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

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Check prices for these dates

Next weekend
6 Nov - 8 Nov
In two weeks
13 Nov - 15 Nov
In one month
27 Nov - 29 Nov
In two months
25 Dec - 27 Dec

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 AED 296
AED 395 total
includes taxes & fees
16 Nov - 17 Nov
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)
"I didn't see the staff, you have to follow instructions but it's pretty easy. The room was modern and updated. It was great!"
United States
Akis
The price is AED 265
AED 292 total
includes taxes & fees
28 Oct - 29 Oct
Fondaco del Moro
A hotel room with a bed, a sofa, a chair, a small table with a lamp, and a window with a view of a green landscape.

3. Poggio Paradiso Resort & Spa

Poggio Paradiso Resort & Spa
Torrita di Siena
10.0 out of 10, Exceptional, (49 reviews)
"Beautiful property in a very beautiful location. Breakfast is very good and the staff is extremely helpful."
United Kingdom
Giulio
The price is AED 858
AED 960 total
includes taxes & fees
8 Nov - 9 Nov
Poggio Paradiso Resort & Spa
A stone staircase with red steps leading up to a building.

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 AED 484
AED 565 total
includes taxes & fees
6 Nov - 7 Nov
Villa Sargiano
A street with historic buildings featuring arched brick and stone facades, a paved road, and potted plants along the sidewalk.

5. 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 AED 235
AED 259 total
includes taxes & fees
30 Oct - 31 Oct
Palazzo Ninci
A historic building with a grand entrance, a red carpet, and two potted plants at the entrance.

6. Palazzo Mosela Alla Porta

Palazzo Mosela Alla Porta
Montepulciano
9.0 out of 10, Wonderful, (207 reviews)
"Just a delight"
United States
Adam
The price is AED 388
AED 443 total
includes taxes & fees
5 Nov - 6 Nov
Palazzo Mosela Alla Porta
A staircase leading to a room with a painting on the wall, a metal shelf with plants, and a blue vase.

7. RoHouse delle Conserve

RoHouse delle Conserve
Arezzo
The price is AED 306
AED 378 total
includes taxes & fees
19 Nov - 20 Nov
RoHouse delle Conserve
A historic stone building with a tower, multiple windows, and a covered outdoor seating area.

8. La Corte del Re Suite & Rooms Arezzo

La Corte del Re Suite & Rooms Arezzo
Arezzo Centro Storico
8.4 out of 10, Very good, (35 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 AED 278
AED 347 total
includes taxes & fees
4 Nov - 5 Nov
La Corte del Re Suite & Rooms Arezzo
A corridor with a large arched doorway, a white door labeled "202", and a sofa with a geometric pattern.

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 AED 795
AED 899 total
includes taxes & fees
29 Oct - 30 Oct
SUGAR ROOMS Residenza d' Epoca
A compact kitchen with a gas stove, sink, and blue-tiled backsplash.

10. 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 AED 231
AED 279 total
includes taxes & fees
9 Nov - 10 Nov
Santo Spirito
A staircase with a brick archway, a painting of a field, and a door with a window.

11. 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 AED 354
AED 406 total
includes taxes & fees
29 Oct - 30 Oct
MontepulcianoLettings
A two-story building with a brick facade, multiple balconies, and a courtyard with outdoor seating.

12. 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 AED 299
AED 346 total
includes taxes & fees
28 Oct - 29 Oct
Piccola Siesta b&b
A pool area with lounge chairs and umbrellas, surrounded by a well-maintained lawn and a large building in the background.

13. 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 AED 329
AED 374 total
includes taxes & fees
2 Nov - 3 Nov
Domus Volumnia Country House
A patio with two lounge chairs, a small table with a pitcher and glasses, and a decorative fence.

14. 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 AED 678
AED 755 total
includes taxes & fees
27 Nov - 28 Nov
San Bartolomeo LT
A stone building with a courtyard, a small fountain, and a tree.

15. 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 AED 290
AED 327 total
includes taxes & fees
2 Nov - 3 Nov
Antica Quercia & Spa
A stone-walled room with a fireplace, a table with chairs, and a hanging light fixture.

16. 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 AED 387
AED 442 total
includes taxes & fees
28 Oct - 29 Oct
Borgo Nuovo San Martino
A multi-level outdoor patio with a staircase, seating areas, and potted plants.

17. Residenza il Punto

Residenza il Punto
Perugia
9.8 out of 10, Exceptional, (75 reviews)
"Beautiful accommodation, led by lovely hosts"
Germany
Simone
The price is AED 473
AED 533 total
includes taxes & fees
3 Nov - 4 Nov
Residenza il Punto
A cobblestone street lined with historic buildings, outdoor seating, and a white car parked on the street.

18. 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 AED 322
AED 367 total
includes taxes & fees
10 Nov - 11 Nov
Baglioni Art Suite - Luxury Art Perugia
A courtyard with a brick pathway, a stone building, and a glass structure with warm lighting.

19. 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 AED 799
AED 879 total
includes taxes & fees
28 Oct - 29 Oct
Anna Boccali Resort
A wooden table with a croissant, a glass of orange juice, and a cup on a balcony with blue railings and chairs.

20. Il Bacio - Guest House

Il Bacio - Guest House
Perugia
The price is AED 204
AED 418 total
includes taxes & fees
29 Oct - 30 Oct
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.
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Top Cortona Hotel Reviews

Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa

10/10 Excellent
"Beautiful historic property well located with just enough to do. Very relaxing ."
Peter 4-night trip
Posted 1 day ago
Monastero di Cortona Hotel & Spa