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. ...
9.8/10 Exceptional! (56 reviews)
"We had a lovely stay at Borgo S V. The staff were pleasant and helpful. The room was beautiful in line with the character and charm of the property. We had all three (breakfast, lunch & dinner) in the restaurant and the food was excellent. Would recommend to anyone looking for resort style accommodation ..."
Reviewed on May 27, 2026
Villa di Piazzano - Small Luxury Hotel of the World
Localita Piazzano, C.P. 6 Cortona AR
$641 nightly
The price is $715 total per night from Jun 19 to Jun 20
$715 total
Jun 19 - Jun 20
Total with taxes and fees
Book a stay at this luxury hotel in Cortona. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular ...
9.8/10 Exceptional! (235 reviews)
"The Hotel and grounds are beautiful and immaculately maintained. The entire staff really stands out. So friendly and welcoming. Those little gestures of respect and kindness are appreciated. Also it’s very convenient that they can speak English. There are several beautiful hotels in the area to experience, ..."
Reviewed on May 14, 2026
Monastero di Cortona Hotel & Spa
Via del Salvatore Cortona AR
$329 nightly
The price is $371 total per night from Jun 28 to Jun 29
$371 total
Jun 28 - Jun 29
Total with taxes and fees
Book a stay at this luxury hotel in Cortona. Enjoy free breakfast, free WiFi, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular ...
10/10 Exceptional! (282 reviews)
"We had an amazing stay at the monastero di Cortona. The property is absolutely beautiful and impeccably maintained. The pool area is lovely and the views are unbelievable. The staff was super helpful and attentive- gave us recommendations for restaurants (and made reservations for us) and helped ..."
Reviewed on May 26, 2026
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.
Hotel San Gregorio
Via Della Madonnina 4 Pienza SI
Book a stay at this business-friendly residence in Pienza. Enjoy free WiFi, an outdoor pool, and room service. Popular attractions RI Crea RE and Enoteca Di ...
9.4/10 Exceptional! (144 reviews)
"Nice hotel - clean, good breakfast, perfect location. Would stay again!"
Reviewed on May 5, 2026
Casanova - Panoramic Rooms and Suites
Strada Provinciale 146 di Chianciano San Quirico d'Orcia SI
Stay at this residence in San Quirico d'Orcia. Enjoy free breakfast, free WiFi, and an outdoor pool. Popular attractions Horti Leonini and Chapel of our Lady ...
9.2/10 Wonderful! (88 reviews)
"Everything was great"
Reviewed on May 16, 2026
Corte Francigena - Apartments
Via Ferretti Montalcino SI
Stay at this apartment in Montalcino. Enjoy free WiFi, free parking, and laundry facilities. Popular attractions Abbazia di Sant'Antimo and Museum of Brunello ...
9.8/10 Exceptional! (6 reviews)
"Very beautiful quiet village. Wouldn’t recommend going without having some form of transportation. Pretty secluded area but thats why we chose it."
Reviewed on Sep 22, 2024
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
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
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
After visiting Dome of Montepulciano, make a plan to see the other sights and activities in Montepulciano. 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.
Consorzio del Vino Nobile di Montepulciano
You can enjoy a tasting or tour at Consorzio del Vino Nobile di Montepulciano during your travels to Montepulciano. While you're here, you can savor the wineries.
La Braccesca Winery
You can enjoy a tasting or tour at La Braccesca Winery during your travels to Montepulciano. Discover the area's countryside and wineries.
Things to do
From Rome: Bagnoregio & Orvieto Day Trip with Tuscany Wine Tasting & Lunch
$128
per adult
98% of travellers recommend
Montepulciano Wine Tasting in the Tuscan Countryside
$29
per adult
Montepulciano: Winery Tour and Tasting
$41
per adult
100% of travellers recommend
Horseback riding in the hills of Montepulciano in Tuscany
$94
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
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- Visit Montepulciano Stazione
- Visit Cervognano Montenero
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- Visit Nottola
- Visit Gracciano
- Tenuta Valdipiatta
- Visit Abbadia di Montepulciano
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- Visit Sant'Albino
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- Where to stay in Montepulciano
- Church of St. Agnes
- Colonna del Marzocco
- Palazzo Avignonesi
- Terme di Montepulciano Spa
- Palazzo di Bucelli
- Torre di Pulcinella
- Church of St. Augustine
- Car rentals near Montepulciano Stazione
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- Minivan Car Rentals in Montepulciano
- Car rentals near Sant'Albino
- Lake Trasimeno
- Terme di Montepulciano Spa
- Baths of San Filippo
- Piazza Grande
- Dome of Montepulciano
- Pienza Cathedral
- San Giovanni Terme Rapolano
- Terme Antica Querciolaia
- Fortress of Montalcino
- Tenuta Greppo Franco Biondi Santi
- Terme di Chianciano
- Valdichiana Outlet Village
- Piscine Termali Theia
- Fonteverde Terme
- Villa Bramasole
- Piazza della Repubblica
- Monte Oliveto Maggiore Abbey
- Palazzo Avignonesi
- Val di Chiana
- Isola Maggiore
- Consorzio del Vino Nobile di Montepulciano
- Crete Senesi
- Cortona Cathedral
- Palazzo della Corgna
- Chapel of our Lady of Vitaleta
- Rocca del Leone
- Palazzo Piccolomini
- Museum of Brunello
- Horti Leonini
