Search results; Over 1,000 homes in Montisi

Guest favourite
Cottage in Montisi
Il Villino
3 bedrooms, 3 beds, 2 private bathrooms
4–10 Jan
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4.95 out of 5 average rating, 58 reviews
Superhost
Apartment in Montisi
Apartment in historic residence with pool and view
1 bedroom, 2 beds, 1 bathroom
2–7 Jul
Top guest favourite
Apartment in Pienza
Mascagni Farmhouse in Val d'Orcia, Pienza
5.0 out of 5 average rating, 151 reviews, 2 bedrooms, 2 beds, 2 bathrooms
19–24 Oct
Top guest favourite
Flat in Castelmuzio
Casa Kely Panoramic Garden Val d’Orcia Tuscany
5.0 out of 5 average rating, 21 reviews, 1 bedroom, 1 bed, 1 bathroom
4–9 Jul
Top guest favourite
Villa in Pienza
Unplug at a 17th-Century Farmhouse Enveloped by Olive Groves
4.99 out of 5 average rating, 109 reviews, 2 bedrooms, 3 beds, 1 bathroom
11–16 Nov
Top guest favourite
Farm stay in Monticchiello
Podere Lamino, Val d'Orcia, Pienza
4.99 out of 5 average rating, 67 reviews, 4 bedrooms, 4 beds, 4 bathrooms
30 Oct – 4 Nov
Top guest favourite
Villa in Sinalunga
The twigs
5.0 out of 5 average rating, 86 reviews, 1 bedroom, 1 bed, 1 bathroom
26–31 Oct
Top guest favourite
Villa in Montepulciano
Wine Experience Villa in Montepulciano
4.97 out of 5 average rating, 123 reviews, 4 bedrooms, 5 beds, 2.5 bathrooms
4–9 Nov
Top guest favourite
Guest house in Montefollonico
Casale Santa Barbara - Exclusive Apartment
4.98 out of 5 average rating, 128 reviews, 1 bedroom, 1 bed, 1 bathroom
3–8 Jul
Villa in Lucignano
[Between Cortona and Siena] 1000 sqm Villa | Pool & Tennis
New place to stay, 7 bedrooms, 8 beds, 4 bathrooms
2–7 Jul
Top guest favourite
Flat in Lucignano
Palazzo Trapani Luxury Residence
5.0 out of 5 average rating, 34 reviews, 2 bedrooms, 3 beds, 2.5 bathrooms
22–27 Aug
Top guest favourite
Farm stay in San Quirico d'Orcia
Podere Pereti Nuovi – Modern Tuscan Villa
4.98 out of 5 average rating, 112 reviews, 5 bedrooms, 5 beds, 5.5 bathrooms
20–25 Jul
Top guest favourite
Farm stay in Monte San Savino
LUXURY VILLA SALTWATER POOL 35 min FROM CORTONA
4.99 out of 5 average rating, 107 reviews, 6 bedrooms, 7 beds, 7 bathrooms
30 Oct – 4 Nov
Home in Castelmuzio
Luxe Villa Podere La Pieve 1 Val d'Orcia Tuscany
3 bedrooms, 4 beds, 4 bathrooms
9–15 Aug
Top guest favourite
Tower in San Quirico d'Orcia
Luxurious Medieval Tower & Private Concierge
5.0 out of 5 average rating, 112 reviews, 1 bedroom, 1 bed, 1 bathroom
9–14 Jul
Top guest favourite
Home in Asciano
"Le Arcate" apartment in an 18th-century farmhouse
5.0 out of 5 average rating, 9 reviews, 1 bedroom, 3 beds, 1 bathroom
8–13 Jul
Top guest favourite
Guest suite in Cetona
Cozy country house
5.0 out of 5 average rating, 15 reviews, 2 bedrooms, 3 beds, 2 bathrooms
26–31 Aug
Top guest favourite
Apartment in Asciano
Casa Biancospino Crete Senesi | Podere Fossaccio
5.0 out of 5 average rating, 29 reviews, 2 bedrooms, 4 beds, 2 bathrooms
30 Aug – 4 Sept
Top guest favourite
Home in Montalcino
City Center Palazzo: 4 King BR 6 Bath and Garage
5.0 out of 5 average rating, 23 reviews, 4 bedrooms, 4 beds, 5 bathrooms
27 Jul – 1 Aug