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Search results; Over 1,000 homes in San Gimignano

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Top guest favourite
Holiday home in San Gimignano
Margherita Tuscan home apartment
2 bedrooms, 3 beds, 1 private bathroom
22–27 Nov, Business host
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4.93 out of 5 average rating, 298 reviews
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Flat in San Gimignano
Luxury Residence in the Heart of San Gimignano
Individual host
1–6 Sept
5.0 out of 5 average rating, 4 reviews
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Top guest favourite
Flat in San Gimignano
Private Courtyard | 3BR/3BA | Garage
Individual host
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
Business host
9–14 Nov
4.97 out of 5 average rating, 181 reviews
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Home in San Gimignano
Romantic Garden in Historic San Gimignano
Business host
29 Sept – 4 Oct
4.99 out of 5 average rating, 214 reviews
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Top guest favourite
Home in Greve in Chianti
Relaxation and charm in the Chianti hills
Individual host
6–11 Sept
4.99 out of 5 average rating, 112 reviews
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Top guest favourite
Home in San Gimignano
Casa Margheri
Individual host
1–6 Dec
4.99 out of 5 average rating, 88 reviews
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Villa in Poggibonsi
New for 2026 - Casa nel Chianti - relaxation & design
Individual host
1–6 Sept
New place to stay
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Top guest favourite
Villa in San Gimignano
Exclusive Villa with pool in San Gimignano
Business host
1–6 Sept
4.97 out of 5 average rating, 37 reviews
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Flat in Quercegrossa
Tuscany jem: The Chianti Farmer's House
Individual host
12–17 Oct
4.98 out of 5 average rating, 82 reviews
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Top guest favourite
Apartment in San Gimignano
"HOME SWEET HOME" appartamento a San Gimignano
Individual host
27 Sept – 2 Oct
4.98 out of 5 average rating, 53 reviews
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Farm stay in San Gimignano
Casa Renai - holidays with friends in San Gimignano
Business host
15–20 Oct
5.0 out of 5 average rating, 48 reviews
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Home in Poggibonsi
Le Casacce Farmhouse
Individual host
30 Sept – 5 Oct
5.0 out of 5 average rating, 4 reviews
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Top guest favourite
Villa in Impruneta
Private Estate - Personal Concierge & heated pool
Individual host
4–9 Oct
4.99 out of 5 average rating, 144 reviews
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Flat in San Gimignano
Teruzzi Country House - Apartment La Buvette
Individual host
13–18 Sept
5.0 out of 5 average rating, 4 reviews
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Top guest favourite
Home in Volterra
Vacation home with private pool, view
Individual host
5–10 Oct
5.0 out of 5 average rating, 15 reviews
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Flat in Colle di Val d'Elsa
Charming farmhouse "LA PIEVE - Duke Suite
Business host
24–29 Sept
4.98 out of 5 average rating, 48 reviews
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Top guest favourite
Apartment in San Gimignano
Relax in San Gimigano: Terrace + free Parking.
Individual host
21–26 Oct
4.89 out of 5 average rating, 88 reviews
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Top guest favourite
Villa in Linari
Entire villa with private pool, stunning view!
Individual host
1–6 Sept
4.98 out of 5 average rating, 60 reviews