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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
19–24 Sept
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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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
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
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
Home in Barberino Tavarnelle
Peaceful and Relaxing Tuscan Retreat with Views
Individual host
20–25 Nov
5.0 out of 5 average rating, 90 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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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
Flat in San Gimignano
Luxury Residence in the Heart of San Gimignano
Individual host
28 Oct – 2 Nov
5.0 out of 5 average rating, 6 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
Castle in Poggibonsi
Castello Di Badia - panoramic pool overlooking Tuscany
Business host
19–24 Oct
4.97 out of 5 average rating, 72 reviews
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Top guest favourite
Apartment in Noce
Historic 17th-century villa in Chianti, Tuscany
Business host
11–16 Nov
5.0 out of 5 average rating, 222 reviews
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Top guest favourite
Flat in Siena
Terrace on the walls of Siena - Casa Laura
Individual host
2–7 Jan
5.0 out of 5 average rating, 109 reviews
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Guest favourite
Home in Siena
La Casina del Castagno
Individual host
5–10 Oct
4.97 out of 5 average rating, 39 reviews
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Top guest favourite
Apartment in Siena
Luxury penthouse with a view of Piazza del Campo
Individual host
25–30 Oct
5.0 out of 5 average rating, 21 reviews