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Hotel Relais II Chiostro di Pienza
Corso Rossellino 26, Pienza, SI
$110 nightly
The price is $128 total per night from Aug 7 to Aug 8
$128 total
Aug 7 - Aug 8
Total includes taxes and fees
Stay at this 4-star hotel in Pienza. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions ...
8.6/10 Excellent! (577 reviews)
"Loved this hotel - great location. Really quiet despite such a central location. Yes rooms are not super modern but they reflect the history of the building. Great pool and breakfast on the terrace."
Reviewed on Jul 31, 2025

Monastero di Cortona Hotel & Spa
Via del Salvatore, Cortona, AR
$290 nightly
The price is $328 total per night from Aug 17 to Aug 18
$328 total
Aug 17 - Aug 18
Total includes taxes and fees
Stay at this 5-star luxury hotel in Cortona. Enjoy free breakfast, free WiFi, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular ...
9.8/10 Exceptional! (225 reviews)
"Gorgeous hotel, very helpful and friendly staff, stunning pool and spa. Loved everything about this hotel! Just know that it’s an uphill walk to get there from the town center."
Reviewed on Jul 22, 2025

Nuovo Etruria Resort
Via di S. Martino snc, Montepulciano, SI
$105 nightly
The price is $121 total per night from Sep 1 to Sep 2
$121 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! (29 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! (63 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

Hotel San Gregorio
Via Della Madonnina 4, Pienza, SI
Stay at this 3-star business-friendly residence in Pienza. Enjoy free WiFi, an outdoor pool, and room service. Popular attractions RI Crea RE and Enoteca Di ...
9.2/10 Wonderful! (122 reviews)
"Cozy and welcoming hotel in a perfect location near Pienza’s historic center. I could only stay one night out of three due to personal reasons, but I’ll definitely come back on my next visit"
Reviewed on Aug 3, 2025

Il Casale Di Manuele 12, Emma Villas
Montepulciano
Stay at this villa in Montepulciano. Enjoy free WiFi, private pools, and a garden. Popular attractions Tenuta Valdipiatta and Church of St. Agnes are located ...
10/10 Exceptional! (2 reviews)
Tuscany with Freinds
"We loved this home - everything was perfect and it was easy to find and enjoy. I highly recommend the next time you are wanting to stay in Tuscany!"
Reviewed on Jun 16, 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
The Saints Peter and Andrew Church
You can learn about the history of Trequanda with a stop at The Saints Peter and Andrew Church. Discover the area's countryside and spas.
Things to do

Montalcino: Guided Winery Tour and Wine Tasting
$53
per adult

Montepulciano Wine Tasting in the Tuscan Countryside
$29
per adult

Small-Group Brunello di Montalcino Wine-Tasting Trip from Siena
$211
per adult
100% of travellers recommend

Seggiano: Guided Tour of the Olive Grove and Food Tasting
$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
Explore a world of travel with Expedia
Explore a world of travel with Expedia
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- Visit Petroio
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- Bosco della Ragnaia
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- Pieve di Corsignano
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- Lake Trasimeno
- Monte Amiata
- Castello Banfi
- Valdichiana Outlet Village
- Piazza Grande
- Pienza Cathedral
- Terme di Chianciano
- San Giovanni Terme Rapolano
- Piscine Termali Theia
- Baths of San Filippo
- Terme di Montepulciano Spa
- Tenuta Greppo Franco Biondi Santi
- Terme Antica Querciolaia
- Val di Chiana
- Dome of Montepulciano
- Fortress of Montalcino
- Piazza Italia
- Crete Senesi
- Terme Petriolo
- Castiglion del Bosco Winery
- Palazzo Avignonesi
- Palazzo Ricci
- Chapel of our Lady of Vitaleta
- Monte Oliveto Maggiore Abbey
- Siena Circuit
- La Foce
- Piazza della Repubblica
- Villa a Sesta Polo Club
- Abbazia di Sant'Antimo
- Palazzo Piccolomini
- Cantina del Redi
- Cantina Contucci