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Check availability on Cortona Romantic Hotels

Our top choices for Cortona romantic hotels

Local cuisine
Hotel Farneta

Hotel Farneta

Hotel Farneta
3.0 star property
Cortona
9.0 out of 10, Wonderful, (18)
"Scenic place to stay in the country - loved the sunset. Everything was great."
United States
Scott
The price is ￥15,797
￥17,834 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Hotel Farneta
Front of property - evening/night
Relais La Corte dei Papi

Relais La Corte dei Papi

Relais La Corte dei Papi
5.0 star property
Cortona
9.6 out of 10, Exceptional, (64)
"Beautiful with an amazing restaurant. "
United Kingdom
Frithjof
The price is ￥53,877
￥59,996 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Relais La Corte dei Papi
Outdoor dining
Cortona Resort Spa

Cortona Resort Spa

Cortona Resort Spa
Cortona
7.0 out of 10, Good, (2)
"Needs lotion in the guest rooms and towels. The staff was wonderful. So was the food. "
United States
Candice
The price is ￥29,202
￥32,672 total
includes taxes & fees
Dec 21 - Dec 22
Cortona Resort Spa
Interior
Cortona Shabby Chic House<br>(Independent & balcony)

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

Cortona Shabby Chic House<br>(Independent & balcony)
Cortona Old Town
10.0 out of 10, Exceptional, (3)
"Greatly enjoyed staying here. Beautiful place and beautiful town! Thank you!"
United States
Erin
The price is ￥17,286
￥21,128 total
includes taxes & fees
Dec 16 - Dec 17
Cortona Shabby Chic House<br>(Independent & balcony)
Property grounds
Cortonas Rooftop Nest

Cortonas Rooftop Nest

Cortonas Rooftop Nest
Cortona Old Town
10.0 out of 10, Exceptional, (11)
"Absolute gem of a property. Margherita is an excellent host as well!"
United States
Robin F.
The price is ￥26,176
￥30,383 total
includes taxes & fees
Dec 16 - Dec 17
Cortonas Rooftop Nest
3 bedrooms, iron/ironing board, internet, bed sheets
PALAZZO TOMMASI LUXURY B&B CORTONA AREZZO ITALY

PALAZZO TOMMASI LUXURY B&B CORTONA AREZZO ITALY

PALAZZO TOMMASI LUXURY B&B CORTONA AREZZO ITALY
Cortona Old Town
7.4 out of 10, Good, (3)
"Staying here gives one the feel of how royalty lived hundreds of years ago mixed with the updated decor of the bathrooms. Also, the breakfasts were delicious! Wonderful experience!"
United States
robert b.
The price is ￥124,385
￥141,762 total
includes taxes & fees
Dec 21 - Dec 22
PALAZZO TOMMASI LUXURY B&B CORTONA AREZZO ITALY
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

Stunning Private House: fantastic pool, beautiful views, A/C, Wi-Fi, and privacy
Cortona
10.0 out of 10, Exceptional, (27)
"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 ￥52,082
￥59,374 total
includes taxes & fees
Dec 31 - Jan 1, 2026
Stunning Private House: fantastic pool, beautiful views, A/C, Wi-Fi, and privacy
Suite | Down comforters, pillowtop beds, individually decorated
The Monteleone

The Monteleone

The Monteleone
Monteleone d'Orvieto
9.8 out of 10, Exceptional, (8)
"“Oasi di pace in Umbria. Camera ampia, moderna e pulitissima; letto comodissimo e bagno con doccia top. Colazione ricca, con opzioni dolci e salate. Comodo il parcheggio interno e l’accesso semplice con codice. La piscina all’aperto è perfetta per rilassarsi dopo le visite nei borghi vicini. Staff gentilissimo (un grazie speciale ad Anna in reception) e massima cura dei dettagli. Siamo stati benissimo e torneremo sicuramente. Consigliatissimo!”"
Italy
matteo
The price is ￥16,463
￥18,109 total
includes taxes & fees
Dec 18 - Dec 19
The Monteleone
View from room
Country Hotel Poggiomanente

Country Hotel Poggiomanente

Country Hotel Poggiomanente
Umbertide
9.0 out of 10, Wonderful, (32)
"Beautiful stay! We loved it."
Canada
Dylan
The price is ￥14,216
￥15,637 total
includes taxes & fees
Dec 19 - Dec 20
Country Hotel Poggiomanente
Reception
Relais Villa Grazianella - UNA Esperienze

Relais Villa Grazianella - UNA Esperienze

Relais Villa Grazianella - UNA Esperienze
Montepulciano
9.8 out of 10, Exceptional, (279)
"Great room and service"
United States
ALFREDO
The price is ￥22,988
￥26,019 total
includes taxes & fees
Dec 16 - Dec 17
Relais Villa Grazianella - UNA Esperienze
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

Il Falconiere - Relais e Chateaux

Il Falconiere - Relais e Chateaux

10/10 Excellent
"Excellent staff and experiences! We had a wonderful time."
Sam 3-night trip
Posted 2 weeks ago
Il Falconiere - Relais e Chateaux

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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, Giuseppe Garibaldi Memorial, or Villa Bramasole. 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?
PALAZZO TOMMASI LUXURY B&B CORTONA AREZZO ITALY is a favorite hotel that appeals to couples and features laundry facilities. Other good choices for your romantic getaway include Beautiful Tuscan farmhouse in the countryside with swimming pool and Rustic Farmhouse for 8+2 person with Private Swimming Pool.
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, Giuseppe Garibaldi Memorial, 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.