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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
21–26 Sept
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4.98 out of 5 average rating, 50 reviews
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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
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Flat in Montaione
Apartment in farmhouse with garden and pool
2 bedrooms, 3 beds, 1 bathroom
19–24 Sept
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Villa in Volterra
Villa Frantusina
2 bedrooms, 3 beds, 1 bathroom
3–8 Apr
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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
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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
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Villa in Poggibonsi
New for 2026 - Casa nel Chianti - relaxation & design
3 bedrooms, 3 beds, 3 bathrooms
16–21 Sept
New place to stay
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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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Villa in Montaione
Exclusive Villa in Tuscany
13 bedrooms, 16 beds, 15.5 bathrooms
16–21 Sept
4.93 out of 5 average rating, 15 reviews
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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, 70 reviews
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Top guest favourite
Home in Gambassi Terme
Il Fienile, Luxury Apartment in the Tuscan Hills
1 bedroom, 2 beds, 1 bathroom
3–8 Nov
5.0 out of 5 average rating, 233 reviews
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Top guest favourite
Flat in San Miniato
Tuscan Palazzo with Original Frescoes & Views
2 bedrooms, 3 beds, 2 bathrooms
26–31 Oct
5.0 out of 5 average rating, 9 reviews
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Farm stay in Volterra
Tuscan Winery Cortilla - La Stalla
3 bedrooms, 5 beds, 2.5 bathrooms
26 Sept – 2 Oct
4.25 out of 5 average rating, 4 reviews
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Guest favourite
Flat in San Gimignano
Teruzzi Country House - Apartment La Buvette
2 bedrooms, 3 beds, 2 bathrooms
18–23 Sept
5.0 out of 5 average rating, 6 reviews
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Guest favourite
Flat in Volterra
Olive Harmony Tuscan Hideaway
2 bedrooms, 3 beds, 2 bathrooms
26 Sept – 1 Oct
5.0 out of 5 average rating, 5 reviews
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Guest favourite
Home in Poggibonsi
Le Casacce Farmhouse
2 bedrooms, 2 beds, 2 bathrooms
11–16 Oct
5.0 out of 5 average rating, 6 reviews
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Guest favourite
Villa in Peccioli
Villa Bonriposo
5 bedrooms, 7 beds, 6 bathrooms
16–21 Sept
5.0 out of 5 average rating, 9 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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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