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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
Farm stay in Greve in Chianti
Old hayloft on the Chianti hills
4.99 out of 5 average rating, 475 reviews, 1 bedroom, 1 bed, 1 bathroom
2–7 Dec
Top guest favourite
Holiday home in Sovicille
Podere La Castellina - No. 6 ROSETO
4.99 out of 5 average rating, 81 reviews, 2 bedrooms, 3 beds, 2 bathrooms
24–29 Oct
Top guest favourite
Holiday home in San Gimignano
Tuscan House with Private Jacuzzi in Chianti
4.94 out of 5 average rating, 85 reviews, 2 bedrooms, 2 beds, 2 bathrooms
26 Nov – 1 Dec
Top guest favourite
Barn in Montespertoli
Tuscan Farmhouse – Private Pool & Chianti Views
5.0 out of 5 average rating, 50 reviews, 3 bedrooms, 5 beds, 2 bathrooms
19–24 Oct
Top guest favourite
Flat in Asciano
Belvedere apartment in farmhouse with swimming pool
4.98 out of 5 average rating, 80 reviews, 3 bedrooms, 5 beds, 2 bathrooms
9–14 Oct
Top guest favourite
Flat in Siena
Villa Bonelli - La Magnolia Apartment
4.94 out of 5 average rating, 140 reviews, 1 bedroom, 2 beds, 1 bathroom
7–12 Aug
Top guest favourite
Farm stay in Greve in Chianti
Farmhouse in Chianti with Swimming Pool
4.99 out of 5 average rating, 509 reviews, 2 bedrooms, 2 beds, 2 bathrooms
26–31 Oct
Top guest favourite
Farm stay in Poggibonsi
I Melograni del Chianti - Focolare Apartment
4.98 out of 5 average rating, 46 reviews, 2 bedrooms, 3 beds, 2 bathrooms
27 Oct – 1 Nov
Guest favourite
Home in Galenda
Casa Pernice · Chianti villa with private pool
5.0 out of 5 average rating, 12 reviews, 3 bedrooms, 3 beds, 3 bathrooms
7–12 Oct
Top guest favourite
Farm stay in Greve in Chianti
Typical Tuscan country house
4.99 out of 5 average rating, 428 reviews, 2 bedrooms, 2 beds, 2 bathrooms
29 Aug – 3 Sept
Top guest favourite
Villa in Ambra
Chianti Villa in Tuscany near Siena and Arezzo
4.99 out of 5 average rating, 146 reviews, 5 bedrooms, 6 beds, 4 bathrooms
8–13 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
24–29 Aug
Guest favourite
Villa in Siena
Elf's Hut - Elf's Hut
4.97 out of 5 average rating, 58 reviews, 4 bedrooms, 4 beds, 4 bathrooms
1–6 Aug
Top guest favourite
Home in Simignano
Casa al Gianni - The Simignano Barn
4.98 out of 5 average rating, 185 reviews, 5 bedrooms, 5 beds, 4 bathrooms
13–18 Sept
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
Guest favourite
Flat in Siena
[NEW!] Renovated, just a stone's throw from the center!
5.0 out of 5 average rating, 7 reviews, 2 bedrooms, 4 beds, 2 bathrooms
26–31 Aug
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
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