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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
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
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
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 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 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
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
Room in Gaiole in Chianti
Argentina. Welcome to our small village, L...
2 beds, 1 bathroom
27 Oct – 1 Nov
5.0 out of 5 average rating, 48 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
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
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 Greve in Chianti
Relaxation and charm in the Chianti hills
3 bedrooms, 3 double beds, 3.5 bathrooms
27 Oct – 1 Nov
4.99 out of 5 average rating, 109 reviews
Superhost
Home in Greve in Chianti
Villa with a swimming pool in the heart of Chianti | Florence
3 bedrooms, 3 double beds, 3 bathrooms
6–11 Sept
New place to stay
Guest favourite
Room in Castelnuovo Berardenga
Tuscan Hideaway, Room with a single bed
1 bed, 1 bathroom
20–25 Aug
5.0 out of 5 average rating, 28 reviews
Home in Laterina Pergine Valdarno
Slow down. Live Tuscany in your private Villa!
7 bedrooms, 7 beds, 4.5 bathrooms
20–25 Aug
Top guest favourite
Flat in San Gusmè
La Dimora del Luca
1 bedroom, 2 beds, 1 bathroom
1–6 Nov
4.99 out of 5 average rating, 165 reviews
Top guest favourite
Apartment in San Gimignano
AnticaVista, Luxury Apartment with Tower Views
1 bedroom, 1 double bed, 1 bathroom
5–10 Aug
5.0 out of 5 average rating, 61 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