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

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 building with a large arched doorway, surrounded by greenery and a hillside in the background.

1. Relais Villa Baldelli

Cortona

Peter

Rp2.267.474

Rp2.655.230 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 stone building with a red awning, potted plants, and a staircase leading to the entrance.

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.

2. Il Falconiere - Relais e Chateaux

Cortona

Qingwen

Rp6.891.344

Rp7.660.982 total

includes taxes & fees

2 Nov - 3 Nov

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

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

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

A narrow hallway with a stone wall and a clock.

3. Monastero di Cortona Hotel & Spa

Cortona Old Town

James

Rp4.477.216

Rp5.085.946 total

includes taxes & fees

25 Oct - 26 Oct

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

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

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

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

4. Hotel San Michele

Cortona Old Town

Tala

Rp2.508.592

Rp2.839.955 total

includes taxes & fees

2 Nov - 3 Nov

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

A hotel room with a large bed, a bedside table with a lamp, a mirror, and a framed picture on the wall.

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

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

5. Hotel San Luca

Cortona Old Town

Mariusz

Rp1.450.944

Rp1.757.047 total

includes taxes & fees

28 Oct - 29 Oct

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

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.

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.

6. Hotel Italia

Cortona Old Town

Frances

Rp2.033.646

Rp2.287.326 total

includes taxes & fees

3 Nov - 4 Nov

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

A spacious living room with a yellow sofa, a wooden coffee table, and a floral rug. There are two armchairs and a dining table with chairs. The room has a large window with curtains, a mirror, and wall-mounted 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 table set for a tea service with a tiered tray of pastries, a teapot, and various cups and saucers.

7. Hotel Villa Marsili

Cortona Old Town

fares

Rp3.556.822

Rp4.073.512 total

includes taxes & fees

10 Oct - 11 Oct

A stone building with outdoor seating and a fountain.

A stone building with multiple windows and a courtyard.

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

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

Rp2.057.546

Rp2.424.309 total

includes taxes & fees

11 Oct - 12 Oct

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 building with a rustic facade, a door with shutters, and a small outdoor seating area under a vine-covered archway.

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

9. Cortona Resort - Le Terre Dei Cavalieri

Cortona

Jinhee

Rp2.682.848

Rp3.051.763 total

includes taxes & fees

5 Oct - 6 Oct

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

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

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

A modern library with leather sofas, bookshelves, and a large window.

10. Hotel Park

Castiglion Fiorentino

Karen

Rp1.893.679

Rp2.163.551 total

includes taxes & fees

7 Oct - 8 Oct

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

A spacious room with a fireplace, multiple seating areas, and large windows allowing natural light.

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

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

11. Villa Santa Margherita

Cortona Old Town

George F

Rp1.926.612

Rp2.521.794 total

includes taxes & fees

31 Oct - 1 Nov

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

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

A building with arched windows and a well-maintained garden with trimmed bushes and a large flower pot.

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

12. La Cantina Relais - Fattoria Il Cipresso

Arezzo

Ronald

Rp1.756.755

Rp2.053.187 total

includes taxes & fees

12 Oct - 13 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 bedside table with a vase of flowers, a book, and a drawer.

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

13. Locanda agli Amici

Cortona

David

Rp1.634.073

Rp1.958.488 total

includes taxes & fees

5 Oct - 6 Oct

A swimming pool with lounge chairs and umbrellas, surrounded by greenery and a stone building in the background.

A buffet with various food items, a vase of flowers, and a mirror reflecting the room.

A large estate with a swimming pool, surrounded by lush greenery and hills.

An outdoor dining area with tables set for a meal, surrounded by greenery and trees.

14. Villa di Piazzano - Small Luxury Hotel of the World

Cortona

Rushab

Rp11.356.468

Rp12.653.123 total

includes taxes & fees

12 Oct - 13 Oct

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

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

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

A restaurant interior with tables set for dining, a kitchen area, and a wine display.

15. Hotel Le Capanne

Arezzo

Ronilynn

Rp1.899.014

Rp2.209.672 total

includes taxes & fees

18 Oct - 19 Oct

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

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

A modern interior with a stone wall, a wooden bench, and a glass door leading to a dark room.

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

16. San Michele al Castello

Castiglion Fiorentino

Alejandro

Rp2.033.646

Rp2.317.515 total

includes taxes & fees

6 Oct - 7 Oct

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

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

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.

17. Relais La Corte dei Papi

Cortona

Frithjof

Rp6.240.388

Rp7.025.435 total

includes taxes & fees

27 Oct - 28 Oct

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

A wooden staircase with a handrail on both sides, leading to an upper floor.

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

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

18. B&B San Francesco

Cortona Old Town

Esther

Rp1.449.076

Rp1.976.379 total

includes taxes & fees

5 Oct - 6 Oct

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

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

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

19. Il Gentiluomo Hotel & SPA

Arezzo

Luis Mauricio

Rp1.300.875

Rp1.551.719 total

includes taxes & fees

7 Oct - 8 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 spacious hallway with wooden flooring, a wooden cabinet with a mirror, and two candle lanterns.

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

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

20. Cortona Resort Spa

Cortona

Candice

Rp2.870.845

Rp3.188.119 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

Rp823.357

Rp966.051 total

9 Oct - 10 Oct

includes taxes & fees

Hotel La Terrazza di Montepulciano

Via Pié al Sasso 16 Montepulciano SI

Rp2.012.606

Rp2.294.370 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 Rp1.358.509

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. Il Falconiere - Relais e Chateaux

3. Monastero di Cortona Hotel & Spa

4. Hotel San Michele

5. Hotel San Luca

6. Hotel Italia

7. Hotel Villa Marsili

8. Villa Borgo San Pietro

9. Cortona Resort - Le Terre Dei Cavalieri

10. Hotel Park

11. Villa Santa Margherita

12. La Cantina Relais - Fattoria Il Cipresso

13. Locanda agli Amici

14. Villa di Piazzano - Small Luxury Hotel of the World

15. Hotel Le Capanne

16. San Michele al Castello

17. Relais La Corte dei Papi

18. B&B San Francesco

19. Il Gentiluomo Hotel & SPA

20. Cortona Resort Spa

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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