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

Villa

Condo

Spa

Hot tub

Family friendly

Farm

Waterpark

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Tomorrow

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Our top choices for La Strada-Santa Cristina hotels

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

1. Relais Villa Baldelli

Cortona

Nicoly

฿3,930

฿4,624 total

includes taxes & fees

15 Oct - 16 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 balcony with potted plants and a view of the sea.

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

2. Villa Santa Margherita

Cortona Old Town

George F

฿3,598

฿4,710 total

includes taxes & fees

31 Oct - 1 Nov

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

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

3. Hotel Park

Castiglion Fiorentino

Karen

฿3,537

฿4,041 total

includes taxes & fees

20 Oct - 21 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 hotel entrance with an arched doorway, a sign with the name 'Albergo I Michele', and a potted plant to the right.

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

4. Hotel San Michele

Cortona Old Town

Asha

฿4,034

฿4,587 total

includes taxes & fees

2 Nov - 3 Nov

A stone building with outdoor seating and a fountain.

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

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

5. Villa Borgo San Pietro

Cortona

Olga

฿3,967

฿4,665 total

includes taxes & fees

17 Oct - 18 Oct

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

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

6. Hotel San Luca

Cortona Old Town

Mariusz

฿2,718

฿3,291 total

includes taxes & fees

26 Oct - 27 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 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.

7. Il Falconiere - Relais e Chateaux

Cortona

Qingwen

฿12,848

฿14,283 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 lobby with a reception desk, a fireplace, and a large arched doorway leading outside.

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

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

฿3,840

฿4,318 total

includes taxes & fees

7 Nov - 8 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.

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

9. Cortona Resort - Le Terre Dei Cavalieri

Cortona

Jinhee

฿5,011

฿5,700 total

includes taxes & fees

15 Oct - 16 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 hotel room with a fireplace, two armchairs, a bed, and a dresser.

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.

10. Hotel Villa Marsili

Cortona Old Town

fares

฿7,750

฿8,676 total

includes taxes & fees

2 Nov - 3 Nov

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.

11. La Cantina Relais - Fattoria Il Cipresso

Arezzo

erik

฿3,514

฿4,091 total

includes taxes & fees

22 Oct - 23 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 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 wooden staircase with a handrail on both sides, leading to an upper floor.

12. B&B San Francesco

Cortona Old Town

Esther

฿2,706

฿3,691 total

includes taxes & fees

25 Oct - 26 Oct

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

A narrow hallway with a stone wall and a clock.

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.

13. Monastero di Cortona Hotel & Spa

Cortona Old Town

MICHELLE

฿8,882

฿10,071 total

includes taxes & fees

25 Oct - 26 Oct

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

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

A person seated at a table with a glass of white wine, in a room with tables and chairs, and a plant in the background.

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

14. Locanda agli Amici

Cortona

David

฿3,271

฿3,899 total

includes taxes & fees

23 Oct - 24 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.

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

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

15. Hotel Le Capanne

Arezzo

Ronilynn

฿3,541

฿4,120 total

includes taxes & fees

18 Oct - 19 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 cozy room with a bed, candles, a bottle of wine, and fresh fruits.

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

16. San Michele al Castello

Castiglion Fiorentino

Alejandro

฿3,798

฿4,328 total

includes taxes & fees

15 Oct - 16 Oct

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

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

17. Locanda del Molino

Cortona

Rochelle

฿2,626

฿3,189 total

includes taxes & fees

28 Oct - 29 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 modern hotel lobby with a large mirror, potted plants, and a spacious seating area.

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.

18. Il Gentiluomo Hotel & SPA

Arezzo

terri

฿2,425

฿2,893 total

includes taxes & fees

25 Oct - 26 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 two-story building with a stone staircase leading to a door, a scooter parked in front, and a garden with potted plants.

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.

19. Cortona Resort Spa

Cortona

Candice

฿5,536

฿6,202 total

includes taxes & fees

16 Oct - 17 Oct

A spacious breakfast room with a modern design, featuring a herringbone floor pattern, comfortable seating, and a staircase leading to other areas.

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.

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

20. Hotel Minerva

Arezzo

John

฿3,281

฿3,834 total

includes taxes & fees

25 Oct - 26 Oct

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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

Monastero di Cortona Hotel & Spa

10/10 Excellent

"Frederico went above and beyond to transfer us to our villa and Giulio was a fantastic bartender"

Hotel Continentale

10/10 Excellent

"The location of this hotel is excellent!"

Podere La Rocca

10/10 Excellent

"I had a wonderful time! The property was well maintained, the room was clean, the staff were attentive and friendly and professional!"

Hotel San Michele

10/10 Excellent

"Perfect location. Very friendly staff and spacious rooms. Right in the heart of Cortona!"

Il Gentiluomo Hotel & SPA

10/10 Excellent

"It was perfect….the outside was a little run down but the inside was perfect. They had just moved and not cleaned up so that did not help the appearance."

Poggio Paradiso Resort & Spa

10/10 Excellent

"The hotel was beautiful and extremely clean. The food at the restaurant was some of the best food we’ve ever had. Exceptional service and hospitality. Highly recommend. Would love to come back."

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 !!!"

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 La Strada-Santa Cristina

Hotel Chenno

Via Don Lorenzo Boschi 29 Subbiano AR

฿1,535

฿1,801 total

19 Oct - 20 Oct

includes taxes & fees

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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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 Hotel Continentale. 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 Villa Tiberini Wine Relais 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 Tennis Club Castiglionese and Fortress of Girifalco 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 ฿1,801

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. Relais Villa Baldelli

2. Villa Santa Margherita

3. Hotel Park

4. Hotel San Michele

5. Villa Borgo San Pietro

6. Hotel San Luca

7. Il Falconiere - Relais e Chateaux

8. Hotel Italia

9. Cortona Resort - Le Terre Dei Cavalieri

10. Hotel Villa Marsili

11. La Cantina Relais - Fattoria Il Cipresso

12. B&B San Francesco

13. Monastero di Cortona Hotel & Spa

14. Locanda agli Amici

15. Hotel Le Capanne

16. San Michele al Castello

17. Locanda del Molino

18. Il Gentiluomo Hotel & SPA

19. Cortona Resort Spa

20. Hotel Minerva

Stay near popular La Strada-Santa Cristina attractions

Agricola Buccelletti Winery

Top La Strada-Santa Cristina Hotel Reviews

Monastero di Cortona Hotel & Spa

Hotel Continentale

Podere La Rocca

Hotel San Michele

Il Gentiluomo Hotel & SPA

Poggio Paradiso Resort & Spa

Villa di Piazzano - Small Luxury Hotel of the World

Hotel Villa Paradiso

Villa Tiberini Wine Relais

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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