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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, Individual host
,
4.93 out of 5 average rating, 153 reviews
Top guest favourite
Home in Siena
VILLA SIENA with pool and spa
Individual host
3–10 Oct
5.0 out of 5 average rating, 28 reviews
Top guest favourite
Flat in Siena
Emily's home
Individual host
2–7 Nov
4.97 out of 5 average rating, 158 reviews
Guest favourite
Apartment in Siena
GuestHost - Stunning Church of San Domenico View
Business host
30 Oct – 4 Nov
4.94 out of 5 average rating, 62 reviews
Top guest favourite
Apartment in Siena
Luxury penthouse with a view of Piazza del Campo
Individual host
25–30 Oct
5.0 out of 5 average rating, 21 reviews
Top guest favourite
Villa in Siena
Virgi House
Individual host
12–17 Oct
4.98 out of 5 average rating, 215 reviews
Top guest favourite
Flat in Siena
Terrace on the walls of Siena - Casa Laura
Individual host
8–13 Dec
5.0 out of 5 average rating, 108 reviews
Top guest favourite
Home in Siena
Siena Centre Luxury Design TownHouse -Parking Near
Individual host
16–21 Sept
5.0 out of 5 average rating, 19 reviews
Top guest favourite
Holiday home in Siena
New! Luxury Apartment in Historic Centre of Siena
3 bedrooms, 4 beds, 2 bathrooms
23–28 Oct
5.0 out of 5 average rating, 17 reviews
Top guest favourite
Flat in Siena
Casa dell'Onda 25
Individual host
15–20 Oct
4.95 out of 5 average rating, 100 reviews
Top guest favourite
Apartment in Ponte a Bozzone
The tranquillity of the Geggiano forest
Individual host
18–23 Sept
5.0 out of 5 average rating, 23 reviews
Top guest favourite
Flat in San Gusmè
Beautiful medieval village!!!
Individual host
30 Oct – 4 Nov
4.99 out of 5 average rating, 472 reviews
Flat in Siena
La Papessa: next piazza del Campo, wi fi, ac, view
Business host
19–24 Sept
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Flat in Siena
Il Mezzanino
Business host
13–18 Oct
4.97 out of 5 average rating, 34 reviews
Top guest favourite
Farm stay in Greve in Chianti
Farmhouse in Chianti with Swimming Pool
Business host
16–21 Nov
4.99 out of 5 average rating, 514 reviews
Guest favourite
Villa in Sovicille
Farmhouse Podere Il Moro in the nature of Siena
Business host
15–20 Sept
4.95 out of 5 average rating, 20 reviews
Flat in Siena
Modern Central Penthouse with Panoramic Terrace
Individual host
21–26 Sept
New place to stay
Villa in Poggibonsi
New for 2026 - Casa nel Chianti - relaxation & design
Individual host
15–20 Sept
New place to stay
Top guest favourite
Home in Monteriggioni
Beautiful Villa with private swimming pool
Individual host
10–17 Oct
5.0 out of 5 average rating, 18 reviews