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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
Villa in Gaiole in Chianti
Villa Ridolfo, a property surrounded by vineyards
Business host
29 Sept – 4 Oct
5.0 out of 5 average rating, 30 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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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
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 Siena
Terrace on the walls of Siena - Casa Laura
Individual host
8–13 Dec
5.0 out of 5 average rating, 108 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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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, 141 reviews
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Top guest favourite
Villa in Gaiole in Chianti
Sestuccia
Individual host
17–24 Oct
4.99 out of 5 average rating, 75 reviews
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Top guest favourite
Villa in Ambra
Chianti Villa in Tuscany near Siena and Arezzo
Business host
8–13 Oct
4.99 out of 5 average rating, 151 reviews
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Top guest favourite
Villa in Gaiole in Chianti
Galendino
Business host
10–17 Oct
5.0 out of 5 average rating, 10 reviews
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Guest favourite
Villa in Radicondoli
Private Tuscan villa with pool steps from village
Business host
18–23 Oct
5.0 out of 5 average rating, 11 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
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Guest favourite
Villa in Siena
Elf's Hut - Elf's Hut
Business host
26 Sept – 1 Oct
4.97 out of 5 average rating, 60 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
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Top guest favourite
Villa in Radda in Chianti
Tuscan character, contemporary style and comfort
Business host
26–31 Oct
4.99 out of 5 average rating, 69 reviews
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Top guest favourite
Flat in Asciano
Belvedere apartment in farmhouse with swimming pool
Business host
9–14 Oct
4.98 out of 5 average rating, 84 reviews
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Top guest favourite
Villa in Siena
Villa Le Tortore Tuscany private luxury pool for relaxing
Business host
21–26 Oct
4.95 out of 5 average rating, 43 reviews
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Top guest favourite
Farm stay in Gaiole in Chianti
Le Rondini - where it all began
Business host
1–6 Nov
4.84 out of 5 average rating, 109 reviews