Cortona Townhomes from CA $120

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

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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

Cortona Old Town

mansoor

CA $227 total

includes taxes & fees

Nov 2 - Nov 3

A narrow cobblestone street with a rustic stone building featuring a wooden door and arched window.

2. San Michele al Borgo

Castiglion Fiorentino

Vern

CA $208 total

includes taxes & fees

Oct 28 - Oct 29

3. iConic Wellness Resort

Arezzo

Rheymarie

CA $127 total

includes taxes & fees

Oct 25 - Oct 26

An outdoor seating area with a pergola, a fire pit, and a flower arrangement.

4. Fontelunga Hotel & Villas

Foiano della Chiana

Brian

CA $438 total

includes taxes & fees

Oct 18 - Oct 19

5. Casale dell'Assiolo

Castiglione del Lago

CA $201 total

includes taxes & fees

Oct 6 - Oct 7

A spa area with a stone-walled arch, a hot tub, and a small window.

6. DormiVeglia B&B

Monte San Savino

Melissa Hyun Joo

CA $168 total

includes taxes & fees

Oct 6 - Oct 7

A modern hotel room with large windows, a bed, a desk, and a chair.

7. B&B 52cento

Arezzo Centro Storico

Tina

CA $120 total

includes taxes & fees

Nov 4 - Nov 5

An interior courtyard with stone columns, arches, and a mosaic.

8. Meublé Il Riccio

Montepulciano

Christopher

CA $235 total

includes taxes & fees

Oct 11 - Oct 12

A narrow alleyway with buildings on either side, string lights hanging above, and a sign reading "ROOMS".

9. Bed & Breakfast Vicolo dell'Oste

Montepulciano

Shelly

CA $172 total

includes taxes & fees

Nov 1 - Nov 2

A view of a historic town with prominent buildings and a church tower.

10. Cameracaffè Centro

Arezzo Centro Storico

Steven

CA $137 total

includes taxes & fees

Oct 15 - Oct 16

A patio area with outdoor seating, potted plants, and a view of the landscape.

11. Affitacamere Maria Gabriella

Pienza

Janine und Thomas

CA $199 total

includes taxes & fees

Oct 8 - Oct 9

A crowded restaurant with brick walls and multiple tables and chairs.

12. La Locanda di San Francesco

Montepulciano

Colin

CA $302 total

includes taxes & fees

Oct 17 - Oct 18

An arched stone bridge with a white building on the right, featuring a balcony with plants.

13. Locanda Antico Borgo

Civitella in Val di Chiana

"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. "

Mr Andy

CA $156 total

includes taxes & fees

Nov 5 - Nov 6

A staircase with a wooden handrail, a potted plant, and a chair in a hallway.

14. Villa Fontis Rapolano

Rapolano Terme

Barbara

CA $141 total

includes taxes & fees

Oct 7 - Oct 8

A bakery display with various pastries and desserts.

15. La Piccola Locanda

Chiusi

autumn

CA $178 total

includes taxes & fees

Oct 9 - Oct 10

A corridor with wooden flooring, a white cushioned bench, and shelves on both sides displaying bottles.

16. Allegra Toscana - Affittacamere & Guest House Arezzo

Arezzo Centro Storico

Justin

CA $132 total

includes taxes & fees

Nov 4 - Nov 5

A bedroom with a brick archway, a bed with white linens, a small table with a magazine, and a painting on the wall.

17. TuscanyLettings Studio&Room

Pienza

Lucas

CA $128 total

includes taxes & fees

Nov 4 - Nov 5

A balcony with a metal railing, a small table with a chair, potted plants, and a view of the sea.

18. PienzaLettings Suites

Pienza

Pearlyn

CA $134 total

includes taxes & fees

Nov 2 - Nov 3

A cozy outdoor seating area with stone walls and red foliage, featuring a table and chairs, and a door leading to a covered entrance.

19. L'Olmo

Pienza

Jennifer

CA $712 total

includes taxes & fees

Nov 2 - Nov 3

A stone building with arched windows and a gravel driveway.

20. Villa La Ginestra

Subbiano

Philippe

CA $161 total

includes taxes & fees

Oct 10 - Oct 11

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Top Cortona Hotel Reviews

Monastero di Cortona Hotel & Spa

10/10 Excellent

"5 star treatment, indoor pool is a charge to use and parking is rough. Overall excellent experience. Staff is great."

Hotel Italia

10/10 Excellent

"This small quaint hotel absolutely MADE my trip to Italy!! I will never forget the kindness shown to my friend and me ~ we were instantly made to feel at home and felt like we were treated like their "special guests"! The hotel was so endearing. So charming. The view from my room was magnificent ~ I'm sure I took 200 photos just from my window! The included breakfast upstairs with practically a 300° view looking over the landscape and rooftops was delicious. It was a wonderfully calm way to start each day there; I could have wasted much of my time there, just soaking up the view, the colors, the atmosphere and the friendly staff ~ all the while sipping my tea :-). The hotel is not overlooking the noise of the bustling square, but just a few steps down a cobbled street and you are at their front door...not even a one minute walk, but a much quieter setting....should one appreciate that as I do. Just writing this, I'm thinking "I'm not sure I'll ever in my life be blessed to make it back to Italy, but if I am, I have no doubts where I'll be staying!" My stay was in the heat of August of 2026... The owners said to come back at Christmas ~ as it is "really, really something at Christmas time!" I'm not sure how it could be better, but one year I hope maybe I greet them again and find out!"

A small cottage in authentic Tuscany. Serves 4

10/10 Excellent

"The host was very nice and met us at the property. She gave us a tour of the apartment and explained everything for us. She also provided some good snacks made by her mother and a bottle of wine. The location is perfect for visiting Cortana and many other small towns in the area. We had a wonderful time during our stay."

Locanda agli Amici

10/10 Excellent

"This was the perfect away from the city stay for us. Cortona was just a quick few day stay for us but the staff/sylvia were fantastic. Room was clean, the breakfast was delicious. A/c and water pressure from the shower was much needed and the location was perfect for us. It is a short walk from downtown Cortona (steep walk into the city and about 15 mins) but the views are unmatched. Sylvia went above and beyond for us picking us up and dropping us off at the bus station. Highly recommend to anyone visiting Cortona."

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!"

Find out more about Cortona

Cortona Townhomes information

Number of reviews	911
Accommodation	2 Townhomes
Lowest Price	CA $120
Highest Price	CA $712

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Check prices for these dates

Our top choices for Cortona town houses

1. B&B Piccolo Hotel

2. San Michele al Borgo

3. iConic Wellness Resort

4. Fontelunga Hotel & Villas

5. Casale dell'Assiolo

6. DormiVeglia B&B

7. B&B 52cento

8. Meublé Il Riccio

9. Bed & Breakfast Vicolo dell'Oste

10. Cameracaffè Centro

11. Affitacamere Maria Gabriella

12. La Locanda di San Francesco

13. Locanda Antico Borgo

14. Villa Fontis Rapolano

15. La Piccola Locanda

16. Allegra Toscana - Affittacamere & Guest House Arezzo

17. TuscanyLettings Studio&Room

18. PienzaLettings Suites

19. L'Olmo

20. Villa La Ginestra

Top Cortona Hotel Reviews

Monastero di Cortona Hotel & Spa

B&B San Francesco

Hotel Italia

Villa Borgo San Pietro

A small cottage in authentic Tuscany. Serves 4

Relais Villa Baldelli

Hotel San Luca

Locanda agli Amici

Hotel San Michele

Find out more about Cortona

Cortona Townhomes information

Explore a world of travel with Expedia

Search Townhomes in Cortona from CA $120

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Cortona town houses

1. B&B Piccolo Hotel

2. San Michele al Borgo

3. iConic Wellness Resort

4. Fontelunga Hotel & Villas

5. Casale dell'Assiolo

6. DormiVeglia B&B

7. B&B 52cento

8. Meublé Il Riccio

9. Bed & Breakfast Vicolo dell'Oste

10. Cameracaffè Centro

11. Affitacamere Maria Gabriella

12. La Locanda di San Francesco

13. Locanda Antico Borgo

14. Villa Fontis Rapolano

15. La Piccola Locanda

16. Allegra Toscana - Affittacamere & Guest House Arezzo

17. TuscanyLettings Studio&Room

18. PienzaLettings Suites

19. L'Olmo

20. Villa La Ginestra

Top Cortona Hotel Reviews

Monastero di Cortona Hotel & Spa

Find out more about Cortona

Cortona Townhomes information

Explore a world of travel with Expedia