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Search results; Over 1,000 homes in Certaldo

Flat in Certaldo
TOWER HOUSE TUSCANY - CASA TORRE
3 bedrooms, 4 beds, 1.5 private bathrooms
12–17 Sept, Individual host
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4.72 out of 5 average rating, 194 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 Certaldo
Iris Apartment - Az. Agricola Sotto il Masso
Individual host
4–9 Sept
5.0 out of 5 average rating, 10 reviews
Flat in Certaldo
In the heart of the medieval village of Certaldo Alto
Individual host
6–11 Sept
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Flat in Certaldo
From Francesco in Certaldo Alto
Individual host
3–8 Sept
5.0 out of 5 average rating, 11 reviews
Top guest favourite
Apartment in Certaldo
The Almond in Tuscany
Individual host
10–15 Sept
5.0 out of 5 average rating, 12 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
Guest favourite
Apartment in Certaldo
The House of Colors
Individual host
9–14 Sept
4.93 out of 5 average rating, 30 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
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
Home in Poggibonsi
Le Casacce Farmhouse
Individual host
30 Sept – 5 Oct
5.0 out of 5 average rating, 5 reviews
Apartment in Certaldo
Tognazzi Holiday Home - Casa Ipazia
Individual host
2–7 Sept
5.0 out of 5 average rating, 4 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 San Gimignano
Private Courtyard | 3BR/3BA | Garage
Individual host
2–7 Sept
5.0 out of 5 average rating, 13 reviews
Guest favourite
Flat in Montespertoli
La Casa di Madina – Flo Apartments
Business host
5–10 Sept
5.0 out of 5 average rating, 10 reviews
Flat in San Gimignano
Luxury Residence in the Heart of San Gimignano
Individual host
2–7 Sept
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Apartment in San Gimignano
Relax in San Gimigano: Terrace + free Parking.
Individual host
21–26 Oct
4.89 out of 5 average rating, 89 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 Certaldo
Farmhouse exclusive use Chianti area infinity pool
Business host
18–23 Oct
5.0 out of 5 average rating, 30 reviews