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Search results; Over 1,000 homes in San Casciano in Val di Pesa
Over 1,000 homes in San Casciano in Val di Pesa
Photo 1 of 29
Guest favourite
Guest favourite
Home in San Casciano V.Pesa (FI)
Ambrogetta by Interhome.
4 bedrooms
,
·
3 private bathrooms
3–10 Oct
3–10 Oct
,
·
Business host
£1,942 total
Show price breakdown
£1,942 total
,
·
4.85 out of 5 average rating, 34 reviews
4.85 (34)
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Top guest favourite
Guest favourite
Villa in Impruneta
Exclusive Estate: Concierge service & heated pool
Individual host
Individual host
4–9 Oct
4–9 Oct
£6,874
£5,637 total
Show price breakdown
Free cancellation
4.99 out of 5 average rating, 145 reviews
4.99 (145)
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Top guest favourite
Guest favourite
Holiday home in San Casciano In Val di Pesa
Mucciana 3
Individual host
Individual host
21–26 Sept
21–26 Sept
£1,900
£1,629 total
Show price breakdown
5.0 out of 5 average rating, 12 reviews
5.0 (12)
Photo 1 of 29
Guest favourite
Guest favourite
Villa in San Casciano In Val di Pesa
Archipettoli - Exclusive villa 360 view AC WIFI
Individual host
Individual host
19–26 Sept
19–26 Sept
£2,455
£2,167 total
Show price breakdown
5.0 out of 5 average rating, 13 reviews
5.0 (13)
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Top guest favourite
Guest favourite
Home in San Casciano In Val di Pesa
Authentic Tuscan home: history, wine and relax
Individual host
Individual host
20–25 Oct
20–25 Oct
£686
£598 total
Show price breakdown
Free cancellation
5.0 out of 5 average rating, 45 reviews
5.0 (45)
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Top guest favourite
Guest favourite
Home in Barberino Tavarnelle
Peaceful Tuscan Home with Breathtaking Views
Individual host
Individual host
20–25 Nov
20–25 Nov
£799
£644 total
Show price breakdown
Free cancellation
5.0 out of 5 average rating, 90 reviews
5.0 (90)
Photo 1 of 29
Guest favourite
Guest favourite
Home in Poggibonsi
Le Casacce Farmhouse
Individual host
Individual host
15–20 Oct
15–20 Oct
£1,127
£903 total
Show price breakdown
Free cancellation
5.0 out of 5 average rating, 6 reviews
5.0 (6)
Photo 1 of 29
Top guest favourite
Guest favourite
Apartment in Florence
Vespucci Penthouse 3bdz3bth360° terrace & elevator
Business host
Business host
29 Nov – 4 Dec
29 Nov – 4 Dec
£1,176
£1,043 total
Show price breakdown
Free cancellation
5.0 out of 5 average rating, 83 reviews
5.0 (83)
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Top guest favourite
Guest favourite
Townhouse in Montefiridolfi
House with garden in the heart of Chianti Classico
Individual host
Individual host
20–25 Sept
20–25 Sept
£899 total
Show price breakdown
£899 total
5.0 out of 5 average rating, 30 reviews
5.0 (30)
Photo 1 of 29
Top guest favourite
Guest favourite
Apartment in Florence
beautiful apartment with a view in the historic centre
Individual host
Individual host
8–13 Nov
8–13 Nov
£2,275
£1,967 total
Show price breakdown
5.0 out of 5 average rating, 105 reviews
5.0 (105)
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Superhost
Superhost
Farm stay in San Casciano In Val di Pesa
Tuscan Vacation Home
Individual host
Individual host
1–6 Oct
1–6 Oct
£541 total
Show price breakdown
£541 total
Free cancellation
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Top guest favourite
Guest favourite
Farm stay in Impruneta
"Nocino Apartment" - Farmhouse - Chianti
Business host
Business host
4–9 Oct
4–9 Oct
£568
£511 total
Show price breakdown
Free cancellation
5.0 out of 5 average rating, 129 reviews
5.0 (129)
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Superhost
Superhost
Home in Montelupo Fiorentino
Aureva Tuscany, modern villa with private pool
Business host
Business host
19–24 Sept
19–24 Sept
£2,018
£1,665 total
Show price breakdown
5.0 out of 5 average rating, 4 reviews
5.0 (4)
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Top guest favourite
Guest favourite
Villa in Barberino Tavarnelle
Luxury Villa in Chianti • Private Natural Pool
Individual host
Individual host
2–7 Oct
2–7 Oct
£3,570 total
Show price breakdown
£3,570 total
5.0 out of 5 average rating, 31 reviews
5.0 (31)
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Villa in Poggibonsi
New for 2026 - Casa nel Chianti - relaxation & design
Individual host
Individual host
7–12 Oct
7–12 Oct
£3,002 total
Show price breakdown
£3,002 total
New place to stay
New
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Home in Greti
Casa Citille - by Happy Rentals
Business host
Business host
28 Sept – 3 Oct
28 Sept – 3 Oct
£814 total
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£814 total
5.0 out of 5 average rating, 5 reviews
5.0 (5)
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Top guest favourite
Guest favourite
Home in Florence
Villa Agnese · Pool · Duomo View · Parking
Individual host
Individual host
9–14 Oct
9–14 Oct
£4,509 total
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£4,509 total
5.0 out of 5 average rating, 19 reviews
5.0 (19)
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Guest favourite
Guest favourite
Villa in Le Quattro Strade
Villa Quattro Strade in Chianti
Individual host
Individual host
7–12 Oct
7–12 Oct
£1,115 total
Show price breakdown
£1,115 total
Free cancellation
5.0 out of 5 average rating, 5 reviews
5.0 (5)
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Top guest favourite
Guest favourite
Flat in San Gimignano
Apartment at ground floor with garden
Business host
Business host
9–14 Nov
9–14 Nov
£669
£576 total
Show price breakdown
Free cancellation
4.97 out of 5 average rating, 183 reviews
4.97 (183)
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