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Search results; Over 1,000 homes in Montecastelli Pisano

Guest favourite
Villa in Montecastelli Pisano
Holiday Home in Montecastelli with River Views
2 bedrooms, 4 beds, 1 private bathroom
19–24 Sept, Business host
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4.84 out of 5 average rating, 38 reviews
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, 53 reviews
Top guest favourite
Home in Montegufoni
Villa of the Hydrangeas
Individual host
15–20 Oct
4.98 out of 5 average rating, 47 reviews
Villa in Poggibonsi
New for 2026 - Casa nel Chianti - relaxation & design
Individual host
15–20 Sept
New place to stay
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
Top guest favourite
Home in Morrona
Villino Isotta (exclusive private villa)
Individual host
15–20 Oct
4.99 out of 5 average rating, 70 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
Guest favourite
Farm stay in Montebamboli
TerraMadre ANIMA
Business host
3–8 Nov
4.96 out of 5 average rating, 26 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
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
Top guest favourite
Home in Galenda
Casa Pernice · Chianti villa with private pool
Business host
7–12 Oct
5.0 out of 5 average rating, 15 reviews
Top guest favourite
Farm stay in Radicondoli
The pomegranate, Podere il Giglio
Business host
23–28 Oct
5.0 out of 5 average rating, 33 reviews
Top guest favourite
Home in Greve in Chianti
Relaxation and charm in the Chianti hills
Individual host
27 Oct – 1 Nov
4.99 out of 5 average rating, 114 reviews
Top guest favourite
Farm stay in Lastra a Signa
Farmhouse in Tuscany hills
Business host
18–23 Oct
4.97 out of 5 average rating, 119 reviews
Top guest favourite
Villa in San Miniato
Lorianaintuscany YellowHouse
Individual host
22–28 Sept
5.0 out of 5 average rating, 12 reviews
Top guest favourite
Home in Pisa
Greenhouse Seal
Business host
10–15 Oct
5.0 out of 5 average rating, 9 reviews
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
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
Villa in Castagneto Carducci
sea view villa with private infinity pool
Business host
10–17 Oct
4.99 out of 5 average rating, 123 reviews