Ossaia
Travel Guide
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Precise Tale Poggio Alla Sala
Via Poggio alla Sala 10, Montepulciano, SI
$490 nightly
The price is $546 total per night from Aug 9 to Aug 10
$546 total
Aug 9 - Aug 10
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! (100 reviews)
"beautiful property. Emanates "tuscany" amid garden and vineyards. Great villa with excellent and well chosen art. Very comfortable and quiet. Nice amenities. Would stay here again. Much appreciated it for its character and charm and of course service."
Reviewed on Jul 7, 2025
Villa di Piazzano - Small Luxury Hotel of the World
Localita Piazzano, C.P. 6, Cortona, AR
$581 nightly
The price is $649 total per night from Aug 16 to Aug 17
$649 total
Aug 16 - Aug 17
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! (214 reviews)
"Would definitely come back! The Italian garden at the property is beautiful."
Reviewed on Jul 9, 2025
Nuovo Etruria Resort
Via di S. Martino snc, Montepulciano, SI
$137 nightly
The price is $155 total per night from Jul 23 to Jul 24
$155 total
Jul 23 - Jul 24
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! (20 reviews)
"Near town, not walkable to town"
Reviewed on Jul 14, 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.
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
Residenza Fabroni
Via di Gracciano nel Corso, 12, Montepulciano, SI
Book a stay at this historic residence in Montepulciano. Enjoy free WiFi, an attached winery, and a rooftop terrace. Popular attractions Torre di Pulcinella ...
8.8/10 Excellent! (86 reviews)
"Just awesome"
Reviewed on Jul 6, 2025
Farmhouse in the hills with panoramic view and swimming pool
Ristonchia
Book a stay at this family-friendly vacation home in Castiglion Fiorentino. Enjoy private pools, a garden, and laundry facilities. Popular attractions Tennis ...
9.4/10 Exceptional! (66 reviews)
Family vacation
"Was wonderful and beautiful."
Reviewed on Nov 30, 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 della Repubblica
5/5(4 reviews)
Find out about the history of Cortona with a stop at Piazza della Repubblica. Make time to visit the cathedral and monuments while you're in the area.
Villa Bramasole
You can learn about the history of Cortona with a trip to Villa Bramasole. You can enjoy the wineries while in the area.
Cortona Cathedral
Find out about the history of Cortona with a stop at Cortona Cathedral. Make time to visit the cathedral and monuments while you're in the area.
Eremo Le Celle
Learn about the local history of Cortona when you spend time at Eremo Le Celle. You can enjoy the wineries while in the area.
Santa Maria delle Grazie
Find out about the history of Cortona with a stop at Santa Maria delle Grazie. Make time to visit the cathedral and monuments while you're in the area.
Signorelli Theatre
You can make plans for a show at Signorelli Theatre during your stay in Cortona. Discover the area's countryside and monuments.
Things to do
Amazing four courses cooking class in Tuscany
$311
per adult
From Rome: Bagnoregio & Orvieto Day Trip with Tuscany Wine Tasting & Lunch
$114
per adult
100% of travellers recommend
Montepulciano: Wine Tour and tasting
$61
per adult
100% of travellers recommend
Montepulciano: Tuscan Winery Tour with Wine Tasting & Meal
$116
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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- Lake Trasimeno
- Valdichiana Outlet Village
- Arezzo Equestrian Centre
- Piazza Grande
- Piazza Grande
- Terme di Chianciano
- Terme di Montepulciano Spa
- Piscine Termali Theia
- Tiber River
- Dome of Montepulciano
- Val di Chiana
- Antognolla Golf
- Centro Chirurgico Toscano
- San Donato Hospital
- Piazza Italia
- Cathedral of Saints Peter and Donato
- Villa Bramasole
- Isola Maggiore
- Palazzo Avignonesi
- Palazzo Ricci
- Piazza Guido Monaco
- Piazza della Repubblica
- La Foce
- Basilica of San Francesco
- Cantina Contucci
- Cantina del Redi
- Civitella Ranieri Castle
- Tavernelle Aquatic Park
- Cortona Cathedral
- Historic Town Montone
- Church of Santa Maria della Pieve