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

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Check availability on Cortona Romantic Hotels

Tonight
16 Sep - 17 Sep
Tomorrow
17 Sep - 18 Sep
This weekend
18 Sep - 20 Sep
Next weekend
25 Sep - 27 Sep

Our top choices for Cortona romantic hotels

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

Cortona Shabby Chic House<br>(Independent & balcony)
Cortona Old Town
United States
Erin
AED 523
AED 612 total
includes taxes & fees
18 Sep - 19 Sep
Cortona Shabby Chic House<br>(Independent & balcony)

2. La Finestra sul Teatro

La Finestra sul Teatro
Cortona Old Town
United States
Michelle H.
AED 552
AED 840 total
includes taxes & fees
4 Oct - 5 Oct
La Finestra sul Teatro

3. Cortonas Rooftop Nest

Cortonas Rooftop Nest
Cortona Old Town
United States
Robin F.
AED 684
AED 794 total
includes taxes & fees
17 Sep - 18 Sep
Cortonas Rooftop Nest

4. Agriturismo Rocca di Pierle

Agriturismo Rocca di Pierle
Mercatale
AED 462
AED 814 total
includes taxes & fees
17 Sep - 18 Sep
Agriturismo Rocca di Pierle

5. Il Poggio dell'Eremita

Il Poggio dell'Eremita
Sinalunga
Canada
Paul Q.
AED 572
AED 665 total
includes taxes & fees
24 Sep - 25 Sep
Il Poggio dell'Eremita

6. Romantic farm in the Sienese hills

Romantic farm in the Sienese hills
Trequanda, Siena
United States
Harald B.
AED 458
AED 873 total
includes taxes & fees
25 Sep - 26 Sep
Romantic farm in the Sienese hills

7. Country House in the heart of Tuscany, near Terme, free Wifi

Country House in the heart of Tuscany, near Terme, free Wifi
Armaiolo
Italy
Manuel D.
AED 377
AED 415 total
includes taxes & fees
23 Sep - 24 Sep
Country House in the heart of Tuscany, near Terme, free Wifi

8. Boutique Apartment Eleganza

Boutique Apartment Eleganza
Chiusi Scalo
United States
Ryan W.
AED 309
AED 377 total
includes taxes & fees
20 Sep - 21 Sep
Boutique Apartment Eleganza

9. -2 / 3-seater garage with private garden, swimming pool, park and spa

-2 / 3-seater garage with private garden, swimming pool, park and spa
sansepolcro (arezzo)
Austria
Margit H.
AED 381
AED 657 total
includes taxes & fees
17 Sep - 18 Sep
-2 / 3-seater garage with private garden, swimming pool, park and spa

10. "Il Focolare" Superior Apartment in Monticchiello

"Il Focolare" Superior Apartment in Monticchiello
Monticchiello
Australia
Dan
AED 424
AED 517 total
includes taxes & fees
28 Sep - 29 Sep
"Il Focolare" Superior Apartment in Monticchiello
View all properties

Top Cortona Hotel Reviews

Relais Villa Baldelli

Relais Villa Baldelli

10/10 Excellent
"Beautiful setting, extremely friendly staff, good food. Would definitely stay here again!"
cole 2-night trip
Posted 3 days ago
Relais Villa Baldelli
Il Falconiere - Relais e Chateaux

Il Falconiere - Relais e Chateaux

10/10 Excellent
"Il Falconiere treats you as a true guest. Welcoming, courteous and professional were all staff members. Food truly excellent and with the Michelin star, you will enjoy a sumptuous meal, ample portions, amuse bouche at meal's start with a surprise dessert tray with little bites. All staff you interact with are well trained and genuinely friendly and still professional. Our room was in the origjnal residence and had a modern bathroom, lovely size bedroom, anti room with a second desk. In the salon, upon entering the suite, you will find "gifts" left for guests with seating if wishing to entertain. Our group, 4 persons, were very impressed with accommodations, meals and courteous staff. Of course, owner and chef, Silvia Baracchi, too was gracious coming to tables in the evening, welcoming guests and if passed anyone during day, always smiled a buon giorno to one and all. A delightful experience and wonderful to share with good friends."
Patricia 1-night trip
Posted 6 days ago
Il Falconiere - Relais e Chateaux
Hotel San Luca

Hotel San Luca

10/10 Excellent
"We stayed in room 62 with a private terrace. The view was something out of a fairy tale. Highly recommend!!!"
Nita 2-night trip
Posted 8 days ago
Hotel San Luca
Villa Borgo San Pietro

Villa Borgo San Pietro

10/10 Excellent
"Beautiful villa and beautiful location, close to Cortona with olive grove behind the hotel. Gorgeous pool was long enough to be able to swim lengths. Very large good breakfasts included in the price."
Olga 6-night trip
Posted 11 days ago
Villa Borgo San Pietro
Villa di Piazzano - Small Luxury Hotel of the World

Villa di Piazzano - Small Luxury Hotel of the World

10/10 Excellent
"Such a fantastic property, the most amazing food and great surroundings. Just a thoroughly lovely experience."
Rushab 3-night trip
Posted 13 days ago
Villa di Piazzano - Small Luxury Hotel of the World
Relais La Corte dei Papi

Relais La Corte dei Papi

10/10 Excellent
"Our visit was like being spoiled from the moment we arrived! The staff and even the owner were there to make sure we had everything we needed! Though our visit was in the off season, the only thing we didn't get to use was the pool as it was just too cold. The breakfast, though, was the best we have ever had while traveling! Highly recommend!!!"
Traci 4-night trip
Posted 9 months ago
Relais La Corte dei Papi

Frequently asked questions

Searching for romantic hotels in Cortona?
If you and your partner need a romantic escape, we've got just the thing. If you want to explore the area, you might head to Piazza della Repubblica, Villa Bramasole, or Val di Chiana. If you're interested in staying close to a certain attraction, you can sort properties by neighborhood and proximity to top sights, so you'll be able to see everything on your list.
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 14 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.