Entire home

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

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A covered porch with a white garage door, a hanging planter, a sofa, and a sign reading "Casa Di Fortuna." - Updated, dog-friendly gem w/fenced yard, foosball & pool tables, WiFi, fireplace (St. Augustine)
A modern kitchen with white cabinetry, a built-in dishwasher, and pendant lighting. - Updated, dog-friendly gem w/fenced yard, foosball & pool tables, WiFi, fireplace (St. Augustine)
A two-story house with a garage, a covered porch, and a well-maintained lawn. - Updated, dog-friendly gem w/fenced yard, foosball & pool tables, WiFi, fireplace (St. Augustine)
A modern kitchen with white cabinets, stainless steel appliances, a central island with bar stools, and pendant lighting. - Updated, dog-friendly gem w/fenced yard, foosball & pool tables, WiFi, fireplace (St. Augustine)
A dining area with a large wooden table, ornate chairs, and a mirror cabinet. - Updated, dog-friendly gem w/fenced yard, foosball & pool tables, WiFi, fireplace (St. Augustine)
Close to Castillo de San Marcos National Monument, Updated, dog-friendly gem w/fenced yard, foosball & pool tables, WiFi, fireplace provides amenities like golfing on site and a garden. Adventurous travelers may like the kayaking at this vacation home. Stay connected with free in-room WiFi.

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

Add dates for prices

About this property

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. A $75 pet fee applies per pet.
    • 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.

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

  • 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
  • Welcoming dogs only
  • 2 pets total (up to 50 lbs per pet)

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

Similar properties

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 allowed
Service animals are welcome, and are exempt from fees
Welcoming dogs only
2 total (up to 50 lbs per pet)

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

About the area

Located in Uptown, a neighborhood in St. Augustine, this vacation home is near theme parks and by the sea. World Golf Village is a popular attraction and the area's natural beauty can be seen at Vilano Beach and St. Augustine Beach. Looking to enjoy an event or a game while in town? See what's happening at Francis Field or Flagler College Tennis Center. Jet skiing and kayaking offer great chances to get out on the surrounding water, or you can seek out an adventure with ecotours and hiking nearby. Visit our St. Augustine travel guide
View more Vacation homes in St. Augustine
Map
St. Augustine, FL

What's nearby

  • A rustic wooden structure with benches, surrounded by palm trees and a sandy area.
    Ponce de Leon's Fountain of Youth Archaeological Park
    4 min walk - 0.4 km
  • A pirate-themed exhibit with skeletons, pirate costumes, and maritime artifacts.
    Ripley's Believe It Or Not
    14 min walk - 1.2 km
  • A bustling street with flags, shops, and pedestrians.
    St. George Street
    16 min walk - 1.4 km
  • A large, historic building complex with red-tiled roofs, surrounded by lush greenery and a river in the background.
    Flagler College
    3 min drive - 2.1 km
  • A historic stone wall with a flag, a grassy area, and a wooden bridge with people walking.
    Castillo de San Marcos National Monument
    5 min drive - 3.1 km

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
  • Mojo Old City BBQ
    3 min drive
  • Mill Top Tavern And Listening Room
    3 min drive

Frequently asked questions

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

Yes, this property allows dogs (limit 2 total) with a maximum weight of up to 50 lbs per pet.

How much is parking?

Onsite parking is available at the property.

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.

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

Check-out is at 10:00 AM.

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

Located in Uptown, this vacation home is within 1 mi (2 km) of Old Jail Museum, St. George Street, and Castillo de San Marcos National Monument. St. Augustine History Museum and Ponce de Leon's Fountain of Youth Archaeological Park are also within 10 minutes.

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