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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
5.0 out of 5 average rating, 10 reviews, 3 bedrooms, 4 beds, 2 bathrooms
6–11 Aug
Superhost
Home in Gaiole in Chianti
Fienile House
New place to stay, 2 bedrooms, 2 beds, 2.5 bathrooms
21–26 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
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
Villa in Greve in Chianti
Medieval castle (27 beds)-Chianti-Florence 15km
4.99 out of 5 average rating, 69 reviews, 8 bedrooms, 16 beds, 11.5 bathrooms
12–17 Aug
Top guest favourite
Holiday home in San Gimignano
Tuscan House with Private Jacuzzi in Chianti
4.94 out of 5 average rating, 83 reviews, 2 bedrooms, 2 beds, 2 bathrooms
26 Nov – 1 Dec
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
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
Villa in Ambra
Chianti Villa in Tuscany near Siena and Arezzo
4.99 out of 5 average rating, 144 reviews, 5 bedrooms, 6 beds, 4 bathrooms
8–13 Oct
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
Barn in Montespertoli
Tuscan Farmhouse – Private Pool & Chianti Views
5.0 out of 5 average rating, 48 reviews, 3 bedrooms, 5 beds, 2 bathrooms
19–24 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 San Gimignano
Herons Superior Apartment - Splendid view!
4.99 out of 5 average rating, 87 reviews, 2 bedrooms, 2 beds, 1 bathroom
1–6 Aug
Top guest favourite
Home in Lucignano
Belvedere Antico [Tuscan pool and garden]
4.98 out of 5 average rating, 46 reviews, 4 bedrooms, 5 beds, 3 bathrooms
2–7 Aug
Guest favourite
Flat in Siena
[NEW!] Renovated, just a stone's throw from the center!
5.0 out of 5 average rating, 6 reviews, 2 bedrooms, 4 beds, 2 bathrooms
26–31 Aug
Top guest favourite
Apartment in Siena
Luxury Penthouse with a View of Piazza del Campo
5.0 out of 5 average rating, 17 reviews, 3 bedrooms, 3 beds, 4 bathrooms
24–29 Aug
Superhost
Flat in Bossi
Villino Ersilia Music, the charm of Chianti
2 bedrooms, 3 beds, 2 bathrooms
25–30 Aug