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Search results; Over 1,000 homes in Gambassi Terme

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Guest favourite
Villa in Gambassi Terme
Villa Via Francigena
4 bedrooms, 5 beds, 3.5 private bathrooms
24–31 Oct
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4.96 out of 5 average rating, 74 reviews
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Top guest favourite
Home in Gambassi Terme
Il Fienile, Luxury Apartment in the Tuscan Hills
1 bedroom, 2 beds
3–8 Nov
5.0 out of 5 average rating, 233 reviews
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Guest favourite
Farm stay in Montaione
Tenuta Collerucci | Villa with private pool
10 bedrooms
31 Oct – 5 Nov
5.0 out of 5 average rating, 7 reviews
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Top guest favourite
Farm stay in San Gimignano
Casa Renai - holidays with friends in San Gimignano
13 bedrooms, 15 beds
18–23 Oct
5.0 out of 5 average rating, 49 reviews
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Villa in Montaione
Exclusive Villa in Tuscany
13 bedrooms, 16 beds
15–20 Oct
4.93 out of 5 average rating, 15 reviews
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Top guest favourite
Apartment in Gambassi Terme
Cosy Tuscan Home near Florence & San Gimignano
1 bedroom, 2 beds
24–29 Oct
4.99 out of 5 average rating, 130 reviews
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Top guest favourite
Flat in San Gimignano
Luxury Residence in the Heart of San Gimignano
3 bedrooms, 3 king beds
28 Oct – 2 Nov
5.0 out of 5 average rating, 6 reviews
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Top guest favourite
Flat in Gambassi Terme
Bernarduccio's Little House
2 bedrooms, 4 beds
1–6 Oct
4.94 out of 5 average rating, 94 reviews
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Rooms in Barberino Val d'Elsa
Four-Poster Bed | Agriturismo with Pool | Chianti
2 bedrooms, 2 beds
1–6 Oct
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Top guest favourite
Apartment in Volterra
Marta's Domus
2 bedrooms, 2 beds
3–8 Oct
5.0 out of 5 average rating, 27 reviews
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Flat in Gambassi Terme
Casa Cosetta
1 bedroom, 2 beds
1–6 Oct
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Villa in Poggibonsi
New for 2026 - Casa nel Chianti - relaxation & design
3 bedrooms, 3 beds
7–12 Oct
5.0 out of 5 average rating, 3 reviews
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Villa in Gambassi Terme
La Striscia Villa Farm with Private Pool
4 bedrooms, 6 beds
6–11 Oct
5.0 out of 5 average rating, 3 reviews
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Superhost
Flat in Gambassi Terme
Tuscan Relaxing Retreat with Pool, AC, Starlink
1 bedroom, 2 beds
1–6 Oct
5.0 out of 5 average rating, 3 reviews
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Top guest favourite
Home in Gambassi Terme
La Cipressina Relax in Tuscany
1 bedroom, 1 double bed
15–20 Oct
5.0 out of 5 average rating, 122 reviews
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Guest favourite
Flat in San Gimignano
Teruzzi Country House - Apartment La Buvette
2 bedrooms, 3 beds
1–6 Oct
5.0 out of 5 average rating, 6 reviews
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Room in Barberino Val d'Elsa
Compact Double | Chianti | Pool & Restaurant
1 double bed
4–9 Oct
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Guest favourite
Rooms in Castelfiorentino
Villa in Tuscany with friends :)
19 bedrooms, 2 beds
26–31 Oct
4.94 out of 5 average rating, 86 reviews
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Top guest favourite
Flat in Poggibonsi
Casal De' Matti - Margot House
2 bedrooms, 3 beds
26–31 Oct
4.98 out of 5 average rating, 47 reviews