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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
19–24 Aug
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4.93 out of 5 average rating, 150 reviews
Top guest favourite
Farm stay in Monte San Savino
LUXURY VILLA SALTWATER POOL 35 min FROM CORTONA
6 bedrooms, 7 beds, 7 bathrooms
30 Oct – 4 Nov
4.99 out of 5 average rating, 111 reviews
Top guest favourite
Flat in San Gimignano
Herons Superior Apartment - Splendid view!
2 bedrooms, 2 double beds, 1 bathroom
19–24 Aug
4.99 out of 5 average rating, 88 reviews
Guest favourite
Flat in Siena
[NEW!] Renovated, just a stone's throw from the center!
2 bedrooms, 4 beds, 2 bathrooms
26–31 Aug
5.0 out of 5 average rating, 10 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
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, 18 reviews
Top guest favourite
Holiday home in San Gimignano
Tuscan House with Private Jacuzzi in Chianti
2 bedrooms, 2 double beds, 2 bathrooms
26 Nov – 1 Dec
4.94 out of 5 average rating, 86 reviews
Top guest favourite
Villa in Greve in Chianti
Medieval castle (27 beds)-Chianti-Florence 15km
8 bedrooms, 16 beds, 11.5 bathrooms
1–6 Oct
4.99 out of 5 average rating, 71 reviews
Top guest favourite
Home in Galenda
Casa Pernice · Chianti villa with private pool
3 bedrooms, 3 beds, 3 bathrooms
7–12 Oct
5.0 out of 5 average rating, 12 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
Villa in Ambra
Chianti Villa in Tuscany near Siena and Arezzo
5 bedrooms, 6 beds, 4 bathrooms
22–27 Sept
4.99 out of 5 average rating, 146 reviews
Top guest favourite
Home in Lucignano
Belvedere Antico [Tuscan pool and garden]
4 bedrooms, 5 beds, 3 bathrooms
5–10 Aug
4.98 out of 5 average rating, 47 reviews
Top guest favourite
Farm stay in Greve in Chianti
Farmhouse with pool in Chianti
2 bedrooms, 2 double beds, 2 bathrooms
17–22 Nov
4.98 out of 5 average rating, 437 reviews
Top guest favourite
Apartment in Noce
Historic 17th-century farmhouse in Chianti, Tuscany
1 bedroom, 2 beds, 1 bathroom
20–25 Aug
5.0 out of 5 average rating, 213 reviews
Top guest favourite
Home in Simignano
Casa al Gianni - The Simignano Barn
5 bedrooms, 5 beds, 4 bathrooms
31 Oct – 5 Nov
4.98 out of 5 average rating, 187 reviews
Top guest favourite
Flat in Asciano
Incredible Views & Pool in the Tuscan Hills
2 bedrooms, 2 beds, 2 bathrooms
31 Oct – 5 Nov
4.88 out of 5 average rating, 17 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, 84 reviews
Superhost
Flat in Bossi
Villino Ersilia Music, the charm of Chianti
2 bedrooms, 3 beds, 2 bathrooms
30 Sept – 5 Oct
Top guest favourite
Flat in Siena
Villa Bonelli - La Magnolia Apartment
1 bedroom, 2 beds, 1 bathroom
7–12 Aug
4.94 out of 5 average rating, 140 reviews