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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
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
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
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
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
Top guest favourite
Flat in Asciano
Belvedere apartment in farmhouse with swimming pool
3 bedrooms, 5 beds, 2 bathrooms
9–14 Oct
4.98 out of 5 average rating, 81 reviews
Top guest favourite
Home in Lucignano
Belvedere Antico [Tuscan pool and garden]
4 bedrooms, 5 beds, 3 bathrooms
7–12 Aug
4.98 out of 5 average rating, 47 reviews
Home in Laterina Pergine Valdarno
Slow down. Live Tuscany in your private Villa!
7 bedrooms, 7 beds, 4.5 bathrooms
20–25 Aug
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Flat in Siena
Fine house with altana and panoramic terrace
2 bedrooms, 3 beds, 2 bathrooms
7–12 Aug
4.87 out of 5 average rating, 55 reviews
Top guest favourite
Room in Gaiole in Chianti
Argentina. Welcome to our small village, L...
2 beds, 1 bathroom
4–9 Oct
4.94 out of 5 average rating, 18 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
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
Holiday home in Monteroni d'Arbia
White lily with a view of Siena
2 bedrooms, 4 beds, 1.5 bathrooms
24–29 Aug
4.93 out of 5 average rating, 107 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
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
Flat in Siena
apartment under the Duomo
2 bedrooms, 3 beds, 2 bathrooms
31 Aug – 5 Sept
4.98 out of 5 average rating, 134 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 Monteroni d'Arbia
Villa Canina - charm and rurality in the Crete Senesi
2 bedrooms, 3 beds, 2 bathrooms
29 Aug – 3 Sept
5.0 out of 5 average rating, 8 reviews