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Check prices for these dates

Next weekend
Nov 20 - Nov 22
In two weeks
Nov 27 - Nov 29
In one month
Dec 11 - Dec 13
In two months
Jan 8 - Jan 10
No exact matches found, but these alternatives could be just right

Recommended hotels in Cortona

A pool area with lounge chairs, a hot tub, and a view of mountains.

1. Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa
5.0 star property
Cortona Old Town
9.8 out of 10, Exceptional, (366 reviews)
"The highlight was the experience at the bar with the entertaining bartenders! Great breakfast and service!"
United States
Stephanie
The price is CA $342
CA $382 total
includes taxes & fees
Nov 29 - Nov 30
Monastero di Cortona Hotel & Spa
A view of a historic building with a green dome through a window, with candles and rolled towels on the windowsill.

2. Hotel Italia

Hotel Italia
3.0 star property
Cortona Old Town
9.0 out of 10, Wonderful, (301 reviews)
"Manuela at the front office is great. So helpful, informative and full of tips. Make sure you ask her about favorite eateries."
United States
Fernando
The price is CA $159
CA $183 total
includes taxes & fees
Dec 10 - Dec 11
Hotel Italia
A terraced garden with a stone staircase, outdoor seating, and a red statue.

3. Casa Kita

Casa Kita
Cortona Old Town
9.4 out of 10, Exceptional, (31 reviews)
"Terrace with a spectacular view. Hosts so helpful. The rooms and common areas are filled with color and objects from all over. A delightful stay."
United States
Joy
The price is CA $122
CA $149 total
includes taxes & fees
Dec 1 - Dec 2
Casa Kita
An outdoor seating area with tables and chairs, potted plants, and a view of the sea.

4. Villa Santa Margherita

Villa Santa Margherita
3.0 star property
Cortona Old Town
9.8 out of 10, Exceptional, (27 reviews)
"The hotel is very clean - staff very helpful! Highly recommended"
United States
Joseph
The price is CA $151
CA $193 total
includes taxes & fees
Nov 21 - Nov 22
Villa Santa Margherita
A couple dining at a table with a scenic view of mountains and a lake.

5. Locanda agli Amici

Locanda agli Amici
4.0 star property
Cortona
9.8 out of 10, Exceptional, (46 reviews)
"We loved our stay. The hotel is a little gem and Silvia was an amazing host. Highly recommend staying here. Small, quaint rooms, Lovely patio and pool and the breakfast is outstanding."
Canada
Kimberly
The price is CA $137
CA $163 total
includes taxes & fees
Dec 1 - Dec 2
Locanda agli Amici
A courtyard with stone buildings, a gravel path, and potted plants.

6. B&B San Francesco

B&B San Francesco
Cortona Old Town
8.8 out of 10, Excellent, (65 reviews)
"Lovely place, I looking the beautiful San Francesco church. Excellent breakfast!"
United Kingdom
Esther
The price is CA $113
CA $151 total
includes taxes & fees
Nov 22 - Nov 23
B&B San Francesco
A stone building with a rustic charm, featuring a welcoming entrance and a small outdoor seating area.

7. Locanda del Molino

Locanda del Molino
4.0 star property
Cortona
9.4 out of 10, Exceptional, (42 reviews)
"Best sleep I’ve ever had Amazing staff Cutest inn"
Canada
Rochelle
The price is CA $107
CA $130 total
includes taxes & fees
Dec 11 - Dec 12
Locanda del Molino
A stone-arched entrance to a building with a glass door, potted flowers, and wall-mounted lights.

8. LA CORTE DI AMBRA

LA CORTE DI AMBRA
Cortona Old Town
8.0 out of 10, Very good, (2 reviews)
"Nice place smal town Absolutely no taxis available stuck on town Only worth going there 1-2 days"
United States
Sandro
The price is CA $261
CA $290 total
includes taxes & fees
Nov 18 - Nov 19
LA CORTE DI AMBRA
A stone building with a wooden balcony, outdoor seating, and potted plants.

9. Country House Podere Casorbica

Country House Podere Casorbica
Cortona
10.0 out of 10, Exceptional, (1 review)
"Great place. Beautiful area "
United States
Kristie
The price is CA $90
CA $115 total
includes taxes & fees
Nov 26 - Nov 27
Country House Podere Casorbica
A stone building with a glass table and chairs, surrounded by purple flowers and greenery, overlooking a rural landscape with hills and trees.

10. Il Falconiere - Relais e Chateaux

Il Falconiere - Relais e Chateaux
5.0 star property
Cortona
9.2 out of 10, Wonderful, (151 reviews)
"The property was beautiful and convenient to the train station. Our suite was spacious and clean. The staff were amazing and made our stay memorable. A daily highlight was the breakfast. Highly recommend this amazing property."
United States
kimberly
The price is CA $589
CA $654 total
includes taxes & fees
Nov 12 - Nov 13
Il Falconiere - Relais e Chateaux
A stone building with a central staircase and arched openings, surrounded by a well-lit courtyard.

11. Casale l'Antico Carro

Casale l'Antico Carro
Cortona
8.8 out of 10, Excellent, (51 reviews)
"The rooms were clean, easy drive to Camucia and plenty of parking"
United States
l thoma
The price is CA $172
CA $192 total
includes taxes & fees
Nov 14 - Nov 15
Casale l'Antico Carro
A narrow stone staircase leading up to a building with a red door, flanked by buildings with balconies and hanging laundry.

12. City / Village Apartment in Cortona with 1 bedrooms sleeps 2

City / Village Apartment in Cortona with 1 bedrooms sleeps 2
Cortona Old Town
9.8 out of 10, Exceptional, (9 reviews)
"Nice property"
United States
Joseph
The price is CA $147
CA $154 total
includes taxes & fees
Nov 16 - Nov 17
City / Village Apartment in Cortona with 1 bedrooms sleeps 2
A historic stone building with arched doorways and a courtyard at twilight.

13. Relais La Corte dei Papi

Relais La Corte dei Papi
5.0 star property
Cortona
9.6 out of 10, Exceptional, (67 reviews)
"Beautiful with an amazing restaurant. "
United Kingdom
Frithjof
The price is CA $377
CA $421 total
includes taxes & fees
Nov 17 - Nov 18
Relais La Corte dei Papi
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 Resort Spa
Cortona
9.4 out of 10, Exceptional, (8 reviews)
"Needs lotion in the guest rooms and towels. The staff was wonderful. So was the food. "
United States
Candice
The price is CA $219
CA $243 total
includes taxes & fees
Nov 17 - Nov 18
Cortona Resort Spa
A balcony with a view of a street, a building with a green facade, and a window with a curtain.

15. CASA AMBRA

CASA AMBRA
Cortona Old Town
The price is CA $290
CA $321 total
includes taxes & fees
Nov 13 - Nov 14
CASA AMBRA
A courtyard with a fountain, stone pathway, and a building with a balcony.

16. B&B Il Mandorlo

B&B Il Mandorlo
Cortona
The price is CA $112
CA $130 total
includes taxes & fees
Dec 11 - Dec 12
B&B Il Mandorlo
A white building with a tiled roof, multiple windows, and a door. There are potted plants and a statue in the foreground.

17. Agriturismo Villa Augusto

Agriturismo Villa Augusto
Cortona
9.6 out of 10, Exceptional, (5 reviews)
"Augusto was a great host. We appreciated the recommendations of local attractions in the area. The deluxe villa was very clean, quiet, and nicely decorated. We really enjoyed the garden that is on the property. By far our best stay in Tuscany."
United States
Kristian
The price is CA $229
CA $256 total
includes taxes & fees
Nov 14 - Nov 15
Agriturismo Villa Augusto
A balcony with a potted plant and a metal railing.

18. 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 CA $194
CA $216 total
includes taxes & fees
Nov 14 - Nov 15
Cortona Shabby Chic House<br>(Independent & Balcony)
A building with a tiled roof, multiple windows with shutters, and a cobblestone street.

19. Casa Beppina Cortona by Interhome

Casa Beppina Cortona by Interhome
Cortona Old Town
The price is CA $192
CA $200 total
includes taxes & fees
Nov 11 - Nov 12
Casa Beppina Cortona by Interhome
A black dog sitting on stone steps in front of a brown double door with a metal decorative archway.

20. Beppina Vacation Home, a traditional Cortona-style house, in the center, pets welcome

Beppina Vacation Home, a traditional Cortona-style house, in the center, pets welcome
Cortona Old Town
The price is CA $131
CA $154 total
includes taxes & fees
Nov 11 - Nov 12
Beppina Vacation Home, a traditional Cortona-style house, in the center, pets welcome
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.
View all 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
A hillside town with historic buildings, a church, and vineyards.

Top reviews in Cortona

A pool area with lounge chairs, a hot tub, and a view of mountains.
Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa
Cortona Old Town

10/10 Excellent

Beautiful historic property well located with just enough to do. Very relaxing .
Canada
Peter
Reviewed October 26, 2026
Monastero di Cortona Hotel & Spa

Frequently Asked Questions

How much do cottages in Cortona cost?

You can expect to pay between CA $90 and CA $589 per night for cottages in Cortona. No matter your budget, a terrific stay is only clicks away on Expedia. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.

How many cottages are there in Cortona?

Pick from cottages in Cortona. No matter if you're vacationing with the family or organizing a weekend break with friends, Expedia will help you find the perfect space to immerse yourself in nature.

Why book your cottage in Cortona with Expedia?

Expedia has some excellent cottages in Cortona, so start packing your bags for a memorable stay on nature's doorstep. If you're on a budget, select how much you're willing to spend and your preferred property star rating. Or, try out our filters to search for cottages with a kitchen or a pool. We'll help you find the perfect fit whatever your getaway looks like.

How can I find cheap cottages in Cortona?

Expedia is here to help you track down cheap cottages in Cortona. To lock in your perfect stay in just a few keystrokes, use the filter tool to tailor your search results by star rating, budget and amenities.

What is there to do in Cortona near my cottage?

You'll find plenty of impressive things to see and do in Cortona. Don't miss well-known attractions like Palazzo Comunale, Cathedral of Cortona and Santa Maria Nuova. Santa Maria delle Grazie, Museum of the Etruscan Academy and Museo Diocesano are other must-see's.

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