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Search results; Over 1,000 homes in San Casciano in Val di Pesa

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Guest favourite
Home in San Casciano V.Pesa (FI)
Ambrogetta by Interhome.
4 bedrooms, 3 private bathrooms
3–10 Oct, Business host
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4.85 out of 5 average rating, 34 reviews
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Top guest favourite
Villa in Impruneta
Exclusive Estate: Concierge service & heated pool
Individual host
4–9 Oct
4.99 out of 5 average rating, 145 reviews
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Top guest favourite
Holiday home in San Casciano In Val di Pesa
Mucciana 3
Individual host
21–26 Sept
5.0 out of 5 average rating, 12 reviews
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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
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Top guest favourite
Home in San Casciano In Val di Pesa
Authentic Tuscan home: history, wine and relax
Individual host
20–25 Oct
5.0 out of 5 average rating, 45 reviews
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Top guest favourite
Home in Barberino Tavarnelle
Peaceful Tuscan Home with Breathtaking Views
Individual host
20–25 Nov
5.0 out of 5 average rating, 90 reviews
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Guest favourite
Home in Poggibonsi
Le Casacce Farmhouse
Individual host
15–20 Oct
5.0 out of 5 average rating, 6 reviews
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Top guest favourite
Apartment in Florence
Vespucci Penthouse 3bdz3bth360° terrace & elevator
Business host
29 Nov – 4 Dec
5.0 out of 5 average rating, 83 reviews
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Top guest favourite
Townhouse in Montefiridolfi
House with garden in the heart of Chianti Classico
Individual host
20–25 Sept
5.0 out of 5 average rating, 30 reviews
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Top guest favourite
Apartment in Florence
beautiful apartment with a view in the historic centre
Individual host
8–13 Nov
5.0 out of 5 average rating, 105 reviews
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Superhost
Farm stay in San Casciano In Val di Pesa
Tuscan Vacation Home
Individual host
1–6 Oct
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Top guest favourite
Farm stay in Impruneta
"Nocino Apartment" - Farmhouse - Chianti
Business host
4–9 Oct
5.0 out of 5 average rating, 129 reviews
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Superhost
Home in Montelupo Fiorentino
Aureva Tuscany, modern villa with private pool
Business host
19–24 Sept
5.0 out of 5 average rating, 4 reviews
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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, 31 reviews
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Villa in Poggibonsi
New for 2026 - Casa nel Chianti - relaxation & design
Individual host
7–12 Oct
New place to stay
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Home in Greti
Casa Citille - by Happy Rentals
Business host
28 Sept – 3 Oct
5.0 out of 5 average rating, 5 reviews
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Top guest favourite
Home in Florence
Villa Agnese · Pool · Duomo View · Parking
Individual host
9–14 Oct
5.0 out of 5 average rating, 19 reviews
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Guest favourite
Villa in Le Quattro Strade
Villa Quattro Strade in Chianti
Individual host
7–12 Oct
5.0 out of 5 average rating, 5 reviews
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Top guest favourite
Flat in San Gimignano
Apartment at ground floor with garden
Business host
9–14 Nov
4.97 out of 5 average rating, 183 reviews