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

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Check prices for these dates

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

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 P5,119
P6,982 total
includes taxes & fees
Aug 17 - Aug 18
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 P5,151
P5,666 total
includes taxes & fees
Aug 18 - Aug 19
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 P4,283
P4,711 total
includes taxes & fees
Aug 26 - Aug 27
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 P5,950
P7,114 total
includes taxes & fees
Aug 24 - Aug 25
Villa Sargiano
Front of property

5. 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 P6,050
P6,939 total
includes taxes & fees
Aug 16 - Aug 17
Piccola Siesta b&b
Property grounds

6. Poggio Paradiso Resort & Spa

Poggio Paradiso Resort & Spa
Torrita di Siena
9.8 out of 10, Exceptional, (36 reviews)
"Excellent room and food. Great location!"
United States
Saurabh
The price is P18,731
P20,888 total
includes taxes & fees
Aug 16 - Aug 17
Poggio Paradiso Resort & Spa
Down comforters, soundproofing, WiFi (free), bed sheets

7. 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 P3,986
P4,810 total
includes taxes & fees
Aug 25 - Aug 26
Santo Spirito
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 P6,930
P8,334 total
includes taxes & fees
Aug 19 - Aug 20
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 P7,918
P8,992 total
includes taxes & fees
Sep 3 - Sep 4
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 P7,271
P8,283 total
includes taxes & fees
Aug 16 - Aug 17
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 P12,114
P13,750 total
includes taxes & fees
Aug 16 - Aug 17
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 P7,058
P7,906 total
includes taxes & fees
Aug 23 - Aug 24
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 P6,980
P7,963 total
includes taxes & fees
Aug 23 - Aug 24
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 P6,864
P7,834 total
includes taxes & fees
Aug 31 - Sep 1
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 P7,969
P8,980 total
includes taxes & fees
Sep 9 - Sep 10
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 P15,880
P17,469 total
includes taxes & fees
Sep 14 - Sep 15
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 P8,144
P9,171 total
includes taxes & fees
Aug 16 - Aug 17
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, (23 reviews)
"Honestly the bed was hard as a rock,"
United States
Ariel
The price is P6,011
P6,825 total
includes taxes & fees
Aug 17 - Aug 18
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 P12,004
P13,488 total
includes taxes & fees
Aug 26 - Aug 27
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 P6,416
P7,982 total
includes taxes & fees
Aug 17 - Aug 18
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

Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa

8/10 Good
"Great property, location and views.The staff is running a bit thin but helpful...Some training re. customer service attention could be improved, management is clearly not on top for oversight or direct feedback from guests (some supposedly G.M. women passed through the lobby on her way to her week end as we were checking in without bothering to take the opportunity to greet us...never to be seen again for the next 2 days !).The parking and directions are not very practical, the restaurant is too pretentious and lifeless compared to many great options 5 mn away in town).The landscaping and maintenance of pool area could be better for such a gorgeous architecture. All in all, I would recommend ownership to invest a little bit more and hire a more attentive and hands on leadership figure for day to day management to make this property deliver a true 5 stars experience as per global standards and surrounding luxury competitors...(the Nun Assisi provided us with a real Luxury service !)."
Douglas 2-night trip
Posted 5 hours ago
Monastero di Cortona Hotel & Spa

Find out more about Cortona

Cortona Guest Houses information

Number of reviews
739
Accommodation
3 Guest Houses
Lowest Price
P4,711
Highest Price
P20,888

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