Default HTG hotel image

La Strada-Santa Cristina Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

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

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

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 ￥21,884
￥24,815 total
includes taxes & fees
Sep 11 - Sep 12
San Michele al Borgo
A kitchen with white cabinets, a microwave, a sink, and a window with lace curtains.

2. Happy Nest Tuscany Between Florence and Rome

Happy Nest Tuscany Between Florence and Rome
Castiglion Fiorentino
The price is ￥8,353
￥12,436 total
includes taxes & fees
Sep 1 - Sep 2
Happy Nest Tuscany Between Florence and Rome
A window with a view of a historic town, including a prominent tower and colorful buildings.

3. The window on the tower apartment new castiglion fiorentino

The window on the tower apartment new castiglion fiorentino
Castiglion fiorentino
10.0 out of 10, Exceptional, (1 review)
"Large apartment 4 floors above the town. Easy walking to anywhere in the area. Great shower and large bathroom. Equipped kitchen with big refrigerator. Living room with TV and dining table and couch. Large bedroom with fan. Also, there is a hairdryer and ironing board and iron. You are very close to walk to restaurants and stores, About a mile from the train station up a hill but the hostess helped us with transport.Overall, an excellent stay for my wife and I. (Be aware the room is 4...
United States
aric w.
The price is ￥18,557
￥25,980 total
includes taxes & fees
Aug 26 - Aug 27
The window on the tower apartment new castiglion fiorentino
A balcony with a view of a sunset over a hilly landscape.

4. Stunning Loft nestled in the Tuscan countryside 15 minutes walk from the center.

Stunning Loft nestled in the Tuscan countryside 15 minutes walk from the center.
Toscana
9.4 out of 10, Exceptional, (3 reviews)
"Great appartment really nice. Great view. Very nice and reactive owner.However it is imperative to have a car to go there, even by walking very fast it takes minimum 50 minutes to go to the center.And also take note that there are stairs to get to the appartment."
United States
Louis / Jeanne M.
The price is ￥15,031
￥19,113 total
includes taxes & fees
Aug 26 - Aug 27
Stunning Loft nestled in the Tuscan countryside 15 minutes walk from the center.
A narrow stone staircase leading up a hillside, flanked by buildings with wooden doors and windows, and hanging laundry.

5. Vicolo Della Scala Rooms - La Luna

Vicolo Della Scala Rooms - La Luna
Cortona Old Town
The price is ￥16,066
￥18,415 total
includes taxes & fees
Sep 18 - Sep 19
Vicolo Della Scala Rooms - La Luna
A person sitting at an outdoor table with a drink, a bowl of bread, and a glass of juice.

6. Dolce Casa 2 by Tiny Away

Dolce Casa 2 by Tiny Away
Rigutino
The price is ￥14,214
￥19,777 total
includes taxes & fees
Aug 30 - Aug 31
Dolce Casa 2 by Tiny Away
An upper floor view of a courtyard with stone walls, arched doorways, and seating areas with potted plants.

7. 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 ￥23,285
￥26,355 total
includes taxes & fees
Aug 29 - Aug 30
B&B Piccolo Hotel
A narrow street with buildings on either side, stone walls, and a clear blue sky.

8. Tolletta 10 e Lode - One Bedroom House, Sleeps 4

Tolletta 10 e Lode - One Bedroom House, Sleeps 4
Arezzo Centro Storico
10.0 out of 10, Exceptional, (1 review)
" La casa pulitissima è molto bella, l’host molto disponibile e gentile, risponde sempre e anche subito. La posizione ottimale per fare il giro dei mercatini e di tutta la città. Consigliatissima "
Italy
Maria Gemma
The price is ￥13,268
￥26,258 total
includes taxes & fees
Aug 26 - Aug 27
Tolletta 10 e Lode - One Bedroom House, Sleeps 4

9. Dolce Casa 1 by Tiny Away

Dolce Casa 1 by Tiny Away
Rigutino
The price is ￥15,374
￥20,942 total
includes taxes & fees
Aug 30 - Aug 31
Dolce Casa 1 by Tiny Away
A narrow stone staircase leading up to a building with a red door, flanked by buildings with balconies and hanging laundry.

10. City / Village Apartment in Cortona with 1 bedrooms sleeps 2

City / Village Apartment in Cortona with 1 bedrooms sleeps 2
Cortona Old Town
10.0 out of 10, Exceptional, (8 reviews)
"This place was such a great find! So central and easily reachable. We really enjoyed our stay!"
United States
Julie R.
The price is ￥17,351
￥18,093 total
includes taxes & fees
Aug 26 - Aug 27
City / Village Apartment in Cortona with 1 bedrooms sleeps 2
A kitchen with wooden cabinets, a tiled backsplash, a stove, and a dining area with a table and chairs.

11. Casa Lèon, Relax Nature and Comfort in the Heart of Valdichiana.

Casa Lèon, Relax Nature and Comfort in the Heart of Valdichiana.
Toscana
The price is ￥25,052
￥29,505 total
includes taxes & fees
Sep 23 - Sep 24
Casa Lèon, Relax Nature and Comfort in the Heart of Valdichiana.
A view of a historic town with prominent buildings and a church tower.

12. 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 ￥13,653
￥16,132 total
includes taxes & fees
Aug 31 - Sep 1
Cameracaffè Centro
A hotel room with a large bed, a desk, a chair, a small table, and a door leading to another room.

13. CASA AMBRA

CASA AMBRA
Cortona Old Town
The price is ￥21,408
￥24,106 total
includes taxes & fees
Sep 16 - Sep 17
CASA AMBRA
A hotel room with a bed, two bedside lamps, a window with curtains, and a wall-mounted picture.

14. Alò - One Bedroom Apartment, Sleeps 2

Alò - One Bedroom Apartment, Sleeps 2
Arezzo
The price is ￥11,230
￥22,367 total
includes taxes & fees
Aug 30 - Aug 31
Alò - One Bedroom Apartment, Sleeps 2
A park with picnic tables, a playground, and a gravel path.

15. Holiday home with panoramic terrace ideal for families and couples

Holiday home with panoramic terrace ideal for families and couples
Cortona
The price is ￥11,691
￥15,031 total
includes taxes & fees
Aug 26 - Aug 27
Holiday home with panoramic terrace ideal for families and couples
A modern hotel room with large windows, a bed, a desk, and a chair.

16. 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 ￥13,165
￥15,595 total
includes taxes & fees
Sep 3 - Sep 4
B&B 52cento
A balcony with a clear view of a distant landscape, a stone building, and a glass of orange juice.

17. Cortonas Rooftop Nest

Cortonas Rooftop Nest
Cortona Old Town
10.0 out of 10, Exceptional, (12 reviews)
"Absolute gem of a property. Margherita is an excellent host as well!"
United States
Robin F.
The price is ￥29,895
￥34,720 total
includes taxes & fees
Aug 26 - Aug 27
Cortonas Rooftop Nest
A view from a window overlooking a courtyard with stone buildings and a tower.

18. La Finestra sul Teatro

La Finestra sul Teatro
Cortona Old Town
9.8 out of 10, Exceptional, (38 reviews)
"This was perfectly clean. The host was perfect."
United States
Michelle H.
The price is ￥24,217
￥36,836 total
includes taxes & fees
Sep 2 - Sep 3
La Finestra sul Teatro
A staircase with two lit lanterns on the wall.

19. Cortona Shabby Chic House<br>(Independent & balcony)

Cortona Shabby Chic House<br>(Independent & balcony)
Cortona Old Town
10.0 out of 10, Exceptional, (3 reviews)
"Greatly enjoyed staying here. Beautiful place and beautiful town! Thank you!"
United States
Erin
The price is ￥22,918
￥26,815 total
includes taxes & fees
Aug 30 - Aug 31
Cortona Shabby Chic House<br>(Independent & balcony)
A corridor with wooden flooring, a white cushioned bench, and shelves on both sides displaying bottles.

20. 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 ￥14,131
￥17,400 total
includes taxes & fees
Aug 27 - Aug 28
Allegra Toscana - Affittacamere Guest house
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

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 2 days ago
Relais Villa Baldelli

Find out more about La Strada-Santa Cristina

Search for holiday rentals in La Strada-Santa Cristina on Expedia! You can easily find your home rentals, villas, holiday apartments in La Strada-Santa Cristina using one of the methods below:

  • View our selection of featured holiday rentals in La Strada-Santa Cristina
  • Use the map to find apartments and other holiday homes in the La Strada-Santa Cristina neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in La Strada-Santa Cristina while they last

Look no further and take a look at our great range of rental properties in La Strada-Santa Cristina!

Frequently asked questions

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

Yes, we offer vacation rentals near popular attractions 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.

What are some of the best vacation rentals in La Strada-Santa Cristina?

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

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

Expedia has 5 vacation 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 larger area, you’ll find Agricola Buccelletti Winery and Santa Maria Nuova.

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

Vacation rentals are privately owned properties where you can stay for a few weeks or just a few days in La Strada-Santa Cristina. Vacation rentals offer extras like WiFi and washers and dryers so you'll feel right at home. If you're concerned about cleanliness, vacation rentals can offer a sense of seclusion away from shared hotel elevators and bustling concierge desks while still allowing you the experience of travel. You'll also find more space in a vacation rental than in a hotel, which makes a vacation rental a popular choice for family trips or small group gatherings.