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Search results; Over 1,000 homes in San Gimignano

Top guest favourite
Apartment in San Gimignano
Roberta apartment 100 m from San Gimignano
1 bedroom, 1 bed, 1 private bathroom
2–7 Oct, Individual host
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4.97 out of 5 average rating, 131 reviews
Flat in San Gimignano
Luxury Residence in the Heart of San Gimignano
Individual host
19–24 Oct
5.0 out of 5 average rating, 4 reviews
Guest favourite
Home in Poggibonsi
Le Casacce Farmhouse
Individual host
11–16 Oct
5.0 out of 5 average rating, 5 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, 13 reviews
Guest favourite
Flat in San Gimignano
Teruzzi Country House - Apartment La Buvette
Individual host
13–18 Sept
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Home in Greve in Chianti
Relaxation and charm in the Chianti hills
Individual host
11–16 Sept
4.99 out of 5 average rating, 114 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
Home in Volterra
Vacation home with private pool, view
Individual host
31 Oct – 5 Nov
5.0 out of 5 average rating, 15 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
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, 118 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
Home in San Gimignano
Casa Margheri
Individual host
1–6 Dec
4.99 out of 5 average rating, 89 reviews
Villa in Poggibonsi
New for 2026 - Casa nel Chianti - relaxation & design
Individual host
15–20 Sept
New place to stay
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
Top guest favourite
Villa in Barberino Tavarnelle
Valluccia 51
Individual host
30 Sept – 5 Oct
5.0 out of 5 average rating, 49 reviews
Top guest favourite
Home in Barberino Tavarnelle
Peaceful Tuscan Home with Breathtaking Views
Individual host
3–8 Nov
5.0 out of 5 average rating, 89 reviews
Farm stay in Volterra
Tuscan Winery Cortilla - The Stable
Individual host
26 Sept – 2 Oct
4.25 out of 5 average rating, 4 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
Top guest favourite
Flat in Colle di Val d'Elsa
Charming farmhouse "LA PIEVE - Duke Suite
Business host
1–6 Oct
4.98 out of 5 average rating, 48 reviews