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Search results; Over 1,000 homes in San Gimignano

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Top guest favourite
Tower in San Gimignano
Medieval Tower experience with panoramic rooftop
2 bedrooms, 3 beds, 1.5 private bathrooms
1–6 Oct, Business host
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4.95 out of 5 average rating, 135 reviews
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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
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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
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Top guest favourite
Flat in San Gimignano
Private Courtyard | 3BR/3BA | Garage
Individual host
18–23 Oct
5.0 out of 5 average rating, 15 reviews
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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
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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, 91 reviews
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Top guest favourite
Villa in San Gimignano
Exclusive Villa with pool in San Gimignano
Business host
9–14 Oct
4.97 out of 5 average rating, 37 reviews
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Flat in San Gimignano
Teruzzi Country House - Apartment Il Caminetto
Individual host
1–6 Oct
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Top guest favourite
Apartment in Volterra
Marta's Domus
Individual host
3–8 Oct
5.0 out of 5 average rating, 27 reviews
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Top guest favourite
Apartment in San Gimignano
"HOME SWEET HOME" appartamento a San Gimignano
Individual host
21–26 Oct
4.98 out of 5 average rating, 53 reviews
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Top guest favourite
Flat in San Gimignano
Casa Anna - San Gimignano Apartment
Individual host
29 Oct – 3 Nov
5.0 out of 5 average rating, 17 reviews
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Top guest favourite
Home in San Gimignano
Romantic Garden in Historic San Gimignano
Business host
30 Oct – 4 Nov
4.99 out of 5 average rating, 216 reviews
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Guest favourite
Flat in San Gimignano
Apartament Tortoli San Gimignano
Business host
1–6 Dec
4.94 out of 5 average rating, 16 reviews
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Flat in San Gimignano
Cantina Suite
Business host
8–13 Oct
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Villa in Poggibonsi
New for 2026 - Casa nel Chianti - relaxation & design
Individual host
7–12 Oct
5.0 out of 5 average rating, 3 reviews
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Home in Colle di Val d'Elsa
Casa Emilio
Business host
1–6 Oct
5.0 out of 5 average rating, 4 reviews
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Top guest favourite
Flat in Poggibonsi
Casal De' Matti - Margot House
Business host
26–31 Oct
4.98 out of 5 average rating, 47 reviews
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Top guest favourite
Home in Barberino Tavarnelle
Peaceful and Relaxing Tuscan Retreat with Views
Individual host
20–25 Nov
5.0 out of 5 average rating, 90 reviews
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Guest favourite
Flat in San Gimignano
Farmhouse in Valle Mora
Individual host
10–15 Oct
4.91 out of 5 average rating, 11 reviews