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Search results; Over 1,000 homes in Siena

Top guest favourite
Home in Il Poggetto
The Loggia
2 bedrooms, 3 beds, 2 private bathrooms
21–26 Oct
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4.93 out of 5 average rating, 151 reviews
Top guest favourite
Farm stay in Simignano
Casa al Gianni - Fig
2 bedrooms, 3 beds, 2 bathrooms
10–15 Oct
4.92 out of 5 average rating, 282 reviews
Top guest favourite
Flat in Asciano
Incredible Views & Pool in the Tuscan Hills
2 bedrooms, 2 beds, 2 bathrooms
31 Oct – 5 Nov
4.89 out of 5 average rating, 19 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
Top guest favourite
Holiday home in Sovicille
Podere La Castellina - No. 6 ROSETO
2 bedrooms, 3 beds, 2 bathrooms
24–29 Oct
4.99 out of 5 average rating, 81 reviews
Top guest favourite
Apartment in Asciano
Loggiato 3 apartment in Tuscany near Siena
1 bedroom, 1 double bed, 1 bathroom
7–12 Oct
4.92 out of 5 average rating, 199 reviews
Superhost
Home in Gaiole in Chianti
Villa Melina - new life for the barn
1 bedroom, 1 bed, 1 bathroom
16–21 Oct
Guest favourite
Home in Monteriggioni
The Barn Detached house surrounded by greenery
1 bedroom, 2 beds, 1 bathroom
1–6 Sept
5.0 out of 5 average rating, 9 reviews
Superhost
Tiny home in Reggello
Idromassaggio Privato • Terrazza con Vista
1 bedroom, 1 double bed, 1 bathroom
23–28 Aug
New place to stay
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, 344 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
Room in Gaiole in Chianti
Argentina. Welcome to our small village, L...
2 beds, 1 bathroom
4–9 Oct
4.95 out of 5 average rating, 19 reviews
Top guest favourite
Flat in Colombaiolo
Farmhouse with swimming pool, MARA apartment
1 bedroom, 1 double bed, 1 bathroom
3–8 Oct
4.99 out of 5 average rating, 87 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
Home in Siena
Podere Piazza house with panoramic view
3 bedrooms, 4 beds, 2 bathrooms
21–26 Oct
4.97 out of 5 average rating, 195 reviews
Top guest favourite
Farm stay in Radicondoli
The pomegranate, Podere il Giglio
2 bedrooms, 2 beds, 2 bathrooms
23–28 Oct
5.0 out of 5 average rating, 31 reviews
Home in Castel San Gimignano
Elegant private cottage Volterra–San Gimignano
1 bedroom, 2 beds, 1 bathroom
12–17 Oct
New place to stay
Guest favourite
Room in Castelnuovo Berardenga
Private room in Bed and Breakfast Casa Cernano,...
1 double bed, 1 bathroom
13–18 Aug
5.0 out of 5 average rating, 13 reviews