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Search results; Over 1,000 homes in Montebenichi

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Guest favourite
Home in Montebenichi
Casa Gorizia Townhouse - Authentic Tuscany
1 bedroom, 2 beds, 1 private bathroom
24–29 Sept, Individual host
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4.94 out of 5 average rating, 31 reviews
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Guest favourite
Holiday home in Montebenichi
Agriturismo I Moraioli, Cantina apartment
Business host
13–18 Nov
5.0 out of 5 average rating, 8 reviews
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Guest favourite
Home in Montebenichi
[Little Escape] 4 Beds + Private Panoramic Pool
Individual host
1–6 Oct
5.0 out of 5 average rating, 75 reviews
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Top guest favourite
Holiday home in Rosennano
HOUSE ABOVE THE CHIANTI. WITH GARDEN AND POOL
Business host
22–27 Sept
4.99 out of 5 average rating, 78 reviews
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Home in Pergine Valdarno
Casa Vecchia | Private Pool & Garden
Business host
16–21 Sept
5.0 out of 5 average rating, 4 reviews
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Guest favourite
Home in Moncioni
Private Tuscan hilltop farmhouse with pool
Individual host
19–24 Sept
4.9 out of 5 average rating, 30 reviews
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Top guest favourite
Farm stay in Gaiole in Chianti
Le Rondini - where it all began
Business host
1–6 Nov
4.84 out of 5 average rating, 109 reviews
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Top guest favourite
Villa in Gaiole in Chianti
Montemarcoli
Individual host
7–12 Nov
5.0 out of 5 average rating, 34 reviews
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Top guest favourite
Flat in San Gusmè
Beautiful medieval village!!!
Individual host
30 Oct – 4 Nov
4.99 out of 5 average rating, 472 reviews
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Top guest favourite
Villa in Ambra
Chianti Villa in Tuscany near Siena and Arezzo
Business host
8–13 Oct
4.99 out of 5 average rating, 151 reviews
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Top guest favourite
Apartment in Noce
Podere Vergianoni nestled in Chianti with a pool
Business host
11–16 Nov
5.0 out of 5 average rating, 352 reviews
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Top guest favourite
Farm stay in Greve in Chianti
Farmhouse with pool in Chianti
Business host
17–22 Nov
4.98 out of 5 average rating, 446 reviews
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Top guest favourite
Villa in Pergine Valdarno
La Vignaccia (Farmhouse) - villa w/private pool
Business host
26 Sept – 3 Oct
4.96 out of 5 average rating, 102 reviews
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Villa in Poggibonsi
New for 2026 - Casa nel Chianti - relaxation & design
Individual host
16–21 Sept
New place to stay
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Top guest favourite
Home in Terranuova Bracciolini
Villa Piandarca - Tuscany - WIFI - private pool
Individual host
25–30 Sept
4.98 out of 5 average rating, 60 reviews
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Top guest favourite
Home in Galenda
Casa Pernice · Chianti villa with private pool
Business host
7–12 Oct
5.0 out of 5 average rating, 15 reviews
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Top guest favourite
Flat in Mercatale Valdarno
Panoramic view from stone Apartment- Pool and A/C
Individual host
3–8 Oct
4.98 out of 5 average rating, 92 reviews
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Top guest favourite
Villa in Monte San Savino
Villa Tonacato - Charming Villa with private pool
Individual host
11–16 Oct
4.99 out of 5 average rating, 108 reviews
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Top guest favourite
Villa in Gaiole in Chianti
Sestuccina
Individual host
31 Oct – 7 Nov
4.93 out of 5 average rating, 46 reviews