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

Guest favourite
Flat in Castel San Gimignano
Casa Verbena - relax in the heart of Tuscany
3 bedrooms, 4 beds, 1 private bathroom
23–28 Sept
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4.85 out of 5 average rating, 74 reviews
Home in Castel San Gimignano
Elegant private cottage Volterra–San Gimignano
1 bedroom, 2 beds, 1 bathroom
24–29 Aug
New place to stay
Top guest favourite
Home in San Gimignano
"Vernaccia" by Podere la Fonte
2 bedrooms, 2 beds, 1 bathroom
30 Sept – 5 Oct
4.96 out of 5 average rating, 26 reviews
Top guest favourite
Villa in Volterra
Luxury Villa + Annex with Jacuzzi + Pool, Chef
6 bedrooms, 8 beds, 6 bathrooms
11–17 Oct
5.0 out of 5 average rating, 32 reviews
Top guest favourite
Holiday home in Siena
New! Luxury Apartment in Historic Centre of Siena
3 bedrooms, 4 beds, 2 bathrooms
24–29 Aug
5.0 out of 5 average rating, 12 reviews
Guest favourite
Flat in San Gimignano
Four-room villa (3 bedrooms and kitchen)
3 bedrooms, 5 beds, 2 bathrooms
19–24 Aug
5.0 out of 5 average rating, 11 reviews
Luxe
Villa in Volterra
Velari
3 bedrooms, 3 beds, 4 bathrooms
29 Aug – 3 Sept
5.0 out of 5 average rating, 11 reviews
Guest favourite
Home in San Gimignano
The Ancient Holm Oak of Pugiano, an Oasis of Peace
2 bedrooms, 3 beds, 1 bathroom
4–9 Oct
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Flat in Poggibonsi
Laura Chianti Holidays
2 bedrooms, 5 beds, 2 bathrooms
9–14 Nov
4.98 out of 5 average rating, 332 reviews
Tower in San Donato
Luxury apartment in an 1100s tower
1 bedroom, 3 beds, 1 bathroom
22–27 Oct
Guest favourite
Dome in Volterra
Green Dome @ The Land Before Time Retreats
1 double bed, 1 bathroom
27 Aug – 1 Sept
4.97 out of 5 average rating, 146 reviews
Top guest favourite
Farm stay in Montecerboli
Gelsomino Apartment in Agriturismo with Pool
2 bedrooms, 2 beds, 3 bathrooms
17–22 Oct
5.0 out of 5 average rating, 23 reviews
Top guest favourite
Holiday home in San Gimignano
Tuscan House with Private Jacuzzi in Chianti
2 bedrooms, 2 double beds, 2 bathrooms
13–18 Sept
4.94 out of 5 average rating, 87 reviews
Top guest favourite
Castle in Bagno A Ripoli
Tower Penthouse in small castle near Florence
4 bedrooms, 6 beds, 2 bathrooms
29 Aug – 3 Sept
4.96 out of 5 average rating, 137 reviews
Top guest favourite
Villa in Montecatini Val di Cecina
Belforti Tower
3 bedrooms, 4 beds, 4 bathrooms
8–13 Sept
4.99 out of 5 average rating, 137 reviews
Top guest favourite
Flat in San Gimignano
Charme Cugnanesi | Two-room apartment in the medieval heart of the city
1 bedroom, 1 bed, 1 bathroom
31 Aug – 5 Sept
5.0 out of 5 average rating, 11 reviews
Guest favourite
Flat in Volterra
Capriolo apartment ideal for romantic couples
1 bedroom, 3 beds, 1 bathroom
10–15 Aug
4.97 out of 5 average rating, 59 reviews
Flat in San Gimignano
Luxury Residence in the Heart of San Gimignano
3 bedrooms, 3 king beds, 2 bathrooms
15–20 Aug
New place to stay
Top guest favourite
Apartment in Siena
Luxury Penthouse with a View of Piazza del Campo
3 bedrooms, 3 beds, 4 bathrooms
24–29 Aug
5.0 out of 5 average rating, 19 reviews