Guazzino
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Relais Villa Grazianella - UNA Esperienze
Via Grazianella 5 Montepulciano SI
$194 nightly
The price is $218 total per night from Mar 15 to Mar 16
$218 total
Mar 15 - Mar 16
Total with taxes and fees
Book a stay at this luxury country house in Montepulciano. Enjoy free WiFi, free parking, and an attached winery. Our guests praise the helpful staff in our ...
9.8/10 Exceptional! (279 reviews)
Everything was perfect. Warm welcome, comfortable and spacious rooms, great breakfast. The staff was very kind and friendly. I also recommend the wine tasting experience. Highly recommended!
Reviewed on Dec 5, 2025

Villa di Piazzano - Small Luxury Hotel of the World
Localita Piazzano, C.P. 6 Cortona AR
$685 nightly
The price is $763 total per night from Apr 6 to Apr 7
$763 total
Apr 6 - Apr 7
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! (228 reviews)
Room was wonderful, bathroom spacious and well appointed. Staff amazing and so friendly
Reviewed on Nov 6, 2025

Monastero di Cortona Hotel & Spa
Via del Salvatore Cortona AR
$284 nightly
The price is $317 total per night from Mar 22 to Mar 23
$317 total
Mar 22 - Mar 23
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 ...
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! (134 reviews)
Super convenient location steps to the historic center. Possibly the only hotel with its own dedicated secure / covered parking. Well decorated and breakfast was great!
Reviewed on Oct 25, 2025

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 ...

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 Monastery of Sant'Anna ...
8.8/10 Excellent! (168 reviews)
Room was beyond expectations. Helpful staff and overall great experience.
Reviewed on Dec 7, 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
Golf Club Valdichiana
Enjoy a round of golf in Sinalunga at Golf Club Valdichiana. While you're here, you can savor the wineries.
Things to do

From Rome: Bagnoregio & Orvieto Day Trip with Tuscany Wine Tasting & Lunch
$105
per adult
100% of travellers recommend

Montepulciano Wine Tasting in the Tuscan Countryside
$29
per adult

Oil museum and oil mill in Tuscany: tour and tasting
$24
per adult
- Lake Trasimeno
- Arezzo Equestrian Centre
- Piazza Grande
- Pienza Cathedral
- Terme di Chianciano
- Piazza Grande
- San Giovanni Terme Rapolano
- Tenuta Greppo Franco Biondi Santi
- Val di Chiana
- Piscine Termali Theia
- Cathedral of Saints Peter and Donato
- Terme di Montepulciano Spa
- San Donato Hospital
- Terme Antica Querciolaia
- Valdichiana Outlet Village
- Fortress of Montalcino
- Dome of Montepulciano
- Villa Bramasole
- Chapel of our Lady of Vitaleta
- Piazza Guido Monaco
- Palazzo Avignonesi
- Villa a Sesta Polo Club
- Crete Senesi
- Monte Oliveto Maggiore Abbey
- Horti Leonini
- Piazza Pio II
- Isola Maggiore
- Siena Circuit
- Cortona Cathedral
- Cantina Contucci
- Basilica of San Francesco




