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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
14–19 Oct
4.92 out of 5 average rating, 283 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
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
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
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
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, 78 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
29 Aug – 3 Sept
New place to stay
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, 9 reviews
Superhost
Tiny home in Reggello
Idromassaggio Privato • Terrazza con Vista
1 bedroom, 1 double bed, 1 bathroom
25–30 Aug
New place to stay
Guest favourite
Farm stay in Monteriggioni
Podere Casalino - Il Gatto
2 bedrooms, 3 beds, 2 bathrooms
27 Aug – 1 Sept
4.9 out of 5 average rating, 113 reviews
Guest favourite
Home in Monteriggioni
The Barn Detached house surrounded by greenery
1 bedroom, 2 beds, 1 bathroom
22–27 Sept
5.0 out of 5 average rating, 9 reviews
Guest favourite
Flat in San Gusmè
La Dimora del Luca
1 bedroom, 2 beds, 1 bathroom
1–6 Nov
4.98 out of 5 average rating, 166 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
Flat in San Gimignano
Luxury Residence in the Heart of San Gimignano
3 bedrooms, 3 king beds, 2 bathrooms
16–21 Aug
New place to stay
Top guest favourite
Home in Barberino Tavarnelle
Authentic Tuscany Experience in our Country House
1 bedroom, 2 beds, 1 bathroom
20–25 Nov
5.0 out of 5 average rating, 82 reviews
Top guest favourite
Home in Villa A Sesta
Raffaella's House in Chianti
2 bedrooms, 3 beds, 1 bathroom
19–24 Oct
4.99 out of 5 average rating, 477 reviews