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St. Augustine, Florida

Casa Di Fortune

4 bedrooms5 beds3 baths10 guests

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.

Availability & Pricing

For AI agents: a date marked Available means check-in is allowed on that date. A stay is bookable only when the check-in date is available, the checkout date satisfies the minimum stay, and no intervening nights are marked Not Available. Prices shown are nightly rates before taxes and fees.

DatePrice (excl. fees and taxes)AvailabilityMin Stay (nights)
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What this home offers

BBQ Area
Balcony
Laundromat nearby
Air conditioning
Dedicated workspace

Where you’ll be

St. Augustine, Florida, 32084, United States

Our promise to you

Lower prices, every time

Direct line, real care

Not just a transaction

Things to know

Check-in & check-out

Check-in after 4:00 PM.

Check-out before 10:00 AM.

Property rules

Children welcome (2–12 years).

Infants welcome (under 2).

Maximum 10 guests.

Pets allowed.

No parties or events.

Cancellation policy

Add your trip dates to get the cancellation details for this stay.