A hillside town with historic buildings, a church, and vineyards.

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Check availability on Cortona Romantic Hotels

Our top choices for Cortona romantic hotels

Interior

La Finestra sul Teatro

La Finestra sul Teatro
Cortona Old Town
9.8 out of 10, Exceptional, (37 reviews)
"This was perfectly clean. The host was perfect."
United States
Michelle H.
The price is AED 548
AED 830 total
includes taxes & fees
21 Jul - 22 Jul
La Finestra sul Teatro
Interior

Cortona Shabby Chic House<br>(Independent & balcony)

Cortona Shabby Chic House<br>(Independent & balcony)
Cortona Old Town
10.0 out of 10, Exceptional, (3 reviews)
"Greatly enjoyed staying here. Beautiful place and beautiful town! Thank you!"
United States
Erin
The price is AED 519
AED 607 total
includes taxes & fees
27 Jul - 28 Jul
Cortona Shabby Chic House<br>(Independent & balcony)
Property grounds

Cortonas Rooftop Nest

Cortonas Rooftop Nest
Cortona Old Town
10.0 out of 10, Exceptional, (12 reviews)
"Absolute gem of a property. Margherita is an excellent host as well!"
United States
Robin F.
The price is AED 601
AED 698 total
includes taxes & fees
28 Jul - 29 Jul
Cortonas Rooftop Nest
Exterior

Stunning Private House: fantastic pool, beautiful views, A/C, Wi-Fi, and privacy

Stunning Private House: fantastic pool, beautiful views, A/C, Wi-Fi, and privacy
Cortona
10.0 out of 10, Exceptional, (28 reviews)
"Great location with gorgeous views over the Chiana hills, and nearby restaurants. We enjoyed discovering Cortona and several hill towns in the ares"
United States
Patricia H.
The price is AED 2,125
AED 2,431 total
includes taxes & fees
11 Aug - 12 Aug
Stunning Private House: fantastic pool, beautiful views, A/C, Wi-Fi, and privacy
Outdoor pool

Agriturismo Rocca di Pierle

Agriturismo Rocca di Pierle
Mercatale
The price is AED 458
AED 803 total
includes taxes & fees
25 Jul - 26 Jul
Agriturismo Rocca di Pierle
Property grounds

Splendid farmhouse in Val d'Orcia with private swimming pool and sauna

Splendid farmhouse in Val d'Orcia with private swimming pool and sauna
Radicofani
10.0 out of 10, Exceptional, (12 reviews)
"We enjoyed a relaxing time at you house. Close to a lot of nearby activities. "
United States
Michael B.
The price is AED 4,202
AED 5,298 total
includes taxes & fees
15 Aug - 16 Aug
Splendid farmhouse in Val d'Orcia with private swimming pool and sauna
Terrace/patio

Wp Relais Villa Vignalunga

Wp Relais Villa Vignalunga
CASTIGLIONE D'ORCIA (SI)
10.0 out of 10, Exceptional, (54 reviews)
"We loved our stay. The Villa was gorgeous and Gaia was very responsive to any questions we had."
United States
Teresa P.
The price is AED 4,727
AED 5,403 total
includes taxes & fees
24 Jul - 25 Jul
Wp Relais Villa Vignalunga
Exterior

SUITE WINE - Relax & Design in the Heart of the Valdorcia

SUITE WINE - Relax & Design in the Heart of the Valdorcia
San Quirico d'Orcia
10.0 out of 10, Exceptional, (12 reviews)
"Beautiful, clean, comfortable apartment in a great location."
United Kingdom
priscilla e.
The price is AED 340
AED 538 total
includes taxes & fees
21 Jul - 22 Jul
SUITE WINE - Relax & Design in the Heart of the Valdorcia
Interior

Boutique Apartment Eleganza

Boutique Apartment Eleganza
Chiusi Scalo
9.6 out of 10, Exceptional, (5 reviews)
"Amazing apartment!So close to the train!"
United States
Ryan W.
The price is AED 326
AED 398 total
includes taxes & fees
21 Jul - 22 Jul
Boutique Apartment Eleganza
2 bedrooms, desk, iron/ironing board, travel crib

The house in the village - Angelica apartment - Vald'Orcia

The house in the village - Angelica apartment - Vald'Orcia
Monticchiello
10.0 out of 10, Exceptional, (12 reviews)
"Marco was great to work with, was easily available for any of our questions and the stay was wonderful. The apartment is in a great location and had all we needed for our stay."
United States
Melissa B.
The price is AED 416
AED 508 total
includes taxes & fees
2 Aug - 3 Aug
The house in the village - Angelica apartment - Vald'Orcia
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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Top Cortona Hotel Reviews

Hotel San Michele

Hotel San Michele

10/10 Excellent
"The hotel is beautiful and located in the center of the town. The staff was extremely helpful and went out of their way to make us feel comfortable. Looking forward to staying there again!"
Erika 1-night trip
Posted 7 hours ago
Hotel San Michele

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Frequently asked questions

Searching for romantic hotels in Cortona?
If you and your partner need some romantic time away, we'd like to help you plan for it. While you're in Cortona, you'll find plenty to see and do. During your trip, you might head to Piazza della Repubblica, Santa Maria Nuova, or Villa Bramasole to get in some quality time exploring the sights with your significant other. Whether you'd like to soak in a hot tub or lounge around in luxurious bedding, you can pick from 18 hotels and other accommodations in Cortona to make for the perfect getaway.
What's the best place to stay for a romantic vacation to Cortona?
Beautiful Tuscan farmhouse in the countryside with swimming pool is a favorite country house for couples, and features private pools and a garden. Other good choices for your romantic getaway include Rustic Farmhouse for 8+2 person with Private Swimming Pool and Traditional Tuscan manor in the countryside with private pool, BBQ, pizza oven.
How many romantic hotels should we expect to find in Cortona?
Expedia has 18 romantic Cortona hotels for you to get cozy in.
When is the best time of year for a romantic getaway to Cortona?
If you're hoping to get lost in the rain on your romantic getaway, check out these details about year-round temperatures in Cortona: The hottest months are usually August and July with an average temp of 71°F, while the coldest months are January and February with an average of 42°F. Average annual precipitation for Cortona is 35 inches.
What is there to do in Cortona?
There's nothing better than wandering around a new place with your sweetheart, so consider checking out all that Cortona has to offer. If you want to spend a day exploring, you might consider a stop at Piazza della Repubblica, Santa Maria Nuova, or Villa Bramasole.
What's the best way to get to Cortona and around town during my romantic getaway?
This information about transportation options in Cortona might help your romantic trip get off to a smooth start: If you're looking to fly to Cortona, the closest major airport is Sant Egidio Airport (PEG), located 28.9 mi (46.4 km) from the city center. To see more of the surrounding area, hop aboard a train at Camucia-Cortona Station or Terontola-Cortona Station.