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Search results; Over 1,000 homes in Montescudaio

Top guest favorite
Apartment in Montescudaio
Renovated with modern furnishings, 20 min from sea
1 bedroom, 1 bed, 1 private bath
Sep 9 – 14
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4.94 out of 5 average rating, 177 reviews
Guest favorite
Home in Montescudaio
Stone farmhouse among century-old oaks
4.96 out of 5 average rating, 133 reviews, 1 bedroom, 2 beds, 1 bath
Oct 24 – 29
Home in Montescudaio
Tuscan farmhouse with pool and olive trees
4 bedrooms, 5 beds, 2 baths
Aug 29 – Sep 5
Guest favorite
Apartment in Montescudaio
Vineyard and sea views from Tuscan hills
5.0 out of 5 average rating, 6 reviews, 1 bedroom, 1 bed, 1 bath
Sep 26 – Oct 3
Guest favorite
Apartment in Montescudaio
Vineyard and sea views from the garden
4.83 out of 5 average rating, 132 reviews, 1 bedroom, 2 beds, 1 bath
Aug 29 – Sep 5
Guest favorite
Apartment in Montescudaio
Terrace with sea and island views
4.93 out of 5 average rating, 89 reviews, 1 bedroom, 2 beds, 1 bath
Oct 10 – 15
Superhost
Home in Montescudaio
Tuscan farmhouse with pool near the sea
2 bedrooms, 3 beds, 1 bath
Oct 1 – 6
Guest favorite
Apartment in Montescudaio
Restored medieval apartment with a balcony
5.0 out of 5 average rating, 30 reviews, 1 bedroom, 1 bed, 1 bath
Aug 27 – Sep 1
Home in Montescudaio
Private pool in the Tuscan hills
5.0 out of 5 average rating, 4 reviews, 4 bedrooms, 4 beds, 1.5 baths
Aug 22 – 29
Top guest favorite
Apartment in Montescudaio
Garden with hillside views in a borgo
4.95 out of 5 average rating, 22 reviews, 1 bedroom, 1 bed, 1 bath
Oct 1 – 6
Home in Montescudaio
Sea and countryside views from Tuscany
5.0 out of 5 average rating, 3 reviews, 1 bedroom, 2 beds, 1 bath
Sep 30 – Oct 5
Condo in Montescudaio
Rustic Tuscan style in a medieval village
2 bedrooms, 2 beds, 1 bath
Aug 24 – 29
Villa in Montescudaio
Hilltop villa with pool and views
4.67 out of 5 average rating, 21 reviews, 3 bedrooms, 5 beds, 3 baths
Oct 3 – 8
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 bath
Sep 21 – 28
Guest favorite
Home in Guardistallo
Stone farmhouse with infinity pool, sea views
5.0 out of 5 average rating, 6 reviews, 3 bedrooms, 5 beds, 3 baths
Oct 1 – 6
Apartment in Montescudaio
Tuscan agriturismo with pool and garden
1 bedroom, 3 beds, 1 bath
Aug 30 – Sep 4
Guest favorite
Home in Montescudaio
Sea views from a Tuscan hilltop garden
5.0 out of 5 average rating, 11 reviews, 1 bedroom, 2 beds, 1 bath
Aug 24 – 29
Top guest favorite
Home in Guardistallo
Restored 1870s home in a medieval village
4.95 out of 5 average rating, 40 reviews, 2 bedrooms, 3 beds, 1 bath
Aug 29 – Sep 3
Apartment in Montescudaio
Secluded cottage among trees and meadows
1 bedroom, 3 beds, 1 bath
Aug 22 – 29