Poggiolo Holiday Rentals, Castiglion Fiorentino: Private House Rentals

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Our top choices for Poggiolo hotels

A rustic outdoor dining area with stone walls, a table, and wicker chairs.

A bedroom with a large bed, wooden ceiling beams, a window with a view of greenery, and a small table with a bowl.

A stone pathway leading through an arched stone structure, surrounded by greenery and a lamp post.

A swimming pool with lounge chairs and umbrellas, surrounded by a brick pathway and greenery.

1. Relais Villa Baldelli

Cortona

Peter

฿4,255

฿4,983 total

includes taxes & fees

7 Oct - 8 Oct

A couple in a hot tub with a cityscape view through large windows.

A room with a large window, a vase of red flowers, and a white umbrella outside.

A balcony with terracotta pots of flowers, a view of a rural landscape, and a stone building with a tiled roof.

A hotel entrance with an arched doorway, a sign with the name 'Albergo I Michele', and a potted plant to the right.

2. Hotel San Michele

Cortona Old Town

Tala

฿4,708

฿5,330 total

includes taxes & fees

2 Nov - 3 Nov

A view of a historic building with a green dome through a window, with candles and rolled towels on the windowsill.

A bedroom with a stone wall, a bed with a headboard, a desk with a computer, a chair, a window with a view, and a ceiling with exposed beams.

A restaurant with outdoor seating overlooking a historic town and the sea.

A lobby with a reception desk, a fireplace, and a large arched doorway leading outside.

3. Hotel Italia

Cortona Old Town

Frances

฿3,817

฿4,293 total

includes taxes & fees

3 Nov - 4 Nov

A dining area with a table and chairs, large windows with curtains, and a view of a landscape.

A balcony with two lounge chairs, a small table with a drink, and a scenic view.

A window view of a town with buildings, trees, and parked cars.

A reception area with a wooden console table, two wall clocks, and a staircase leading to an upper level.

4. Hotel San Luca

Cortona Old Town

Mariusz

฿2,723

฿3,297 total

includes taxes & fees

28 Oct - 29 Oct

A terrace with sun loungers, stone walls, and potted plants.

A spacious lobby with a high ceiling, a grand chandelier, and a staircase leading to an upper level.

A pool area with lounge chairs, a hot tub, and a view of mountains.

A narrow hallway with a stone wall and a clock.

5. Monastero di Cortona Hotel & Spa

Cortona Old Town

James

฿8,402

฿9,545 total

includes taxes & fees

25 Oct - 26 Oct

A building with a stone pathway leading to an arched entrance, flanked by potted plants and lit by ground lights.

An outdoor dining area with tables and chairs, a garden with a lawn and potted plants, and a building with multiple windows and balconies.

A hotel room with a fireplace, two armchairs, a bed, and a dresser.

A table set for a tea service with a tiered tray of pastries, a teapot, and various cups and saucers.

6. Hotel Villa Marsili

Cortona Old Town

fares

฿6,675

฿7,645 total

includes taxes & fees

10 Oct - 11 Oct

A building with multiple floors, a staircase leading to the entrance, and a small garden area with a palm tree and bushes.

A buffet table with various food items, including cookies, pastries, and dairy products, with labels indicating gluten-free options.

A multi-story building with a rooftop terrace featuring outdoor seating and umbrellas.

A balcony with potted plants and a view of the sea.

7. Villa Santa Margherita

Cortona Old Town

George F

฿3,616

฿4,733 total

includes taxes & fees

31 Oct - 1 Nov

A stone building with outdoor seating and a fountain.

A stone building with a tiled roof, a small window, and a metal fence.

A stone building with multiple windows and a courtyard.

A bedroom with a bed, a dining table, and a TV. There is a balcony with a view of greenery.

8. Villa Borgo San Pietro

Cortona

Olga

฿3,861

฿4,550 total

includes taxes & fees

11 Oct - 12 Oct

A modern hotel lobby with a reception desk, seating area, and a large plant.

A hotel with a rooftop pool, a modern building with a sloped roof, and a view of the surrounding town.

A modern bar area with a counter, bar stools, and a seating area with chairs.

A hotel with a modern design, featuring a prominent green sign, multiple balconies, and well-maintained landscaping.

9. Hotel Park

Castiglion Fiorentino

Karen

฿3,554

฿4,060 total

includes taxes & fees

7 Oct - 8 Oct

A gazebo with a glass enclosure, surrounded by potted plants and wicker furniture, overlooking a scenic landscape.

A person in a swimming pool with a view of trees and mountains through a window.

A person standing at the entrance of a building with a stone staircase leading up to a door.

A spacious, well-lit restaurant with large windows, wooden tables, and potted plants.

10. Il Falconiere - Relais e Chateaux

Cortona

Qingwen

฿12,933

฿14,377 total

includes taxes & fees

2 Nov - 3 Nov

A tranquil sunset over a calm body of water with a gazebo structure in the foreground.

A cozy bedroom with a large bed, two armchairs, a small table with a teapot, and a window with a view of trees.

A large building with a tiled roof, surrounded by grapevines and a hay bale in a field.

An aerial view of a rural property with multiple buildings, a swimming pool, and surrounding agricultural fields.

11. Cortona Resort - Le Terre Dei Cavalieri

Cortona

Jinhee

฿5,035

฿5,727 total

includes taxes & fees

5 Oct - 6 Oct

A person in a white robe standing by a window with a view of mountains.

A poolside area with lounge chairs and umbrellas, overlooking a scenic landscape.

A couple dining at a table with a scenic view of mountains and a lake.

A bedside table with a vase of flowers, a book, and a drawer.

12. Locanda agli Amici

Cortona

David

฿3,067

฿3,675 total

includes taxes & fees

5 Oct - 6 Oct

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

A cobblestone street with terracotta planters and a sign indicating the location of the Chiesa di San Francesco.

A bedroom with a wooden headboard, two beds with pink and white bedding, a bedside table with a lamp, a small table with a bottle and glasses, and a window with a view of buildings.

A view through a window of a courtyard with a stone building, a clock tower, and a garden with a geometric flower bed.

13. B&B San Francesco

Cortona Old Town

Esther

฿2,719

฿3,709 total

includes taxes & fees

5 Oct - 6 Oct

A restaurant with glass walls, tables set with white tablecloths, and chairs.

A skylight with a view of a tree and a distant building.

A long dining table set with plates, glasses, and floral centerpieces, surrounded by chairs.

A greenhouse-style dining area with tables and chairs, surrounded by greenery and string lights.

14. La Cantina Relais - Fattoria Il Cipresso

Arezzo

Ronald

฿3,297

฿3,853 total

includes taxes & fees

12 Oct - 13 Oct

An outdoor event with people seated at tables, surrounded by stone buildings and greenery.

A couple in a bathtub with candles, suggesting a romantic setting.

A stone building with a grassy courtyard, a staircase, and a small garden area.

A cozy room with a bed, candles, a bottle of wine, and fresh fruits.

15. San Michele al Castello

Castiglion Fiorentino

Alejandro

฿3,817

฿4,349 total

includes taxes & fees

6 Oct - 7 Oct

A modern interior with a decorative wall, a bed with pillows, and a small table with a lamp.

A spa area with a circular hot tub surrounded by mosaic tiles, a stone bench, and a small table with a bowl and a candle.

A rooftop terrace with outdoor seating, a pergola, and a view of hills.

A hallway with a decorative archway leading to a door, a row of plants on the left, and a wall-mounted lamp on the right.

16. Il Gentiluomo Hotel & SPA

Arezzo

Luis Mauricio

฿2,441

฿2,912 total

includes taxes & fees

7 Oct - 8 Oct

A large, two-story building with a symmetrical facade, a central entrance, and evenly spaced windows.

An outdoor dining area with tables set for breakfast, including pastries, fruit, and beverages.

A hotel lobby with a brick archway, a reception desk, and potted plants.

A nighttime swimming pool with a clear reflection, surrounded by trees and lounge chairs.

17. Hotel Le Capanne

Arezzo

Ronilynn

฿3,564

฿4,147 total

includes taxes & fees

18 Oct - 19 Oct

A stone building with a rustic charm, featuring a welcoming entrance and a small outdoor seating area.

A swimming pool with a stone wall and potted plants, surrounded by greenery and a clear sky.

A bedroom with a bed, a table with lemons, a window with curtains, and a radiator.

A restaurant with a long communal table, wooden chairs, stone walls, and various kitchen utensils displayed on the walls.

18. Locanda del Molino

Cortona

Rochelle

฿2,585

฿3,146 total

includes taxes & fees

27 Oct - 28 Oct

Two people seated at a round table outdoors, with a candle and food on the table, and a large tree in the background.

A bedroom with a bed, a chair, a table with a candle, and a wardrobe.

A two-story building with a stone staircase leading to a door, a scooter parked in front, and a garden with potted plants.

A swimming pool with a green-lit edge, a glass-enclosed structure in the background, and a bench near the pool.

19. Cortona Resort Spa

Cortona

Candice

฿5,388

฿5,983 total

includes taxes & fees

4 Nov - 5 Nov

A grand banquet hall with ornate ceiling, long tables set for a formal event, and elaborate floral centerpieces.

A large pool with a curved edge, surrounded by a courtyard with a building featuring arched windows and columns.

A long banquet table with gold candelabras, white flowers, and gold tableware.

A historic stone building with arched doorways and a courtyard at twilight.

20. Relais La Corte dei Papi

Cortona

Frithjof

฿11,980

฿13,329 total

includes taxes & fees

4 Nov - 5 Nov

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Top Poggiolo Hotel Reviews

Nuovo Etruria Resort

10/10 Excellent

"Beautiful pool with view. Friendly staff members. Town is walkable but there is also a bus stop nearby that does the uphill drive to the top of town. Maybe not the most suitable for those who have proper mobility concerns for getting into town, but for everyone else the location is great"

Precise Tale Poggio Alla Sala

10/10 Excellent

"Unbelievable stay at this beautiful property, excellent service and the restaurant was exceptional."

Palazzo Brandano

10/10 Excellent

"Bello lugar, bella vista panoramica. Hay que trasladarse para comer a pueblos vecinos próximos."

Villa Tiberini Wine Relais

10/10 Excellent

"It's great place for the large family."

Lupaia

10/10 Excellent

"Dont look further, this place is a paradise!"

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!"

Hotel Minerva

10/10 Excellent

"Eccellente"

More cheap stays in Poggiolo

Hotel Chenno

Via Don Lorenzo Boschi 29 Subbiano AR

฿1,545

฿1,813 total

9 Oct - 10 Oct

includes taxes & fees

Hotel La Terrazza di Montepulciano

Via Pié al Sasso 16 Montepulciano SI

฿3,777

฿4,306 total

5 Oct - 6 Oct

includes taxes & fees

9.4/10 Exceptional! (212 reviews)

Tenuta La Pieve Casale Presciano

Via di Migliari Pergine Valdarno AR

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Tenuta La Pieve Casale La Valle

Via Giovanni XXII Pergine Valdarno AR

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Tenuta La Pieve Casale Il Giglio

Via Della Ghiacciaia Pergine Valdarno AR

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Residence Peloni

Via Polidori 50 Arezzo AR

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Frequently asked questions

Where is the best place for a stay in Poggiolo?

Villa di Piazzano - Small Luxury Hotel of the World, located 7.4 mi (11.9 km) from the heart of Poggiolo, is a top choice for your stay, based on our traveller data. Two other options for your trip to the area are Precise Tale Poggio Alla Sala and Nuovo Etruria Resort. See all available top hotels, or vacation rentals in Poggiolo.

If I need to cancel my hotel reservation in Poggiolo, will I receive a refund?

Yes! You'll find that most hotel reservations are fully refundable if you cancel before the accommodation's cancellation deadline, which is usually within 24-48 hours of your scheduled arrival. If you have a reservation that's non-refundable, you might still have the option to cancel and receive a refund within a 24-hour period of your booking. Filter your search by fully refundable to find flexible hotel deals in Poggiolo.

What are some hotels with pools in Poggiolo?

Villa di Piazzano - Small Luxury Hotel of the World: Features a snack bar/deli, an outdoor pool and free self parking. Precise Tale Poggio Alla Sala and Nuovo Etruria Resort are a couple of other choices that feature an on-site pool. View all hotels with pools in Poggiolo.

What is staying in Poggiolo like?

Visitors to Poggiolo will definitely find plenty to explore and enjoy. In Poggiolo, there are 6 hotels and other accommodation options to choose from. Find out more about Poggiolo.

What is there to see in Poggiolo?

Places to visit in the wider area include Tennis Club Castiglionese, Piazza della Repubblica and Giuseppe Garibaldi Memorial. You'll also find Fortress of Girifalco and Villa Bramasole in the area. Take a look at what more there is to see and do in Expedia's Poggiolo guide.

What's the seasonal weather like in Poggiolo?

The hottest months are usually August and July, with an average temperature of 22°C, while the coldest months are January and February, with an average of 6°C. Average annual precipitation for Poggiolo is 906 mm.

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Find hotels in Poggiolo from ฿1,813

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Poggiolo

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Poggiolo hotels

1. Relais Villa Baldelli

2. Hotel San Michele

3. Hotel Italia

4. Hotel San Luca

5. Monastero di Cortona Hotel & Spa

6. Hotel Villa Marsili

7. Villa Santa Margherita

8. Villa Borgo San Pietro

9. Hotel Park

10. Il Falconiere - Relais e Chateaux

11. Cortona Resort - Le Terre Dei Cavalieri

12. Locanda agli Amici

13. B&B San Francesco

14. La Cantina Relais - Fattoria Il Cipresso

15. San Michele al Castello

16. Il Gentiluomo Hotel & SPA

17. Hotel Le Capanne

18. Locanda del Molino

19. Cortona Resort Spa

20. Relais La Corte dei Papi

Top Poggiolo Hotel Reviews

Nuovo Etruria Resort

Precise Tale Poggio Alla Sala

Palazzo Brandano

Villa Tiberini Wine Relais

Lupaia

Hotel San Michele

Villa di Piazzano - Small Luxury Hotel of the World

Hotel Minerva

More cheap stays in Poggiolo

Hotel Chenno

Hotel La Terrazza di Montepulciano

Tenuta La Pieve Casale Presciano

Tenuta La Pieve Casale La Valle

Tenuta La Pieve Casale Il Giglio

Residence Peloni

Frequently asked questions

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