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Check prices for these dates

In two weeks
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan

Our top choices for La Strada-Santa Cristina holiday rentals

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

1. San Michele al Borgo

San Michele al Borgo
Castiglion Fiorentino
9.8 out of 10, Exceptional, (9 reviews)
"Excellent staff and tasty breakfast!"
United States
Vern
The price is 3.735.920 ₫
4.228.628 ₫ total
includes taxes & fees
5 Oct - 6 Oct
San Michele al Borgo

2. iConic Wellness Resort

iConic Wellness Resort
Arezzo
8.8 out of 10, Excellent, (40 reviews)
"Beautiful and peaceful resort! Hope to return soon❤️"
United States
Rheymarie
The price is 2.241.650 ₫
2.644.489 ₫ total
includes taxes & fees
21 Oct - 22 Oct
iConic Wellness Resort
An upper floor view of a courtyard with stone walls, arched doorways, and seating areas with potted plants.

3. B&B Piccolo Hotel

B&B Piccolo Hotel
Cortona Old Town
9.2 out of 10, Wonderful, (25 reviews)
"This is such an amazing hotel in such an amazing place! "
United States
mansoor
The price is 4.064.032 ₫
4.589.552 ₫ total
includes taxes & fees
22 Oct - 23 Oct
B&B Piccolo Hotel
An outdoor seating area with a pergola, a fire pit, and a flower arrangement.

4. Fontelunga Hotel & Villas

Fontelunga Hotel & Villas
Foiano della Chiana
10.0 out of 10, Exceptional, (7 reviews)
"We loved our stay here! The hosts and staff were super warm and friendly. Breakfast had a wide choice and we liked the evening drinks set up too! The hotel doggies were definitely a highlight ☺️ we’d love to come back!"
United Kingdom
Shelby
The price is 7.813.350 ₫
8.714.015 ₫ total
includes taxes & fees
11 Oct - 12 Oct
Fontelunga Hotel & Villas
A view of a historic town with prominent buildings and a church tower.

5. Cameracaffè Centro

Cameracaffè Centro
Arezzo Centro Storico
8.6 out of 10, Excellent, (193 reviews)
"Very convenient and a beautifull terrasse to have breakfast with an amazing vue on Arezzo!"
France
Alexandre
The price is 2.440.850 ₫
2.863.931 ₫ total
includes taxes & fees
15 Oct - 16 Oct
Cameracaffè Centro
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

Vicolo Della Scala Rooms - La Luna
Cortona Old Town
The price is 2.657.918 ₫
3.042.826 ₫ total
includes taxes & fees
24 Oct - 25 Oct
Vicolo Della Scala Rooms - La Luna
A modern hotel room with large windows, a bed, a desk, and a chair.

7. B&B 52cento

B&B 52cento
Arezzo Centro Storico
8.0 out of 10, Very good, (81 reviews)
"Very accessible and easy accommodation. Very pleasant room and reasonable breakfast. Within walking distance of train station and city centre."
Australia
Tina
The price is 1.679.936 ₫
2.026.926 ₫ total
includes taxes & fees
30 Sept - 1 Oct
B&B 52cento
A paved pathway lined with potted plants and neatly trimmed hedges, leading to a building with a red roof.

8. Artisti del Cavallo Tourism

Artisti del Cavallo Tourism
Foiano della Chiana
8.4 out of 10, Very good, (25 reviews)
"Good house for one night. "
Germany
Heiner
The price is 2.160.336 ₫
2.495.486 ₫ total
includes taxes & fees
27 Sept - 28 Sept
Artisti del Cavallo Tourism
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top La Strada-Santa Cristina Hotel Reviews

Villa Tiberini Wine Relais

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."
James 3-night trip
Posted 7 hours ago
Villa Tiberini Wine Relais

Frequently asked questions

Can I find holiday rentals in La Strada-Santa Cristina?

Yes, there are holiday rentals close to the most popular sights in La Strada-Santa Cristina, or you can select a more secluded option if you're looking for a relaxing stay. La Strada-Santa Cristina is known for its wineries.

How many holiday rentals are there in La Strada-Santa Cristina?

Expedia has 5 holiday rentals for your stay in La Strada-Santa Cristina.

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. In the wider area, you’ll find Agricola Buccelletti Winery and Tennis Club Castiglionese.

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

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in La Strada-Santa Cristina. Holiday rentals offer extras such as laundry facilities and kitchens so you'll feel just like you're at home. If you're concerned about a clean environment, holiday rentals can offer a sense of seclusion away from shared hotel lifts and busy reception areas while still allowing you to travel. You'll also get more space in a holiday rental than in a standard hotel, which makes a holiday rental a popular option for small groups.