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Search results; Over 1,000 homes in Siena

Cottage in Siena
The Barn
1 bedroom, 2 beds, 1 private bathroom
25–30 Aug
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4.72 out of 5 average rating, 87 reviews
Top guest favourite
Holiday home in Siena
New! Luxury Apartment in Historic Centre of Siena
3 bedrooms, 4 beds, 2 bathrooms
24–29 Aug
5.0 out of 5 average rating, 12 reviews
Top guest favourite
Apartment in Siena
Luxury Penthouse with a View of Piazza del Campo
3 bedrooms, 3 beds, 4 bathrooms
24–29 Aug
5.0 out of 5 average rating, 19 reviews
Top guest favourite
Flat in San Gusmè
La Dimora del Luca
1 bedroom, 2 beds, 1 bathroom
1–6 Nov
4.99 out of 5 average rating, 165 reviews
Top guest favourite
Apartment in Noce
Podere Vergianoni nestled in Chianti with a pool
1 bedroom, 2 beds, 1 bathroom
26–31 Oct
5.0 out of 5 average rating, 343 reviews
Top guest favourite
Home in Barberino Tavarnelle
Breathtaking Views in Our Chianti Country House
1 bedroom, 2 beds, 1 bathroom
20–25 Nov
5.0 out of 5 average rating, 82 reviews
Top guest favourite
Farm stay in Greve in Chianti
Old hayloft on the Chianti hills
1 bedroom, 1 double bed, 1 bathroom
2–7 Dec
4.99 out of 5 average rating, 475 reviews
Top guest favourite
Farm stay in Siena
Authentic Tuscan Country House WITH A/C
1 bedroom, 1 double bed, 2 bathrooms
18–23 Aug
4.97 out of 5 average rating, 323 reviews
Top guest favourite
Flat in Quercegrossa
Tuscany jem: The Chianti Farmer's House
3 bedrooms, 3 beds, 2.5 bathrooms
29 Oct – 3 Nov
4.97 out of 5 average rating, 77 reviews
Guest favourite
Apartment in Castelnuovo Berardenga
Agriturismo Poggio Bonelli, 4 people apartment
2 bedrooms, 2 beds, 1 bathroom
18–23 Aug
5.0 out of 5 average rating, 10 reviews
Top guest favourite
Home in Monteroni d'Arbia
Discover Tuscany • Peaceful Country Retreat
2 bedrooms, 2 beds, 1 bathroom
1–6 Sept
5.0 out of 5 average rating, 14 reviews
Top guest favourite
Home in Castellina in Chianti
Apartment with stunning view on the vineyards
2 bedrooms, 3 beds, 1 bathroom
25–30 Oct
4.97 out of 5 average rating, 30 reviews
Top guest favourite
Flat in Siena
Casa dell'Onda 25
1 bedroom, 2 beds, 1 bathroom
17–22 Aug
4.96 out of 5 average rating, 91 reviews
Top guest favourite
Home in Poggiolo
Country House Podere l 'Assunta
2 bedrooms, 4 beds, 1 bathroom
7–12 Sept
5.0 out of 5 average rating, 85 reviews
Home in Castel San Gimignano
Elegant private cottage Volterra–San Gimignano
1 bedroom, 2 beds, 1 bathroom
24–29 Aug
New place to stay
Top guest favourite
Flat in Poggibonsi
Laura Chianti Holidays
2 bedrooms, 5 beds, 2 bathrooms
9–14 Nov
4.98 out of 5 average rating, 332 reviews
Top guest favourite
Home in Monteroni d'Arbia
Villa Canina - charm and rurality in the Crete Senesi
2 bedrooms, 3 beds, 2 bathrooms
24–29 Aug
5.0 out of 5 average rating, 8 reviews
Top guest favourite
Room in San Casciano In Val di Pesa
Independent room in the heart of Chianti
2 beds, 1 bathroom
4–9 Oct
5.0 out of 5 average rating, 84 reviews
Top guest favourite
Holiday home in Sovicille
Podere La Castellina - No. 4 FICO
1 bedroom, 2 beds, 1 bathroom
4–9 Oct
4.96 out of 5 average rating, 108 reviews