Binami
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Precise Tale Poggio Alla Sala
Via Poggio alla Sala 10, Montepulciano, SI
$474 nightly
The price is $528 total per night from Aug 3 to Aug 4
$528 total
Aug 3 - Aug 4
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! (104 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
$571 nightly
The price is $637 total per night from Aug 6 to Aug 7
$637 total
Aug 6 - Aug 7
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! (216 reviews)
"AMAZING! Gorgeous! I would recommend to everyone!"
Reviewed on Jul 29, 2025

Nuovo Etruria Resort
Via di S. Martino snc, Montepulciano, SI
$111 nightly
The price is $127 total per night from Sep 1 to Sep 2
$127 total
Sep 1 - Sep 2
Total includes taxes and fees
Stay at this hotel in Montepulciano. Enjoy an outdoor pool, breakfast (surcharge), and daily housekeeping. Popular attractions Church of St. Agnes and Colonna ...
9.2/10 Wonderful! (27 reviews)
"Highly recommend it!"
Reviewed on Jul 28, 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

Rocca del Leone
You can learn about the history of Castiglione del Lago when you stop by Rocca del Leone. Stroll along the area's lakeside or simply enjoy its wineries.
Palazzo della Corgna
5/5(1 review)
You can study the exhibits at Palazzo della Corgna, a museum with a storied past, during your trip to Castiglione del Lago. Stroll along the area's lakeside or simply enjoy its wineries.
Torre Beccati Quest'Altro
You can learn about the history of Castiglione del Lago with a stop at Torre Beccati Quest'Altro. Visit the area's spas, or simply enjoy its wineries.
Things to do

Montepulciano Wine Tasting in the Tuscan Countryside
$29
per adult

From Rome: Bagnoregio & Orvieto Day Trip with Tuscany Wine Tasting & Lunch
$134
per adult
100% of travellers recommend

Montepulciano: Artisan Heroic Wine Tasting at the Terrace
$50
per adult

MONTEPULCIANO - PIC NIC WITH WINE! SURROUNDED BY VINEYARDS
$53
per adult

Tasting Tour in One of The Most Beautiful Cellars in the World
$39
per adult
100% of travellers recommend

Montepulciano: Tuscan Winery Tour with Wine Tasting & Meal
$116
per adult
Explore a world of travel with Expedia
Explore a world of travel with Expedia
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- Visit Gioiella
- Visit Casamaggiore
- Visit Pozzuolo
- Visit Petrignano del Lago
- Visit Vitellino
- Visit Pucciarelli
- Pucciarelli Vacations
- Visit Sanfatucchio
- Visit Castiglione del Lago
- Castiglione del Lago Vacations
- Visit Ravigliano
- Visit Popoltaio-Schiacciato
- Visit Borghetto
- Visit Paciano
- Lake Trasimeno
- Visit Panicale
- Panicale Vacations
- Cesare Caporali Theater
- Guglielmi Castle
- Isola Maggiore
- Campo del Sole
- Visit Tuoro sul Trasimeno
- Visit Citta della Pieve
- Visit Isola Polvese
- Centro Servizi Turistici Citta della Pieve
- Annibale al Trasimeno Museum
- Hannibal's Journey
- Visit Casalini
- Casalini Vacations
- Visit Vernazzano Basso
- Visit Piegaro
- Museum of Glass
- Lake Trasimeno
- Valdichiana Outlet Village
- Fonteverde Terme
- Piazza Grande
- Pienza Cathedral
- Terme di Chianciano
- Piscine Termali Theia
- Baths of San Filippo
- Terme di Montepulciano Spa
- Val di Chiana
- Dome of Montepulciano
- Piazza Italia
- La Scarzuola
- Isola Maggiore
- Villa Bramasole
- Palazzo Avignonesi
- Palazzo Ricci
- Chapel of our Lady of Vitaleta
- La Foce
- Piazza della Repubblica
- Palazzo Piccolomini
- Cantina del Redi
- Cantina Contucci
- Cortona Cathedral
- Consorzio del Vino Nobile di Montepulciano
- Horti Leonini
- Piazza Pio II
- Sarteano Castle
- Pieve di Corsignano
- Sualzo Beach
- Sanctuary of Mongiovino