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Search results; Over 1,000 homes in Montaione

Guest favourite
Farm stay in Montaione
Trosce Lost-in-nature villa with breathtaking view
4 bedrooms, 7 beds, 2 private bathrooms
14–19 Oct, Business host
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4.94 out of 5 average rating, 33 reviews
Guest favourite
Flat in Montaione
Punteriolo Spereto Family Apartment With Pool, - P
Business host
29 Sept – 4 Oct
5.0 out of 5 average rating, 8 reviews
Guest favourite
Villa in Montaione
Exclusive Villa in Tuscany
Business host
14–19 Sept
4.93 out of 5 average rating, 15 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
Flat in Montaione
Piè di Costa – Mimosa
Business host
13–18 Mar
Apartment in Montaione
Villa Tafi
Business host
12–17 Sept
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Castle in Montaione
Villa Strozzi - Vinuta di Collegalli
Individual host
11–16 Oct
5.0 out of 5 average rating, 43 reviews
Flat in Montaione
Apartment in farmhouse with garden and pool
2 bedrooms, 3 beds, 1 bathroom
19–24 Sept
Villa in Volterra
Villa Frantusina
Business host
3–8 Apr
Farm stay in Montaione
- Holidayfarm Borgo degli Orti -
Business host
8–13 Sept
4.58 out of 5 average rating, 19 reviews
Top guest favourite
Apartment in Gambassi Terme
Cosy Tuscan Home near Florence & San Gimignano
Individual host
9–14 Sept
4.99 out of 5 average rating, 128 reviews
Top guest favourite
Home in Greve in Chianti
Relaxation and charm in the Chianti hills
Individual host
8–13 Sept
4.99 out of 5 average rating, 114 reviews
Villa in Poggibonsi
New for 2026 - Casa nel Chianti - relaxation & design
Individual host
15–20 Sept
New place to stay
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, 118 reviews
Farm stay in Volterra
Tuscan Winery Cortilla - The Stable
Individual host
26 Sept – 2 Oct
4.25 out of 5 average rating, 4 reviews
Flat in Castelfalfi
The Francesca
1 bedroom, 1 king bed, 1 bathroom
25–30 Sept
Villa in Castelfiorentino
[Florence 45min] 4-bedroom panoramic villa with swimming pool
Individual host
20–25 Sept
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Home in Morrona
Villino Isotta (exclusive private villa)
Individual host
15–20 Oct
4.99 out of 5 average rating, 69 reviews
Top guest favourite
Home in Gambassi Terme
Il Fienile, Luxury Apartment in the Tuscan Hills
Individual host
28 Oct – 2 Nov
5.0 out of 5 average rating, 232 reviews