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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
Top guest favourite
Barn in Montespertoli
Tuscan Farmhouse – Private Pool & Chianti Views
5.0 out of 5 average rating, 49 reviews, 3 bedrooms, 5 beds, 2 bathrooms
19–24 Oct
Top guest favourite
Flat in Asciano
Belvedere apartment in farmhouse with swimming pool
4.97 out of 5 average rating, 78 reviews, 3 bedrooms, 5 beds, 2 bathrooms
9–14 Oct
Top guest favourite
Holiday home in Siena
New! Luxury Apartment in Historic Centre of Siena
5.0 out of 5 average rating, 10 reviews, 3 bedrooms, 4 beds, 2 bathrooms
6–11 Aug
Superhost
Home in Barberino Tavarnelle
Exclusive Villa with Pool in Chianti Classico
5 bedrooms, 5 beds, 6 bathrooms
2–7 Aug
Top guest favourite
Farm stay in Greve in Chianti
Farmhouse with pool in Chianti
4.98 out of 5 average rating, 437 reviews, 2 bedrooms, 2 beds, 2 bathrooms
17–22 Nov
Top guest favourite
Holiday home in San Gimignano
Breathe in Tuscany: 180° view of the hills
4.98 out of 5 average rating, 158 reviews, 2 bedrooms, 3 beds, 1 bathroom
23–28 Aug
Top guest favourite
Holiday home in San Gimignano
Tuscan House with Private Jacuzzi in Chianti
4.94 out of 5 average rating, 84 reviews, 2 bedrooms, 2 beds, 2 bathrooms
26 Nov – 1 Dec
Top guest favourite
Apartment in Siena
GuestHost - Stunning Church of San Domenico View
4.95 out of 5 average rating, 58 reviews, 3 bedrooms, 4 beds, 2 bathrooms
2–7 Aug
Top guest favourite
Home in Galenda
Casa Pernice · Chianti villa with private pool
5.0 out of 5 average rating, 11 reviews, 3 bedrooms, 3 beds, 3 bathrooms
7–12 Oct
Top guest favourite
Villa in Poggibonsi
Villa L'Olivo w/Private pool (Close San Gimignano)
4.99 out of 5 average rating, 93 reviews, 3 bedrooms, 4 beds, 2 bathrooms
6–11 Nov
Top guest favourite
Room in Siena
Casacenti B&B Siena historic center, Double room.
4.97 out of 5 average rating, 37 reviews, 1 double bed, 1 bathroom
4–9 Nov
Top guest favourite
Farm stay in Noce
Historic villa with private pool in Tuscany
5.0 out of 5 average rating, 33 reviews, 2 bedrooms, 4 beds, 2 bathrooms
11–16 Nov
Top guest favourite
Home in Villa A Sesta
Raffaella's House in Chianti
4.99 out of 5 average rating, 473 reviews, 2 bedrooms, 3 beds, 1 bathroom
17–22 Oct
Superhost
Home in Gaiole in Chianti
Villa Melina - new life for the barn
1 bedroom, 1 bed, 1 bathroom
16–21 Oct
Top guest favourite
Farm stay in Monte San Savino
LUXURY VILLA SALTWATER POOL 35 min FROM CORTONA
4.99 out of 5 average rating, 111 reviews, 6 bedrooms, 7 beds, 7 bathrooms
30 Oct – 4 Nov
Top guest favourite
Flat in Gavignano
Poggio Massiccioli
4.92 out of 5 average rating, 383 reviews, 2 bedrooms, 2 beds, 1 bathroom
4–9 Oct
Top guest favourite
Flat in Poggibonsi
Laura Chianti Holidays
4.98 out of 5 average rating, 332 reviews, 2 bedrooms, 5 beds, 2 bathrooms
9–14 Nov
Top guest favourite
Flat in Siena
Relax a few steps from the Campo
5.0 out of 5 average rating, 80 reviews, 2 bedrooms, 2 beds, 2 bathrooms
17–22 Aug