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Search results; Over 1,000 homes in Montescudaio

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Guest favourite
Home in Montescudaio
Open space surrounded by nature
1 bedroom, 2 beds, 1 shared bathroom
15–20 Oct, Individual host
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4.96 out of 5 average rating, 137 reviews
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Home in Montescudaio
Podere Sant'Angelo - Tuscan Countryside House
Individual host
18–24 Oct
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Guest favourite
Flat in Montescudaio
Elegant and bright apartment in Montescudaio
Individual host
26 Sept – 1 Oct
4.93 out of 5 average rating, 182 reviews
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Home in Montescudaio
Podere Dolce Sonno - Tuscan farmhouse
Individual host
21–28 Sept
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Guest favourite
Home in Montescudaio
Casa Elisabetta on the hills of Montescudaio (Pi)
Individual host
1–6 May
5.0 out of 5 average rating, 6 reviews
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Top guest favourite
Flat in Montescudaio
Casetta Sole | Hill View, Fast Wi‑Fi, Garden, EV
Individual host
17–24 Oct
4.83 out of 5 average rating, 132 reviews
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Top guest favourite
Flat in Montescudaio
IL PICCINO 29, Romantic Experience in the Hamlet....
Individual host
1–6 Oct
4.96 out of 5 average rating, 24 reviews
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Villa in Montescudaio
Private Villa Acquaviva in Montescudaio/pool
Business host
3–8 Oct
4.67 out of 5 average rating, 21 reviews
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Top guest favourite
Flat in Montescudaio
Residenza Le Mura
Individual host
24–29 Sept
5.0 out of 5 average rating, 34 reviews
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Flat in Montescudaio
Mimosa • Tuscan oasis with swimming pool
Business host
11–16 Oct
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Home in Montescudaio
PERO Cottage by Interhome
Business host
8–13 Oct
5.0 out of 5 average rating, 3 reviews
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Superhost
Home in Montescudaio
Podere La Quercia - Tuscan farmhouse
Individual host
1–6 Oct
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Superhost
Farm stay in Montescudaio
Countryside apartment in villa close to the beach
Business host
4–11 Oct
4.73 out of 5 average rating, 91 reviews
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Flat in Montescudaio
Girasole by Interhome
Business host
25–30 Sept
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Guest favourite
Villa in Guardistallo
THE VIEW - ENTIRE VILLA - SWIMMING POOL WITH SEA VIEW
Individual host
10–15 Oct
4.89 out of 5 average rating, 19 reviews
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Apartment in Montescudaio
Villa with garden in Agriturismo 9 km from the sea
Business host
20–25 Sept
4.67 out of 5 average rating, 3 reviews
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Guest favourite
Farm stay in Montescudaio
Countryside fully equipped studio close the beach
Business host
23–28 Sept
4.8 out of 5 average rating, 64 reviews
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Flat in Montescudaio
Pozzo 2 and 3 Holidays in the "Tuscan" countryside
Individual host
21–26 Sept
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Top guest favourite
Home in Riparbella
Tuscan Villa, Infinity Pool, Sea Views, New 2026
Individual host
26–31 Mar
5.0 out of 5 average rating, 11 reviews