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Search results; Over 1,000 homes in Montescudaio

Descriptions are based on details hosts provide
Guest favourite
Flat in Montescudaio
Casetta Sole View over Tuscany Hills and Sea
1 bedroom, 2 beds, 1 private bathroom
15–22 Aug
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4.82 out of 5 average rating, 131 reviews
Guest favourite
Home in Montescudaio
Open space surrounded by nature
4.96 out of 5 average rating, 128 reviews, 1 bedroom, 2 beds, 1 bathroom
4–9 Oct
Top guest favourite
Flat in Montescudaio
Elegant and bright apartment in Montescudaio
4.94 out of 5 average rating, 174 reviews, 1 bedroom, 1 bed, 1 bathroom
9–14 Sept
Flat in Montescudaio
Vineyard and sea views from hilltop
New place to stay, 1 bedroom, 1 bed, 1 bathroom
22–29 Aug
Home in Montescudaio
Casa Elisabetta on the hills of Montescudaio (Pi)
4 bedrooms, 4 beds, 1.5 bathrooms
22–27 Aug
Apartment in Montescudaio
Casa Angiolina
New place to stay, 2 bedrooms, 2 beds, 1 bathroom
15–20 Jul
Guest favourite
Home in Guardistallo
Stone farmhouse with infinity pool, sea views
5.0 out of 5 average rating, 5 reviews, 3 bedrooms, 5 beds, 3 bathrooms
30 Aug – 4 Sept
Guest favourite
Flat in Montescudaio
Garden with hillside views in a borgo
4.95 out of 5 average rating, 19 reviews, 1 bedroom, 1 bed, 1 bathroom
23–28 Aug
Guest favourite
Flat in Montescudaio
Restored medieval apartment with a balcony
5.0 out of 5 average rating, 30 reviews, 1 bedroom, 1 bed, 1 bathroom
15–20 Jul
Top guest favourite
Farm stay in Montescudaio
Olive grove with Tyrrhenian Sea views
4.79 out of 5 average rating, 63 reviews, 1 bedroom, 3 beds, 1 bathroom
6–11 Sept
Superhost
Farm stay in Montescudaio
11th-century farmhouse with sea views
4.72 out of 5 average rating, 90 reviews, 1 bedroom, 2 beds, 1 bathroom
21–28 Sept
Villa in Montescudaio
Private Villa Acquaviva in Montescudaio/pool
4.67 out of 5 average rating, 21 reviews, 3 bedrooms, 5 beds, 3 bathrooms
3–8 Oct
Flat in Montescudaio
The Green House 2
4.8 out of 5 average rating, 5 reviews, 1 bedroom, 1 bed, 1 bathroom
30 Jul – 4 Aug
Home in Montescudaio
PERO Cottage by Interhome
5.0 out of 5 average rating, 3 reviews, 1 bedroom, 2 beds, 1 bathroom
25–30 Jul
Guest favourite
Home in Montescudaio
Casa Pieri
5.0 out of 5 average rating, 10 reviews, 1 bedroom, 2 beds, 1 bathroom
22–27 Aug
Flat in Casale Marittimo
Casa Topazia/Terrace with sea view Casale Marittimo
5.0 out of 5 average rating, 4 reviews, 1 bedroom, 1 bed, 1 bathroom
9–14 Sept
Top guest favourite
Home in Guardistallo
Restored 1870s home in a medieval village
4.95 out of 5 average rating, 38 reviews, 2 bedrooms, 3 beds, 1 bathroom
30 Aug – 4 Sept
Apartment in Montescudaio
Panoramic terrace with sea and hill views
1 bedroom, 2 beds, 1 bathroom
15–20 Jul
Guest favourite
Flat in Guardistallo
Ai Massi Annamaria Farmhouse (three-room apartment 57sqm)
5.0 out of 5 average rating, 14 reviews, 2 bedrooms, 2 beds, 1 bathroom
19–24 Aug