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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
Flat in Siena
Casa dell'Onda 25
1 bedroom, 2 beds
24–29 Aug
4.96 out of 5 average rating, 92 reviews
Top guest favourite
Farm stay in Simignano
Casa al Gianni - Fig
2 bedrooms, 3 beds
18–23 Oct
4.92 out of 5 average rating, 284 reviews
Top guest favourite
Farm stay in Monte San Savino
LUXURY VILLA SALTWATER POOL 35 min FROM CORTONA
6 bedrooms, 7 beds
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
6–11 Sept
4.99 out of 5 average rating, 110 reviews
Top guest favourite
Holiday home in Sovicille
Podere La Castellina - No. 6 ROSETO
2 bedrooms, 3 beds
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
27 Oct – 1 Nov
5.0 out of 5 average rating, 87 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, 19 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, 14 reviews
Superhost
Home in Barberino Tavarnelle
Exclusive Villa with Pool in Chianti Classico
5 bedrooms, 5 double beds
20–25 Aug
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Villa in Siena
Virgi House
2 bedrooms, 2 double beds
25–30 Aug
4.98 out of 5 average rating, 213 reviews
Top guest favourite
Flat in Siena
Relax a few steps from the Campo
2 bedrooms, 2 beds
24–29 Aug
5.0 out of 5 average rating, 82 reviews
Top guest favourite
Home in Villa A Sesta
Raffaella's House in Chianti
2 bedrooms, 3 beds
24–29 Oct
4.99 out of 5 average rating, 477 reviews
Top guest favourite
Flat in Poggibonsi
Laura Chianti Holidays
2 bedrooms, 5 beds
9–14 Nov
4.98 out of 5 average rating, 333 reviews
Top guest favourite
Farm stay in Poggibonsi
I Melograni del Chianti - Focolare Apartment
2 bedrooms, 3 beds
27 Oct – 1 Nov
4.98 out of 5 average rating, 49 reviews
Superhost
Tiny home in Reggello
Idromassaggio Privato • Terrazza con Vista
1 bedroom, 1 double bed
4–9 Sept
New place to stay
Top guest favourite
Flat in San Gimignano
Private Courtyard | 3BR/3BA | Garage
3 bedrooms, 3 king beds
20–25 Aug
5.0 out of 5 average rating, 12 reviews
Superhost
Home in Greve in Chianti
Villa with a swimming pool in the heart of Chianti | Florence
3 bedrooms, 3 double beds
27 Aug – 1 Sept
New place to stay
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, 52 reviews