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Search results; Over 1,000 homes in Montecastelli Pisano

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Guest favourite
Home in Montecastelli Pisano
Deal 2019 Tuscany Villa le Capanne with pool
4 bedrooms, 5 beds, 3 private bathrooms
20–27 Mar, Business host
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4.94 out of 5 average rating, 51 reviews
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Top guest favourite
Villa in Montecastelli Pisano
Exclusive villa with pool jacuzzi wifi and green
Business host
20–27 Mar
4.96 out of 5 average rating, 54 reviews
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Top guest favourite
Villa in Montecastelli Pisano
Holiday Home in Montecastelli with River Views
Business host
1–6 Oct
4.85 out of 5 average rating, 39 reviews
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Guest favourite
Villa in Montecastelli Pisano
Cozy 2-Bedroom Apartment
Business host
31 Oct – 5 Nov
4.95 out of 5 average rating, 21 reviews
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Home in Castelnuovo Di Val Di Cecina
San Paolo Farm, Wi-Fi, pool, Val di Cecina
Business host
1–6 May
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Top guest favourite
Farm stay in Radicondoli
The pomegranate, Podere il Giglio
Business host
23–28 Oct
5.0 out of 5 average rating, 34 reviews
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Top guest favourite
Flat in San Gimignano
Apartment at ground floor with garden
Business host
9–14 Nov
4.97 out of 5 average rating, 184 reviews
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Guest favourite
Flat in Volterra
Casa Bice Cosy apartment in the heart of Volterra
Individual host
5–10 Oct
5.0 out of 5 average rating, 12 reviews
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Flat in Montecastelli Pisano
Borgo Cerbaiola appartament
Individual host
1–6 Oct
5.0 out of 5 average rating, 5 reviews
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Top guest favourite
Farm stay in Siena
Typical Tuscan Country House WITH A/C
Business host
12–17 Oct
4.98 out of 5 average rating, 294 reviews
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Guest favourite
Home in Poggibonsi
Le Casacce Farmhouse
Individual host
15–20 Oct
5.0 out of 5 average rating, 6 reviews
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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, 50 reviews
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Top guest favourite
Flat in Radicondoli
Tuscan Hilltop Retreat | Views, Charm, Fireplace
3 bedrooms, 3 beds, 3 bathrooms
4–9 Oct
4.98 out of 5 average rating, 51 reviews
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Guest favourite
Flat in San Gusmè
La Dimora del Luca
Individual host
22–27 Oct
4.98 out of 5 average rating, 171 reviews
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Villa in Montaione
Exclusive Villa in Tuscany
Business host
15–20 Oct
4.93 out of 5 average rating, 15 reviews
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Villa in Poggibonsi
New for 2026 - Casa nel Chianti - relaxation & design
Individual host
7–12 Oct
5.0 out of 5 average rating, 4 reviews
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Top guest favourite
Flat in San Gimignano
Private Courtyard | 3BR/3BA | Garage
Individual host
18–23 Oct
5.0 out of 5 average rating, 15 reviews
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Top guest favourite
Home in Monteriggioni
Beautiful Villa with private swimming pool
Individual host
10–17 Oct
5.0 out of 5 average rating, 18 reviews
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Top guest favourite
Home in Monteverdi Marittimo
Villa with swimming pool in the oasis of Acquaferrata
Business host
1–6 Oct
5.0 out of 5 average rating, 9 reviews