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

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Check prices for these dates

Next weekend
Oct 16 - Oct 18
In two weeks
Oct 23 - Oct 25
In one month
Nov 6 - Nov 8
In two months
Dec 4 - Dec 6

Our top choices for Cortona town houses

An upper floor view of a courtyard with stone walls, arched doorways, and seating areas with potted plants.

1. B&B Piccolo Hotel

B&B Piccolo Hotel
Cortona Old Town
9.2 out of 10, Wonderful, (25 reviews)
"This is such an amazing hotel in such an amazing place! "
United States
mansoor
The price is P8,905
P9,936 total
includes taxes & fees
Nov 4 - Nov 5
B&B Piccolo Hotel
Pool

2. iConic Wellness Resort

iConic Wellness Resort
Arezzo
8.8 out of 10, Excellent, (40 reviews)
"Beautiful and peaceful resort! Hope to return soon❤️"
United States
Rheymarie
The price is P4,660
P5,547 total
includes taxes & fees
Nov 5 - Nov 6
iConic Wellness Resort
A narrow cobblestone street with a rustic stone building featuring a wooden door and arched window.

3. 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 P8,820
P9,984 total
includes taxes & fees
Oct 14 - Oct 15
San Michele al Borgo
An outdoor seating area with a pergola, a fire pit, and a flower arrangement.

4. Fontelunga Hotel & Villas

Fontelunga Hotel & Villas
Foiano della Chiana
10.0 out of 10, Exceptional, (9 reviews)
"Wonderful stay!"
Canada
Brian
The price is P17,814
P19,878 total
includes taxes & fees
Oct 10 - Oct 11
Fontelunga Hotel & Villas
A narrow alleyway with buildings on either side, string lights hanging above, and a sign reading "ROOMS".

5. Bed & Breakfast Vicolo dell'Oste

Bed & Breakfast Vicolo dell'Oste
Montepulciano
9.6 out of 10, Exceptional, (141 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 P6,616
P7,558 total
includes taxes & fees
Nov 4 - Nov 5
Bed & Breakfast Vicolo dell'Oste
Terrace/patio

6. 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
Casale dell'Assiolo
A spa area with a stone-walled arch, a hot tub, and a small window.

7. 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 P6,922
P7,895 total
includes taxes & fees
Nov 8 - Nov 9
DormiVeglia B&B
An interior courtyard with stone columns, arches, and a mosaic.

8. Meublé Il Riccio

Meublé Il Riccio
Montepulciano
9.6 out of 10, Exceptional, (118 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 P10,019
P11,302 total
includes taxes & fees
Oct 11 - Oct 12
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, (149 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 P11,692
P13,144 total
includes taxes & fees
Nov 3 - Nov 4
La Locanda di San Francesco
A modern hotel room with large windows, a bed, a desk, and a chair.

10. B&B 52cento

B&B 52cento
Arezzo Centro Storico
8.0 out of 10, Very good, (82 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 P4,750
P5,647 total
includes taxes & fees
Oct 18 - Oct 19
B&B 52cento
A table with a coffee maker, cups, a glass of red drink, and a plate of food, with a building in the background.

11. Cameracaffè Centro

Cameracaffè Centro
Arezzo Centro Storico
8.6 out of 10, Excellent, (194 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 P5,718
P6,714 total
includes taxes & fees
Oct 15 - Oct 16
Cameracaffè Centro
A patio area with outdoor seating, potted plants, and a view of the landscape.

12. Affitacamere Maria Gabriella

Affitacamere Maria Gabriella
Pienza
9.8 out of 10, Exceptional, (70 reviews)
"A very pleasant and homey place to stay"
Germany
Janine und Thomas
The price is P6,817
P9,249 total
includes taxes & fees
Nov 7 - Nov 8
Affitacamere Maria Gabriella
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 P7,222
P7,945 total
includes taxes & fees
Oct 13 - Oct 14
Locanda Antico Borgo
A bedroom with a brick archway, a bed with white linens, a small table with a magazine, and a painting on the wall.

14. 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 P5,551
P6,388 total
includes taxes & fees
Nov 2 - Nov 3
TuscanyLettings Studio&Room
A cozy outdoor seating area with stone walls and red foliage, featuring a table and chairs, and a door leading to a covered entrance.

15. L'Olmo

L'Olmo
Pienza
10.0 out of 10, Exceptional, (27 reviews)
"Absolutely first class and friendly Perfect location "
United States
Jennifer
The price is P28,123
P31,216 total
includes taxes & fees
Nov 8 - Nov 9
L'Olmo
A staircase with a wooden handrail, a potted plant, and a chair in a hallway.

16. 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 P5,810
P6,672 total
includes taxes & fees
Oct 18 - Oct 19
Villa Fontis Rapolano
A balcony with a metal railing, a small table with a chair, potted plants, and a view of the sea.

17. PienzaLettings Suites

PienzaLettings Suites
Pienza
10.0 out of 10, Exceptional, (5 reviews)
"Clean room with friendly and helpful staff. Thank you so much for the wonderful stay"
United States
Pearlyn
The price is P5,097
P5,890 total
includes taxes & fees
Nov 2 - Nov 3
PienzaLettings Suites
A corridor with wooden flooring, a white cushioned bench, and shelves on both sides displaying bottles.

18. 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 P5,876
P7,167 total
includes taxes & fees
Nov 8 - Nov 9
Allegra Toscana - Affittacamere & Guest House Arezzo
A stone building with arched windows and a gravel driveway.

19. Villa La Ginestra

Villa La Ginestra
Subbiano
9.6 out of 10, Exceptional, (5 reviews)
"Le charme de l'endroit, l'attention de l'hôte, le confort, le déjeuner delicieux."
Canada
Philippe
The price is P6,903
P7,804 total
includes taxes & fees
Oct 9 - Oct 10
Villa La Ginestra
A stone building with a balcony and a small garden area with plants.

20. L'Antica Sosta

L'Antica Sosta
Corciano
9.4 out of 10, Exceptional, (3 reviews)
"Molto accoglienti e gentili "
Italy
Valentina
The price is P4,121
P4,534 total
includes taxes & fees
Oct 11 - Oct 12
L'Antica Sosta
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
"Excellent staff .. extremely accommodating. Would definitely return."
Christine 6-night trip
Posted 19 hours ago
Monastero di Cortona Hotel & Spa

Find out more about Cortona

Cortona Town Houses information

Number of reviews
876
Accommodation
2 Town Houses
Lowest Price
P4,534
Highest Price
P31,216

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