Find Romantic Hotels in Cortona Old Town

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Pick from 22 Cortona Old Town Romantic Hotels and compare room rates, reviews, and availability. Most hotels are fully refundable.

Sun-Soaked Private View Terrace in the Historical Centre of Cortona.
9.8 out of 10, Exceptional, (64)
"Property is perfect for the view and the loction"
Sun-Soaked Private View Terrace in the Historical Centre of Cortona.
Casale Dei Girasoli 14, Emma Villas
10.0 out of 10, Exceptional, (1)
Casale Dei Girasoli 14, Emma Villas
Casa Tarconte sleep 2/3, Cortona city center!
10.0 out of 10, Exceptional, (1)
"I absolutely loved Cortona after a few busy days in Pisa and Florence. The property was just like the pictures. Large, clean, pretty and had everything I needed for my stay. I would love to go back there and stay at the same place again. My booking contact was easy to reach and always available when I had questions."
Casa Tarconte sleep 2/3, Cortona city center!
Hotel San Michele
4.0 star property
9.0 out of 10, Wonderful, (259)
"We were both delighted and terrified about staying at this hotel! It was a great hotel in all aspects a traveler wanted. The room was great.The staff was great. The hotel itself was very interesting with some large common rooms which were perfect settings for your camera. The hotel was a couple steps from the main charming square where they shot the movie Under The Tuscan Sun. So it was in a perfect location, right? Not so fast! The perfect location was also on top of a very steep hill, and...
Hotel San Michele
I Mandorli 8, Emma Villas
I Mandorli 8, Emma Villas
La Torretta 10, Emma Villas
9.2 out of 10, Wonderful, (7)
"The villa itself was beautiful, clean, and wonderfully equipped. The view was a pleasure every day. Our property manager, Stephano, was helpful and responsive. The isolated location was actually not a problem as we had a car and the drive to Cortona was not onerous. A grocery store was also nearby. It was the perfect setting for a once-in-a-lifetime family experience."
La Torretta 10, Emma Villas
Le Volpaie 6+1, Emma Villas
10.0 out of 10, Exceptional, (7)
Le Volpaie 6+1, Emma Villas
Rent in Tuscany Cortona Deluxe
10.0 out of 10, Exceptional, (1)
"The apartment is gorgeous. The ceilings must be 14' high with lovely frescoes. The kitchen seemed fully equipped. It also has lots of windows that open to a beautiful view. Gloria was very helpful in getting transportation for us. "
Rent in Tuscany Cortona Deluxe
Villa Delle Sophore 16+4, Emma Villas
9.4 out of 10, Exceptional, (8)
"HomeAway stated Villa was located downtown in charming Cortona but 2 days before arriving the voucher and driving directions showed us that the Villa was located 23 min. by car to Cortona so goodbye dining out everyday day enjoying wine and hello cooking every meal for 14 people. The kitchens for a Villa for 14 people was hilarious, poor cutlery, no bowls, most of the kitchenware didn’t work and dishwasher and washing machine took 3 hours and was from ancient time. The Villa owner only spoke...
Villa Delle Sophore 16+4, Emma Villas
Villa Fabi 6+2, Emma Villas
8.0 out of 10, Very Good, (1)
"Qua uitzicht en locatie schitterend. De villa heeft wel een beetje doorgedreven onderhoud nodig om terug op niveau te komen waarvoor je betaald. Over het algemeen zijn we tevreden….."
Villa Fabi 6+2, Emma Villas
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.
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Frequently asked questions

Searching for romantic hotels in Cortona Old Town?
If you and your partner need some romantic time away, we’ve got just the thing. Couples enjoy Cortona Old Town for its historic landmarks. If you want to explore the sights and attractions with your partner, you might consider stopping by Giuseppe Garibaldi Memorial, Piazza della Repubblica, or Santa Margherita Basilica. Whether you’d like to lounge around in luxurious bedding or watch the sunset from your balcony, you’ll be sure to find your ideal accommodation in Cortona Old Town to make for the perfect couples’ getaway.
How many romantic hotels will we find in Cortona Old Town?
Expedia has 6 romantic Cortona Old Town hotels for you both to enjoy.
When is the best time to visit Cortona Old Town?
The hottest months are usually August and July with an average temperature of 71°F,
  • Coldest months: January, February, December, and March
  • Driest months: July, August, June, and April
  • Rainiest months: November, October, May, and September
What is there to do in Cortona Old Town?
There’s nothing better than wandering around a new place with your sweetheart, so consider checking out all that Cortona Old Town has to offer. If you’re hoping to see some of the area’s cultural attractions, you’ll enjoy Cortona Old Town for its historic landmarks. A visit to Giuseppe Garibaldi Memorial, Piazza della Repubblica, or Santa Margherita Basilica might be just the ticket when you’re checking out the sights.