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Search results; Over 1,000 homes in Siena

Guest favourite
Home in Siena
Beautiful 2 bedroom apartment with garden
2 bedrooms, 5 beds, 1 bathroom
20–25 Sept
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4.92 out of 5 average rating, 91 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, 16 reviews
Top guest favourite
Flat in Siena
Terrace on the walls of Siena - Casa Laura
2 bedrooms, 2 beds, 2 bathrooms
30 Nov – 5 Dec
5.0 out of 5 average rating, 105 reviews
Top guest favourite
Apartment in Siena
Luxury Penthouse with a View of Piazza del Campo
3 bedrooms, 3 beds, 4 bathrooms
25–30 Oct
5.0 out of 5 average rating, 20 reviews
Top guest favourite
Barn in Castellina in Chianti
Cipressini 2 - pool and amazing views
1 bedroom, 2 beds, 1 bathroom
17–22 Nov
5.0 out of 5 average rating, 65 reviews
Top guest favourite
Flat in Gavignano
Poggio Massiccioli
2 bedrooms, 2 queen beds, 1 bathroom
30 Oct – 4 Nov
4.92 out of 5 average rating, 386 reviews
Top guest favourite
Cottage in Barberino Tavarnelle
Stone House with Exclusive Pool Codilungo in Chianti
3 bedrooms, 4 beds, 3 bathrooms
7–12 Sept
4.98 out of 5 average rating, 217 reviews
Top guest favourite
Apartment in Colle di Val d'Elsa
Florence & Siena • Terrace • Private Parking • A/C
2 bedrooms, 3 beds, 1 bathroom
27 Oct – 1 Nov
5.0 out of 5 average rating, 29 reviews
Top guest favourite
Flat in San Gusmè
Beautiful medieval village!!!
2 bedrooms, 3 beds, 2 bathrooms
30 Oct – 4 Nov
4.99 out of 5 average rating, 470 reviews
Top guest favourite
Castle in Poggibonsi
Castle with panoramic pool in the heart of Tuscany
5 bedrooms, 6 beds, 5.5 bathrooms
19–24 Oct
4.97 out of 5 average rating, 72 reviews
Guest favourite
Villa in Siena
Elf's Hut - Elf's Hut
4 bedrooms, 4 king beds, 4 bathrooms
26 Sept – 1 Oct
4.97 out of 5 average rating, 60 reviews
Top guest favourite
Home in Galenda
Casa Pernice · Chianti villa with private pool
3 bedrooms, 3 beds, 3 bathrooms
7–12 Oct
5.0 out of 5 average rating, 15 reviews
Flat in San Gimignano
Luxury Residence in the Heart of San Gimignano
3 bedrooms, 3 king beds, 2 bathrooms
18–23 Sept
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Home in Greve in Chianti
Relaxation and charm in the Chianti hills
3 bedrooms, 3 double beds, 3.5 bathrooms
6–11 Sept
4.99 out of 5 average rating, 114 reviews
Top guest favourite
Farm stay in Greve in Chianti
Old hayloft on the Chianti hills
1 bedroom, 1 double bed, 1 bathroom
8–13 Nov
4.99 out of 5 average rating, 479 reviews
Top guest favourite
Farm stay in Greve in Chianti
Typical Tuscan country house
2 bedrooms, 2 double beds, 2 bathrooms
3–8 Dec
4.99 out of 5 average rating, 431 reviews
Top guest favourite
Home in Siena
Podere Piazza house with panoramic view
3 bedrooms, 4 beds, 2 bathrooms
1–6 Dec
4.97 out of 5 average rating, 196 reviews
Top guest favourite
Home in Monteroni d'Arbia
Discover Tuscany • Peaceful Country Retreat
2 bedrooms, 2 beds, 1 bathroom
5–10 Oct
5.0 out of 5 average rating, 17 reviews
Top guest favourite
Farm stay in Poggibonsi
I Melograni del Chianti - Focolare Apartment
2 bedrooms, 3 beds, 2 bathrooms
27 Oct – 1 Nov
4.98 out of 5 average rating, 49 reviews