Cortona Town Houses

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

includes taxes & fees

20 Oct - 21 Oct

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

2. San Michele al Borgo

Castiglion Fiorentino

Vern

includes taxes & fees

30 Sept - 1 Oct

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

3. Fontelunga Hotel & Villas

Foiano della Chiana

Brian

includes taxes & fees

26 Oct - 27 Oct

4. iConic Wellness Resort

Arezzo

Rheymarie

includes taxes & fees

25 Oct - 26 Oct

5. Casale dell'Assiolo

Castiglione del Lago

includes taxes & fees

6 Oct - 7 Oct

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

6. Affitacamere Maria Gabriella

Pienza

Janine und Thomas

includes taxes & fees

8 Oct - 9 Oct

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

7. DormiVeglia B&B

Monte San Savino

Melissa Hyun Joo

includes taxes & fees

4 Oct - 5 Oct

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

8. Meublé Il Riccio

Montepulciano

Christopher

includes taxes & fees

27 Sept - 28 Sept

A bakery display with various pastries and desserts.

9. La Piccola Locanda

Chiusi

autumn

includes taxes & fees

22 Oct - 23 Oct

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

10. Cameracaffè Centro

Arezzo Centro Storico

Alexandre

includes taxes & fees

15 Oct - 16 Oct

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

11. La Locanda di San Francesco

Montepulciano

Colin

includes taxes & fees

27 Sept - 28 Sept

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

12. B&B 52cento

Arezzo Centro Storico

Tina

includes taxes & fees

12 Oct - 13 Oct

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

13. Villa Fontis Rapolano

Rapolano Terme

Barbara

includes taxes & fees

28 Sept - 29 Sept

A narrow street with stone buildings, wooden doors, and potted plants.

14. Il Rifugio del Borgo

Città della Pieve

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

15. Bed & Breakfast Vicolo dell'Oste

Montepulciano

Shelly

includes taxes & fees

14 Oct - 15 Oct

A stone building with arched windows and a gravel driveway.

16. Villa La Ginestra

Subbiano

Philippe

includes taxes & fees

26 Oct - 27 Oct

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

17. 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

includes taxes & fees

26 Sept - 27 Sept

A stone building with a balcony and a small garden area with plants.

18. L'Antica Sosta

Corciano

Valentina

includes taxes & fees

26 Oct - 27 Oct

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

Pienza

Lucas

includes taxes & fees

30 Sept - 1 Oct

A table set outdoors with a view of mountains, including a basket of pastries, cups of coffee, and a bottle of water.

20. Locanda del Viandante

Anghiari

Tatsuya

includes taxes & fees

28 Sept - 29 Sept

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Top Cortona Hotel Reviews

Monastero di Cortona Hotel & Spa

10/10 Excellent

"Service was top notch and Claudio at the bar made the best cocktails"

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!"

Villa di Piazzano - Small Luxury Hotel of the World

10/10 Excellent

"Stunning little hotel with the most beautiful setting, gardens and pool. The room was exceptionally appointed clean. The best part of the stay was the restaurant. The best meals we had on our entire trip. Definitely recommend hiring e-bikes and riding up to Cortona!"

Find out more about Cortona