Parasailing nearby
  • Rafting nearby
  • Sailing nearby
  • Scuba diving nearby
  • Snorkeling nearby
  • Surfing/bodyboarding nearby
  • Swimming nearby
  • Theme park nearby
  • Water skiing nearby
  • Water tubing nearby
  • Wildlife walks nearby
  • Winery tours nearby

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • First aid kit
  • Fire extinguisher
  • Deadbolt lock

General

  • Garden
  • Unit size: 2,744 square feet

Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in available
Minimum check-in age: 25

Check-out

Check-out before 10:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools

Pets

  • Pets are welcome
  • Service animals are exempt from fees

Children and extra beds

  • Children are welcome.

Events

No events 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
This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession. This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children. If you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room. Onsite parties or group events are strictly prohibited. For guests' safety, the property includes a carbon monoxide detector, a fire extinguisher, a smoke detector, a first aid kit, and a deadbolt lock in each accommodation.

Property is also known as

996841

Frequently asked questions

How close is Updated, dog-friendly gem w/fenced yard, foosball & pool tables, WiFi, fireplace to the airport?

This vacation home is 4.5 mi (7-min drive) away from the St. Augustine, FL (UST-Northeast Florida Regional) airport, the closest popular airport to the property.

Does Updated, dog-friendly gem w/fenced yard, foosball & pool tables, WiFi, fireplace have an airport shuttle?

Airport shuttle services are not available at this vacation home.

How close is Updated, dog-friendly gem w/fenced yard, foosball & pool tables, WiFi, fireplace to the beach?

This vacation home is 5.6 mi (11-min drive) from St. Augustine Beach and 1.9 mi (4-min drive) from Vilano Beach. Don't forget your sunscreen!

Does Updated, dog-friendly gem w/fenced yard, foosball & pool tables, WiFi, fireplace offer free breakfast?

This vacation home does not offer free breakfast.

Is there a casino at Updated, dog-friendly gem w/fenced yard, foosball & pool tables, WiFi, fireplace?

No, there is no casino at this vacation home.

What time is check-in at Updated, dog-friendly gem w/fenced yard, foosball & pool tables, WiFi, fireplace?

Check-in begins at 4:00 PM.

Is there free parking at Updated, dog-friendly gem w/fenced yard, foosball & pool tables, WiFi, fireplace?

Free parking is not available at this vacation home.

Does Updated, dog-friendly gem w/fenced yard, foosball & pool tables, WiFi, fireplace have a pool?

This vacation home does not have a pool.

Does Updated, dog-friendly gem w/fenced yard, foosball & pool tables, WiFi, fireplace have a spa?

There are no spa services available at this vacation home.

How close is Updated, dog-friendly gem w/fenced yard, foosball & pool tables, WiFi, fireplace to downtown St. Augustine?

This vacation home is 1.2 mi away from St. Augustine.

Updated, dog-friendly gem w/fenced yard, foosball & pool tables, WiFi, fireplace Reviews

Reviews

8.6

Excellent

Rating 10 - Excellent. 10 out of 14 reviews
Rating 8 - Good. 1 out of 14 reviews
Rating 6 - Okay. 0 out of 14 reviews
Rating 4 - Poor. 2 out of 14 reviews
Rating 2 - Terrible. 1 out of 14 reviews

8.2/10

Cleanliness

Reviews

Verified

10/10 Excellent

Christa S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The host, the amenities and the neighborhood!
Stayed 3 nights in Nov 2025
Verified

10/10 Excellent

Esther B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
I love this property it was clean and spacious and great for the kiddos with the playroom. We spent Thanksgiving weekend and had an amazing Friendsgiving getaway! We had our fur babies with us and they had plenty of room inside and outside.
Stayed 4 nights in Nov 2025
Verified

10/10 Excellent

Albert U.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The property was in a great neighborhood at the end of the street. Very well kept and maintained, had everything we needed to prep meals before heading out to explore. Will be staying again here on my next visit.
Stayed 4 nights in Sep 2025
Verified

10/10 Excellent

Kenneth W.

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

Trip

Good experience overall
Stayed 4 nights in Jun 2025
Verified

10/10 Excellent

James G.

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

Christmas family vacation

The property was perfect for the family. Everything was spotless and the check process was easy! Plenty of parking and at the end of a beautiful neighborhood. Would stay again!
Stayed 4 nights in Dec 2024
Verified

10/10 Excellent

Thomas b.

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

Great place in St. Augustine

This was such a great place to stay in St. Augustine. The house was laid out well and there was plenty of room for everyone. If you are going to stay in the historic district in St. Augustine this would be one place I would stay. We had everything there we needed it was close to the old jail and really everywhere in the historic district.
Stayed 4 nights in Nov 2024
Verified

10/10 Excellent

Jenny B.

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

Perfect

This place was perfect for our family! Lots of room and things to do just in the property itself. The pool table wasn’t accessible but the owners had reached out to us prior to let us know the previous renters broke it. The location is perfect! Would definitely come back!
Stayed 4 nights in Feb 2025
Verified

10/10 Excellent

Shaina R.

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

Fantastic

Our stay at here was awesome! Great location, clean, had everything you would need and more. Communication was clear and instant. Would definitely stay here again!
Stayed 3 nights in Sep 2023
Verified

10/10 Excellent

Philena T.

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

Friendship

Very well pleased with the house
Stayed 3 nights in Feb 2025
Verified

8/10 Good

Thomas b.

Liked: Check-in, communication, location, listing accuracy
Disliked: Cleanliness
This is a nice place to stay at the only issue we had is when we got there we noticed a very bad smell upstairs in the bedroom and upon trying to locate the smell we found a dirty baby diaper in the dresser draw. So then we started checking house out and found a clear small baggy with residue in it in plain sight. The washer had a weird smell in it along with a bunch of candy wrappers. The floors needed to be cleaned better as well. You had to wear shoes or slippers the entire time or your feet would turn black from dirt. We did bring this up to the property management company and they offered to send someone out to clean but we did not want to wait around for the cleaning people or be there and wait around while they clean. So when we went to Publix we bought our own cleaner and wiped everything out. There is some general maintenance that needs to be completed on the property and landscaping taken better care of. If they get a different cleaning crew and do some fixes then the place would be back to what we remembered it. We stayed here a year ago and it was beautiful. Also replace the furniture that is comfy and clean.
Stayed 5 nights in Nov 2025
Verified

4/10 Poor

Kalessin H.

Liked: Location
Disliked: Cleanliness, communication, listing accuracy

Don’t stay here unless there are no other options.

Ok yall this is a weird place. The photos portray it as a nice stay but the house hasn’t been touched in years. The coffee table is gone, the rugs are stained and should have been thrown out 4 years ago. The towel racks that are installed are falling off the walls and the cabinets in the kitchen are broken and falling off. The walls haven’t been wiped probably since they opened this rental and the floor boards have never been wiped. The beds were very comfortable but the pillows should have been trashed last century. I agree with everyone else on the communication, it seems like I was talking to ChatGPT instead of a person when I voiced my commands and nothing was resolved or even reached back out. Upon arrival (mind you this is a family house) there were vape carts in the front lawn and the whole lawn is completely dead by the way, it’s just weeds and dust. The toilet seats when you pick them up have dried pee inside the seats. Overall if we could have stayed somewhere else that would have made this experience way better. It was very sad for our group because we were two families here for Mothers Day and I would reccomend to no one to stay here. Very unfortunate because the location is awesome.
Stayed 3 nights in May 2025
Verified

4/10 Poor

LeNard C.

Liked: Check-in, listing accuracy

In my opinion

Do NOT stay here! The house looks beautiful online and a week before I went online to try and find some real-life photos and I was unsure if the photos of the house were photoshopped or not. When we arrived we immediately noticed the grass has not been cut for our arrival, which was a huge sign that the house was not ready although we waited until our listed check in time. Once we went into the house we noticed that the house was warm although the thermostat was set at 68 degree and currently showing 80 degrees inside. As we began to settle in and put away our groceries we noticed there was a second trash can next to the sink that was completely full of trash left by someone else. There was a couple of highnoon alcoholic drinks and other trash but was completely full, clearly overlooked as the house was being prepped for our stay. During my walk through I noticed that the floors were dirty and as the evening went on we all noticed our shoes and socks were filthy from the floor. After a few hours we noticed the AC was not changing the temperature so I called the number for Vacasa and within an hour an AC repairman was there. He fixed the frozen ac unit and water began to drip in the game room upstairs so the pool table was out of commission until we moved it and put the extra trash can that we emptied to real use to catch the water. The next day we headed out to the beach and when we arrived back home the AC was again 80 degrees downstairs but 74 upstairs.
Stayed 7 nights in Jul 2023
Verified

2/10 Terrible

gary c.

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

Bad experience

The air conditioning in the house was absolutely terrible! First night we found a bug crawling in the bed when checking the covers. There was no TV’s in any bedrooms so our kids were miserable when trying to go to sleep or relaxing from a day at the beach. Also the internet never worked. We did everything trying to get the air to work. We flipped the breakers and it just kept blowing out hot air. We tried to find the box to the internet to reset it. Never found it. The only TV’s in the house was the living room, but we couldn’t get the cable to work and the game room which was so hot!! On top of that there was no furniture in the game room to watch tv if you wanted to. There was tv mounts in all the bedrooms for some but no TV’s. The bathrooms had no trash cans. No where to hang towels. Just wasn’t very convenient! The game room had an open plus with no covering. So a kid could put their hand in there and it electrocute them. We blocked it with a container but was still worried the kids would move it. Also if you do decide to rent here don’t take a big vehicle. It’s SO hard to get in and out of the house. There was Always construction going on and we had to wait multiple times for them to move so we can get it. Even a smaller car would be a tight squeeze if you passed another vehicle. We contacted VRBO to see what they could do and they kept saying they will get back with us. They offered to relocate us the next day but we didn’t hear back. It wasn’t until the 4th day when they said they “found us something” but it didn’t accommodate our party. Again never heard back. We have all the texted messages back and forth throughout the stay and it just wasn’t relaxing at all. This is the most we had ever spent on a vacation home. We visit Florida 2-3 times a year and by far the worse experience. We would not rent here again unless things are updated and changed!
Stayed 10 nights in Jun 2022
Verified

10/10 Excellent

Brianna G.

Stayed 3 nights in Jan 2025

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