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La Strada-Santa Cristina Holiday Rentals

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Check prices for these dates

In two weeks
11 Sept - 13 Sept
In two months
23 Oct - 25 Oct
In three months
20 Nov - 22 Nov
In four months
18 Dec - 20 Dec

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 NZ$258
includes taxes & fees
20 Sept - 21 Sept
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 NZ$253
includes taxes & fees
24 Sept - 25 Sept
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, (23 reviews)
"This is such an amazing hotel in such an amazing place! "
United States
mansoor
The price is NZ$301
includes taxes & fees
23 Sept - 24 Sept
B&B Piccolo Hotel
A spa area with a stone-walled arch, a hot tub, and a small window.

4. DormiVeglia B&B

DormiVeglia B&B
Monte San Savino
10.0 out of 10, Exceptional, (29 reviews)
"Amazing, warm, sweet, lovely, such a gem of a place!"
American Samoa
Melissa Hyun Joo
The price is NZ$236
includes taxes & fees
27 Aug - 28 Aug
DormiVeglia B&B
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, (192 reviews)
"Very convenient and a beautifull terrasse to have breakfast with an amazing vue on Arezzo!"
France
Alexandre
The price is NZ$170
includes taxes & fees
29 Aug - 30 Aug
Cameracaffè Centro
A courtyard with outdoor seating, a stone building with a tower, and a well-maintained garden.

6. Castello di Gargonza

Castello di Gargonza
3.0 star property
Monte San Savino
9.2 out of 10, Wonderful, (44 reviews)
"Beautiful historic fortress / castle with tastefully updated rooms, great amenities that maintains the old character "
Canada
Ariel
The price is NZ$472
includes taxes & fees
2 Sept - 3 Sept
Castello di Gargonza
An outdoor seating area with a pergola, a fire pit, and a flower arrangement.

7. 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 NZ$491
includes taxes & fees
1 Sept - 2 Sept
Fontelunga Hotel & Villas
A narrow stone staircase leading up a hillside, flanked by buildings with wooden doors and windows, and hanging laundry.

8. Vicolo Della Scala Rooms - Il Sole

Vicolo Della Scala Rooms - Il Sole
Cortona Old Town
The price is NZ$210
includes taxes & fees
19 Sept - 20 Sept
Vicolo Della Scala Rooms - Il Sole
A modern hotel room with large windows, a bed, a desk, and a chair.

9. 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 NZ$164
includes taxes & fees
3 Sept - 4 Sept
B&B 52cento
A hotel room with a large bed, a desk, a chair, a small table, and a door leading to another room.

10. CASA AMBRA

CASA AMBRA
Cortona Old Town
The price is NZ$254
includes taxes & fees
20 Sept - 21 Sept
CASA AMBRA
A corridor with wooden flooring, a white cushioned bench, and shelves on both sides displaying bottles.

11. Allegra Toscana - Affittacamere Guest house

Allegra Toscana - Affittacamere Guest house
Arezzo Centro Storico
7.0 out of 10, Good, (17 reviews)
"Great location in Arezzo, easy and simple to find and access. Everything was exactly as we needed although we did not need to stay long."
United Kingdom
Justin
The price is NZ$185
includes taxes & fees
27 Aug - 28 Aug
Allegra Toscana - Affittacamere Guest house
An arched stone bridge with a white building on the right, featuring a balcony with plants.

12. Locanda Antico Borgo

Locanda Antico Borgo
Civitella in Val di Chiana
9.2 out of 10, Wonderful, (20 reviews)
"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. "
United Kingdom
Mr Andy
The price is NZ$221
includes taxes & fees
9 Sept - 10 Sept
Locanda Antico Borgo

13. Palazzo Tarlati Residenza d'Epoca

Palazzo Tarlati Residenza d'Epoca
Civitella in Val di Chiana
8.0 out of 10, Very good, (3 reviews)
"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...
United States
Marco
The price is NZ$234
includes taxes & fees
9 Sept - 10 Sept
Palazzo Tarlati Residenza d'Epoca
A paved pathway lined with potted plants and neatly trimmed hedges, leading to a building with a red roof.

14. Artisti del Cavallo Tourism

Artisti del Cavallo Tourism
Foiano della Chiana
8.4 out of 10, Very good, (24 reviews)
"Good house for one night. "
Germany
Heiner
The price is NZ$155
includes taxes & fees
1 Sept - 2 Sept
Artisti del Cavallo Tourism
A hotel room with a bed, two bedside tables, a painting on the wall, and a vase with flowers on one of the tables.

15. Room-two-room Apartment

Room-two-room Apartment
Arezzo
10.0 out of 10, Exceptional, (1 review)
"A little tricky to locate but friendly staff and very walkable to see the sites."
Canada
Thelma
The price is NZ$237
includes taxes & fees
9 Sept - 10 Sept
Room-two-room Apartment
A stone building with arched windows and a gravel driveway.

16. Villa La Ginestra

Villa La Ginestra
Subbiano
9.6 out of 10, Exceptional, (5 reviews)
"Le charme de l'endroit, l'attention de l'hôte, le confort, le déjeuner delicieux."
Canada
Philippe
The price is NZ$206
includes taxes & fees
17 Sept - 18 Sept
Villa La Ginestra
A courtyard with a stone pathway, potted plants, and a building with multiple windows and a door.

17. Rustic Holiday Home in Citta di Castello With Swimming Pool

Rustic Holiday Home in Citta di Castello With Swimming Pool
Città di Castello
The price is NZ$471
includes taxes & fees
20 Sept - 21 Sept
Rustic Holiday Home in Citta di Castello With Swimming Pool
A narrow stone staircase leading up a hillside, flanked by buildings with wooden doors and windows, and hanging laundry.

18. Vicolo Della Scala Rooms - La Luna

Vicolo Della Scala Rooms - La Luna
Cortona Old Town
The price is NZ$194
includes taxes & fees
24 Sept - 25 Sept
Vicolo Della Scala Rooms - La Luna

19. Casale dell'Assiolo

Casale dell'Assiolo
Castiglione del Lago
The price is NZ$212
includes taxes & fees
13 Sept - 14 Sept
Casale dell'Assiolo
A wooden table with two chairs on a balcony, overlooking a lush green landscape with trees and hills.

20. Casa Vacanze Le Fornaci

Casa Vacanze Le Fornaci
Pergine Valdarno
9.8 out of 10, Exceptional, (7 reviews)
"We absolutely loved our stay at this hotel. The suite was perfect and the restaurant had probably the best food I have had in Tuscany. We definitely plan to stay there again."
United States
Gregory
The price is NZ$315
includes taxes & fees
2 Sept - 3 Sept
Casa Vacanze Le Fornaci
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

Relais Villa Baldelli

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."
Shabnam Karimi 4-night trip
Posted 3 days ago
Relais Villa Baldelli

Find out more about La Strada-Santa Cristina

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our La Strada-Santa Cristina holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up La Strada-Santa Cristina. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in La Strada-Santa Cristina. Seeing all the best attractions is bound to make you fall in love with La Strada-Santa Cristina. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in La Strada-Santa Cristina short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find a holiday rental 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. 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 theatre during your trip.

What are some of the best holiday rentals that La Strada-Santa Cristina has to offer?

Idyllic guest house in Tuscan country house style with swimming pool: This holiday home rental outside of La Strada-Santa Cristina is located in a rural location, and has an outdoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. You can relax into your holiday with a patio and a garden.

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 Santa Maria Nuova are a couple of places you'll find in the wider area.

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 feature extras such as patios, hot tubs and fire pits so your stay will be comfortable. If you're concerned about cleanliness, a holiday rental can offer a sense of privacy away from shared hotel lifts and lobbies packed with people while still allowing you the enjoyment of travel. You'll also find more space in a holiday rental than in a traditional hotel, which makes a holiday rental an attractive choice for a small group gathering.