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Search results; Over 1,000 homes in San Gusmè

Top guest favourite
Flat in San Gusmè
Casa Guardiavigna | Chianti Hills Vineyard Retreat
2 bedrooms, 3 beds, 1 bathroom
21–26 Nov
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4.98 out of 5 average rating, 129 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, 471 reviews
Guest favourite
Flat in San Gusmè
La Dimora del Luca
1 bedroom, 2 beds, 1 bathroom
8–13 Nov
4.98 out of 5 average rating, 169 reviews
Top guest favourite
Home in Villa A Sesta
Raffaella's House in Chianti
2 bedrooms, 3 beds, 1 bathroom
28 Oct – 2 Nov
4.99 out of 5 average rating, 481 reviews
Home in Pergine Valdarno
Casa Vecchia | Private Pool & Garden
4 bedrooms, 6 beds, 4 bathrooms
9–14 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
10–15 Sept
4.99 out of 5 average rating, 114 reviews
Top guest favourite
Cottage in Villa A Sesta
CASA MARIA
2 bedrooms, 3 beds, 3 bathrooms
30 Sept – 5 Oct
5.0 out of 5 average rating, 20 reviews
Top guest favourite
Holiday home in Rosennano
HOUSE ABOVE THE CHIANTI. WITH GARDEN AND POOL
2 bedrooms, 6 beds, 3 bathrooms
22–27 Sept
4.99 out of 5 average rating, 77 reviews
Top guest favourite
Flat in Asciano
Belvedere apartment in farmhouse with swimming pool
3 bedrooms, 5 beds, 2 bathrooms
9–14 Oct
4.98 out of 5 average rating, 84 reviews
Top guest favourite
Home in Galenda
Casa Pernice · Chianti villa with private pool
3 bedrooms, 4 beds, 3 bathrooms
7–12 Oct
5.0 out of 5 average rating, 15 reviews
Top guest favourite
Farm stay in Pian di Scò
Agriturismo I Gelsi
2 bedrooms, 3 beds, 1 bathroom
16–21 Nov
4.96 out of 5 average rating, 170 reviews
Top guest favourite
Home in Terranuova Bracciolini
Villa Piandarca - Tuscany - WIFI - private pool
3 bedrooms, 5 beds, 3 bathrooms
12–17 Sept
4.98 out of 5 average rating, 59 reviews
Villa in Poggibonsi
New for 2026 - Casa nel Chianti - relaxation & design
3 bedrooms, 3 beds, 3 bathrooms
15–20 Sept
New place to stay
Top guest favourite
Apartment in Noce
Historic 17th-century villa in Chianti, Tuscany
1 bedroom, 2 beds, 1 bathroom
11–16 Nov
5.0 out of 5 average rating, 220 reviews
Guest favourite
Home in Moncioni
Private Tuscan hilltop farmhouse with pool
5 bedrooms, 7 beds, 4 bathrooms
19–24 Sept
4.9 out of 5 average rating, 30 reviews
Top guest favourite
Barn in Montespertoli
Tuscan Farmhouse – Private Pool & Chianti Views
3 bedrooms, 5 beds, 2 bathrooms
21–26 Nov
5.0 out of 5 average rating, 54 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
Superhost
Flat in Bossi
Villino Ersilia Music, the charm of Chianti
2 bedrooms, 3 beds, 2 bathrooms
30 Sept – 5 Oct
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Flat in Siena
[NEW!] Renovated, just a stone's throw from the center!
2 bedrooms, 4 beds, 2 bathrooms
5–10 Nov
5.0 out of 5 average rating, 21 reviews