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.
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)
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
Ponce de Leon's Fountain of Youth Archaeological Park
4 min walk - 0.4 km
Ripley's Believe It Or Not
14 min walk - 1.2 km
St. George Street
16 min walk - 1.4 km
Flagler College
3 min drive - 2.1 km
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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