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Search results; Over 1,000 homes in Montescudaio

Villa in Montescudaio
Private Villa Acquaviva in Montescudaio/pool
3 bedrooms, 5 beds, 3 bathrooms
3–8 Oct, Business host
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4.67 out of 5 average rating, 21 reviews
Guest favourite
Home in Montescudaio
Open space surrounded by nature
Individual host
15–20 Oct
4.96 out of 5 average rating, 137 reviews
Home in Montescudaio
Podere Dolce Sonno - Tuscan farmhouse
Individual host
6–13 Sept
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
Top guest favourite
Flat in Montescudaio
Elegant and bright apartment in Montescudaio
Individual host
9–14 Sept
4.93 out of 5 average rating, 179 reviews
Top guest favourite
Flat in Montescudaio
Residenza Le Mura
Individual host
17–22 Sept
5.0 out of 5 average rating, 33 reviews
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
Home in Montescudaio
PERO Cottage by Interhome
Business host
8–13 Oct
5.0 out of 5 average rating, 3 reviews
Superhost
Home in Montescudaio
Podere La Quercia - Tuscan farmhouse
Individual host
1–6 Oct
Flat in Montescudaio
Girasole by Interhome
Business host
25–30 Sept
Flat in Montescudaio
Mimosa • Tuscan oasis with swimming pool
Business host
11–16 Oct
Top guest favourite
Villa in Montecatini Val di Cecina
Belforti Tower
Business host
8–13 Sept
4.99 out of 5 average rating, 137 reviews
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
Superhost
Flat in Guardistallo
Ai Massi Libeccio Farmhouse (three-room apartment 65sqm)
Business host
12–17 Sept
5.0 out of 5 average rating, 4 reviews
Guest favourite
Flat in Casale Marittimo
In the Tuscan countryside, Podere I Luoghi with swimming pool Ap3
Business host
4–9 Oct
5.0 out of 5 average rating, 6 reviews
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
Top guest favourite
Home in Guardistallo
Da 7 Cervelli
Individual host
15–20 Sept
4.95 out of 5 average rating, 42 reviews
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, 10 reviews
Flat in Riparbella
Podere Terraviva - Mimosa apartment
Business host
23–28 Sept