Cortona Guest Houses

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

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Our top choices for Cortona guest houses

A courtyard with stone buildings, a gravel path, and potted plants.

1. B&B San Francesco

Cortona Old Town

Esther

P6,984 total

includes taxes & fees

Oct 1 - Oct 2

A stone building with multiple windows and a central entrance.

2. Fondaco del Moro

Civitella in Val di Chiana

Heather

P4,801 total

includes taxes & fees

Oct 4 - Oct 5

A staircase with a patterned carpet and a wooden handrail.

3. Palazzo Ninci

Civitella in Val di Chiana

Maurizio

P4,481 total

includes taxes & fees

Oct 1 - Oct 2

A table set with a bottle of wine, two wine glasses, and a vase with flowers.

4. Poggio Paradiso Resort & Spa

Torrita di Siena

Giulio

P18,733 total

includes taxes & fees

Oct 15 - Oct 16

A bedroom with a bed, a ceiling fan, a desk, a chair, a TV, and a window with blinds.

5. Santo Spirito

Saione

Ariel

P4,836 total

includes taxes & fees

Sep 30 - Oct 1

A stone staircase with red steps leading up to a building.

6. Villa Sargiano

Arezzo

"If you love nature, that's the perfect place to enjoy and relax. The property has all the amenities for families with kids: - space inside and outside - pool (opened during the summer season) - Kitchen - TV - air condition and heating system working properly and even together if needed. This always keeps the temperature you want. The property owner is flexible during the check-in time, very friendly and wants to guarantee you have the best experience staying in his Villa. The welcome bottle of...

Giuseppe

P10,298 total

includes taxes & fees

Oct 13 - Oct 14

A two-story building with a brick facade, multiple balconies, and a courtyard with outdoor seating.

7. Piccola Siesta b&b

Montepulciano

Darren

P6,045 total

includes taxes & fees

Oct 28 - Oct 29

A view through an arched window of a historic building with a bell tower, a courtyard, and surrounding architecture.

8. LA CORTE DEL RE SUITE AREZZO

Arezzo Centro Storico

Amy

P5,968 total

includes taxes & fees

Oct 5 - Oct 6

A room with a glass floor, stone walls, and a door in the center.

9. SUGAR ROOMS Residenza d' Epoca

Arezzo Centro Storico

Patricia

P15,571 total

includes taxes & fees

Oct 1 - Oct 2

A patio with two lounge chairs, a small table with a pitcher and glasses, and a decorative fence.

10. San Bartolomeo LT

Passignano sul Trasimeno

Per

P13,655 total

includes taxes & fees

Sep 30 - Oct 1

A restaurant with brick arches, wooden tables, and chairs. There are wine bottles on a shelf and a hanging light fixture.

11. Palazzo Mosela Alla Porta

Montepulciano

Kerry

P10,276 total

includes taxes & fees

Oct 30 - Oct 31

A staircase with a brick archway, a painting of a field, and a door with a window.

12. MontepulcianoLettings

Montepulciano

"The property is extremely well located near the start of the old town and was walkable to everywhere. Our room was small but very lovely and when we stuck our heads out of the window, we had an amazing view of the old town! The only problem was parking - we couldnt find any bc of a festival - but thats not the hotels fauot! Just be a bit organsjed - and i recommend parking behind the bus terminal (Eu10 per day)."

Charmaine

P8,158 total

includes taxes & fees

Oct 26 - Oct 27

A stone building with a courtyard, a small fountain, and a tree.

13. Antica Quercia & Spa

Chianciano Terme

Anaïs

P6,550 total

includes taxes & fees

Oct 6 - Oct 7

A courtyard with a brick pathway, a stone building, and a glass structure with warm lighting.

14. Anna Boccali Resort

Corciano

Jacob

P14,914 total

includes taxes & fees

Sep 30 - Oct 1

A pool area with lounge chairs and umbrellas, surrounded by a well-maintained lawn and a large building in the background.

15. Domus Volumnia Country House

Perugia

Nadia

P7,446 total

includes taxes & fees

Oct 25 - Oct 26

A stone-walled room with a fireplace, a table with chairs, and a hanging light fixture.

16. Borgo Nuovo San Martino

Bucine

Josimar

P7,371 total

includes taxes & fees

Oct 12 - Oct 13

A multi-level outdoor patio with a staircase, seating areas, and potted plants.

17. Residenza il Punto

Perugia

Antonella

P9,815 total

includes taxes & fees

Sep 30 - Oct 1

A table set for two with a bottle of wine and glasses, overlooking a scenic landscape with hills and trees.

18. Castello Di Petroia Relais

Gubbio

Emma

P10,696 total

includes taxes & fees

Sep 30 - Oct 1

A balcony with a view of a green landscape, a tall tree, and a lamp post.

19. Villa Bizzi

Città di Castello

P33,783 total

includes taxes & fees

Sep 30 - Oct 1

A hotel entrance with a sign reading "TIMES SUITES & BAR", a staircase leading inside, and two potted plants.

20. Times Suites Guesthouse - Etruria Collection

Old Town Perugia

Ariel

P7,766 total

includes taxes & fees

Oct 25 - Oct 26

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Top Cortona Hotel Reviews

Villa Borgo San Pietro

10/10 Excellent

"Well done"

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!"

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!"

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