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Search results; Over 1,000 homes in San Gimignano

Guest favourite
Flat in San Gimignano
Leonardo Suite
2 bedrooms, 2 beds, 2 private bathrooms
14–19 Sept
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5.0 out of 5 average rating, 6 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
Apartment in San Gimignano
AnticaVista, Luxury Apartment with Tower Views
1 bedroom, 1 double bed, 1 bathroom
26–31 Oct
5.0 out of 5 average rating, 67 reviews
Top guest favourite
Apartment in San Gimignano
Casaglia Residence
2 bedrooms, 4 beds, 1 bathroom
5–10 Oct
4.97 out of 5 average rating, 75 reviews
Top guest favourite
Farm stay in Lastra a Signa
Farmhouse in Tuscany hills
2 bedrooms, 3 beds, 2 bathrooms
18–23 Oct
4.97 out of 5 average rating, 118 reviews
Top guest favourite
Flat in San Gimignano
Private Courtyard | 3BR/3BA | Garage
3 bedrooms, 3 king beds, 3 bathrooms
18–23 Oct
5.0 out of 5 average rating, 13 reviews
Flat in San Gimignano
Teruzzi Country House - Apartment Il Caminetto
2 bedrooms, 3 beds, 2 bathrooms
13–18 Sept
Flat in Certaldo
La Casa di Mario: Apt near Siena and Florence
3 bedrooms, 3 double beds, 1.5 bathrooms
29 Sept – 4 Oct
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
8–13 Sept
4.99 out of 5 average rating, 114 reviews
Guest favourite
Home in Poggibonsi
Le Casacce Farmhouse
2 bedrooms, 2 beds, 2 bathrooms
11–16 Oct
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Farm stay in San Gimignano
Casa Renai - holidays with friends in San Gimignano
13 bedrooms, 15 beds, 9 bathrooms
18–23 Oct
5.0 out of 5 average rating, 48 reviews
Superhost
Flat in San Gimignano
Tuscan Countryside Hideaway • La Casa Rossa n.3
2 bedrooms, 2 beds, 1 bathroom
18–23 Sept
Top guest favourite
Flat in San Gimignano
Apartment at ground floor with garden
2 bedrooms, 4 beds, 2 bathrooms
9–14 Nov
4.97 out of 5 average rating, 183 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
Flat in Certaldo
Iris Apartment - Az. Agricola Sotto il Masso
2 bedrooms, 4 beds, 1 bathroom
15–20 Sept
5.0 out of 5 average rating, 10 reviews
Top guest favourite
Villa in Barberino Tavarnelle
Luxury Villa in Chianti • Private Natural Pool
2 bedrooms, 3 beds, 2 bathrooms
2–7 Oct
5.0 out of 5 average rating, 30 reviews
Top guest favourite
Apartment in San Gimignano
"HOME SWEET HOME" appartamento a San Gimignano
1 bedroom, 2 beds, 1 bathroom
27 Sept – 2 Oct
4.98 out of 5 average rating, 53 reviews
Top guest favourite
Home in Volterra
Vacation home with private pool, view
2 bedrooms, 3 beds, 1 bathroom
31 Oct – 5 Nov
5.0 out of 5 average rating, 15 reviews
Top guest favourite
Barn in Castellina in Chianti
Cipressini 1 - Swimming pool and stunning view
1 bedroom, 3 beds, 1 bathroom
2–7 Nov
5.0 out of 5 average rating, 97 reviews