filters

Search results; Over 1,000 homes in Castelfranco di Sopra

Photo 1 of 10
Guest favourite
Apartment in Castelfranco Piandiscò
From Beppa B&B
1 bedroom, 1 bed, 1 private bathroom
1–6 Jan, Individual host
,
4.85 out of 5 average rating, 54 reviews
Photo 1 of 10
Top guest favourite
Flat in Loro Ciuffenna
Farmhouse apartment
Business host
4–9 Oct
5.0 out of 5 average rating, 16 reviews
Photo 1 of 29
Guest favourite
Home in Moncioni
Private Tuscan hilltop farmhouse with pool
Individual host
19–24 Sept
4.9 out of 5 average rating, 30 reviews
Photo 1 of 29
Villa in Poggibonsi
New for 2026 - Casa nel Chianti - relaxation & design
Individual host
16–21 Sept
New place to stay
Photo 1 of 29
Top guest favourite
Flat in Pelago
Tuscan vineyard home. Near Florence
Individual host
10–17 Oct
5.0 out of 5 average rating, 73 reviews
Photo 1 of 29
Top guest favourite
Farm stay in Greve in Chianti
Old hayloft on the Chianti hills
Business host
12–17 Feb
4.99 out of 5 average rating, 481 reviews
Photo 1 of 29
Top guest favourite
Home in Greve in Chianti
Relaxation and charm in the Chianti hills
Individual host
27 Oct – 1 Nov
4.99 out of 5 average rating, 114 reviews
Photo 1 of 29
Top guest favourite
Villa in Gaiole in Chianti
Montemarcoli
Individual host
7–12 Nov
5.0 out of 5 average rating, 34 reviews
Photo 1 of 29
Villa in Montevarchi
Designer Villa with Private Garden & Jacuzzi
Business host
30 Sept – 5 Oct
5.0 out of 5 average rating, 3 reviews
Photo 1 of 29
Top guest favourite
Villa in Radda in Chianti
Villa with pool in Chianti - Castellare Petroso
Business host
3–8 Oct
5.0 out of 5 average rating, 33 reviews
Photo 1 of 26
Top guest favourite
Holiday home in Rosennano
HOUSE ABOVE THE CHIANTI. WITH GARDEN AND POOL
Business host
22–27 Sept
4.99 out of 5 average rating, 78 reviews
Photo 1 of 29
Top guest favourite
Home in Galenda
Casa Pernice · Chianti villa with private pool
Business host
7–12 Oct
5.0 out of 5 average rating, 15 reviews
Photo 1 of 29
Top guest favourite
Villa in Barberino Tavarnelle
Luxury Villa in Chianti • Private Natural Pool
Individual host
2–7 Oct
5.0 out of 5 average rating, 30 reviews
Photo 1 of 29
Top guest favourite
Farm stay in Stia
Tuscany Magic @ Montermoli
Business host
19–26 Sept
5.0 out of 5 average rating, 27 reviews
Photo 1 of 29
Superhost
Home in Greve in Chianti
Villa with swimming pool in the heart of Chianti | Florence
Individual host
20–25 Sept
5.0 out of 5 average rating, 4 reviews
Photo 1 of 29
Top guest favourite
Home in Farneta
Podere Bocci residence in Casentino - Entire Villa
Business host
3–8 Oct
5.0 out of 5 average rating, 49 reviews
Photo 1 of 25
Top guest favourite
Villa in Gaiole in Chianti
Villa Ridolfo, a property surrounded by vineyards
Business host
29 Sept – 4 Oct
5.0 out of 5 average rating, 30 reviews
Photo 1 of 29
Guest favourite
Villa in San Casciano In Val di Pesa
Archipettoli - Exclusive villa 360 view AC WIFI
Individual host
19–26 Sept
5.0 out of 5 average rating, 13 reviews
Photo 1 of 29
Home in Loro Ciuffenna
Villa La Memma - Private Villa with Pool for 8
Individual host
16–21 Sept