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! (54 reviews)
This Resort is our Best and favorite stay! All the Staff is wonderful, they all went above and beyond our expectations. Thank you to Filippo, Silvia, Jonathan. We will defintely be back soon!
Reviewed on Nov 26, 2025
Villa di Piazzano - Small Luxury Hotel of the World
Localita Piazzano, C.P. 6 Cortona AR
$639 nightly
The price is $712 total per night from May 10 to May 11
$712 total
May 10 - May 11
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! (232 reviews)
This is an incredible oasis in the hills of Tuscany. The restaurant is terrific, the rooms are beautiful and the staff is exceptional
Reviewed on Apr 29, 2026
Monastero di Cortona Hotel & Spa
Via del Salvatore Cortona AR
Fully refundableReserve now, pay when you stay
$341 nightly
The price is $385 total per night from May 24 to May 25
$385 total
May 24 - May 25
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! (274 reviews)
Everything was perfect. Customer service was everything. The classic room itself is slightly small, but a lovely big bathroom, and we were hoping for a view but understandably that would be the deluxe room. We used the spa amenities and it was pretty good for the price - recommended after a day or ...
Reviewed on May 9, 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! (141 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! (81 reviews)
It is very quiet, close to town, nice grounds and pool. It had the nicest bedding and mattress that we had in our 3 week vacation. The downside is there are no coffee or tea making facilities in the rooms. No real drinking glasses, just plastic ones in plastic bags. Kind of expected better at this ...
Reviewed on Apr 21, 2026
Abbadia Sicille Relais
SP 14 Loc. Abbadia Sicille Trequanda SI
Book a stay at this business-friendly residence in Trequanda. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions San Giovanni d'Asso Station ...
8.8/10 Excellent! (173 reviews)
The room was really clean and as described. Unfortunately, the hotel restaurant was closed and that was not mentioned on the site. I learned about it the day before my arrival. Fortunately, the host had good restaurant suggestions. The hotel advertise a pool and a jacuzzi, they have both but the ...
Reviewed on Apr 16, 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.
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)
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.
Cantina del Redi
You can enjoy a tasting or tour at Cantina del Redi 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
$140
per adult
98% of travellers recommend
Montepulciano Wine Tasting in the Tuscan Countryside
$30
per adult
Montepulciano: Winery Tour and Tasting
$40
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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- 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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- Car rentals near Sant'Albino
- Lake Trasimeno
- Baths of San Filippo
- Piazza Grande
- Terme di Montepulciano Spa
- Pienza Cathedral
- Fortress of Montalcino
- Valdichiana Outlet Village
- San Giovanni Terme Rapolano
- Tenuta Greppo Franco Biondi Santi
- Fonteverde Terme
- Piscine Termali Theia
- Terme di Chianciano
- Terme Antica Querciolaia
- Dome of Montepulciano
- Crete Senesi
- Val di Chiana
- Villa Bramasole
- Palazzo Avignonesi
- Chapel of our Lady of Vitaleta
- Isola Maggiore
- Horti Leonini
- Piazza della Repubblica
- Abbazia di Sant'Antimo
- Consorzio del Vino Nobile di Montepulciano
- Magione Racetrack
- Monte Oliveto Maggiore Abbey
- Piazza Italia
- Terme Sant'Elena
- Palazzo Piccolomini
- Abbazia di San Salvatore
- Civic and Diocesan Museum of Sacred Art of Montalcino
