Cortona Holiday Rentals, Tuscany: Private House Rentals

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

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Go beyond your typical stay in Cortona

Pet friendly

Pool

Apartment

Villa

Spa

Hot tub

Farm

Family friendly

Waterpark

Condo

Apart hotel

Check prices for these dates

Tonight

Tomorrow

This weekend

Next weekend

Our top choices for Cortona hotels

A terrace with sun loungers, stone walls, and potted plants.

A spacious lobby with a high ceiling, a grand chandelier, and a staircase leading to an upper level.

A narrow hallway with a stone wall and a clock.

A historic town with traditional architecture, a central courtyard with a swimming pool, and a view of distant mountains.

1. Monastero di Cortona Hotel & Spa

Cortona Old Town

MICHELLE

6.976.529 ₫

7.790.367 ₫ total

includes taxes & fees

1 Nov - 2 Nov

A view of a historic building with a green dome through a window, with candles and rolled towels on the windowsill.

A bedroom with a stone wall, a bed with a headboard, a desk with a computer, a chair, a window with a view, and a ceiling with exposed beams.

A historic stone building with a sign reading "Hotel Italia."

A restaurant with outdoor seating overlooking a historic town and the sea.

2. Hotel Italia

Cortona Old Town

Fernando

2.935.027 ₫

3.301.146 ₫ total

includes taxes & fees

22 Nov - 23 Nov

A dining area with a table and chairs, large windows with curtains, and a view of a landscape.

A balcony with two lounge chairs, a small table with a drink, and a scenic view.

A reception area with a wooden console table, two wall clocks, and a staircase leading to an upper level.

A window view of a town with buildings, trees, and parked cars.

3. Hotel San Luca

Cortona Old Town

Frances

2.242.895 ₫

2.699.558 ₫ total

includes taxes & fees

25 Oct - 26 Oct

A couple in a hot tub with a cityscape view through large windows.

A bathroom with a bathtub, a table with a vase of flowers, and a view of the countryside through a window.

A hotel entrance with an arched doorway, a sign with the name 'Albergo I Michele', and a potted plant to the right.

A balcony with terracotta pots of flowers, a view of a rural landscape, and a stone building with a tiled roof.

4. Hotel San Michele

Cortona Old Town

Asha

3.116.903 ₫

3.544.780 ₫ total

includes taxes & fees

2 Nov - 3 Nov

A building with a stone pathway leading to an arched entrance, flanked by potted plants and lit by ground lights.

A table set for a tea service with a tiered tray of pastries, a teapot, and various cups and saucers.

A spacious living room with a yellow sofa, a wooden coffee table, and a floral rug. There are two armchairs and a dining table with chairs. The room has a large window with curtains, a mirror, and wall-mounted lights.

A hotel room with a fireplace, two armchairs, a bed, and a dresser.

5. Hotel Villa Marsili

Cortona Old Town

fares

5.988.882 ₫

6.703.956 ₫ total

includes taxes & fees

2 Nov - 3 Nov

A grey sofa set with a small round table and a wicker basket.

A buffet with various food items, a vase of flowers, and a mirror reflecting the room.

An outdoor dining area with tables set for a meal, surrounded by greenery and trees.

A swimming pool with lounge chairs and umbrellas, surrounded by greenery and a stone building in the background.

6. Villa di Piazzano - Small Luxury Hotel of the World

Cortona

lynda

17.659.014 ₫

19.657.288 ₫ total

includes taxes & fees

23 Oct - 24 Oct

A building with multiple floors, a staircase leading to the entrance, and a small garden area with a palm tree and bushes.

A balcony with potted plants and a view of the sea.

A multi-story building with a rooftop terrace featuring outdoor seating and umbrellas.

A buffet table with various food items, including cookies, pastries, and dairy products, with labels indicating gluten-free options.

7. Villa Santa Margherita

Cortona Old Town

George F

2.780.552 ₫

3.639.540 ₫ total

includes taxes & fees

31 Oct - 1 Nov

A gazebo with a glass enclosure, surrounded by potted plants and wicker furniture, overlooking a scenic landscape.

A person standing at the entrance of a building with a stone staircase leading up to a door.

A spacious, well-lit restaurant with large windows, wooden tables, and potted plants.

A stone building with a red awning, potted plants, and a staircase leading to the entrance.

8. Il Falconiere - Relais e Chateaux

Cortona

Qingwen

9.518.044 ₫

10.586.035 ₫ total

includes taxes & fees

15 Nov - 16 Nov

A courtyard with stone buildings, a gravel path, and potted plants.

A bedroom with a wooden headboard, two beds with pink and white bedding, a bedside table with a lamp, a small table with a bottle and glasses, and a window with a view of buildings.

A wooden staircase with a handrail on both sides, leading to an upper floor.

A view through a window of a courtyard with a stone building, a clock tower, and a garden with a geometric flower bed.

9. B&B San Francesco

Cortona Old Town

Esther

2.091.355 ₫

2.852.376 ₫ total

includes taxes & fees

25 Oct - 26 Oct

A person in a white robe standing by a window with a view of mountains.

A couple dining at a table with a scenic view of mountains and a lake.

A bedside table with a vase of flowers, a book, and a drawer.

A poolside area with lounge chairs and umbrellas, overlooking a scenic landscape.

10. Locanda agli Amici

Cortona

David

2.527.620 ₫

3.012.755 ₫ total

includes taxes & fees

23 Oct - 24 Oct

A stone-arched entrance to a building with a glass door, potted flowers, and wall-mounted lights.

A bathroom with a large bathtub, wooden vanity, and decorative lotus-shaped soap dishes.

A couple sitting by a fireplace in a cozy room.

A narrow courtyard with a table set for two, surrounded by potted plants and a red tablecloth.

11. LA CORTE DI AMBRA

Cortona Old Town

Sandro

5.347.335 ₫

5.940.161 ₫ total

includes taxes & fees

9 Nov - 10 Nov

An upper floor view of a courtyard with stone walls, arched doorways, and seating areas with potted plants.

A bedroom with a bed, two bedside tables, a nightstand, a door with a sign, and a wall-mounted light fixture.

A breakfast buffet with various food items and beverages.

A bathroom with a bathtub, a window with a view, and rose petals scattered around.

12. B&B Piccolo Hotel

Cortona Old Town

mansoor

3.678.884 ₫

4.104.865 ₫ total

includes taxes & fees

2 Nov - 3 Nov

A grand banquet hall with ornate ceiling, long tables set for a formal event, and elaborate floral centerpieces.

A large pool with a curved edge, surrounded by a courtyard with a building featuring arched windows and columns.

A modern bathroom with a large freestanding bathtub, a glass shower enclosure, and ornate mirrors.

A long banquet table with gold candelabras, white flowers, and gold tableware.

13. Relais La Corte dei Papi

Cortona

Frithjof

8.353.779 ₫

9.305.343 ₫ total

includes taxes & fees

18 Nov - 19 Nov

Two people seated at a round table outdoors, with a candle and food on the table, and a large tree in the background.

A bedroom with a bed, a chair, a table with a candle, and a wardrobe.

A spacious hallway with wooden flooring, a wooden cabinet with a mirror, and two candle lanterns.

A two-story building with a stone staircase leading to a door, a scooter parked in front, and a garden with potted plants.

14. Cortona Resort Spa

Cortona

Candice

4.143.302 ₫

4.601.202 ₫ total

includes taxes & fees

15 Nov - 16 Nov

A terraced garden with a stone staircase, outdoor seating, and a red statue.

A spiral staircase with a white railing, a decorative lamp, and a large golden statue in a room with wooden flooring and striped wallpaper.

A breakfast table with pastries, a pitcher of red beverage, and a coffee cup.

A hotel room with a bed, a dresser, a desk, and a window with curtains.

15. Casa Kita

Cortona Old Town

Joy

2.300.387 ₫

2.733.752 ₫ total

includes taxes & fees

2 Nov - 3 Nov

A courtyard with stone buildings, a wooden staircase, and a grassy area with stepping stones.

A dining area with a long table set for a meal, wooden beams on the ceiling, and arched doorways.

A bedroom with a bed, a chair, a table with fruit, and a stone wall.

A stone building with a central staircase and arched openings, surrounded by a well-lit courtyard.

16. Casale l'Antico Carro

Cortona

l thoma

3.168.694 ₫

3.601.778 ₫ total

includes taxes & fees

23 Oct - 24 Oct

A hotel room with a large bed, a desk, a chair, a small table, and a door leading to another room.

A courtyard with potted plants, a swing set, and stone buildings.

A stone building with a green door, a window with shutters, and a small window with bars.

A balcony with a view of a street, a building with a green facade, and a window with a curtain.

17. CASA AMBRA

Cortona Old Town

5.941.279 ₫

6.578.977 ₫ total

includes taxes & fees

5 Nov - 6 Nov

A stone building with a rustic charm, featuring a welcoming entrance and a small outdoor seating area.

A swimming pool with a stone wall and potted plants, surrounded by greenery and a clear sky.

A restaurant with a long communal table, wooden chairs, stone walls, and various kitchen utensils displayed on the walls.

An outdoor dining area with tables covered in patterned tablecloths, surrounded by greenery.

18. Locanda del Molino

Cortona

Rochelle

1.983.337 ₫

2.297.857 ₫ total

includes taxes & fees

19 Nov - 20 Nov

A swimming pool with lounge chairs and umbrellas, surrounded by greenery and trees.

A well-maintained garden with a wooden pergola, stone structures, and lush greenery.

A kitchen with stone walls, a gas stove, and a wooden shelf with wine bottles.

A stone building with a wooden balcony, outdoor seating, and potted plants.

19. Country House Podere Casorbica

Cortona

Kristie

2.376.540 ₫

2.910.469 ₫ total

includes taxes & fees

12 Nov - 13 Nov

A rustic dining area with a brick fireplace, wooden table, and chairs.

An outdoor dining table set with tea, coffee, and pastries, surrounded by white metal chairs and a stone fountain in the background.

A bedroom with a wooden ceiling, a chandelier, a bed, a dresser, and a chair.

A formal dining room with a large table, chairs, and a chandelier.

20. Agriturismo Villa Augusto

Cortona

Kristian

4.224.828 ₫

4.792.689 ₫ total

includes taxes & fees

27 Oct - 28 Oct

View all properties

Save an average of 15% on thousands of hotels when you're signed in

Where to stay in Cortona

Find the best Cortona areas for the activities you enjoy most.Learn more about Cortona

Cortona Old Town

A historic European town square with stone buildings, green shutters, and outdoor seating areas.

A street with a shop selling jewelry and a signboard.

A narrow street with a signboard listing local dishes and a vintage motorcycle parked on the side.

A historic stone building with a bell tower, surrounded by lush greenery and olive trees.

Cortona Old Town

Cortona Old Town is noteworthy for its historical sites, and you can make a stop at top attractions like Piazza della Repubblica and Giuseppe Garibaldi Memorial.

See properties

Stay near popular Cortona attractions

Villa Bramasole

9.2/10 (20 reviews)

Made famous by "Under the Tuscan Sun," Villa Bramasole showcases classic Tuscan architecture. Admire this private residence from the road during a scenic walk through Cortona's charming countryside.

See properties

Piazza della Repubblica

9.4/10 (95 reviews)

Piazza della Repubblica pulses as Cortona's medieval heart, framed by the Palazzo Comunale and its clock tower. Savour authentic Tuscan cuisine at outdoor cafés while absorbing panoramic countryside views.

See properties

Cortona Cathedral

9.4/10 (77 reviews)

This Romanesque-Renaissance cathedral stands on ancient Roman temple remains, showcasing elegant portals and slender columns. Inside, experience serenity while admiring panoramic views of the Tuscan countryside.

See properties

San Domenico Church

9.0/10 (9 reviews)

After visiting San Domenico Church, make a plan to see the other sights and activities in Cortona. Make time to visit the cathedral and monuments while you're in the area.

See properties

Santa Margherita Basilica

9.2/10 (30 reviews)

Perched high above Cortona, this Gothic-Baroque basilica houses Saint Margaret's remains, the town's patron saint. Visitors can admire the silver urn and enjoy sweeping Tuscan countryside views.

See properties

Santa Maria Nuova

8.8/10 (5 reviews)

This Renaissance masterpiece by Giorgio Vasari features a striking central dome and Greek cross plan just outside Cortona's walls. Enjoy the serene atmosphere while taking in panoramic views of the Tuscan countryside.

See properties

Fortress of Girifalco

8.8/10 (25 reviews)

You can find out about the history of Cortona with a trip to Fortress of Girifalco. You can enjoy the wineries while in the area.

See properties

Eremo Le Celle

9.4/10 (12 reviews)

St. Francis of Assisi founded this rustic stone hermitage in 1211, offering a glimpse into Franciscan monastic life. Wander the peaceful cells and chapels amid the serene woodland setting.

See properties

Learn more about Cortona

Perched on a Tuscan hillside, this medieval town offers panoramic views from Piazza Garibaldi and Renaissance art in the Diocesan Museum. Climb to the Medici Fortress for sunset photos, then sample local wines and porcini dishes at family-run trattorias along Via Nazionale.

See all hotels in Cortona

Top Cortona Hotel Reviews

Monastero di Cortona Hotel & Spa

10/10 Excellent

"Amazing service and care. Especially Sara, Mathilda, Fredrico and Allesandro. The manager was so helpful as well. A must stay!"

Relais Villa Baldelli

10/10 Excellent

"Wonderful character and feel. The property for 100 AD, has been well renovated and maintained. Excellent staff 👏"

Hotel San Luca

8/10 Good

"Well located"

Hotel San Michele

10/10 Excellent

"Perfect location. Very friendly staff and spacious rooms. Right in the heart of Cortona!"

B&B San Francesco

8/10 Good

"We loved the property and the atmosphere The staff went over and beyond to help us navigate our arrival but even with this help we found it difficult to to navigate our arrival because of our larger car size and Google Maps Online apps do Not work here. Thank goodness for our host’s instructions"

Cortona Resort - Le Terre Dei Cavalieri

10/10 Excellent

"Good to stay with perfect dinner at the restaurant."

Villa Borgo San Pietro

10/10 Excellent

"Well done"

Cortona Resort Spa

10/10 Excellent

"The staff were extremely helpful and upgraded our. The spa facilities are excellent and we made four use of them. It was well with the Trip and I would definitely stay here again."

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!!!"

More cheap stays in Cortona

Hotel Amalfitana

Via Roma 44 Pisa PI

1.412.428 ₫

1.698.903 ₫ total

22 Nov - 23 Nov

includes taxes & fees

Hotel Brooklyn

Via Fiume 8A Florence FI

1.785.405 ₫

2.225.364 ₫ total

15 Nov - 16 Nov

includes taxes & fees

8/10 Very good! (239 reviews)

Hotel Bodoni

Via Martiri del Popolo, 27 Florence FI

1.853.701 ₫

2.300.490 ₫ total

8 Nov - 9 Nov

includes taxes & fees

8.2/10 Very good! (889 reviews)

Hotel Nuova Italia

Via Faenza 26 Florence FI

1.960.645 ₫

2.418.129 ₫ total

22 Nov - 23 Nov

includes taxes & fees

8.4/10 Very good! (980 reviews)

Hotel Villa Il Castagno

via Andrea del Castagno 31 Florence FI

2.138.886 ₫

2.614.194 ₫ total

10 Nov - 11 Nov

includes taxes & fees

Hotel Villani

Via Delle Oche 11 Florence FI

2.946.910 ₫

3.503.020 ₫ total

16 Nov - 17 Nov

includes taxes & fees

8.6/10 Excellent! (603 reviews)

Hotels in Cortona with star rating

Frequently asked questions

What's the seasonal weather like in Cortona?

The hottest months are usually August and July, with an average temperature of 22°C, while the coldest months are January and February, with an average of 6°C. Average annual precipitation for Cortona is 901 mm.

Explore a world of travel with Expedia

More ways to book

Book Hotels in Cortona on Expedia.it

Find hotels in Cortona from 1.698.903 ₫

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Cortona

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Cortona hotels

1. Monastero di Cortona Hotel & Spa

2. Hotel Italia

3. Hotel San Luca

4. Hotel San Michele

5. Hotel Villa Marsili

6. Villa di Piazzano - Small Luxury Hotel of the World

7. Villa Santa Margherita

8. Il Falconiere - Relais e Chateaux

9. B&B San Francesco

10. Locanda agli Amici

11. LA CORTE DI AMBRA

12. B&B Piccolo Hotel

13. Relais La Corte dei Papi

14. Cortona Resort Spa

15. Casa Kita

16. Casale l'Antico Carro

17. CASA AMBRA

18. Locanda del Molino

19. Country House Podere Casorbica

20. Agriturismo Villa Augusto

Where to stay in Cortona

Cortona Old Town

Stay near popular Cortona attractions

Villa Bramasole

Piazza della Repubblica

Cortona Cathedral

San Domenico Church

Santa Margherita Basilica

Santa Maria Nuova

Fortress of Girifalco

Eremo Le Celle

Learn more about Cortona

Top Cortona Hotel Reviews

Monastero di Cortona Hotel & Spa

Relais Villa Baldelli

Hotel San Luca

Hotel San Michele

B&B San Francesco

Cortona Resort - Le Terre Dei Cavalieri

Villa Borgo San Pietro

Cortona Resort Spa

Relais La Corte dei Papi

More cheap stays in Cortona

Hotel Amalfitana

Hotel Brooklyn

Hotel Bodoni

Hotel Nuova Italia

Hotel Villa Il Castagno

Hotel Villani

Hotels in Cortona with star rating

Frequently asked questions

Explore a world of travel with Expedia

Go further with the Expedia app