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Search results; Over 1,000 homes in Lilliano

Guest favourite
Holiday home in Lilliano
Cosy house with private pool
3 bedrooms, 4 beds, 2.5 private bathrooms
13–19 Sept
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4.93 out of 5 average rating, 14 reviews
Guest favourite
Villa in Lilliano
Stone-built farmhouse with pool by Vacavilla
5 bedrooms, 7 beds, 3 bathrooms
3–10 Oct
5.0 out of 5 average rating, 7 reviews
Superhost
Villa in Lilliano
Panoramic villa with pool and airco by Vacavilla
5 bedrooms, 6 beds, 5 bathrooms
12–19 Sept
Top guest favourite
Flat in Quercegrossa
Tuscany jem: The Chianti Farmer's House
3 bedrooms, 3 beds, 2.5 bathrooms
29 Oct – 3 Nov
4.98 out of 5 average rating, 84 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
Home in Castellina in Chianti
Cignanbianco - Sunrise and Sunset by Interhome
5 bedrooms, 3 single beds, 3 bathrooms
15–22 Oct
4.75 out of 5 average rating, 4 reviews
Top guest favourite
Barn in Castellina in Chianti
Cipressini 2 - pool and amazing views
1 bedroom, 2 beds, 1 bathroom
17–22 Nov
5.0 out of 5 average rating, 65 reviews
Guest favourite
Flat in Castellina in Chianti
Relax in Chianti
1 bedroom, 2 beds, 1 bathroom
15–20 Sept
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Flat in Poggibonsi
Casal De' Matti - Margot House
2 bedrooms, 3 beds, 2 bathrooms
10–15 Oct
4.98 out of 5 average rating, 47 reviews
Top guest favourite
Villa in Radda in Chianti
Tuscan character, contemporary style and comfort
5 bedrooms, 5 king beds, 5 bathrooms
26–31 Oct
4.99 out of 5 average rating, 69 reviews
Top guest favourite
Flat in Castellina in Chianti
Casa Mirella in Chianti
2 bedrooms, 2 queen beds, 1 bathroom
25–30 Oct
4.95 out of 5 average rating, 56 reviews
Guest favourite
Home in Poggibonsi
Le Casacce Farmhouse
2 bedrooms, 2 beds, 2 bathrooms
11–16 Oct
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Castle in Poggibonsi
Castle with panoramic pool in the heart of Tuscany
5 bedrooms, 6 beds, 5.5 bathrooms
19–24 Oct
4.97 out of 5 average rating, 72 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, 89 reviews
Top guest favourite
Flat in Siena
[NEW!] Renovated, just a stone's throw from the center!
2 bedrooms, 4 beds, 2 bathrooms
31 Oct – 5 Nov
5.0 out of 5 average rating, 19 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
Flat in Monteriggioni
Osea Agritourism, Alba apartment
2 bedrooms, 4 beds, 1 bathroom
13–18 Sept
5.0 out of 5 average rating, 49 reviews
Top guest favourite
Barn in Castellina in Chianti
Cipressini 1 - Swimming pool and stunning view
1 bedroom, 3 beds, 1 bathroom
2–7 Nov
5.0 out of 5 average rating, 97 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