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Search results; Over 1,000 homes in Montescudaio

Top guest favourite
Flat in Montescudaio
Elegant and bright apartment in Montescudaio
1 bedroom, 1 bed, 1 private bathroom
9–14 Sept
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4.94 out of 5 average rating, 174 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
Flat in Montescudaio
Casina del Fabbro | Hills and Sea Views in Tuscany
New place to stay, 1 bedroom, 1 bed, 1 bathroom
24–29 Jul
Guest favourite
Flat in Montescudaio
The Borgo Suite
4.93 out of 5 average rating, 87 reviews, 1 bedroom, 2 beds, 1 bathroom
20–25 Sept
Guest favourite
Flat in Montescudaio
Casa Luna View over Tuscany Hills and Sea
4.83 out of 5 average rating, 108 reviews, 2 bedrooms, 3 beds, 1 bathroom
17–24 Oct
Apartment in Montescudaio
Casa Angiolina
New place to stay, 2 bedrooms, 2 beds, 1 bathroom
14–19 Jul
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
Guest favourite
Flat in Montescudaio
IL PICCINO 29, Romantic Experience in the Hamlet....
4.95 out of 5 average rating, 19 reviews, 1 bedroom, 1 bed, 1 bathroom
23–28 Aug
Farm stay in Riparbella
Podere Le Lame Farmhouse - Leccio
5.0 out of 5 average rating, 4 reviews, 1 bedroom, 2 beds, 1 bathroom
18–23 Sept
Guest favourite
Flat in Montescudaio
Residenza Le Mura
5.0 out of 5 average rating, 30 reviews, 1 bedroom, 1 bed, 1 bathroom
14–19 Jul
Superhost
Flat in Guardistallo
Ai Massi Libeccio Farmhouse (three-room apartment 65sqm)
5.0 out of 5 average rating, 3 reviews, 2 bedrooms, 2 beds, 1 bathroom
12–17 Sept
Holiday home in Chianni
Elegant Apartment with Pool & Sauna - Tuscan Hills
New place to stay, 2 bedrooms, 3 beds, 1 bathroom
19–24 Sept
Top guest favourite
Farm stay in Riparbella
Podere Le Lame – Olive Tree
4.94 out of 5 average rating, 69 reviews, 3 bedrooms, 4 beds, 1 bathroom
16–21 Oct
Top guest favourite
Farm stay in Montescudaio
Countryside fully equipped studio close the beach
4.79 out of 5 average rating, 63 reviews, 1 bedroom, 3 beds, 1 bathroom
6–11 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 Riparbella
Podere Terraviva - Mimosa apartment
2 bedrooms, 2 beds, 2 bathrooms
23–28 Aug
Guest favourite
Home in Guardistallo
Il Pietraio
5.0 out of 5 average rating, 5 reviews, 3 bedrooms, 5 beds, 3 bathrooms
30 Aug – 4 Sept
Top guest favourite
Holiday home in Lajatico
Rosa: Tuscan Views & Pool, Walk to Town
5.0 out of 5 average rating, 36 reviews, 1 bedroom, 3 beds, 1 bathroom
16–21 Oct
Superhost
Flat in Casale Marittimo
In the Tuscan countryside, Podere I Luoghi with swimming pool Ap3
5.0 out of 5 average rating, 3 reviews, 3 bedrooms, 5 beds, 3 bathrooms
10–15 Sept