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Search results; Over 1,000 homes in Castel San Gimignano

Descriptions are based on details hosts provide
Superhost
Flat in Castel San Gimignano
Girasole large apartment in a Tuscan village
1 bedroom, 3 beds, 1 private bathroom
16–21 Sept
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4.77 out of 5 average rating, 117 reviews
Top guest favourite
Home in San Gimignano
Family-run country house with a pool
4.96 out of 5 average rating, 24 reviews, 2 bedrooms, 2 beds, 1 bathroom
30 Aug – 4 Sept
Top guest favourite
Villa in Volterra
Hilltop infinity pool with 360° views
5.0 out of 5 average rating, 31 reviews, 6 bedrooms, 8 beds, 6 bathrooms
11–17 Oct
Guest favourite
Flat in San Gimignano
Four-room villa (3 bedrooms and kitchen)
5.0 out of 5 average rating, 11 reviews, 3 bedrooms, 5 beds, 2 bathrooms
19–24 Aug
Top guest favourite
Apartment in Colle di Val d'Elsa
Panoramic terrace with 180° Tuscan views
5.0 out of 5 average rating, 20 reviews, 2 bedrooms, 3 beds, 1 bathroom
21–26 Aug
Top guest favourite
Townhouse in Quartaia
Casa Lida [Garden+Parking]
5.0 out of 5 average rating, 79 reviews, 2 bedrooms, 2 beds, 2 bathrooms
13–18 Aug
Top guest favourite
Dome in Volterra
Green Dome @ The Land Before Time Retreats
4.98 out of 5 average rating, 123 reviews, 1 bed, 1 bathroom
6–11 Aug
Top guest favourite
Apartment in Siena
Luxury Penthouse with a View of Piazza del Campo
5.0 out of 5 average rating, 15 reviews, 3 bedrooms, 3 beds, 4 bathrooms
19–24 Aug
Top guest favourite
Flat in San Gimignano
Private Courtyard | 3BR/3BA | Garage
5.0 out of 5 average rating, 11 reviews, 3 bedrooms, 3 beds, 3 bathrooms
25–30 Jul
Top guest favourite
Barn in Montespertoli
Infinity pool overlooking Chianti vineyards
5.0 out of 5 average rating, 47 reviews, 3 bedrooms, 5 beds, 2 bathrooms
19–24 Oct
Farm stay in San Donato
Farmstay with a fireplace and pool
2 bedrooms, 3 beds, 1 bathroom
17–22 Oct
Home in San Gimignano
Cottage with views of San Gimignano’s towers
5.0 out of 5 average rating, 3 reviews, 2 bedrooms, 2 beds, 2 bathrooms
15–20 Aug
Superhost
Home in Barberino Tavarnelle
Exclusive Villa with Pool in Chianti Classico
5 bedrooms, 5 beds, 6 bathrooms
2–7 Aug
Room in San Gimignano
Tuscan farmstay with pool and restaurant
5.0 out of 5 average rating, 3 reviews, 1 single bed, 1 bathroom
29 Aug – 3 Sept
Guest favourite
Home in Monteriggioni
Converted stone barn with private garden
5.0 out of 5 average rating, 6 reviews, 1 bedroom, 2 beds, 1 bathroom
2–7 Aug
Top guest favourite
Flat in Poggibonsi
Laura Chianti Holidays
4.98 out of 5 average rating, 330 reviews, 2 bedrooms, 5 beds, 2 bathrooms
9–14 Nov
Top guest favourite
Farm stay in Pisa
Tuscan hills with pool and cooking classes
4.99 out of 5 average rating, 334 reviews, 2 bedrooms, 4 beds, 2.5 bathrooms
8–13 Aug
Top guest favourite
Apartment in Poggibonsi
Gallery Apartment near Chianti
4.94 out of 5 average rating, 143 reviews, 2 bedrooms, 5 beds, 1 bathroom
30 Sept – 5 Oct
Top guest favourite
Flat in San Gimignano
The Penthouse of Dreams
5.0 out of 5 average rating, 40 reviews, 2 bedrooms, 3 beds, 1.5 bathrooms
21–26 Aug