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Search results; Over 1,000 homes in Siena

Guest favourite
Flat in Siena
Top Floor - Top Location
2 bedrooms, 2 beds, 1 private bathroom
14–19 Sept, Business host
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4.78 out of 5 average rating, 18 reviews
Top guest favourite
Flat in Quercegrossa
Tuscany jem: The Chianti Farmer's House
Individual host
29 Oct – 3 Nov
4.98 out of 5 average rating, 82 reviews
Top guest favourite
Castle in Poggibonsi
Castle with panoramic pool in the heart of Tuscany
Business host
19–24 Oct
4.97 out of 5 average rating, 72 reviews
Top guest favourite
Holiday home in Siena
New! Luxury Apartment in Historic Centre of Siena
3 bedrooms, 4 beds, 2 bathrooms
23–28 Oct
5.0 out of 5 average rating, 15 reviews
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, 14 reviews
Top guest favourite
Barn in Castellina in Chianti
Cipressini 1 - Swimming pool and stunning view
Individual host
2–7 Nov
5.0 out of 5 average rating, 97 reviews
Top guest favourite
Cottage in Monticiano
Typical Tuscan Cottage with swimming pool and park
Individual host
12–17 Oct
5.0 out of 5 average rating, 39 reviews
Top guest favourite
Flat in Siena
Diacceto19 Siena Apartments Int.1
Individual host
20–25 Nov
4.98 out of 5 average rating, 440 reviews
Top guest favourite
Home in Greve in Chianti
Relaxation and charm in the Chianti hills
Individual host
6–11 Sept
4.99 out of 5 average rating, 111 reviews
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, 20 reviews
Top guest favourite
Barn in Montespertoli
Tuscan Farmhouse – Private Pool & Chianti Views
Business host
19–24 Oct
5.0 out of 5 average rating, 53 reviews
Top guest favourite
Villa in Impruneta
Exclusive Estate - Heated Pool & Private Concierge
Individual host
4–9 Oct
4.99 out of 5 average rating, 144 reviews
Top guest favourite
Room in Gaiole in Chianti
Argentina. Welcome to our little village, L...
Business host
14–19 Oct
4.95 out of 5 average rating, 20 reviews
Top guest favourite
Villa in Ambra
Chianti Villa in Tuscany near Siena and Arezzo
Business host
22–27 Sept
4.99 out of 5 average rating, 147 reviews
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, 443 reviews
Top guest favourite
Villa in Gaiole in Chianti
Sestuccia
Individual host
24–31 Oct
4.99 out of 5 average rating, 74 reviews
Top guest favourite
Flat in Siena
Terrace on the walls of Siena - Casa Laura
Individual host
30 Nov – 5 Dec
5.0 out of 5 average rating, 104 reviews
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
Top guest favourite
Villa in Gaiole in Chianti
Galendino
Business host
19–26 Sept
5.0 out of 5 average rating, 9 reviews