La Strada-Santa Cristina Vacation Rentals from NT$4,532: Search Short-Term Rentals

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Our top choices for La Strada-Santa Cristina vacation rentals

A narrow cobblestone street with a rustic stone building featuring a wooden door and arched window.

1. San Michele al Borgo

Castiglion Fiorentino

Vern

NT$5,169 total

includes taxes & fees

Sep 25 - Sep 26

An upper floor view of a courtyard with stone walls, arched doorways, and seating areas with potted plants.

2. B&B Piccolo Hotel

Cortona Old Town

mansoor

NT$5,611 total

includes taxes & fees

Oct 7 - Oct 8

3. iConic Wellness Resort

Arezzo

Rheymarie

NT$3,233 total

includes taxes & fees

Oct 11 - Oct 12

An outdoor seating area with a pergola, a fire pit, and a flower arrangement.

4. Fontelunga Hotel & Villas

Foiano della Chiana

Shelby

NT$10,634 total

includes taxes & fees

Oct 11 - Oct 12

A courtyard with outdoor seating, a stone building with a tower, and a well-maintained garden.

5. Castello di Gargonza

Monte San Savino

Iain

NT$8,792 total

includes taxes & fees

Sep 24 - Sep 25

A narrow stone staircase leading up a hillside, flanked by buildings with wooden doors and windows, and hanging laundry.

6. Vicolo Della Scala Rooms - La Luna

Cortona Old Town

NT$3,720 total

includes taxes & fees

Sep 26 - Sep 27

A hotel room with a large bed, a desk, a chair, a small table, and a door leading to another room.

7. CASA AMBRA

Cortona Old Town

NT$11,577 total

includes taxes & fees

Oct 1 - Oct 2

A view of a historic town with prominent buildings and a church tower.

8. Cameracaffè Centro

Arezzo Centro Storico

Alexandre

NT$3,495 total

includes taxes & fees

Oct 15 - Oct 16

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

9. B&B 52cento

Arezzo Centro Storico

Tina

NT$2,473 total

includes taxes & fees

Sep 30 - Oct 1

A spa area with a stone-walled arch, a hot tub, and a small window.

10. DormiVeglia B&B

Monte San Savino

Melissa Hyun Joo

NT$4,088 total

includes taxes & fees

Oct 4 - Oct 5

A paved pathway lined with potted plants and neatly trimmed hedges, leading to a building with a red roof.

11. Artisti del Cavallo Tourism

Foiano della Chiana

Heiner

NT$3,051 total

includes taxes & fees

Sep 24 - Sep 25

12. Palazzo Tarlati Residenza d'Epoca

Civitella in Val di Chiana

"Small family-owned inn located in center of Civitella in Val di Chiana. Room was comfortable and included all we needed. It was cold upon check-in which the co-owner tried to remedy with a space heater. It took a while. The room warmed up after the first night. The other co-owner kindly offered me our first night complimentary. (Thank you again.). The breakfast was simple and included fruit, juice, yogurt, sliced cheese and cold cut, packages sweets, tea, coffee and water. The owners were...

Marco

NT$4,369 total

includes taxes & fees

Sep 24 - Sep 25

A stone building with arched windows and a gravel driveway.

13. Villa La Ginestra

Subbiano

Philippe

NT$4,041 total

includes taxes & fees

Sep 24 - Sep 25

A fountain with water cascading down a column, surrounded by greenery and a building in the background.

14. Residence al Lago

Contrada Fontivegge

Hananeh

NT$3,431 total

includes taxes & fees

Sep 24 - Sep 25

An arched stone bridge with a white building on the right, featuring a balcony with plants.

15. Locanda Antico Borgo

Civitella in Val di Chiana

"What an absolutely beautiful stay, in a stunning place. Our host was attentive and kind, and the food was wonderful. The hotel and rooms were spotlessly clean, and particularly for my needs on a road trip with my 18 year old son, the accommodation offering two adjoining bedrooms was perfect, and we could park outside. Also very good value in my opinion. I would definitely return, it’s also ideal for couples and I would love to bring my wife here. "

Mr Andy

NT$4,103 total

includes taxes & fees

Oct 4 - Oct 5

16. Bibi Boutique

Arezzo Centro Storico

NT$3,313 total

includes taxes & fees

Sep 27 - Sep 28

A hotel room with a bed, two bedside tables, a painting on the wall, and a vase with flowers on one of the tables.

17. Room-two-room Apartment

Saione

Thelma

NT$4,423 total

includes taxes & fees

Sep 27 - Sep 28

18. Vicolo Della Scala Rooms - Il Sole

Cortona Old Town

NT$4,140 total

includes taxes & fees

Sep 24 - Sep 25

19. Casale dell'Assiolo

Castiglione del Lago

NT$5,129 total

includes taxes & fees

Sep 24 - Sep 25

A table set outdoors with a view of mountains, including a basket of pastries, cups of coffee, and a bottle of water.

20. Locanda del Viandante

Anghiari

Tatsuya

NT$4,369 total

includes taxes & fees

Sep 24 - Sep 25

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Top La Strada-Santa Cristina Hotel Reviews

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."

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!"

Poggio Paradiso Resort & Spa

10/10 Excellent

"We LOVED our stay at Poggio Paradiso! The property is absolutely gorgeous and all the staff were amazing! The property is in a great location making it easy to day trip to many different areas in the Tuscan hill country. The onsite restaurant, L’Olivo, has THE most incredible food. The meals we ate there were the best we had in Italy hands down. Marco, the onsite sommelier, was helpful with wine selection at the restaurant and Gabriel, the bartender, was also great. We were also fortunate enough to meet the manager of the property, Chris, and loved hearing more about the history of the property and how it came to be. We will definitely go back!"

Find out more about La Strada-Santa Cristina

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Frequently asked questions

Can I find a vacation rental in La Strada-Santa Cristina?

Yes, there are vacation rentals near the most popular local attractions in La Strada-Santa Cristina, or you can select a more remote option if you're looking for a relaxing stay. Visitors to La Strada-Santa Cristina speak positively about the countryside and wineries in this destination. Make sure you have time to check out the churches and musical theater during your trip.

What’s there to see and do in La Strada-Santa Cristina?

While exploring the area, visit family-friendly sights like Ravagni Oil Mill, or get outside and enjoy nature at Piazza Guido Monaco. Agricola Buccelletti Winery and Tennis Club Castiglionese are a couple of places you'll find in the larger area.

What’s a vacation rental in La Strada-Santa Cristina like?

Vacation rentals are privately owned properties you can stay in for a few weeks or just a few days in La Strada-Santa Cristina. Vacation rentals offer extras such as hot tubs, fire pits, and patios so you'll have everything you want. If you're concerned about a sanitized environment, vacation rentals can provide a sense of security away from shared hotel elevators and busy front desks while still allowing you the experience of travel. You'll also find more space in a vacation rental than in a traditional hotel, which makes a vacation rental a great choice for a family trip.

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Check prices for these dates

Our top choices for La Strada-Santa Cristina vacation rentals

1. San Michele al Borgo

2. B&B Piccolo Hotel

3. iConic Wellness Resort

4. Fontelunga Hotel & Villas

5. Castello di Gargonza

6. Vicolo Della Scala Rooms - La Luna

7. CASA AMBRA

8. Cameracaffè Centro

9. B&B 52cento

10. DormiVeglia B&B

11. Artisti del Cavallo Tourism

12. Palazzo Tarlati Residenza d'Epoca

13. Villa La Ginestra

14. Residence al Lago

15. Locanda Antico Borgo

16. Bibi Boutique

17. Room-two-room Apartment

18. Vicolo Della Scala Rooms - Il Sole

19. Casale dell'Assiolo

20. Locanda del Viandante

Find vacation rentals that suit your style

Top La Strada-Santa Cristina Hotel Reviews

Villa Tiberini Wine Relais

Monastero di Cortona Hotel & Spa

Hotel San Michele

Villa di Piazzano - Small Luxury Hotel of the World

Il Falconiere - Relais e Chateaux

Borgo San Vincenzo

Il Gentiluomo Hotel & SPA

Poggio Paradiso Resort & Spa

Hotel Villa Paradiso

Find out more about La Strada-Santa Cristina

Frequently asked questions

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