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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
Flat in Montescudaio
Vineyard and sea views from hilltop
1 bedroom, 1 double bed, 1 bathroom
22–29 Aug
New place to stay
Top guest favourite
Flat in Montescudaio
Renovated with modern furnishings, 20 min from sea
1 bedroom, 1 queen bed, 1 bathroom
9–14 Sept
4.94 out of 5 average rating, 174 reviews
Guest favourite
Flat in Montescudaio
Casetta Sole View over Tuscany Hills and Sea
1 bedroom, 2 beds, 1 bathroom
15–22 Aug
4.82 out of 5 average rating, 131 reviews
Guest favourite
Flat in Montescudaio
Residenza Le Mura
1 bedroom, 1 double bed, 1 bathroom
15–20 Jul
5.0 out of 5 average rating, 30 reviews
Guest favourite
Flat in Montescudaio
IL PICCINO 29, Romantic Experience in the Hamlet....
1 bedroom, 1 bed, 1 bathroom
23–28 Aug
4.95 out of 5 average rating, 19 reviews
Apartment in Montescudaio
Casa Angiolina
2 bedrooms, 2 beds, 1 bathroom
15–20 Jul
New place to stay
Guest favourite
Home in Guardistallo
Stone farmhouse with infinity pool, sea views
3 bedrooms, 5 beds, 3 bathrooms
30 Aug – 4 Sept
5.0 out of 5 average rating, 5 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
Villa in Montescudaio
Hilltop villa with pool and views
3 bedrooms, 5 beds, 3 bathrooms
3–8 Oct
4.67 out of 5 average rating, 21 reviews
Superhost
Farm stay in Montescudaio
Countryside apartment in villa close to the beach
1 bedroom, 2 beds, 1 bathroom
21–28 Sept
4.72 out of 5 average rating, 90 reviews
Top guest favourite
Home in Guardistallo
Restored 1870s home in a medieval village
2 bedrooms, 3 beds, 1 bathroom
30 Aug – 4 Sept
4.95 out of 5 average rating, 38 reviews
Home in Montescudaio
Pool in the Tuscan hills, near beaches
4 bedrooms, 4 beds, 1.5 bathrooms
22–27 Aug
Flat in Casale Marittimo
Private terrace with sea and hill views
1 bedroom, 1 double bed, 1 bathroom
9–14 Sept
5.0 out of 5 average rating, 4 reviews
Flat in Cecina
Laurina Suite | Romantic Retreat in Tuscany
1 bedroom, 1 double bed, 1 bathroom
27 Aug – 1 Sept
New place to stay
Flat in Volterra
Renovated and walkable in Volterra’s center
2 bedrooms, 3 beds, 2 bathrooms
17–22 Jul
Guest favourite
Aparthotel in Guardistallo
Premium finishes in a historic Tuscan borgo
1 bedroom, 2 beds, 1 bathroom
26–31 Jul
5.0 out of 5 average rating, 17 reviews
Home in Montescudaio
PERO Cottage by Interhome
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