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Search results; Over 1,000 homes in Montepulciano

Guest favourite
Apartment in Montepulciano
Amazing Apartment near Piazza Grande w/ Terrace
1 bedroom, 2 beds, 1 private bathroom
30 Oct – 4 Nov
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4.92 out of 5 average rating, 186 reviews
Top guest favourite
Flat in Monticchiello
Casa Bonari - a paradise for the eyes
3 bedrooms, 4 beds
17–22 Nov
4.97 out of 5 average rating, 187 reviews
Flat in Montepulciano
Dimora Nobile
3 bedrooms, 3 beds
8–13 Sept
New place to stay
Top guest favourite
Flat in Montepulciano
A view from the gate, Montepulciano.
2 bedrooms, 3 beds
15–20 Nov
4.97 out of 5 average rating, 326 reviews
Top guest favourite
Apartment in Montepulciano
The walnut tree view, Montepulciano
1 bedroom, 1 double bed
3–8 Nov
5.0 out of 5 average rating, 135 reviews
Top guest favourite
Home in Lucignano
Belvedere Antico [Tuscan pool and garden]
4 bedrooms, 5 beds
15–20 Sept
4.98 out of 5 average rating, 48 reviews
Top guest favourite
Home in Castiglion Fiorentino
Hidden gem in Tuscany
3 bedrooms, 3 beds
26–31 Oct
5.0 out of 5 average rating, 54 reviews
Villa in Pienza
Pennella | Private villa with panoramic pool
4 bedrooms, 6 beds
12–19 Sept
Top guest favourite
Farm stay in Pienza
Selvoli Farmhouse - La Chiocciola
3 bedrooms, 4 beds
11–16 Oct
4.97 out of 5 average rating, 37 reviews
Top guest favourite
Villa in Chianciano Terme
Charming Tuscan Villa with View forFamily&Friends
2 bedrooms, 4 beds
27 Sept – 2 Oct
4.97 out of 5 average rating, 128 reviews
Top guest favourite
Cottage in Osteria delle Noci
Your Tuscan oak tree house, enchanting Val d'Orcia
1 bedroom, 2 beds
4–9 Oct
5.0 out of 5 average rating, 115 reviews
Top guest favourite
Villa in Cortona
Stunning Tuscan Villa & Panoramic Infinity Pool
5 bedrooms, 8 beds
6–11 Oct
5.0 out of 5 average rating, 96 reviews
Top guest favourite
Home in Cortona
Relais Tosca Slow and Rural Life
2 bedrooms, 2 double beds
26 Sept – 1 Oct
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Villa in Montepulciano
Wine Experience Villa in Montepulciano
4 bedrooms, 5 beds
15–20 Nov
4.97 out of 5 average rating, 125 reviews
Top guest favourite
Home in Monticchiello
"La Lambarda" tower Suite
1 bedroom, 1 bed
1–6 Nov
4.98 out of 5 average rating, 221 reviews
Top guest favourite
Flat in Montepulciano
The source
1 bedroom, 3 beds
30 Oct – 4 Nov
5.0 out of 5 average rating, 214 reviews
Top guest favourite
Farm stay in San Quirico d'Orcia
Podere Pereti Nuovi – Modern Tuscan Villa
5 bedrooms, 5 double beds
18–23 Nov
4.98 out of 5 average rating, 116 reviews
Top guest favourite
Farm stay in Monte San Savino
LUXURY VILLA SALTWATER POOL 35 min FROM CORTONA
6 bedrooms, 7 beds
30 Oct – 4 Nov
4.99 out of 5 average rating, 113 reviews
Top guest favourite
Loft in Montepulciano
La Piazzetta - Cozy open space in the historic center of Montepulciano
2 beds
19–24 Oct
5.0 out of 5 average rating, 510 reviews