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Search results; Over 1,000 homes in San Gimignano

Guest favourite
Flat in San Gimignano
Casa Irene
1 bedroom, 2 beds, 1 private bathroom
4–9 Nov, Individual host
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4.96 out of 5 average rating, 257 reviews
Top guest favourite
Flat in San Gimignano
Luxury Residence in the Heart of San Gimignano
Individual host
28 Oct – 2 Nov
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Flat in San Gimignano
Private Courtyard | 3BR/3BA | Garage
Individual host
18–23 Oct
5.0 out of 5 average rating, 14 reviews
Guest favourite
Home in Poggibonsi
Le Casacce Farmhouse
Individual host
11–16 Oct
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Flat in San Gimignano
Apartment at ground floor with garden
Business host
9–14 Nov
4.97 out of 5 average rating, 183 reviews
Villa in Poggibonsi
New for 2026 - Casa nel Chianti - relaxation & design
Individual host
15–20 Sept
New place to stay
Top guest favourite
Villa in Impruneta
Exclusive Estate: Concierge service & heated pool
Individual host
4–9 Oct
4.99 out of 5 average rating, 145 reviews
Guest favourite
Flat in San Gimignano
Teruzzi Country House - Apartment La Buvette
Individual host
18–23 Sept
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Home in Volterra
Vacation home with private pool, view
Individual host
31 Oct – 5 Nov
5.0 out of 5 average rating, 15 reviews
Guest favourite
Villa in Il Pino
Exclusive villa private pool florentine farmland
Business host
4–9 Oct
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Villa in Barberino Tavarnelle
Luxury Villa in Chianti • Private Natural Pool
Individual host
2–7 Oct
5.0 out of 5 average rating, 30 reviews
Top guest favourite
Farm stay in Lastra a Signa
Farmhouse in Tuscany hills
Business host
18–23 Oct
4.97 out of 5 average rating, 119 reviews
Flat in Certaldo
La Casa di Mario: Apt near Siena and Florence
Business host
12–17 Oct
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Farm stay in San Gimignano
Casa Renai - holidays with friends in San Gimignano
Business host
18–23 Oct
5.0 out of 5 average rating, 49 reviews
Top guest favourite
Apartment in San Gimignano
Relax in San Gimigano: Terrace + free Parking.
Individual host
29 Oct – 3 Nov
4.89 out of 5 average rating, 90 reviews
Top guest favourite
Villa in Orentano
Villa Gourmet Food, Pizza, Chef, Pool and Nature
Business host
26 Sept – 1 Oct
4.98 out of 5 average rating, 127 reviews
Top guest favourite
Villa in San Gimignano
Exclusive Villa with pool in San Gimignano
Business host
15–20 Sept
4.97 out of 5 average rating, 37 reviews
Top guest favourite
Barn in Castellina in Chianti
Cipressini 1 - Swimming pool and stunning view
Individual host
2–7 Nov
5.0 out of 5 average rating, 98 reviews
Villa in Gambassi Terme
Fattoria La Striscia Villa with Private Pool
Business host
26 Sept – 1 Oct
5.0 out of 5 average rating, 3 reviews