Montecchio Holiday Rentals, Castiglion Fiorentino: Private House Rentals

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Our top choices for Montecchio hotels

A stone building with a courtyard, outdoor seating, and a view of the landscape.

A garden with a stone pathway, a wooden barrel, and a view of the countryside.

A wine cellar with wooden barrels, shelves of wine bottles, and a brick archway.

A dining table set for two with a view of a sunset over a landscape.

1. Villa Schiatti

Castiglion Fiorentino

Soudabeh

฿5,265

฿5,943 total

includes taxes & fees

27 Sept - 28 Sept

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

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

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.

2. Il Falconiere - Relais e Chateaux

Cortona

Qingwen

฿14,711

฿16,486 total

includes taxes & fees

22 Oct - 23 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.

3. Cortona Resort - Le Terre Dei Cavalieri

Cortona

Dana

฿4,461

฿5,097 total

includes taxes & fees

27 Sept - 28 Sept

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

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

4. Monastero di Cortona Hotel & Spa

Cortona Old Town

Alexander

฿8,372

฿9,514 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 modern bar area with a counter, bar stools, and a seating area with chairs.

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

5. Hotel Park

Castiglion Fiorentino

Karen

฿3,567

฿4,076 total

includes taxes & fees

27 Sept - 28 Sept

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

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

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

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

6. Relais Villa Baldelli

Cortona

Peter

฿4,271

฿5,002 total

includes taxes & fees

28 Sept - 29 Sept

A stone building with outdoor seating and a fountain.

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

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 multiple windows and a courtyard.

7. Villa Borgo San Pietro

Cortona

Olga

฿3,881

฿4,572 total

includes taxes & fees

5 Oct - 6 Oct

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

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

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.

8. B&B San Francesco

Cortona Old Town

Esther

฿2,740

฿3,737 total

includes taxes & fees

27 Sept - 28 Sept

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

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

9. Hotel San Luca

Cortona Old Town

Massimo

฿2,732

฿3,309 total

includes taxes & fees

19 Oct - 20 Oct

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

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

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

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

10. Villa Santa Margherita

Cortona Old Town

George F

฿3,877

฿4,455 total

includes taxes & fees

28 Sept - 29 Sept

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 historic stone building with a sign reading "Hotel Italia."

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

11. Hotel Italia

Cortona Old Town

Frances

฿4,404

฿5,034 total

includes taxes & fees

24 Oct - 25 Oct

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

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

12. Relais La Corte dei Papi

Cortona

Frithjof

฿13,970

฿15,671 total

includes taxes & fees

7 Oct - 8 Oct

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

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

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

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

13. Hotel Le Capanne

Arezzo

Robert

฿3,924

฿4,544 total

includes taxes & fees

25 Sept - 26 Sept

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 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.

14. Hotel San Michele

Cortona Old Town

Tala

฿5,149

฿5,968 total

includes taxes & fees

8 Oct - 9 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.

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.

15. Hotel Villa Marsili

Cortona Old Town

fares

฿6,700

฿7,674 total

includes taxes & fees

2 Oct - 3 Oct

A stone building with multiple windows and a central entrance.

A terrace with a sofa and cushions, overlooking a cityscape and mountains.

A hotel room with a bed, a yellow armchair, a stone wall, and a window with a lamp.

A dining area with a table set for two, white chairs, and a stone-patterned floor.

16. Fondaco del Moro

Civitella in Val di Chiana

Heather

฿2,326

฿2,559 total

includes taxes & fees

29 Sept - 30 Sept

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

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

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

Cortona

Rushab

฿23,134

฿25,752 total

includes taxes & fees

12 Oct - 13 Oct

An outdoor dining area with tables and chairs under canopies, surrounded by greenery and a building with a tiled roof.

A room with a wooden desk, a laptop, a chair, a sofa, and a small table with a bowl of fruit and flowers.

A large outdoor swimming pool with multiple lanes and a surrounding deck area.

A conference room with a long table, black chairs, a red curtain backdrop, and wall-mounted lighting.

18. Hotel Apogeo

Sinalunga

Jason

฿3,350

฿3,761 total

includes taxes & fees

11 Oct - 12 Oct

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

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.

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

A modern hotel lobby with a large mirror, potted plants, and a spacious seating area.

19. Il Gentiluomo Hotel & SPA

Arezzo

Luis Mauricio

฿2,451

฿2,923 total

includes taxes & fees

28 Sept - 29 Sept

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

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

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

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

20. La Cantina Relais - Fattoria Il Cipresso

Arezzo

Ronald

฿3,321

฿3,882 total

includes taxes & fees

14 Oct - 15 Oct

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Learn more about Montecchio

Check out Tennis Club Castiglionese and Piazza della Repubblica—just a couple of the sights around Montecchio.

See all hotels in Montecchio

A historic castle on a hill with a church and a tower in the foreground.

Top Montecchio Hotel Reviews

Nuovo Etruria Resort

8/10 Good

"ALFREDO IS THE BEST!!!!"

Villa Tiberini Wine Relais

10/10 Excellent

"Property was a bit remote, accessible by a 1K dirt driveway, but definitely worth the trip, and really not far from town and Montepulciano. Beautiful views, rooms were spacious and clean, and owners Nunzia and her husband Luca were helpful and gracious. We were able to spend several hours with Luca walking us through the wine making process, from picking the grapes to tracking the fermenting in oak barrels. Be sure to taste the wine, it is excellent. If you’re looking for a reasonably priced authentic experience in a wonderful location, this is it."

Monastero di Cortona Hotel & Spa

10/10 Excellent

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

Precise Tale Poggio Alla Sala

10/10 Excellent

"We enjoyed this picturesque hotel for a night of R&R. We especially liked arranging for e bikes to be delivered and taking the back gravel roads to look around. The second day we ran the same route."

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 Panoramic Montepulciano

10/10 Excellent

"buenas vistas panorámicas , es un hotel demasiado tranquilo , pero es muy bonito"

Il Falconiere - Relais e Chateaux

10/10 Excellent

"Amazing stay for our 25th anniversary. The property is breathtaking and every corner was like a Tuscan postcard! The room was beautiful, the pools were great and the food was exceptional. Would highly recommend and would go back in a second!"

Relais Villa Grazianella - UNA Esperienze

10/10 Excellent

"We loved this hotel. We were lucky to have a two bedroom apartment. It’s not connected to the hotel, so be prepared to drive 10 minutes each way. The prepared breakfast was wonderful and the staff was always very pleasant."

Il Gentiluomo Hotel & SPA

10/10 Excellent

"Everything was OK. Clean room, helpfull staff. Excellent breakfast."

More cheap stays in Montecchio

Hotel Chenno

Via Don Lorenzo Boschi 29 Subbiano AR

฿1,551

฿1,820 total

27 Sept - 28 Sept

includes taxes & fees

Hotel La Terrazza di Montepulciano

Via Pié al Sasso 16 Montepulciano SI

฿3,791

฿4,322 total

29 Sept - 30 Sept

includes taxes & fees

9.4/10 Exceptional! (211 reviews)

Locanda Granducato

località paccianese 48 Chiusi SI

฿4,637

฿5,177 total

28 Sept - 29 Sept

includes taxes & fees

7/10 Good! (2 reviews)

La Locanda di Casalmustia

Piazza della Pieve 3 Trequanda SI

Get rates

8.6/10 Excellent! (44 reviews)

Tenuta La Pieve Casale Presciano

Via di Migliari Pergine Valdarno AR

Get rates

Tenuta La Pieve Casale La Valle

Via Giovanni XXII Pergine Valdarno AR

Get rates

Frequently asked questions

Where is the best place for a stay in Montecchio?

Located 6.9 mi (11.1 km) from the heart of Montecchio, Villa di Piazzano - Small Luxury Hotel of the World is a top choice for your stay, based on our traveller data. Other good choices 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 Montecchio.

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

Yes! Most hotel room reservations are fully refundable provided that you cancel prior to the accommodation's cancellation deadline, which is usually within 24-48 hours of check in. If you have a non-refundable reservation, it may still be possible to cancel it and be given a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Montecchio.

What's the best dog-friendly accommodation option in Montecchio?

Villa Schiatti is a top dog-friendly hotel, and offers 3 hot tubs - and a winery for its human guests. Borgo tra gli Olivi is another option for you and your pet. See more pet-friendly hotel accommodations in Montecchio.

What are some hotels with pools in Montecchio?

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 with an on-site pool. View all hotels with pools in Montecchio.

What is the best spa hotel in Montecchio?

Borgo tra gli Olivi is a highly recommended spa hotel with an outdoor pool. Spend an afternoon at the spa where you'll find facials, hot stone massages and body treatments. See all spa hotels in Montecchio.

What is staying in Montecchio like?

Travellers to Montecchio will find plenty to explore and enjoy. In Montecchio, there are 15 hotels and other accommodation options to choose from. Find out more about Montecchio.

What is there to see in Montecchio?

Places to visit in the wider area include Tennis Club Castiglionese, Piazza della Repubblica and Villa Bramasole. You'll also find Valdichiana Outlet Village and Arezzo Equestrian Centre in the area. Take a look at what more there is to see and do in Expedia's Montecchio guide.

What's the seasonal weather like in Montecchio?

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 Montecchio is 906 mm.

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Book Hotels in Montecchio on Expedia.it

Find hotels in Montecchio from ฿1,820

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Montecchio

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Montecchio hotels

1. Villa Schiatti

2. Il Falconiere - Relais e Chateaux

3. Cortona Resort - Le Terre Dei Cavalieri

4. Monastero di Cortona Hotel & Spa

5. Hotel Park

6. Relais Villa Baldelli

7. Villa Borgo San Pietro

8. B&B San Francesco

9. Hotel San Luca

10. Villa Santa Margherita

11. Hotel Italia

12. Relais La Corte dei Papi

13. Hotel Le Capanne

14. Hotel San Michele

15. Hotel Villa Marsili

16. Fondaco del Moro

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

18. Hotel Apogeo

19. Il Gentiluomo Hotel & SPA

20. La Cantina Relais - Fattoria Il Cipresso

Learn more about Montecchio

Top Montecchio Hotel Reviews

Nuovo Etruria Resort

Villa Tiberini Wine Relais

Monastero di Cortona Hotel & Spa

Precise Tale Poggio Alla Sala

Villa di Piazzano - Small Luxury Hotel of the World

Hotel Panoramic Montepulciano

Il Falconiere - Relais e Chateaux

Relais Villa Grazianella - UNA Esperienze

Il Gentiluomo Hotel & SPA

More cheap stays in Montecchio

Hotel Chenno

Hotel La Terrazza di Montepulciano

Locanda Granducato

La Locanda di Casalmustia

Tenuta La Pieve Casale Presciano

Tenuta La Pieve Casale La Valle

Frequently asked questions

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