Acquaviva
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Borgo San Vincenzo
Via di Montenero 18, Montepulciano, SI
Book a stay at this business-friendly hotel in Montepulciano. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
10/10 Exceptional! (48 reviews)
"Our stay at BSV was amazing. The staff is very friendly, attentive, & helpful. Location is really good as it’s close to many different areas of Tuscany, particularly nearby cities in Montepulciano. The property itself is beautiful and well maintained. Food and drinks were always good, including wine ..."
Reviewed on Jul 5, 2025
Precise Tale Poggio Alla Sala
Via Poggio alla Sala 10, Montepulciano, SI
$471 nightly
The price is $526 total per night from Aug 28 to Aug 29
$526 total
Aug 28 - Aug 29
Total includes taxes and fees
Stay at this 5-star luxury hotel in Montepulciano. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the helpful staff in our reviews. ...
9.4/10 Exceptional! (103 reviews)
"The staff were incredibly kind and helpful. I got a flat tire the day I was leaving the hotel and the staff went above and beyond to help me get the tire fixed so I could be on my way. The hotel is beautiful and the food was excellent. I also requested a more private room and the staff changed the ..."
Reviewed on Jul 19, 2025
Villa di Piazzano - Small Luxury Hotel of the World
Localita Piazzano, C.P. 6, Cortona, AR
$653 nightly
The price is $728 total per night from Aug 21 to Aug 22
$728 total
Aug 21 - Aug 22
Total includes taxes and fees
Stay at this 5-star luxury hotel in Cortona. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular ...
9.6/10 Exceptional! (215 reviews)
"Would definitely come back! The Italian garden at the property is beautiful."
Reviewed on Jul 9, 2025
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Casanova - Panoramic Rooms and Suites
Strada Provinciale 146 di Chianciano, Località Casanova 6/c, San Quirico d'Orcia, SI
Stay at this 3-star residence in San Quirico d'Orcia. Enjoy free breakfast, free WiFi, and an outdoor pool. Popular attractions Horti Leonini and Collegiate ...
9/10 Wonderful! (62 reviews)
"My fiancée and I enjoyed ourselves! It’s a beautiful place and I adored walking around in the nearby town."
Reviewed on Jul 20, 2025
Abbadia Sicille Relais
SP 14 Loc. Abbadia Sicille, Trequanda, SI
Stay at this 4-star business-friendly residence in Trequanda. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions The Saints Peter and Andrew ...
8.8/10 Excellent! (155 reviews)
An amazing find. Would love to return
"An amazing place with a luxury feel. Comfy, welcoming and peacefully relaxing"
Reviewed on Nov 30, 2024
Sun-Soaked Private View Terrace in the Historical Centre of Cortona.
Cortona Arezzo
Book a stay at this family-friendly apartment in Cortona. Enjoy laundry facilities, patios, and cable/satellite TV service. Popular attractions Signorelli Theatre ...
9.6/10 Exceptional! (61 reviews)
Beautiful terrace apartment in Cortona
"My husband and I loved our stay here! It was so close to town and the terrace was absolutely stunning. Would definitely stay here again!"
Reviewed on May 4, 2025
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Popular places to visit
Piazza Grande
4.5/5(13 reviews)
You can find out about the history of Montepulciano with a visit to Piazza Grande. While you're here, you can savor the wineries.
Terme di Montepulciano Spa
4.5/5(10 reviews)
Commune with nature and explore the great outdoors at Terme di Montepulciano Spa during your travels in Sant'Albino. While you're here, you can savor the wineries.
Dome of Montepulciano
5/5(21 reviews)
Learn about the local history of Montepulciano when you spend time at Dome of Montepulciano. While you're here, you can savor the wineries.
Palazzo Ricci
Learn about the local history of Montepulciano with a stop at Palazzo Ricci. While you're here, you can savor the wineries.
Palazzo Avignonesi
Find out about the history of Montepulciano when you spend time at Palazzo Avignonesi. While you're here, you can savor the wineries.
Cantina Contucci
You can enjoy a tasting or tour at Cantina Contucci during your travels to Montepulciano. While you're here, you can savor the wineries.
Things to do
From Rome: Bagnoregio & Orvieto Day Trip with Tuscany Wine Tasting & Lunch
$114
per adult
100% of travellers recommend
Montepulciano: Wine Tour and tasting
$61
per adult
100% of travellers recommend
Tour of the historical cellars in Montepulciano
$69
per adult
Montepulciano: Tuscan Winery Tour with Wine Tasting & Meal
$116
per adult
Montepulciano: Italian Cooking Class at a Tuscan Farm
$170
per adult
Tasting Tour in One of The Most Beautiful Cellars in the World
$39
per adult
100% of travellers recommend
Explore a world of travel with Expedia
Explore a world of travel with Expedia
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- Visit Montepulciano Stazione
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- Church of St. Agnes
- Colonna del Marzocco
- Palazzo Avignonesi
- Terme di Montepulciano Spa
- Palazzo di Bucelli
- Torre di Pulcinella
- Church of St. Augustine
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- Lake Trasimeno
- Valdichiana Outlet Village
- Fonteverde Terme
- Piazza Grande
- Terme di Chianciano
- Pienza Cathedral
- San Giovanni Terme Rapolano
- Baths of San Filippo
- Terme di Montepulciano Spa
- Piscine Termali Theia
- Tenuta Greppo Franco Biondi Santi
- Dome of Montepulciano
- Terme Antica Querciolaia
- Val di Chiana
- Fortress of Montalcino
- Piazza Italia
- Crete Senesi
- Villa Bramasole
- Isola Maggiore
- Chapel of our Lady of Vitaleta
- Palazzo Ricci
- Palazzo Avignonesi
- Monte Oliveto Maggiore Abbey
- La Foce
- Piazza della Repubblica
- Abbazia di Sant'Antimo
- Cantina Contucci
- Abbazia di San Salvatore
- Palazzo Piccolomini
- Cantina del Redi
- Museum of Brunello