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Search results; Over 1,000 homes in Montecucco

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Guest favourite
Villa in Montecucco
Villa Angiolina
5 bedrooms, 5 beds, 3 private bathrooms
1–6 Oct
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4.9 out of 5 average rating, 67 reviews
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Top guest favourite
Villa in Rignano sull'Arno
​Villa Fonticina: Private Pool & Secluded Woods
4 bedrooms, 4 queen beds, 3 bathrooms
7–12 Oct
5.0 out of 5 average rating, 49 reviews
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Guest favourite
Home in Bagno A Ripoli
Casa Spiano
4 bedrooms, 6 beds, 4 bathrooms
27 Oct – 1 Nov
5.0 out of 5 average rating, 9 reviews
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Guest favourite
Home in Bagno A Ripoli
Historic Stone Villa | Pool | 15min Florence
7 bedrooms, 8 beds, 7 bathrooms
1–6 Oct
5.0 out of 5 average rating, 12 reviews
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Top guest favourite
Villa in Impruneta
Exclusive Estate: Concierge service & heated pool
6 bedrooms, 6 beds, 7 bathrooms
4–9 Oct
4.99 out of 5 average rating, 146 reviews
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Flat in Florence
Casa Milton Garden | Private Garden • 3 Bedrooms
3 bedrooms, 4 beds, 2 bathrooms
19–24 Oct
New place to stay
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Top guest favourite
Flat in Florence
Boutique 5-Bedroom Apartment, Florence City Center
5 bedrooms, 6 beds, 3 bathrooms
28 Oct – 2 Nov
5.0 out of 5 average rating, 19 reviews
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Top guest favourite
Apartment in Florence
Elegant Apartment in Historic Florence Villa
3 bedrooms, 4 beds, 3 bathrooms
5–10 Oct
4.97 out of 5 average rating, 37 reviews
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Superhost
Serviced apartment in Rignano sull'Arno
Camera Andromeda III per 2 con bagno privato
1 bedroom, 1 bed, 1 bathroom
1–6 Oct
5.0 out of 5 average rating, 3 reviews
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Guest favourite
Apartment in Bagno A Ripoli
Historic Florentine Villa Apartment With Pool
4 bedrooms, 4 king beds, 4 bathrooms
1–8 Oct
4.97 out of 5 average rating, 36 reviews
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Top guest favourite
Home in Florence
Villa Agnese · Pool · Duomo View · Parking
6 bedrooms, 8 beds, 4.5 bathrooms
9–14 Oct
5.0 out of 5 average rating, 19 reviews
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Villa in Poggibonsi
New for 2026 - Casa nel Chianti - relaxation & design
3 bedrooms, 3 beds, 3 bathrooms
7–12 Oct
5.0 out of 5 average rating, 3 reviews
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Top guest favourite
Flat in Florence
Duomo View Terrace • 2BR/2BA • Elevator • Central
2 bedrooms, 4 beds, 2 bathrooms
29 Oct – 3 Nov
5.0 out of 5 average rating, 118 reviews
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Top guest favourite
Farm stay in Lastra a Signa
Farmhouse in Tuscany hills
2 bedrooms, 3 beds, 2 bathrooms
18–23 Oct
4.98 out of 5 average rating, 120 reviews
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Top guest favourite
Apartment in Sieci
Puccini Apartment - Florence Area
2 bedrooms, 5 beds, 1 bathroom
10–15 Oct
4.98 out of 5 average rating, 65 reviews
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Top guest favourite
Flat in Rignano sull'Arno
VIRGO apartment
2 bedrooms, 2 double beds, 1 bathroom
12–17 Oct
5.0 out of 5 average rating, 27 reviews
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Top guest favourite
Apartment in Florence
The Painted Residence
3 bedrooms, 4 beds, 2 bathrooms
30 Oct – 4 Nov
5.0 out of 5 average rating, 13 reviews
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Home in San Donato in Collina
Mini house on the hills
1 bedroom, 1 double bed, 1 bathroom
1–6 Oct
5.0 out of 5 average rating, 4 reviews
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Top guest favourite
Farm stay in Greve in Chianti
Old hayloft on the Chianti hills
1 bedroom, 1 double bed, 1 bathroom
12–17 Feb
4.99 out of 5 average rating, 481 reviews