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

Search Guest Houses in Cortona

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
Oct 23 - Oct 25
In two weeks
Oct 30 - Nov 1
In one month
Nov 13 - Nov 15
In two months
Dec 11 - Dec 13

Our top choices for Cortona guest houses

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

1. 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 ￥11,999
￥16,212 total
includes taxes & fees
Nov 4 - Nov 5
B&B San Francesco
A stone building with multiple windows and a central entrance.

2. Fondaco del Moro

Fondaco del Moro
Civitella in Val di Chiana
9.4 out of 10, Exceptional, (62 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 ￥10,733
￥11,806 total
includes taxes & fees
Oct 21 - Oct 22
Fondaco del Moro
A table set with a bottle of wine, two wine glasses, and a vase with flowers.

3. Poggio Paradiso Resort & Spa

Poggio Paradiso Resort & Spa
Torrita di Siena
10.0 out of 10, Exceptional, (46 reviews)
"Beautiful property in a very beautiful location. Breakfast is very good and the staff is extremely helpful."
United Kingdom
Giulio
The price is ￥33,361
￥37,406 total
includes taxes & fees
Nov 12 - Nov 13
Poggio Paradiso Resort & Spa
A restaurant with brick arches, wooden tables, and chairs. There are wine bottles on a shelf and a hanging light fixture.

4. Palazzo Mosela Alla Porta

Palazzo Mosela Alla Porta
Montepulciano
9.0 out of 10, Wonderful, (205 reviews)
"Just a delight"
United States
Adam
The price is ￥18,102
￥20,622 total
includes taxes & fees
Nov 2 - Nov 3
Palazzo Mosela Alla Porta
A bedroom with a bed, a ceiling fan, a desk, a chair, a TV, and a window with blinds.

5. Santo Spirito

Santo Spirito
Saione
8.2 out of 10, Very good, (56 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 ￥9,340
￥11,341 total
includes taxes & fees
Nov 12 - Nov 13
Santo Spirito
A staircase with a patterned carpet and a wooden handrail.

6. 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 ￥10,008
￥11,009 total
includes taxes & fees
Oct 19 - Oct 20
Palazzo Ninci
A stone staircase with red steps leading up to a building.

7. 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 ￥20,423
￥23,884 total
includes taxes & fees
Oct 28 - Oct 29
Villa Sargiano
A view through an arched window of a historic building with a bell tower, a courtyard, and surrounding architecture.

8. La Corte del Re Suite & Rooms Arezzo

La Corte del Re Suite & Rooms Arezzo
Arezzo Centro Storico
8.6 out of 10, Excellent, (33 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 ￥11,901
￥14,868 total
includes taxes & fees
Oct 21 - Oct 22
La Corte del Re Suite & Rooms Arezzo
A room with a glass floor, stone walls, and a door in the center.

9. SUGAR ROOMS Residenza d' Epoca

SUGAR ROOMS Residenza d' Epoca
Arezzo Centro Storico
10.0 out of 10, Exceptional, (38 reviews)
"Fantastic property and service. Can’t recommend enough"
United States
Shelly
The price is ￥31,468
￥35,681 total
includes taxes & fees
Nov 4 - Nov 5
SUGAR ROOMS Residenza d' Epoca
A staircase with a brick archway, a painting of a field, and a door with a window.

10. MontepulcianoLettings

MontepulcianoLettings
Montepulciano
10.0 out of 10, Exceptional, (7 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 ￥14,907
￥17,108 total
includes taxes & fees
Nov 1 - Nov 2
MontepulcianoLettings
A two-story building with a brick facade, multiple balconies, and a courtyard with outdoor seating.

11. 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 ￥12,402
￥14,352 total
includes taxes & fees
Oct 20 - Oct 21
Piccola Siesta b&b
A patio with two lounge chairs, a small table with a pitcher and glasses, and a decorative fence.

12. San Bartolomeo LT

San Bartolomeo LT
Passignano sul Trasimeno
9.0 out of 10, Wonderful, (2 reviews)
"Fin seng, dog lidt kort. Mange kontakter til tænd og sluk af? Der var et irriterende ur, der vist styrede varmen-det larmer noget. Men ellers fine rum. "
Denmark
Per
The price is ￥25,787
￥28,721 total
includes taxes & fees
Oct 25 - Oct 26
San Bartolomeo LT
A stone building with a courtyard, a small fountain, and a tree.

13. Antica Quercia & Spa

Antica Quercia & Spa
Chianciano Terme
8.0 out of 10, Very good, (35 reviews)
"Overall it’s a great place to stay. I just wasn’t a fan of the location, the town doesn’t have anything today do and isn’t the nicest town to stay in but if you plan to just have a touchdown location to travel Tuscany it’s great, It’s clean, staff is kind and even has a nice breakfast."
United States
Polina
The price is ￥11,755
￥13,285 total
includes taxes & fees
Nov 2 - Nov 3
Antica Quercia & Spa
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

Domus Volumnia Country House
Perugia
9.2 out of 10, Wonderful, (46 reviews)
"Clean room, great view and yummy breakfast."
Australia
Hui Lin
The price is ￥15,401
￥17,474 total
includes taxes & fees
Nov 2 - Nov 3
Domus Volumnia Country House
A hotel room with a bed, a TV, and a view of the city.

15. Baglioni Art Suite - Luxury Art Perugia

Baglioni Art Suite - Luxury Art Perugia
Old Town Perugia
4.0 out of 10, (1 review)
"Una notte, camera Deluxe vista cortile prenotata e pagata 82,50 euro. Mi è stata assegnata la vista città, che costava un po' meno: la finestra, ben isolata da chiusa, dà sulla piazza e da aperta fa entrare i rumori. Il problema principale è una striscia LED sullo stipite del bagno, senza interruttore, accesa notte e giorno con la tessera inserita: come un abat-jour sempre acceso. Su WhatsApp mi hanno risposto velocemente che è una luce di sicurezza a norma di legge e non si può spegnere. Ho...
Italy
Brian
The price is ￥13,802
￥15,715 total
includes taxes & fees
Nov 8 - Nov 9
Baglioni Art Suite - Luxury Art Perugia
A multi-level outdoor patio with a staircase, seating areas, and potted plants.

16. Residenza il Punto

Residenza il Punto
Perugia
9.8 out of 10, Exceptional, (74 reviews)
"Beautiful accommodation, led by lovely hosts"
Germany
Simone
The price is ￥18,634
￥21,031 total
includes taxes & fees
Nov 2 - Nov 3
Residenza il Punto
A stone-walled room with a fireplace, a table with chairs, and a hanging light fixture.

17. Borgo Nuovo San Martino

Borgo Nuovo San Martino
Bucine
7.2 out of 10, Good, (11 reviews)
"Definitely going back in the summer"
United States
Josimar
The price is ￥16,087
￥18,406 total
includes taxes & fees
Oct 21 - Oct 22
Borgo Nuovo San Martino
A courtyard with a brick pathway, a stone building, and a glass structure with warm lighting.

18. 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 ￥34,521
￥37,974 total
includes taxes & fees
Oct 18 - Oct 19
Anna Boccali Resort
A hotel entrance with a sign reading "TIMES SUITES & BAR", a staircase leading inside, and two potted plants.

19. Times Suites Guesthouse - Etruria Collection

Times Suites Guesthouse - Etruria Collection
Old Town Perugia
9.4 out of 10, Exceptional, (34 reviews)
"Honestly the bed was hard as a rock,"
United States
Ariel
The price is ￥17,145
￥19,392 total
includes taxes & fees
Nov 3 - Nov 4
Times Suites Guesthouse - Etruria Collection
A bedroom with a bunk bed, a bedside table with a lamp, a TV mounted on the wall, and a view of the outside balcony.

20. Il Bacio - Guest House

Il Bacio - Guest House
Perugia
The price is ￥9,590
￥25,289 total
includes taxes & fees
Nov 13 - Nov 14
Il Bacio - Guest House
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
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Cortona Hotel Reviews

Relais Villa Baldelli

Relais Villa Baldelli

10/10 Excellent
"Beautiful property and amazing service!"
Michael 7-night trip
Posted 2 days ago
Relais Villa Baldelli

Find out more about Cortona

Cortona Guest Houses information

Number of reviews
698
Accommodation
3 Guest Houses
Lowest Price
￥11,009
Highest Price
￥37,974

Explore a world of travel with Expedia