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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 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, 112 reviews
Top guest favourite
Home in Greve in Chianti
Relaxation and charm in the Chianti hills
3 bedrooms, 3 double beds, 3.5 bathrooms
6–11 Sept
4.99 out of 5 average rating, 110 reviews
Top guest favourite
Flat in Siena
Casa dell'Onda 25
1 bedroom, 2 beds, 1 bathroom
24–29 Aug
4.96 out of 5 average rating, 92 reviews
Top guest favourite
Farm stay in Greve in Chianti
Old hayloft on the Chianti hills
1 bedroom, 1 double bed, 1 bathroom
8–13 Nov
4.99 out of 5 average rating, 475 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
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, 14 reviews
Top guest favourite
Home in Barberino Tavarnelle
Authentic Tuscany Experience in our Country House
1 bedroom, 2 beds, 1 bathroom
20–25 Nov
5.0 out of 5 average rating, 83 reviews
Superhost
Home in Barberino Tavarnelle
Exclusive Villa with Pool in Chianti Classico
5 bedrooms, 5 double beds, 6 bathrooms
19–24 Aug
5.0 out of 5 average rating, 4 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, 19 reviews
Top guest favourite
Holiday home in Sovicille
Podere La Castellina - No. 6 ROSETO
2 bedrooms, 3 beds, 2 bathrooms
24–29 Oct
4.99 out of 5 average rating, 81 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
Villa in Siena
Virgi House
2 bedrooms, 2 double beds, 3 bathrooms
25–30 Aug
4.98 out of 5 average rating, 213 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, 442 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
Flat in Siena
Relax a few steps from the Campo
2 bedrooms, 2 beds, 2 bathrooms
24–29 Aug
5.0 out of 5 average rating, 82 reviews
Guest favourite
Farm stay in Sovicille
Tuscan Villa: Pool, Hot Tub, 4bd, A/C, Wi-Fi, Siena
4 bedrooms, 8 beds, 7.5 bathrooms
21–26 Oct
5.0 out of 5 average rating, 5 reviews
Home in Pergine Valdarno
Casa Vecchia | Private Pool & Garden
4 bedrooms, 6 beds, 4 bathrooms
23–28 Aug
New place to stay
Top guest favourite
Apartment in San Gimignano
AnticaVista, Luxury Apartment with Tower Views
1 bedroom, 1 double bed, 1 bathroom
26–31 Oct
5.0 out of 5 average rating, 63 reviews