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Holiday rentals in Montescudaio

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Montescudaio

Guests agree: these stays are highly rated for location, cleanliness, and more.

Superhost
Home in Florence
TREEhouse/casaBARTHEL
casaBARTHEL is a perfect place for a vacation and an artist residency, immersed in the Tuscan landscape only 15' from the Duomo and 30' from Siena. Come and live with us; enjoy our olive trees, the kitchen garden and our family life style away from the working rhythm. By providing wifi only in the communal courtyard we suggest our guests to utilize internet only when is really needed. Taking a break from been connected with elsewhere and enjoy the 'here and now' could be our best present to you!
31 Aug – 7 Sep
$360 SGD per night
4.89 out of 5 average rating, 713 reviews
Guest favourite
Villa in Castellina in Chianti
The Villino Farmhouse
Entire upper floor of the newly renovated Villa Padronale in traditional Tuscan style. High ceilings with exposed beams make it cozy and perfect for families or groups of friends. In the house there are two functional large fireplaces(in the living room and kitchen). Private accommodation, not shared. The house has a large covered terrace,garden with sofas,bbq,firepit, private parking. The pool among the olive trees and vineyards is ideal for relaxing and has a private access to the shared area
27 Oct – 3 Nov
$694 SGD per night
4.93 out of 5 average rating, 164 reviews
Superhost
Castle in Sassa
Torre Sassa - Intera Torre Medievale
Su richiesta una prelibata colazione continentale ed una ricca cena con prodotti di stagione. Torre Sassa non è un semplice alloggio, è un vero e proprio museo medievale in cui vivere un'esperienza unica. Arazzi, armature, soffitti affrescati a mano e letti a baldacchino vi invitano a scoprire la storia dei Borghi Toscani in ogni stanza. La vera chicca è la meravigliosa terrazza panoramica in cima alla Torre, da cui ammirerete albe e tramonti inediti, accompagnati dai suoni dolci della natura.
8–15 Oct
$363 SGD per night
4.93 out of 5 average rating, 15 reviews

Popular amenities for Montescudaio holiday rentals

Stay near Montescudaio's top sights

Osteria BardoVino10 locals recommend
Osteria Pizzeria Il Forapaglia4 locals recommend
Ristorante Il Frantoio12 locals recommend

Other great holiday rentals in Montescudaio

Superhost
Home in Riparbella
Gorgeous cottage with infinity pool
10–17 Feb
$510 SGD per night
4.9 out of 5 average rating, 10 reviews
Guest favourite
Home in Casale marittimo
La Baciosa, an unforgettable view.
6–13 May
$204 SGD per night
4.95 out of 5 average rating, 59 reviews
Guest favourite
Holiday home in Riparbella
Tuscan countryside & pool - 20 min from the beach
5–12 Oct
$225 SGD per night
4.96 out of 5 average rating, 27 reviews
Guest favourite
Home in Guardistallo
Independent house with garden
1–8 Feb
$79 SGD per night
4.79 out of 5 average rating, 24 reviews
Guest favourite
Guest suite in Cecina
The nest in Tuscany
20–27 Oct
$125 SGD per night
4.9 out of 5 average rating, 41 reviews
Guest favourite
Villa in Guardistallo
IL PANORAMA- ENTIRE VILLA - SWIMMING POOL WITH SEA VIEW
28 Oct – 4 Nov
$525 SGD per night
4.82 out of 5 average rating, 11 reviews
Superhost
Cottage in Guardistallo
Tuscany Villa in Maremma
17–24 Jun
$321 SGD per night
4.9 out of 5 average rating, 67 reviews
Guest favourite
Villa in Marina di Bibbona
Casa Rosa - Villa with private access to the beach
16–23 Apr
$1,093 SGD per night
4.96 out of 5 average rating, 23 reviews
Guest favourite
Flat in Montalcino
Castel Brunello
18–25 Oct
$830 SGD per night
4.99 out of 5 average rating, 80 reviews
Guest favourite
Castle in Montecatini Val di Cecina
Torre dei Belforti
10–17 Sep
$1,154 SGD per night
4.99 out of 5 average rating, 87 reviews
Guest favourite
Villa in Castagneto Carducci
La Conchetta - Bolgheri - Bolgheri
15–22 Apr
$160 SGD per night
4.97 out of 5 average rating, 94 reviews
Guest favourite
Home in Castiglioncello
Casa Le Forbici. Private access to the sea
11–18 May
$423 SGD per night
4.89 out of 5 average rating, 47 reviews

Destinations to explore

  1. Airbnb
  2. Italy
  3. Tuscany
  4. Province of Pisa
  5. Montescudaio