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

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Check prices for these dates

Next weekend
9 Oct - 11 Oct
In two weeks
16 Oct - 18 Oct
In one month
30 Oct - 1 Nov
In two months
27 Nov - 29 Nov

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, (62 reviews)
"Lovely place, I looking the beautiful San Francesco church. Excellent breakfast!"
United Kingdom
Esther
The price is ฿2,738
฿3,735 total
includes taxes & fees
30 Sept - 1 Oct
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
9.6 out of 10, Exceptional, (61 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 ฿2,334
฿2,567 total
includes taxes & fees
29 Sept - 30 Sept
Fondaco del Moro
A staircase with a patterned carpet and a wooden handrail.

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 ฿2,178
฿2,396 total
includes taxes & fees
29 Sept - 30 Sept
Palazzo Ninci
A table set with a bottle of wine, two wine glasses, and a vase with flowers.

4. Poggio Paradiso Resort & Spa

Poggio Paradiso Resort & Spa
Torrita di Siena
10.0 out of 10, Exceptional, (43 reviews)
"Beautiful property in a very beautiful location. Breakfast is very good and the staff is extremely helpful."
United Kingdom
Giulio
The price is ฿8,968
฿10,017 total
includes taxes & fees
15 Oct - 16 Oct
Poggio Paradiso Resort & Spa
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 ฿2,143
฿2,586 total
includes taxes & fees
29 Sept - 30 Sept
Santo Spirito
A stone staircase with red steps leading up to a building.

6. 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 ฿4,493
฿5,247 total
includes taxes & fees
29 Sept - 30 Sept
Villa Sargiano
A two-story building with a brick facade, multiple balconies, and a courtyard with outdoor seating.

7. 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 ฿2,800
฿3,233 total
includes taxes & fees
29 Sept - 30 Sept
Piccola Siesta b&b
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 AREZZO

LA CORTE DEL RE SUITE AREZZO
Arezzo Centro Storico
8.8 out of 10, Excellent, (32 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 ฿2,556
฿3,191 total
includes taxes & fees
12 Oct - 13 Oct
LA CORTE DEL RE SUITE 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, (35 reviews)
"The walls had faded frescoes throughout building. Excellent staff as noted earlier. Ricardo so excellent and patient to every visitor. Bedding excellent with modern bathroom"
United States
Patricia
The price is ฿7,362
฿8,326 total
includes taxes & fees
29 Sept - 30 Sept
SUGAR ROOMS Residenza d' Epoca
A patio with two lounge chairs, a small table with a pitcher and glasses, and a decorative fence.

10. 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 ฿6,569
฿7,302 total
includes taxes & fees
29 Sept - 30 Sept
San Bartolomeo LT
A restaurant with brick arches, wooden tables, and chairs. There are wine bottles on a shelf and a hanging light fixture.

11. Palazzo Mosela Alla Porta

Palazzo Mosela Alla Porta
Montepulciano
9.0 out of 10, Wonderful, (201 reviews)
"Apartment was conveniently located, room large and comfortable. Room at the very top so carrying luggage up stairs a bit difficulty but overall great stay ."
United States
Kerry
The price is ฿5,373
฿6,063 total
includes taxes & fees
27 Oct - 28 Oct
Palazzo Mosela Alla Porta
A staircase with a brick archway, a painting of a field, and a door with a window.

12. 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 ฿3,827
฿4,362 total
includes taxes & fees
8 Oct - 9 Oct
MontepulcianoLettings
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, (34 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 ฿3,115
฿3,502 total
includes taxes & fees
6 Oct - 7 Oct
Antica Quercia & Spa
A courtyard with a brick pathway, a stone building, and a glass structure with warm lighting.

14. 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 ฿7,357
฿8,093 total
includes taxes & fees
29 Sept - 30 Sept
Anna Boccali Resort
A pool area with lounge chairs and umbrellas, surrounded by a well-maintained lawn and a large building in the background.

15. Domus Volumnia Country House

Domus Volumnia Country House
Perugia
9.2 out of 10, Wonderful, (43 reviews)
"Amazing property!! Beautiful grounds, pool, views of the countryside and city. Close to everything, great breakfast. Amazing value! Beautiful rooms. Very clean. Very good staff"
United States
Nadia
The price is ฿3,516
฿3,982 total
includes taxes & fees
26 Oct - 27 Oct
Domus Volumnia Country House
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
6.8 out of 10, (10 reviews)
"Definitely going back in the summer"
United States
Josimar
The price is ฿3,445
฿3,941 total
includes taxes & fees
12 Oct - 13 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, (72 reviews)
"Romina and Gonzalo were amazing hosts! We enjoyed our breakfast. The views were amazing!! Highly recommend!!!"
United States
Antonella
The price is ฿4,667
฿5,248 total
includes taxes & fees
30 Sept - 1 Oct
Residenza il Punto
A table set for two with a bottle of wine and glasses, overlooking a scenic landscape with hills and trees.

18. Castello Di Petroia Relais

Castello Di Petroia Relais
Gubbio
9.8 out of 10, Exceptional, (48 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 ฿5,061
฿5,719 total
includes taxes & fees
29 Sept - 30 Sept
Castello Di Petroia Relais
A balcony with a view of a green landscape, a tall tree, and a lamp post.

19. Villa Bizzi

Villa Bizzi
Città di Castello
The price is ฿16,422
฿18,064 total
includes taxes & fees
29 Sept - 30 Sept
Villa Bizzi
A hotel entrance with a sign reading "TIMES SUITES & BAR", a staircase leading inside, and two potted plants.

20. Times Suites Guesthouse - Etruria Collection

Times Suites Guesthouse - Etruria Collection
Old Town Perugia
9.4 out of 10, Exceptional, (33 reviews)
"Honestly the bed was hard as a rock,"
United States
Ariel
The price is ฿3,671
฿4,153 total
includes taxes & fees
25 Oct - 26 Oct
Times Suites Guesthouse - Etruria Collection
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

Villa Borgo San Pietro

Villa Borgo San Pietro

10/10 Excellent
"Well done"
PIETRO 7-night trip
Posted 11 hours ago
Villa Borgo San Pietro

Find out more about Cortona

Cortona Guest Houses information

Number of reviews
620
Accommodation
3 Guest Houses
Lowest Price
฿2,396
Highest Price
฿18,064