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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
18–23 Oct
4.92 out of 5 average rating, 284 reviews
Top guest favourite
Room in Gaiole in Chianti
Argentina. Welcome to our small village, L...
2 beds, 1 bathroom
27 Oct – 1 Nov
5.0 out of 5 average rating, 48 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, 87 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
Superhost
Home in Gaiole in Chianti
Villa Melina - new life for the barn
1 bedroom, 1 bed, 1 bathroom
16–21 Oct
Home in Castel San Gimignano
Elegant private cottage Volterra–San Gimignano
1 bedroom, 2 beds, 1 bathroom
29 Aug – 3 Sept
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Farm stay in Poggibonsi
I Melograni del Chianti - Focolare Apartment
2 bedrooms, 3 beds, 2 bathrooms
27 Oct – 1 Nov
4.98 out of 5 average rating, 48 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, 9 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
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, 114 reviews
Top guest favourite
Flat in Asciano
Incredible Views & Pool in the Tuscan Hills
2 bedrooms, 2 beds, 2 bathrooms
31 Oct – 5 Nov
4.9 out of 5 average rating, 20 reviews
Top guest favourite
Home in Siena
Relay moderno a Siena
2 bedrooms, 2 double beds, 2.5 bathrooms
18–23 Oct
4.98 out of 5 average rating, 122 reviews
Top guest favourite
Farm stay in Gaiole in Chianti
Le Rondini - where it all began
2 bedrooms, 3 beds, 1 bathroom
24–29 Aug
4.84 out of 5 average rating, 109 reviews
Guest favourite
Home in Monteriggioni
The Barn Detached house surrounded by greenery
1 bedroom, 2 beds, 1 bathroom
26 Sept – 1 Oct
5.0 out of 5 average rating, 10 reviews
Top guest favourite
Farm stay in Greve in Chianti
Farmhouse in Chianti with Swimming Pool
2 bedrooms, 2 double beds, 2 bathrooms
29 Oct – 3 Nov
4.99 out of 5 average rating, 510 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
Top guest favourite
Apartment in Colle di Val d'Elsa
Florence & Siena • Terrace • Private Parking • A/C
2 bedrooms, 3 beds, 1 bathroom
21–26 Aug
5.0 out of 5 average rating, 25 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