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

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Check availability on Cortona Romantic Hotels

Tonight
16 Oct - 17 Oct
Tomorrow
17 Oct - 18 Oct
This weekend
16 Oct - 18 Oct
Next weekend
23 Oct - 25 Oct

Our top choices for Cortona romantic hotels

A window with a view of a coastal town, featuring terraced rooftops and a distant sea.
A balcony with a clear view of a distant landscape, a stone building, and a glass of orange juice.
A building with a tiled roof and a bell tower.
A window view of a town at sunset with buildings and a clear sky.

1. Cortonas Rooftop Nest

Cortonas Rooftop Nest
Cortona Old Town
United States
Robin F.
AED 614
AED 713 total
includes taxes & fees
10 Nov - 11 Nov
Cortonas Rooftop Nest
A staircase with two lit lanterns on the wall.
A balcony with a potted plant and a metal railing.
A cozy living room with a mirrored wall, a sofa with a red heart pillow, a lamp, and a clock on the wall.
A dining area with a wooden table, chairs, and a mirror. There is a clock on the wall and a window with a view.

2. Cortona Shabby Chic House<br>(Independent & Balcony)

Cortona Shabby Chic House<br>(Independent & Balcony)
Cortona Old Town
United States
Erin
AED 507
AED 593 total
includes taxes & fees
19 Oct - 20 Oct
Cortona Shabby Chic House<br>(Independent & Balcony)
Pool
Interior
Exterior
Property grounds

3. Agriturismo Rocca di Pierle

Agriturismo Rocca di Pierle
Mercatale
AED 447
AED 788 total
includes taxes & fees
20 Oct - 21 Oct
Agriturismo Rocca di Pierle
A stone building with a balcony, surrounded by lush greenery and flowering plants.
A table set for dining with a view through an arched window, a wine bottle, and a vase with flowers.
An outdoor seating area with two wooden chairs and a potted plant with red flowers.
A stone house with a sloped roof, a wooden porch, and a garden with various plants and flowers.

4. Il Poggio dell'Eremita

Il Poggio dell'Eremita
Sinalunga
Canada
Paul Q.
AED 553
AED 644 total
includes taxes & fees
23 Oct - 24 Oct
Il Poggio dell'Eremita
A kitchen with a granite countertop, a hanging pendant light, and a brick archway.
A kitchen with a brick archway, two bar stools, a countertop, and a hanging light fixture.
A bedroom with a large bed, a wooden ceiling, a mirror, a bicycle, and a chair.
A stone building with a staircase leading to a door, surrounded by a hedge and a cobblestone ground.

5. "Il Focolare" Superior Apartment in Monticchiello

"Il Focolare" Superior Apartment in Monticchiello
Monticchiello
Australia
Dan
AED 412
AED 502 total
includes taxes & fees
19 Oct - 20 Oct
"Il Focolare" Superior Apartment in Monticchiello
A bedroom with a four-poster bed, a bench, a chandelier, and a window with curtains.
A room with a wooden dining table, a chair, a small cabinet, a mirror, and a wall-mounted light fixture.
A shower with a glass door, a wooden ceiling, and a tiled wall.
A vintage-style room with a wooden table, a chair with a patterned cushion, a lantern with flowers, and a window with curtains.

6. Dragoncello Suite with four-poster bed

Dragoncello Suite with four-poster bed
Montepulciano
United States
Cari R.
AED 616
AED 616 total
includes taxes & fees
28 Oct - 29 Oct
Dragoncello Suite with four-poster bed
A pool area with lounge chairs and a view of the mountains.
A living room with a sofa, a dining area with a table and chairs, a large mirror, and a painting on the wall.
A dining area with a table and chairs, a kitchen with a refrigerator, and a living area with a sofa and armchairs.
A stone building with a tiled roof, a grassy yard with a tree, and a playground with a slide.

7. B&B San Paterno Classic Retro Room: Double or Twin

B&B San Paterno Classic Retro Room: Double or Twin
Armaiolo
United States
Lori K.
AED 185
AED 336 total
includes taxes & fees
19 Oct - 20 Oct
B&B San Paterno Classic Retro Room: Double or Twin
A narrow stone pathway leading through an old stone building with arched doorways and potted plants.
A modern kitchen with grey cabinets, a central island, and a dining area with clear chairs.
A stone patio with a round table and chairs, surrounded by lush greenery and potted plants.
A modern kitchen with grey cabinets, a white countertop, and a window with red curtains.

8. Romantic farm in the Sienese hills

Romantic farm in the Sienese hills
Trequanda, Siena
United States
Harald B.
AED 443
AED 845 total
includes taxes & fees
28 Oct - 29 Oct
Romantic farm in the Sienese hills
A view through a glass door into a patio area with a white chair, a table, and a banner advertising a boutique hotel.
A bedroom with a bed, a desk, chairs, a TV, and a shelf with bottles.
An outdoor seating area with a hanging chair, a round table, and a patterned rug.
A modern living room with a dining area, a TV mounted on the wall, and a view of the outdoors through an open door.

9. Boutique Apartment Eleganza

Boutique Apartment Eleganza
Chiusi Scalo
United States
Ryan W.
AED 342
AED 418 total
includes taxes & fees
22 Oct - 23 Oct
Boutique Apartment Eleganza
A bedroom with a bed, a desk, a chair, a mirror, and a chandelier.
A bedroom with a bed, a desk with a lamp, a chair, and a poster on the wall.
A wooden chair with a blue cushion, a small table with two lanterns, and a wicker basket with plants.
A living room with a blue sofa, a wooden chair, a small table with a lantern, and a door leading to another room.

10. Elegant juniper suite with possibility of third bed

Elegant juniper suite with possibility of third bed
Montepulciano
United States
Dean B.
AED 657
AED 657 total
includes taxes & fees
28 Oct - 29 Oct
Elegant juniper suite with possibility of third bed
View all properties

Top Cortona Hotel Reviews

Relais Villa Baldelli

Relais Villa Baldelli

10/10 Excellent
"Beautiful property and amazing service!"
Michael 7-night trip
Posted 22 hours ago
Relais Villa Baldelli
Hotel San Luca

Hotel San Luca

8/10 Good
"Well located"
Frances 1-night trip
Posted 2 days ago
Hotel San Luca
Hotel San Michele

Hotel San Michele

10/10 Excellent
"Perfect location. Very friendly staff and spacious rooms. Right in the heart of Cortona!"
Asha 1-night trip
Posted 5 days ago
Hotel San Michele
Villa di Piazzano - Small Luxury Hotel of the World

Villa di Piazzano - Small Luxury Hotel of the World

10/10 Excellent
"Stunning property; a real representation of Tuscany with the long driveway of tall trees; staff was amazing; food was excellent; gardens, picturesque! We would highly recommend! Overall amazing !!!"
lynda 3-night trip
Posted 11 days ago
Villa di Piazzano - Small Luxury Hotel of the World
Villa Borgo San Pietro

Villa Borgo San Pietro

10/10 Excellent
"Well done"
PIETRO 7-night trip
Posted 3 weeks ago
Villa Borgo San Pietro

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.