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

Rp2.096.309

Rp2.466.325 total

includes taxes & fees

13 Oct - 14 Oct

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

A bathroom with a bathtub, a table with a vase of flowers, and a view of the countryside through a window.

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.

2. Hotel San Michele

Cortona Old Town

Julia

Rp2.151.308

Rp2.446.632 total

includes taxes & fees

2 Nov - 3 Nov

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

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

3. Il Falconiere - Relais e Chateaux

Cortona

Qingwen

Rp6.864.674

Rp7.631.334 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 reception area with a wooden console table, two wall clocks, and a staircase leading to an upper level.

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.

4. Hotel San Luca

Cortona Old Town

Mariusz

Rp1.449.759

Rp1.755.120 total

includes taxes & fees

26 Oct - 27 Oct

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

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

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 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.

5. Hotel Villa Marsili

Cortona Old Town

fares

Rp4.133.567

Rp4.627.116 total

includes taxes & fees

2 Nov - 3 Nov

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

A narrow hallway with a stone wall and a clock.

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

A historic town with traditional architecture, a central courtyard with a swimming pool, and a view of distant mountains.

6. Monastero di Cortona Hotel & Spa

Cortona Old Town

MICHELLE

Rp4.798.681

Rp5.438.934 total

includes taxes & fees

25 Oct - 26 Oct

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

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

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.

7. Hotel Park

Castiglion Fiorentino

Karen

Rp1.886.350

Rp2.155.178 total

includes taxes & fees

21 Oct - 22 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 historic stone building with a sign reading "Hotel Italia."

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.

8. Hotel Italia

Cortona Old Town

Fernando

Rp2.025.776

Rp2.278.474 total

includes taxes & fees

11 Nov - 12 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 building with a rustic facade, a door with shutters, and a small outdoor seating area under a vine-covered archway.

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

9. Cortona Resort - Le Terre Dei Cavalieri

Cortona

Jinhee

Rp2.672.466

Rp3.039.953 total

includes taxes & fees

12 Oct - 13 Oct

A stone building with outdoor seating and a fountain.

A stone building with multiple windows and a courtyard.

A rectangular swimming pool with clear blue water, surrounded by white lounge chairs and umbrellas, set against a backdrop of trees and a clear sky.

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

10. Villa Borgo San Pietro

Cortona

Olga

Rp1.951.889

Rp2.307.544 total

includes taxes & fees

17 Oct - 18 Oct

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

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

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.

11. La Cantina Relais - Fattoria Il Cipresso

Arezzo

erik

Rp1.822.942

Rp2.125.525 total

includes taxes & fees

14 Oct - 15 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 multi-story building with a rooftop terrace featuring outdoor seating and umbrellas.

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

12. Villa Santa Margherita

Cortona Old Town

George F

Rp1.919.156

Rp2.512.035 total

includes taxes & fees

31 Oct - 1 Nov

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

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.

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

13. Locanda agli Amici

Cortona

David

Rp1.744.581

Rp2.079.424 total

includes taxes & fees

12 Oct - 13 Oct

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

A hallway with a checkered floor, arched windows, and a chandelier.

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

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

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

Cortona

lynda

Rp11.312.516

Rp12.604.152 total

includes taxes & fees

15 Oct - 16 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 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.

15. B&B San Francesco

Cortona Old Town

Esther

Rp1.443.468

Rp1.968.730 total

includes taxes & fees

18 Oct - 19 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.

16. Hotel Le Capanne

Arezzo

Ronilynn

Rp1.891.664

Rp2.201.120 total

includes taxes & fees

18 Oct - 19 Oct

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

A modern bathroom with a large freestanding bathtub, a glass shower enclosure, and ornate mirrors.

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

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

17. Relais La Corte dei Papi

Cortona

Frithjof

Rp6.358.934

Rp7.075.021 total

includes taxes & fees

4 Nov - 5 Nov

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

A cozy living room with a fireplace, a sofa, a dining table, and various decorative items.

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

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

18. Locanda del Molino

Cortona

Rochelle

Rp1.372.071

Rp1.669.663 total

includes taxes & fees

27 Oct - 28 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 modern hotel lobby with a large mirror, potted plants, and a spacious seating area.

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

19. Il Gentiluomo Hotel & SPA

Arezzo

Luis Mauricio

Rp1.295.841

Rp1.545.714 total

includes taxes & fees

16 Oct - 17 Oct

A large, rectangular swimming pool surrounded by a well-maintained lawn, with a house and garden in the background.

A well-maintained lawn with a brick house and a flag, surrounded by trees and a clear sky.

A sauna, a glass-enclosed shower, and a bathtub with a modern design.

A traditional villa with a garden, outdoor seating, and a clear blue sky.

20. Casa Bellavista

Cortona

Israel

Rp3.464.523

Rp3.891.148 total

includes taxes & fees

25 Oct - 26 Oct

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Top Poggiolo Hotel Reviews

Monastero di Cortona Hotel & Spa

10/10 Excellent

"Beautiful hotel up high in this hill town. Great service and restaurants."

Palazzo Brandano

10/10 Excellent

"Large rooms, helpful staff, delicious breakfast at a very reasonable price. There’s no water by the hotel, as seen in the picture. It’s located on a very old walled town… quite quaint."

Hotel Continentale

10/10 Excellent

"Clean and good breakfast"

Precise Tale Poggio Alla Sala

10/10 Excellent

"Great, peaceful place to stay. Gorgeous property with pools and spa. Could use another food option but otherwise excellent."

Albergo San Biagio

10/10 Excellent

"It was a great relaxing stay. Very quiet. Clean room. Superb dinner. Breakfast was tasty. Didn’t have the energy to use the indoor pool."

Villa di Piazzano - Small Luxury Hotel of the World

10/10 Excellent

"Stunning property; a real representation of Tuscany with the long driveway of tall trees; staff was amazing; food was excellent; gardens, picturesque! We would highly recommend! Overall amazing !!!"

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"

Hotel Villa Paradiso

8/10 Good

"Nice hotel, rooms are a decent size and the bed was comfortable. Breakfast was very good, lots of choice Excellent pool area and ample seating/ sun loungers. Layout of hotel can be a little confusing at first, finding your way down stairs to dinning area but additional signage was put up indicating directions. Hotel appears to do a lot of its business accommodating large coach parties, certainly during our stay so lots of people at breakfast at same time before they go off on trips."

Villa Tiberini Wine Relais

10/10 Excellent

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

More cheap stays in Poggiolo

Hotel Chenno

Via Don Lorenzo Boschi 29 Subbiano AR

Rp820.170

Rp962.312 total

12 Oct - 13 Oct

includes taxes & fees

Hotel La Terrazza di Montepulciano

Via Pié al Sasso 16 Montepulciano SI

Rp2.004.816

Rp2.285.491 total

14 Oct - 15 Oct

includes taxes & fees

9.4/10 Exceptional! (214 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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Book Hotels in Poggiolo on Expedia.it

Find hotels in Poggiolo from Rp1.353.250

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. Il Falconiere - Relais e Chateaux

4. Hotel San Luca

5. Hotel Villa Marsili

6. Monastero di Cortona Hotel & Spa

7. Hotel Park

8. Hotel Italia

9. Cortona Resort - Le Terre Dei Cavalieri

10. Villa Borgo San Pietro

11. La Cantina Relais - Fattoria Il Cipresso

12. Villa Santa Margherita

13. Locanda agli Amici

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

15. B&B San Francesco

16. Hotel Le Capanne

17. Relais La Corte dei Papi

18. Locanda del Molino

19. Il Gentiluomo Hotel & SPA

20. Casa Bellavista

Top Poggiolo Hotel Reviews

Monastero di Cortona Hotel & Spa

Palazzo Brandano

Hotel Continentale

Precise Tale Poggio Alla Sala

Albergo San Biagio

Villa di Piazzano - Small Luxury Hotel of the World

Nuovo Etruria Resort

Hotel Villa Paradiso

Villa Tiberini Wine Relais

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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