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Search results; Over 1,000 homes in Monteriggioni

Apartment in Monteriggioni
Breathtaking sunsets in Tuscany | View and relaxation
2 bedrooms, 2 beds, 2 private bathrooms
25–30 Sept
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4.79 out of 5 average rating, 14 reviews
Top guest favourite
Farm stay in Monteriggioni
Podere Casalino - Il Gatto
2 bedrooms, 3 beds, 2 bathrooms
9–14 Sept
4.91 out of 5 average rating, 117 reviews
Top guest favourite
Home in Poggiolo
Country House Podere l 'Assunta
2 bedrooms, 4 beds, 1 bathroom
27 Oct – 1 Nov
5.0 out of 5 average rating, 90 reviews
Top guest favourite
Home in Castellina in Chianti
Apartment with stunning view on the vineyards
2 bedrooms, 3 beds, 1 bathroom
25–30 Oct
4.97 out of 5 average rating, 33 reviews
Top guest favourite
Home in Monteriggioni
Beautiful Villa with private swimming pool
2 bedrooms, 3 beds, 2 bathrooms
10–17 Oct
5.0 out of 5 average rating, 18 reviews
Guest favourite
Room in Monteriggioni
Rooms and Wine Monteriggioni, Il chianti
1 double bed, 1 bathroom
3–8 Nov
5.0 out of 5 average rating, 42 reviews
Guest favourite
Home in Monteriggioni
The Barn Detached house surrounded by greenery
1 bedroom, 2 beds, 1 bathroom
16–21 Oct
5.0 out of 5 average rating, 13 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, 339 reviews
Top guest favourite
Flat in San Gimignano
Herons Superior Apartment - Splendid view!
2 bedrooms, 2 double beds, 1 bathroom
26–31 Oct
4.99 out of 5 average rating, 92 reviews
Top guest favourite
Home in Pievescola
Borgo Ripostena – No. 8 Casa Vecchia
2 bedrooms, 3 beds, 1 bathroom
18–23 Oct
4.95 out of 5 average rating, 200 reviews
Top guest favourite
Flat in Gavignano
Poggio Massiccioli
2 bedrooms, 2 queen beds, 1 bathroom
30 Oct – 4 Nov
4.92 out of 5 average rating, 386 reviews
Top guest favourite
Farm stay in Poggibonsi
I Melograni del Chianti - Focolare Apartment
2 bedrooms, 3 beds, 2 bathrooms
27 Oct – 1 Nov
4.98 out of 5 average rating, 49 reviews
Top guest favourite
Townhouse in Colle di Val d'Elsa
Il Cristallo – Dream Getaway in Tuscany
4 bedrooms, 4 beds, 2.5 bathrooms
8–13 Sept
5.0 out of 5 average rating, 10 reviews
Top guest favourite
Villa in Monteriggioni
Tenuta Uzielli an elegant countryside villa
7 bedrooms, 7 beds, 8 bathrooms
1–6 May
5.0 out of 5 average rating, 20 reviews
Top guest favourite
Home in Castellina in Chianti
Capanna di Sotto by Interhome.
2 bedrooms, 2 bathrooms
30 Sept – 5 Oct
5.0 out of 5 average rating, 9 reviews
Top guest favourite
Apartment in Monteriggioni
Loggiato di Lorena - Along the Via Francigena
2 bedrooms, 2 double beds, 1.5 bathrooms
20–25 Sept
4.95 out of 5 average rating, 19 reviews
Flat in San Gimignano
Luxury Residence in the Heart of San Gimignano
3 bedrooms, 3 king beds, 2 bathrooms
18–23 Sept
5.0 out of 5 average rating, 4 reviews
Villa in Poggibonsi
New for 2026 - Casa nel Chianti - relaxation & design
3 bedrooms, 3 beds, 3 bathrooms
15–20 Sept
New place to stay
Top guest favourite
Flat in Poggibonsi
App. Poggiarello
2 bedrooms, 3 beds, 2 bathrooms
27 Sept – 2 Oct
4.96 out of 5 average rating, 57 reviews