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Search results; Over 1,000 homes in Certaldo

Top guest favourite
Flat in Certaldo
Apartment in Villa/Agriturismo with swimming pool
2 bedrooms, 3 beds, 2 private bathrooms
20–25 Sept, Business host
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4.97 out of 5 average rating, 61 reviews
Flat in Certaldo
La Casa di Mario: Apt near Siena and Florence
Business host
12–17 Oct
5.0 out of 5 average rating, 4 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
Apartment in Certaldo
The Almond in Tuscany
Individual host
2–7 Oct
5.0 out of 5 average rating, 12 reviews
Guest favourite
Flat in San Gimignano
Teruzzi Country House - Apartment La Buvette
Individual host
18–23 Sept
5.0 out of 5 average rating, 6 reviews
Guest favourite
Villa in Il Pino
Exclusive villa private pool florentine farmland
Business host
4–9 Oct
5.0 out of 5 average rating, 7 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, 14 reviews
Top guest favourite
Home in San Filippo a Ponzano
Infinity pool in Chianti 1
Business host
20–25 Oct
5.0 out of 5 average rating, 141 reviews
Top guest favourite
Villa in Noce
Villa in Tuscany with a private panoramic swimming pool
Business host
11–16 Nov
5.0 out of 5 average rating, 35 reviews
Apartment in Certaldo
Tognazzi Holiday Home - Casa Ipazia
Individual host
13–18 Sept
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Flat in Certaldo
Apartment at first floor in Agriturismo with pool
Business host
13–18 Sept
5.0 out of 5 average rating, 60 reviews
Guest favourite
Apartment in Certaldo
The House of Colors
Individual host
17–22 Sept
4.93 out of 5 average rating, 30 reviews
Guest favourite
Home in Poggibonsi
Le Casacce Farmhouse
Individual host
11–16 Oct
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Apartment in San Gimignano
Relax in San Gimigano: Terrace + free Parking.
Individual host
29 Oct – 3 Nov
4.89 out of 5 average rating, 90 reviews
Flat in Certaldo
In the heart of the medieval village of Certaldo Alto
Individual host
14–19 Sept
5.0 out of 5 average rating, 4 reviews
Flat in Certaldo
Downtown apartment
Individual host
24–29 Sept
Top guest favourite
Home in Gambassi Terme
Il Fienile, Luxury Apartment in the Tuscan Hills
Individual host
3–8 Nov
5.0 out of 5 average rating, 232 reviews
Villa in Poggibonsi
New for 2026 - Casa nel Chianti - relaxation & design
Individual host
15–20 Sept
New place to stay
Guest favourite
Flat in Montespertoli
La Casa di Madina – Flo Apartments
Business host
26 Sept – 1 Oct
5.0 out of 5 average rating, 10 reviews