
Castelfalfi · 6 guests · 3 bedrooms
From €84,000 / week
A private house with its own pool inside the medieval borgo, a combination that almost never comes up in a historic Tuscan…
TuscanyVilla estate
Villas on the Castelfalfi estate near Montaione, surrounded by vineyards and countryside. Services vary by villa.
5 villas at Castelfalfi in our collection, sleeping 4 to 10 guests; 2 have a private pool and 1 list a heated pool. The largest, Casale I Bianchi, sleeps 10. A private chef can be arranged at every villa.
5 villas in the collection1 article in the journal

The estate
From the villas on the estate.
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5 villas

Castelfalfi · 6 guests · 3 bedrooms
From €84,000 / week
A private house with its own pool inside the medieval borgo, a combination that almost never comes up in a historic Tuscan…

Castelfalfi · 6 guests · 3 bedrooms
From €56,000 / week
An address in the historic core of the borgo, with windows over the Medici Park, heritage you can see from the breakfast table.

Castelfalfi · 10 guests · 5 bedrooms
From €126,000 / week
Heated pool · Working vineyard
The estate's largest villa, 550 m² and five master bedrooms, yet entirely private…

Castelfalfi · 4 guests · 2 bedrooms
From €140,000 / week
Private chef · Panoramic view
The only Stefano Ricci-designed residence available to rent in Tuscany.

Castelfalfi · 6 guests · 3 bedrooms
From €70,000 / week
Working vineyard · Panoramic view
A restored barn with the volume and light only an old fienile gives: high ceilings, broad openings, a real sense of space.
On Castelfalfi
Castelfalfi brings together a medieval village, a working wine and olive estate, and a five-star resort in the countryside near Montaione, between Florence and Pisa. A villa here gives you a private base for the week, with restaurants, wellness and activities on the estate when you want to venture out.
The choice is between village life and a more secluded countryside setting. Compare the villas above, then use this guide to decide how close you want to be to the borgo, which facilities matter to your party and what you would like to arrange before arrival.
The village of Castelfalfi was founded by the Lombard king Faolfo and first documented in 754 AD; its custodians changed across the centuries, the Caetani, the chivalrous Order of Santo Stefano, the Biondi family, while the architecture and the land endured. The restored hamlet is the centrepiece, with the medieval castle (La Rocca) and its three panoramic terraces, the Romanesque church of San Floriano, and the Medici Park, home to an extraordinary collection of plants from around the world and a magnificent stone cloister.
For a stay in the village, compare Casa Medici with La Pergola. Casa Medici looks towards the Medici Park; La Pergola has a private plunge pool. Both are worth considering if the borgo is an important part of your holiday.
For a countryside setting, start with Il Fienile and Casale I Bianchi. Il Fienile has three bedrooms, while Casale I Bianchi has five. Check the layout and the route to the village alongside the guest capacity, especially when travelling with children or several generations.
Stefano Ricci La Rocca is a different kind of stay: a two-suite penthouse in the castle, with a rooftop terrace and private jacuzzi. Compare its accommodation and service arrangements separately from the farmhouse villas.
Ask for floor plans, en-suite bathroom details and bed configurations before choosing. Pool size, heating, outdoor space and service inclusions vary by property. The individual villa pages are the place to compare those details.
Castelfalfi’s golf course will reopen in 2027, with the date to be confirmed. This adds another reason to consider an estate villa for a future stay, particularly for groups combining golf with pool days, food and wine, or time at the spa.
Our Tuscany golf course map and villa guide compares Castelfalfi with other golf areas, including Rosewood villas at Castiglion del Bosco, where villa guests enjoy exclusive course access. For Castelfalfi, confirm the opening schedule and playing arrangements for your dates before booking around golf.
The estate runs more than forty curated experiences. In the vineyards and cellars: tastings of the organic wines in the Barricaia, olive-oil tastings at the historic Frantoio mill, and, in season, the grape harvest and the olive picking. At the table: cooking classes and wood-fired pizza workshops, and picnics laid out on the hills. In nature: truffle hunts in the Carfalo woods, falconry, beekeeping and honey tasting, fishing on Casiscala Lake, e-bike rides and night jeep safaris, and four marked trekking trails across the 2,700 acres.
For the energetic there is the Castelfalfi Adventure Park, with ten treetop courses, a climbing wall and archery, alongside guided tours of the borgo, grand city tours and even supercar drives through the hills. It adds up to a place where children, grandparents and everyone between can each have the holiday they came for.
The RAKxa Wellness Spa gives the estate a dedicated setting for treatments and time away from the villa. Ask about appointments, age policies and which facilities are included with your accommodation before planning a spa day.
The estate’s dining options let you mix meals at the villa with evenings out. Restaurant openings and menus can change through the season, so choose around the week you are staying rather than a fixed restaurant count.
For families, the adventure park and estate activities give you options beyond the pool. Check age and height requirements for the activities you choose, and book childcare separately where needed. Our family villa planning guide covers room layouts, pool questions and the practical needs of different generations.
For celebrations, the castle's three panoramic terraces, the Medicean Park and the borgo itself stage weddings and receptions, while the Aria pavilion seats up to 450 guests beside a cloister and gardens; four meeting rooms handle corporate functions, all with dedicated event planners. Underpinning it is a working farm: twenty-five hectares of vineyards and more than forty of olive groves, organic since 2016, whose wine, extra-virgin olive oil and even gin, vermouth, amaro and grappa are sold in the estate wine shop. A biomass plant heats and cools the buildings, and rainwater lakes irrigate the land.
Compare Florence and Pisa airports using your flight times and the route to your chosen villa. A car is useful for exploring beyond the estate; countryside villas are not all within walking distance of the borgo. Use our Tuscany map to plan outings to San Gimignano and Volterra. Ask about estate transport and villa service inclusions before arrival.
When to come
May, June, September and into October are the finest windows: warm enough for the pools, with the vineyards in leaf or the harvest under way, and well below the heat and prices of high summer. July and August stay comfortable thanks to the estate pools and the Forte dei Marmi beach club, while winter is quiet, when the spa and fireside dining come into their own.
Towns worth knowing
Best for
For a future golf stay, use our golf course and villa guide. Castelfalfi’s course will reopen in 2027, with the date to be confirmed. Check the opening schedule for your stay.
Practicalities
A car is useful for exploring beyond the estate. Ask about estate transport, the route from your villa to the borgo and the services included with your booking.
Frequently asked

Castelfalfi
San Gimignano: the medieval Manhattan of fourteen towers, day-tripped to within an inch of its life, and still one of the genuinely remarkable visits in Tuscany if you know how to time it.
Compare nearby areas and alternative bases
Planning the week