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Search results; Over 1,000 homes in Montaione

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Top guest favourite
Villa in Montaione
Private Villa with semi-Olympic pool and Tennis
4 bedrooms, 4 beds, 4 private bathrooms
20–25 Sept
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4.98 out of 5 average rating, 50 reviews
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Serviced apartment in Montaione
Piè di Costa – Mimosa
2 bedrooms, 3 beds, 1 bathroom
13–18 Mar
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Villa in Poggibonsi
New for 2026 - Casa nel Chianti - relaxation & design
3 bedrooms, 3 beds, 3 bathrooms
5–10 Sept
New place to stay
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Top guest favourite
Apartment in Gambassi Terme
Cosy Tuscan Home near Florence & San Gimignano
1 bedroom, 2 beds, 1 bathroom
16–21 Oct
4.99 out of 5 average rating, 127 reviews
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Villa in Peccioli
Luxury Villa "Le Rondini" – Peccioli
2 bedrooms, 3 beds, 4 bathrooms
1–6 Sept
5.0 out of 5 average rating, 17 reviews
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Flat in San Gimignano
Private Courtyard | 3BR/3BA | Garage
3 bedrooms, 3 king beds, 3 bathrooms
1–6 Sept
5.0 out of 5 average rating, 12 reviews
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Top guest favourite
Home in Greve in Chianti
Relaxation and charm in the Chianti hills
3 bedrooms, 3 double beds, 3.5 bathrooms
6–11 Sept
4.99 out of 5 average rating, 112 reviews
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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
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Home in Alberi
Villa Koral with stables in the hills of Florence
1 bedroom, 1 bed, 1 bathroom
28 Sept – 3 Oct
New place to stay
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Top guest favourite
Home in Volterra
Vacation home with private pool, view
2 bedrooms, 3 beds, 1 bathroom
5–10 Oct
5.0 out of 5 average rating, 15 reviews
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Top guest favourite
Villa in Linari
Entire villa with private pool, stunning view!
6 bedrooms, 7 beds, 6.5 bathrooms
1–6 Sept
4.98 out of 5 average rating, 60 reviews
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Flat in San Miniato
Tuscan Palazzo with Original Frescoes & Views
2 bedrooms, 3 beds, 2 bathrooms
11–16 Oct
5.0 out of 5 average rating, 8 reviews
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Guest favourite
Flat in Volterra
Olive Harmony Tuscan Escape with Pool
2 bedrooms, 3 beds, 2 bathrooms
12–17 Sept
5.0 out of 5 average rating, 5 reviews
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Guest favourite
Flat in Montaione
Punteriolo family apartment, nice garden, pool
2 bedrooms, 2 beds, 1 bathroom
29 Sept – 4 Oct
5.0 out of 5 average rating, 7 reviews
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Home in Gambassi Terme
Il Fienile, Luxury Apartment in the Tuscan Hills
1 bedroom, 2 beds, 1 bathroom
18–23 Oct
5.0 out of 5 average rating, 230 reviews
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Top guest favourite
Villa in Barberino Tavarnelle
Luxury Villa in Chianti • Private Natural Pool
2 bedrooms, 3 beds, 2 bathrooms
2–7 Oct
5.0 out of 5 average rating, 30 reviews
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Superhost
Home in Barberino Tavarnelle
Charming Country Tuscan House with Fantastic View
1 bedroom, 2 beds, 1 bathroom
3–8 Nov
5.0 out of 5 average rating, 86 reviews
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Apartment in Volterra
Marta's Domus
2 bedrooms, 2 beds, 1 bathroom
3–8 Oct
5.0 out of 5 average rating, 24 reviews
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Top guest favourite
Flat in Peccioli
Dante's Way - Nature, Simplicity and Beauty
2 bedrooms, 2 beds, 2 bathrooms
3–8 Sept
4.98 out of 5 average rating, 48 reviews