On the bookCastelfiorentino, ItalyEstate

Castello DiOliveto

Castello Di Oliveto stands apart in Tuscany for its authentic working estate atmosphere—this isn't a converted barn or renovated villa, but a functioning property where medieval architecture meets active agricultural operations.

Ceremony
20 seated
Reception
150 seated
Nearest airport
FLR · 1 hour
Open season
JuneSeptember
Price range
$$$
Google rating
4.4 /5 · 127

Castello Di Oliveto is an estate destination wedding venue in Castelfiorentino, Italy, hosting 20 to 150 guests in the $$$ price range, reached from Florence Peretola Airport (Aeroporto di Firenze) (FLR), 1 hour. Best months: June, July, August, September.

01 · In a sentence

Castello Di Oliveto in Castelfiorentino, open JuneSeptember.

Castello Di Oliveto stands apart in Tuscany for its authentic working estate atmosphere—this isn't a converted barn or renovated villa, but a functioning property where medieval architecture meets active agricultural operations.

The 14th-century castle sits on 50 hectares of Tuscan countryside, offering raw stone walls and genuine period features rather than polished luxury resort aesthetics.

Ceremonies and receptions unfold within centuries-old structures overlooking vineyards and olive groves that define the region's landscape.

We had the pleasure of capturing a wedding at Castello di Oliveto, and it was such a magical experience. The castle’s historic charm, surrounded by rolling Tuscan hills, created the perfect backdrop for an unforgettable celebration. From the beautiful courtyard to the warm atmosphere, everything about this place feels timeless and full of character.

Peter & Veronika Photography · on Google
02 · What sets it apart

4 notes on the house.

Note 01

Medieval castle dating to the 14th century with original stone architecture and defensive fortifications

Note 02

Situated on 50 hectares of working estate with active vineyards and olive groves

Note 03

Accommodates up to 150 guests across multiple stone halls and outdoor terraces

Note 04

Located 35 kilometers southwest of Florence, accessible via the SR429

03 · The season

Best held in June, July, August.

The months the weather — and the local rhythm — is kindest to a stay at Castello Di Oliveto.

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
Peak · booked earlyOpen · typically availableShoulder · quieterClosed to weddings
04 · Hold a date

Check availability.

Select a date
July 2026
Pick a date

Choose a day from the calendar.

We hold dates in pencil. A first note comes back within two business days.

05 · A sample weekend

How the weekend usually runs.

Yours will be different — nothing below is required. Every planning begins with the three meals you most want to eat, and builds outward.

Friday · day 01
  • 3:00 PMGuest arrival; check-in at castle accommodation
  • 7:00 PMWelcome dinner in the stone hall or terrace
Saturday · day 02
  • 11:00 AMGuest preparation; final venue setup
  • 3:30 PMCeremony in courtyard or hall
  • 5:00 PMAperitivo and cocktail hour on grounds
  • 7:30 PMReception dinner with dancing
Sunday · day 03
  • 10:00 AMFarewell brunch; guest departure
06 · Practical

Things worth knowing.

Getting there

FLR · 1 hour

Guests fly into Florence Peretola Airport (Aeroporto di Firenze).

Typical total

€8,000

Final cost varies significantly by season, guest count, menu selection, and external vendor choices. Wine from the estate vineyards may be available for additional cost. Obtain a detailed quote directly from the venue.

Ceremony fee

€2,000

A one-time licence and setup fee, paid to the venue.

Reception

€60 / head

A seated dinner with wine and service, by headcount.

Room rate

€120 / night

A standard room in the wedding window. Group rates on request.

Weather window

June – September

4 viable months. Shoulder dates soften the light and the rates.

Figures are estimates, modeled from regional rates and public sources — not a quote from the house. Once the venue claims this page, their own rates take precedence.

07 · Questions

Asked along the way.

Can we stay at the castle for our wedding weekend?+

Yes, Castello Di Oliveto offers on-site accommodation options for guests. Availability varies by season and guest count, so early coordination with the venue is recommended.

What's included in the venue rental?+

The estate rental typically includes access to ceremony spaces, reception halls, and grounds. Catering, florals, and additional services are arranged separately or through preferred vendors.

Are outdoor ceremonies weather-dependent?+

Yes. The venue has covered indoor spaces for backup, but outdoor ceremonies on the grounds are subject to weather conditions. A contingency plan should be discussed during booking.

What's the drive time from Florence?+

Approximately 45-50 minutes from Florence's city center via the SR429 toward Volterra, depending on traffic conditions.

Can we bring our own caterer?+

Castello Di Oliveto works with approved catering partners or can discuss external options during the planning process. Contact the venue directly for their current policies.

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