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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, 197 reviews
Guest favourite
Flat in Siena
[NEW!] Renovated, just a stone's throw from the center!
2 bedrooms, 4 beds, 2 bathrooms
26–31 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
25–30 Aug
5.0 out of 5 average rating, 13 reviews
Top guest favourite
Holiday home in San Gimignano
Tuscan House with Private Jacuzzi in Chianti
2 bedrooms, 2 double beds, 2 bathrooms
26 Nov – 1 Dec
4.94 out of 5 average rating, 84 reviews
Top guest favourite
Farm stay in Montecerboli
Gelsomino Apartment in Agriturismo with Pool
2 bedrooms, 2 beds, 3 bathrooms
17–22 Oct
5.0 out of 5 average rating, 22 reviews
Featured hotel
Room in San Filippo a Ponzano
Junior suite
1 bathroom
8–13 Aug
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, 21 reviews
Flat in San Gimignano
Luxury Residence in the Heart of San Gimignano
3 bedrooms, 3 king beds, 2 bathrooms
1–6 Aug
New place to stay
Top guest favourite
Loft in Radicondoli
Il Frantoio - Charming Loft in the old town
3 bedrooms, 3 double beds, 2 bathrooms
15–20 Aug
4.97 out of 5 average rating, 126 reviews
Top guest favourite
Flat in Asciano
Belvedere apartment in farmhouse with swimming pool
3 bedrooms, 5 beds, 2 bathrooms
9–14 Oct
4.97 out of 5 average rating, 78 reviews
Top guest favourite
Home in Pievescola
Borgo Ripostena – No. 8 Casa Vecchia
2 bedrooms, 3 beds, 1 bathroom
6–11 Sept
4.95 out of 5 average rating, 197 reviews
Top guest favourite
Home in Villa A Sesta
Raffaella's House in Chianti
2 bedrooms, 3 beds, 1 bathroom
17–22 Oct
4.99 out of 5 average rating, 473 reviews
Top guest favourite
Villa in Radicondoli
Leo's Romantic House
4 bedrooms, 7 beds, 3 bathrooms
27 Aug – 1 Sept
5.0 out of 5 average rating, 62 reviews
Home in Gaiole in Chianti
Casa stella serena by geco vacation rentals
3 bedrooms, 4 beds, 3 bathrooms
24–29 Aug
Top guest favourite
Holiday home in Monteroni d'Arbia
White lily with a view of Siena
2 bedrooms, 4 beds, 1.5 bathrooms
15–20 Aug
4.92 out of 5 average rating, 106 reviews
Superhost
Home in Barberino Tavarnelle
Exclusive Villa with Pool in Chianti Classico
5 bedrooms, 5 double beds, 6 bathrooms
2–7 Aug
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, 53 reviews
Top guest favourite
Flat in Siena
Charm and Comfort
3 bedrooms, 3 beds, 2.5 bathrooms
6–11 Aug
5.0 out of 5 average rating, 42 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