Name: Monastero di Cortona Hotel & Spa
Price range: CA $513
Rating: 10

Precise Tale Poggio Alla Sala

Via Poggio alla Sala 10 Montepulciano SI

CA $882

CA $980 total

Jul 2 - Jul 3

includes taxes & fees

Book a stay at this luxury hotel in Montepulciano. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the helpful staff in our reviews. ...

9.6/10 Exceptional! (147 reviews)

"It’s a beautiful property, but be aware that it is secluded and that the restaurant menu is quite limited and after a couple of days, we were happy to go elsewhere. The waiting staff was attentive and nice, front desk not as much (maybe the la guard barrier?)"

Reviewed on Jun 19, 2026

Villa di Piazzano - Small Luxury Hotel of the World

Localita Piazzano, C.P. 6 Cortona AR

CA $973

CA $1,084 total

Jul 10 - Jul 11

includes taxes & 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! (237 reviews)

"The Villa is not only one of the most beautiful places on earth but also comfortable warm and inviting. The accommodations are gorgeous and the food is magnificent! The staff is a dream~ so kind and personable. I highly recommend as it will be a trip of a lifetime !!!!"

Reviewed on Jun 9, 2026

Monastero di Cortona Hotel & Spa

Via del Salvatore Cortona AR

CA $513

CA $577 total

Jul 9 - Jul 10

includes taxes & 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! (289 reviews)

"This was my favorite place we stayed in Italy. The property is immaculate and convenient to the city square. The staff were all so kind, professional, and personable. We loved the spa, the beautiful pool, the views, the cocktail bar on site. We will be back."

Reviewed on Jun 20, 2026

See all 5,843 properties in Citta della Pieve

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.

PRIVATE LUXURY VILLA WITH HEATED SWIMMING POOL AND JACUZZI

Città della Pieve PG

Book a stay at this family-friendly villa in Citta della Pieve. Enjoy free WiFi, private pools, and a garden. Popular attractions Santa Maria dei Bianchi Oratory ...

10/10 Exceptional! (75 reviews)

"Loved the Vrbo, loved walking to town and enjoying its shops, cafes, restaurants and bars...so quaint! The home is great too - we enjoyed the pool and eating dinners outside with the family...and it was a great location to explore Tuscany! Thank you!"

Reviewed on Sep 7, 2025

Villa Baiocco Umbrian Farmhouse Private Heated Pool Walking distance to town

Città della Pieve PG

Stay at this villa in Citta della Pieve. Enjoy free WiFi, private pools, and a garden. Our guests praise the property condition in our reviews. Popular attractions ...

10/10 Exceptional! (205 reviews)

"Our stay in the villa was magical. The gardens, porches, patios, pool, hot tub and the views captivated all who visited. Alice, Natasha and all the staff and providers were professional and eager to please. Our walks to the lovely hamlet of Citta della Pieve proved to be all we hoped for-a bit to ..."

Reviewed on Jun 8, 2026

Farmhouse, private garden and fenced swimming pool on Tuscany-Umbria border

Città della Pieve Umbria

Stay at this vacation home in Citta della Pieve. Enjoy free WiFi, private pools, and a garden. Popular attractions Fontesecca and Santa Maria dei Bianchi Oratory ...

10/10 Exceptional! (55 reviews)

"This house was wonderful for my family of 8. Could comfortably hold many more. The location is in the country so we heard Chickens all day! Europe is in the middle of an unprecedented heat wave and with the marvelous pool, we stayed comfortable. Perhaps the best thing about this stay was the hostess ..."

Reviewed on Jun 23, 2026

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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.

Stay near popular Citta della Pieve attractions

Fontesecca

<p>Enjoy exquisite wine tastings at Fontesecca Winery, complemented by romantic ambiance and live entertainment, perfect for a memorable culinary experience in beautiful surroundings.</p>

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