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Search results; Over 1,000 homes in Siena

Top guest favourite
Home in Il Poggetto
The Loggia
2 bedrooms, 2 beds, 2 private bathrooms
19–24 Aug
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4.93 out of 5 average rating, 150 reviews
Superhost
Home in Gaiole in Chianti
Ulivi House
4 bedrooms, 4 beds
21–26 Aug
New place to stay
Top guest favourite
Farm stay in Greve in Chianti
Old hayloft on the Chianti hills
1 bedroom, 1 double bed
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
24–29 Aug
5.0 out of 5 average rating, 11 reviews
Top guest favourite
Flat in San Gimignano
Herons Superior Apartment - Splendid view!
2 bedrooms, 2 double beds
19–24 Aug
4.99 out of 5 average rating, 88 reviews
Top guest favourite
Home in Galenda
Casa Pernice · Chianti villa with private pool
3 bedrooms, 3 beds
7–12 Oct
5.0 out of 5 average rating, 12 reviews
Home in Laterina Pergine Valdarno
Slow down. Live Tuscany in your private Villa!
7 bedrooms, 7 beds
5–10 Aug
Top guest favourite
Holiday home in San Gimignano
Tuscan House with Private Jacuzzi in Chianti
2 bedrooms, 2 double beds
26 Nov – 1 Dec
4.94 out of 5 average rating, 85 reviews
Top guest favourite
Apartment in Siena
Luxury Penthouse with a View of Piazza del Campo
3 bedrooms, 3 beds
24–29 Aug
5.0 out of 5 average rating, 18 reviews
Top guest favourite
Home in Poggiolo
Country House Podere l 'Assunta
2 bedrooms, 4 beds
7–12 Sept
5.0 out of 5 average rating, 84 reviews
Top guest favourite
Apartment in San Gimignano
AnticaVista, Luxury Apartment with Tower Views
1 bedroom, 1 double bed
3–8 Aug
5.0 out of 5 average rating, 61 reviews
Top guest favourite
Home in Greve in Chianti
Original Tuscan Experience in the Heart of Chianti
3 bedrooms, 2 beds
29 Aug – 3 Sept
5.0 out of 5 average rating, 21 reviews
Top guest favourite
Room in Gaiole in Chianti
Argentina. Welcome to our small village, L...
2 beds
4–9 Oct
4.94 out of 5 average rating, 18 reviews
Top guest favourite
Villa in Greve in Chianti
Medieval castle (27 beds)-Chianti-Florence 15km
8 bedrooms, 16 beds
1–6 Oct
4.99 out of 5 average rating, 70 reviews
Guest favourite
Flat in Siena
[NEW!] Renovated, just a stone's throw from the center!
2 bedrooms, 4 beds
26–31 Aug
5.0 out of 5 average rating, 9 reviews
Top guest favourite
Barn in Montespertoli
Tuscan Farmhouse – Private Pool & Chianti Views
3 bedrooms, 5 beds
19–24 Oct
5.0 out of 5 average rating, 50 reviews
Top guest favourite
Flat in Siena
Villa Bonelli - La Magnolia Apartment
1 bedroom, 2 beds
7–12 Aug
4.94 out of 5 average rating, 140 reviews
Top guest favourite
Flat in Asciano
Belvedere apartment in farmhouse with swimming pool
3 bedrooms, 5 beds
9–14 Oct
4.98 out of 5 average rating, 80 reviews
Guest favourite
Cottage in Greve in Chianti
Very cosy cottage with beautiful views
3 bedrooms, 4 beds
4–9 Oct
4.96 out of 5 average rating, 51 reviews