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

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Check prices for these dates

Next weekend
21 Aug - 23 Aug
In two weeks
28 Aug - 30 Aug
In one month
11 Sep - 13 Sep
In two months
9 Oct - 11 Oct

Our top choices for Cortona guest houses

Free self-parking

1. B&B San Francesco

B&B San Francesco
Cortona Old Town
8.8 out of 10, Excellent, (60 reviews)
"Lovely place, I looking the beautiful San Francesco church. Excellent breakfast!"
United Kingdom
Esther
The price is ฿2,755
฿3,757 total
includes taxes & fees
17 Aug - 18 Aug
B&B San Francesco
Exterior

2. Fondaco del Moro

Fondaco del Moro
Civitella in Val di Chiana
9.6 out of 10, Exceptional, (57 reviews)
"Beautiful setting, felt like we were staying in a castle! The beds were comfortable and the property was amazing. Highly recommend this place."
Canada
Heather
The price is ฿2,779
฿3,057 total
includes taxes & fees
18 Aug - 19 Aug
Fondaco del Moro
Staircase

3. Palazzo Ninci

Palazzo Ninci
Civitella in Val di Chiana
8.8 out of 10, Excellent, (13 reviews)
"Posizione eccezionale nella piazza centrale di Civitella e con vista sulla val di chiana. Soggiorno un po’ piccolo e camera da letto in soffitta probabilmente non adatto a persone anziane ma altrimenti molto carino. Bagno spazioso. Torneremmo volentieri"
Italy
Maurizio
The price is ฿2,311
฿2,542 total
includes taxes & fees
24 Aug - 25 Aug
Palazzo Ninci
Property entrance

4. Villa Sargiano

Villa Sargiano
Arezzo
8.8 out of 10, Excellent, (12 reviews)
"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...
United States
Giuseppe
The price is ฿3,362
฿4,003 total
includes taxes & fees
24 Aug - 25 Aug
Villa Sargiano
Standard Room, 1 King Bed, Private Bathroom | Down duvets, soundproofing, free WiFi, bed sheets

5. Santo Spirito

Santo Spirito
Arezzo
8.2 out of 10, Very good, (55 reviews)
"comfortable apartment, two spacey rooms, washing machine, cooking tools, fridge, good shower and easy check in process. only 10' walk to the city center, supermarket just 200m away + safe place to store my bicycle. it's great for a one day or longer stay in Arezzo."
Netherlands
Ariel
The price is ฿2,151
฿2,595 total
includes taxes & fees
28 Aug - 29 Aug
Santo Spirito
Front of property

6. Piccola Siesta b&b

Piccola Siesta b&b
Montepulciano
10.0 out of 10, Exceptional, (2 reviews)
"Great spot with a nice restaurant and pizzeria nearby!"
Canada
Darren
The price is ฿3,247
฿3,725 total
includes taxes & fees
11 Sept - 12 Sept
Piccola Siesta b&b
Property grounds

7. Poggio Paradiso Resort & Spa

Poggio Paradiso Resort & Spa
Torrita di Siena
9.8 out of 10, Exceptional, (35 reviews)
"Excellent room and food. Great location!"
United States
Saurabh
The price is ฿11,340
฿12,627 total
includes taxes & fees
16 Aug - 17 Aug
Poggio Paradiso Resort & Spa
Interior detail

8. LA CORTE DEL RE SUITE AREZZO

LA CORTE DEL RE SUITE AREZZO
Arezzo Centro Storico
8.8 out of 10, Excellent, (31 reviews)
"A wonderful stay at a beautiful place! We loved our time here in Arezzo and highly recommend it."
United States
Amy
The price is ฿3,720
฿4,473 total
includes taxes & fees
19 Aug - 20 Aug
LA CORTE DEL RE SUITE AREZZO
Dining

9. Palazzo Mosela Alla Porta

Palazzo Mosela Alla Porta
Montepulciano
9.0 out of 10, Wonderful, (197 reviews)
"Beautiful.property conveniently located with a variety of dining options"
United States
David
The price is ฿4,721
฿5,346 total
includes taxes & fees
24 Aug - 25 Aug
Palazzo Mosela Alla Porta
Property entrance

10. Meublè Evoè

Meublè Evoè
Montepulciano
9.4 out of 10, Exceptional, (60 reviews)
"There’s probably not a bad location in Montepulciano, but this place is pretty much ideal, just minutes from both the main square and the Main Street. Everything was clean and well maintained, and it has a nice rustic feel. The breakfast was great, with many sweet and savory choices in a buffet setting. The hosts are both friendly and helpful. Highly recommended!"
United States
Armand
The price is ฿3,913
฿4,457 total
includes taxes & fees
16 Aug - 17 Aug
Meublè Evoè
Interior

11. SUGAR ROOMS Residenza d' Epoca

SUGAR ROOMS Residenza d' Epoca
Arezzo Centro Storico
10.0 out of 10, Exceptional, (32 reviews)
"Super nice staff and great room (unique and modern in a historic building) right on the main shopping street, yet quiet."
United States
Carmen
The price is ฿6,535
฿7,417 total
includes taxes & fees
24 Aug - 25 Aug
SUGAR ROOMS Residenza d' Epoca
View from property

12. Antica Quercia & Spa

Antica Quercia & Spa
Chianciano Terme
7.8 out of 10, Good, (33 reviews)
"Beautiful and charming hotel with spacious rooms. The staff is very welcoming and makes you feel like home. I highly recommend this hotel. "
France
Anaïs
The price is ฿3,788
฿4,244 total
includes taxes & fees
23 Aug - 24 Aug
Antica Quercia & Spa
Handrails in stairways

13. MontepulcianoLettings

MontepulcianoLettings
Montepulciano
10.0 out of 10, Exceptional, (6 reviews)
"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)."
Australia
Charmaine
The price is ฿3,747
฿4,274 total
includes taxes & fees
23 Aug - 24 Aug
MontepulcianoLettings
Restaurant

14. Borgo Nuovo San Martino

Borgo Nuovo San Martino
Bucine
6.8 out of 10, (10 reviews)
"Definitely going back in the summer"
United States
Josimar
The price is ฿3,684
฿4,205 total
includes taxes & fees
11 Sept - 12 Sept
Borgo Nuovo San Martino
Exterior

15. Domus Volumnia Country House

Domus Volumnia Country House
Perugia
9.2 out of 10, Wonderful, (42 reviews)
"Quite a pleasant stay. "
United States
Jose
The price is ฿4,278
฿4,820 total
includes taxes & fees
10 Sept - 11 Sept
Domus Volumnia Country House
Reception

16. Anna Boccali Resort

Anna Boccali Resort
Corciano
9.2 out of 10, Wonderful, (13 reviews)
"My family and I loved Anna Boccali Resort. The place looks great and feels really nice. It's a well kept too and the staff is super friendly and added to the great experience we had. Would love to come back again later!"
United States
Jacob
The price is ฿8,546
฿9,401 total
includes taxes & fees
14 Sept - 15 Sept
Anna Boccali Resort
Front of property – evening/night

17. Residenza il Punto

Residenza il Punto
Perugia
9.8 out of 10, Exceptional, (72 reviews)
"Very nice stay with direct access to the inner city of Perugia, parking reservation recommended up front, great breakfast and luxury style ambiente. We enjoyed our stay very much. Very friendly staff."
Germany
Wolfgang
The price is ฿4,371
฿4,923 total
includes taxes & fees
16 Aug - 17 Aug
Residenza il Punto
Front of property

18. Times Suites Guesthouse - Etruria Collection

Times Suites Guesthouse - Etruria Collection
Old Town Perugia
9.2 out of 10, Wonderful, (22 reviews)
"Amazing place! Would definitely come back again! "
Norway
John Stephen
The price is ฿3,235
฿3,673 total
includes taxes & fees
16 Aug - 17 Aug
Times Suites Guesthouse - Etruria Collection
Restaurant

19. Castello Di Petroia Relais

Castello Di Petroia Relais
Gubbio
9.6 out of 10, Exceptional, (45 reviews)
"It was an amazing stay! Very beautiful and peaceful! The stuff was super friendly. The breakfast and specially dinner were amazing!"
United States
Emma
The price is ฿6,476
฿7,276 total
includes taxes & fees
27 Aug - 28 Aug
Castello Di Petroia Relais
Front of property

20. B&B Al Ponte Vecchio

B&B Al Ponte Vecchio
Perugia
2.0 out of 10, (1 review)
The price is ฿3,444
฿4,285 total
includes taxes & fees
17 Aug - 18 Aug
B&B Al Ponte Vecchio
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.
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Top Cortona Hotel Reviews

Locanda agli Amici

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."
Brittney 5-night trip
Posted 3 days ago
Locanda agli Amici

Find out more about Cortona

Cortona Guest Houses information

Number of reviews
737
Accommodation
3 Guest Houses
Lowest Price
฿2,542
Highest Price
฿12,627