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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
Holiday home in Siena
New! Luxury Apartment in Historic Centre of Siena
3 bedrooms, 4 beds
6–11 Aug
5.0 out of 5 average rating, 10 reviews
Flat in San Gimignano
Luxury Residence in the Heart of San Gimignano
3 bedrooms, 3 king beds
4–9 Aug
New place to stay
Top guest favourite
Flat in Asciano
Belvedere apartment in farmhouse with swimming pool
3 bedrooms, 5 beds
9–14 Oct
4.97 out of 5 average rating, 79 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
Barn in Montespertoli
Tuscan Farmhouse – Private Pool & Chianti Views
3 bedrooms, 5 beds
19–24 Oct
5.0 out of 5 average rating, 50 reviews
Superhost
Home in Barberino Tavarnelle
Exclusive Villa with Pool in Chianti Classico
5 bedrooms, 5 double beds
2–7 Aug
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, 46 reviews
Guest favourite
Home in Galenda
Casa Pernice · Chianti villa with private pool
3 bedrooms, 3 beds
7–12 Oct
5.0 out of 5 average rating, 11 reviews
Top guest favourite
Apartment in Siena
GuestHost - Stunning Church of San Domenico View
3 bedrooms, 4 beds
2–7 Aug
4.95 out of 5 average rating, 58 reviews
Guest favourite
Villa in Siena
Elf's Hut - Elf's Hut
4 bedrooms, 4 double beds
1–6 Aug
4.97 out of 5 average rating, 58 reviews
Top guest favourite
Home in Siena
the chestnut house
1 bedroom, 2 beds
5–10 Oct
4.97 out of 5 average rating, 33 reviews
Top guest favourite
Holiday home in San Gimignano
Tuscan House with Private Jacuzzi in Chianti
2 bedrooms, 2 double beds
21–26 Aug
4.94 out of 5 average rating, 84 reviews
Top guest favourite
Villa in Poggibonsi
Villa L'Olivo w/Private pool (Close San Gimignano)
3 bedrooms, 4 beds
6–11 Nov
4.99 out of 5 average rating, 94 reviews
Top guest favourite
Room in Gaiole in Chianti
Argentina. Welcome to our small village, L...
2 beds
4–9 Oct
4.94 out of 5 average rating, 18 reviews
Superhost
Home in Gaiole in Chianti
Fienile House
2 bedrooms, 2 double beds
30 Aug – 4 Sept
New place to stay
Top guest favourite
Home in Lucignano
Belvedere Antico [Tuscan pool and garden]
4 bedrooms, 5 beds
2–7 Aug
4.98 out of 5 average rating, 46 reviews
Superhost
Home in Gaiole in Chianti
Villa Melina - new life for the barn
1 bedroom, 1 bed
16–21 Oct
Top guest favourite
Castle in Poggibonsi
Castle with panoramic pool in the heart of Tuscany
5 bedrooms, 6 beds
19–24 Oct
4.97 out of 5 average rating, 70 reviews