Cortona Guest Houses from ￥11,451

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

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Our top choices for Cortona guest houses

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

1. B&B San Francesco

Cortona Old Town

Esther

￥18,212 total

includes taxes & fees

Sep 1 - Sep 2

A staircase with a patterned carpet and a wooden handrail.

2. Palazzo Ninci

Civitella in Val di Chiana

Maurizio

￥11,451 total

includes taxes & fees

Sep 1 - Sep 2

A stone building with multiple windows and a central entrance.

3. Fondaco del Moro

Civitella in Val di Chiana

Heather

￥12,856 total

includes taxes & fees

Sep 1 - Sep 2

A stone staircase with red steps leading up to a building.

4. Villa Sargiano

Arezzo

"If you love nature, that's the perfect place to enjoy and relax. The property has all the amenities for families with kids: - space inside and outside - pool (opened during the summer season) - Kitchen - TV - air condition and heating system working properly and even together if needed. This always keeps the temperature you want. The property owner is flexible during the check-in time, very friendly and wants to guarantee you have the best experience staying in his Villa. The welcome bottle of...

Giuseppe

￥19,095 total

includes taxes & fees

Sep 1 - Sep 2

A restaurant with brick arches, wooden tables, and chairs. There are wine bottles on a shelf and a hanging light fixture.

5. Palazzo Mosela Alla Porta

Montepulciano

David

￥23,577 total

includes taxes & fees

Sep 12 - Sep 13

A stone building with a tiled roof, multiple windows, and a staircase leading to the entrance.

6. Poggio Paradiso Resort & Spa

Torrita di Siena

Giulio

￥59,643 total

includes taxes & fees

Sep 6 - Sep 7

A view through an arched window of a historic building with a bell tower, a courtyard, and surrounding architecture.

7. LA CORTE DEL RE SUITE AREZZO

Arezzo Centro Storico

Amy

￥20,081 total

includes taxes & fees

Sep 8 - Sep 9

A two-story building with a brick facade, multiple balconies, and a courtyard with outdoor seating.

8. Piccola Siesta b&b

Montepulciano

Darren

￥13,607 total

includes taxes & fees

Sep 1 - Sep 2

A bedroom with a bed, a ceiling fan, a desk, a chair, a TV, and a window with blinds.

9. Santo Spirito

Arezzo

Ariel

￥12,610 total

includes taxes & fees

Sep 7 - Sep 8

A building entrance with a red awning, potted plants, and a dog lying on the ground.

10. Meublè Evoè

Montepulciano

Armand

￥21,606 total

includes taxes & fees

Sep 1 - Sep 2

A staircase with a brick archway, a painting of a field, and a door with a window.

11. MontepulcianoLettings

Montepulciano

"The property is extremely well located near the start of the old town and was walkable to everywhere. Our room was small but very lovely and when we stuck our heads out of the window, we had an amazing view of the old town! The only problem was parking - we couldnt find any bc of a festival - but thats not the hotels fauot! Just be a bit organsjed - and i recommend parking behind the bus terminal (Eu10 per day)."

Charmaine

￥19,635 total

includes taxes & fees

Sep 1 - Sep 2

A room with a glass floor, stone walls, and a door in the center.

12. SUGAR ROOMS Residenza d' Epoca

Arezzo Centro Storico

Carmen

￥37,446 total

includes taxes & fees

Sep 3 - Sep 4

A stone building with a courtyard, a small fountain, and a tree.

13. Antica Quercia & Spa

Chianciano Terme

Anaïs

￥15,898 total

includes taxes & fees

Oct 1 - Oct 2

A pool area with lounge chairs and umbrellas, surrounded by a well-maintained lawn and a large building in the background.

14. Domus Volumnia Country House

Perugia

Jose

￥19,916 total

includes taxes & fees

Sep 28 - Sep 29

A stone-walled room with a fireplace, a table with chairs, and a hanging light fixture.

15. Borgo Nuovo San Martino

Bucine

Josimar

￥19,937 total

includes taxes & fees

Sep 21 - Sep 22

A courtyard with a brick pathway, a stone building, and a glass structure with warm lighting.

16. Anna Boccali Resort

Corciano

Jacob

￥45,277 total

includes taxes & fees

Oct 1 - Oct 2

A hotel entrance with a sign reading "TIMES SUITES & BAR", a staircase leading inside, and two potted plants.

17. Times Suites Guesthouse - Etruria Collection

Old Town Perugia

Ariel

￥18,336 total

includes taxes & fees

Sep 3 - Sep 4

A table set for two with a bottle of wine and glasses, overlooking a scenic landscape with hills and trees.

18. Castello Di Petroia Relais

Gubbio

Emma

￥33,322 total

includes taxes & fees

Sep 1 - Sep 2

A multi-level outdoor patio with a staircase, seating areas, and potted plants.

19. Residenza il Punto

Perugia

Antonella

￥23,433 total

includes taxes & fees

Sep 2 - Sep 3

A balcony with a view of a green landscape, a tall tree, and a lamp post.

20. Villa Bizzi

Città di Castello

￥88,093 total

includes taxes & fees

Sep 22 - Sep 23

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Top Cortona Hotel Reviews

Monastero di Cortona Hotel & Spa

10/10 Excellent

"The hotel was amazing and the staff very friendly and helpful. The breakfast was spectacular. we really enjoyed ourselves at this hotel and in the city of Cortona."

A small cottage in authentic Tuscany. Serves 4

10/10 Excellent

"We had a wonderful time during our holiday at Casina del Bibo! Anna Maria and Lorella gave us a warm welcome, they surprised us with wine, fresh fruits and lots of local products. The appartment was very clean and comfortable, the airconditioning worked perfectly and there were mosquito screens installed in most of the windows. The location of the appartment is ideal. We went to a lot of different cities like Arezzo, Siena, Montepulciano and Perugia during our stay of 14 days. The town of Cortona, which is 15 minutes by car, was very nice to visit for a few times. The appartment is in an a quiet village, but many facilities like a supermarket and restaurants are close by. Our stay at Casina del Bibo surpassed our expectations and we would recommend it to anyone who wants a comfortable quiet place to enjoy their holiday, but who also likes to explore the surrounding towns and countryside."

Relais Villa Baldelli

8/10 Good

"The property was relaxing and quaint. The pool was nice and the overall Tuscan country vibe and decor was nice. The location was good and the rooms were spacious. It was not walkable to anything but if you have a rental car the location is great because Cortana is a wonderful town. The staff is kind and responsive however I had an issue with the cleaning ladies where they disposed of thing of my mine thinking it was trash. I found it odd that cleaning folks would take it upon themselves to touch my things as all. I asked them to not to clean our room anymore and they did it again the next day due to poor internal communication. It was annoying to deal with that but still I would say the staff tried their best to be helpful. Lastly, I was not a fan of their breakfast. They had the basics that were heavily rooted in sweets and pork both of which I don’t eat. They made fresh plain eggs but some veggies and maybe turkey meat would have been nice. Overall, for the price point this place is good."

Locanda agli Amici

10/10 Excellent

"Staying here was amazing. We were in the heart of Cortona, which was so peaceful compared to busier areas of Italy. Very authentic. Sylvia made the entire stay wonderful. The hospitality here is unmatched. The food is delicious. The rooms are cute and the view...the view is stunning. I am so happy we decided to stay here!! I would 10/10 recommend. Taxis were hard to find, but Silvia drove us whenever we couldn't find a taxi. She is so friendly and welcoming. On top of that, we had a lovely breakfast buffet every morning. I enjoyed sitting outside looking at the view while eating. Their cappuccinos were fantastic, and the table is already set up before you arrive. Dinner is the same way. It's the little touches like that that made the stay top tier. They pay attention, get to know their guests, and genuinely love what they do. Also, the food was AMAZING. I love that they have their own bistro there and that we didn't have to plan where to go eat a couple of nights during our visit. It was easily my favorite restaurant in Italy. I cannot compliment Locanda Agli Amici enough, but especially Sylvia, who made the stay so warm and welcoming. I hope we get to visit again."

"Villa Stefania" Old Tuscan Farmhouse - Great View on Cortona

10/10 Excellent

"Lovely villa in great location. Bedrooms were all good size, good kitchen and indoor/outdoor eating areas. Excellent air conditioning. Beautiful grounds with olive trees and lovely pool area. Beautiful view of Cortona."

Antico Casale - Holiday Country Villa with swimming pool in Cortona

10/10 Excellent

"Fast and polite communication. Flexible for check in/check out was a big help for us due to traffic issues.The accomodation was exactly what we wanted. The house, the Pool and garden were very clean. The airco and bbq were perfect during the warm weather. Thank you !"

Find out more about Cortona

Cortona Guest Houses information

Number of reviews	641
Accommodation	3 Guest Houses
Lowest Price	￥11,451
Highest Price	￥88,093

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Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Cortona guest houses

1. B&B San Francesco

2. Palazzo Ninci

3. Fondaco del Moro

4. Villa Sargiano

5. Palazzo Mosela Alla Porta

6. Poggio Paradiso Resort & Spa

7. LA CORTE DEL RE SUITE AREZZO

8. Piccola Siesta b&b

9. Santo Spirito

10. Meublè Evoè

11. MontepulcianoLettings

12. SUGAR ROOMS Residenza d' Epoca

13. Antica Quercia & Spa

14. Domus Volumnia Country House

15. Borgo Nuovo San Martino

16. Anna Boccali Resort

17. Times Suites Guesthouse - Etruria Collection

18. Castello Di Petroia Relais

19. Residenza il Punto

20. Villa Bizzi

Top Cortona Hotel Reviews

Monastero di Cortona Hotel & Spa

A small cottage in authentic Tuscany. Serves 4

Cortona Resort Spa

Relais Villa Baldelli

Villa di Piazzano - Small Luxury Hotel of the World

Locanda agli Amici

Hotel San Luca

"Villa Stefania" Old Tuscan Farmhouse - Great View on Cortona

Antico Casale - Holiday Country Villa with swimming pool in Cortona

Find out more about Cortona

Cortona Guest Houses information

Explore a world of travel with Expedia

Search Guest Houses in Cortona

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Cortona guest houses

1. B&B San Francesco

2. Palazzo Ninci

3. Fondaco del Moro

4. Villa Sargiano

5. Palazzo Mosela Alla Porta

6. Poggio Paradiso Resort & Spa

7. LA CORTE DEL RE SUITE AREZZO

8. Piccola Siesta b&b

9. Santo Spirito

10. Meublè Evoè

11. MontepulcianoLettings

12. SUGAR ROOMS Residenza d' Epoca

13. Antica Quercia & Spa

14. Domus Volumnia Country House

15. Borgo Nuovo San Martino

16. Anna Boccali Resort

17. Times Suites Guesthouse - Etruria Collection

18. Castello Di Petroia Relais

19. Residenza il Punto

20. Villa Bizzi

Top Cortona Hotel Reviews

Monastero di Cortona Hotel & Spa

Find out more about Cortona

Cortona Guest Houses information

Explore a world of travel with Expedia