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Search results; Over 1,000 homes in Montescudaio

Descriptions are based on details hosts provide
Guest favourite
Home in Montescudaio
Open space surrounded by nature
1 bedroom, 2 beds, 1 shared bathroom
4–9 Oct
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4.96 out of 5 average rating, 128 reviews
Top guest favourite
Flat in Montescudaio
Elegant and bright apartment in Montescudaio
1 bedroom, 1 queen bed, 1 bathroom
9–14 Sept
4.94 out of 5 average rating, 174 reviews
Flat in Montescudaio
Vineyard and sea views from hilltop
1 bedroom, 1 double bed, 1 bathroom
22–29 Aug
New place to stay
Guest favourite
Flat in Montescudaio
Casa Luna View over Tuscany Hills and Sea
2 bedrooms, 3 beds, 1 bathroom
17–24 Oct
4.83 out of 5 average rating, 108 reviews
Flat in Montescudaio
The Green House 2
1 bedroom, 1 double bed, 1 bathroom
30 Jul – 4 Aug
4.8 out of 5 average rating, 5 reviews
Apartment in Montescudaio
Rustic Tuscan style in a medieval village
2 bedrooms, 2 beds, 1 bathroom
15–20 Jul
New place to stay
Guest favourite
Flat in Montescudaio
Garden with hillside views in a borgo
1 bedroom, 1 bed, 1 bathroom
23–28 Aug
4.95 out of 5 average rating, 19 reviews
Guest favourite
Flat in Montescudaio
Restored medieval apartment with a balcony
1 bedroom, 1 double bed, 1 bathroom
15–20 Jul
5.0 out of 5 average rating, 30 reviews
Superhost
Flat in Guardistallo
Olive grove views and a pool nearby sea
2 bedrooms, 2 beds, 1 bathroom
12–17 Sept
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Farm stay in Montescudaio
Olive grove with Tyrrhenian Sea views
1 bedroom, 3 beds, 1 bathroom
6–11 Sept
4.79 out of 5 average rating, 63 reviews
Top guest favourite
Home in Casale Marittimo
Sea views from the Tuscan countryside
1 bedroom, 2 beds, 1 bathroom
11–16 Sept
5.0 out of 5 average rating, 64 reviews
Holiday home in Chianni
Pool, hot tub, and sauna in Tuscany
2 bedrooms, 3 beds, 1 bathroom
19–24 Sept
New place to stay
Top guest favourite
Farm stay in Riparbella
Working farm in the Tuscan hills
3 bedrooms, 4 beds, 1 bathroom
16–21 Oct
4.94 out of 5 average rating, 69 reviews
Home in Montescudaio
Sea and countryside views from Tuscany
1 bedroom, 2 beds, 1 bathroom
25–30 Jul
5.0 out of 5 average rating, 3 reviews
Flat in Riparbella
Sea views and a natural pool in Tuscany
2 bedrooms, 2 beds, 2 bathrooms
23–28 Aug
Villa in Montescudaio
Private Villa Acquaviva in Montescudaio/pool
3 bedrooms, 5 beds, 3 bathrooms
3–8 Oct
4.67 out of 5 average rating, 21 reviews
Top guest favourite
Holiday home in Lajatico
Panoramic terrace and pools in Tuscan hills
1 bedroom, 3 beds, 1 bathroom
16–21 Oct
5.0 out of 5 average rating, 36 reviews
Superhost
Flat in Casale Marittimo
1800s hilltop farmhouse with sea views
3 bedrooms, 5 beds, 3 bathrooms
10–15 Sept
5.0 out of 5 average rating, 3 reviews
Guest favourite
Apartment in Pisa
Restored Tuscan farmhouse on an organic farm
2 bedrooms, 2 beds, 1 bathroom
1–6 Aug
4.89 out of 5 average rating, 82 reviews