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

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Check availability on Cortona Romantic Hotels

Next weekend
7 Aug - 9 Aug
In two weeks
14 Aug - 16 Aug

Our top choices for Cortona romantic hotels

Interior

1. La Finestra sul Teatro

La Finestra sul Teatro
Cortona Old Town
9.8 out of 10, Exceptional, (38 reviews)
"This was perfectly clean. The host was perfect."
United States
Michelle H.
The price is AED 553
AED 840 total
includes taxes & fees
3 Aug - 4 Aug
La Finestra sul Teatro
Property grounds

2. 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 606
AED 703 total
includes taxes & fees
3 Aug - 4 Aug
Cortonas Rooftop Nest
Interior

3. 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 523
AED 612 total
includes taxes & fees
3 Aug - 4 Aug
Cortona Shabby Chic House<br>(Independent & balcony)
Exterior

4. 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 2,127
AED 2,429 total
includes taxes & fees
12 Aug - 13 Aug
Stunning Private House: fantastic pool, beautiful views, A/C, Wi-Fi, and privacy
Outdoor pool

5. Agriturismo Rocca di Pierle

Agriturismo Rocca di Pierle
Mercatale
The price is AED 462
AED 809 total
includes taxes & fees
2 Aug - 3 Aug
Agriturismo Rocca di Pierle
Exterior

6. 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 381
AED 580 total
includes taxes & fees
1 Sep - 2 Sep
SUITE WINE - Relax & Design in the Heart of the Valdorcia
Interior

7. 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 357
AED 436 total
includes taxes & fees
2 Aug - 3 Aug
Boutique Apartment Eleganza
2 bedrooms, desk, iron/ironing board, travel crib

8. 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 377
AED 470 total
includes taxes & fees
2 Aug - 3 Aug
The house in the village - Angelica apartment - Vald'Orcia
Exterior

9. FARMH. PODERE CUNINA 25 KM SUD SIENA DI FRONTE AL MONTALCINO PRENDENDO CUCINE DI CUCINA

FARMH. PODERE CUNINA 25 KM SUD SIENA DI FRONTE AL MONTALCINO PRENDENDO CUCINE DI CUCINA
Buonconvento
10.0 out of 10, Exceptional, (37 reviews)
"This place is amazing! The hosts are so sweet and accommodated our crazy schedule with missing trains/traffic and checking in later. Such a gem of a place. The property is amazing"
United States
Hannah S.
The price is AED 741
AED 1,279 total
includes taxes & fees
4 Aug - 5 Aug
FARMH. PODERE CUNINA 25 KM SUD SIENA DI FRONTE AL MONTALCINO PRENDENDO CUCINE DI CUCINA
1 bedroom, desk, iron/ironing board, WiFi (free)

10. Dragoncello Suite with four-poster bed

Dragoncello Suite with four-poster bed
Montepulciano
10.0 out of 10, Exceptional, (4 reviews)
"The stay at the Dragoncello Suite was a great experience. Francesca is great with communication and made the stay easy, from check in to check out. The location in Montepulciano is fantastic - I found it to be fairly central to everything we did."
United States
Cari R.
The price is AED 635
AED 635 total
includes taxes & fees
4 Aug - 5 Aug
Dragoncello Suite with four-poster bed
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 Luca

Hotel San Luca

10/10 Excellent
"Wonderful place to stay in Cortona Great breakfast"
Brian 1-night trip
Posted 9 days ago
Hotel San Luca

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, Villa Bramasole, or Val di Chiana 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 13 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 13 romantic Cortona hotels for you both to enjoy.
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, Villa Bramasole, or Val di Chiana.
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.