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Search results; Over 1,000 homes in Castelfranco di Sopra
Over 1,000 homes in Castelfranco di Sopra
Photo 1 of 6
Guest favourite
Guest favourite
Farm stay in Castelfranco di sopra
Romantic apartment in the Tuscan village
1 bedroom
,
·
1 bed
,
·
1.5 private bathrooms
25–30 Oct
25–30 Oct
,
·
Business host
£463
total
Show price breakdown
£463 total
,
·
4.89 out of 5 average rating, 339 reviews
4.89 (339)
Photo 1 of 6
Guest favourite
Guest favourite
Flat in Rignano sull'Arno
VIRGO apartment
Business host
Business host
20–25 Sept
20–25 Sept
£1,336
total
Show price breakdown
£1,336 total
Free cancellation
5.0 out of 5 average rating, 24 reviews
5.0 (24)
Photo 1 of 6
Top guest favourite
Guest favourite
Flat in Loro Ciuffenna
Farmhouse apartment
Business host
Business host
4–9 Oct
4–9 Oct
£1,006
total
Show price breakdown
£1,006 total
Free cancellation
5.0 out of 5 average rating, 15 reviews
5.0 (15)
Photo 1 of 6
Guest favourite
Guest favourite
Home in Moncioni
Private Tuscan hilltop farmhouse with pool
Individual host
Individual host
2–7 Sept
2–7 Sept
£3,631
total
Show price breakdown
£3,631 total
4.9 out of 5 average rating, 30 reviews
4.9 (30)
Photo 1 of 6
Top guest favourite
Guest favourite
Home in Florence
Villa Agnese · Pool · Duomo View · Parking
Individual host
Individual host
24–29 Oct
24–29 Oct
£4,652
£2,775
total
Show price breakdown
5.0 out of 5 average rating, 16 reviews
5.0 (16)
Photo 1 of 6
Top guest favourite
Guest favourite
Farm stay in Greve in Chianti
Old hayloft on the Chianti hills
Business host
Business host
8–13 Nov
8–13 Nov
£608
total
Show price breakdown
£608 total
Free cancellation
4.99 out of 5 average rating, 478 reviews
4.99 (478)
Photo 1 of 6
Villa in Poggibonsi
New for 2026 - Casa nel Chianti - relaxation & design
Individual host
Individual host
15–20 Sept
15–20 Sept
£2,568
total
Show price breakdown
£2,568 total
New place to stay
New
Photo 1 of 6
Top guest favourite
Guest favourite
Villa in Modine
Tuscan Villa with Private Jacuzzi & River
Business host
Business host
30 Oct – 4 Nov
30 Oct – 4 Nov
£1,883
total
Show price breakdown
£1,883 total
Free cancellation
5.0 out of 5 average rating, 51 reviews
5.0 (51)
Photo 1 of 6
Top guest favourite
Guest favourite
Home in Galenda
Casa Pernice · Chianti villa with private pool
Business host
Business host
7–12 Oct
7–12 Oct
£2,388
total
Show price breakdown
£2,388 total
Free cancellation
5.0 out of 5 average rating, 14 reviews
5.0 (14)
Photo 1 of 6
Superhost
Superhost
Apartment in Loro Ciuffenna
Ginestra superior flat in VILLA with POOL
Business host
Business host
3–8 Sept
3–8 Sept
£1,374
total
Show price breakdown
£1,374 total
Photo 1 of 6
Top guest favourite
Guest favourite
Flat in Pelago
Tuscan vineyard home. Near Florence
Individual host
Individual host
10–17 Oct
10–17 Oct
£1,121
total
Show price breakdown
£1,121 total
Free cancellation
5.0 out of 5 average rating, 72 reviews
5.0 (72)
Photo 1 of 6
Superhost
Superhost
Home in Greve in Chianti
Villa with swimming pool in the heart of Chianti | Florence
Individual host
Individual host
20–25 Sept
20–25 Sept
£1,668
£1,355
total
Show price breakdown
5.0 out of 5 average rating, 3 reviews
5.0 (3)
Photo 1 of 6
Top guest favourite
Guest favourite
Villa in Linari
Entire villa with private pool, stunning view!
Individual host
Individual host
1–6 Sept
1–6 Sept
£4,930
£4,438
total
Show price breakdown
4.98 out of 5 average rating, 60 reviews
4.98 (60)
Photo 1 of 6
Top guest favourite
Guest favourite
Villa in Gaiole in Chianti
Galendino
Business host
Business host
19–26 Sept
19–26 Sept
£3,135
£2,637
total
Show price breakdown
5.0 out of 5 average rating, 10 reviews
5.0 (10)
Photo 1 of 6
Top guest favourite
Guest favourite
Home in San Filippo a Ponzano
Infinity pool in Chianti 1
Business host
Business host
20–25 Oct
20–25 Oct
£2,090
£1,819
total
Show price breakdown
Free cancellation
5.0 out of 5 average rating, 140 reviews
5.0 (140)
Photo 1 of 6
Guest favourite
Guest favourite
Farm stay in Loro Ciuffenna
Exclusive villa with pool and breathtaking view
Business host
Business host
1–6 Oct
1–6 Oct
£5,284
£4,662
total
Show price breakdown
5.0 out of 5 average rating, 6 reviews
5.0 (6)
Photo 1 of 6
Top guest favourite
Guest favourite
Home in Terranuova Bracciolini
Villa Piandarca - Tuscany - WIFI - private pool
Individual host
Individual host
12–17 Sept
12–17 Sept
£3,267
£2,856
total
Show price breakdown
Free cancellation
4.98 out of 5 average rating, 57 reviews
4.98 (57)
Photo 1 of 6
Top guest favourite
Guest favourite
Villa in Radda in Chianti
Villa with pool in Chianti - Castellare Petroso
Business host
Business host
3–8 Oct
3–8 Oct
£3,783
total
Show price breakdown
£3,783 total
Free cancellation
5.0 out of 5 average rating, 33 reviews
5.0 (33)
Photo 1 of 6
Villa in Montevarchi
Designer Villa with Private Garden & Jacuzzi
Business host
Business host
1–6 Sept
1–6 Sept
£2,184
total
Show price breakdown
£2,184 total
5.0 out of 5 average rating, 3 reviews
5.0 (3)
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