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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
Holiday home in San Casciano In Val di Pesa
Mucciana 3
Individual host
7–12 Oct
5.0 out of 5 average rating, 12 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, 146 reviews
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Guest favourite
Villa in San Casciano In Val di Pesa
Archipettoli - Exclusive villa 360 view AC WIFI
Individual host
3–10 Oct
5.0 out of 5 average rating, 13 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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Superhost
Home in Greve in Chianti
Villa with swimming pool in the heart of Chianti | Florence
Individual host
10–15 Oct
5.0 out of 5 average rating, 4 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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Top guest favourite
Home in Barberino Tavarnelle
Peaceful and Relaxing Tuscan Retreat with Views
Individual host
20–25 Nov
5.0 out of 5 average rating, 91 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, 46 reviews
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Top guest favourite
Villa in Barberino Tavarnelle
Luxury Villa in Chianti • Private Natural Pool
Individual host
1–6 Oct
5.0 out of 5 average rating, 32 reviews
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Guest favourite
Loft in Scandicci
Loft Tuscany among hills and vineyards. Parking and A/C
Individual host
12–17 Oct
5.0 out of 5 average rating, 16 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, 85 reviews
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Top guest favourite
Farm stay in San Gimignano
Casa Renai - holidays with friends in San Gimignano
Business host
18–23 Oct
5.0 out of 5 average rating, 50 reviews
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Villa in Poggibonsi
New for 2026 - Casa nel Chianti - relaxation & design
Individual host
7–12 Oct
5.0 out of 5 average rating, 4 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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Superhost
Villa in Montespertoli
Tuscan barn with private pool VacaVilla Excl.
Business host
11–16 Oct
5.0 out of 5 average rating, 4 reviews
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Top guest favourite
Barn in Pontassieve
Country retreat near Florence with hot tub
Individual host
15–20 Nov
5.0 out of 5 average rating, 23 reviews
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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, 131 reviews
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Top guest favourite
Flat in Florence
Boutique 5-Bedroom Apartment, Florence City Center
Individual host
28 Oct – 2 Nov
5.0 out of 5 average rating, 19 reviews