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

Top guest favourite
Flat in San Casciano In Val di Pesa
Luna Suite at Villa Santa Lucia Nuova
3 bedrooms, 3 beds, 3 private bathrooms
24–29 Sept
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5.0 out of 5 average rating, 28 reviews
Superhost
Villa in San Casciano In Val di Pesa
Villa Casavecchia 26+ people
14 bedrooms, 26 beds, 12.5 bathrooms
14–19 Nov
Guest favourite
Flat in San Casciano In Val di Pesa
Chianti Prestige Apartment • Terrazza & Relax
2 bedrooms, 4 beds, 1.5 bathrooms
7–12 Sept
5.0 out of 5 average rating, 10 reviews
Top guest favourite
Villa in Impruneta
Exclusive Estate: Concierge service & heated pool
6 bedrooms, 6 beds, 7 bathrooms
4–9 Oct
4.99 out of 5 average rating, 145 reviews
Top guest favourite
Room in San Casciano In Val di Pesa
Independent loft in the heart of Chianti
2 beds, 1 bathroom
4–9 Oct
5.0 out of 5 average rating, 64 reviews
Top guest favourite
Villa in Noce
Villa in Toscana con piscina privata panoramica
2 bedrooms, 4 beds, 2 bathrooms
11–16 Nov
5.0 out of 5 average rating, 35 reviews
Top guest favourite
Home in Barberino Tavarnelle
Peaceful Tuscan Home with Breathtaking Views
1 bedroom, 2 beds, 1 bathroom
3–8 Nov
5.0 out of 5 average rating, 87 reviews
Guest favourite
Villa in San Casciano In Val di Pesa
Archipettoli - Exclusive villa 360 view AC WIFI
6 bedrooms, 8 beds, 4 bathrooms
19–26 Sept
5.0 out of 5 average rating, 11 reviews
Top guest favourite
Home in San Casciano In Val di Pesa
Authentic Tuscan home: history, wine and relax
1 bedroom, 1 double bed, 1 bathroom
20–25 Oct
5.0 out of 5 average rating, 44 reviews
Top guest favourite
Home in San Filippo a Ponzano
Infinity pool in Chianti 1
3 bedrooms, 4 beds, 2 bathrooms
20–25 Oct
5.0 out of 5 average rating, 141 reviews
Featured hotel
Room in Florence
Classic room
1 king bed, 1 bathroom
1–6 Nov
Top guest favourite
Apartment in San Casciano In Val di Pesa
the rooster
1 bedroom, 2 beds, 1 bathroom
10–15 Oct
5.0 out of 5 average rating, 52 reviews
Top guest favourite
Farm stay in Santa Cristina
Santa Cristina Farm in Pancole
4 beds, 1 bathroom
3–8 Nov
4.96 out of 5 average rating, 230 reviews
Villa in Poggibonsi
New for 2026 - Casa nel Chianti - relaxation & design
3 bedrooms, 3 beds, 3 bathrooms
15–20 Sept
New place to stay
Top guest favourite
Villa in Barberino Tavarnelle
Luxury Villa in Chianti • Private Natural Pool
2 bedrooms, 3 beds, 2 bathrooms
2–7 Oct
5.0 out of 5 average rating, 30 reviews
Guest favourite
Villa in Le Quattro Strade
Villa Quattro Strade in Chianti
3 bedrooms, 4 beds, 2 bathrooms
7–12 Sept
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Apartment in Florence
Elegant Apartment in Historic Florence Villa
3 bedrooms, 4 beds, 3 bathrooms
7–12 Sept
4.97 out of 5 average rating, 35 reviews
Top guest favourite
Holiday home in Montespertoli
Rondini Blu Vacation Home - Uva Apartment
1 bedroom, 2 beds, 1 bathroom
25–30 Oct
4.97 out of 5 average rating, 31 reviews
Top guest favourite
Flat in Barberino Tavarnelle
Le Casette Altana Farm
3 bedrooms, 3 double beds, 2 bathrooms
7–12 Oct
5.0 out of 5 average rating, 11 reviews