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

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
"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
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
Top guest favourite
Home in Simignano
Casa al Gianni - The Simignano Barn
5 bedrooms, 5 beds, 4 bathrooms
13–18 Sept
4.98 out of 5 average rating, 185 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
Top guest favourite
Dome in Volterra
Green Dome @ The Land Before Time Retreats
1 double bed, 1 bathroom
26–31 Aug
4.97 out of 5 average rating, 139 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, 10 reviews
Top guest favourite
Apartment in San Gimignano
AnticaVista, Luxury Apartment with Tower Views
1 bedroom, 1 double bed, 1 bathroom
3–8 Aug
5.0 out of 5 average rating, 61 reviews
Superhost
Home in Gaiole in Chianti
Ulivi House
4 bedrooms, 4 beds, 3 bathrooms
21–26 Aug
New place to stay
Top guest favourite
Barn in Montespertoli
Tuscan Farmhouse – Private Pool & Chianti Views
3 bedrooms, 5 beds, 2 bathrooms
19–24 Oct
5.0 out of 5 average rating, 50 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
Top guest favourite
Apartment in Poggibonsi
Gallery Apartment near Chianti
2 bedrooms, 5 beds, 1 bathroom
30 Sept – 5 Oct
4.95 out of 5 average rating, 146 reviews
Top guest favourite
Farm stay in Greve in Chianti
Farmhouse in Chianti with Swimming Pool
2 bedrooms, 2 double beds, 2 bathrooms
26–31 Oct
4.99 out of 5 average rating, 509 reviews
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, 18 reviews
Top guest favourite
Holiday home in Lajatico
Rosa: Tuscan Views & Pool, Walk to Town
1 bedroom, 3 beds, 1 bathroom
16–21 Oct
5.0 out of 5 average rating, 38 reviews
Superhost
Flat in San Gimignano
Tuscan Countryside Hideaway • La Casa Rossa n.3
2 bedrooms, 2 beds, 1 bathroom
12–17 Sept
Top guest favourite
Villa in Peccioli
Luxury Villa "Le Rondini" – Peccioli
2 bedrooms, 3 beds, 4 bathrooms
3–8 Aug
5.0 out of 5 average rating, 15 reviews
Top guest favourite
Flat in Gavignano
Poggio Massiccioli
2 bedrooms, 2 queen beds, 1 bathroom
4–9 Oct
4.92 out of 5 average rating, 383 reviews