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

Saint Augustine, Florida
$399 avg/night Minimum Stay 1 Nights
Bed 4

Bed

Bath 3

Bath

Home Private Vacation Home

Property Type

Sleep 10

Max Sleeps

Night 1 nights

Min Stay

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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  • Feature Features
  • Map Map
  • School District Availability
  • Review Review

Feature Features

  • PETS

    Pet Friendly
  • SAFETY

    Carbon Monoxide Detector Installed (host Has Indicated There Is A Carbon Monoxide Detector On The Property) Deadbolt Lock Fire Extinguisher First Aid Kit Smoke Detector Installed (host Has Indicated There Is A Smoke Detector On The Property)
  • BEDROOM

    4 Bedrooms Bed Sheets Provided
  • GENERAL

    Unit Size: 2744 Sq Ft (255 Sq M)
  • KITCHEN

    Coffee/tea Maker Cookware/dishes/utensils Dishwasher Microwave Oven Refrigerator Spices Stovetop Toaster
  • LAUNDRY

    Near Laundromat Washing Machine And Dryer
  • PARKING

    Onsite Parking Onsite Parking Options Include A Garage
  • INTERNET

    Free WiFi
  • OUTDOORS

    Balcony Barbecue Grill Fenced Yard Garden
  • BATHROOMS

    3 Bathrooms Hair Dryer Shower
  • WORKSPACES

    Desk Desk Chair
  • THINGS TO DO

    Golfing On Site Hiking Nearby Hunting Nearby Kayak On Site Kayaking Nearby Parasailing Nearby Power Boating Nearby Scuba Diving Nearby Snorkeling Nearby Theme Parks Nearby Wildlife And Game Walks Nearby
  • ENTERTAINMENT

    Foosball Table Pool Or Billiards Table TV With Cable/satellite Service
  • LIVING SPACES

    Dining Room Living Room
  • CLIMATE CONTROL

    Air Conditioning Heating
  • LOCATION HIGHLIGHTS

    Near A Hospital Near A Zoo Near Outlet Shopping Near The Sea
  • SERVICES AND CONVENIENCES

    Iron/ironing Board
  • SUITABILITY/ACCESSIBILITY

    Smoke-free Property

CheckIn Check-in : 04:00 PM CheckOut Check-out : 10:00 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 10

Map Map

School District Availability

Review Review

  • Esther B.

    Submitted Nov 30, 2025

    Stayed Nov 26, 2025

    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.

  • Thomas b.

    Submitted Nov 26, 2025

    Stayed Nov 20, 2025

    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.

  • Christa S.

    Submitted Nov 16, 2025

    Stayed Nov 6, 2025

    The host, the amenities and the neighborhood!

  • Albert U.

    Submitted Sep 29, 2025

    Stayed Sep 25, 2025

    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.

  • Kenneth W.

    Submitted Jun 24, 2025

    Stayed Jun 20, 2025

    Good experience overall

  • Kalessin H.

    Submitted May 11, 2025

    Stayed May 8, 2025

    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.

  • Jenny B.

    Submitted Mar 6, 2025

    Stayed Feb 19, 2025

    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!

  • Philena T.

    Submitted Mar 2, 2025

    Stayed Feb 26, 2025

    Very well pleased with the house

  • James G.

    Submitted Jan 7, 2025

    Stayed Dec 23, 2024

    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!

  • Thomas b.

    Submitted Dec 4, 2024

    Stayed Nov 29, 2024

    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.

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Total

Includes taxes and fees
$399+
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