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Search results; Over 1,000 homes in Montaione

Hotel room in Montaione
The Barn
4 bedrooms, 6 beds, 4 private bathrooms
7–14 Oct
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Guest favourite
Farm stay in Montaione
Tenuta Collerucci | Villa with private pool
10 bedrooms, 9 bathrooms
31 Oct – 5 Nov
5.0 out of 5 average rating, 7 reviews
Guest favourite
Villa in Montaione
Exclusive Villa in Tuscany
13 bedrooms, 16 beds, 15.5 bathrooms
14–19 Sept
4.93 out of 5 average rating, 15 reviews
Top guest favourite
Home in Morrona
Villino Isotta (exclusive private villa)
5 bedrooms, 8 beds, 3 bathrooms
15–20 Oct
4.99 out of 5 average rating, 69 reviews
Top guest favourite
Home in Greve in Chianti
Relaxation and charm in the Chianti hills
3 bedrooms, 3 double beds, 3.5 bathrooms
8–13 Sept
4.99 out of 5 average rating, 114 reviews
Serviced apartment in Montaione
Piè di Costa – Mimosa
2 bedrooms, 3 beds, 1 bathroom
13–18 Mar
Top guest favourite
Home in Volterra
Vacation home with private pool, view
2 bedrooms, 3 beds, 1 bathroom
31 Oct – 5 Nov
5.0 out of 5 average rating, 15 reviews
Top guest favourite
Apartment in Gambassi Terme
Cosy Tuscan Home near Florence & San Gimignano
1 bedroom, 2 beds, 1 bathroom
9–14 Sept
4.99 out of 5 average rating, 128 reviews
Villa in Gambassi Terme
La Striscia Villa Farm with Private Pool
4 bedrooms, 6 beds, 3 bathrooms
26 Sept – 1 Oct
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Home in San Miniato
16th Century Tuscan Estate Near Florence.8
3 bedrooms, 5 beds, 3 bathrooms
26–31 Oct
5.0 out of 5 average rating, 7 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
2 bedrooms, 3 beds, 1 bathroom
3–8 Apr
Top guest favourite
Villa in Peccioli
Luxury Villa "Le Rondini" – Peccioli
2 bedrooms, 3 beds, 4 bathrooms
8–13 Oct
5.0 out of 5 average rating, 17 reviews
Top guest favourite
Home in Vinci
Il Palagio
1 bedroom, 3 beds, 1 bathroom
18–23 Oct
5.0 out of 5 average rating, 36 reviews
Top guest favourite
Flat in San Gimignano
Apartment at ground floor with garden
2 bedrooms, 4 beds, 2 bathrooms
9–14 Nov
4.97 out of 5 average rating, 183 reviews
Villa in Poggibonsi
New for 2026 - Casa nel Chianti - relaxation & design
3 bedrooms, 3 beds, 3 bathrooms
15–20 Sept
New place to stay
Home in Alberi
Villa Koral with stables in the hills of Florence
1 bedroom, 1 bed, 1 bathroom
29 Sept – 4 Oct
New place to stay
Top guest favourite
Home in Florence
Villa Agnese · Pool · Duomo View · Parking
6 bedrooms, 6 beds, 4.5 bathrooms
24–29 Oct
5.0 out of 5 average rating, 17 reviews
Top guest favourite
Flat in San Gimignano
Private Courtyard | 3BR/3BA | Garage
3 bedrooms, 3 king beds, 3 bathrooms
18–23 Oct
5.0 out of 5 average rating, 13 reviews