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Search results; Over 1,000 homes in San Filippo a Ponzano

Top guest favourite
Home in San Filippo a Ponzano
Infinity pool in Chianti 1
3 bedrooms, 4 beds, 2 private bathrooms
20–25 Oct, Business host
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5.0 out of 5 average rating, 141 reviews
Superhost
Home in San Filippo a Ponzano
Infinity pool in Chianti 2
Business host
21–26 Oct
New place to stay
Guest favourite
Home in Poggibonsi
Le Casacce Farmhouse
Individual host
11–16 Oct
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Villa in Linari
Entire villa with private pool, stunning view!
Individual host
18–23 Sept
4.98 out of 5 average rating, 60 reviews
Top guest favourite
Farm stay in Certaldo
Farmhouse exclusive use Chianti area infinity pool
Business host
18–23 Oct
5.0 out of 5 average rating, 30 reviews
Top guest favourite
Flat in Certaldo
Iris Apartment - Az. Agricola Sotto il Masso
Individual host
15–20 Sept
5.0 out of 5 average rating, 10 reviews
Top guest favourite
Home in Barberino Tavarnelle
Relaxing Tuscan Country Home with Beautiful Views
Individual host
3–8 Nov
5.0 out of 5 average rating, 87 reviews
Top guest favourite
Farm stay in San Gimignano
Casa Renai - holidays with friends in San Gimignano
Business host
18–23 Oct
5.0 out of 5 average rating, 48 reviews
Top guest favourite
Home in Poggibonsi
Relax in Chianti countryside
Individual host
5–10 Sept
5.0 out of 5 average rating, 38 reviews
Flat in Certaldo
La Casa di Mario: Apt near Siena and Florence
Business host
29 Sept – 4 Oct
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Flat in San Gimignano
Private Courtyard | 3BR/3BA | Garage
Individual host
18–23 Oct
5.0 out of 5 average rating, 13 reviews
Top guest favourite
Holiday home in Barberino Tavarnelle
Casa Gabriella Apartment 3 Vacation Home in Chianti
Business host
17–22 Sept
5.0 out of 5 average rating, 20 reviews
Top guest favourite
Villa in Barberino Tavarnelle
Chianti Holidays, Il Poggetto by Alfina
Individual host
20–25 Sept
5.0 out of 5 average rating, 7 reviews
Villa in Poggibonsi
New for 2026 - Casa nel Chianti - relaxation & design
Individual host
15–20 Sept
New place to stay
Top guest favourite
Flat in Poggibonsi
Casal De' Matti - Margot House
Business host
10–15 Oct
4.98 out of 5 average rating, 47 reviews
Top guest favourite
Villa in Barberino Tavarnelle
Luxury Villa in Chianti • Private Natural Pool
Individual host
2–7 Oct
5.0 out of 5 average rating, 30 reviews
Guest favourite
Farm stay in Montaione
Tenuta Collerucci | Villa with private pool
Individual host
31 Oct – 5 Nov
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Flat in Certaldo
Farmhouse in Chianti
Individual host
1–6 Oct
5.0 out of 5 average rating, 16 reviews
Top guest favourite
Home in Poggibonsi
Il Greppo rustic charm Tuscan views & Hot Tub
Individual host
2–7 Nov
5.0 out of 5 average rating, 27 reviews