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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
Top guest favourite
Holiday home in San Gimignano
Tuscan House with Private Jacuzzi in Chianti
4.94 out of 5 average rating, 84 reviews, 2 bedrooms, 2 beds, 2 bathrooms
26 Nov – 1 Dec
Flat in San Gimignano
Luxury Residence in the Heart of San Gimignano
New place to stay, 3 bedrooms, 3 beds, 2 bathrooms
1–6 Aug
Top guest favourite
Farm stay in Montecerboli
Gelsomino Apartment in Agriturismo with Pool
5.0 out of 5 average rating, 22 reviews, 2 bedrooms, 2 beds, 3 bathrooms
17–22 Oct
Top guest favourite
Home in Monteroni d'Arbia
Discover Tuscany • Peaceful Country Retreat
5.0 out of 5 average rating, 13 reviews, 2 bedrooms, 2 beds, 1 bathroom
25–30 Aug
Top guest favourite
Apartment in Colle di Val d'Elsa
Florence & Siena • Terrace • Private Parking • A/C
5.0 out of 5 average rating, 21 reviews, 2 bedrooms, 3 beds, 1 bathroom
21–26 Aug
Guest favourite
Flat in Siena
[NEW!] Renovated, just a stone's throw from the center!
5.0 out of 5 average rating, 7 reviews, 2 bedrooms, 4 beds, 2 bathrooms
26–31 Aug
Top guest favourite
Home in Simignano
Casa al Gianni - The Simignano Barn
4.98 out of 5 average rating, 183 reviews, 5 bedrooms, 5 beds, 4 bathrooms
13–18 Sept
Top guest favourite
Flat in Asciano
Belvedere apartment in farmhouse with swimming pool
4.97 out of 5 average rating, 78 reviews, 3 bedrooms, 5 beds, 2 bathrooms
9–14 Oct
Top guest favourite
Villa in Poggibonsi
Villa L'Olivo w/Private pool (Close San Gimignano)
4.99 out of 5 average rating, 93 reviews, 3 bedrooms, 4 beds, 2 bathrooms
6–11 Nov
Top guest favourite
Farm stay in Radicondoli
The pomegranate, Podere il Giglio
5.0 out of 5 average rating, 30 reviews, 2 bedrooms, 2 beds, 2 bathrooms
23–28 Oct
Superhost
Home in Barberino Tavarnelle
Exclusive Villa with Pool in Chianti Classico
5 bedrooms, 5 beds, 6 bathrooms
2–7 Aug
Top guest favourite
Villa in Radicondoli
Leo's Romantic House
5.0 out of 5 average rating, 62 reviews, 4 bedrooms, 7 beds, 3 bathrooms
27 Aug – 1 Sept
Top guest favourite
Home in Pievescola
Borgo Ripostena – No. 8 Casa Vecchia
4.95 out of 5 average rating, 197 reviews, 2 bedrooms, 3 beds, 1 bathroom
6–11 Sept
Top guest favourite
Home in Montalcino
City Center Palazzo: 4 King BR 6 Bath and Garage
5.0 out of 5 average rating, 23 reviews, 4 bedrooms, 4 beds, 5 bathrooms
1–6 Aug
Home in Gaiole in Chianti
Casa stella serena by geco vacation rentals
3 bedrooms, 4 beds, 3 bathrooms
24–29 Aug
Top guest favourite
Home in Chiusdino
La Capanna: country house with magnificent view
4.91 out of 5 average rating, 79 reviews, 2 bedrooms, 4 beds, 1 bathroom
30 Sept – 5 Oct
Top guest favourite
Apartment in Montieri
Cupiano Farm "Querciolettaia/Legnaio"
4.96 out of 5 average rating, 53 reviews, 2 bedrooms, 4 beds, 2.5 bathrooms
12–17 Sept
Top guest favourite
Flat in Siena
Charm and Comfort
5.0 out of 5 average rating, 42 reviews, 3 bedrooms, 3 beds, 2.5 bathrooms
6–11 Aug