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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
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
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
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 Jul
Top guest favourite
Home in Siena
the chestnut house
4.97 out of 5 average rating, 33 reviews, 1 bedroom, 2 beds, 1 bathroom
5–10 Oct
Top guest favourite
Flat in Siena
Terrace on the walls of Siena - Casa Laura
5.0 out of 5 average rating, 95 reviews, 2 bedrooms, 2 beds, 2 bathrooms
20–25 Nov
Top guest favourite
Home in Greve in Chianti
Original Tuscan Experience in the Heart of Chianti
5.0 out of 5 average rating, 20 reviews, 3 bedrooms, 2 beds, 2 bathrooms
4–9 Aug
Guest favourite
Villa in Siena
Capanna di Elfo - Capanna Di Elfo
4.97 out of 5 average rating, 58 reviews, 4 bedrooms, 4 beds, 4 bathrooms
31 Jul – 5 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 Poggiolo
Country House Podere l 'Assunta
5.0 out of 5 average rating, 80 reviews, 2 bedrooms, 4 beds, 1 bathroom
7–12 Sept
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
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
Superhost
Home in Gaiole in Chianti
Villa Melina - new life for the barn
1 bedroom, 1 bed, 1 bathroom
12–17 Aug
Superhost
Villa in Castelnuovo Berardenga
Gorgeous view on vineyards, Stone Tuscan private V
4.88 out of 5 average rating, 25 reviews, 3 bedrooms, 5 beds, 3 bathrooms
6–11 Oct
Top guest favourite
Flat in Asciano
Belvedere apartment in farmhouse with swimming pool
4.97 out of 5 average rating, 77 reviews, 3 bedrooms, 5 beds, 2 bathrooms
9–14 Oct
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
Top guest favourite
Apartment in Noce
Ancient 17th-century farm in Chianti, Tuscany
5.0 out of 5 average rating, 211 reviews, 1 bedroom, 2 beds, 1 bathroom
20–25 Aug