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

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Check prices for these dates

Next weekend
Oct 2 - Oct 4
In two weeks
Oct 9 - Oct 11
In one month
Oct 23 - Oct 25
In two months
Nov 20 - Nov 22

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 ￥24,589
￥27,769 total
includes taxes & fees
Sep 23 - Sep 24
B&B Piccolo Hotel
A narrow cobblestone street with a rustic stone building featuring a wooden door and arched window.

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 ￥21,474
￥24,342 total
includes taxes & fees
Sep 25 - Sep 26
San Michele al Borgo
An outdoor seating area with a pergola, a fire pit, and a flower arrangement.

3. Fontelunga Hotel & Villas

Fontelunga Hotel & Villas
Foiano della Chiana
10.0 out of 10, Exceptional, (7 reviews)
"We loved our stay here! The hosts and staff were super warm and friendly. Breakfast had a wide choice and we liked the evening drinks set up too! The hotel doggies were definitely a highlight ☺️ we’d love to come back!"
United Kingdom
Shelby
The price is ￥34,919
￥39,132 total
includes taxes & fees
Sep 23 - Sep 24
Fontelunga Hotel & Villas

4. 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 ￥13,576
￥16,016 total
includes taxes & fees
Oct 11 - Oct 12
iConic Wellness Resort
An interior courtyard with stone columns, arches, and a mosaic.

5. 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 ￥25,444
￥28,710 total
includes taxes & fees
Sep 23 - Sep 24
Meublé Il Riccio

6. Casale dell'Assiolo

Casale dell'Assiolo
Castiglione del Lago
The price is ￥20,483
￥23,253 total
includes taxes & fees
Oct 6 - Oct 7
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, (29 reviews)
"Amazing, warm, sweet, lovely, such a gem of a place!"
American Samoa
Melissa Hyun Joo
The price is ￥16,869
￥19,277 total
includes taxes & fees
Oct 4 - Oct 5
DormiVeglia B&B
A narrow alleyway with buildings on either side, string lights hanging above, and a sign reading "ROOMS".

8. 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 ￥21,000
￥23,821 total
includes taxes & fees
Sep 23 - Sep 24
Bed & Breakfast Vicolo dell'Oste
A bakery display with various pastries and desserts.

9. 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 ￥19,140
￥21,414 total
includes taxes & fees
Sep 23 - Sep 24
La Piccola Locanda
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, (66 reviews)
"A fantastic stay in such a beautiful part of Tuscany. Hosts were friendly and went out of their way to help. Breakfast was lovely and the room was clean and comfortable. Would highly recommend!"
United Kingdom
Christopher
The price is ￥16,788
￥22,956 total
includes taxes & fees
Oct 8 - Oct 9
Affitacamere Maria Gabriella
A crowded restaurant with brick walls and multiple tables and chairs.

11. La Locanda di San Francesco

La Locanda di San Francesco
Montepulciano
9.8 out of 10, Exceptional, (147 reviews)
"Incredible views from our room"
United Kingdom
Isabelle
The price is ￥31,717
￥35,610 total
includes taxes & fees
Sep 27 - Sep 28
La Locanda di San Francesco
An arched stone bridge with a white building on the right, featuring a balcony with plants.

12. Locanda Antico Borgo

Locanda Antico Borgo
Civitella in Val di Chiana
9.2 out of 10, Wonderful, (20 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 ￥18,509
￥20,360 total
includes taxes & fees
Sep 24 - Sep 25
Locanda Antico Borgo
A staircase with a wooden handrail, a potted plant, and a chair in a hallway.

13. 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 ￥13,580
￥15,659 total
includes taxes & fees
Sep 25 - Sep 26
Villa Fontis Rapolano
A modern hotel room with large windows, a bed, a desk, and a chair.

14. B&B 52cento

B&B 52cento
Arezzo Centro Storico
8.0 out of 10, Very good, (81 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 ￥10,156
￥12,254 total
includes taxes & fees
Sep 30 - Oct 1
B&B 52cento
A view of a historic town with prominent buildings and a church tower.

15. Cameracaffè Centro

Cameracaffè Centro
Arezzo Centro Storico
8.6 out of 10, Excellent, (192 reviews)
"Very convenient and a beautifull terrasse to have breakfast with an amazing vue on Arezzo!"
France
Alexandre
The price is ￥13,563
￥16,000 total
includes taxes & fees
Oct 15 - Oct 16
Cameracaffè Centro
A cozy outdoor seating area with stone walls and red foliage, featuring a table and chairs, and a door leading to a covered entrance.

16. L'Olmo

L'Olmo
Pienza
10.0 out of 10, Exceptional, (25 reviews)
"Absolutely first class and friendly Perfect location "
United States
Jennifer
The price is ￥113,511
￥125,583 total
includes taxes & fees
Oct 18 - Oct 19
L'Olmo
A stone building with a balcony and a small garden area with plants.

17. L'Antica Sosta

L'Antica Sosta
Corciano
9.4 out of 10, Exceptional, (3 reviews)
"Molto accoglienti e gentili "
Italy
Valentina
The price is ￥9,818
￥10,799 total
includes taxes & fees
Oct 23 - Oct 24
L'Antica Sosta
A stone building with arched windows and a gravel driveway.

18. 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 ￥16,452
￥18,639 total
includes taxes & fees
Sep 25 - Sep 26
Villa La Ginestra
A narrow street with stone buildings, wooden doors, and potted plants.

19. Il Rifugio del Borgo

Il Rifugio del Borgo
Città della Pieve
The price is ￥12,265
￥13,852 total
includes taxes & fees
Sep 23 - Sep 24
Il Rifugio del Borgo
A bedroom with a brick archway, a bed with white linens, a small table with a magazine, and a painting on the wall.

20. 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 ￥17,653
￥20,140 total
includes taxes & fees
Oct 1 - Oct 2
TuscanyLettings Studio&Room
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

Hotel San Michele

Hotel San Michele

8/10 Good
"This is a charming hotel housed in a 15th century palazzo as close as you can get to the center of Cortona. The staff was pleasant and helpful. Plus you can pull your car up for luggage drop off - a real convenience in a town center where cars are otherwise restricted. Just note this hotel is in an old building. Not all rooms are serviced by elevator - some stairs required. And like any historic property the facilities have charming quirks - rooms but not all public facilities have A/C, lighting is low and there are no amenities on site other than a lovely buffet breakfast you can enjoy inside or in a garden setting. However its location steps from Cortona’s Piazza Republica, restaurants and shops make up for any shortcomings!"
Leanne 4-night trip
Posted 17 hours ago
Hotel San Michele

Find out more about Cortona

Cortona Town Houses information

Number of reviews
880
Accommodation
2 Town Houses
Lowest Price
￥10,799
Highest Price
￥125,583