Cortona Guest Houses

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

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Our top choices for Cortona guest houses

1. B&B San Francesco

Cortona Old Town

Esther

includes taxes & fees

17 Aug - 18 Aug

2. Fondaco del Moro

Civitella in Val di Chiana

Heather

includes taxes & fees

18 Aug - 19 Aug

3. Palazzo Ninci

Civitella in Val di Chiana

Maurizio

includes taxes & fees

24 Aug - 25 Aug

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

includes taxes & fees

24 Aug - 25 Aug

Standard Room, 1 King Bed, Private Bathroom

5. Santo Spirito

Arezzo

Ariel

includes taxes & fees

25 Aug - 26 Aug

6. Piccola Siesta b&b

Montepulciano

Darren

includes taxes & fees

15 Aug - 16 Aug

7. Poggio Paradiso Resort & Spa

Torrita di Siena

Saurabh

includes taxes & fees

6 Sept - 7 Sept

8. LA CORTE DEL RE SUITE AREZZO

Arezzo Centro Storico

Amy

includes taxes & fees

19 Aug - 20 Aug

9. Palazzo Mosela Alla Porta

Montepulciano

David

includes taxes & fees

24 Aug - 25 Aug

10. Meublè Evoè

Montepulciano

Armand

includes taxes & fees

16 Aug - 17 Aug

11. SUGAR ROOMS Residenza d' Epoca

Arezzo Centro Storico

Carmen

includes taxes & fees

15 Aug - 16 Aug

12. Antica Quercia & Spa

Chianciano Terme

Anaïs

includes taxes & fees

23 Aug - 24 Aug

13. 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

includes taxes & fees

23 Aug - 24 Aug

14. Borgo Nuovo San Martino

Bucine

Josimar

includes taxes & fees

31 Aug - 1 Sept

15. Domus Volumnia Country House

Perugia

Jose

includes taxes & fees

6 Sept - 7 Sept

16. Anna Boccali Resort

Corciano

Jacob

17. Residenza il Punto

Perugia

Wolfgang

includes taxes & fees

16 Aug - 17 Aug

18. Times Suites Guesthouse - Etruria Collection

Old Town Perugia

John Stephen

includes taxes & fees

16 Aug - 17 Aug

19. Castello Di Petroia Relais

Gubbio

Emma

includes taxes & fees

24 Aug - 25 Aug

20. B&B Al Ponte Vecchio

Perugia

includes taxes & fees

17 Aug - 18 Aug

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Top Cortona Hotel Reviews

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."

A small cottage in authentic Tuscany. Serves 4

10/10 Excellent

"We absolutely loved our stay at Anna Maria's property in Fratticciola. The bedrooms are roomy, warmly decorated. We had fun cooking in the galley kitchen--the cooktop range was easy to operate and included a small burner just for the mocha. We didn't use the oven, but one is available. There are plenty of plates, bowls, silverware along with a few cooking supplies including their own delicious olive oil. Our stay was also greeted with some delicious homemade Cantucci and vin santo, a plate of bruschetta, and Panzanella. The futon in the living/dining area is just enough comfort but does seat low to the ground. The cottage has a wonderful homey feeling and is slightly tucked away from the road with small inviting gardens for lounging, reading, or sipping espresso. There is also a table and chairs for outdoor dining below the stairs. If you do not want to sit in the garden, a small table with two chairs are folded at the top of the stairs on the platform. Casa di Bini is a rustic, charming place with its own sense of home and romance. The surrounding area is gorgeous, quiet, and you are short drives from many beautiful places. Highly recommended!"

Cortona Resort Spa

10/10 Excellent

"Pro: gorgeous and spacious property, we were upgraded to a junior suite that was lovely, attentive staff, and incredible amenities. Pool was wonderful for tired bodies. Con: very few. The restaurant on site has pretty limited menu, toilet in room kept running all night long- informed staff on checkout (as it was troublesome to flush, and wasting water), fridge in room- housed in a cabinet that I feel caused it to overheat… and therefore was not very powerful enough to keep drinks cold. Loved this place and the attentive staff. Super friendly and wonderful hospitality."

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