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Search results; Over 1,000 homes

Guest favourite
Cottage in Ponte Feccia
Country cottage C&M surrounded by greenery, love Tuscany
1 bedroom, 3 beds, 1 private bathroom
1–6 Oct
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4.94 out of 5 average rating, 199 reviews
Top guest favourite
Home in Simignano
Casa al Gianni - The Simignano Barn
5 bedrooms, 5 beds, 4 bathrooms
31 Oct – 5 Nov
4.98 out of 5 average rating, 187 reviews
Top guest favourite
Home in Massa Marittima
Design loft with private SPA in Tuscany
1 bedroom, 1 double bed, 1 bathroom
26 Sept – 1 Oct
5.0 out of 5 average rating, 70 reviews
Top guest favourite
Holiday home in Monteroni d'Arbia
White lily with a view of Siena
2 bedrooms, 4 beds, 1.5 bathrooms
24–29 Aug
4.93 out of 5 average rating, 107 reviews
Top guest favourite
Holiday home in Sovicille
Podere La Castellina - No. 6 ROSETO
2 bedrooms, 3 beds, 2 bathrooms
24–29 Oct
4.99 out of 5 average rating, 81 reviews
Top guest favourite
Farm stay in Simignano
Casa al Gianni - Hut
1 bedroom, 1 double bed, 1 bathroom
12–17 Nov
4.93 out of 5 average rating, 282 reviews
Home in Castel San Gimignano
Elegant private cottage Volterra–San Gimignano
1 bedroom, 2 beds, 1 bathroom
24–29 Aug
New place to stay
Top guest favourite
Home in Pievescola
Borgo Ripostena – No. 8 Casa Vecchia
2 bedrooms, 3 beds, 1 bathroom
18–23 Oct
4.95 out of 5 average rating, 197 reviews
Top guest favourite
Apartment in Colle di Val d'Elsa
Florence & Siena • Terrace • Private Parking • A/C
2 bedrooms, 3 beds, 1 bathroom
21–26 Aug
5.0 out of 5 average rating, 23 reviews
Guest favourite
Flat in Montalcino
Castel Brunello - 3 Bedrooms + Terrace
3 bedrooms, 3 beds, 3 bathrooms
10–15 Aug
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Home in Monteroni d'Arbia
Discover Tuscany • Peaceful Country Retreat
2 bedrooms, 2 beds, 1 bathroom
1–6 Sept
5.0 out of 5 average rating, 14 reviews
Top guest favourite
Flat in Radicondoli
SerenaHouse
2 bedrooms, 5 beds, 2 bathrooms
23–28 Aug
4.96 out of 5 average rating, 47 reviews
Top guest favourite
Apartment in Montieri
Cupiano Farm "Querciolettaia/Legnaio"
2 bedrooms, 4 beds, 2.5 bathrooms
12–17 Sept
4.96 out of 5 average rating, 54 reviews
Top guest favourite
Flat in Poggibonsi
Laura Chianti Holidays
2 bedrooms, 5 beds, 2 bathrooms
9–14 Nov
4.98 out of 5 average rating, 332 reviews
Guest favourite
Flat in Siena
[NEW!] Renovated, just a stone's throw from the center!
2 bedrooms, 4 beds, 2 bathrooms
31 Oct – 5 Nov
5.0 out of 5 average rating, 10 reviews
Home in Casole d'Elsa
Casa stella serena by geco vacation rentals
3 bedrooms, 4 beds, 3 bathrooms
24–29 Aug
Top guest favourite
Villa in Montecatini Val di Cecina
Belforti Tower
3 bedrooms, 4 beds, 4 bathrooms
8–13 Sept
4.99 out of 5 average rating, 137 reviews
Top guest favourite
Farm stay in Montebamboli
TerraMadre ANIMA
2 bedrooms, 2 beds, 1 bathroom
31 Oct – 5 Nov
5.0 out of 5 average rating, 22 reviews
Superhost
Flat in Montalcino
Wp Relais Argante Apartment
3 bedrooms, 4 beds, 3 bathrooms
18–23 Aug
5.0 out of 5 average rating, 4 reviews