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

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Check prices for these dates

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

Our top choices for Cortona town houses

A hotel entrance with an arched doorway, a sign with the name 'Albergo I Michele', and a potted plant to the right.

1. B&B Piccolo Hotel

B&B Piccolo Hotel
Cortona Old Town
9.4 out of 10, Exceptional, (26 reviews)
"This is such an amazing hotel in such an amazing place! "
United States
mansoor
The price is CA $199
CA $222 total
includes taxes & fees
Nov 2 - Nov 3
B&B Piccolo Hotel
A couple relaxing in a spa setting with a visible logo on the wall, a reception desk, and a plant in the background.

2. San Michele al Borgo

San Michele al Borgo
Castiglion Fiorentino
9.8 out of 10, Exceptional, (9 reviews)
"Excellent staff and tasty breakfast!"
United States
Vern
The price is CA $183
CA $208 total
includes taxes & fees
Oct 30 - Oct 31
San Michele al Borgo
Pool

3. iConic Wellness Resort

iConic Wellness Resort
Arezzo
8.8 out of 10, Excellent, (41 reviews)
"Beautiful and peaceful resort! Hope to return soon❤️"
United States
Rheymarie
The price is CA $104
CA $124 total
includes taxes & fees
Nov 18 - Nov 19
iConic Wellness Resort
A view of a historic town with prominent buildings and a church tower.

4. Cameracaffè Centro

Cameracaffè Centro
Arezzo Centro Storico
8.6 out of 10, Excellent, (195 reviews)
"Pros: Nice staff. Good breakfast with a nice view. Cons: Old bed and can feel the metal springs in your back so poor sleep. Lots of beggars and vagrants at the entrance of building."
United States
Steven
The price is CA $125
CA $147 total
includes taxes & fees
Nov 1 - Nov 2
Cameracaffè Centro
An outdoor seating area with a pergola, a fire pit, and a flower arrangement.

5. Fontelunga Hotel & Villas

Fontelunga Hotel & Villas
Foiano della Chiana
10.0 out of 10, Exceptional, (10 reviews)
"Wonderful stay!"
Canada
Brian
The price is CA $376
CA $419 total
includes taxes & fees
Oct 27 - Oct 28
Fontelunga Hotel & Villas
A spa area with a stone-walled arch, a hot tub, and a small window.

6. DormiVeglia B&B

DormiVeglia B&B
Monte San Savino
10.0 out of 10, Exceptional, (30 reviews)
"Amazing, warm, sweet, lovely, such a gem of a place!"
American Samoa
Melissa Hyun Joo
The price is CA $150
CA $171 total
includes taxes & fees
Nov 8 - Nov 9
DormiVeglia B&B
Terrace/patio

7. Casale dell'Assiolo

Casale dell'Assiolo
Castiglione del Lago
9.0 out of 10, Wonderful, (2 reviews)
"Super søde værter. Og rigtig fint værelse. Vi kommer igen"
Denmark
Emma
The price is CA $157
CA $179 total
includes taxes & fees
Nov 5 - Nov 6
Casale dell'Assiolo
An interior courtyard with stone columns, arches, and a mosaic.

8. Meublé Il Riccio

Meublé Il Riccio
Montepulciano
9.6 out of 10, Exceptional, (119 reviews)
"What a gem! Absolutely loved the hotel and enjoyed our stay. Staff very friendly and helpful, and our room was outstanding. The view from our balcony was breathtaking. Top of our list!"
United States
Christopher
The price is CA $210
CA $237 total
includes taxes & fees
Oct 29 - Oct 30
Meublé Il Riccio
A crowded restaurant with brick walls and multiple tables and chairs.

9. La Locanda di San Francesco

La Locanda di San Francesco
Montepulciano
9.8 out of 10, Exceptional, (152 reviews)
"This place was great. Amazing view the room. Extremely friendly and helpful staff. This hotel made our trip - highly recommend"
Canada
Colin
The price is CA $206
CA $232 total
includes taxes & fees
Nov 25 - Nov 26
La Locanda di San Francesco
A patio area with outdoor seating, potted plants, and a view of the landscape.

10. Affitacamere Maria Gabriella

Affitacamere Maria Gabriella
Pienza
9.8 out of 10, Exceptional, (74 reviews)
"A very pleasant and homey place to stay"
Germany
Janine und Thomas
The price is CA $138
CA $191 total
includes taxes & fees
Nov 4 - Nov 5
Affitacamere Maria Gabriella
A narrow alleyway with buildings on either side, string lights hanging above, and a sign reading "ROOMS".

11. Bed & Breakfast Vicolo dell'Oste

Bed & Breakfast Vicolo dell'Oste
Montepulciano
9.6 out of 10, Exceptional, (143 reviews)
"Wonderful place - clean, comfortable, quiet with excellent hosts. Perfect location near everything in town including the parking. Can’t wait to return!"
United States
Shelly
The price is CA $145
CA $165 total
includes taxes & fees
Nov 25 - Nov 26
Bed & Breakfast Vicolo dell'Oste
A modern hotel room with large windows, a bed, a desk, and a chair.

12. B&B 52cento

B&B 52cento
Arezzo Centro Storico
8.2 out of 10, Very good, (84 reviews)
"Very accessible and easy accommodation. Very pleasant room and reasonable breakfast. Within walking distance of train station and city centre."
Australia
Tina
The price is CA $99
CA $118 total
includes taxes & fees
Nov 3 - Nov 4
B&B 52cento
An arched stone bridge with a white building on the right, featuring a balcony with plants.

13. Locanda Antico Borgo

Locanda Antico Borgo
Civitella in Val di Chiana
9.2 out of 10, Wonderful, (21 reviews)
"What an absolutely beautiful stay, in a stunning place. Our host was attentive and kind, and the food was wonderful. The hotel and rooms were spotlessly clean, and particularly for my needs on a road trip with my 18 year old son, the accommodation offering two adjoining bedrooms was perfect, and we could park outside. Also very good value in my opinion. I would definitely return, it’s also ideal for couples and I would love to bring my wife here. "
United Kingdom
Mr Andy
The price is CA $135
CA $149 total
includes taxes & fees
Oct 27 - Oct 28
Locanda Antico Borgo
A staircase with a wooden handrail, a potted plant, and a chair in a hallway.

14. Villa Fontis Rapolano

Villa Fontis Rapolano
Rapolano Terme
10.0 out of 10, Exceptional, (1 review)
"Bella struttura, nuova, pulita in posizione comoda"
Italy
Barbara
The price is CA $122
CA $140 total
includes taxes & fees
Oct 28 - Oct 29
Villa Fontis Rapolano
A stone-paved courtyard with a wrought iron gate, a brick building, and a tree.

15. B&B Le Logge Di Sopra

B&B Le Logge Di Sopra
Asciano
The price is CA $146
CA $167 total
includes taxes & fees
Nov 24 - Nov 25
B&B Le Logge Di Sopra
A corridor with wooden flooring, a white cushioned bench, and shelves on both sides displaying bottles.

16. Allegra Toscana - Affittacamere & Guest House Arezzo

Allegra Toscana - Affittacamere & Guest House Arezzo
Arezzo Centro Storico
7.0 out of 10, Good, (17 reviews)
"Great location in Arezzo, easy and simple to find and access. Everything was exactly as we needed although we did not need to stay long."
United Kingdom
Justin
The price is CA $123
CA $151 total
includes taxes & fees
Nov 8 - Nov 9
Allegra Toscana - Affittacamere & Guest House Arezzo
A cozy outdoor seating area with stone walls and red foliage, featuring a table and chairs, and a door leading to a covered entrance.

17. L'Olmo

L'Olmo
Pienza
10.0 out of 10, Exceptional, (28 reviews)
"We were so comfortable and impressed with L'Olmo. Communication prior to our trip was perfect. We got there and the grounds were immaculate, the room was stunning, and the location was extremely convenient. The staff was very helpful. We loved staying here and can recommend it whole heartedly."
United States
Michelle
The price is CA $627
CA $696 total
includes taxes & fees
Nov 2 - Nov 3
L'Olmo
A balcony with a metal railing, a small table with a chair, potted plants, and a view of the sea.

18. PienzaLettings Suites

PienzaLettings Suites
Pienza
10.0 out of 10, Exceptional, (6 reviews)
"Clean room with friendly and helpful staff. Thank you so much for the wonderful stay"
United States
Pearlyn
The price is CA $113
CA $131 total
includes taxes & fees
Nov 2 - Nov 3
PienzaLettings Suites
A bedroom with a brick archway, a bed with white linens, a small table with a magazine, and a painting on the wall.

19. TuscanyLettings Studio&Room

TuscanyLettings Studio&Room
Pienza
10.0 out of 10, Exceptional, (3 reviews)
"Lugar maravilhoso, localização perfeita, super limpo e aconchegante."
Brazil
Lucas
The price is CA $106
CA $123 total
includes taxes & fees
Nov 4 - Nov 5
TuscanyLettings Studio&Room
A bakery display with various pastries and desserts.

20. La Piccola Locanda

La Piccola Locanda
Chiusi
8.0 out of 10, Very good, (14 reviews)
"Very homey and wonderful people! We loved the restaurant below."
United States
autumn
The price is CA $153
CA $172 total
includes taxes & fees
Oct 30 - Oct 31
La Piccola Locanda
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 3 hours ago
Monastero di Cortona Hotel & Spa

Find out more about Cortona

Cortona Townhomes information

Number of reviews
589
Accommodation
2 Townhomes
Lowest Price
CA $118
Highest Price
CA $696

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