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Search results; Over 1,000 homes in Siena

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Top guest favourite
Home in Il Poggetto
The Loggia
2 bedrooms, 3 beds, 2 private bathrooms
21–26 Oct, Individual host
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4.93 out of 5 average rating, 153 reviews
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Top guest favourite
Home in Siena
VILLA SIENA with pool and spa
Individual host
3–10 Oct
5.0 out of 5 average rating, 28 reviews
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Guest favourite
Villa in Siena
Villa with unique views over Siena
Individual host
28 Sept – 3 Oct
4.8 out of 5 average rating, 35 reviews
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Top guest favourite
Villa in Siena
Virgi House
Individual host
12–17 Oct
4.98 out of 5 average rating, 215 reviews
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Top guest favourite
Flat in Siena
San Francesco Penthouse
Individual host
26–31 Oct
4.98 out of 5 average rating, 88 reviews
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Guest favourite
Villa in Siena
Podere San Carlo
Business host
27 Mar – 1 Apr
5.0 out of 5 average rating, 5 reviews
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Top guest favourite
Farm stay in Greve in Chianti
Typical Tuscan country house
Business host
3–8 Dec
4.99 out of 5 average rating, 432 reviews
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Guest favourite
Farm stay in Siena
"Annarosa" Apartment on Chianti hills
Business host
10–15 Mar
4.87 out of 5 average rating, 55 reviews
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Guest favourite
Home in Siena
La Casina del Castagno
Individual host
5–10 Oct
4.95 out of 5 average rating, 40 reviews
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Top guest favourite
Farm stay in Greve in Chianti
Farmhouse with pool in Chianti
Business host
17–22 Nov
4.98 out of 5 average rating, 447 reviews
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Top guest favourite
Apartment in Noce
Podere Vergianoni nestled in Chianti with a pool
Business host
11–16 Nov
5.0 out of 5 average rating, 352 reviews
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Top guest favourite
Flat in Siena
Emily's home
Individual host
2–7 Nov
4.97 out of 5 average rating, 158 reviews
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Top guest favourite
Home in San Filippo a Ponzano
Infinity pool in Chianti 1
Business host
20–25 Oct
5.0 out of 5 average rating, 143 reviews
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Top guest favourite
Holiday home in Sovicille
Podere La Castellina - No. 6 ROSETO
Business host
10–15 Oct
4.99 out of 5 average rating, 85 reviews
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Top guest favourite
Flat in Gavignano
Poggio Massiccioli
Individual host
30 Oct – 4 Nov
4.92 out of 5 average rating, 389 reviews
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Guest favourite
Cottage in Monticiano
Typical Tuscan Cottage with swimming pool and park
Individual host
21–26 Oct
4.95 out of 5 average rating, 42 reviews
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Top guest favourite
Home in Galenda
Casa Pernice · Chianti villa with private pool
Business host
7–12 Oct
5.0 out of 5 average rating, 15 reviews
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Guest favourite
Home in Poggibonsi
Le Casacce Farmhouse
Individual host
15–20 Oct
5.0 out of 5 average rating, 6 reviews
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Top guest favourite
Farm stay in Monte San Savino
LUXURY VILLA SALTWATER POOL 35 min FROM CORTONA
Business host
30 Oct – 4 Nov
4.99 out of 5 average rating, 116 reviews