La Strada-Santa Cristina Holiday Rentals, Castiglion Fiorentino: Private House Rentals

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Go beyond your typical stay in La Strada-Santa Cristina

Pet friendly

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Pool

Condo

Spa

Family friendly

Hot tub

Farm

Waterpark

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Our top choices for La Strada-Santa Cristina hotels

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

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

1. Il Falconiere - Relais e Chateaux

Cortona

Marie

฿18,501

฿20,658 total

includes taxes & fees

29 Sept - 30 Sept

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 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.

2. Hotel Le Capanne

Arezzo

Georg

฿4,311

฿4,972 total

includes taxes & fees

8 Sept - 9 Sept

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

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

3. San Michele al Castello

Castiglion Fiorentino

Alejandro

฿3,871

฿4,411 total

includes taxes & fees

31 Aug - 1 Sept

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

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.

A narrow hallway with a stone wall and a clock.

4. Monastero di Cortona Hotel & Spa

Cortona Old Town

Gennadiy

฿11,219

฿12,647 total

includes taxes & fees

30 Aug - 31 Aug

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

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

5. Hotel Park

Castiglion Fiorentino

Karen

฿3,605

฿4,118 total

includes taxes & fees

30 Aug - 31 Aug

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.

6. Hotel Italia

Cortona Old Town

Frances

฿4,439

฿5,075 total

includes taxes & fees

28 Sept - 29 Sept

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 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.

7. B&B San Francesco

Cortona Old Town

Esther

฿2,758

฿3,762 total

includes taxes & fees

30 Aug - 31 Aug

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

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

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.

8. Cortona Resort - Le Terre Dei Cavalieri

Cortona

Dana

฿4,523

฿5,166 total

includes taxes & fees

23 Sept - 24 Sept

A breakfast buffet with various food items and beverages.

A multi-story building with green shutters, a balcony, and a sign with a musical note.

A bedroom with a dark-colored bed, wooden ceiling beams, a white bedside table, and a wall-mounted light fixture.

A staircase with a wooden handrail and metal balusters, decorated with a floral arrangement at the bottom.

9. Bed & Breakfast Viziottavo

Castiglion Fiorentino

luigi

฿2,960

฿4,176 total

includes taxes & fees

26 Sept - 27 Sept

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.

10. La Cantina Relais - Fattoria Il Cipresso

Arezzo

Angela

฿5,080

฿5,818 total

includes taxes & fees

7 Sept - 8 Sept

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

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

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

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

11. Villa Schiatti

Castiglion Fiorentino

Soudabeh

฿5,300

฿5,984 total

includes taxes & fees

21 Sept - 22 Sept

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

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

12. Relais Villa Baldelli

Cortona

Peter

฿4,322

฿5,061 total

includes taxes & fees

28 Sept - 29 Sept

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

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.

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

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

Cortona

Niyome

฿23,285

฿25,920 total

includes taxes & fees

3 Sept - 4 Sept

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

14. Relais La Corte dei Papi

Cortona

Frithjof

฿12,788

฿14,374 total

includes taxes & fees

13 Sept - 14 Sept

A swimming pool with a modern building in the background.

A spacious dining area with long tables and chairs, large windows offering views of the outdoors, and a kitchen area visible in the background.

A white electric vehicle charging at a station with a hedge and a building in the background.

An outdoor dining area with tables and chairs, covered by a canopy, and a view of the sky.

15. Hotel Arezzo ASC

Arezzo

Ben Phillips

฿2,912

฿3,433 total

includes taxes & fees

28 Sept - 29 Sept

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 stone building with a rustic exterior, a wooden door, and a sign that reads "MOLINO".

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

16. Locanda del Molino

Cortona

Christopher

฿3,116

฿3,734 total

includes taxes & fees

28 Sept - 29 Sept

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

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

17. Hotel Villa Marsili

Cortona Old Town

fares

฿7,080

฿8,095 total

includes taxes & fees

7 Sept - 8 Sept

A spacious breakfast room with a modern design, featuring a wooden reception desk, comfortable seating, and a staircase leading to other areas.

A bar area with a wooden counter, seating, and large windows.

A modern hotel room with a desk, chair, and a bed.

A modern bathroom with a bench, a shower with a handheld showerhead, and a window.

18. Hotel Minerva

Arezzo

John

฿3,343

฿3,908 total

includes taxes & fees

30 Aug - 31 Aug

A stone building with outdoor seating and a fountain.

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.

A stone building with multiple windows and a courtyard.

19. Villa Borgo San Pietro

Cortona

Stephen

฿4,209

฿4,936 total

includes taxes & fees

27 Sept - 28 Sept

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

A hotel entrance with an arched doorway, stone facade, and a sign indicating the name 'Albergo I Michele'.

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

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

20. Hotel San Michele

Cortona Old Town

Tala

฿4,608

฿5,375 total

includes taxes & fees

30 Aug - 31 Aug

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Stay near popular La Strada-Santa Cristina attractions

Agricola Buccelletti Winery

10.0/10 (2 reviews)

You can enjoy a tasting or tour at Agricola Buccelletti Winery during your travels to La Strada-Santa Cristina. Discover the area's countryside and wineries.

See properties

Top La Strada-Santa Cristina Hotel Reviews

Relais Villa Baldelli

8/10 Good

"The property was relaxing and quaint. The pool was nice and the overall Tuscan country vibe and decor was nice. The location was good and the rooms were spacious. It was not walkable to anything but if you have a rental car the location is great because Cortana is a wonderful town. The staff is kind and responsive however I had an issue with the cleaning ladies where they disposed of thing of my mine thinking it was trash. I found it odd that cleaning folks would take it upon themselves to touch my things as all. I asked them to not to clean our room anymore and they did it again the next day due to poor internal communication. It was annoying to deal with that but still I would say the staff tried their best to be helpful. Lastly, I was not a fan of their breakfast. They had the basics that were heavily rooted in sweets and pork both of which I don’t eat. They made fresh plain eggs but some veggies and maybe turkey meat would have been nice. Overall, for the price point this place is good."

Hotel San Michele

10/10 Excellent

"Reception staff were extremely helpful when we were unloading and loading a great deal of wedding paraphernalia from the car before it went into the public carpark."

Villa di Piazzano - Small Luxury Hotel of the World

10/10 Excellent

"Staff was helpful , and the room was clean. The Antica Casina di Caccia dining with wine pairing was absolutely amazing. Also took some great pictures in the garden. The breakfast was nice too."

Il Gentiluomo Hotel & SPA

10/10 Excellent

"Very clean and reasonably priced hotel close to Arezzo and the Autostrada."

Hotel Lidò

10/10 Excellent

"Great front desk staff. Properly maintained well. Pool is excellent. Breakfast can be a little better. This was my third stay there. I don’t recommend the restaurant,so many better local places in the area. Staff are very friendly and helpful."

Hotel Minerva

10/10 Excellent

"Very recommended"

Villa Tiberini Wine Relais

10/10 Excellent

"We stayed four nights at Villa Tiberini and loved it! Everyone was super friendly and helpful, nice breakfast with delicious eggs, the apartment was beautiful with everything we needed and the grounds were beautiful. We especially loved the pool. It’s in a great position for exploring near by. Highly recommended!!"

Hotel San Luca

10/10 Excellent

"Wonderful place to stay in Cortona Great breakfast"

Borgo San Vincenzo

10/10 Excellent

"Stunning property, fabulous staff, wonderful experience. Cannot wait to return."

More cheap stays in La Strada-Santa Cristina

Hotel Chenno

Via Don Lorenzo Boschi 29 Subbiano AR

฿1,567

฿1,724 total

1 Sept - 2 Sept

includes taxes & fees

Tenuta La Pieve Casale Presciano

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Tenuta La Pieve Casale La Valle

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Tenuta La Pieve Casale Il Giglio

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Residence Peloni

Via Polidori 50 Arezzo AR

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Albergo Ristorante Umbria

Via Dei Galanti / Via Sant'antonio 6 Città di Castello PG

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7.4/10 Good! (13 reviews)

Frequently asked questions

Where is the best place for a stay in La Strada-Santa Cristina?

Located 7.9 mi (12.6 km) from the heart of La Strada-Santa Cristina, Villa di Piazzano - Small Luxury Hotel of the World is a top choice for your stay, based on our traveller data. Two other choices for your visit to the area are Monastero di Cortona Hotel & Spa and Il Falconiere - Relais e Chateaux. See all available top hotels, or vacation rentals in La Strada-Santa Cristina.

If I need to cancel my hotel reservation in La Strada-Santa Cristina, will I receive a refund?

Yes, most hotel room reservations are refundable if you cancel prior to the hotel's cancellation deadline, which is often 24 or 48 hours before your scheduled arrival. If you booked a non-refundable reservation, you might be able to cancel it and receive a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in La Strada-Santa Cristina.

What are some hotels with pools in La Strada-Santa Cristina?

Villa di Piazzano - Small Luxury Hotel of the World: Offers a snack bar/deli, an outdoor pool and free self parking. Monastero di Cortona Hotel & Spa and Il Falconiere - Relais e Chateaux are a couple of other choices that feature an on-site pool. View all hotels with pools in La Strada-Santa Cristina.

What is staying in La Strada-Santa Cristina like?

Visitors can enjoy all that La Strada-Santa Cristina has to offer, including its wineries. In La Strada-Santa Cristina, there are 10 hotels and other accommodation options to choose from. Find out more about La Strada-Santa Cristina.

What is there to see in La Strada-Santa Cristina?

A favourite place to visit is Agricola Buccelletti Winery. You'll also find Cassero Tower and Santa Maria Nuova in the area. Take a look at what more there is to see and do in Expedia's La Strada-Santa Cristina guide.

What's the weather like in La Strada-Santa Cristina?

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 La Strada-Santa Cristina is 906 mm.

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Book Hotels in La Strada-Santa Cristina on Expedia.it

Find hotels in La Strada-Santa Cristina from ฿1,724

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in La Strada-Santa Cristina

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for La Strada-Santa Cristina hotels

1. Il Falconiere - Relais e Chateaux

2. Hotel Le Capanne

3. San Michele al Castello

4. Monastero di Cortona Hotel & Spa

5. Hotel Park

6. Hotel Italia

7. B&B San Francesco

8. Cortona Resort - Le Terre Dei Cavalieri

9. Bed & Breakfast Viziottavo

10. La Cantina Relais - Fattoria Il Cipresso

11. Villa Schiatti

12. Relais Villa Baldelli

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

14. Relais La Corte dei Papi

15. Hotel Arezzo ASC

16. Locanda del Molino

17. Hotel Villa Marsili

18. Hotel Minerva

19. Villa Borgo San Pietro

20. Hotel San Michele

Stay near popular La Strada-Santa Cristina attractions

Agricola Buccelletti Winery

Top La Strada-Santa Cristina Hotel Reviews

Relais Villa Baldelli

Hotel San Michele

Villa di Piazzano - Small Luxury Hotel of the World

Il Gentiluomo Hotel & SPA

Hotel Lidò

Hotel Minerva

Villa Tiberini Wine Relais

Hotel San Luca

Borgo San Vincenzo

More cheap stays in La Strada-Santa Cristina

Hotel Chenno

Tenuta La Pieve Casale Presciano

Tenuta La Pieve Casale La Valle

Tenuta La Pieve Casale Il Giglio

Residence Peloni

Albergo Ristorante Umbria

Frequently asked questions

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