We’re sorry, some parts of the Airbnb website don’t work properly without JavaScript enabled.

Search results; Over 1,000 homes in Montescudaio

Photo 1 of 6

Tent in Montescudaio

Tent

2 bedrooms, 4 beds, 1 private bathroom

4–9 Sept

$674 SGD for 5 nights

,

4.65 out of 5 average rating, 46 reviews

Photo 1 of 6

Superhost

Home in Montescudaio

Open space surrounded by nature

1 bedroom, 2 beds, 1 bathroom

15–20 Oct

$1,135 SGD for 5 nights

Free cancellation

4.96 out of 5 average rating, 135 reviews

Photo 1 of 6

Top guest favourite

Flat in Montescudaio

Elegant and bright apartment in Montescudaio

1 bedroom, 1 queen bed, 1 bathroom

9–14 Sept

$481 SGD for 5 nights

Free cancellation

4.93 out of 5 average rating, 179 reviews

Photo 1 of 6

Home in Montescudaio

Podere Dolce Sonno - Tuscan farmhouse

4 bedrooms, 5 beds, 2 bathrooms

1–8 Sept

Free cancellation

Photo 1 of 6

Guest favourite

Flat in Montescudaio

Casina del Fabbro | Sea & Hill Views, Village

1 bedroom, 1 double bed, 1 bathroom

10–17 Oct

Weekly discount

4.86 out of 5 average rating, 7 reviews

Photo 1 of 6

Flat in Montescudaio

Mimosa • Oasi toscana con piscina

3 bedrooms, 4 beds, 3 bathrooms

11–16 Oct

Photo 1 of 6

Superhost

Home in Montescudaio

Podere La Quercia - Tuscan farmhouse

2 bedrooms, 3 beds, 1 bathroom

1–6 Oct

$1,519 SGD for 5 nights

Free cancellation

Photo 1 of 6

Superhost

Flat in Montescudaio

Casa Luna View over Tuscany Hills and Sea

2 bedrooms, 3 beds, 1 bathroom

31 Oct – 5 Nov

$618 SGD for 5 nights

4.83 out of 5 average rating, 110 reviews

Photo 1 of 6

Villa in Montescudaio

Private Villa Acquaviva in Montescudaio/pool

3 bedrooms, 5 beds, 3 bathrooms

3–8 Oct

$2,785 SGD for 5 nights

4.67 out of 5 average rating, 21 reviews

Photo 1 of 6

Flat in Montescudaio

IL PICCINO 29, Romantic Experience in the Hamlet....

1 bedroom, 1 bed, 1 bathroom

1–6 Oct

$629 SGD for 5 nights

4.96 out of 5 average rating, 23 reviews

Photo 1 of 6

Guest favourite

Home in Montescudaio

Casa Elisabetta on the hills of Montescudaio (Pi)

4 bedrooms, 4 beds, 1.5 bathrooms

1–6 May

$1,556 SGD for 5 nights

5.0 out of 5 average rating, 6 reviews

Photo 1 of 6

Superhost

Flat in Montescudaio

Residenza Le Mura

1 bedroom, 1 double bed, 1 bathroom

13–18 Sept

$734 SGD for 5 nights

Free cancellation

5.0 out of 5 average rating, 31 reviews

Photo 1 of 6

Home in Montescudaio

PERO Cottage by Interhome

1 bedroom, 2 beds, 1 bathroom

8–13 Oct

$544 SGD for 5 nights

5.0 out of 5 average rating, 3 reviews

Photo 1 of 6

Flat in Montescudaio

Girasole by Interhome

1 bedroom, 3 beds, 1 bathroom

25–30 Sept

$526 SGD for 5 nights

Photo 1 of 6

Superhost

Farm stay in Montescudaio

Countryside apartment in villa close to the beach

1 bedroom, 2 beds, 1 bathroom

4–11 Oct

4.73 out of 5 average rating, 91 reviews

Photo 1 of 6

Guest favourite

Flat in Montescudaio

The Borgo Suite

1 bedroom, 2 beds, 1 bathroom

10–15 Oct

$444 SGD for 5 nights

4.93 out of 5 average rating, 95 reviews

Photo 1 of 6

Home in Montescudaio

Podere Sant'Angelo - Tuscan Countryside House

4 bedrooms, 4 beds, 1.5 bathrooms

1–6 Sept

$1,754 SGD for 5 nights

Photo 1 of 6

Guest favourite

Farm stay in Montescudaio

Countryside fully equipped studio close the beach

1 bedroom, 3 beds, 1 bathroom

6–11 Sept

4.8 out of 5 average rating, 64 reviews

Photo 1 of 6

Top guest favourite

Home in Guardistallo

Da 7 Cervelli

2 bedrooms, 3 beds, 1 bathroom

15–20 Sept

$704 SGD for 5 nights

Free cancellation

4.95 out of 5 average rating, 41 reviews