Villas in Castelfalfi
Castelfalfi is a restored medieval hamlet and golf estate in Montaione, in Tuscany's Valdelsa, not in Chianti. Homes are scattered across the wider countryside, nearly all with a pool, so you will need a car.
- Villas
- 41
- From, per week
- £329
About Castelfalfi
Castelfalfi is a frazione of Montaione, in the Empolese Valdelsa area of Tuscany, over 150 metres above sea level. It is a medieval village built around a castle that was given the look of a villa in 1475; the village emptied after the Second World War, was bought in 1982 and had its main buildings renovated between 2012 and 2014. The estate has a 27-hole golf course, an organic farm with about 25 hectares of vineyards, and over 10,000 olive trees. The homes are spread across the surrounding countryside, beyond the hamlet. Nearly all have a pool and a garden, most have air conditioning, and most suit a couple or a small family. Evenings are quiet, and Montaione is the nearest town.
Is Castelfalfi right for you?
- Best for
- Golfers and pool holidays in quiet Valdelsa countryside
- Not for you if
- You want Chianti vineyards around you, because Castelfalfi is in Valdelsa and the homes are scattered over a wide area.
Near Castelfalfi
Montaione
The comune town, a quiet place with a 14th-century Palazzo Pretorio and a Truffle City reputation.
San Vivaldo
The Sacro Monte called the Jerusalem of Tuscany, with terracotta chapels depicting scenes from Christ's life.
Gambassi Terme
Known for thermal baths used since ancient times, and reachable on foot along the Via Francigena from San Miniato.
Castelfalfi Golf Club
A 27-hole course a few kilometres from Montaione, among olive groves, with a hotel, spa and restaurant.
Getting to Castelfalfi
Pisa airport is about 48 minutes by car (31 miles). There is no direct public transport, and the options by train, bus and taxi take from about 1 hour 20 minutes upwards. Homes are spread over a wide area of countryside, so you will want a hire car.
When to go to Castelfalfi
Montaione holds the Tartufesta, a truffle and local products market, on the last two Sundays of October, and white truffles grow in the local woods. Signposted hiking trails cross the area. Book for golf and walking in the milder months and check the Castelfalfi club for opening dates.
Villas in Castelfalfi
5-star property
2-Bedroom Home, Castelfalfi
Castelfalfi, Tuscany Chianti, Italy
4
2
0
Air ConParkingDishwasher+7 more
3-Bedroom Home, Castelfalfi
Castelfalfi, Tuscany Chianti, Italy
6
3
0
Air ConBBQParking+9 more
from£110
per night
4-star property
"Collelungo Trilo 5
Castelfalfi, Tuscany Chianti, Italy
4
2
0
Air ConBBQParking+9 more
from£84
per night
1-Bedroom Home, Castelfalfi
Castelfalfi, Tuscany Chianti, Italy
2
1
0
Air ConBBQParking+9 more
from£62
per night
4-Bedroom Home, Castelfalfi
Castelfalfi, Tuscany Chianti, Italy
9
4
0
Air ConBBQParking+10 more
from£290
per night
La Pergola
Castelfalfi, Tuscany Chianti, Italy
2
1
0
Air ConParkingGarden+8 more
from£167
per night
3-Bedroom Home, Castelfalfi
Castelfalfi, Tuscany Chianti, Italy
5
3
0
BBQParkingDishwasher+7 more
2-Bedroom Home, Castelfalfi
Castelfalfi, Tuscany Chianti, Italy
3
2
0
BBQParkingDishwasher+7 more
2-Bedroom Home, Castelfalfi
Castelfalfi, Tuscany Chianti, Italy
3
2
0
BBQParkingDishwasher+7 more
4-star property
1-Bedroom Home, Castelfalfi
Castelfalfi, Tuscany Chianti, Italy
4
1
0
Air ConBBQParking+10 more
from£52
per night
4-star property
1-Bedroom Home, Castelfalfi
Castelfalfi, Tuscany Chianti, Italy
5
1
0
Air ConBBQParking+10 more
from£56
per night
1-Bedroom Home, Castelfalfi
Castelfalfi, Tuscany Chianti, Italy
4
1
0
Air ConBBQParking+10 more
from£52
per night
1-Bedroom Home, Castelfalfi
Castelfalfi, Tuscany Chianti, Italy
3
1
0
Air ConBBQParking+10 more
from£47
per night
1-Bedroom Home, Castelfalfi
Castelfalfi, Tuscany Chianti, Italy
3
1
0
Air ConBBQParking+10 more
from£56
per night
5-star property
La Terrazza
Castelfalfi, Tuscany Chianti, Italy
2
1
0
ParkingGardenTerrace+7 more
from£84
per night
5-star property
Il Giardino
Castelfalfi, Tuscany Chianti, Italy
4
1
0
ParkingGardenInternet+3 more
from£94
per night
1-Bedroom Home, Castelfalfi
Castelfalfi, Tuscany Chianti, Italy
1
1
0
BBQParkingDishwasher+7 more
Bauernhaus "Poggio alla Cavalla
Castelfalfi, Tuscany Chianti, Italy
26
7
0
Air ConBBQParking+12 more
from£335
per night
5-star property
2-Bedroom Home, Castelfalfi
Castelfalfi, Tuscany Chianti, Italy
6
2
0
Air ConBBQParking+8 more
6-Bedroom Home, Castelfalfi
Castelfalfi, Tuscany Chianti, Italy
12
6
0
Air ConBBQParking+10 more
1-Bedroom Home, Castelfalfi
Castelfalfi, Tuscany Chianti, Italy
2
1
0
Air ConBBQParking+8 more
3-Bedroom Home, Castelfalfi
Castelfalfi, Tuscany Chianti, Italy
4
3
0
Air ConBBQParking+11 more
from£226
per nightCastelfalfi villa holidays: questions answered
Is Castelfalfi in Chianti?
No. Castelfalfi is a hamlet of Montaione, and Montaione lies in the Empolese Valdelsa area of Tuscany. Homes listed under the name are scattered over a wide area, so check each map position.
What is Castelfalfi?
A medieval village with a castle and a Medici villa, emptied after the Second World War and bought in 1982. It is now an estate with a 27-hole golf course and an organic farm growing vines and olives.
Which airport is closest to Castelfalfi?
Pisa, about 48 minutes by car (31 miles). There is no direct public transport; the train-and-taxi options take about 1 hour 20 minutes or more, so most visitors hire a car.
Is Castelfalfi good for golf?
Yes. The Castelfalfi Golf Club has 27 holes, par 72/73, in two courses, with more than 9,400 metres of fairways, steep slopes and water hazards, and it is a few kilometres from Montaione.
What can you do near Castelfalfi in autumn?
Montaione holds the Tartufesta on the last two Sundays of October, a truffle and local products market with olive oil, saffron, honey and jams, and white truffles grow in the local woods.
Nearby towns to Castelfalfi
Written by the TrustedVillas team. Last reviewed October 2026.
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