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Search results; Over 1,000 homes in Montaione

Top guest favourite
Home in Montaione
Cercis - La Palmierina
2 bedrooms, 3 beds, 2 private bathrooms
24–29 Oct, Individual host
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4.96 out of 5 average rating, 146 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
Top guest favourite
Home in Volterra
Vacation home with private pool, view
Individual host
31 Oct – 5 Nov
5.0 out of 5 average rating, 15 reviews
Guest favourite
Villa in Montaione
Exclusive Villa in Tuscany
Business host
14–19 Sept
4.93 out of 5 average rating, 15 reviews
Top guest favourite
Home in Greve in Chianti
Relaxation and charm in the Chianti hills
Individual host
9–14 Sept
4.99 out of 5 average rating, 114 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
Top guest favourite
Home in Florence
Villa Agnese · Pool · Duomo View · Parking
Individual host
24–29 Oct
5.0 out of 5 average rating, 17 reviews
Top guest favourite
Villa in Peccioli
Luxury Villa "Le Rondini" – Peccioli
Individual host
8–13 Oct
5.0 out of 5 average rating, 17 reviews
Guest favourite
Villa in Palaia
Villa in Tuscany – Fattoria Poggioasciolo
Individual host
22–27 Sept
5.0 out of 5 average rating, 7 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
Villa in Poggibonsi
New for 2026 - Casa nel Chianti - relaxation & design
Individual host
15–20 Sept
New place to stay
Top guest favourite
Villa in Pistoia
Boscaccio Farm
Individual host
10–15 Sept
5.0 out of 5 average rating, 71 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
Top guest favourite
Home in San Miniato
16th Century Tuscan Estate Near Florence.8
3 bedrooms, 5 beds
26–31 Oct
5.0 out of 5 average rating, 7 reviews
Guest favourite
Home in Poggibonsi
Le Casacce Farmhouse
Individual host
11–16 Oct
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Flat in San Gimignano
Private Courtyard | 3BR/3BA | Garage
Individual host
18–23 Oct
5.0 out of 5 average rating, 13 reviews
Flat in Montaione
Apartment in farmhouse with garden and pool
2 bedrooms, 3 beds
19–24 Sept
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
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