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Search results; Over 1,000 homes in Montescudaio

Villa in Montescudaio
Private Villa Acquaviva in Montescudaio/pool
3 bedrooms, 5 beds, 3 bathrooms
23–28 Sept
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4.65 out of 5 average rating, 20 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, 172 reviews
Guest favourite
Flat in Montescudaio
Residenza Le Mura
1 bedroom, 1 double bed, 1 bathroom
11–16 Jul
5.0 out of 5 average rating, 29 reviews
Apartment in Montescudaio
Casa Angiolina
2 bedrooms, 2 beds, 1 bathroom
1–6 Jul
New place to stay
Guest favourite
Flat in Montescudaio
IL PICCINO 29, Romantic Experience in the Hamlet....
1 bedroom, 1 bed, 1 bathroom
25–30 Jul
4.94 out of 5 average rating, 18 reviews
Flat in Montescudaio
The Green House 2
1 bedroom, 1 double bed, 1 bathroom
1–6 Jul
New place to stay
Top guest favourite
Farm stay in Montescudaio
Countryside fully equipped studio close the beach
1 bedroom, 3 beds, 1 bathroom
25–30 Aug
4.79 out of 5 average rating, 63 reviews
Superhost
Flat in Casale Marittimo
In the Tuscan countryside, Podere I Luoghi with swimming pool Ap3
3 bedrooms, 5 beds, 3 bathrooms
10–15 Sept
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Farm stay in Pisa
Tenuta Chiudendone in Tuscany
2 bedrooms, 4 beds, 2.5 bathrooms
28 Sept – 3 Oct
4.99 out of 5 average rating, 331 reviews
Top guest favourite
Flat in Santa Luce
Michelangelo apt ~ wild Tuscany Hills ~ Le Fraine
2 bedrooms, 4 beds, 1 bathroom
28 Sept – 3 Oct
4.93 out of 5 average rating, 55 reviews
Guest favourite
Flat in Lajatico
Historic Hillside Retreat: Stunning View & Relax
1 bedroom, 2 beds, 1 bathroom
20–25 Oct
5.0 out of 5 average rating, 15 reviews
Top guest favourite
Home in Lajatico
Stylish Gem in Historic Lajatico
1 bedroom, 1 bathroom
29 Sept – 4 Oct
5.0 out of 5 average rating, 31 reviews
Home in Montescudaio
PERO Cottage by Interhome
1 bedroom, 2 beds, 1 bathroom
3–8 Jul
Home in Riparbella
Tuscan Villa, Infinity Pool, Sea Views, New 2026
4 bedrooms, 5 beds, 3 bathrooms
1–6 Jul
5.0 out of 5 average rating, 3 reviews
Guest favourite
Room in Chianni
Elegant Apartment with Pool & Sauna - Tuscan Hills
1 double bed, 1 bathroom
1–6 Jul
4.89 out of 5 average rating, 37 reviews
Flat in Guardistallo
Ai Massi Libeccio Farmhouse (three-room apartment 65sqm)
2 bedrooms, 2 beds, 1 bathroom
28 Aug – 2 Sept
5.0 out of 5 average rating, 3 reviews
Flat in Casale Marittimo
Montaleo 4 by Interhome
2 bedrooms, 3 beds, 1 bathroom
15–20 May
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Home in Guardistallo
Da 7 Cervelli
2 bedrooms, 3 beds, 1 bathroom
4–9 Aug
4.95 out of 5 average rating, 38 reviews
Top guest favourite
Farm stay in Montecerboli
Gelsomino Apartment in Agriturismo with Pool
2 bedrooms, 2 beds, 3 bathrooms
4–9 Oct
5.0 out of 5 average rating, 19 reviews