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Search results; Over 1,000 homes in San Gimignano

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Top guest favourite
Home in San Gimignano
La Moraiola - Characteristic Tuscan barn
2 bedrooms, 4 beds, 2 private bathrooms
1–6 Sept
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4.99 out of 5 average rating, 68 reviews
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Flat in San Gimignano
Luxury Residence in the Heart of San Gimignano
3 bedrooms, 3 king beds, 2 bathrooms
1–6 Sept
5.0 out of 5 average rating, 4 reviews
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Flat in San Gimignano
Private Courtyard | 3BR/3BA | Garage
3 bedrooms, 3 king beds, 3 bathrooms
1–6 Sept
5.0 out of 5 average rating, 12 reviews
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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, 181 reviews
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Flat in San Gimignano
Teruzzi Country House - Apartment La Buvette
2 bedrooms, 3 beds, 2 bathrooms
13–18 Sept
5.0 out of 5 average rating, 4 reviews
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Top guest favourite
Apartment in San Gimignano
Relax in San Gimigano: Terrace + free Parking.
2 bedrooms, 2 beds, 2 bathrooms
21–26 Oct
4.89 out of 5 average rating, 88 reviews
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Flat in San Gimignano
Casa Anna - San Gimignano Apartment
2 bedrooms, 2 beds, 2 bathrooms
1–6 Sept
5.0 out of 5 average rating, 17 reviews
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Farm stay in San Gimignano
Casa Renai - holidays with friends in San Gimignano
13 bedrooms, 15 beds, 9 bathrooms
15–20 Oct
5.0 out of 5 average rating, 48 reviews
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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
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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
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Top guest favourite
Villa in San Gimignano
Exclusive Villa with pool in San Gimignano
10 bedrooms, 11 beds, 6.5 bathrooms
1–6 Sept
4.97 out of 5 average rating, 37 reviews
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Villa in Poggibonsi
New for 2026 - Casa nel Chianti - relaxation & design
3 bedrooms, 3 beds, 3 bathrooms
5–10 Sept
New place to stay
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Guest favourite
Flat in San Gimignano
Farmhouse in Valle Mora
2 bedrooms, 3 beds, 1 bathroom
1–6 Sept
4.89 out of 5 average rating, 9 reviews
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Flat in Certaldo
Iris Apartment - Az. Agricola Sotto il Masso
2 bedrooms, 4 beds, 1 bathroom
1–6 Sept
5.0 out of 5 average rating, 10 reviews
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Flat in San Gimignano
Cantina Suite
2 bedrooms, 1 king bed, 2 bathrooms
14–19 Sept
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Home in Colle di Val d'Elsa
Casa Emilio
2 bedrooms, 2 beds, 1 bathroom
6–11 Sept
New place to stay
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Top guest favourite
Home in San Gimignano
My country home: garden, quiet, sun, towers view!
3 bedrooms, 4 beds, 2 bathrooms
24–29 Sept
4.95 out of 5 average rating, 249 reviews
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Guest favourite
Flat in Montespertoli
La Casa di Madina – Flo Apartments
3 bedrooms, 3 beds, 2 bathrooms
5–10 Sept
5.0 out of 5 average rating, 9 reviews
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Home in San Gimignano
CASA DEI NONNI - Mario & Lina Country Chic
1 bedroom, 3 beds, 1 bathroom
5–10 Sept
5.0 out of 5 average rating, 3 reviews